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BREATHTAKING 30+ MILE VIEWS & VERSATILE LIVING! Perched atop a scenic hill, this distinctive property offers panoramic views and a setting that celebrates the beauty of its natural surroundings. The inviting open-concept design is filled with natural light, creating a wonderful flow for everyday living and entertaining. The main level features a spacious foyer, primary bedroom w/ remodeled bath (2020) and walk-in closet, two additional bedrooms, 1 1/2 baths, convenient laundry, and a family room ideal for a home office or flexible living space. The kitchen (2021), dining area, and living room with pellet stove provide a welcoming gathering space, while an open staircase leads to two additional rooms upstairs offering even more possibilities. A standout feature is the private-entry in-law apartment, complete with two rooms, a full bath, and kitchenette-ideal for extended family or flexible living arrangements. The lower level also offers a spacious two-car garage, workbench, and utility rooms. Outdoors, enjoy relaxing on the decks, taking in the incredible views, or unwinding to the soothing sounds of the backyard waterfall. Red quarry stone adds character to the outdoor setting, while the thoughtfully landscaped front yard features low-maintenance plantings and organic apple, pear & peach trees to enjoy seasonally. If you're looking for remarkable views, adaptable living space and a property w/ distinctive character, this unique home is an opportunity you won't want to miss!

3 Beds ⋅ 4 Baths ⋅ 24210575 MLS

BREATHTAKING 30+ MILE VIEWS & VERSATILE LIVING! Perched atop a scenic hill, this distinctive property offers panoramic views and a setting that celebrates the beauty of its natural surroundings. The inviting open-concept design is filled with natural light, creating a wonderful flow for everyday living and entertaining. The main level features a spacious foyer, primary bedroom w/ remodeled bath (2020) and walk-in closet, two additional bedrooms, 1 1/2 baths, convenient laundry, and a family room ideal for a home office or flexible living space. The kitchen (2021), dining area, and living room with pellet stove provide a welcoming gathering space, while an open staircase leads to two additional rooms upstairs offering even more possibilities. A standout feature is the private-entry in-law apartment, complete with two rooms, a full bath, and kitchenette-ideal for extended family or flexible living arrangements. The lower level also offers a spacious two-car garage, workbench, and utility rooms. Outdoors, enjoy relaxing on the decks, taking in the incredible views, or unwinding to the soothing sounds of the backyard waterfall. Red quarry stone adds character to the outdoor setting, while the thoughtfully landscaped front yard features low-maintenance plantings and organic apple, pear & peach trees to enjoy seasonally. If you're looking for remarkable views, adaptable living space and a property w/ distinctive character, this unique home is an opportunity you won't want to miss!

Portland

$539,900

This charming Classic Raised Ranch is nestled in the heart of Portland, offering a perfect blend of comfort and convenience. The main level features an inviting eat-in kitchen that seamlessly connects to a formal dining room, perfect for family gatherings or entertaining guests. The spacious living room is highlighted by a cozy wood fireplace and a picturesque bay window, creating a warm and welcoming atmosphere. With four bedrooms on the main level and an additional fifth bedroom on the lower level, there's ample space for family and guests. The lower level also boasts a den with another fireplace, an office, and a full bath, providing versatile living options. Car enthusiasts will appreciate the four garages, offering plenty of room for vehicles and storage. Portland offers a wealth of recreational opportunities, including three nearby golf courses, a newly developed town park with sports fields and tracks, and the Oakwood Soccer Club's field. Additionally, the Brownstone Quarry Park is just a short distance away, providing even more outdoor adventures. This property truly offers a wonderful lifestyle in a vibrant community.

4 Beds ⋅ 2 Baths ⋅ 24214680 MLS

This charming Classic Raised Ranch is nestled in the heart of Portland, offering a perfect blend of comfort and convenience. The main level features an inviting eat-in kitchen that seamlessly connects to a formal dining room, perfect for family gatherings or entertaining guests. The spacious living room is highlighted by a cozy wood fireplace and a picturesque bay window, creating a warm and welcoming atmosphere. With four bedrooms on the main level and an additional fifth bedroom on the lower level, there's ample space for family and guests. The lower level also boasts a den with another fireplace, an office, and a full bath, providing versatile living options. Car enthusiasts will appreciate the four garages, offering plenty of room for vehicles and storage. Portland offers a wealth of recreational opportunities, including three nearby golf courses, a newly developed town park with sports fields and tracks, and the Oakwood Soccer Club's field. Additionally, the Brownstone Quarry Park is just a short distance away, providing even more outdoor adventures. This property truly offers a wonderful lifestyle in a vibrant community.

726 William St Ext, Portland

$284,900

Welcome to this lovingly maintained 3-bedroom Ranch in Portland! This home has been well cared for over the years and offers a wonderful opportunity for its next owner to make it their own. Featuring central air conditioning and hardwood flooring, some of which is waiting to be uncovered, this home has great potential to truly shine with just a few cosmetic updates! The convenient single-level layout makes it an ideal option for first-time buyers, those looking to downsize, or anyone seeking easy one-floor living. The walk-out basement offers additional space and exciting possibilities for future use. Outside, enjoy the fenced-in yard, perfect for pets, gardening, entertaining, or simply relaxing. With years of thoughtful care and plenty of potential to add your personal style, this is a fantastic opportunity to create something special while building equity. Bring your vision and make this well-loved home your own!

3 Beds ⋅ 1 Baths ⋅ 24213369 MLS

Welcome to this lovingly maintained 3-bedroom Ranch in Portland! This home has been well cared for over the years and offers a wonderful opportunity for its next owner to make it their own. Featuring central air conditioning and hardwood flooring, some of which is waiting to be uncovered, this home has great potential to truly shine with just a few cosmetic updates! The convenient single-level layout makes it an ideal option for first-time buyers, those looking to downsize, or anyone seeking easy one-floor living. The walk-out basement offers additional space and exciting possibilities for future use. Outside, enjoy the fenced-in yard, perfect for pets, gardening, entertaining, or simply relaxing. With years of thoughtful care and plenty of potential to add your personal style, this is a fantastic opportunity to create something special while building equity. Bring your vision and make this well-loved home your own!

3 Thomas St, Portland

$550,000

Set on a beautifully landscaped .57-acre lot, 15 Payne Boulevard is a distinctive 3-bedroom Colonial offering possible 4th-bedroom flexibility and finished space across four levels. Hardwood floors lead through the main level, where a wood-burning fireplace anchors the living room and the formal dining room, eat-in kitchen, renovated half bath, first-floor laundry, and private office create a layout that works as beautifully as it lives. Upstairs, three spacious bedrooms and two full baths provide comfortable separation, while the finished walk-up third floor offers an exceptional setting for a potential fourth bedroom, studio, playroom, or second office. The finished walkout lower level adds another dimension with a generous recreation room, gym, and space for guests or hobbies. Outside, the deck overlooks a private backyard with established gardens, a basketball court, greenhouse, and versatile three-part shed. The rare heated three-car garage features tall ceilings, exceptional workspace, and additional storage beneath the third bay. A new central-air system and air handler serving the upper level add modern comfort. Near local farm stands, Arrigoni Winery, the Connecticut River, Brownstone Adventure Park, Portland's town center, and Middletown-this is where space, character, and possibility come together.

3 Beds ⋅ 3 Baths ⋅ 24205785 MLS

Set on a beautifully landscaped .57-acre lot, 15 Payne Boulevard is a distinctive 3-bedroom Colonial offering possible 4th-bedroom flexibility and finished space across four levels. Hardwood floors lead through the main level, where a wood-burning fireplace anchors the living room and the formal dining room, eat-in kitchen, renovated half bath, first-floor laundry, and private office create a layout that works as beautifully as it lives. Upstairs, three spacious bedrooms and two full baths provide comfortable separation, while the finished walk-up third floor offers an exceptional setting for a potential fourth bedroom, studio, playroom, or second office. The finished walkout lower level adds another dimension with a generous recreation room, gym, and space for guests or hobbies. Outside, the deck overlooks a private backyard with established gardens, a basketball court, greenhouse, and versatile three-part shed. The rare heated three-car garage features tall ceilings, exceptional workspace, and additional storage beneath the third bay. A new central-air system and air handler serving the upper level add modern comfort. Near local farm stands, Arrigoni Winery, the Connecticut River, Brownstone Adventure Park, Portland's town center, and Middletown-this is where space, character, and possibility come together.

15 Payne Blvd, Portland

$425,000

Welcome to 64 Jobs Gate 2, a custom-built Contemporary Colonial offering waterfront living at its finest on crystal-clear Jobs Pond. Enjoy water views from every room, a private beach, and your own floating dock-perfect for swimming, kayaking, fishing, or simply relaxing by the water. The home features three fireplaces, recessed lighting throughout, solid oak finishes, custom kitchen cabinetry, central vacuum (system installed but no unit), and rain-sensor skylights in the primary bedroom. Recent updates include a newer roof, remodeled bathrooms, newer bedroom flooring, and a recently painted exterior. The home is also hardwired for a generator. Ideal as a year-round residence or seasonal retreat, this peaceful property is across from Arrigoni Winery & Cider Co. and River Ridge Farm, 15 minutes from the Air Line State Park Trail, 12 minutes from Stop & Shop in East Hampton, and 20 minutes from Glastonbury.Property back on the market due to seller not receiving the EMD.No inspections were performed. Motivated sellers. All reasonable offers considered.

2 Beds ⋅ 2 Baths ⋅ 24190743 MLS

Welcome to 64 Jobs Gate 2, a custom-built Contemporary Colonial offering waterfront living at its finest on crystal-clear Jobs Pond. Enjoy water views from every room, a private beach, and your own floating dock-perfect for swimming, kayaking, fishing, or simply relaxing by the water. The home features three fireplaces, recessed lighting throughout, solid oak finishes, custom kitchen cabinetry, central vacuum (system installed but no unit), and rain-sensor skylights in the primary bedroom. Recent updates include a newer roof, remodeled bathrooms, newer bedroom flooring, and a recently painted exterior. The home is also hardwired for a generator. Ideal as a year-round residence or seasonal retreat, this peaceful property is across from Arrigoni Winery & Cider Co. and River Ridge Farm, 15 minutes from the Air Line State Park Trail, 12 minutes from Stop & Shop in East Hampton, and 20 minutes from Glastonbury.Property back on the market due to seller not receiving the EMD.No inspections were performed. Motivated sellers. All reasonable offers considered.

64 Jobs Gate, Portland

$679,900

Custom-built, Salt Box Colonial by renowned local builder McGinley, this exceptional home is tucked away at the end of a peaceful private road, in the desirable The Highlands subdivision, privately situated on 2.34 acres. Thoughtfully designed and built as the builder's own residence, this spacious home offers quality craftsmanship, character, and incredible versatility throughout. A grand foyer welcomes you into the impressive front-to-back living room featuring an oversized fireplace with a stately mantle, ceilings with exposed beams and a sunken area with a slider that leads you out to a private deck creating warm inviting spaces perfect for gathering. The expansive kitchen offers abundant cabinetry, custom wood block island, pantry, hardwood floors, and a cozy seating nook overlooking the backyard. Formal dining room , mudroom and laundry area conveniently located off the kitchen. Elegant crown molding and hardwood throughout the home.The upper level offers 3 bedrooms and 2 full baths with a spacious primary suite with a walk-in closet and full bath.The finished walk-out lower level provides excellent in-law potential with an additional bedroom, kitchen, bathroom, and flexible living space. Enjoy the outdoors from the wraparound deck overlooking the tranquil, private backyard setting.

4 Beds ⋅ 4 Baths ⋅ 24196429 MLS

Custom-built, Salt Box Colonial by renowned local builder McGinley, this exceptional home is tucked away at the end of a peaceful private road, in the desirable The Highlands subdivision, privately situated on 2.34 acres. Thoughtfully designed and built as the builder's own residence, this spacious home offers quality craftsmanship, character, and incredible versatility throughout. A grand foyer welcomes you into the impressive front-to-back living room featuring an oversized fireplace with a stately mantle, ceilings with exposed beams and a sunken area with a slider that leads you out to a private deck creating warm inviting spaces perfect for gathering. The expansive kitchen offers abundant cabinetry, custom wood block island, pantry, hardwood floors, and a cozy seating nook overlooking the backyard. Formal dining room , mudroom and laundry area conveniently located off the kitchen. Elegant crown molding and hardwood throughout the home.The upper level offers 3 bedrooms and 2 full baths with a spacious primary suite with a walk-in closet and full bath.The finished walk-out lower level provides excellent in-law potential with an additional bedroom, kitchen, bathroom, and flexible living space. Enjoy the outdoors from the wraparound deck overlooking the tranquil, private backyard setting.

68 High St, Portland

$499,900

Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the convenience of single-level living with large rooms and a full basement below for additional storage or future finishing. Built in 1995, the home includes an attached garage, deck and open porch areas, and sits well back from the road with a wide driveway and spacious yard. While the property does need updating and repairs, the size, layout, and setting create a rare opportunity to transform a large ranch into something truly special. With some work and imagination, this could become an exceptional long-term home in a quiet Portland setting.

4 Beds ⋅ 4 Baths ⋅ 24183461 MLS

Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the convenience of single-level living with large rooms and a full basement below for additional storage or future finishing. Built in 1995, the home includes an attached garage, deck and open porch areas, and sits well back from the road with a wide driveway and spacious yard. While the property does need updating and repairs, the size, layout, and setting create a rare opportunity to transform a large ranch into something truly special. With some work and imagination, this could become an exceptional long-term home in a quiet Portland setting.

57 Summer St, Portland

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