Gaylordsville Real Estate

Welcome to Gaylordsville, a picturesque neighborhood nestled in the heart of New Milford, Connecticut, within the scenic Litchfield County. This charming community offers a perfect blend of rural tranquility and modern convenience, making it an ideal place for families, retirees, and anyone looking to embrace a serene lifestyle.

As you stroll through the tree-lined streets of Gaylordsville, you’ll be captivated by its stunning natural beauty. The area is surrounded by lush landscapes, rolling hills, and the gentle flow of the Housatonic River, providing ample opportunities for outdoor enthusiasts. Residents enjoy hiking, biking, and fishing in nearby parks and nature reserves, ensuring that adventure is never far from home.

The neighborhood boasts a rich history, with many homes showcasing unique architectural styles that reflect the area’s heritage. Community spirit thrives here, with friendly neighbors who take pride in their homes and the environment. Local events, farmers' markets, and seasonal festivals foster a sense of camaraderie and belonging, making it easy to connect with others.

Convenience is key in Gaylordsville, with easy access to New Milford’s vibrant downtown area. Here, you’ll find a delightful mix of shops, restaurants, and cafes, along with essential services and amenities. The neighborhood is also well-connected to major highways, making commuting to nearby cities a breeze.

Whether you’re seeking a peaceful retreat or a close-knit community, Gaylordsville offers a welcoming atmosphere that feels like home. Come discover the charm of this hidden gem in Connecticut, where every day feels like a breath of fresh air.

Newest Listings in Gaylordsville

$425,000

4 Beds ⋅ 2 Baths ⋅ 24188563 MLS

Welcome to 20 Gaylord Rd in Gaylordsville. Conveniently located off of Routes 7 and 55 with direct access to New York State and Metro North Train service. Four bedroom Cape with two full baths. Two car garage with plenty of basement space for storage and a workshop. The eat in kitchen is nicely updated with corian counters and stainless steel appliances. Portable AC units included. The roof is only 3 years old. Newer pressure tank and well pump. Newer driveway. Higher efficieny propane heat, hot water, cooking and dryer. Two decks. One covered and one open. Great opportunity to own your own home.

20 Gaylord Rd, New Milford

$945,000

2 Beds ⋅ 2 Baths ⋅ 24187580 MLS

Discover the perfect balance of architectural distinction, modern sophistication and serene nature at this stunning, custom-built retreat. The concept was brought to life in 2020 by a renowned local Architect & Designer team. Expertly crafted with high-quality construction, the home features a sleek shiplap exterior and a design that prioritizes both aesthetics and performance. This house is remarkably energy-efficient and built to last. The Curated Interior Living Space is defined by warmth and high-end design. The main living area features wide-plank white pine flooring, double height ceiling and thoughtfully curated fixtures, including a striking 50-inch Isamu Noguchi Akari light sculpture in the great room and custom Articolo glass pendants in the stairwell. The chef's kitchen is equipped with high-end Bosch appliances, hardwood maple cabinetry with custom pulls and a farmhouse sink, while the bathrooms offer a spa-like retreat with beautiful finishes such as an MTI soaking tub, Kohler Purist Collection Fixtures, Connecticut Blue Slate and Carrara marble floor tiles. Plenty of storage throughout fitted with California closet organization and a bedroom on each level. The mezzanine offers a TV den, office space and a custom-built murphy bed, perfect for guests. The great room and expansive deck are oriented to capture seasonal sunset views; designed to blur the line between indoor and outdoor living. Directly abutting conservancy land for protected peace & views!

23 Front Of The Mountain Rd, New Milford

$462,000

3 Beds ⋅ 3 Baths ⋅ 24185858 MLS

Built in 1977, this raised ranch home offers approximately 1366 finished square feet, three bedrooms, two full and one half bath, fireplace, full finished basement, rear deck and built-in two car garage. This home sits on an approximate 89734 sqft lot. Seller WILL NOT ACTIVATE UTILITIES. View home, inspect and confirm all listing information prior to making offer. Seller will NOT allow water service to be turned on for any reason. Property sold "AS-IS" without contingencies. Please check with City/County/Zoning/Tax and other records to determine details to their satisfaction.

24 Cedar Hill Rd, New Milford

$319,000

2 Beds ⋅ 2 Baths ⋅ 24183587 MLS ⋅ Twin Oaks BLDG.

Welcome to this beautiful Twin Oaks townhouse offering 2 bedrooms and 1.5 baths, featuring brand new flooring throughout and plush new carpeting on the upper level. This inviting home includes a full basement providing ample storage or potential additional living space, along with a private deck that opens to a serene and secluded shared backyard-perfect for relaxing or entertaining. Move-in ready and well-maintained, this property presents a fantastic opportunity for homeowners or investors alike to add their personal touches or enjoy it just as it is in comfortable, livable condition.

18 Twin Oaks, Unit 18, New Milford

$568,000

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

$299,000

24165837 MLS

Discover a once-in-a-lifetime real estate opportunity in the heart of Gaylordsville. This expansive 11.24-acre property offers unparalleled natural beauty and a truly unique feature: your very own 2.5-acre private island. Experience breathtaking, panoramic views of the Housatonic River from every corner of the mainland, while the island serves as a serene sanctuary with front-row vistas of the prestigious Club River Oaks golf course. The property currently hosts a high-tech, movable tiny house that defines small sustainable living. Perfectly suited for the modern eco-conscious owner, the home is fully self-sufficient, powered by a sophisticated wind, solar, and battery system, with propane-powered heating and air conditioning for year-round comfort. Nature is your only neighbor here. The land directly borders the FirstLight Federal Park, providing immediate access to beautifully maintained picnic areas, grills, and a convenient boat launch. Whether you are looking to build a magnificent riverfront estate or maintain an off-grid retreat, this property offers a lifestyle of total privacy and outdoor adventure. Own the ultimate conversation piece-a dream come true where the river meets the fairway. Bring your builder and your vision to one of Gaylordsville's waterfront areas for peace and relaxation year round, while being close to Kent town center. Buyers to perform their own diligence regarding specific building permits and utilities.

Kent Road, New Milford

$695,000

5 Baths ⋅ 24108523 MLS

Church for sale! Available to be used as a new denomination, or converted to a residence. Beautiful sanctuary complete with pews with more in balcony. It has several large meeting/class rooms and an office, with two restrooms. Bell in steeple. Organ and piano. Could be converted into a very cool house! There is also a 2931 sf 3BR antique rectory house on the property, part of which has been rented as a residence and part of which has been used as office space. The residence part could use updates, or convert the entire building back to residential use.Church for sale with 2931 sf 3BR antique house adjacent.

685 Kent Rd, New Milford

$695,000

6 Baths ⋅ 24108370 MLS

Church for sale! Available to be used as a new denomination, or converted to a residence. Beautiful sanctuary complete with pews with more in balcony. It has several large meeting/class rooms and an office, with two restrooms. Could be converted into a very cool house! There is also a 2931 sf 3BR antique rectory house on the property, part of which has been rented as a residence and part of which has been used as office space. The residence part could use updates, or convert the entire building back to residential use. May be suitable for a home based business in R-40 zone. This is a listing where you need to see it to understand the property. Schedule your private showing right away!

685 Kent Rd, New Milford

$169,900

24122442 MLS

34 Front of The Mountain Road in New Milford is a premier parcel where you can enjoy the tranquility of Litchfield County. This scenic location offers a peaceful setting with stunning views, serving up a perfect blend of natural beauty and New England charm. Situated in New Milford, Front of the Mountain Road has a rural feel while still providing easy access to the amenities in town and nearby communities. This generous land parcel provides ample space overlooking the hills. Come take a look!

34 Front Of The Mountain Rd, New Milford

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