Refine Search
Map
Sort by
$1,329,000
5 Beds ⋅ 5 Baths ⋅ 24191583 MLS
The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous maintenance, and thoughtful updates throughout. Offering more than 4,100 square feet of living space, this distinguished 12 room residence features 5 bedrooms, 4 updated full baths, and an updated half bath. Details include the original historic front door, exposed beams, paned windows, hardwood floors, five fireplaces (one gas fireplace in the family room and four wood-burning fireplaces), and abundant natural light throughout. Designed for both elegant entertaining and comfortable everyday living, the home offers gracious living and dining spaces with exceptional versatility, including a private entrance to a potential home office, study, or guest suite with Jotul cast iron gas stove. The chef's kitchen serves as the heart of the home, featuring high-end appliances, modern finishes, a large center island, generous pantry with prep sink, additional refrigerator, and abundant workspace. The kitchen flows seamlessly to the expansive deck, creating a wonderful indoor-outdoor living experience.

286 Black Rock Tpke, Redding
$1,329,000
3 Beds ⋅ 3 Baths ⋅ 24158630 MLS
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows seamlessly into the dining area, with French doors leading to a private stone patio - ideal for morning coffee or alfresco entertaining. The main level includes a spacious primary suite with en-suite bath, along with two additional BRs. Downstairs, the finished lower level offers additional space with two more bedrooms and a full bath, offering flexible space for guests, rec/playroom, or multi-generational living. For those seeking a professional setup, the town-approved home occupation designation allows for a separate entrance, two offices, and a waiting room - a turnkey solution for small business owners or remote professionals. With quick access to the Westport Library, Levitt Pavilion, and the town's vibrant dining & shopping scene, this property delivers both lifestyle and convenience. Nearby commuting options include the Metro North Railroad to NYC, Merritt Parkway, I-95. A rare opportunity to live and work in one of Fairfield County's most sought-after communities, or to find a home that offers private space for visitors or extended family. AVAILABLE FOR RENT AT $6,700/mo.

310 Main St, Westport
$1,325,900
4 Beds ⋅ 2 Baths ⋅ 24160596 MLS
PRICE REFRESHED! DEAL OF THE SUMMER! Welcome to "Castle in the Sands," a cherished oceanfront retreat situated on beautiful White Sand Beach. Lovingly maintained by the same family for generations, this two-story cottage offers a rare opportunity to own a property rich in history, tradition, and unforgettable memories. Each day begins with peaceful mornings on the patio, where breathtaking water views, gentle waves, and birdsong create the perfect backdrop for a cup of coffee. From spectacular sunrises to the dramatic beauty of passing thunderstorms over the water, the ever-changing coastal scenery provides a constant connection to nature. Designed for effortless waterfront living, days are spent enjoying time with family and friends, while evenings transition seamlessly into relaxed outdoor entertaining. The lighted patio creates an inviting setting for cocktails, casual meals from the grill, meaningful conversations, and cozy fires under the stars. An outdoor shower adds convenience after a day spent at the beach or on the water.

1 Seaside Ln, Old Lyme
$1,325,000
12 Beds ⋅ 5 Baths ⋅ 24187730 MLS
Baldwin Pearson & Co., Inc. is pleased to present 343 Pearl Street, a fully renovated six-unit multifamily property located in Bridgeport, Connecticut. This turnkey investment features six spacious two-bedroom apartments, all of which have been thoughtfully updated with modern finishes throughout. The property is in excellent condition, offering a true value-add opportunity with significant upside potential through strategic rent increases and unit re-leasing as leases roll. Well-positioned in a strong rental market, 343 Pearl Street presents an ideal opportunity for investors seeking a stabilized asset today with clear income growth potential for tomorrow.

343 Pearl St, Bridgeport
$1,325,000
4 Beds ⋅ 5 Baths ⋅ 24179600 MLS
Walls of glass, soaring ceilings, skylights & incredible natural light define this stunning North Stamford contemporary, set on a private cul-de-sac in the desirable Briar Woods Assoc. Designed to bring the outside in, this 4 bed/4.5 bath home has a true treehouse feel. The dramatic two-story entry opens to an airy, flexible floor plan w/hardwood floors, multiple fireplaces, vlt'd ceilings & seamless indoor/outdoor living & entertaining. The renovated kitchen features custom wood cabinetry, an oversized island, thoughtful storage & easy flow to the dining area, expansive wraparound deck & mudroom w/half bath. A first-floor bdrm w/adjacent full bath is ideal for guests, office or playroom. Upstairs, the spacious primary suite w/ vlt'd ceilings offers a fireplace, walk-in closet, private balcony & fabulous spa-like bath, while two add'l bdrms, renovated shared bath & open loft complete the 2nd floor. The finished, walkout lower level offers incredible flexibility w/fireplace, rec room, built-in cherry bar, full bath, storage & in-law suite potential. Enjoy morning coffee, summer bbqs or evenings under the stars from the private elevated setting, expansive deck & firepit area. See feature sheet for the many recent upgrades incl generator hookup, refreshed mudroom, remote monitoring & more. All part of a special 12-home association w/ pool, tennis, dining area & cabanas, close to parks, hiking, shopping, restaurants, Merritt Parkway & all North Stamford has to offer.

42 Briar Woods Trl, Stamford
$1,325,000
5 Beds ⋅ 4 Baths ⋅ 24175555 MLS
You will take a deep breath as soon as you drive through the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted by a large antique barn for storing Animals/Cars/Toys. driving down the driveway you see the large colonial farmhouse with expansive front porch 5 bedroom and 4 full baths. The flexible open floor allows for easy daily life as well as being great for entertaining. Kitchen has a huge pantry and large island overlooking a stone fireplace in Living room and dining area. 1st floor ensuite with entrance to front porch(Could be great for in-law, nanny or office.) A Large mudroom leads to an oversized 3 car garage. There is a huge playroom over the 3 car garage. The large patio is a great spot to sun or watch nature. Miles of hiking trails are steps from the front door. The house has a large walk up attic for storage in addition to the 2000 unfinished sq ft in basement with walkout utility garage door.

28 Goodridge Rd, Redding
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 24173609 MLS
Beautiful updated 3-4 bedroom Craftsman Beach House located in the highly sought-after Morning Side waterfront community. Second house from the water, this coastal retreat offers stunning water views from just about every room in the home along with exceptional indoor/outdoor living. A welcoming wraparound porch with swing sets the tone for this relaxed yet sophisticated beach home. Inside, you'll find a spacious living room with hardwood floors and gas fireplace, large dining room designed for entertaining, and a cozy den perfect for reading, relaxing, or movie nights. The beautifully updated kitchen features stainless steel appliances, built-in wine cooler, microwave drawer, walk-in pantry, and a large center island with abundant storage and seating space for gatherings. Upstairs, the spacious primary suite offers peaceful water views and a spa-like bath retreat with heated floors designed for comfort and relaxation. Two additional bedrooms and possible office space complete the second floor, while the finished third floor provides flexible space for a fourth bedroom, workout area, office. Step outside to enjoy coastal breezes and water views from the private patio, ideal for summer entertaining and cookouts. Morningside offers a true shoreline lifestyle with waterfront walks, kayaking, boating, and beautiful Long Island Sound scenery. Additional amenities include solar panels and whole-house generator. Making this home feel like a vacation year round.

12 Norwood Ave, Milford
$1,325,000
24158790 MLS
Rare opportunity to acquire a quality constructed single-level commercial building situated on nearly 6 acres with beautifully maintained grounds and a distinguished setting. The property features two banquet rooms with capacity for approximately 300 and 100 guests, each with its own service bar and dance floor, making it well suited for events, conferences, or hospitality uses. The welcoming garden-style entrance includes a fountain and landscaped grounds, while the rear of the property features a gazebo with decorative bridge, creating an ideal setting for outdoor gatherings and photography. Additional outdoor enhancements include a handmade stone water feature and a trellis rose area on level, tree-lined grounds. Originally constructed in 1955, the building has been well maintained and updated over time, including architectural front windows that bring natural light into the ballroom spaces. The commercial kitchen includes a stainless hood system, walk-in refrigeration, and a newer upright dishwashing system. Equipment and furnishings are included. Additional features include approximately 18,000 square feet of paved parking, 400-amp electrical service, and a 360 square foot attached rear shed. Located in an IND zoned area, the property offers potential for a variety of uses including banquet facility, union hall, private club, training facility, culinary program, landscape supply operation, or ghost kitchen.

1146 Spindle Hill Rd, Wolcott
$1,310,000
3 Beds ⋅ 4 Baths ⋅ 24201638 MLS ⋅ Wilton Hills BLDG.
SELLER IS REQUESTING ALL OFFERS TO BE SUBMITTED BY TUESDAY, SEPT. 1ST BY 5:00pm. Located in highly desirable Wilton Hills, this stunning home has been completely transformed over the past six years, offering modern luxury, thoughtful updates, and an exceptional open-concept floor plan. A dramatic two-story foyer welcomes you into a light-filled interior featuring a spacious great room with cathedral ceilings, new mouldings, a new gas fireplace, and a wall of windows overlooking the beautiful and private surroundings. The completely renovated chef's kitchen is a true showstopper, featuring gorgeous quartz countertops, custom cabinetry, a generous 9-foot island, and top-of-the-line Wolf, Bosch, and Sub-Zero appliances. The main-level primary suite provides a private retreat with expansive windows, walk-in closet, tray ceiling and a beautifully updated bath. Upstairs, two generously sized bedrooms feature new hardwood floors and share a newly renovated full bath. The walk-out lower level offers exceptional additional living space, with new vinyl plank flooring, a versatile office that could also serve as a fourth bedroom, and a renovated full bath. With nearly every space thoughtfully updated, this move-in-ready home combines sophisticated design, modern amenities, and flexible living spaces in one of the most desirable South Wilton settings. Updates include: New Roof, New HVAC, New Kitchen, New Baths, Added Hardwood Floors...see complete list under Documents

13 Wilton Hills, Unit 13, Wilton
$1,300,000
22 Beds ⋅ 11 Baths ⋅ 24203976 MLS
Attention investors!!! This cash cow is a completely renovated 6 family perfect to add to your portfolio without having to worry about any issues. 6 Brand new furnaces and hot water heaters were just recently installed. Roof is in great condition. All 6 units have brand new hardwood floors throughout apartments, new kitchens, new bathrooms with tiled showers, updated electrical, fresh paint, new windows and much more. 5 of the units consist of 4br 1.5 bath 2 story apartments currently rented for $2,400, $2,300, $2,100, $2,000, last one is vacant and easy to show. The 6th unit is a 2-bedroom, 1 bath currently rented for $1,650. All tenants are up to date on their rents and responsible for their own utilities. Plenty of off street parking for convenience. Laundry hook ups in the basement. Just minutes from I-95, I-91 and downtown New Haven.

767 Congress Ave, New Haven
$1,300,000
2 Baths ⋅ 24203791 MLS
Attention investors!!! This cash cow is a completely renovated 6 family perfect to add to your portfolio without having to worry about any issues. 6 Brand new furnaces and hot water heaters were just recently installed. Roof is in great condition. All 6 units have brand new hardwood floors throughout apartments, new kitchens, new bathrooms with tiled showers, updated electrical, fresh paint, new windows and much more. 5 of the units consist of 4br 1.5 bath. 2 story apartments currently rented for $2,400, $2,300, $2,100, $2,000, last one is vacant and easy to show. The 6th unit is a 2-bedroom, 1 bath currently rented for $1,650. All tenants are up to date on their rents and responsible for their own utilities. Laundry hookups in the basement. Plenty of off street parking for convenience. Just minutes from I-95, I-91 and downtown New Haven.

767 Congress Ave, New Haven
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 24201567 MLS
Exceptional custom-built ranch privately set on 5.77 acres in desirable Forest Heights. Designed around one central vision - to bring the beauty of outdoors into every room - the home offers an immediate connection to its natural setting. Expansive windows frame views of surrounding woods, dramatic rock outcroppings, mature dogwoods, lush landscaping and a peaceful woodland pond in the distance. Each room offers its own unique perspective, creating a home that feels wonderfully private yet completely connected to nature. At the heart of the home, the inviting family room/kitchen features a floor-to-ceiling stone fireplace and walls of glass, creating a warm, welcoming gathering space. Step outside to a stone patio and large mahogany deck, extending the living space outdoors. The primary suite occupies its own wing with a private office and deck. A separate wing offers three additional bedrooms, two full baths, a music/sitting room and dedicated HVAC. The formal living and dining rooms are graciously proportioned and beautifully suited for entertaining. A partially finished walk-out lower level adds additional flexibility. Timeless craftsmanship is evident throughout. Wonderfully secluded yet just 5 minutes from shopping, restaurants, vibrant downtown Milford, the train station, I-95 and Merritt. A home of rare warmth, privacy and natural beauty - a place for quiet moments, memorable gatherings and everyday life, with nature always just outside your window.

30 Cedar Hill Rd, Milford
$1,300,000
3 Beds ⋅ 4 Baths ⋅ 24201690 MLS
Welcome to a truly special Colonial nestled on a coveted cul-de-sac, where timeless charm meets warm, inviting spaces and an outdoor setting that feels like a private resort. A welcoming front porch and mature landscaping create an enchanting first impression. Step inside to discover gleaming hardwood floors and an effortless flow designed for everyday living and gracious entertaining. The spacious eat-in kitchen, complete with its own fireplace, is a warm gathering place for family and friends. The elegant dining room is perfect for memorable dinners, while the living room and family room are beautifully connected by a stunning double-sided fireplace, creating a wonderful sense of warmth and continuity. Upstairs, the serene primary suite is a true retreat, featuring its own fireplace and beautifully updated full bath. Two additional bedrooms and another full bath complete the upper level. The finished lower level offers exceptional flexibility, with wonderful potential for an in-law setup, guest space, home office, gym, or recreation room. Step outside and prepare to fall in love. The backyard is an extraordinary private oasis, surrounded by lush, mature plantings. A sparkling in-ground pool takes center stage, while the spectacular outdoor kitchen, fireplace, and pizza oven create an entertainer's dream. Picture summer afternoons poolside, cozy evenings gathered around the fire, and magical nights sharing pizza beneath the stars.This is more than a home-it is a lifestyle!

36 Shadows End Ln, Milford
$1,300,000
3 Beds ⋅ 5 Baths ⋅ 24199467 MLS
Privately tucked away in a serene setting, this exceptional 2022 custom-built residence offers a rare blend of luxury, privacy and everyday comfort. Thoughtfully designed, the home features 4 bedrooms plus expansive finished living space above the garages, offering flexibility for extended family, guests or private retreats. One area was previously used as a private living suite with a bedroom, separate living area and full bath-ideal for guests or multi-generational living. Additional finished spaces include a dedicated movie room and newly added loft. Outside, enjoy your own resort-style escape with an in-ground pool, fully fenced pool area, custom concrete work and fire pit. A long private driveway with underground utilities creates an impressive approach, highlighted by a professionally crafted rock wall at the entrance, with the matching opposite side underway. Mini-splits provide efficient year-round heating and cooling. Located close to Connecticut National Golf Club and surrounded by scenic natural beauty, the property offers access to exceptional outdoor recreation and prime hunting opportunities. Modern construction, versatile living spaces and an incredible sense of seclusion make this more than a home-it's a private lifestyle retreat. A truly rare offering that must be experienced in person. Agent-owned property.

44 Blood Rd, Putnam
$1,300,000
5 Beds ⋅ 4 Baths ⋅ 24197394 MLS
The heart of downtown Mystic, the Mystic River in view, and two homes on one rare property. The 0.29-acre corner lot at 2 Ashby St. makes shops, award-winning dining, and the waterfront part of daily life rather than a destination. Few downtown addresses offer this proximity, and even fewer offer it twice over. Rarer yet, this one includes off-street parking. The main residence carries an active short-term rental permit, an increasingly rare distinction downtown, while the carriage house is a permitted long-term Accessory Dwelling Unit. Whether that means hosting guests, generating income, or simply having room to spread out, the flexibility is built in. The 3-bedroom main residence has been thoughtfully updated with refinished hardwood floors, an open floor plan, a newly added half bath, central air conditioning, fresh interior and exterior paint, a newer roof, a rebuilt chimney, newer gutters, and 200-amp electrical service. A 350+ square foot walkout lower level adds laundry along with flexible space for an office or guest suite. Outside, an outdoor shower makes coming home from the beach exactly as easy as it should be. Across the landscaped grounds, the fully converted carriage house stands on its own merit. More than 1,000 square feet includes a recreation room with a wet bar, an office, and a half bath on the main level, with a complete studio above featuring a full kitchen, bath, and living area. New siding, a brick and stone faca

2 Ashby St, Groton
$1,300,000
8 Beds ⋅ 5 Baths ⋅ 24193609 MLS
A rare opportunity to acquire a five-unit multifamily investment property in the heart of Newtown, Connecticut. Ideally situated just minutes from the town center, this income-producing asset offers investors the perfect combination of strong rental demand, long-term appreciation potential, and the charm of one of Fairfield County's most desirable communities. Featuring five residential units with excellent income potential, this property presents an exceptional opportunity for seasoned investors, those looking to expand their portfolio, or owner-occupants seeking to offset their mortgage with rental income. The property's attractive setting, ample parking, and convenient location make it highly desirable to tenants seeking easy access to local shopping, restaurants, parks, schools, and major commuting routes. Whether your strategy is long-term buy-and-hold, value-add improvements, or generating reliable monthly cash flow, this multifamily property offers outstanding flexibility and investment potential. Newtown continues to attract residents looking for a high quality of life while maintaining convenient access to Danbury, Fairfield County, and New York. Income-producing properties in Newtown are exceptionally rare, making this a unique opportunity to own a valuable asset in a highly sought-after market. Don't miss your chance to secure a five-unit investment property with strong upside potential in one of Connecticut's premier towns.

34 West St, Newtown
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 24190000 MLS
Nestled on over 2 private, park-like acres in a serene natural setting on one of Newtown's most prestigious streets, this property offers timeless charm, character, exceptional living spaces, and beautiful gardens that create a peaceful escape. Classic Italian marble floors welcome you in the entry foyer and continue into the formal dining room, creating a sophisticated first impression. A stunning living room serves as the heart of the home, featuring rich wood paneling and a striking fireplace that adds warmth and elegance. The spacious eat-in kitchen is designed for both everyday living and entertaining, complete with its own fireplace, generous pantry, and abundant workspace. A spectacular sunroom is flooded with natural light and features a soaring vaulted ceiling, French doors, terracotta tile floors, passive solar heating, and a wood-burning stove - relax while enjoying views of the surrounding landscape in every season. The floor plan includes 4 bedrooms, along with 2 full baths/1 half bath & front/back staircases. Outdoors, a wraparound deck overlooks the beautiful wooded property, offering exceptional privacy and the perfect setting for morning coffee, outdoor dining, or entertaining. A walk-out basement offers excellent potential for recreation, storage, or workshop space. This special property combines natural beauty, warmth, and distinctive character in one truly unique offering.

82 Taunton Hill Rd, Newtown
$1,300,000
24192990 MLS
This is a rare opportunity in the midst of Connecticut's current housing shortage. This 63.74-acre parcel, located in the historic town of East Haddam, has already undergone preliminary engineering and mapping, revealing the potential for 6 lots. One of these lots features 60 feet of direct lake frontage on Bashan Lake, also known as "Little Pond." The property is adjacent to the Bashan Lake boat launch and is close to East Haddam's rich historical attractions, including the Goodspeed Opera House, The Gelston House, the iconic East Haddam Swing Bridge over the Connecticut River, and Gillette Castle. With convenient access to Route 2 and Route 9, reaching major highways is easy. There's also the possibility for a free split option.

1 Ballahack Rd, East Haddam
$1,300,000
9 Beds ⋅ 9 Baths ⋅ 24190662 MLS
Exceptional investment opportunity in New Haven's thriving Fair Haven neighborhood! This well-positioned 9-unit apartment building features nine one-bedroom units, offering investors the opportunity to acquire a substantial income-producing asset in one of the city's strongest rental markets. Whether you're looking to expand an existing portfolio or secure a long-term investment, this property presents excellent potential with multiple streams of rental income under one roof. Ideally located in the heart of Fair Haven, residents enjoy convenient access to downtown New Haven, Yale University, Yale New Haven Hospital, local shopping, restaurants, public transportation, and major highways including I-91 and I-95. The neighborhood's proximity to major employers, educational institutions, and everyday amenities continues to drive strong rental demand, making it a desirable location for both tenants and investors alike. The property's location near the Quinnipiac River, neighborhood parks, and local businesses further enhances its appeal while providing easy access to everything New Haven has to offer. With nine one-bedroom apartments, a sizable 7,136-square-foot building, and a location in one of the city's most active multifamily markets, 32 Clinton Avenue represents an outstanding opportunity to invest in a property with strong long-term income potential and portfolio growth.

32 Clinton Ave, New Haven
$1,300,000
2 Baths ⋅ 24188641 MLS
Exceptional opportunity to own a fully renovated commercial property in one of Brookfield's most desirable business corridors. Located directly on Candlewood Lake Road (Route 6), this freestanding building offers outstanding visibility, excellent traffic counts, and convenient access to Candlewood Lake, Brookfield Town Park, Cadigan Park, Brookfield Town Beach, Brookfield Marina, and the Candlewood Inn. Its prime location provides exceptional exposure to both year-round residents and seasonal visitors. The property has undergone a comprehensive renovation, including all-new electrical, plumbing, mechanical systems, and a new roof, allowing a new owner to occupy or lease the space with confidence while minimizing future capital expenses. Ample on-site parking and excellent accessibility further enhance its appeal for owner-users and investors alike. Situated in the MC (Marine Commercial) Zone, the property allows for a wide variety of permitted uses, including retail, restaurants and cafes, professional and medical offices, , marine-related businesses, and select mixed-use opportunities, subject to local approvals. Whether you're seeking a flagship business location, an income-producing investment, or a redevelopment opportunity, 439 Candlewood Lake Road offers modern building systems, flexible zoning, and exceptional visibility in one of Brookfield's premier commercial locations.

439 Candlewood Lake Rd, Brookfield
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 24188445 MLS
Completely renovated from top to bottom, this stunning 4bedroom, 3bath home blends modern luxury with timeless comfort. Set on 1.16 acres of beautifully landscaped grounds and mature trees, the property offers privacy, elegance, and exceptional indooroutdoor living. The renovated kitchen is designed to impress, featuring custom cabinetry, Carrera marble countertops, builtin KitchenAid refrigerator, double ovens, gas cooktop, beverage refrigerator, and two dishwashers. Oak hardwood floors flow through the kitchen, dining area, and living room. The formal living room offers a vaulted ceiling, gas fireplace, and access to a wraparound deck that connects seamlessly to both the kitchen and living area. The primary suite is a true retreat with a vaulted ceiling, private deck, large walkin closet, and an updated spalike bath with Carrera marble, dual showers, and a soaking tub. The lowerlevel family room provides additional living space with a gas fireplace and marble surround. A fourth bedroom with an ensuite bath completes the lower level, ideal for guests or extended family. This home delivers exceptional craftsmanship, thoughtful design, and a serene setting-perfect for those seeking a moveinready residence with highend finishes throughout.

41 Silver Hill Rd, Ridgefield
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 24187349 MLS
Sited on just under 5 private, wooded acres across from the CT Golf Club - this architecturally unique home is truly above par! Light & bright 4BR colonial with so many special features, including a 1200+SF studio above the detached garage. The kitchen, family & breakfast room create a superior open space for gathering & entertaining - all open to an expansive private rear deck and firepit with nothing but nature beyond. The first floor also offers a formal dining room, living/sitting room as well as an office-or bedroom should that better suit your lifestyle. There is an adjacent full bath with sauna on the main level. Upstairs, the primary suite is unrivaled, offering two massive walk-in closets, a generous bath with jacuzzi tub & separate shower, vaulted ceilings, a decorative fireplace and French doors to your own private deck. Two additional bedrooms share a bright and updated hall bath plus there is a special additional room (currently a music room) with a vaulted ceiling that might be a home gym, playroom or guest space. The massive full walk-out basement has high ceilings & can easily be finished should more space be needed. The detached oversized 2 car garage features a unique and desirable studio space with kitchenette and bath on the upper level. The studio has its own heating and cooling and is suitable for full time or part time use. Very young roof and new on-demand HW heaters. This happy home is very special and welcoming. Make it yours.

974 Black Rock Tpke, Easton
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 24187201 MLS
A private Easton retreat of exceptional beauty, 1080 Black Rock Turnpike offers a rare opportunity to experience luxury, privacy, and an extraordinary connection to the outdoors. Set on nearly six acres of exquisitely landscaped grounds, the property feels like a world unto itself-an idyllic setting for quiet mornings, elegant entertaining, and a lifestyle defined by space, serenity, and natural beauty. Approached by a long, gated driveway, the residence is tucked discreetly into its surroundings, creating an immediate sense of arrival. The current owner has thoughtfully transformed the property inside and out, with extensive improvements that include a brand-new roof, new siding, beautifully renovated bathrooms, an expansive new deck, and substantial landscaping enhancements. Inside, the home is polished, sophisticated, and entirely move-in ready, with remarkable attention to detail throughout. Outdoors, the expansive deck extends the living and entertaining space while overlooking the property's beautifully maintained grounds, offering the perfect setting for gatherings, relaxation, and enjoying the changing seasons. Whether hosting on a grand scale, unwinding in complete privacy, or simply embracing the peaceful rhythm of life in Easton, this remarkable property offers more than a beautiful home-it offers a truly distinctive lifestyle.

1080 Black Rock Tpke, Easton
$1,300,000
6 Beds ⋅ 5 Baths ⋅ 24186258 MLS
A rare opportunity to own a private estate in the heart of Newtown. Set on 6.7 beautifully manicured acres just a half-mile from the town center, this exceptional property offers 5,794 square feet of living space, including 6 bedrooms, 5 bathrooms, and a private in-law apartment. Bordering Castle Hill Farm, the property provides a peaceful country setting with the convenience of nearby shops, restaurants, and community amenities. Equestrian enthusiasts will appreciate the attached barn with 3 horse stalls and 3 fenced paddocks, making this a unique in-town horse property. The stunning grounds feature mature landscaping, fruit trees, rose gardens, and an array of flowering plantings. A handcrafted cobblestone bridge spans a picturesque waterfall, creating a truly enchanting setting unlike any other. Whether you're seeking multi-generational living, an equestrian retreat, or simply a one-of-a-kind property with acreage close to town, this remarkable estate offers endless possibilities. Properties combining this level of privacy, acreage, and convenience rarely become available. Don't miss the chance to make this extraordinary Newtown property your own.

34 West St, Newtown
$1,300,000
2 Baths ⋅ 24186448 MLS
Turnkey Mixed-Use Investment Opportunity | Fully Renovated | Zero Vacancy. 140 Grand Street presents a rare opportunity to acquire a stabilized, cash flowing mixed use asset in the heart of Waterbury. This well maintained property consists of nine residential apartments and one commercial storefront, offering investors immediate income with zero current vacancy and strong in-place cash flow. The residential units have been extensively renovated, featuring updated interiors, modern finishes including mini-splits, and turnkey condition throughout. The commercial space provides additional income diversification while benefiting from excellent visibility and established tenancy. With a current gross annual income of approximately $171,000 the property delivers strong investment fundamentals and an attractive 8.5 cap. The building is well maintained with a favorable operating expense ratio and requires minimal maintenance, making it an ideal acquisition for both seasoned investors and those seeking a passive income-producing asset. Centrally Located in Downtown Waterbury, this is a true turnkey asset offering immediate cash flow, stable tenancy, and long term appreciation potential in one of Waterbury's established mixed use corridors.

140 Grand St, Waterbury
$1,300,000
10 Baths ⋅ 24184246 MLS
Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love. Seven of the Eight residential units have been updated, and many feature newer hot water heaters, helping minimize future capital expenses. The property is anchored by two commercial storefronts, including a 3,100 SF space and a 1,100 SF (long-term tenant). Commercial tenants contribute approximately 40% of CAM expenses, creating additional value for ownership. Featuring classic brick construction, a well-maintained roof, and a prime downtown location, 480 Main Street offers a rare blend of character, stability, and investment potential. Located just steps from restaurants, shopping, and entertainment, this is an excellent opportunity to own a standout mixed-use asset in the heart of Middletown

480 Main St, Middletown
$1,300,000
8 Beds ⋅ 10 Baths ⋅ 24182655 MLS
Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love. Seven of the Eight residential units have been updated, and many feature newer hot water heaters, helping minimize future capital expenses. The property is anchored by two commercial storefronts, including a 3,100 SF space and a 1,100 SF (long-term tenant). Commercial tenants contribute approximately 40% of CAM expenses, creating additional value for ownership. Featuring classic brick construction, a well-maintained roof, and a prime downtown location, 480 Main Street offers a rare blend of character, stability, and investment potential. Located just steps from restaurants, shopping, and entertainment, this is an excellent opportunity to own a standout mixed-use asset in the heart of Middletown

480 Main St, Middletown
$1,300,000
5 Beds ⋅ 4 Baths ⋅ 24183446 MLS
Welcome to this fabulous one-owner custom home in sought-after Neck River Farms. A gracious, spacious foyer warmly welcomes you inside, setting the tone for the beautifully maintained interior filled with abundant natural light. A dedicated home office with elegant French doors offers the perfect space for working remotely or quiet study. The inviting living room is ideal for entertaining, featuring oversized windows, soaring ceilings, and detailed crown molding. The heart of the home is the well-appointed kitchen with a vaulted ceiling, complete with a large center island, generous pantry storage, and granite countertops. It flows seamlessly into the cozy family room, where a wood-burning fireplace creates a perfect gathering space. Upstairs, you'll find 4 bedrooms plus a versatile guest suite above the garage, complete with a full bath and private back staircase-ideal for extended stays or multigenerational living. The primary bedroom is spacious with a luxurious bath and walk-in closet. The finished basement provides additional flexible space for a playroom, fitness area, or media room. Situated at the end of a cul-de-sac, this home offers privacy on 4.12 acres of beautifully landscaped grounds. The level backyard features a lovely stone patio and plenty of room for a pool. Additional highlights include a newer 3-year-old asphalt shingle roof, new furnace and air handler. A rare opportunity to own a spacious and thoughtfully designed home in a desirable location

77 Silo Hill, Madison
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 24127461 MLS
One-of-a-kind property, dwellings built by owners' grandfather. Summer porch included with upper larger unit. Small apartment has large open porch as well. Sixty- one has patio and nice rear property. Fifty-seven has front and rear property. Unique income property - one of only four multiple rental dwellings in New Canaan with several buildings on one property. Leases expire 6/30 then month to month.

61 Smith Ridge Rd, New Canaan
$1,300,000
12 Beds ⋅ 8 Baths ⋅ 24178851 MLS
Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user potential for contractors, storage, workshop space, or additional rental income. Projected 8.2% cap at current occupancy, with stabilization potential of approximately 9.4-9.8% upon lease of the 2nd garage. Residential units feature a desirable mix of 1-, 2-, and 3-bedroom layouts with updates completed over time, including newer boilers and water heaters. Off-street parking, minutes to Route 9, downtown Middletown, and walking distance to Wesleyan University. Property conveyed as-is.

13-15 Portland St, Middletown

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.