New Haven County, Connecticut Land For Sale (55 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.
07/27/2026
$619,900
1.62 ac.
ACTIVE
New Haven County - 273 Scatacook Lane, Southbury, CT
Living the lake life at Scatacook Shores is seriously a dream come true! Imagine having your own private beach access, complete with a fireplace, pavilion, and a BBQ area right by the water - perfect for chill evenings and fun gatherings. And if you're a boat enthusiast, you're all set with your very own boat slip and handy off-season boat storage. Pups are part of the family here too, with special swimming hours just for them in the lake! After a fantastic day on the water, your dream home is waiting. Step inside and get ready to be wowed by the awesome open floor plan that effortlessly connects the living room, dining room, and kitchen. This home offers a practical and comfortable layout with several desirable features. The mudroom and pantry benefit from a space-saving pocket door. The living room provides access to a spacious deck through sliders, offering views of a serene backyard. The kitchen has been updated with granite countertops, a center island, recessed lighting, and hardwood flooring. A woodstove offers an alternative heat source for colder months. The convenient first-floor primary bedroom includes recessed lighting, ample closet space, and hardwood flooring. An additional bedroom or office is on the first floor Upstairs, features two additional bedrooms and a full bathroom. The low lev is nicely finished, providing versatile extra living space. Throughout the home, ceiling fans contribute to energy efficiency, and a 5-zone heating system allows for comfort.
07/27/2026
$514,900
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.
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 Main Street 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 bedroom includes a private full bath. A standout feature is the 352-square-foot four-season sunroom overlooking the backyard, complete with an efficient heat pump split system for year-round comfort and direct access to a deck-perfect for relaxing or entertaining. The finished walkout lower level offers additional living space with a second fireplace, half bath, and direct backyard access, ideal for a family room, home office, gym, or guest space. Nature lovers will appreciate the property's unique setting bordering the wooded buffer of Janie Pierce Park, a 100-acre preserve with scenic trails, abundant wildlife, and a 25-acre pond. Protected land behind the home helps ensure lasting privacy and the peace of mind that no homes will be built directly behind the property. Major updates include a new roof (2025), new boiler (2023), and replacement well pump (2018). Additional features include central air, a two-car garage, and pride of ownership throughout.
07/27/2026
$475,000
2.6 ac.
ACTIVE
New Haven County - 272 Peter Road, Southbury, CT
Welcome to this lovingly maintained, one-owner home offering comfort, convenience, and an impressive list of recent updates. Major improvements include a newer roof with LeafGuard gutters, windows, boiler, well tank, whole-house generator, renovated bathrooms, exterior doors, and much more-providing peace of mind for years to come. Relax in the sun-filled living room, where a wall of windows offers beautiful views and gorgeous sunsets, or step outside to the back deck and enjoy a refreshing breeze. When summer arrives, cool off in the inviting inground pool, perfect for relaxing and entertaining. Car enthusiasts, hobbyists, and anyone needing extra storage will appreciate the second two-car garage located on the lower lawn, offering plenty of possibilities for a workshop, recreational equipment, or additional vehicles. Conveniently located close to town, you'll enjoy all that Southbury has to offer, including Music on the Green, the local movie theater and playhouse, Kettletown State Park on Lake Zoar, wonderful shopping, dining, recreation, and year-round community activities. A well-cared-for home with substantial updates, great outdoor amenities, and a convenient Southbury location-come see all that this special property has to offer!
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.
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.
07/27/2026
$949,000
1.65 ac.
ACTIVE
New Haven County - 1 Crystal Terrace, Woodbridge, CT
Coveted central Woodbridge 4,500 SQ FT, custom designed Colonial. 4-bedroom (two primary suites), 3.5 bath located on a desirable, quiet, cul-de-sac, on a 1.65 acre lot across from a Land Trust. Not your average cookie-cutter, this home offers traditional charm, starting w/ a circular driveway behind brick pillared walls leading to an oversized garage, offering room for 2 SUVs and additional storage. Spacious rooms, HW flooring throughout, 5 fireplaces, beautiful millwork and coffered ceilings in several rooms, including the formal dining room. The library off the entryway offers custom built-ins, a fireplace, and French doors that can easily function as a home office. A sunken family room with a cozy fireplace, flanked by Palladium windows, and ~12 foot ceilings offers a large gathering space. A Bay window in the breakfast nook off the eat-in kitchen provides views of the outdoors and bluestone patio. A half bath & laundry room round out the first floor. The first primary suite features; 2 walk-in closets, a full bath w/ jacuzzi tub and glass double shower, and a sitting room w/ a fire place that can function as a nursery or den. The Second Primary Suite has its own full bath and fireplace. A 3rd full bathroom serves the other 2 large bedrooms. Convenient walk-up attic and full basement offer ample storage spaces and finishing potential. Central AC and new roof. One mile to award-winning Amity High School. Easy commute to New Haven & centrally located between NYC and Boston!
07/27/2026
$899,000
1.48 ac.
ACTIVE
New Haven County - 2222 Ridge Road, North Haven, CT
The historic Joel E. Bassett House, originally a one room farmhouse built in 1802, elegantly remodeled in 2018 to meet the demands of modern living. The spacious home is 3,053 sq ft with 4 bedrooms 3.5 baths and is sited on a 1.76 acre corner lot. The expansive great room includes the living room, formal dining room & chef s kitchen, and has gorgeous dark hardwood floors, coffered ceilings & recessed lighting. The kitchen is a dream come true, with an enormous marble center island, custom cabinets, new high-end stainless steel appliances & Carrara tile backsplash. There is a gas fireplace with white washed brick & space for casual dining at a large kitchen table. The first level also offers a den off the kitchen, a three season sunroom with French Doors & a beautifully remodeled ? bathroom. The second floor includes two primary bedroom suites with gorgeous en suites, spa inspired full bathrooms. There are two additional bedrooms with a private full bath & a 2nd floor laundry room. The heating, central air, windows were all new in 2018 & the septic tank installed in 2023. New 2-car attached garage and an immaculate exterior on a private relaxed setting completes this flawlessly renovated home. Centrally located just a short drive to Yale, Quinnipiac, UNH & Southern & close to shopping & great restaurants. With too many updates to capture, this home is a must see!
07/27/2026
$1,095,000
1.61 ac.
ACTIVE
New Haven County - 194 Quaker Farms Road, Oxford, CT
Incredible custom built home sited on a serene 1.61-acre lot with views of an adjacent pond. At over 6000 SQ FT this prestigious home with 4 bedrooms & 2.5 baths, this house checks all the boxes & more! A sundrenched great room has ~14 ft ceilings, wood molding & double arched door leading to a huge 1200 sq ft deck. Stunning open floor plan kitchen with granite counters, wood cabinets & built-ins flows seamlessly to a dining area for easy entertaining. An arched doorway leads to a 22x 27 FT living room with ~14 ft ceilings, stone fireplace, oversized windows & two arched glass doors leading to the deck. There is a half bath, pantry closet, laundry room & a cozy den with fireplace. A library & a beautiful marble & tile entryway complete the 1st floor. The 2nd level features a two-room primary suite with a dressing room with a stone fireplace, large bedroom with vaulted ceilings, exposed wood beams & a huge 25x10 walk-in closet. An en-suite bath is just off the dressing room & has a jacuzzi tub & double sink. There are three additional bedrooms with a full bath & a bonus family room. Large finished basement with home gym, office, workshop, ample storage & access to the garage also offers views of the garden & pond. Gorgeous yard with mature landscaping, 1/4 mile long stone fence & plenty of room for gardening. This house is truly a rare find!
07/27/2026
$1,249,000
1.49 ac.
ACTIVE
New Haven County - 105 Beecher Road, Woodbridge, CT
Stately Georgian Revival built in 2002 on a sprawling 1.49-acre lot. At 5,603 SQ FT with 4 bedrooms and 4.5 baths, this home has so much to offer. A two-story, light-filled foyer leads to the formal living room on the left and the dining room on the right, with a tray ceiling and Brazilian cherry floors. A generously sized family room has a wood-burning fireplace, beautiful crown molding and plenty of windows. A small wet bar area is adjacent with a wine fridge, and storage for refreshments. A very spacious kitchen has cherry cabinets, stainless steel appliances (including double ovens), and granite counters and an island. There is a large area for casual dining, a sliding door to the yard, and access to the garage and laundry room. A private office, remodeled half bath, and a sunroom with vaulted ceilings and custom windows completes the first floor. The second floor is spectacular with 4 large bedrooms, each with an en suite bath. The primary suites feature coffered tray ceilings, a separate dressing or sitting room, and spacious walk-in closets. An unfinished basement has finishing potential! Attached 3-car garage, central air, public connected water, and irrigation. Brand new roof was installed in July 2026. Convenient location a short distance from award winning Woodbridge schools and a short drive to Downtown New Haven & Yale. This house is truly grand!
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.
07/23/2026
$649,000
1 ac.
ACTIVE
New Haven County - 496 Green Hill Road, Madison, CT
Charming Colonial in a central location just minutes from downtown, beautiful town beaches, schools, and with easy access to major highways. Brimming with character and timeless appeal, this home offers a wonderful layout for both everyday living and entertaining. The welcoming family room, featuring a gas fireplace and vaulted ceiling, serves as the heart of the home and flows seamlessly into the kitchen and sunroom. The charming kitchen offers a center island and opens to the dining area, allowing the cook to stay connected with family and guests. A spacious front-to-back living room provides an additional inviting space to relax or entertain. Upstairs, you'll find four bedrooms, including a comfortable primary bedroom, along with a full bath. The full unfinished basement offers laundry, abundant storage, and potential for future expansion. Filled with natural light, the sunroom is the perfect spot to enjoy your morning coffee or unwind while taking in views of the backyard. Step outside to a private deck with plenty of room for outdoor dining and gatherings. The generous backyard offers ample space for a game of catch, a playset, or simply enjoying the outdoors. Come home and enjoy everything Madison has to offer.
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.
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!
05/15/2026
$1,395,000
1.75 ac.
ACTIVE
New Haven County - 5 Melrose Dr, Cheshire, CT
Welcome to a home that perfectly balances proportions w/the warmth of a true family home! Built just 4years ago this stunning Cont/Col offers a new construction feel with all the extras usually added after closing!Step inside to find gleamingHW floors that flow seamlessly throughout. The dramatic two-story greatrm serves as the centerpiece,anchored by a cozy gas FP & flooded with natural light. It opens effortlessly into an eat-in chef's kitchen,complete w/center island,upgraded appliances including a 6 burner gas stove & high-powered chimney-like stove ventilation system. Additionally, the main level includes a formal DR,LR, Office/bedrm with adjacent full bath, Mudroom & separate Laundry rm( with slop sink). The expansive second floor landing separates the double entry Primary suite from the 3 additional bedrms. The primary suite includes an attached bonus rm & a custom walk-in closet. Two of the additional bedrms are jack & Jill w/ a shared full bath. The bedrms include custom closets. There is also a whole house Generac generator & an EV car charger. The home is situated on a level lot w/a private backyard. The entire exterior features lush landscaping, a center island & full irrigation., The expansive back yard offer ample space for a future pool & play area! On a rainy day or waiting for the school bus the expansive Farmers Porch offers weather protection. A move in ready home not to be missed!
07/23/2026
$399,900
1.75 ac.
ACTIVE
New Haven County - 3198 Durham Road, Guilford, CT
Peaceful living awaits in this charming 4-bedroom, 2-bath home in shoreline, Guilford with access to Lake Quonnipaug, where the soothing sounds of the nearby creek create a relaxing setting year-round. Inside, hardwood floors flow throughout most of the home, adding warmth and timeless appeal. The living room showcases a striking stone fireplace with a reclaimed 150-year-old barn door feature, creating a truly unique focal point. The spacious primary suite offers a walk-in closet with motion-activated lighting, while the upstairs bath features a classic clawfoot soaking tub. An expansive wraparound deck provides easy access to the backyard and plenty of space for entertaining or unwinding outdoors. Recent updates include a new water heater and whole-house water filtration system for added peace of mind. Blending character, comfort, and thoughtful improvements, this one-of-a-kind home is ready for its next chapter.
06/27/2026
$339,000
1.44 ac.
ACTIVE
New Haven County - 103 Coe Road, Wolcott, CT
HIGHEST & BEST DUE 6/30 by 5:00PM. Nearly 1.5 acres of privacy, character, and potential packaged into a move-in ready house. This well maintained Sears farmhouse checks a lot of boxes. Well-established gardens, stone walls, and enough space to entertain, grow your own food, or simply unwind. Speaking of growing your own - raspberries, green and red apples, grapes, and blackberries are already producing right on the property. Just a short walk to the Mill Pond Way walking trail, and minutes from Scoville Reservoir and Woodtick Recreation Area, plenty of outdoor activities nearby. Inside, oak hardwood floors run through the living room and formal dining room. The home has been thoughtfully updated with a five year old roof, newer windows and updated electrical panels, wired for a generator. The back side of the home offers great flexibility. Use it as a master suite with fireplace, a home office with living space, or convert it into a full in-law apartment with two separate entrances. The potential is there and ready to go. Double-wide paved driveway with turnaround, tons of off-street parking, a brand new back deck, and an oversized shed/barn. This one's worth your time.
01/18/2026
$599,000
8.52 ac.
ACTIVE
New Haven County - 125 Salem Road, Prospect, CT
Discover a rare and versatile three-parcel package offering a total of 8.52 acres at 121, 123, and 125 Salem Road-an exceptional opportunity for investors, developers, or those dreaming of a multi-generational family compound or private retreat. 125 Salem Rd features a charming farmhouse paired with a 400 sq ft barn/garage, all set on 5.36 picturesque acres, offering space, privacy, and classic rural appeal. 123 Salem Rd includes a 1,407 sq ft ranch-style home on 2 acres, ideal for comfortable living, rental potential, or future expansion. 121 Salem Rd offers a substantial 3,800 sq ft shop on just over 1 acre, providing endless possibilities-convert to living space, OR use for storage of large equipment or machinery. Whether you're looking to develop, invest, create a private estate, or design a multi-home compound, this unique package delivers flexibility, acreage, and opportunity-all in one offering. Don't miss the chance to unlock the potential of this one-of-a-kind package.
06/17/2026
$615,000
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.
06/25/2026
$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!
06/14/2026
$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, 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 asphalt shingle roof. A rare opportunity to own a spacious and thoughtfully designed home in a desirable location!
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)
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.
06/23/2026
$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.
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