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Cheshire Homes for Sale

Newest New Milford, CT Homes For Sale

$406,000
3 Beds ⋅ 1 Baths ⋅ 24204107 MLS
Welcome to this beautifully updated and thoughtfully designed 3-bedroom, 1-full-bath home, ideally situated on a quiet cul-de-sac in New Milford. This move-in-ready property has been fully updated and features handicap-accessible accommodations, offering both comfort and convenience. Enjoy beautiful views and a peaceful setting while still being conveniently located near downtown New Milford, major highways, schools, and everyday amenities. The flat front yard provides easy access, while the completely fenced-in backyard offers a private outdoor space for relaxing, entertaining, or enjoying time with pets. Additional highlights include a 1-car garage and a spacious basement with excellent potential for future expansion. The basement could be finished to create additional living, recreation, office, or storage space, and plumbing is already in place for the potential addition of a second bathroom. With its combination of updates, accessibility, location, outdoor space, and future potential, this home offers a great opportunity for a variety of buyers. Property is being sold as-is.

9 Hilltop View Ln, New Milford
$299,900
1 Beds ⋅ 1 Baths ⋅ 24203374 MLS ⋅ Willow Springs BLDG.
Welcome to this stylish townhouse-style contemporary condo! The main level features a spacious bedroom with a large walk-in closet, providing plenty of storage. The bright and inviting living room showcases beautiful hardwood floors, a charming electric corner fireplace, and sliders leading to a private balcony deck, creating an ideal space to relax or entertain. Enjoy the convenience of main-level laundry right in the unit. Upstairs, a large loft offers endless possibilities and can easily serve as a second bedroom, home office, or recreation area. Located in a well-maintained community in southern New Milford, this desirable complex is ideal for commuters with easy access to points south. Residents enjoy beautifully maintained grounds, an inviting clubhouse, and a refreshing inground pool for summer enjoyment. Whether you're looking for a full-time residence or a low-maintenance lifestyle, this condo is waiting for its new lucky owner! Provide your feedback on BizChat

178 Willow Springs, Unit 178, New Milford
$250,000
1 Beds ⋅ 1 Baths ⋅ 24204585 MLS ⋅ Willow Springs BLDG.
Enjoy easy, one-level living with no stairs in this one bedroom condo at Willow Springs, complete with a peaceful view of the pond and fountain. Inside, you'll find newer flooring, a cozy living room with electric fireplace, separate laundry room, and a spacious bedroom with a walk-in closet. Step outside to the patio overlooking the water-the perfect spot for morning coffee or relaxing at the end of the day. Two parking spaces are included, and the community is conveniently located near Route 7 shopping, restaurants, and downtown New Milford.

51 Willow Springs, Unit 51, New Milford
$535,000
3 Beds ⋅ 1 Baths ⋅ 24205867 MLS
Welcome to 22 Caldwell Drive! This beautifully updated raised ranch is tucked away on a quiet street in New Milford and offers a wonderful combination of comfort, style, and convenience. Thoughtful updates throughout give the home a fresh, move-in-ready feel, while the finished lower level adds valuable additional living space and flexibility. Step outside onto the rear deck overlooking a level backyard with plenty of room to relax, entertain, garden, or simply enjoy the outdoors. This home offers easy living in a great New Milford location. Move-in ready and waiting to welcome you home.

22 Caldwell Dr, New Milford
$749,900
4 Beds ⋅ 3 Baths ⋅ 24205388 MLS
Contemporary Retreat! This stunning 4-bedroom, 2.5-bath home offers a bright, open floor plan enhanced by walls of windows that fill the living spaces with an abundance of natural light. The dramatic living room features a floor-to-ceiling stone fireplace and flows seamlessly into the adjoining dining room. The L-shaped kitchen includes a breakfast nook with access to the deck, opening to an impressive multi-tiered outdoor living space designed for entertaining. A sunken family room with a gas fireplace provides a warm and inviting gathering space, while the first-floor laundry/mudroom adds convenience. Upstairs, the spacious primary suite serves as a private retreat with balcony access, a large walk-in closet, and a luxurious bath featuring a soaking tub and oversized shower. Three additional bedrooms and a full bath complete the upper level. A comfortable loft-style gathering area provides the perfect spot to watch TV or read a book. The walk-out lower level offers partially finished space ideal for a game room or recreation area, along with a dedicated wine cellar room. Set on 2.95 private acres, which includes 1.02 acres of protected Open Space, this property has picturesque features including a koi pond, charming bridge, and oversized shed with electricity, creating a park-like setting right in your own backyard. Enjoy peaceful surroundings, natural beauty, and contemporary living in this exceptional New Milford home.

418 Long Mountain Rd, New Milford
$190,000
1 Beds ⋅ 1 Baths ⋅ 24204935 MLS ⋅ Gas Light Place BLDG.
Welcome to Gaslight Place! This remarkable building, once home to the historic J.S. Halpine Tobacco Warehouse, offers a unique blend of character, charm, and convenient village living. Ideally located within walking distance of the Village Green, where community events are enjoyed throughout the year, you'll be perfectly situated to experience all that this quaint New England town has to offer. Stroll along picturesque streets, browse the charming shops and boutiques, and when you've worked up an appetite, choose from an array of fine local restaurants. This spacious one-bedroom apartment is filled with character, featuring beautiful exposed beams and brick, hardwood floors, and a distinctive historic ambiance that makes Gaslight Place truly special.

65 West St Unit 404, New Milford
$469,000
3 Beds ⋅ 2 Baths ⋅ 24203207 MLS
Welcome to 54 Taylor Terrace, a well-maintained and inviting 3-bedroom, 2-full-bath split-level home in New Milford. From the moment you step inside, you'll appreciate the comfortable feel and open floor plan that creates an easy flow for both everyday living and entertaining. The home offers plenty of space to settle in and make your own, with a layout that feels both functional and welcoming. Step outside and enjoy a backyard made for relaxing, entertaining and making memories. The full yard features a spacious deck, above-ground pool and playground, offering multiple ways to enjoy the outdoors right at home. A one-car garage adds additional convenience and storage. Cozy, cared for and ready for its next chapter, 54 Taylor Terrace offers the indoor and outdoor space today's buyers are looking for. Come see what makes this home such a special place to call your own.

54 Taylor Ter, New Milford
$599,900
3 Beds ⋅ 2 Baths ⋅ 24205339 MLS
Breathtaking, secluded, and ready for you now! Don't miss this hidden gem in New Milford, just minutes from the Bridgewater line. Set on over 2.5 private acres with beautiful western views and spectacular sunsets, this log-style Cape Cod offers a spacious open floor plan with soaring cathedral ceilings, a granite eat-in kitchen with center island, and a main-level primary suite. Upstairs are 2 additional bedrooms, a full bath, and loft-style office that could easily become a 4th bedroom. A covered front porch wraps around the side and rear, providing the perfect place to enjoy those gorgeous sunsets. There's also a fenced-in yard for dogs and a chicken coop, complete with chickens that can stay if desired! The walk-out lower level offers nearly 1,300 sq. ft. of unfinished space with excellent potential for additional living area, storage, workshop, or hobbies. A small brook runs through the property with a wooden bridge leading to your own private meadow. There's even potential for a pool overlooking the western sky, with electric already in place. Located at the end of a cul-de-sac for exceptional privacy, yet just minutes from historic downtown New Milford. A truly special property offering privacy, space, views, and possibilities!

7 High Meadow Rd, New Milford
$745,000
4 Beds ⋅ 3 Baths ⋅ 24205229 MLS
Sitting pretty at the end of a quiet cul-de-sac in one of New Milford's premier neighborhoods! 4 bedroom 2.5 bath Farmhouse Colonial with lots of bells and whistles. Center island leathered granite kitchen with stainless appliances and subway tiled back splash. Front to back family room with fireplace. 2 story foyer. A formal living, formal dining and office/music room with built in bookshelves round out the main level. Hardwood floors throughout. Spoil yourself with the huge primary bedroom suite with high ceilings, lots of light plus walk in closet and upscale bathroom with jacuzzi and separate stand up walk in shower. 3 other upper level bedrooms plus super convenient laundry room. A large detailed mud room plus game room/media room with custom built ins in the walkout lower level. Central air. Lots of detail in the trim. French door. Oversized 2 car garage. Newly paved driveway and roof! Deck overlooks private,wooded backyard with shed. Lots of landscaping including fresh new bluestone walkway. Farmhouse style front porch perfect for morning coffee/evening cocktail. Light and bright and move in ready!

26 Bayberry Ln, New Milford
$379,900
3 Beds ⋅ 2 Baths ⋅ 24205179 MLS
Conveniently located near the heart of downtown New Milford, this charming 3-bedroom, 1.5-bath home offers comfortable living space and plenty of potential! The home features newer hardwood flooring in the living room, a fireplace. The property also includes additional garage/storage space and solar panels that provide mostly free electricity and are transferable to the new owner. If the new owner does not wish to assume the solar lease, the sellers will have the panels removed. Enjoy easy access to downtown New Milford's popular shops, restaurants, services, and local amenities. Whether you're looking for your first home, a place to make your own, or simply a convenient location close to town, this property offers an excellent opportunity to enjoy all that New Milford has to offer. Schedule your showing today and come see the possibilities!

72 West St, New Milford
$440,000
3 Beds ⋅ 2 Baths ⋅ 24171972 MLS
Calling all Candlewood Lake lovers! Enjoy the best of lake life in this well-maintained move in ready Ranch offering private community beach rights and effortless one-level living. From the moment you enter, you're welcomed by hardwood floors and vaulted ceilings with original beam work, complimented by a cozy gas stove perfect for cooler months. French doors lead to a bright and sun-filled great room with sliders opening to a fenced-in backyard, offering flexible space for a living room, family room, or entertaining area. The kitchen features new countertops and a new sink with a dishwasher and refrigerator. Down the hall, the private primary bedroom includes a beautifully updated bathroom with a stunning clawfoot tub, elegant hardware, new vanity and custom tile work. A second full bathroom, centrally located, has also been tastefully updated with a new shower stall, new vanity and tile flooring. Recent updates include a new hot water heater, new washer and dryer, gutters, both full bathrooms updated, and a freshly painted interior throughout. This move-in-ready home is a fantastic opportunity for anyone looking to relax and embrace the Candlewood Lake lifestyle.

40 Valley View Ln, New Milford
$599,950
4 Beds ⋅ 3 Baths ⋅ 24203705 MLS
Beautifully updated four-bedroom Colonial in a desirable neighborhood! This inviting home offers the perfect blend of style, comfort, and functionality. The stunning kitchen features new granite countertops, white subway tile backsplash, stainless steel appliances, a large pantry, and an oversized granite island. The eat-in kitchen opens to a spacious family room with cathedral ceilings, exposed wood beams, fireplace, and new slider leading to a large entertaining deck overlooking the private backyard. Bright and spacious living and dining rooms provide plenty of room for entertaining. The main level includes a half bath and convenient laundry room. Upstairs, the spacious primary suite features two closets, including a large walk-in, and a spa-like bath with whirlpool tub, separate tiled shower, skylight, tile flooring, and granite-topped vanity. An updated hallway bath completes the second floor. Additional features include hardwood floors throughout and a large walkout basement offering flexible space and access to the outdoors. Use it as a recreational room, office or additional living space. Exterior highlights include new double-pane windows, architectural roof, and elegant front door, creating wonderful curb appeal. Conveniently located for commuters with easy access to Route 22 and Metro-North trains to New York. Move-in ready and beautifully updated-nothing to do but unpack and enjoy!

2 Pilgrims Way, New Milford
$650,000
4 Beds ⋅ 3 Baths ⋅ 24204299 MLS
Energy-efficient living, spacious interiors and exceptional outdoor enjoyment come together in this inviting 4-bedroom, 2.5-bathroom home, ideally located minutes from the New Milford Green and New Milford Hospital. Offering 2,035 square feet of comfortable living space on a flat 1.55-acre lot, this home provides the perfect blend of everyday functionality and private outdoor retreat. The heart of this home is the kitchen, tastefully updated in 2017, designed both for everyday meals and gathering with family and friends. The home also features a mini-split heating and cooling system, while owner-owned solar panels produce approximately 19.6MWh annually, helping keep monthly electricity costs low. Step outside and enjoy your own private summer oasis with a fully functional aboveground pool suited for relaxing and entertaining. Recent exterior improvements include a new driveway completed in April 2026 and a new stone walkway completed in 2023 enhancing the home's curb appeal. A fantastic opportunity to enjoy space, efficiency, and outdoor living in a convenient New Milford location.

51 Upper Reservoir, New Milford
$650,000
3 Beds ⋅ 3 Baths ⋅ 24204470 MLS
Move right in and enjoy a home where thoughtful updates, modern comforts, and major improvements have already been taken care of. This 3-bedroom, 3-full-bath home pairs an ideal location with beautifully updated living spaces, including a refreshed kitchen, bathrooms, flooring, and a renovated lower level that adds valuable flexibility. The primary bath and basement were renovated just two years ago and feature the added luxury of heated floors. Recent improvements continue with a 2-year-old roof, driveway, central air, electric water heater, dishwasher, washer, and dryer, plus a newer forced-air heating system. Energy efficiency is another standout with 21 solar panels and a Tesla Powerwall battery-the remaining solar balance will be paid at closing, leaving the system fully paid for the new owner. The lower level also features a 1-year-old mini-split. Outside, enjoy a newer hot tub, two sheds, and a spacious 2-car garage finished with sleek epoxy flooring. Smart dimmers, ceiling and outdoor speakers, and numerous additional upgrades bring even more convenience to a home designed for easy, comfortable living.

108 Perry Dr, New Milford
$679,900
3 Beds ⋅ 4 Baths ⋅ 24203210 MLS
This captivating contemporary offers privacy, natural beauty, and convenience on five wooded acres in the sought-after Northville section of New Milford. The 2,500-square-foot, tri-level home features 3 bedrooms, 3 1/2 baths, an office, and a bright solarium. The location is convenient to Northville Market, New Milford Hospital, the many shops and restaurants along the New Milford Green, and the commercial corridor of US Route 7. Thoughtfully maintained, the home includes a new furnace and repaved driveway (2020), new roof (2022), and solar panels (2023) that generate Eversource electricity credits. Interior highlights include hardwood and luxury vinyl flooring, three heating zones, and whole-house cooling with smart remote controls. The spectacular great room features a floor-to-ceiling stone fireplace and seamlessly opens to the kitchen and dining areas. The kitchen offers stainless appliances, sealed-concrete countertops, a breakfast bar, subway-tile backsplash, and recessed lighting. An oversized two-car garage provides automatic openers and storage facilities. Outside, a massive wrap-around deck offers multiple spaces for dining, entertaining, and relaxing, complemented by a lighted firepit area and a storage shed. Ideal as a full-time residence, private retreat, or weekend getaway, this property combines tranquility with easy access to New Milford's excellent schools, recreation, dining, shopping, and community amenities, with New York City just 90+ minutes away.

20 Mcnulty Dr, New Milford
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