New Haven County, Connecticut Land For Sale (60 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.
08/08/2026
$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
$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.
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.
08/07/2026
$749,000
1.12 ac.
ACTIVE
New Haven County - 7 Milestone Lane, Madison, CT
Nestled on a beautifully elevated homesite, this classic Colonial offers the perfect blend of privacy, comfort, and New England charm. Set in a desirable neighborhood just minutes from charming Madison Village, the Town Green, shops, restaurants, and the stunning Connecticut shoreline, this home offers the perfect blend of location and lifestyle. This spacious 4-bedroom home features a welcoming living room with a fireplace, a formal dining room, an eat-in kitchen, and a generous family room with a second fireplace. A wonderful, sun porch overlooks the peaceful backyard, creating the perfect space to relax or entertain. Upstairs, you'll find four spacious bedrooms, including the primary suite with a private bath and walk-in closets. The finished lower level provides additional flexible living space for a recreation room, home office or gym. Additional highlights include a 2-car garage, newer roof, siding and windows, plus the convenience and peace of mind of natural gas and a whole-house generator.
06/23/2026
$739,000
1.07 ac.
ACTIVE
New Haven County - 20 Forest Hills Drive, Madison, CT
Picture-perfect English Cape built in 1935, brimming with timeless charm and classic architectural details. A welcoming center-hall foyer features graceful archways leading to the formal living room, where custom built-ins frame the fireplace, and the elegant dining room with its original corner cabinet. It offers a sun-filled kitchen and a family room that opens to a rear deck overlooking a beautiful acre of private grounds. A full bath completes the first floor. Upstairs, three bedrooms are served by a centrally located hall bath featuring a classic tub that reflects the home's period character, with excellent potential for future expansion. The property also includes a detached two-car garage with a heated 350-square-foot studio/office-perfect for working from home, creative pursuits, a fitness space, or a private retreat. Set on a truly special property just 1.5 miles from downtown Madison and its beaches, this exceptional home offers the perfect blend of historic charm, privacy, and convenience.
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.
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
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.
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.
08/02/2026
$744,900
2.87 ac.
ACTIVE
New Haven County - 16 Cedar Grove Road, Southbury, CT
Welcome to this beautifully cared-for Colonial/Farmhouse-style home, offering the perfect blend of spacious living and convenient access to shopping, highways, and everyday amenities. With nothing left to do but move in and enjoy, this home features a fully remodeled kitchen, stunning hardwood floors throughout the main level, and thoughtful updates designed for comfort and ease. Perfect for every season, the home offers a cozy fireplace, a charming oversized front porch, a private back deck, and a screened-in, partially wraparound porch-ideal spaces for relaxing, entertaining, and enjoying the outdoors. The expansive primary suite is a true retreat, featuring a fully remodeled luxury bathroom complete with a jacuzzi tub, spacious walk-in shower, and double sinks. The primary bedroom also boasts generous closets with custom closet systems, making organization effortless. Three additional bedrooms provide plenty of space, including one with built-in bookcases that would make an excellent home office or study. The welcoming entryway offers plenty of room with two convenient coat closets. The lower level includes a dedicated pet care area with space for bathing, making life with furry family members even easier. Additional highlights include 2 garages, a generator, a storage shed, a fenced-in area, and a level yard-completing this exceptional property. This home truly has it all: charm, functionality, updates, and room to grow. Come see this home-you will be glad you did!
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)
08/08/2026
$900,000
1.58 ac.
ACTIVE
New Haven County - 83 Elk Drive, Southbury, CT
Welcome to this beautiful Colonial, perfectly situated on a quiet, private road in one of Southbury's most desirable locations. This move-in-ready home blends timeless charm with modern amenities, featuring newly refinished hardwood floors and fresh paint that bring warmth and elegance throughout the main living spaces. Designed for both everyday living and entertaining, the home boasts a dedicated movie theater complete with immersive surround sound, creating the ultimate at-home cinema experience. Electric vehicle chargers provide added convenience for today's lifestyle, making this home as practical as it is inviting. The outdoor space features raised garden beds equipped with an integrated irrigation system, designed to support a farm-to-table lifestyle. This setup allows for convenient cultivation of fresh produce, directly connecting the garden to the kitchen. Enjoy the peace and privacy of the serene setting while still being just minutes from shopping, dining, parks, and major commuter routes. Whether you're relaxing indoors or enjoying the tranquil surroundings, this exceptional Colonial offers the perfect balance of comfort, convenience, and modern living.
04/12/2026
$1,175,000
1.84 ac.
ACTIVE
New Haven County - 1 Mountaincrest Drive, Cheshire, CT
Majestically situated on a gentle hill designed to capture sweeping views of horses mountains and the picturesque countryside. This impressive 4,701 sq ft contemporary colonial is located in the highly sought after South Cheshire neighborhood. Best of all, it's move-in ready, allowing you to make thoughtful upgrades at your own pace. It has a private office with glass French doors and built-ins, a formal Living room with fireplace & expansive picture windows. The heart of the home is a gourmet kitchen featuring Sub-Zero refrigeration, top of the line stainless steel appliances The large granite island with seating for five & the bright spacious breakfast nook makes dining a delight! The kitchen opens seamlessly into the spacious family room with gas fireplace, wet bar & sound system provides easy access to the expansive deck and screened gazebo-perfect for entertaining and enjoying the tranquil setting. The main level also includes powder room, mudroom, laundry room, hardwood flooring throughout and access to the three-car garage with EV hook-up. Upstairs offers a luxurious primary suite, a bedroom with private bath, and two additional bedrooms that share a full bath. The walk-out finished lower level with a full bath provides additional flexible living space ideal for recreation, media, gym, or guests. With a little love and some imagination this property could be a true showstopper. Total living square footage on field card does not include the additional square footage in the finished lower-level walk-out.
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!
07/16/2026
$569,900
1.79 ac.
ACTIVE
New Haven County - 32 Shari Drive, Seymour, CT
Welcome to your own private oasis, nestled on a lightly wooded lot at the end of a quiet cul de sac, this beautiful Colonial offers the perfect combination of privacy,space and convenience. Whether you are looking for a peaceful retreat or a home designed for entertaining, this property has it all. Ideally located just minutes from RT 8, you'll enjoy an easy commute both north and south while still feeling tucked away from the hustle and bustle. At the end of the street , Gary Park provides easy access to playgrounds, ball fields and outdoor recreation providing outdoor entertainment. Step inside to a warm and inviting floor plan designed for both every day living and many special occasions. The spacious kitchen opens seamlessly to the family room, creating the heart of the home. Large windows fill the space with natural light, while easy access s to the rear deck makes and indoor-outdoor entertaining effortless. Whether you are hosting summer cookouts, holiday gatherings or simply enjoying your morning coffee overlooking the private backyard, this home offers the perfect setting. For more formal occasions, the elegant living room and dining room low together beautifully, providing flexible space for entertaining guests or enjoying intimate dinners. Upstairs you'll find three generously sized bedrooms with beautiful hardwood flooring throughout,. The second and third bedrooms offer excellent closet space, the third bedroom featuring its own walk in closet. The spacious primary suite serves as a true retreat, compete with two oversized walk in closets and an updated private full bath, hardwood floors and enough space to accommodate even the largest furniture. The finished lower level adds even more versatile living space and can easily serve as a game room, home theater, fitness area, office, or playroom. A convenient kitchenette makes entertaining downstairs easy, while the laundry area, mechanical room and direct access to the two car garage provide additional functionality. This is one you don't want to miss, there are cameras on the exterior.
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.
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!
07/31/2026
$499,900
1.18 ac.
ACTIVE
New Haven County - 8 Margaret Terrace, Wolcott, CT
Contemporary Home on a Private Cul-de-Sac - Endless Potential! Offered for the first time by its original owner, this contemporary home is perfectly situated on a lightly wooded, 1+ acre cul-de-sac lot, offering privacy, tranquility, and endless possibilities. The soaring cathedral ceilings, skylights, and open floor plan fill the home with natural light, creating a bright and inviting living space that's perfect for everyday living and entertaining. A brand-new roof has just been installed, giving you a valuable head start on updates. Inside, you'll have the opportunity to bring your own style and vision to the decor. Priced to reflect the need for cosmetic refreshing, this home is an exceptional value for buyers looking to personalize a well-built property in a desirable location. If you've been searching for a home with great bones, abundant natural light, and the chance to create something truly your own, this is the one. Don't miss this rare opportunity to make it your dream home.
05/30/2026
$799,900
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.
04/30/2026
$785,000
2.12 ac.
ACTIVE
New Haven County - 83 Valley Stream Lane, Southbury, CT
Experience refined, energy-efficient luxury in this meticulously maintained 4 Bed, 2.5 Bath, 2,791 sq ft home, built in 2004 for comfort, privacy, and sustainability. Enjoy zero electric bills with a fully owned 60-panel solar system-no lease, no payments-plus double Tesla Powerwalls for seamless backup power and energy independence, offering long-term value and peace of mind. A Tesla EV charger enhances the 3-car garage. Set against 20+ acres of protected Southbury Land Trust, this property offers exceptional privacy and natural beauty. Professionally landscaped grounds showcase 100,000+ flowering bulbs, fruit trees, berry plantings, a serene waterfall pond, and a charming cedar shed for additional storage. A large composite deck, bluestone walkway, and stone walls elevate outdoor living. Inside, the chef's kitchen features a DCS 5-burner range with griddle and double oven, Sub-Zero refrigerator, Miele dishwasher, granite counters, and cherry cabinetry. Hardwood floors flow throughout, including tigerwood in the primary suite with walk-in closet and jetted spa tub. Additional highlights include wood and gas fireplaces, new central air condenser and air handler (2024), second-floor laundry, a large lower level ready for your vision, Energy Star efficiency upgrades, new roof (2017), radon mitigation, robotic mower, and more. A rare blend of elegance, innovation, and tranquility.
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.
06/20/2026
$649,900
1.22 ac.
ACTIVE
New Haven County - 70 Pine Hollow Drive, Middlebury, CT
SELLER MOTIVATED! Nestled on 1.22 acres of park-like grounds, this 2,734sf contemporary offers privacy & serenity you've been searching for, lovingly maintained by its original owners. Step inside and be greeted by a sunken, front-to-back living room anchored by a fireplace, setting the tone for the thoughtful design found throughout. Entertain in style in the formal dining room with elegant French doors or gather in the huge family room- another fireplace and generous proportions make it the heart of the home. The eat-in kitchen features a breakfast bar, perfect for casual mornings. Three bedrooms, 2.5 baths, and 3 fireplaces offer the comfort and warmth your family deserves. And, when you want to escape, a finished mancave with wet bar is all yours. Outside, a 54-foot deck provides the ultimate backdrop for outdoor entertaining, overlooking your own private retreat. Three oversized garages and newly paved driveway add convenience and curb appeal alike. Oh, and by the way, please do not forget to walk up a couple of steps behind the deck to a beautiful level lot adjacent to a tree lined area. Perfect for incorporating your very own fire pit or gazebo, for further relaxation and enjoyment. Peace of mind comes built-in with recent updates including a new whole-house generator (1 yr), deck (3 yrs), electric hot water heater (3 yrs), paved driveway (2 yr), and a 15-year roof. Located in the New England town of Middlebury, known for its small-town character and top-rated school
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!
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.
08/06/2026
$789,900
2.34 ac.
ACTIVE
New Haven County - 108 Buckingham Road, Seymour, CT
To be built. Similar to image shown. Experience the perfect blend of quality craftsmanship and modern design in this exceptional new construction home by a well-known, respected builder. Thoughtfully designed with today's lifestyle in mind, this beautiful home will feature 4 spacious bedrooms, 2.5 baths, a 2-car garage, rear deck, front porch and upper level laundry room. The desirable main-level primary suite offers comfort and convenience, while the open-concept floor plan is ideal for both everyday living and entertaining. The kitchen and bathrooms will showcase elegant granite or quartz countertops, complemented by beautiful hardwood flooring throughout. Take in the great view of the Housatonic River from the wonderful front porch. 2x6 construction, built with attention to detail, quality finishes and optional Geothermal system. This is a rare opportunity to own a brand-new home at a great price. Please take Buckingham Rd. from the Rte 34 end (Roosevelt Drive) in Derby (not the Seymour end), the lot is on the left and is between houses 4 and 8 (blue house) Buckingham Rd. in Derby. The lot between them set back a little is 108 Buckingham Rd and is located in Seymour. Look for Real Estate sign. Sign will be installed on August 10th.
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