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Newly constructed home offering over 3,100 sq ft of refined living space, privately set on 1.30+ acres in the desirable Chatham Ridge community, just minutes from Glastonbury. Thoughtfully designed with exceptional craftsmanship and elevated finishes, this home blends modern style with timeless design. The open-concept layout features 4 bedrooms, 4 bathrooms, and an oversized three-bay garage. A dramatic great room showcases a floor-to-ceiling geometric fireplace feature wall and expansive windows that fill the space with natural light, creating a striking focal point. The designer kitchen features a waterfall quartz peninsula with seating, full slab quartz backsplash, premium appliances, custom cabinetry with glass display accents, and a fully equipped butler's pantry. Upgrades include 9-foot ceilings on all three levels, extensive custom millwork, hardwood flooring throughout, designer tile, recessed lighting, triple-pane windows, and a high-efficiency three-zone HVAC system. Outdoor living features maintenance-free composite decking overlooking the private yard. A stamped concrete front walkway adds curb appeal, and the walk-out basement is pre-plumbed for a future bathroom and offers excellent potential for additional finished living space. Showings start 3/28/26

4 Beds ⋅ 4 Baths ⋅ 24158229 MLS

Newly constructed home offering over 3,100 sq ft of refined living space, privately set on 1.30+ acres in the desirable Chatham Ridge community, just minutes from Glastonbury. Thoughtfully designed with exceptional craftsmanship and elevated finishes, this home blends modern style with timeless design. The open-concept layout features 4 bedrooms, 4 bathrooms, and an oversized three-bay garage. A dramatic great room showcases a floor-to-ceiling geometric fireplace feature wall and expansive windows that fill the space with natural light, creating a striking focal point. The designer kitchen features a waterfall quartz peninsula with seating, full slab quartz backsplash, premium appliances, custom cabinetry with glass display accents, and a fully equipped butler's pantry. Upgrades include 9-foot ceilings on all three levels, extensive custom millwork, hardwood flooring throughout, designer tile, recessed lighting, triple-pane windows, and a high-efficiency three-zone HVAC system. Outdoor living features maintenance-free composite decking overlooking the private yard. A stamped concrete front walkway adds curb appeal, and the walk-out basement is pre-plumbed for a future bathroom and offers excellent potential for additional finished living space. Showings start 3/28/26

90 Meshomasic Trl, Portland

$1,050,000

Set in one of Portland's most picturesque locations with sweeping Connecticut River views, this beautiful expanded Cape Cod tells a story of timeless craftsmanship, thoughtful updates, and distinctive lifestyle amenities. The custom kitchen showcases custom cabinetry with bright quartz countertops and an expansive island designed for gathering and entertaining. Warmth and character carry throughout the home with two Natural stone fireplaces, wainscoting, crown molding, hardwood floors, and a cherry-paneled library or first-floor office. The remodeled primary suite offers a refined retreat. The walk-in attic provides valuable additional storage. A fully town-approved accessory apartment creates flexible space for extended living and guests, with a proven history of rental income. Outdoors, the property setting is its defining feature. Enjoy a heated inground gunite pool surrounded by a riverview setting made for relaxation. Car enthusiasts, collectors, and hobbyists will appreciate the attached two-car garage plus the post-and-beam barn offering storage for multiple cars, with four total garage bays or livestock options with direct access to the airline trail, making it limitless. This is an ideal spot. Solar panels add efficiency, coupled with a new furnace, air conditioning ductwork, and updated air conditioning. The new roof completes this rare Portland offering, where classic home charm meets modern comfort and standout utility.

4 Beds ⋅ 5 Baths ⋅ 24177414 MLS

Set in one of Portland's most picturesque locations with sweeping Connecticut River views, this beautiful expanded Cape Cod tells a story of timeless craftsmanship, thoughtful updates, and distinctive lifestyle amenities. The custom kitchen showcases custom cabinetry with bright quartz countertops and an expansive island designed for gathering and entertaining. Warmth and character carry throughout the home with two Natural stone fireplaces, wainscoting, crown molding, hardwood floors, and a cherry-paneled library or first-floor office. The remodeled primary suite offers a refined retreat. The walk-in attic provides valuable additional storage. A fully town-approved accessory apartment creates flexible space for extended living and guests, with a proven history of rental income. Outdoors, the property setting is its defining feature. Enjoy a heated inground gunite pool surrounded by a riverview setting made for relaxation. Car enthusiasts, collectors, and hobbyists will appreciate the attached two-car garage plus the post-and-beam barn offering storage for multiple cars, with four total garage bays or livestock options with direct access to the airline trail, making it limitless. This is an ideal spot. Solar panels add efficiency, coupled with a new furnace, air conditioning ductwork, and updated air conditioning. The new roof completes this rare Portland offering, where classic home charm meets modern comfort and standout utility.

279 Middle Haddam Rd, Portland

$860,000

Rarely available, this exceptional custom built home sits on 2.03 acres bordering the Portland Golf Course. Welcome to 41 Gildersleeve Road an oversized Cape, offering approximately 3,355 square feet of thoughtfully designed living space. The open-concept floor plan features spacious rooms, quality finishes, and an inviting layout designed for both everyday living and entertaining. Beautiful hardwood floors flow throughout the home, complemented by a gas fireplace framed by custom built-ins. On chilly evenings, gather around the fire and enjoy the warmth and comfort of this welcoming space. The thoughtfully designed floor plan creates an easy flow between the living, dining, and entertaining areas. Large windows fill the home with abundant natural light, enhancing the open and airy feel throughout. The home currently offers three bedrooms and three-and-a-half baths, with the flexibility of two potential primary bedroom suites-one on the first floor and another on the second floor. This versatile layout provides options to suit a variety of living arrangements. Convenience continues with laundry hookups on the first floor, as well as a dedicated laundry room in the basement. A spacious first-floor office provides an ideal work-from-home space and could also be used as a fourth bedroom.

3 Beds ⋅ 4 Baths ⋅ 24200612 MLS

Rarely available, this exceptional custom built home sits on 2.03 acres bordering the Portland Golf Course. Welcome to 41 Gildersleeve Road an oversized Cape, offering approximately 3,355 square feet of thoughtfully designed living space. The open-concept floor plan features spacious rooms, quality finishes, and an inviting layout designed for both everyday living and entertaining. Beautiful hardwood floors flow throughout the home, complemented by a gas fireplace framed by custom built-ins. On chilly evenings, gather around the fire and enjoy the warmth and comfort of this welcoming space. The thoughtfully designed floor plan creates an easy flow between the living, dining, and entertaining areas. Large windows fill the home with abundant natural light, enhancing the open and airy feel throughout. The home currently offers three bedrooms and three-and-a-half baths, with the flexibility of two potential primary bedroom suites-one on the first floor and another on the second floor. This versatile layout provides options to suit a variety of living arrangements. Convenience continues with laundry hookups on the first floor, as well as a dedicated laundry room in the basement. A spacious first-floor office provides an ideal work-from-home space and could also be used as a fourth bedroom.

41 Gildersleeve Rd, Portland

$735,000

Spectacular luxury colonial offering three bedrooms two and 1/2 baths an open floor plan. This beautifully maintained home features an elegant open floor plan stunning gourmet kitchen, and luxury primary suite complete with Whirlpool tub and more. This home was designed for both comfort and entertaining, the home offers also offers surround sound, central vacuum, irrigation system, a heated three car garage and generator. And a beautifully partially finished lower level featuring an office and TV and a bar area. Impeccably maintained and truly move in ready, this exceptional home offers luxury living at its finest a must-see property

3 Beds ⋅ 3 Baths ⋅ 24172202 MLS

Spectacular luxury colonial offering three bedrooms two and 1/2 baths an open floor plan. This beautifully maintained home features an elegant open floor plan stunning gourmet kitchen, and luxury primary suite complete with Whirlpool tub and more. This home was designed for both comfort and entertaining, the home offers also offers surround sound, central vacuum, irrigation system, a heated three car garage and generator. And a beautifully partially finished lower level featuring an office and TV and a bar area. Impeccably maintained and truly move in ready, this exceptional home offers luxury living at its finest a must-see property

33 Wilcox Ln, Portland

$725,000

HIGHEST AND BEST OFFERS REQUESTED NO LATER THAN SATURDAY, 7/11 AT 4PM. Welcome to 103 Fairway Drive, Portland. Located in Portland's sought after golf course neighborhood, this beautifully maintained 4 bedroom, 2.5 bath Colonial offers over 2,650 square feet of living space, plus an additional 450 square feet in the finished basement. Set on a professionally landscaped lot, the home showcases pride of ownership with mature landscaping, irrigation system, a private backyard and numerous updates, including renovated bathrooms, a newer roof, updated mechanicals, fresh paint, new fire/carbon monoxide alarms, security system, Ring cameras, motion-sensor security lighting and an invisible dog fence. Inside, hardwood floors, plantation shutters, and abundant natural light create a warm, inviting atmosphere. The family room with a propane fueled gas log, flows into the updated kitchen featuring custom cabinetry, newer appliances, under cabinet lighting, and easy access to the three-tiered deck. Designed for entertaining, the outdoor space includes a 250-gallon propane tank with gas grill hookup, that also fuels the indoor fireplace. The multi-tiered deck leads to and wraps around a 15 by 30-foot oval, above ground pool. A separate and newer storage shed provides ample space for lawn equipment and tools.

4 Beds ⋅ 3 Baths ⋅ 24179620 MLS

HIGHEST AND BEST OFFERS REQUESTED NO LATER THAN SATURDAY, 7/11 AT 4PM. Welcome to 103 Fairway Drive, Portland. Located in Portland's sought after golf course neighborhood, this beautifully maintained 4 bedroom, 2.5 bath Colonial offers over 2,650 square feet of living space, plus an additional 450 square feet in the finished basement. Set on a professionally landscaped lot, the home showcases pride of ownership with mature landscaping, irrigation system, a private backyard and numerous updates, including renovated bathrooms, a newer roof, updated mechanicals, fresh paint, new fire/carbon monoxide alarms, security system, Ring cameras, motion-sensor security lighting and an invisible dog fence. Inside, hardwood floors, plantation shutters, and abundant natural light create a warm, inviting atmosphere. The family room with a propane fueled gas log, flows into the updated kitchen featuring custom cabinetry, newer appliances, under cabinet lighting, and easy access to the three-tiered deck. Designed for entertaining, the outdoor space includes a 250-gallon propane tank with gas grill hookup, that also fuels the indoor fireplace. The multi-tiered deck leads to and wraps around a 15 by 30-foot oval, above ground pool. A separate and newer storage shed provides ample space for lawn equipment and tools.

103 Fairway Dr, Portland

$710,000

Surrounded on three sides by the 90-acre Palmer-Taylor Preserve, this one-of-a-kind home offers an extraordinary combination of history, privacy, and natural beauty. Originally built in 1979 and thoughtfully expanded over the years, the residence incorporates an early 20th-century guesthouse once associated with the Taylor family of nearby St. Clements Castle, creating a home unlike any other. The setting is truly special, with permanently protected conservation land providing exceptional privacy, direct access to walking trails, abundant wildlife, and peaceful views in every season. A nearby stream, bluestone terrace, bocce court, fire pit, and beautifully landscaped grounds create inviting outdoor spaces for relaxing and entertaining. Inside, the flexible floor plan offers multiple living areas, a spacious primary suite with loft, and a finished walkout lower level with a full bath. Recent improvements include updated windows, central air conditioning, a high-efficiency natural gas boiler installed in 2024, and rare underground natural gas service. The existing carport was designed with future expansion in mind and is engineered for conversion to an enclosed garage, with the potential to add a second-story space above. Additional features include a backup generator system, security system, and mature landscaping designed to provide year-round beauty. A remarkable opportunity to own a home where history, architecture, and nature come together.

3 Beds ⋅ 4 Baths ⋅ 24176313 MLS

Surrounded on three sides by the 90-acre Palmer-Taylor Preserve, this one-of-a-kind home offers an extraordinary combination of history, privacy, and natural beauty. Originally built in 1979 and thoughtfully expanded over the years, the residence incorporates an early 20th-century guesthouse once associated with the Taylor family of nearby St. Clements Castle, creating a home unlike any other. The setting is truly special, with permanently protected conservation land providing exceptional privacy, direct access to walking trails, abundant wildlife, and peaceful views in every season. A nearby stream, bluestone terrace, bocce court, fire pit, and beautifully landscaped grounds create inviting outdoor spaces for relaxing and entertaining. Inside, the flexible floor plan offers multiple living areas, a spacious primary suite with loft, and a finished walkout lower level with a full bath. Recent improvements include updated windows, central air conditioning, a high-efficiency natural gas boiler installed in 2024, and rare underground natural gas service. The existing carport was designed with future expansion in mind and is engineered for conversion to an enclosed garage, with the potential to add a second-story space above. Additional features include a backup generator system, security system, and mature landscaping designed to provide year-round beauty. A remarkable opportunity to own a home where history, architecture, and nature come together.

235 Middle Haddam Rd, Portland

$692,500

***OFFER DEADLINE MONDAY 5/26 10AM***Welcome to 86 Appletree Lane, set on almost 2.5 private acres in one of Portland's most sought after neighborhoods. This well maintained 3 bedroom, 2.5 bathroom home offers a great layout, beautiful outdoor space, and a location that combines privacy with convenience. The perfect home for entertaining both inside and out, this property offers comfortable everyday living along with incredible space to gather with family and friends. The main level features a large open kitchen with granite countertops, stainless steel appliances, a coffered ceiling, and a kitchen island, along with a dining area with sliders leading to the deck overlooking the private backyard. The coffered ceilings in both the kitchen and dining area add a custom feel to the space. The living room showcases a gorgeous fireplace and plenty of windows that fill the home with natural light. French doors lead to the main level office featuring beautiful wainscoting, creating the perfect work from home space. A half bath and first floor laundry add extra convenience. Hardwood floors run throughout most of the home, and the two story entry adds an open and welcoming feel. Upstairs, the primary bedroom features an ensuite bath with double sinks and a large walk in closet. Two additional bedrooms and another full bath with double sinks complete the second floor. The second floor landing also features detailed wainscoting that adds to the home's style and detail.

3 Beds ⋅ 3 Baths ⋅ 24170574 MLS

***OFFER DEADLINE MONDAY 5/26 10AM***Welcome to 86 Appletree Lane, set on almost 2.5 private acres in one of Portland's most sought after neighborhoods. This well maintained 3 bedroom, 2.5 bathroom home offers a great layout, beautiful outdoor space, and a location that combines privacy with convenience. The perfect home for entertaining both inside and out, this property offers comfortable everyday living along with incredible space to gather with family and friends. The main level features a large open kitchen with granite countertops, stainless steel appliances, a coffered ceiling, and a kitchen island, along with a dining area with sliders leading to the deck overlooking the private backyard. The coffered ceilings in both the kitchen and dining area add a custom feel to the space. The living room showcases a gorgeous fireplace and plenty of windows that fill the home with natural light. French doors lead to the main level office featuring beautiful wainscoting, creating the perfect work from home space. A half bath and first floor laundry add extra convenience. Hardwood floors run throughout most of the home, and the two story entry adds an open and welcoming feel. Upstairs, the primary bedroom features an ensuite bath with double sinks and a large walk in closet. Two additional bedrooms and another full bath with double sinks complete the second floor. The second floor landing also features detailed wainscoting that adds to the home's style and detail.

86 Appletree Ln, Portland

$640,000

Highest & Best due by 6/6 at 5:00pm. Meticulous 4-bedroom, 2.5-bath home set on 1.29 picturesque acres offering the perfect blend of comfort, style, and country living. This inviting open-concept layout features a gorgeous eat-in kitchen with granite countertops and stainless-steel appliances, dining area, and spacious living room highlighted by hardwood floors, vaulted ceiling, and a stunning two-sided fireplace. The primary suite is a true retreat featuring a tray ceiling, beautiful tilework, dual-head shower, double sinks, and walk-in closet. Two additional bedrooms and a full bath complete the main level. The finished lower level offers a fourth bedroom with high ceilings, a cozy family room perfect for movie nights, utility room, half bath with laundry, and flex space ideal for a home office. The climate-controlled two-car garage includes a dedicated workout area and built-in cubbies perfect for coats, shoes, and backpacks. Step outside to relax on the stone patio and enjoy peaceful summer evenings. A separate climate-controlled outbuilding with electricity makes an ideal home office, studio, or workshop. Additional features include a shed, whole-house generator, irrigation system, new well pressure tank, new tankless hot water heater, propane heat, and central air - plus a fire pit area perched at the top of the yard. All four bedrooms have been freshly painted; new carpet in two bedrooms (grey) - truly move-in ready home that has been lovingly cared for inside and out

4 Beds ⋅ 3 Baths ⋅ 24172382 MLS

Highest & Best due by 6/6 at 5:00pm. Meticulous 4-bedroom, 2.5-bath home set on 1.29 picturesque acres offering the perfect blend of comfort, style, and country living. This inviting open-concept layout features a gorgeous eat-in kitchen with granite countertops and stainless-steel appliances, dining area, and spacious living room highlighted by hardwood floors, vaulted ceiling, and a stunning two-sided fireplace. The primary suite is a true retreat featuring a tray ceiling, beautiful tilework, dual-head shower, double sinks, and walk-in closet. Two additional bedrooms and a full bath complete the main level. The finished lower level offers a fourth bedroom with high ceilings, a cozy family room perfect for movie nights, utility room, half bath with laundry, and flex space ideal for a home office. The climate-controlled two-car garage includes a dedicated workout area and built-in cubbies perfect for coats, shoes, and backpacks. Step outside to relax on the stone patio and enjoy peaceful summer evenings. A separate climate-controlled outbuilding with electricity makes an ideal home office, studio, or workshop. Additional features include a shed, whole-house generator, irrigation system, new well pressure tank, new tankless hot water heater, propane heat, and central air - plus a fire pit area perched at the top of the yard. All four bedrooms have been freshly painted; new carpet in two bedrooms (grey) - truly move-in ready home that has been lovingly cared for inside and out

89 Culver Ln, Portland

$638,000

Tucked at the end of a quiet cul-de-sac on nearly 3 private acres, this meticulously maintained home is truly turn-key, and it shows in every detail. A brand new roof and brand new hardwood floors throughout the entire home completed in spring of 2026 give the home a pristine, like-new feel. The main level flows beautifully from a sun-filled kitchen with stainless steel appliances, granite countertops and a center island into an inviting living room with a woodburning fireplace, formal dining room, and dedicated home office. Upstairs, four spacious bedrooms include a primary suite with two closets, featuring a walk-in. The oversized fourth bedroom offers exceptional flexibility as a playroom, media room, or additional living space with a partial walk-in closet. The outdoor living is truly exceptional with lush, lovingly maintained gardens and both front and back decks that make it easy to enjoy every season in this peaceful setting. Private, thoughtfully updated, and truly move-in ready, this is a home that feels special the moment you arrive and is made for making memories.

4 Beds ⋅ 3 Baths ⋅ 24177582 MLS

Tucked at the end of a quiet cul-de-sac on nearly 3 private acres, this meticulously maintained home is truly turn-key, and it shows in every detail. A brand new roof and brand new hardwood floors throughout the entire home completed in spring of 2026 give the home a pristine, like-new feel. The main level flows beautifully from a sun-filled kitchen with stainless steel appliances, granite countertops and a center island into an inviting living room with a woodburning fireplace, formal dining room, and dedicated home office. Upstairs, four spacious bedrooms include a primary suite with two closets, featuring a walk-in. The oversized fourth bedroom offers exceptional flexibility as a playroom, media room, or additional living space with a partial walk-in closet. The outdoor living is truly exceptional with lush, lovingly maintained gardens and both front and back decks that make it easy to enjoy every season in this peaceful setting. Private, thoughtfully updated, and truly move-in ready, this is a home that feels special the moment you arrive and is made for making memories.

31 Fox Run Rd, Portland

$630,000

This spacious 3-bedroom, 2.5-bath Colonial offering over 2,600 sq ft of comfortable living is the one you've been waiting for. Set on an elevated lot overlooking the neighborhood entrance, this home combines great layout, everyday functionality and an ideal location. The oversized family room, with vaulted ceilings, radiant heat and tons of light, flows seamlessly into the eat-in kitchen, creating an open, inviting space. French doors lead to a low-maintenance Trex deck and a fenced backyard. Hardwood floors run throughout the formal dining room, living room, second-floor loft, and all bedrooms. Upstairs you'll find 3 generous sized bedrooms and additional flex space with purposes such as a home office, study or den. New garage doors and on demand hot water heater. Newer gas fired Bosch furnace, mudroom entry from the attached 2-car garage, tons of garage and basement storage, a home gym, and a backyard shed. Conveniently located just over the line from South Glastonbury, this home offers easy access to local amenities while maintaining a peaceful neighborhood setting.

3 Beds ⋅ 3 Baths ⋅ 24167204 MLS

This spacious 3-bedroom, 2.5-bath Colonial offering over 2,600 sq ft of comfortable living is the one you've been waiting for. Set on an elevated lot overlooking the neighborhood entrance, this home combines great layout, everyday functionality and an ideal location. The oversized family room, with vaulted ceilings, radiant heat and tons of light, flows seamlessly into the eat-in kitchen, creating an open, inviting space. French doors lead to a low-maintenance Trex deck and a fenced backyard. Hardwood floors run throughout the formal dining room, living room, second-floor loft, and all bedrooms. Upstairs you'll find 3 generous sized bedrooms and additional flex space with purposes such as a home office, study or den. New garage doors and on demand hot water heater. Newer gas fired Bosch furnace, mudroom entry from the attached 2-car garage, tons of garage and basement storage, a home gym, and a backyard shed. Conveniently located just over the line from South Glastonbury, this home offers easy access to local amenities while maintaining a peaceful neighborhood setting.

14 Rockwood Dr, Portland

$610,000

Welcome to 58 Carlson Drive! This nicely maintained Colonial, built in 2002, offers a brand new roof (May 2026), freshly painted interior, central air conditioning, and public water and sewer. The kitchen features newer granite countertops, sink, tile backsplash and dishwasher (all in the fall of 2025) stainless steel appliances and breakfast bar. The open layout flows into the family room, complete with hardwood floors and a cozy wood-burning fireplace. The main level also includes a formal dining room and a versatile first-floor office, ideal for a den, playroom, or formal living room. Upstairs, you'll find three bedrooms plus an impressive bonus room over the garage which has hardwood floors, charming dormers, and a walk-in closet - currently used as a fourth bedroom. The second-floor laundry area provides added convenience with it's own dedicated space and shelving. The finished lower level offers approximately 500 square feet of heated living space, providing flexibility for recreation or a fitness room. Outside, enjoy the beautifully maintained .5-acre lot situated on a cul-de-sac street, complete with a Trex deck, paver patio, shed, invisible dog fence and above-ground pool - creating the perfect setting for outdoor enjoyment and entertaining. This home is conveniently located near town, schools and Route 9.

4 Beds ⋅ 3 Baths ⋅ 24178645 MLS

Welcome to 58 Carlson Drive! This nicely maintained Colonial, built in 2002, offers a brand new roof (May 2026), freshly painted interior, central air conditioning, and public water and sewer. The kitchen features newer granite countertops, sink, tile backsplash and dishwasher (all in the fall of 2025) stainless steel appliances and breakfast bar. The open layout flows into the family room, complete with hardwood floors and a cozy wood-burning fireplace. The main level also includes a formal dining room and a versatile first-floor office, ideal for a den, playroom, or formal living room. Upstairs, you'll find three bedrooms plus an impressive bonus room over the garage which has hardwood floors, charming dormers, and a walk-in closet - currently used as a fourth bedroom. The second-floor laundry area provides added convenience with it's own dedicated space and shelving. The finished lower level offers approximately 500 square feet of heated living space, providing flexibility for recreation or a fitness room. Outside, enjoy the beautifully maintained .5-acre lot situated on a cul-de-sac street, complete with a Trex deck, paver patio, shed, invisible dog fence and above-ground pool - creating the perfect setting for outdoor enjoyment and entertaining. This home is conveniently located near town, schools and Route 9.

58 Carlson Dr, Portland

$585,000

Tucked away on 3.62 private acres and surrounded by the charm of Portland's historic district, this stunning reproduction Colonial built in 2004 offers the character of a historic New England home with the comfort and convenience of modern living. Set behind a fully fenced yard with apple, pear, cherry, and peach trees, the property backs directly to over 40 acres of protected Middlesex Land Trust land with private access to the scenic Airline Trail creating a setting that feels peaceful, timeless, and connected to nature. Inside, the home blends farmhouse warmth with modern style. Wide hardwood floors, shiplap accents, open shelving, a farmhouse sink, and an open flowing layout create a space that feels both inviting and functional. The kitchen opens seamlessly into the dining area, while pocket doors lead to a private study and sliders connect the indoor living space to the expansive outdoor deck. Perfect for entertaining or quiet evenings overlooking the property. Upstairs, two bedrooms have been thoughtfully combined into one oversized bedroom retreat but could easily be converted back if desired. The spacious primary suite features a soaking tub, walk-in closet, and additional storage space.The finished lower level offers incredible flexibility with a large den/family room ideal for a gym, media room, or entertainment space, along with a third bedroom and beautifully updated full bath. Perfect for guests, extended family, or private living quarters

3 Beds ⋅ 4 Baths ⋅ 24176361 MLS

Tucked away on 3.62 private acres and surrounded by the charm of Portland's historic district, this stunning reproduction Colonial built in 2004 offers the character of a historic New England home with the comfort and convenience of modern living. Set behind a fully fenced yard with apple, pear, cherry, and peach trees, the property backs directly to over 40 acres of protected Middlesex Land Trust land with private access to the scenic Airline Trail creating a setting that feels peaceful, timeless, and connected to nature. Inside, the home blends farmhouse warmth with modern style. Wide hardwood floors, shiplap accents, open shelving, a farmhouse sink, and an open flowing layout create a space that feels both inviting and functional. The kitchen opens seamlessly into the dining area, while pocket doors lead to a private study and sliders connect the indoor living space to the expansive outdoor deck. Perfect for entertaining or quiet evenings overlooking the property. Upstairs, two bedrooms have been thoughtfully combined into one oversized bedroom retreat but could easily be converted back if desired. The spacious primary suite features a soaking tub, walk-in closet, and additional storage space.The finished lower level offers incredible flexibility with a large den/family room ideal for a gym, media room, or entertainment space, along with a third bedroom and beautifully updated full bath. Perfect for guests, extended family, or private living quarters

331 Middle Haddam Rd, Portland

$577,000

A Stunning Colonial in an enchanting neighborhood of fine homes, tucked at the end of a quiet cul de sac. This 3 bedroom 2.5 bath home may just be the one you've been waiting to call HOME. Drive up the tree lined driveway - over the belgian blocks and crushed stone, up to the 2 car garage. Walk the front walkway to the classic New England facade and enter into the 2 story foyer. Formal living and dining rooms flank the entry; a powder room is discreetly tucked in the hall. An open eat-in kitchen / family room span the width of the home with stainless steel appliances and granite - with a slider out to the deck and very private yards. Upstairs, there is a primary suite large enough for your king bed, with a walk in closet and owner's bathroom. There are currently two spacious guest rooms and a full bath - but just down the hall is a large unfinished space waiting to be whatever your heart desires - it could be a 4th bedroom as the septic is sized for 4 bedrooms. There is plenty of storage in the garage and the basement. What's more, the ROOF is BRAND NEW! Meticulously maintained and loved - this single owner home is ready for it's new inhabitants. There is an alarm system for peace of mind; a large flat yard in front and the side; a sizable deck for entertaining AND best of all for our hot summer days - CENTRAL AIR. Come and see this bucolic residence, and fall in love.

3 Beds ⋅ 3 Baths ⋅ 24193593 MLS

A Stunning Colonial in an enchanting neighborhood of fine homes, tucked at the end of a quiet cul de sac. This 3 bedroom 2.5 bath home may just be the one you've been waiting to call HOME. Drive up the tree lined driveway - over the belgian blocks and crushed stone, up to the 2 car garage. Walk the front walkway to the classic New England facade and enter into the 2 story foyer. Formal living and dining rooms flank the entry; a powder room is discreetly tucked in the hall. An open eat-in kitchen / family room span the width of the home with stainless steel appliances and granite - with a slider out to the deck and very private yards. Upstairs, there is a primary suite large enough for your king bed, with a walk in closet and owner's bathroom. There are currently two spacious guest rooms and a full bath - but just down the hall is a large unfinished space waiting to be whatever your heart desires - it could be a 4th bedroom as the septic is sized for 4 bedrooms. There is plenty of storage in the garage and the basement. What's more, the ROOF is BRAND NEW! Meticulously maintained and loved - this single owner home is ready for it's new inhabitants. There is an alarm system for peace of mind; a large flat yard in front and the side; a sizable deck for entertaining AND best of all for our hot summer days - CENTRAL AIR. Come and see this bucolic residence, and fall in love.

34 Fox Run Rd, Portland

$570,000

ATTRACTIVE NEW PRICE! Bursting with style and character, this beautifully updated home seamlessly blends modern finishes with thoughtful design! Gather in the dramatic family room that is sure to wow you with its wood paneled soaring ceilings, oversized barn door and fireplace. Sliders let in the natural light and lead out to the charming covered porch. Anchored by a second, brick fireplace and built-in bar, the living room creates a second option for family time or socializing. Step out from the living room onto the luxurious, fully-covered deck. This inviting space expands the living room and is ideal for indoor-outdoor entertaining. Custom plantation-style shutters keep the space cool and offer weather protection. Large dining room features a chic light fixture and can seat a large number. A convenient sitting room creates a nice flow from dining to the family room and kitchen. Speaking of the kitchen, enjoy a beautifully remodeled space in sleek grays, complete with stainless steel appliances, venting chimney and granite countertops. Adjacent breakfast nook is great for a quick bite and also leads to the updated half bath. Upstairs, enjoy hardwood throughout! Primary bedroom has 3 closets and a fully remodeled bath boasting a tiled shower and modern fixtures. Three additional, well-sized bedrooms share a second, remodeled bath in trendy black and white. Laundry is currently housed in one of the upper walk-in closets for convenience.

4 Beds ⋅ 3 Baths ⋅ 24197375 MLS

ATTRACTIVE NEW PRICE! Bursting with style and character, this beautifully updated home seamlessly blends modern finishes with thoughtful design! Gather in the dramatic family room that is sure to wow you with its wood paneled soaring ceilings, oversized barn door and fireplace. Sliders let in the natural light and lead out to the charming covered porch. Anchored by a second, brick fireplace and built-in bar, the living room creates a second option for family time or socializing. Step out from the living room onto the luxurious, fully-covered deck. This inviting space expands the living room and is ideal for indoor-outdoor entertaining. Custom plantation-style shutters keep the space cool and offer weather protection. Large dining room features a chic light fixture and can seat a large number. A convenient sitting room creates a nice flow from dining to the family room and kitchen. Speaking of the kitchen, enjoy a beautifully remodeled space in sleek grays, complete with stainless steel appliances, venting chimney and granite countertops. Adjacent breakfast nook is great for a quick bite and also leads to the updated half bath. Upstairs, enjoy hardwood throughout! Primary bedroom has 3 closets and a fully remodeled bath boasting a tiled shower and modern fixtures. Three additional, well-sized bedrooms share a second, remodeled bath in trendy black and white. Laundry is currently housed in one of the upper walk-in closets for convenience.

15 Michele Dr, Portland

$565,000

A Tranquil New England Retreat w Panoramic Lake & Mountain Views. Nestled on a nearly 1 acre lot. This beautifully remodeled Cape offers a rare blend of rustic charm & modern comfort. Originally built in 1925, rebuilt from the studs in 2008 w premium grade materials, 2,916 sqft of thoughtfully designed living space. It isn't just a house it's a lifestyle. A sanctuary for those seeking peaceful lake views, custom craftsmanship, & outdoor living without sacrificing modern conveniences. The interior features a seamless open floor plan adorned w 4" white oak flooring throughout, creating a warm, inviting flow from room to room. The formal dining area, cozy breakfast nook, & galley kitchen are thoughtfully arranged for both everyday living & entertaining. 2 sets of sliders open onto the deck, offering effortless indoor/outdoor flow. Step outside to a 5014 deck & a stone fire pit that becomes a magical gathering place. A Vermont Castings wood stove anchors the living area w rustic warmth & 5 zone Buderus heating system ensures efficient comfort throughout. The home features custom wood trim, handpainted ceramic sinks in the bathrooms, and distinctive Emtek glass door knobs. The 2nd fl includes a laundry room, generous attic storage & a very functional full basement perfect as a workshop, or storage space. A central vacuum system adds to the convenience. The property includes 2 storage sheds ideal for gardening tools, toys, or creative use.

4 Beds ⋅ 3 Baths ⋅ 24141971 MLS

A Tranquil New England Retreat w Panoramic Lake & Mountain Views. Nestled on a nearly 1 acre lot. This beautifully remodeled Cape offers a rare blend of rustic charm & modern comfort. Originally built in 1925, rebuilt from the studs in 2008 w premium grade materials, 2,916 sqft of thoughtfully designed living space. It isn't just a house it's a lifestyle. A sanctuary for those seeking peaceful lake views, custom craftsmanship, & outdoor living without sacrificing modern conveniences. The interior features a seamless open floor plan adorned w 4" white oak flooring throughout, creating a warm, inviting flow from room to room. The formal dining area, cozy breakfast nook, & galley kitchen are thoughtfully arranged for both everyday living & entertaining. 2 sets of sliders open onto the deck, offering effortless indoor/outdoor flow. Step outside to a 5014 deck & a stone fire pit that becomes a magical gathering place. A Vermont Castings wood stove anchors the living area w rustic warmth & 5 zone Buderus heating system ensures efficient comfort throughout. The home features custom wood trim, handpainted ceramic sinks in the bathrooms, and distinctive Emtek glass door knobs. The 2nd fl includes a laundry room, generous attic storage & a very functional full basement perfect as a workshop, or storage space. A central vacuum system adds to the convenience. The property includes 2 storage sheds ideal for gardening tools, toys, or creative use.

73 Lake Rd, Portland

$550,000

Welcome to this beautifully renovated raised ranch, thoughtfully redesigned to offer modern comfort and effortless living. This 3-bedroom, 2 full bath home showcases an open-concept layout filled with natural light and refined finishes throughout. The spacious living room features a brand-new electric fireplace, creating a warm and inviting focal point for both everyday living and entertaining. The kitchen flows seamlessly into the main living area and is enhanced by high-end laminate flooring that extends throughout the home. The primary bedroom offers a private en-suite bath, while two additional bedrooms and a dedicated office provide versatility for today's lifestyle. The lower level expands the living space with a large recreational room-ideal for a media room, gym, or playroom-along with a generous transition area perfect for a mudroom, offering direct access to the 2-car garage and a separate exit to the backyard. Extensive updates include a brand-new roof, windows, doors, high efficiency on-demand hot water system, appliances, and a newly paved driveway. Heating is efficiently managed with electric and propane options. Step outside to a brand-new Trex deck overlooking a beautiful, level yard-perfect for relaxing or entertaining. Freshly painted inside, complemented by new contemporary vinyl siding, this turnkey home is ready to impress.

3 Beds ⋅ 2 Baths ⋅ 24170823 MLS

Welcome to this beautifully renovated raised ranch, thoughtfully redesigned to offer modern comfort and effortless living. This 3-bedroom, 2 full bath home showcases an open-concept layout filled with natural light and refined finishes throughout. The spacious living room features a brand-new electric fireplace, creating a warm and inviting focal point for both everyday living and entertaining. The kitchen flows seamlessly into the main living area and is enhanced by high-end laminate flooring that extends throughout the home. The primary bedroom offers a private en-suite bath, while two additional bedrooms and a dedicated office provide versatility for today's lifestyle. The lower level expands the living space with a large recreational room-ideal for a media room, gym, or playroom-along with a generous transition area perfect for a mudroom, offering direct access to the 2-car garage and a separate exit to the backyard. Extensive updates include a brand-new roof, windows, doors, high efficiency on-demand hot water system, appliances, and a newly paved driveway. Heating is efficiently managed with electric and propane options. Step outside to a brand-new Trex deck overlooking a beautiful, level yard-perfect for relaxing or entertaining. Freshly painted inside, complemented by new contemporary vinyl siding, this turnkey home is ready to impress.

7 Woodhaven Dr, Portland

$530,000

This classic 1955 country Cape is set on 2.05 acres in a peaceful wooded setting in Portland, yet just minutes from Glastonbury and Route 2. The first floor offers a spacious family room with wood stove, kitchen, dining room, laundry room, formal living room, full bath, and a versatile additional room currently being used as a bedroom. This flexible space could also serve as a home office, den, guest room, or study, depending on your needs. With multiple adaptable spaces, this home offers the flexibility to fit your lifestyle now and as your needs change. Upstairs, you'll find three comfortable bedrooms plus a fourth room that can easily adapt to your needs as well as another full bath. This house is surprisingly spacious! The full walkout basement includes a home gym and under-house garage. Two driveways provide abundant parking and convenient space for vehicles, trailers, or equipment. A true highlight is the extraordinary 14' x 24' handcrafted timber-frame barn - an inspiring space with remarkable craftsmanship, ideal for a workshop, studio, or creative retreat. This is a property that truly must be seen to be appreciated.

3 Beds ⋅ 2 Baths ⋅ 24198960 MLS

This classic 1955 country Cape is set on 2.05 acres in a peaceful wooded setting in Portland, yet just minutes from Glastonbury and Route 2. The first floor offers a spacious family room with wood stove, kitchen, dining room, laundry room, formal living room, full bath, and a versatile additional room currently being used as a bedroom. This flexible space could also serve as a home office, den, guest room, or study, depending on your needs. With multiple adaptable spaces, this home offers the flexibility to fit your lifestyle now and as your needs change. Upstairs, you'll find three comfortable bedrooms plus a fourth room that can easily adapt to your needs as well as another full bath. This house is surprisingly spacious! The full walkout basement includes a home gym and under-house garage. Two driveways provide abundant parking and convenient space for vehicles, trailers, or equipment. A true highlight is the extraordinary 14' x 24' handcrafted timber-frame barn - an inspiring space with remarkable craftsmanship, ideal for a workshop, studio, or creative retreat. This is a property that truly must be seen to be appreciated.

251 Thompson Hill Rd, Portland

$525,000

Welcome to this stunning contemporary home that blends modern design with natural beauty. Offering 2 spacious bedrooms, 2 full bathrooms, and an open-concept kitchen and dining area, this home is designed for comfort and style. The airy layout flows seamlessly into the sunroom, where you can relax and enjoy views of the peaceful backyard. Upstairs, a loft space overlooks the lower level, perfect for a home office, reading nook, or creative retreat. The large unfinished walk-out basement provides endless potential to finish and expand your living space. Outdoor living is a dream with a two-level back deck, ideal for entertaining or simply soaking in the views. At certain times of the year, enjoy breathtaking vistas of the river valley hills and even occasional glimpses of the Connecticut River. Practical updates and features include a 3-car garage, generator, a 5-year-old roof, and a brand-new water heater. With its blend of contemporary design, versatile spaces, and scenic beauty, this home offers both comfort and opportunity.

2 Beds ⋅ 2 Baths ⋅ 24124416 MLS

Welcome to this stunning contemporary home that blends modern design with natural beauty. Offering 2 spacious bedrooms, 2 full bathrooms, and an open-concept kitchen and dining area, this home is designed for comfort and style. The airy layout flows seamlessly into the sunroom, where you can relax and enjoy views of the peaceful backyard. Upstairs, a loft space overlooks the lower level, perfect for a home office, reading nook, or creative retreat. The large unfinished walk-out basement provides endless potential to finish and expand your living space. Outdoor living is a dream with a two-level back deck, ideal for entertaining or simply soaking in the views. At certain times of the year, enjoy breathtaking vistas of the river valley hills and even occasional glimpses of the Connecticut River. Practical updates and features include a 3-car garage, generator, a 5-year-old roof, and a brand-new water heater. With its blend of contemporary design, versatile spaces, and scenic beauty, this home offers both comfort and opportunity.

51 Appletree Ln, Portland

$521,000

Location, Location, Location! Welcome to the sought-after 55+ community of Bartlett Hill! This move-in ready Berkshire style home offers 1,503 sq. ft. of comfortable living on a quiet cul-de-sac, backing to peaceful woods for exceptional privacy. An inviting front porch, beautifully landscaped gardens, and charming curb appeal welcome you home. Inside, the open floor plan is perfect for everyday living and entertaining. The first-floor primary suite features a walk-in closet and full bath with shower stall, providing the ease of one-level living. The kitchen flows into the dining area and cozy sunroom. The living room offers a direct-vent gas fireplace and convenient half bath. Hardwood floors enhance the entryway and kitchen.Enjoy your private rear deck overlooking the woods, perfect for relaxing and enjoying nature. Upstairs, you'll find a guest suite(perfect for live-in caregiver) with a full bath, generous closet space, and a versatile loft ideal for a home office, reading nook, or exercise area. The unfinished lower level provides abundant storage and future expansion potential, while the attached two-car garage adds convenience. Bartlett Hill offers beautifully maintained grounds, a welcoming atmosphere, clubs, social activities, pool exercise, scenic walking streets, strong association finances, and a low HOA fee. Conveniently located near golf, shopping, and dining, this home offers the perfect blend of privacy, low-maintenance living, and community. Schedule a tour

2 Beds ⋅ 3 Baths ⋅ 24192478 MLS ⋅ Bartlett Hill BLDG.

Location, Location, Location! Welcome to the sought-after 55+ community of Bartlett Hill! This move-in ready Berkshire style home offers 1,503 sq. ft. of comfortable living on a quiet cul-de-sac, backing to peaceful woods for exceptional privacy. An inviting front porch, beautifully landscaped gardens, and charming curb appeal welcome you home. Inside, the open floor plan is perfect for everyday living and entertaining. The first-floor primary suite features a walk-in closet and full bath with shower stall, providing the ease of one-level living. The kitchen flows into the dining area and cozy sunroom. The living room offers a direct-vent gas fireplace and convenient half bath. Hardwood floors enhance the entryway and kitchen.Enjoy your private rear deck overlooking the woods, perfect for relaxing and enjoying nature. Upstairs, you'll find a guest suite(perfect for live-in caregiver) with a full bath, generous closet space, and a versatile loft ideal for a home office, reading nook, or exercise area. The unfinished lower level provides abundant storage and future expansion potential, while the attached two-car garage adds convenience. Bartlett Hill offers beautifully maintained grounds, a welcoming atmosphere, clubs, social activities, pool exercise, scenic walking streets, strong association finances, and a low HOA fee. Conveniently located near golf, shopping, and dining, this home offers the perfect blend of privacy, low-maintenance living, and community. Schedule a tour

19 Plumrose Court Unit 19, Portland

$518,000

Welcome to this custom-built 4-bedroom, 2.5-bath Colonial, ideally situated on a beautiful corner lot! Offering timeless craftsmanship, spacious rooms, and endless potential, this well-maintained home is ready for its next chapter. Inside, you'll find hardwood floors, including all four bedrooms. The inviting front-to-back living room features a wood-burning fireplace, while the spacious family room offers a second fireplace and direct access to the rear deck-perfect for entertaining or relaxing. The eat-in kitchen includes solid wood cabinetry, a breakfast bar, and ample workspace. The primary suite features a private bath with a stall shower and dual closets. A generously sized secondary bedroom includes a dressing area and walk-up access to a large attic, providing exceptional storage or future expansion possibilities. The partially finished lower level with fireplace offers flexible space for a recreation room, home gym, or workshop. Currently used as an in-law area.The attached two-car garage is complemented by a detached two-car carriage house with electrical service and a storage loft-ideal for hobbyists, car enthusiasts, or additional storage (Built -1997). Outside, enjoy mature trees and perennial gardens creating a beautiful backyard retreat. Built by respected local builder Don Harmon, this quality home presents a rare opportunity to personalize a classic Colonial in an exceptional location! Newer heating system and well storage tank & generator hookup

4 Beds ⋅ 3 Baths ⋅ 24194816 MLS

Welcome to this custom-built 4-bedroom, 2.5-bath Colonial, ideally situated on a beautiful corner lot! Offering timeless craftsmanship, spacious rooms, and endless potential, this well-maintained home is ready for its next chapter. Inside, you'll find hardwood floors, including all four bedrooms. The inviting front-to-back living room features a wood-burning fireplace, while the spacious family room offers a second fireplace and direct access to the rear deck-perfect for entertaining or relaxing. The eat-in kitchen includes solid wood cabinetry, a breakfast bar, and ample workspace. The primary suite features a private bath with a stall shower and dual closets. A generously sized secondary bedroom includes a dressing area and walk-up access to a large attic, providing exceptional storage or future expansion possibilities. The partially finished lower level with fireplace offers flexible space for a recreation room, home gym, or workshop. Currently used as an in-law area.The attached two-car garage is complemented by a detached two-car carriage house with electrical service and a storage loft-ideal for hobbyists, car enthusiasts, or additional storage (Built -1997). Outside, enjoy mature trees and perennial gardens creating a beautiful backyard retreat. Built by respected local builder Don Harmon, this quality home presents a rare opportunity to personalize a classic Colonial in an exceptional location! Newer heating system and well storage tank & generator hookup

39 Old Carriage Rd, Portland

$510,000

Investor alert in the heart of Portland! Welcome to 354-356 Main Street, a rare 4-unit multifamily offering incredible upside, strong rental potential, and a layout that works beautifully for both investors and owner-occupants. Priced with condition in mind, property is being sold as-is. Two units are currently month-to-month and well below market rent, creating a major value-add opportunity from day one. Projected rents offer impressive income potential, with units estimated around $1,600/month, the spacious townhouse-style unit around $2,000/month, and the 3-bedroom unit around $1,800/month. This property also features a huge backyard, offering outdoor space rarely found with multifamily properties. Whether tenants want room to relax, garden, grill, or enjoy extra green space, this yard adds major appeal. Need storage, workspace, or a place to bring your hobbies to life? The detached garage needs work, but with the right handy buyer, it could be transformed into an amazing workshop, storage space, or dream setup for mechanics, gearheads, contractors, or anyone needing extra room. Major Bonus: The oil furnaces were replaced aproximatley 4 years ago. Perfect for investors looking to increase rents and build long-term cash flow, or an owner-occupant looking to live in one unit while the others help pay the mortgage. OPEN HOUSE SAT/SUN 1-3PM You will be able to get into ALL 4 units and basement

9 Beds ⋅ 4 Baths ⋅ 24182877 MLS

Investor alert in the heart of Portland! Welcome to 354-356 Main Street, a rare 4-unit multifamily offering incredible upside, strong rental potential, and a layout that works beautifully for both investors and owner-occupants. Priced with condition in mind, property is being sold as-is. Two units are currently month-to-month and well below market rent, creating a major value-add opportunity from day one. Projected rents offer impressive income potential, with units estimated around $1,600/month, the spacious townhouse-style unit around $2,000/month, and the 3-bedroom unit around $1,800/month. This property also features a huge backyard, offering outdoor space rarely found with multifamily properties. Whether tenants want room to relax, garden, grill, or enjoy extra green space, this yard adds major appeal. Need storage, workspace, or a place to bring your hobbies to life? The detached garage needs work, but with the right handy buyer, it could be transformed into an amazing workshop, storage space, or dream setup for mechanics, gearheads, contractors, or anyone needing extra room. Major Bonus: The oil furnaces were replaced aproximatley 4 years ago. Perfect for investors looking to increase rents and build long-term cash flow, or an owner-occupant looking to live in one unit while the others help pay the mortgage. OPEN HOUSE SAT/SUN 1-3PM You will be able to get into ALL 4 units and basement

356 Main St, Portland

$502,500

Welcome to a beautifully updated 4-bedroom, 1.5-bath colonial in the heart of Portland, featuring a new roof and chimney, remodeled kitchen and full bath, newer vinyl replacement windows, updated electrical, new water heater, extended and replaced driveway, updated masonry, and numerous thoughtful modern upgrades throughout. This home offers is move-in ready with timeless character and charm. Inside, the recently remodeled kitchen features updated finishes, a new range hood with exterior venting, and abundant natural light throughout the main living spaces. Unique custom details crafted from reclaimed wood sourced directly from the home add warmth and character, including built-in bookshelves, radiator covers, a custom TV stand, and a built-in bench. The upstairs full bathroom has been fully remodeled, while the lower-level bath features updated flooring. Additional improvements include a new washer and dryer, smart locks, an independent Hydroviv water and ice filter for the fridge, fiber internet, and a basement dehumidifier for added comfort. Exterior updates include new front and back stairs, front walkway, patio, and retaining wall. The yard has also been professionally maintained. Ideally situated near downtown Portland, South Glastonbury, Brownstone Exploration Park, the Connecticut River, local restaurants, shopping, Middletown, and Route 9, this home offers a wonderful blend of updates, character, and convenient access to surrounding destinations!

4 Beds ⋅ 2 Baths ⋅ 24173238 MLS

Welcome to a beautifully updated 4-bedroom, 1.5-bath colonial in the heart of Portland, featuring a new roof and chimney, remodeled kitchen and full bath, newer vinyl replacement windows, updated electrical, new water heater, extended and replaced driveway, updated masonry, and numerous thoughtful modern upgrades throughout. This home offers is move-in ready with timeless character and charm. Inside, the recently remodeled kitchen features updated finishes, a new range hood with exterior venting, and abundant natural light throughout the main living spaces. Unique custom details crafted from reclaimed wood sourced directly from the home add warmth and character, including built-in bookshelves, radiator covers, a custom TV stand, and a built-in bench. The upstairs full bathroom has been fully remodeled, while the lower-level bath features updated flooring. Additional improvements include a new washer and dryer, smart locks, an independent Hydroviv water and ice filter for the fridge, fiber internet, and a basement dehumidifier for added comfort. Exterior updates include new front and back stairs, front walkway, patio, and retaining wall. The yard has also been professionally maintained. Ideally situated near downtown Portland, South Glastonbury, Brownstone Exploration Park, the Connecticut River, local restaurants, shopping, Middletown, and Route 9, this home offers a wonderful blend of updates, character, and convenient access to surrounding destinations!

575 Main St, Portland

$500,000

PLEASE SUBMIT OFFERS BY MONDAY MAY 18 @ 6:00 PM. Serene setting in the beautiful hills of Portland for this reproduction Dutch Gambrel Colonial. Quintessential look and feel of a reproduction, with exposed beams, gleaming hardwood floors, 2 fireplaces and picture windows overlooking deck and huge, fenced, level backyard. Spacious kitchen with eat-in area boasts stainless appliances, granite countertops and new lighting. The charm of the family room is enhanced by an expansive brick fireplace, creating the perfect gathering spot for family and friends, while the dining room brings entertaining to the next level. Upstairs are three spacious bedrooms, including an ensuite primary bedroom, along with two full, updated baths. The finished lower level offers the perfect extension of living space, with a second fireplace and flexible area for recreation, media, gym or office. Outside, enjoy an expansive deck, a sprawling, picturesque backyard, and shed. Other highlights of 10 Stonegate include a mudroom area with storage, first floor laundry, 2-bay garage, c-air, replaced windows, new roof 2020, Buderus boiler, water heater 2020, basement chimney resleeved 2021, new septic tank 2009, new well pump 2010.

3 Beds ⋅ 3 Baths ⋅ 24174654 MLS

PLEASE SUBMIT OFFERS BY MONDAY MAY 18 @ 6:00 PM. Serene setting in the beautiful hills of Portland for this reproduction Dutch Gambrel Colonial. Quintessential look and feel of a reproduction, with exposed beams, gleaming hardwood floors, 2 fireplaces and picture windows overlooking deck and huge, fenced, level backyard. Spacious kitchen with eat-in area boasts stainless appliances, granite countertops and new lighting. The charm of the family room is enhanced by an expansive brick fireplace, creating the perfect gathering spot for family and friends, while the dining room brings entertaining to the next level. Upstairs are three spacious bedrooms, including an ensuite primary bedroom, along with two full, updated baths. The finished lower level offers the perfect extension of living space, with a second fireplace and flexible area for recreation, media, gym or office. Outside, enjoy an expansive deck, a sprawling, picturesque backyard, and shed. Other highlights of 10 Stonegate include a mudroom area with storage, first floor laundry, 2-bay garage, c-air, replaced windows, new roof 2020, Buderus boiler, water heater 2020, basement chimney resleeved 2021, new septic tank 2009, new well pump 2010.

10 Stonegate Dr, Portland

$499,000

This unique property presents an exceptional opportunity for both investors and owner-occupants seeking flexibility and income potential. The upper level offers a well-appointed two-bedroom, one-bath apartment filled with natural light-perfect for immediate occupancy or reliable rental income. On the first floor, a spacious layout that previously operated as a salon provides a blank canvas for transformation. With its size and configuration, it can be thoughtfully converted into a three-bedroom residential unit, creating a true two-family property. The flexibility here is a standout feature-convert the first floor to expand into a full two-unit residential property, or maintain the commercial space below while generating rental income above. This opens the door to a variety of strategies, from live/work setups to mixed-use investment potential. Located in a desirable area with excellent visibility and accessibility, the property also carries a unique edge, having been used as a filming location-adding character and distinction. Whether you're looking to expand your portfolio or secure a flexible living arrangement with income potential, this property offers a rare combination of adaptability and value.

2 Beds ⋅ 3 Baths ⋅ 24162055 MLS

This unique property presents an exceptional opportunity for both investors and owner-occupants seeking flexibility and income potential. The upper level offers a well-appointed two-bedroom, one-bath apartment filled with natural light-perfect for immediate occupancy or reliable rental income. On the first floor, a spacious layout that previously operated as a salon provides a blank canvas for transformation. With its size and configuration, it can be thoughtfully converted into a three-bedroom residential unit, creating a true two-family property. The flexibility here is a standout feature-convert the first floor to expand into a full two-unit residential property, or maintain the commercial space below while generating rental income above. This opens the door to a variety of strategies, from live/work setups to mixed-use investment potential. Located in a desirable area with excellent visibility and accessibility, the property also carries a unique edge, having been used as a filming location-adding character and distinction. Whether you're looking to expand your portfolio or secure a flexible living arrangement with income potential, this property offers a rare combination of adaptability and value.

286 Marlborough St, Portland

$484,056

New single-level ranch to-be-built on a private, level lot set well back from the road. This home delivers efficient one-floor living with an open-concept layout that connects the living room, kitchen, and dining areas in a natural, practical flow. Sliding doors lead straight from the main living space to a rear patio that faces a spacious, fully secluded backyard, giving you quiet mornings or private entertaining. The primary bedroom features a large walk-in closet and a dedicated en-suite bath designed for everyday use and comfort. The build uses high-quality materials, clean modern finishes, and careful attention to detail from start to finish. New construction means starting fresh with brand-new HVAC, plumbing, electrical, and roof systems, all backed by full manufacturer warranties so you avoid surprise repairs right after closing. The design incorporates current energy-efficient insulation, windows, and mechanicals to keep utility costs down and indoor comfort up year-round. Everything is built to the latest building codes with updated safety features and technology-no outdated wiring, pipes, or surprises behind the walls. Best of all: plans remain fully customizable. Work with an experienced builder to adjust layout, add features, or select alternative designs that match exactly what you want-while securing this rare private setting

3 Beds ⋅ 2 Baths ⋅ 24150131 MLS

New single-level ranch to-be-built on a private, level lot set well back from the road. This home delivers efficient one-floor living with an open-concept layout that connects the living room, kitchen, and dining areas in a natural, practical flow. Sliding doors lead straight from the main living space to a rear patio that faces a spacious, fully secluded backyard, giving you quiet mornings or private entertaining. The primary bedroom features a large walk-in closet and a dedicated en-suite bath designed for everyday use and comfort. The build uses high-quality materials, clean modern finishes, and careful attention to detail from start to finish. New construction means starting fresh with brand-new HVAC, plumbing, electrical, and roof systems, all backed by full manufacturer warranties so you avoid surprise repairs right after closing. The design incorporates current energy-efficient insulation, windows, and mechanicals to keep utility costs down and indoor comfort up year-round. Everything is built to the latest building codes with updated safety features and technology-no outdated wiring, pipes, or surprises behind the walls. Best of all: plans remain fully customizable. Work with an experienced builder to adjust layout, add features, or select alternative designs that match exactly what you want-while securing this rare private setting

76 Maple Rd, Portland

$475,000

This is your chance to come live in the wonderful 55+ community of Bartlett Hill! This move-in ready "Berkshire" style home is a wonderful size - 1500 sf. Located off a cul-de-sac, backing up to woods. And what a garden! Come spring, you will be astounded at the beauty of this meticulously planned and nurtured landscape - just one more bonus of owning this gem. The home has an open floor plan, a first floor primary bedroom with a full bath and a walk-in closet plus two more. The kitchen connects with the dining area and leads to the wonderfully cozy and welcoming sun room. The living room features a direct vent gas fireplace along with a nearby half bath for your guests. There are hardwood floors in the entry and the kitchen. You access the private and inviting back deck from the sun room - enjoy the wooded view! - all this plus an attached two car garage. Upstairs is a wonderful loft, good for a home office set-up, a second bedroom, full bath and good closet space. The lower level features lots of storage possibilities. This community is lovely and there are plenty of activities to join should you wish to do so - clubs, committees, social gatherings, pool exercise, great roads for walking all in a wonderful, established neighborhood. BHHA is in solid financial shape. And this comes with a low monthly HOA: $289!

2 Beds ⋅ 3 Baths ⋅ 24129113 MLS

This is your chance to come live in the wonderful 55+ community of Bartlett Hill! This move-in ready "Berkshire" style home is a wonderful size - 1500 sf. Located off a cul-de-sac, backing up to woods. And what a garden! Come spring, you will be astounded at the beauty of this meticulously planned and nurtured landscape - just one more bonus of owning this gem. The home has an open floor plan, a first floor primary bedroom with a full bath and a walk-in closet plus two more. The kitchen connects with the dining area and leads to the wonderfully cozy and welcoming sun room. The living room features a direct vent gas fireplace along with a nearby half bath for your guests. There are hardwood floors in the entry and the kitchen. You access the private and inviting back deck from the sun room - enjoy the wooded view! - all this plus an attached two car garage. Upstairs is a wonderful loft, good for a home office set-up, a second bedroom, full bath and good closet space. The lower level features lots of storage possibilities. This community is lovely and there are plenty of activities to join should you wish to do so - clubs, committees, social gatherings, pool exercise, great roads for walking all in a wonderful, established neighborhood. BHHA is in solid financial shape. And this comes with a low monthly HOA: $289!

19 Plumrose Court Unit 19, Portland

$475,000

This charming 3-bedroom, 2.5-bath colonial nestled on a private 1.02-acre lot was built in 1985. This 2,272 sq ft home showcases wood flooring throughout main living spaces and a welcoming fireplace in the living room. The expansive family room boasts skylights, wood floors, wooden cathedral ceiling and a pellet stove. Sliding glass doors open to a generous deck, ideal for entertaining or relaxing to the soothing sounds of nature. This property is surrounded by mature trees and offers a peaceful country setting. With central air and an attached garage, this well-maintained home blends comfort and character along with privacy. Presently the large Family Room is being used as sleeping quarters due to disability.

3 Beds ⋅ 3 Baths ⋅ 24132179 MLS

This charming 3-bedroom, 2.5-bath colonial nestled on a private 1.02-acre lot was built in 1985. This 2,272 sq ft home showcases wood flooring throughout main living spaces and a welcoming fireplace in the living room. The expansive family room boasts skylights, wood floors, wooden cathedral ceiling and a pellet stove. Sliding glass doors open to a generous deck, ideal for entertaining or relaxing to the soothing sounds of nature. This property is surrounded by mature trees and offers a peaceful country setting. With central air and an attached garage, this well-maintained home blends comfort and character along with privacy. Presently the large Family Room is being used as sleeping quarters due to disability.

92 Pepperidge Rd, Portland

$465,000

Beautiful 3-bedroom, 2.1-bath Cape tucked away on a quiet cul-de-sac just off Main Street, within minutes of town and walking distance to the elementary school. Step inside to a welcoming family room featuring a dramatic cathedral ceiling and gorgeous wide-board wood floors. The newly renovated kitchen (2024) showcases quartz countertops, a butcher-block center island, subway-tile backsplash, and stainless steel appliances, opening seamlessly to a spacious dining area. A first-floor bedroom and full bath offer flexibility for guests, a home office, or convenient one-level living. Upstairs, two additional bedrooms share a full bath. Sliders from the kitchen lead to a spacious deck overlooking a large, level yard framed by mature trees - perfect for relaxing, entertaining, or outdoor play. The finished lower level adds more than 500 sq. ft. of versatile living space, ideal for a family room, recreation room, or home office, and includes a half bath and separate laundry area with new W/D (2025). Additional highlights include a two-car attached garage (new door 2024), central air, shed, invisible dog fence, and solar panels providing low electric costs. Enjoy a private neighborhood setting in an ideal location close to shopping, restaurants, golf courses, recreational facilities, trails, a marina, and all that the town has to offer!

3 Beds ⋅ 3 Baths ⋅ 24186436 MLS

Beautiful 3-bedroom, 2.1-bath Cape tucked away on a quiet cul-de-sac just off Main Street, within minutes of town and walking distance to the elementary school. Step inside to a welcoming family room featuring a dramatic cathedral ceiling and gorgeous wide-board wood floors. The newly renovated kitchen (2024) showcases quartz countertops, a butcher-block center island, subway-tile backsplash, and stainless steel appliances, opening seamlessly to a spacious dining area. A first-floor bedroom and full bath offer flexibility for guests, a home office, or convenient one-level living. Upstairs, two additional bedrooms share a full bath. Sliders from the kitchen lead to a spacious deck overlooking a large, level yard framed by mature trees - perfect for relaxing, entertaining, or outdoor play. The finished lower level adds more than 500 sq. ft. of versatile living space, ideal for a family room, recreation room, or home office, and includes a half bath and separate laundry area with new W/D (2025). Additional highlights include a two-car attached garage (new door 2024), central air, shed, invisible dog fence, and solar panels providing low electric costs. Enjoy a private neighborhood setting in an ideal location close to shopping, restaurants, golf courses, recreational facilities, trails, a marina, and all that the town has to offer!

5 Bell Ct, Portland

$465,000

BEST AND FINAL DUE TUESDAY, 4/14 by 5:00PM. Enjoy easy, one-floor living in this beautifully maintained ranch featuring an open-concept layout perfect for today's lifestyle. Recently painted and truly move-in ready, this home offers a bright and inviting space for both everyday living and entertaining. The living room is warm and welcoming with a cozy fireplace, creating the perfect gathering space. The kitchen flows seamlessly into the living and dining areas, complemented by first-floor laundry and direct access from the garage for added convenience. The lower level offers excellent potential for additional living space, already equipped with a half bath and a wood stove-ready to be finished to suit your needs. Step outside through the slider to a spacious Trex deck with vinyl railings, overlooking a flat, private, tree-lined yard. Your own backyard retreat awaits with an in-ground pool, ideal for summer gatherings or peaceful relaxation in a serene setting.

3 Beds ⋅ 3 Baths ⋅ 24165506 MLS

BEST AND FINAL DUE TUESDAY, 4/14 by 5:00PM. Enjoy easy, one-floor living in this beautifully maintained ranch featuring an open-concept layout perfect for today's lifestyle. Recently painted and truly move-in ready, this home offers a bright and inviting space for both everyday living and entertaining. The living room is warm and welcoming with a cozy fireplace, creating the perfect gathering space. The kitchen flows seamlessly into the living and dining areas, complemented by first-floor laundry and direct access from the garage for added convenience. The lower level offers excellent potential for additional living space, already equipped with a half bath and a wood stove-ready to be finished to suit your needs. Step outside through the slider to a spacious Trex deck with vinyl railings, overlooking a flat, private, tree-lined yard. Your own backyard retreat awaits with an in-ground pool, ideal for summer gatherings or peaceful relaxation in a serene setting.

12 Woodhaven Dr, Portland

$460,000

A TOTAL STUNNER! This classic Colonial has been beautifully updated and meticulously maintained. From the welcoming foyer to the elegant finishes throughout, this home effortlessly blends timeless charm with modern comfort. The renovated kitchen boasts a marble backsplash, new tile flooring and baseboards, stainless steel appliances, and a sunny bay window in the breakfast nook. Gleaming hardwood floors and custom wood moldings add warmth and character throughout the main level. The family room features a cozy fireplace and sliding doors that open to an oversized deck, ideal for entertaining. A formal living room and dining room complete the first floor. Upstairs, you will find four spacious bedrooms, including a serene primary suite with a decorative panel wall, walk-in closet, and private full bath. The finished walkout basement provides versatile living space for a media room, playroom, or guest area. An additional room off the basement makes a perfect home office, gym, or hobby space. Set on over half an acre, this move-in-ready home offers generous space, stylish updates, and flexible living inside and out. Do not miss your chance to own this exceptional property!

4 Beds ⋅ 3 Baths ⋅ 24122578 MLS

A TOTAL STUNNER! This classic Colonial has been beautifully updated and meticulously maintained. From the welcoming foyer to the elegant finishes throughout, this home effortlessly blends timeless charm with modern comfort. The renovated kitchen boasts a marble backsplash, new tile flooring and baseboards, stainless steel appliances, and a sunny bay window in the breakfast nook. Gleaming hardwood floors and custom wood moldings add warmth and character throughout the main level. The family room features a cozy fireplace and sliding doors that open to an oversized deck, ideal for entertaining. A formal living room and dining room complete the first floor. Upstairs, you will find four spacious bedrooms, including a serene primary suite with a decorative panel wall, walk-in closet, and private full bath. The finished walkout basement provides versatile living space for a media room, playroom, or guest area. An additional room off the basement makes a perfect home office, gym, or hobby space. Set on over half an acre, this move-in-ready home offers generous space, stylish updates, and flexible living inside and out. Do not miss your chance to own this exceptional property!

814 Glastonbury Tpke, Portland

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