Wolcott Real Estate

Welcome to Wolcott, Connecticut – a hidden gem nestled in the heart of New Haven County. This charming town, known for its picturesque landscapes and tight-knit community, offers a perfect blend of suburban tranquility and convenient access to urban amenities. With a population of just over 16,000, Wolcott boasts a warm, welcoming atmosphere where neighbors become friends and families thrive.

Wolcott is renowned for its rich history, with roots dating back to the 18th century. The town is characterized by its beautiful parks, scenic trails, and well-maintained recreational facilities, making it an ideal location for outdoor enthusiasts and families alike. Whether you’re hiking through the lush greenery of the Wolcott Town Park or enjoying a leisurely afternoon at the serene Lakewood Park, there’s no shortage of natural beauty to explore.

Education is a cornerstone of the Wolcott community, with a strong school system that prioritizes academic excellence and personal growth. Families will appreciate the dedication to nurturing young minds and the abundance of extracurricular activities available to students of all ages.

In terms of amenities, Wolcott offers a variety of local shops, restaurants, and services that cater to residents’ needs. From cozy diners serving up comfort food to boutique stores showcasing unique finds, there’s something for everyone to enjoy. Plus, with its close proximity to major highways and nearby cities like Waterbury and Bristol, commuting is a breeze.

Discover the charm of Wolcott, where a vibrant community spirit meets the beauty of nature. Whether you’re looking to settle down or simply explore, Wolcott invites you to experience the warmth and allure of this delightful Connecticut town.

Newest Listings in Wolcott

$525,000

5 Beds ⋅ 4 Baths ⋅ 24189341 MLS

Rare opportunity to purchase two neighboring properties that have been owned by the same family for generations. Situated on two adjoining parcels totaling approximately 1.88 acres with a shared driveway, this unique offering provides a private, scenic setting and exceptional potential for multigenerational living, investment, rental income, or future flexibility. The package includes 65 Munson Road, a 3-bedroom, 2-bath High Ranch featuring a spacious, functional layout with a bright eat-in kitchen, inviting living and dining areas, a heated porch/sunroom, brick patio, and a beautiful backyard. Also included is 69 Munson Road, a 2-bedroom, 2-bath Cape offering a flexible floor plan, a septic system installed in 2017, and an excellent opportunity to restore and customize a home in a desirable setting following interior water damage sustained in January 2025. Both properties are being sold As-Is. Each home is also available for purchase separately: 65 Munson Road (MLS #24187205) and 69 Munson Road (MLS #24188306). This combined listing reflects information for both properties; please refer to the individual MLS listings for each home's specific features, property details, and disclosures.

65 & 69 Munson Rd, Wolcott

$199,900

2 Beds ⋅ 2 Baths ⋅ 24188306 MLS

Owned by the same family for years, this 2-bedroom, 2-bath Cape sits on a 0.90-acre lot and presents a rare opportunity to restore and customize a home in a beautiful, scenic setting. The flexible floor plan features a main-level bedroom and full bath, along with a private upper-level bedroom suite. The home sustained interior water damage in January 2025 and is being sold As-Is, making it an excellent opportunity for investors, contractors, or buyers looking to build equity through renovation. The septic system was put in 2017. An exterior hatchway provides access to a small hand-dug utility basement. Enjoy a lightly wooded setting just a short stroll from the Mill Pond Way Trail and scenic Scoville Reservoir. Shared driveway with 65 Munson Road. Cash or possible rehab loan financing. Also available as part of a two-property package with 65 Munson Road. See MLS #24189341 for combined listing.

69 Munson Rd, Wolcott

$350,000

3 Beds ⋅ 2 Baths ⋅ 24187205 MLS

Nestled on a picturesque, private lot that has been cherished by the same family for years, this 3-bedroom, 2-full-bath High Ranch offers the perfect blend of comfort, space, and opportunity. A spacious, functional layout makes everyday living and entertaining easy, beginning with a bright living room featuring a large bow window that flows seamlessly into the dining room with a charming built-in. Just beyond, the heated sunroom/enclosed porch overlooks the peaceful backyard and opens to a brick patio, creating the perfect setting to relax or entertain while enjoying the tranquil surroundings. The eat-in kitchen features a skylight and ample space for casual dining. The primary bedroom offers hardwood flooring and generous closet space, while the finished lower-level provides flexible living space ideal for a recreation room, home office, or media room. Additional highlights include central air, an attached garage, and a beautiful private setting. Shared driveway with 69 Munson Road (MLS #24188306). Also available as part of a unique two-property package with 69 Munson Road, offering exceptional potential for multigenerational living, investment, or added flexibility. See MLS #24189341 for combined listing details. Property is being sold As-Is.

65 Munson Rd, Wolcott

$100,000

24194022 MLS

This is a rare find, situated in an established neighborhood, cleared, with just a few trees to accent its beauty. Town records show 137 ft on Claudia Lane and 152 feet on June St. The owner is also selling his home that abuts to this lot, so if your looking for a home in Wolcott on over an acre of land you could buy them both together!

Claudia Lane, Wolcott

$499,900

4 Beds ⋅ 3 Baths ⋅ 24194071 MLS

Spacious 4Bedroom Brick Ranch. Discover the potential in this solid 4-bedroom, 2,741 sq ft brick ranch nestled in one of the area's sought after neighborhoods. With its classic curb appeal and new roof, this home offers a strong foundation for your personal vision. Inside, you'll find generous living spaces, a functional layout, and room to customize to your taste. The home needs cosmetic updates, making it an ideal opportunity for buyers looking to add their own style and build instant equity. You will need to assume the solar loan but it offsets those electric bills. There are mature fruit trees so you'll have your own little orchard. The lot in back is also for sale. Why no buy them together and have over 1 acre of land.

40 Waller Ave, Wolcott

$599,900

3 Beds ⋅ 3 Baths ⋅ 24193136 MLS

Welcome to 16 Crystal Brook Rd, a one-of-a-kind custom-built ranch tucked away on a quiet cul-de-sac in one of Wolcott's desirable neighborhoods. Built in 2020, this impressive 3 bed, 2.5 bath home offers 2,510 SF of luxurious single level living on .92 acres. Enter through elegant double doors and experience a breathtaking open floor plan with soaring 15 feet cathedral ceilings, oversized windows and gleaming hardwood floors throughout. The expansive great room features a gas fireplace and flows seamlessly into the dining area and custom kitchen, creating an exceptional entertainment setting. The exquisitely designed kitchen offers granite countertops, large center island, stainless steel appliances, gas cooktop, double wall ovens, wine chiller and abundant cabinetry. Double sliders open to an oversized trex deck and private backyard. The massive primary suite is a true retreat with two walk-in closets and a spa inspired ensuite featuring double sinks, granite countertops and an oversized tiled shower. Two additional bedrooms, a stylish full bath and half bath with main level laundry complete the living space. Additional highlights include central air, tankless hot water, attached 2-car garage, ample driveway parking and a full unfinished basement offering exceptional storage and future expansion potential. Conveniently located near shopping, restaurants, golf courses, parks and Cedar Lake. Experience custom luxury, privacy and modern comfort. Schedule a private tour today!

16 Crystal Brook Rd, Wolcott

$349,900

2 Beds ⋅ 3 Baths ⋅ 24191700 MLS ⋅ Clearview Hills BLDG.

Welcome to Clearview Hills, an established condominium community where units are highly sought after, yet rarely available. This beautifully maintained 2-bedroom, 2.5 bath condo offers comfort, convenience, and an exceptional location. The combined living/dining room features a large bay window, wide plank vinyl flooring and an attractive pellet stove to create a warm, inviting space to enjoy during those cold New England winters. The kitchen offers the perfect layout for cooking and entertaining, featuring oak cabinetry, granite countertops, a tile backsplash, and a spacious island with plenty of seating. Enjoy your morning coffee or unwind in the evening from one of two private balconies, where you'll take in peaceful scenic views. Each bedroom features its own private full bath with walk-in shower, providing the perfect layout for family and guests. The primary suite boasts a fully remodeled bath with stylish, modern finishes, creating a relaxing retreat. Laundry, located on the 2nd level adds convenience, making household chores a breeze. Perfectly situated across from Mill Pond Way Recreation Trail, you'll have easy access to a picturesque 3.5 mile loop surrounding Scovill Reservoir, ideal for walking, running or biking. Woodtick Recreation Area is also within walking distance, offering even more opportunities to enjoy the outdoors and community events.

20 Wolf Hill Rd Unit 9F, Wolcott

$759,900

5 Beds ⋅ 4 Baths ⋅ 24191897 MLS

Rare custom colonial with a Private In-Law sits on a cul-de-sac, one block from cedar lake! This exceptionally well-built home truly has it all, perfectly balancing a quiet retreat with an entertainer's paradise. The grand two-story entry welcomes you with rich woodwork and granite flooring, leading into the first of two expansive living rooms. This space is expansive with tons of natural light yet cozy, anchored by a classic brick fireplace. The floor plan flows seamlessly into a second great room, completely surrounded by windows and skylights. The heart of the home features a massive eat-in kitchen complete with a quartz counters, center island, travertine floors and 8' slider to a sprawling deck built for entertaining with a pergola and integrated bench seating. Just off the main living area, a finished sunroom offers additional sliders to the deck. A home office and a large formal dining room, laundry completes the main level. Upstairs, the expansive primary suite serves as a private sanctuary, featuring a brand-new, high-tech luxury spa ensuite. Three additional generously sized bedrooms and a second full bath complete this level. For multi-generational living or long-term guests, the 3 room in-law/guest house is freshly painted with new carpets, has a private entry and garage bay. Other features, new roof (3 years), solar panels, central vac and walk up attic! Property being sold as is. Some furniture may convey.

42 Lakeview Dr, Wolcott

$550,000

3 Beds ⋅ 2 Baths ⋅ 24189406 MLS

Meticulously maintained and beautifully updated, this 3-bedroom, 2-full-bath ranch offers the perfect blend of comfort, style, and exceptional outdoor living. Attractive curb appeal welcomes you with an inviting front entry. Inside, enjoy easy single-level living with hardwood flooring throughout most of the main level, a spacious living room with a bay window, gas fireplace, and crown molding, while the dining room features French doors opening to a screened porch overlooking the spectacular backyard. The kitchen is appointed with granite countertops, stainless steel appliances, tile flooring, a pantry, and laundry closet. The primary suite includes a remodeled full bath, walk-in closet, and private Trex deck with a hot tub. Two additional bedrooms and another remodeled full bath complete the main level. The finished lower level offers a large heated recreation room highlighted by a custom bar with a built-in electric fireplace, plus an unfinished area for storage and mechanicals. Outside, enjoy your own private oasis with a heated in-ground pool, gorgeous paver pool deck, elegant stone walls, and a serene, private setting..perfect for entertaining or relaxing. Complete with a two-car attached garage and central air, this impressive home showcases true pride of ownership throughout.

8 Lindsley Dr, Wolcott

$399,000

2 Beds ⋅ 4 Baths ⋅ 24191475 MLS ⋅ Arrowhead By The Lake BLDG.

Enjoy the ultimate lakeside lifestyle in this remodeled, spacious multi-level townhouse featuring two generously sized bedrooms, including a primary suite with a full bathroom, washer, dryer, walk-in closet and deck. Second bedroom includes a full bathroom. The open floor plan on the main level includes a beautiful fireplace, kitchen with pantry, dining area and deck with awning. The lower level room can serve as a third bedroom, family room, office, or guest space with a full bathroom and walk-out to patio. Lake and clubhouse access and close proximity to park, trail, golf course and much more! Note: Extra full bathroom not on property card.

12 Spindle Hill Rd Unit 8G, Wolcott

$899,900

12 Beds ⋅ 6 Baths ⋅ 24190003 MLS

Welcome to 1259 Wolcott Road - a turnkey six-unit multifamily residence offering the perfect combination of modernized interiors and extensive capital upgrades. Inside, four of the six apartments have been tastefully updated with new flooring, refreshed bathrooms, upgraded appliances, energy-efficient windows, enhanced electrical systems, fresh paint, new cabinetry, and interior doors. The property's recent exterior enhancements include rebuilt front and back staircases and decks, new walkways, a re-graded gravel parking area, a brand-new oil tank, boiler room upgrades, roof repairs, and refreshed exterior finishes. The grounds are neat, well-kept, and easy to maintain. With these major updates already completed, this low-maintenance investment offers stable income potential and long-term durability-an excellent opportunity for both investors and owner-occupants seeking a reliable asset in a strong rental market.

1259 Wolcott Rd, Wolcott

$524,995

2 Beds ⋅ 1 Baths ⋅ 24190978 MLS

Custom-built split-level home, 2 bedroom, 1 bath on the upper level, and a 3rd bedroom, with a cedar walk-in closet and a 2nd bath on the lower level. Other notable features include: Field stone retaining walls, 2" blue stone front steps, Covered front porch, Custom hardwood/Morgan Door entryway with foyer, Two coat closets in foyer, Custom iron railings, Crystal drum chandelier, Floating stairs with wide board treads. In the lower level: Renovated full bathroom with original marble flooring, washer and dryer hookup, finished bedroom with space for storage and workout equipment, and a large cedar closet, Ph balance water system (installed 2018), Water softening system (installed 2023). In the Upper Level: Completely gutted and renovated full bathroom, Soaker bathtub with a hand-held shower. In the Kitchen: Salmon-colored granite countertops, Pub seating, Soft-close antique white cabinets (Renovated 2018). In the sitting room a floor-to-ceiling fieldstone fireplace, new propane gas insert, slider door to 20' x 15' back deck which overlooks a private grassy backyard with mature trees, manicured gardens, weber grill (conveys with property), reclaimed brick chimney with 100-year-old timber mantel (reclaimed from CT homestead barn). In the Upper Level, Dining & Living Room there L-shaped combined dining/living room, Castle professional-grade double sliding doors (paid $7,000 each, includes transferable warranty), 2 triangle-shaped windows above, Open to a 23' x 6' 2nd deck

270 Bound Line Rd, Wolcott

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