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31 Cedar Hill Rd, New Milford
$810,000
3 Beds ⋅ 3 Baths ⋅ 24133640 MLS
This three-bedroom (possibly four bedroom), three-bathroom home sits on approximately 6.6 acres of land (originally three building lots). The home offers approximately 3,334 square feet of living space. The primary bedroom features an en-suite bathroom and provides ample space for a seating area or home office. The two additional bedrooms are well-proportioned and have access to the hallway bathroom. The kitchen is outfitted with stainless steel appliances, providing a modern and efficient cooking experience. The open floor plan allows the kitchen to flow seamlessly into the living and dining areas, creating a warm and inviting atmosphere for entertaining or casual gatherings. Outside, the property boasts a number of desirable features, including a heated inground pool and a 2,800+/- square feet barn/studio. The heated pool is ideal for year-round enjoyment, while the barn/studio offers versatile space that could be used as a workshop or art/photo studio. The expansive lot size provides ample room for outdoor activities, gardening, or future development. The property also includes a hot tub, offering a relaxing retreat after a long day. The surrounding landscape and potential for privacy make this an ideal setting for those seeking a peaceful, natural environment. This property is being sold As Is. New Milford appraised the house $942,000 in 2025.

31 Cedar Hill Rd, New Milford

24 Colonial Ridge Dr, New Milford
$645,000
4 Beds ⋅ 3 Baths ⋅ 24151408 MLS
Move right in to this beautifully updated and meticulously maintained four-bedroom Colonial, privately tucked away in a highly sought-after subdivision. Hardwood floors throughout the home. The first floor offers a welcoming family room with vaulted ceilings, exposed beams, and a fireplace, along with a well-appointed kitchen (remodeled in 2021) featuring stainless steel appliances (2023 and still under warranty for 5 years), granite countertops, and a center island. A living room, dining room, powder room, office and a laundry room complete the main level. Upstairs, you'll find a primary bedroom with a two closets (one walk in), a full, newly remodeled bathroom and three generously sized additional bedrooms with an updated full bathroom in the hall. The partially finished lower level provides versatile space-perfect for a playroom, craft room, or media room. New roof and skylights (2022), well pump (2025), water softener (2020) and driveway paved (2025). Ideally located for an easy New York commute.

24 Colonial Ridge Dr, New Milford

50 Meadowland Dr, New Milford
$640,000
3 Beds ⋅ 3 Baths ⋅ 24181648 MLS
Nestled in the quiet community of Gaylordsville, with easy access to Route 7, this beautifully maintained 3-bedroom, 2.5-bath Colonial is set on a peaceful 2.77-acre lot at the end of a long driveway, offering exceptional privacy on a cul-de-sac street. The main level features a welcoming family room with a fireplace, dining area, and kitchen with an open, flowing layout that opens directly to the deck, creating an easy indoor/outdoor flow that's perfect for entertaining and everyday living. A versatile den serves as a home office or possible 4th bedroom. An additional front room offers wonderful flexible space and can function as a formal living room, dining room, or whatever suits your lifestyle. Upstairs features 3 comfortable bedrooms, including a primary bedroom with a full bath, plus convenient hall laundry. The home also offers a 2-car garage, abundant basement storage, and a beautiful, private yard with plenty of space to relax, play, or entertain. Have a camper, boat, or RV? A generous parking area provides plenty of room for all your toys. Recent updates include a newer dishwasher, newer upstairs central air, and a newer well pump, and the home has a water softener and filtration system. Ask your agent for a complete list of updates and improvements.

50 Meadowland Dr, New Milford

1 Hemlock Ln, New Milford
$637,500
4 Beds ⋅ 4 Baths ⋅ 24165076 MLS
Set on .95 acres in a well established Gaylordsville neighborhood, this beautifully maintained 4bedroom, 2 full and 2 half bath home, built in 1998, offers generous space and timeless appeal. The thoughtfully designed layout includes a finished walkout basement, ideal for a recreation room, home office, or additional living space. The main level features a welcoming family room with builtin bookcases and a gas fireplace, creating a warm and inviting atmosphere for everyday living and entertaining. The kitchen and dining areas flow effortlessly to a large deck and patio, perfect for outdoor dining and enjoying the private yard. Upstairs, the spacious primary suite serves as a true retreat, complete with a gas fireplace and ample closet space. Three additional bedrooms and wellappointed baths provide flexibility for family, guests, or workfromhome needs. Additional highlights include excellent outdoor space, pride of ownership throughout, and a convenient location just a short drive to the train station with easy access to NYC. This home offers the perfect balance of privacy, comfort, and commuter convenience-an exceptional opportunity in the Gaylordsville market.

1 Hemlock Ln, New Milford

57 Colonial Ridge Dr, New Milford
$635,000
4 Beds ⋅ 4 Baths ⋅ 24165809 MLS
Please submit highest and best offers by Noon Wednesday 4/29 and text/call LA 203-217-1312 for showings and information. Well-maintained, enjoyed, & cared for by its current owners, this inviting 4 BR Colonial is ready to begin its next chapter. Set in the desirable Gaylordsville Colonial Ridge neighborhood, just over the New York line in northern New Milford, minutes to the train, on the edge of South Kent, it offers both convenience and a peaceful, tranquil setting. This move-in-ready home is freshly painted and features recent kitchen updates, central air, and updated bathrooms. The vaulted family room includes a traditional fireplace with an efficient wood-burning insert. The home features a fully finished walkout lower level, perfect for flexible living, with a spacious playroom, additional rooms, built-ins, a bar area, and a full bath-ideal for guests, recreation, or work-from-home needs. This space leads to gracious outdoor entertaining areas: a private brick patio and deck, with tucked-in privacy. The lawns on the side and front are level and expansive, complemented by mature landscaping. A well-positioned offering in a sought-after location.

57 Colonial Ridge Dr, New Milford

16 Hall Ln, New Milford
$580,000
5 Beds ⋅ 3 Baths ⋅ 24168564 MLS
Welcome to this spacious and versatile 5 bedroom, 3 full bath home offering over 3,000 square feet of living space, privately set on more than 2 acres in the peaceful Gaylordsville section of New Milford. This property provides the rare flexibility to live as a true 5 bedroom home or as a 4 bedroom residence with a side by side apartment-perfect for multigenerational living, a mother/daughter setup, or rental income potential. Designed with comfort and practicality in mind, the layout offers separation when you want it and connection when you need it. The apartment space includes its own private entrance, making it ideal for extended family, guests, or supplemental income. The property's setting is a standout feature-quiet, private, and surrounded by the natural beauty that defines Litchfield County living. With over two acres, there's room to garden, play, entertain, or simply enjoy the peaceful backdrop. Energy efficiency is another major benefit. Leased solar panels help keep electric bills reasonable, offering long-term savings and ecofriendly living. This is a rare opportunity to own a spacious, flexible home in one of New Milford's most charming and scenic villages. Whether you're seeking room to spread out, space for loved ones, or an income producing option, this property delivers exceptional value and possibility.

16 Hall Ln, New Milford

609 Long Mountain Rd, New Milford
$579,535
4 Beds ⋅ 4 Baths ⋅ 24163833 MLS
Welcome Home to this private and scenic property in the beautiful town of Gaylordsville!! As you enter the mudroom, take your shoes off and get cozy because this house is filled with so much charm. Kitchen with concrete counters, tile floor and seated island, perfect for entertaining. Plenty of storage space in the well thought out pantry. As you enter the living area you will see hardwood floors and plenty of space for family enjoyment and nightly relaxation. Formal dining area for all you holiday cheer!! Head through the kitchen and kick your feet up in the sun room that overlooks the back yard with hot tub and new above ground heated pool and well lit pool deck! Second floor has 4 bedrooms including and office and sitting room for more entertaining and chill time. Primary suite with balcony, massive custom walk in closet and full bath with soaking tub. Level land with room for gardens. Efficient propane heat with central air. Whole house generator.

609 Long Mountain Rd, New Milford

52 S Kent Rd, New Milford
$550,000
3 Beds ⋅ 3 Baths ⋅ 24183264 MLS
Glorious in Gaylordsville! Don't miss this oversized Cape in the quiet, historic hamlet of Gaylordsville. 3 bedrooms, 2.5 baths, and nearly 2,000 sq ft of finished living space on 1.74 level acres - clean, well-cared-for, and ready for you to move right in! Hardwood flooring runs throughout the main and upper levels. The large family room features a gas log fireplace, the sunroom is light-filled and overlooks your private backyard, and the big eat-in kitchen boasts new appliances, plus a breakfast nook for casual dining right off the formal dining room for bigger gatherings. Upstairs: 2 full baths, including one barely a year old, 3 good-sized bedrooms, and upper-level laundry for convenience. An additional 1,000 sq ft of unfinished lower level awaits your vision - home gym, rec room, whatever you can dream up. Outside, enjoy the patio with pergola and firepit, or kick the soccer ball around on the level acreage. The 1-car detached garage sits just steps from the side entrance, leading right into the mudroom for easy kitchen access. Near Routes 7 & 55 for an easy commute to NY State or up & down-county CT - country solitude, close to conveniences. Who says you can't have it all?!

52 S Kent Rd, New Milford

48 Gaylord Rd, New Milford
$530,000
4 Beds ⋅ 2 Baths ⋅ 24130939 MLS
Step into history with this one-of-a-kind antique Colonial, dating back to the 1700s and once serving as a Revolutionary War-era tavern. Legend has it, even George Washington passed through these doors to rally his troops and plan their next move-making this home not just a residence, but a true piece of history. Nestled on 2 peaceful acres in the charming village of Gaylordsville, this 4-bedroom, 2-bath home offers 2,760 sq ft of beautifully preserved old-world charm blended with modern comforts. Wide plank floors, exposed beams, and three working fireplaces showcase the craftsmanship of a bygone era, while central air and tasteful updates throughout provide today's conveniences. Outside, enjoy the serenity of the Connecticut countryside with a private in-ground pool, stone patios, and mature landscaping-ideal for relaxing or entertaining. This home is more than just a place to live-it's a living story, rich in history, faith, and a deep love of the land. Don't miss the chance to own a piece of America's past and make it your future.

48 Gaylord Rd, New Milford

611 Kent Rd, New Milford
$500,000
3 Beds ⋅ 2 Baths ⋅ 24161352 MLS
Set on a peaceful stretch of Kent Road in the Gaylordsville section of New Milford, this updated raised ranch offers the perfect blend of privacy, natural light, and functional living space. With over 1,700 square feet, this 3-bedroom, 2-bath home features an open main level with vaulted ceilings and oversized windows that fill the space with sunlight. The kitchen is spacious & functional with quartz countertops, stainless steel appliances, and ample storage, flowing seamlessly into the dining and living areas. The primary suite offers a comfortable retreat with a walk-in closet and a spacious bath complete with a soaking tub, double vanity, and separate shower. The finished lower level provides flexible space for a family room, home office, or gym, along with access to an oversized two-car garage. Outside, enjoy a private setting with a patio, fenced yard area, and additional outbuilding with chicken coop & room for storage or hobbies. Situated on nearly two acres, this property offers a quiet, rural feel while remaining convenient to nearby amenities, making it a great option for those seeking space, comfort, and versatility.

611 Kent Rd, New Milford

84 Squash Hollow Rd, New Milford
$462,500
4 Beds ⋅ 2 Baths ⋅ 24178007 MLS
Beautifully updated 4-bedroom, 2-bath Cape on 3.5 picturesque acres offers the perfect blend of comfort, privacy and natural beauty within a well-established neighborhood.This lovely retreat overlooks a spring fed pond providing water views and a gorgeous setting. The heart of the home centers around a newly renovated kitchen, featuring granite countertops, custom cabinetry, a 5-burner gas stove, all stainless appliances, and a large granite island-breakfast bar. The open-concept design flows into the dining area and expansive energy-efficient windows overlook the house length deck and property, filling both kitchen and dining with natural light throughout the day year-round. The living room features pine paneling and a stunning stone fireplace, adding warmth and character. Both full bathrooms have been updated with modern finishes. There are beautiful hardwood floors throughout, in addition to newer siding and Thermopane windows. The mechanicals are excellent. Large garage space with plenty of room for workbench in addition to 2 cars. Located in the Gaylordsville section, just minutes to Kent as well as downtown New Milford, this exceptional property offers privacy, updated amenities, and timeless Cape-style appeal in a truly one of a kind scenic setting.

84 Squash Hollow Rd, New Milford

48 Cedar Hill Rd, New Milford
$420,000
3 Beds ⋅ 2 Baths ⋅ 24142667 MLS
Nestled in the tranquil northwest corner of town, this classic 3-bedroom raised ranch offers the perfect balance of peaceful suburban living with convenient access to all the essentials. Set on a .92acre level lot, this home features a backyard ideal for outdoor activities. Inside, the home exudes warmth and charm with a neutral color palette throughout, making it easy to move right in and personalize to your style. The updated kitchen with new Whirlpool appliances, generous cabinet space, and ample counter space will delight those who love to cook and entertain. The large, sun-filled living room flows seamlessly into the adjacent dining room, creating a bright and inviting space for family gatherings. The dining room is enhanced by a ceiling fan and sliding glass doors that open to the expansive screened-in porch-a perfect spot for morning coffee, evening dinners, or simply enjoying the beauty of nature without the buzz of insects. Downstairs, the finished lower level offers versatile space with two additional rooms that can serve as an office, playroom, or home gym, along with a dedicated laundry room. A standout feature of this property is its durable and energy-efficient metal roof, which offers longevity and low maintenance. Whether you're looking for a quiet retreat or the perfect starter home, this well-maintained home offers all you need in a prime peaceful location. Don't miss out on this perfect blend of comfort, functionality, and charm!

48 Cedar Hill Rd, New Milford

2 Twin Oaks, Unit 2, New Milford
$300,000
2 Beds ⋅ 2 Baths ⋅ 24134235 MLS ⋅ Twin Oaks BLDG.
Beautiful Twin Oaks Condo community is in a quiet and beautiful country setting. Located off Route 7 north. This Townhouse features 2 bedrooms on the 2nd floor. Master bedroom is oversized with large closet. Full bathroom on upper level with 1/2 bath on 1st level . 1337 sq ft living space with finished basement 600 sq ft . Perfect for the office, den or recreation room. Ample storage throughout including oversized pantry closet next to kitchen and plenty of extra storage in huge basement area to suit all of your needs . Fireplace with custom mantle in living room with vaulted ceilings, plenty of natural light from 2 sky lights. Washer and dryer conveniently located on main level . Private balcony for sitting to enjoy the peaceful setting , 2 dedicated parking spaces. New front paver walkway. Through the wall a/c (3), electric baseboard, and hot water. Deck faces East for morning sun. This condo needs a few updates to personalize it & make it your next home. Seller willing to give concessions to Buyer at Closing.

2 Twin Oaks, Unit 2, New Milford

27 Meadowland Dr, New Milford
$300,000
3 Beds ⋅ 2 Baths ⋅ 24124750 MLS
This hidden gem with endless potential is being sold "as is". Tucked away behind mature trees and natural overgrowth lies a gorgeous property brimming with possibility. This long-neglected home is ready for a new chapter and offers a fabulous opportunity for renovation or reinvention. Whether you're an investor, builder, or a visionary looking for a project or your new home, this is your chance to transform a forgotten space into something truly special with all of your own personal touches. The home is being sold strictly "as is" and will convey with all personal property left inside - this is a true clean-out and remodel opportunity. While the house needs significant work, the location, lot size and layout offer a solid foundation for your vision. Don't miss this rare chance to restore, reimagine, and revitalize a property with tremendous upside. Bring your creativity, contractor and roll up those sleeves - this is where your next project begins! Please note, there are 2.5 bathrooms.

27 Meadowland Dr, New Milford

77 Squash Hollow Rd, New Milford
$110,000
2 Beds ⋅ 1 Baths ⋅ 24074910 MLS
"Opportunity Awaits!" Single family home situated on 7.01 acres of land, located in quiet neighborhood setting. The existing structure is in very poor condition, likely requiring tear-down or significant rehabilitation. No existing driveway to property, but there is legal access to Squash Hollow Road...a driveway will need to be created. Ideal opportunity for builders, developers, or investors to create their vision. This property is zoned residential, with possible potential for subdivision or custom builds (subject to town approvals). The area offers a peaceful, family-orientated environment with various activities, farms, restaurants, scenic beauty and small-town charm. *Sale is subject to probate court approval and being sold strictly as-is where is...Buyers to perform all due diligence, as no property disclosures.

77 Squash Hollow Rd, New Milford

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