New Haven County, Connecticut Land For Sale (62 results)
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AcreValue offers multiple types of land for sale in New Haven County, so if you’re looking for a new ranch, farm, recreational property, hunting ground, developmental property, or land investment you’ve come to the right place. Regardless of what your needs or objectives are for your land, we have a large inventory of available parcels that are updated regularly. Therefore, it’s very likely that we have the perfect parcel that meets all the search criteria & specifications that you’ve been searching for. Additionally, because our land for sale listings are always being updated due to the frequency of land being sold or new land listings being put on the market, make sure that you are checking back with AcreValue regularly for updates. When you find the perfect land parcel and you are ready to take the next steps you can easily connect directly with the listing agent to help you facilitate your land purchase. Browse AcreValue's Connecticut land for sale page to find more potential opportunities in Connecticut that fit your needs. We wish you the best of luck in finding your next ranch, farm, recreational property, hunting ground, developmental property, or land investment.
08/25/2026
$1,599,000
2.82 ac.
ACTIVE
New Haven County - 99 Mesa Dr, Bethany, CT
A home that feels like a getaway, every single day! Discover unparalleled privacy in this exceptional contemporary ranch, situated on nearly 3 acres at the end of a quiet cul-de-sac. Built within the last 5 years, this custom estate overlooks a tranquil pond and showcases elite craftsmanship. The interior features imported European windows and doors, designer European imported ceramic tile, showers feature protective film on the glass and premium finishes throughout. The open-concept floor plan is anchored by a bespoke chef's kitchen with custom cabinetry and high grade granite counters. The residence offers expansive living spaces and a functional laundry suite with abundant built-in storage. Retreat to spa-inspired bathrooms featuring heated floors, exquisite European tilework, and seamless hidden drain systems. A finished attic provides flexible bonus space, perfect for a home office, gym, or studio. Engineered for peak efficiency, the home includes propane heating and enhanced spray foam insulation. The exterior is an entertainer's dream, featuring a covered patio, level private grounds, and peaceful water views. A standout feature is the finished outbuilding, complete with electricity and a cozy fireplace-offering a luxurious extension for a creative workspace or lounge. Square footage includes finished attic rooms. This one-of-a-kind residence blends modern high-end luxury with a serene, natural setting. If you've been waiting for something different... this is it.
06/18/2026
$369,900
1.11 ac.
ACTIVE
New Haven County - 115 Salem Road, Prospect, CT
Charming ranch-style home on a picturesque 1.10-acre lot in sought-after Prospect! This move-in-ready property blends classic character with modern updates, featuring a remodeled kitchen with granite countertops, stainless steel appliances, & tile flooring, gorgeous hardwood floors throughout most of the rest of the main level, a spacious living room with exposed beams and a cozy fireplace, and a dining room with built-ins. The main level offers 3 bedrooms, including a primary suite with full bath, plus an additional full bath for guests. A partially finished lower level provides extra living space for a family room, office, gym, or playroom. Outside, enjoy a sitting area with rustic firepit, garden areas, and the detached 1-car garage which has been freshly painted with new metal roof & includes additional storage. Located just down the road from the heart of Prospect, this home offers the perfect balance of small-town living and everyday convenience; only minutes from local parks, the library, a golf course, great restaurants, & shopping, while providing easy access to Route 8 and I-84 for easy commuting. Don't miss this opportunity to own a beautifully maintained home with charm & character-schedule your private showing today!
12/03/2025
$1,100,000
36.14 ac.
ACTIVE
New Haven County - 20 Upson Road, Wolcott, CT
Stunning property consisting of a contemporary 4,680 SF home with 18 rooms on 36+/- acres that are sub-dividable with 16+/- building lots in Wolcott, CT. Country living at its finest at this resort type property with surrounding private woods. Perfect for equestrian, hiking, motorsports and entertaining. From the main house you enter the original 1800's log cabin with exquisite hand polished interior logs which is setup as an entertaining area with a bar, fireplace and pool table. From there you proceed thru the relaxing glassed in porch with flagstone flooring which takes you to the large concrete terrace. There is the expansive view overlooking the 20 x 50 Gunite pool adjacent to the large spring fed natural pond that's stocked with many types of fish where you can launch a boat and go fishing. You have 5 bedrooms, 2 full baths, 2 half baths an oversized 2 car garage, 2nd garage/barn, summer guest house. There is a Unique Roof Top Deck you access from the top floor and also a two and a half story glass tower that brightens the front of the home with sunshine. This home has 2 fireplaces, radiant floor heat in the master bedroom, piano room, kitchen and dining room and two levels of decking. A new roof, skylights, gutters and leaf guards were installed in 2023. New siding and a dog pen with cement flooring and wrought iron fencing was installed in 2020. The owners will be present during viewings. Pre-approval required.
08/26/2026
$180,000
1.9 ac.
ACTIVE
New Haven County - 701 Main Street, Hamden, CT
Rare opportunity to build your dream home on nearly two acres in a desirable Hamden setting. This level, cleared lot was once the site of a single-family farmhouse and offers an attractive homesite surrounded by stately residences. The rear of the property abuts approximately 23 acres of undeveloped land, providing a beautiful natural backdrop and added privacy. A small brook runs along the far rear portion of the lot, adding to the peaceful setting and offering the possibility of a water view depending on the placement and design of a future home. The property has no wetlands and is not located in a flood zone. A cinder block garage and storage shed remain on the property. Conveniently located near Yale University, Yale New Haven Hospital, I-91, the Merritt Parkway, Metro-North, Sleeping Giant State Park, and the many educational, recreational, dining, and cultural amenities of Greater New Haven. Private well and septic will be required. Buyers to perform their own due diligence regarding zoning, building requirements, well and septic feasibility, permits, approvals, and intended use. Bring your plans and explore the possibilities at 701 Main Street.
08/14/2026
$950,000
3.21 ac.
ACTIVE
New Haven County - 552 Breakneck Hill Road, Middlebury, CT
Exceptional 1855 Greek Revival set in a prestigious Middlebury neighborhood, surrounded by the natural beauty of Flanders Preserve and Middlebury Land Trust land. This 5-bedroom, 31/2-bath architectural stunner is sited on 3.21 beautifully landscaped acres with mature trees, stone walls, perennial gardens and rolling open lawn, offering privacy and a feeling of escape and tranquility. The home includes wide-board floors, three fireplaces and a remarkable series of covered porches and "piazzas" capturing the romance of 19th-century country living. There is effortless flow from the gorgeous sunroom, with walls of windows, into the formal living room, dining room and large entertaining kitchen. A main-floor laundry room, enormous utility room, pantry and powder room add convenience. The primary suite offers a private retreat, with an en-suite bath and adjoining sitting room or study, flanked by two covered porches. Outside, a charming secluded wading pool with fountain provides a wonderfully relaxed setting for summer gatherings, cocktails and afternoons spent enjoying the gardens. A detached 2-car garage with bonus unfinished loft space invites a future artist studio. An exceptional opportunity to bring this distinctive home to the next level. 2 hrs to NYC.
08/22/2026
$1,399,900
2 ac.
ACTIVE
New Haven County - 67 Abbott Farms, Middlebury, CT
This custom-built classic brick colonial sits in one of Middlebury's most desirable neighborhoods. A private drive leads to a circular driveway with Belgian block accents, welcoming you into a gracious foyer with a sweeping staircase, on the left a formal living room and on the right a beautiful dining room-both ideal for entertaining. The two-story great room with a fireplace opens to a spacious kitchen featuring custom wood cabinetry, a breakfast bar, and a dining area. Off the kitchen, an all-season sunporch offers the perfect spot for morning coffee or evening drinks. The main floor primary suite includes a bath with a stall shower, jetted tub, and ample cabinet space, along with a walk-in closet and exercise room. Upstairs, you'll find a charming library, a second fireplace, an additional office, a loft and three more bedrooms-one ensuite and two sharing a bath. Outside, enjoy a new raised patio with a hot tub, surrounded by vibrant perennial flowers and bushes. Walking distance to beautiful Lake Quassapaug, minutes to restaurants and shops. 90 min to NYC.
08/01/2026
$975,000
1.25 ac.
ACTIVE
New Haven County - 328 Saybrook Road, Orange, CT
Discover the perfect blend of space, warmth, and versatility in this expansive home designed to accommodate today's evolving lifestyle needs. Ideal for extended families, this unique property offers separate living quarters while maintaining the comforts of a single-family residence. Room for everyone and everything! This sprawling home is perfectly designed for multi-generational living, offering exceptional space, comfort, and flexibility. Gleaming hardwood floors, freshly painted interiors, and abundant storage throughout create a warm and inviting atmosphere. The main home features an oversized eat-in kitchen with a pantry closet, an adjoining family room with a wood-burning fireplace and access to a covered porch, a formal dining room, and a formal living room. Upstairs you'll find two generously sized bedrooms and a full bath. A private four-room in-law apartment provides ideal accommodations for extended family, featuring its own full kitchen, living room with a wood-burning fireplace, spacious primary bedroom, and den. Additional highlights include first-floor laundry, a three-car attached garage with newer doors, a full basement with a second laundry hookup, and separate heating and cooling systems for both the main home and in-law apartment. This exceptional property combines functionality, privacy, and versatility to meet a variety of living needs.
07/24/2026
$530,000
2.31 ac.
ACTIVE
New Haven County - 95 Pisgah Road, Oxford, CT
3 bdrm 2 full bath charmer with PRIVACY! Set well back from the road on 2.31 private acres, this well-maintained Cape offers peaceful country living with seasonal views, mature perennial gardens, and a secluded setting just minutes from everyday conveniences. Enjoy easy access to Jackson Cove Town Park on Lake Zoar, Kettletown State Park, hiking trails, boating, and all that Oxford has to offer. The home features an updated kitchen, hardwood floors, and a striking sunken family room with vaulted ceilings and a fireplace. A desirable first-floor primary bedroom provides the convenience of main-level living, while two additional bedrooms and a full bath upstairs offer space for family, guests, or a home office. Recent improvements include a newer roof, siding, driveway, refreshed deck, new well pump, and a fully fenced area for dogs. Whether you're entertaining on the deck, gardening, or simply enjoying the privacy of the property, this home is a wonderful opportunity to enjoy the best of Oxford's outdoor lifestyle. Sale is contingent upon Seller securing suitable housing which has been identified.
05/08/2026
$1,695,000
1.6 ac.
ACTIVE
New Haven County - 30 Meeting House Lane, Madison, CT
Historic gem on the Madison Village Green. Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the neighboring Congregational Church, the home shares architectural harmony through its grand columns and elegant two-story shutters. The architect, Mr. Volney Pierce, was commissioned to design this exceptional residence and later the Congregational Church. Inside, the home offers more than 3,900 square feet of living space with soaring 9+ foot ceilings on the main level, 2nd floor with five generously sized bedrooms, five working fireplaces, and the 3rd floor a uniquely large attic with unlimited possibilities. At the back of the property are the outbuildings, a 3 car garage and small coop/shed. "Hartsbourne", has abundant historic character throughout. Set on 1.5+ acres in the heart of Madison's charming village, this is a rare opportunity to own a true piece of local history.
05/16/2026
$29,995,000
7.65 ac.
ACTIVE
New Haven County - 0 Rogers Island, Branford, CT
A truly unforgettable and exceptionally rare offering-Rogers Island presents an exciting opportunity to own a private island paired with a mainland residence, delivering the perfect balance of seclusion and convenience. The mainland property includes its own dock, parking, and support space, making access to the island with a 5-minute boat ride, seamless and effortless. Just offshore, the island unfolds into a peaceful, panoramic retreat surrounded by water views in every direction. Designed for both relaxation and entertaining, the estate features a 10-bedroom main residence with 6 full and 2 half baths, a 4-bedroom/2.5 bathroom guest house, artist's studio with half bath, and dedicated staff quarters. A mahogany wraparound porch invites you to take in the scenery, while meandering granite pathways guide you thru the grounds which offer an exceptional collection of amenities: an in-ground heated pool with pool house and separate bath house, tennis court, Nicklaus-designed putting green, koi pond, greenhouse and two docks. A charming gazebo sits at the edge of the property-perfectly positioned to capture sweeping views for miles. Quiet, expansive and thoughtfully designed, Rogers Island is a legacy property where generations can gather with ease, hosting everything from intimate weekends to large-scale entertaining, all set against a backdrop of uninterrupted water views, timeless coastal beauty and a sense of privacy that's increasingly impossible to find. Sale includes 51 Flying Point Rd, Branford (parcel 008077-$73,776 Tax Year July 2025-June 2026) which features 4635 sq ft, 5 bedrooms, 6 full & 1 half bathrooms, boat house with full bath & stone fireplace (613 sq ft), 3-car garage, in-law apartment potential & office space above garage (2318 sq ft). Island structures include: Main House: 10 bedrooms, 6 full baths & 2 half baths (8378 sq ft) Guest Cottage: 4 bedrooms, 2.5 bathrooms (1866 sq ft) Artist Studio: Loft bed, 1 half bathroom & outdoor shower (216 sq ft) Pool House: Kitchen & entertaining area (308 sq ft) Pool Bath House: 1 bath & separate shower (209 sq ft) Staff Quarters: 2 rooms (454 sq ft)
07/02/2026
$885,000
6.4 ac.
ACTIVE
New Haven County - 228 Burr Road, Southbury, CT
This true ranch-style home, nestled on over six acres in the scenic town of Southbury, Connecticut, offers a blend of comfort and extensive amenities. The residence features three bedrooms and two and a half bathrooms, with hardwood floors gracing the entirety of the main living areas. The remodeled kitchen is a focal point, boasting elegant quartz countertops. Beyond the three bedrooms, an additional versatile room provides space for an office, craft room, or exercise area. The primary suite is a private retreat, complete with a walk-in closet, a luxurious Jacuzzi tub, and a separate walk-in shower. The main floor encompasses over 2600 square feet of living space, complemented by an additional 2600 square feet in the basement, which benefits from heated floors. Further expansion potential exists in the attic. Environmentally conscious features include solar panels, while a whole-house generator ensures uninterrupted comfort. Outdoor living is enhanced by a new saltwater pool accompanied by a cedar pool house, a screened-in porch, and a practical shed. The exterior also offers a fenced yard, Trex deck, a paver patio, and a three-car garage that can accommodate a lift if desired.
05/30/2026
$749,900
6 ac.
ACTIVE
New Haven County - 95 Beecher Road, Woodbridge, CT
A rare opportunity for someone who appreciates history, craftsmanship, and the chance to bring an incredible home back to life. Set back from the road on 6 private, partially wooded acres, this custom-built 1912 home is filled with character and original architectural details that are hard to find today. With nearly 4,800 sq ft of living space, the home offers oversized rooms, 9 ft ceilings, hardwood floors, 2 stone fireplaces, a main staircase, and a secondary back staircase that add to the home's classic estate feel. The layout was clearly designed for large gatherings, with expansive formal rooms, a butler's pantry, a screened porch, and a sunroom. Upstairs, you'll find four generously sized bedrooms and two full baths. The 3rd floor, once used as an art studio, has a half bath and offers exciting potential for creative space or a private retreat. The space remains unfinished, with sheetrocked walls and unfinished flooring ready for its next chapter. This level is also the only area of the home currently equipped with central air conditioning. The home needs updating and restoration, but the setting, scale, and architectural character make it well worth the effort. Whether you're looking to create your forever home or searching for your next high-end restoration project, 95 Beecher Road is a rare chance to bring new life to a property with incredible history and presence.
08/15/2026
$699,900
1.6 ac.
ACTIVE
New Haven County - 136 Chestnut Tree Hill Road Extension, Oxford, CT
Welcome to an "Antique Gem" in Oxford, Connecticut. Step into a beautifully preserved piece of Connecticut history. Set on 1.6 private acres in Oxford, CT, this exceptional 1769 Vintage Home has remained in the same family for generations, and offers a rare combination of authentic period character, thoughtful restoration, and comfortable modern living. The current owner has invested more than $195,000 in improvements and restoration, carefully preserving the home's historic integrity, while updating it for today's lifestyle. Original wide-board Chestnut Floors, exposed Post & Beam construction, and period details throughout, give this home a warmth and character that simply cannot be replicated. This unique home offers 2123 square feet, four bedrooms & two full baths, and features a flexible & inviting floor plan. The main level includes a beautifully updated Kitchen with Bay Window, formal Dining Room with a Fireplace, Living Room with a Fireplace, Family Room, and a first floor Bedroom currently used as an Artists Studio. A charming Full Bath features a clawfoot tub with shower and a large pedestal sink. A small room adjoining the Dining Room provides an ideal space for a home office, while the renovated Screened In Porch, with an artistic flair, offers a distinctive and relaxing place to enjoy the surrounding landscape. Just off the Kitchen, a large walk-up Attic, with heat and electricity, presents an exciting opportunity for additional finished living space. Across the stone driveway stands a two car Barn with electricity and an expansive loft. The Professionally landscaped driveway features tumbled River Rock. The original exposed post and beam construction highlights the home's historic craftmanship and architectural character. Outside, the home's 1.6 acres of lawns, established gardens, mature trees, and landscaped flower beds, create a private and picturesque setting that compliments the historic character of the property. Despite its peaceful setting, the home is conveniently located near Routes I-84, 67 & 42, & only minutes from Quarry Walk, with shopping, dining, community events, and live music. Oxford's ponds, trails & outdoor recreation are also close by. Authentic, beautifully maintained, and truly move-in ready, this is a rare opportunity to become the next steward of a remarkable 18th-century Connecticut home without sacrificing the comforts of modern living.
08/25/2026
$464,900
1 ac.
ACTIVE
New Haven County - 116 Summit Road, Prospect, CT
Welcome to this custom-built, expansive ranch. This ranch offers 3 bedrooms and 2 full bathrooms. The forward thinking of the first-floor laundry room off the kitchen sets it apart from any ranch. Also includes a three-season room off the family room/den with a wood burning fireplace for those crisp fall days ahead. The flat yard offers a ton of privacy. Come and put your stamp on it and make it your own.
06/28/2026
$675,000
1.12 ac.
ACTIVE
New Haven County - 320 Summer Hill Road, Madison, CT
Take a 3D Tour or Enjoy a Video Walkthrough 24/7! Set on 1.1 acres, this 2,536 SF Contemporary offers 4 BR, 2.5 Baths & a great opportunity for Buyers ready to make HGTV-inspired updates while building equity in Madison. Built in 1976, the home features a dramatic contemporary layout, multiple fireplaces, a large Living Room, a Family Room with a brick fireplace & sliders to a bright 3-Season Room with easterly morning sun exposure. The Kitchen offers a generous workspace, a breakfast area & wooded views. The oversized 2-car garage includes workshop/equipment storage, while the first-floor mudroom entry provides convenient access to the laundry. Upstairs, the large Primary BR features excellent closet space & its own fireplace, plus 3 additional BRs, 2 of which have desk furniture configurations available to Buyers. The partially finished basement with a bar adds a flexible bonus space for recreation, hobbies, or storage. Private well & septic, oil-fired forced-air heat with central A/C is well-maintained, operational HVAC equipment, with future replacement something Buyers can plan for over time. Priced at just $675,000 to reflect the opportunity for updates in a desirable Madison setting. Schedule a private showing today!
07/09/2026
$695,000
1.55 ac.
ACTIVE
New Haven County - 1140 Johnson Road, Woodbridge, CT
Set back on over 1.5 parklike acres in Woodbridge, with a treed border wrapping the property for privacy you don't often find this close to everything. One of the most well laid out ranch homes on the market right now with the open kitchen flowing into a large dining area anchored by a fireplace, and a second fireplace to warm the front living room. Two natural gathering spots, both with real character. The two car garage brings you conveniently into the kitchen area, with the mudroom/laundry room access immediately upon entering. The front side of the home offers three bedrooms, including an en suite with a renovated black-and-white bath that keeps a classic look with all the updates you'd want. A second full bath serves the other two. The back of the home does something most ranches do not - its own living room, a fourth bedroom, walk in closet and full bath, all with direct access out to the yard. Primary suite, in-laws, guests, a home office, whatever you need it to be! Its a great space for entertaining with excellent flow to the deck and yard. Privacy, space, flexibility - this one checks every box!
08/08/2026
$985,000
2.08 ac.
ACTIVE
New Haven County - 31 Cedar Grove Road, Southbury, CT
This is just what you have been waiting for-not your ordinary home! Rare 4-bedroom, 4-full bath stunning colonial in Southbury's highly desirable Cedar Grove neighborhood, situated on a magnificent, 2+ acre parklike lot. Step outside to your private resort featuring an in-ground spa-like pool, fire-pit, multi-level decks with a covered awning, BBQ patio, and a pool house perfect for extra storage or finishing into a pool bar/changing room. A Belgium block-lined circular driveway welcomes you, surrounded by gorgeous landscaping, a 2-car attached garage, and a 19x14 detached barn (3rd garage/workshop). An updated open floor plan showcases quartz counters, exposed beams, vaulted ceilings, and gleaming hardwood floors. The updated gourmet kitchen offers a wet bar, skylights, deck walkout, and scenic pool views with ultimate privacy. The main level family room is the heart of the home, featuring a floor-to-ceiling stone fireplace, custom built-ins, window seat, and wide-plank floors. Sun-drenched sunken living and dining rooms include a second fireplace and French doors to the patio. A dedicated home office, laundry room, and half bath complete the main floor. Upstairs boasts a primary suite with a luxury bath, three generous bedrooms, and a huge bonus/rec room with its own full bath and private side staircase. Other features include full unfinished basement, generator ready, newly paved circular driveway, Degorgio Roof, Azek Deck, replacement windows/doors. Must see to appreciate
08/01/2026
$950,000
3.1 ac.
ACTIVE
New Haven County - 20 Crestview (Incl 24 Crestview Dr ) Drive, Woodbridge, CT
Rarely does a MID-CENTURY MODERN home of this caliber become available. Privately nestled among mature trees in an extraordinary lakefront setting, this architecturally significant residence was thoughtfully designed to capture its natural surroundings, offering exceptional privacy, breathtaking views, and seamless indoor-outdoor living. Walls of glass, expansive sliders, and dramatic contemporary windows flood the home with natural light while framing the landscape from nearly every room. The spectacular Living Room, the centerpiece of the home, features soaring vaulted ceilings, a striking floor-to-ceiling brick wood-burning fireplace, and an office alcove ideal for remote work or creative pursuits. Flowing effortlessly from the Living Room, the Dining Room and Family Room create an expansive open-concept living space centered around a state-of-the-art custom kitchen equipped with premium La Cornue, Wolf, and Sub-Zero appliances. True to its mid-century design, each of the three bedrooms enjoys an en-suite bath and direct access to the private grounds, creating a unique connection to the surrounding landscape. This three-zone central air-conditioned home overlooks the beautifully landscaped saltwater gunite pool, recently resurfaced and updated with new mechanical systems, as well as professionally designed, park-like grounds. Fully owned solar panels provide excess electricity to offset winter months electric use to bare minimum. Just steps from the pool, a private dock and inlet provide direct access to the association's private lake-perfect for launching kayaks, enjoying the tranquil water views, or relaxing on the floating dock. Timeless architecture, iconic design, and an incomparable setting make this a truly exceptional offering. Sale includes the adjacent 1.51-acre parcel at 24 Crestview Drive, providing additional privacy. New heat pump system with new AC, replaced roof over main house, and more. 15 min to Yale, downtown New Haven and the New Haven train station. Close the Merritt Parkway; 1 hour 40 min to NYC; 6 min to Seymour Train Station. SELLERS REQUEST BEST AND HIGHEST OFFERS TO BE SUBMITTED BY SUNDAY, AUGUST 9TH AT 12 NOON.
08/13/2026
$959,000
2.74 ac.
ACTIVE
New Haven County - 282 Laurelwood Lane, Southbury, CT
This four-bedroom, four-full-bathroom residence at 282 Laurelwood Lane in Southbury offers over 4,000 square feet of living space, including a finished walk-out lower level. The custom-built home by Eric Strachman features a welcoming foyer, detailed woodworking, hardwood floors, and built-in elements. Eric Strachman, known for building custom homes since 1984, emphasizes quality materials and amenities in his designs, such as crown moldings and hardwood floors. The interior of the home includes a step-down family room, a study with potential as a first-floor in-law suite, French doors, and an open-concept living area. For entertainment, there's a dedicated entertainment/theatre room. The primary bathroom is equipped with a steam shower and a jacuzzi. Convenience is enhanced with a central vacuum system. Outdoors, the property offers privacy and features an in-ground heated pool, a pool shed, and a fire pit. Southbury, Connecticut, is characterized by its rural setting, charming farms, and a downtown area with various shopping and walking opportunities. Residents can find a mix of boutiques, specialty stores, and major brands at locations like Southbury Plaza and Southbury Green. The town also provides access to state parks for outdoor activities. The location of Laurelwood Lane offers accessibility for commuting.
06/17/2026
$590,000
1.25 ac.
ACTIVE
New Haven County - 700 Watertown Road, Middlebury, CT
This beautifully maintained Vintage Colonial blends historic charm with thoughtful updates. Built-in equity! Recent appraisal values this home at $715,000. Set on 1.25 meticulously landscaped acres, this 4-bedroom, 3-bath home offers warmth, space, and versatility with a huge finished attic space. The stunning grounds feature mature plantings, classic New England stone walls, and inviting patio spaces that create a private outdoor retreat ideal for relaxing or entertaining. Easily accessed from the kitchen, the outdoor living areas offer seamless flow for gatherings, dining, and enjoying the peaceful setting. Inside, the updated eat-in kitchen features a fireplace with pellet stove insert, while the formal living room offers a second fireplace and the bright sunroom provides flexible living space. A separate outbuilding/studio expands the possibilities-perfect for an artist, home office, workshop, guest space, or easily converted into a detached in-law setup. Extensive updates include newer windows, updated plumbing, replaced well pump and pressure tank, newer oil tank, furnace burner replacement, exterior painting, new appliances, renovated studio/office, and a full first-floor bath. The main level has been updated with sheetrock replacing original plaster walls and ceilings, while the upper level retains its original plaster craftsmanship and antique character. A rare opportunity to own historic beauty, modern function, and value-without historic district restrictions Even your chickens have a home here with a coop complete with electricity! This property is not subject to historic home restrictions, allowing flexibility for future updates and personalization. Move-in ready. Conviently located with easy access to Waterbury, Southbury, Woodbury, Oxford, Naugatuck, Cheshire, Watertown, and Newtown. With quick connections to I-84 and Route 8, commuting to New Haven, Hartford, Stamford, and even New York City is within reach, offering the perfect blend of convenience and Middlebury's scenic New England charm.
06/14/2026
$1,300,000
4.12 ac.
ACTIVE
New Haven County - 77 Silo Hill, Madison, CT
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
06/02/2026
$585,000
1.04 ac.
ACTIVE
New Haven County - 924 Roxbury Road, Southbury, CT
First time offered in over 40 years! Meticulously maintained by the same owners since 1985, this move-in-ready raised ranch offers over 2,000 square feet of finished living space on more than an acre in a private setting just minutes from Southbury and Woodbury. The main level features 3 bedrooms, 2 full baths, hardwood floors, an updated kitchen with granite countertops and quality appliances, upgraded baths, and a bright living room with a large picture window and fireplace. The primary suite includes a private full bath. A standout feature is the 352-square-foot four-season sunroom with an efficient heat pump, overlooking the backyard and opening to a spacious deck. The finished walkout lower level offers a second fireplace, half bath, and direct backyard access, creating flexible space for a family room, office, or guests. Bordering the wooded buffer of Janie Pierce Park, this property enjoys lasting privacy with protected land behind the home. Recent updates include a new roof (2025), boiler (2023), and well pump (2018). The current owners have comfortably maintained the property year-round for over four decades. To make winter ownership even easier, the home includes the snowblower, and the sellers are providing a $500 closing credit toward snow plowing-giving the next owner added confidence and convenience from day one.
06/25/2026
$1,378,800
4.38 ac.
ACTIVE
New Haven County - 1308 Durham Road, Madison, CT
Originally built in 1825, this residence has been thoughtfully updated to preserve its historic essence while incorporating modern conveniences. Nestled on a generous 4.38-acre lot, this extraordinary home boasts 3 spacious bedrooms and 2.5 beautifully appointed bathrooms within its expansive 3,500 square feet of living space. As you step inside, you'll be captivated by the elegant oak hardwood floors that flow throughout. The state-of-the-art kitchen is a chef's dream, showcasing exquisite Calacatta Gold marble countertops and top-of-the-line stainless steel appliances, making it perfect for both casual meals and entertaining guests. Step outside, and you'll find your own oasis featuring an inviting in-ground gunite pool, complete with a pool house, ideal for relaxation and summer gatherings. The vast property offers ample possibilities for subdivision or the construction of an additional home, providing the perfect opportunity for creating a cherished family compound. Additionally, this unique property includes a carriage house with a 3-bay garage with a guest suite above, complete with 2 bedrooms and a full bath, ideal for visitors or as a private office. With its unique character and spacious layout, this home promises to be a tranquil retreat, making it a must-see for those seeking privacy and luxury in an idyllic setting. Don't miss the chance to make this exceptional property your own!
06/20/2026
$699,900
2.04 ac.
ACTIVE
New Haven County - 955 Georges Hill Road, Southbury, CT
Welcome to 955 Georges Hill Road, a distinctive contemporary colonial nestled on 2.04 private acres. Offering over 4,100 square feet of living space, this expansive home features 6 bedrooms and 4.5 bathrooms, blending character, functionality, and flexibility for today's lifestyle. The heart of the home is the open-concept main living area, where soaring vaulted ceilings, skylights, and a stone fireplace create a bright and inviting atmosphere. A private one-bedroom in-law apartment with its own entrance and deck offers exceptional versatility for multi-generational living, guests, or rental potential. An Additional guest area (in-law) has 2 floors, 2 full baths, laundry area, convenience counters with sink and cabinets and its own entrance. For hobbyists, car enthusiasts, contractors, or anyone in need of substantial workspace, the detached two-story barn/garage is truly exceptional. Offering approximately 2,400 square feet of space, including 900 heated square feet, this impressive structure features separate utilities, 200-amp service, propane FHA heat, oversized garage doors, and overhead crane steel beam lifts. Whether used as a workshop, studio, storage facility, home business, or collector's garage, the possibilities are endless. THIS HOME HAS SO MUCH TO OFFER HARD TO PUT IT INTO WORDS- PLEASE Contact us WE'D BE HAPPY TO GIVE YOU A TOUR.
05/05/2026
$660,000
1.67 ac.
ACTIVE
New Haven County - 90 Fenn Road, Middlebury, CT
The home you have been waiting for is waiting for you at 90 Fenn Road, Middlebury. Need room for inlaws? teens? an office? You can have it right here, tucked on 1.67 acres in a desirable Middlebury location. As you enter the spacious tiled foyer and look around, a formal sunken living room greets you on one side and a formal dining room on the other. You will notice the oak flooring in both rooms. You can then make your wy to the oversized kitchen with separate dining area, featuring updated quartz counters and newer appliances. The kitchen is open to the family room and on cool nights you can enjoy the fireplace from both rooms. Upstairs the four bedrooms and two full baths create comfortable living quarters. In addition, an unfinished 21'x22 over the office is a fabulous opportunity for the new owner to add more space to this already spacious home. There is more than enough storage area provided by the walk up attic and the full basement that offers an overhead garage door for easy access. The current owner had converted the former 600 sq. ft garage as a dentist office after acquiring a certificate of zoning compliance.
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