Pomfret Real Estate

Welcome to Pomfret, Connecticut – a hidden gem nestled in the picturesque Windham County. With its rich history, charming landscapes, and a strong sense of community, Pomfret offers a unique blend of rural tranquility and suburban convenience, making it an ideal place to call home.

Established in the 18th century, Pomfret boasts a vibrant historical heritage, evident in its beautifully preserved colonial architecture and quaint town center. As you stroll through the tree-lined streets, you’ll discover a delightful mix of local shops, artisanal eateries, and cozy cafes, all contributing to the town's warm and inviting atmosphere. The annual Pomfret Community Day is a highlight of the year, bringing residents together for fun, food, and festivities that celebrate the town’s spirit.

Nature enthusiasts will find themselves at home in Pomfret, with an abundance of outdoor activities to enjoy. The town is surrounded by lush forests, scenic trails, and serene lakes, perfect for hiking, biking, and fishing. The nearby Mashamoquet Brook State Park is a favorite spot for families looking to explore the great outdoors, featuring picnic areas and stunning vistas.

Pomfret is also known for its excellent educational institutions, including the highly regarded Pomfret School, which attracts families seeking quality education for their children. With easy access to major highways, residents can enjoy the tranquility of small-town living while being just a short drive away from larger cities like Hartford and Worcester.

Whether you're looking for a peaceful retreat or a vibrant community to join, Pomfret, CT, offers the perfect backdrop for your next chapter. Come and experience the charm of Pomfret – where history meets modern living!

Newest Listings in Pomfret

$2,500,000

5 Beds ⋅ 6 Baths ⋅ 24198180 MLS

Welcome to Ufton Estate, a remarkable 41-acre private estate where historic character, exceptional craftsmanship and modern luxury come together in an extraordinary setting. Originally built in 1850 and thoughtfully reimagined in the early 1900s, the residence is filled with distinctive architectural details. Intricate hand-carved woodwork, elegant millwork and grandly proportioned rooms reflect the artistry of another era. Each space offers a sense of history while remaining comfortable, inviting and well suited to modern living. The home provides an impressive backdrop for both everyday life and memorable gatherings. Gracious entertaining spaces flow throughout the residence, complemented by intimate rooms that invite relaxation. Abundant windows frame views of the surrounding landscape and fill the interiors with natural light. Outside, the estate unfolds across 41 private acres with a heated pool, greenhouse, established gardens and expansive lawns. The beautifully layered grounds provide a timeless setting with endless opportunities for personalization. Reimagine the gardens and greenhouse, introduce an equestrian or agricultural component, enhance the outdoor entertaining spaces or simply enjoy the privacy and natural beauty of the estate as it is.

357 Wrights Crossing Rd, Pomfret

$449,900

3 Beds ⋅ 3 Baths ⋅ 24209472 MLS

Welcome to this 2000-built raised ranch offering 1,775 sq. ft. of living space and a layout that is exceptionally rare for this style of home. Unlike traditional raised ranches with clustered bedrooms, this smart floor plan features a private primary suite with an en-suite bath on one side, while two guest bedrooms and a full bath sit on the opposite end for optimal privacy. At the center of the main level, an open-concept kitchen, dining, and living area forms the heart of the home. The lower level extends your living space with a large family room, utility room, and a half bath/laundry room. Situated on a quiet and peaceful street; the property features a serene and quiet yard with no neighbors directly in front or behind. The sprawling cleared 1.4-acre lot features an upper deck, an expansive lower deck, and an above-ground pool-perfect for summer relaxation and outdoor gatherings. Situated in Pomfret's bucolic countryside, you are just 3 minutes to the PreK-8 school and less than 15 minutes to Woodstock Academy, shopping, dining, and I-395 for easy commutes to MA and RI. With incredible potential, space, and a hard-to-find layout, this home is a fantastic find! Schedule your appointment today.

45 Wolf Den Dr, Pomfret

$975,000

6 Beds ⋅ 5 Baths ⋅ 24206911 MLS

Fairytale living isn't just imagined-it actually exists. At the end of a private drive, surrounded by six rolling acres, sits an extraordinary Pomfret Estate. Professionally designed & impeccably maintained, old-world charm blends beautifully with modern luxury, with something unexpected around every corner.A grand entry introduces architectural delights throughout, from hardwood floors and detailed crown molding to six stunning fireplaces adding warmth and character. The main level unfolds through a formal dining room, gracious living room, sunroom, half bath, and beautifully renovated chef's kitchen with custom quartz, butler's pantry, sun-filled eat-in area, and heated floors. A second entrance with mudroom adds everyday function. The second level offers three additional bedrooms, including two luxurious primary suites, plus an additional full bath. The third floor reveals 3 more bedrooms, a full bath -an unexpected retreat all its own. Even the two-car garage surprises with a finished great room above, wrapped in windows and natural light. An updated roof, generator-ready setup, walkout basement, expansive porches, rolling lawns, and mature trees complete the setting. With 6 bedrooms, 4.5 baths, and three finished levels, this is proof that fairytale living truly exists.

354 Pomfret St, Pomfret

$779,900

5 Beds ⋅ 3 Baths ⋅ 24202466 MLS

Set on nearly 25 private acres in Pomfret, this well maintained and upgraded 3,343 sq ft home offers space, privacy and incredible recreational potential. Features include a 3-car attached garage with an attached workspace, primary suite w/private balcony & jetted tub, central air, ducted heat, a whole-house generator and a heated/cooled basement offering an easy path to additional finished space and extra bedroom potential. Inside, enjoy a beautiful stone fireplace with wood-stove insert, while a screened porch off the dining room overlooks a wooded setting. Extensive covered deck space provides even more outdoor living, including the current hot tub, which is included. A detached, fully insulated and heated garage/workshop with a full 16' door provides exceptional space for vehicles, equipment, hobbies or storage. Established riding and walking trails wind throughout the acreage. The property also features a former in-ground pool with potential for restoration and a former ice rink/tennis/pickleball court ready to be brought back to life. An ideal setting for a private retreat or a horse farm, with abundant space for recreation, equipment, toys and outdoor living. Ideal for anyone seeking a serious workshop, trail riding, outdoor entertaining and room to spread out. A rare combination of acreage, recreation, storage, privacy and flexible space. Conveniently located under 30 miles from Providence, 34 miles from Foxwoods and Mohegan Sun with easy access to I-395.

40 Searles Rd, Pomfret

$295,000

2 Beds ⋅ 2 Baths ⋅ 24199710 MLS ⋅ Cottages At Pomfret BLDG.

A rare opportunity at The Cottages at Pomfret! This turnkey townhouse is full of charm and offers easy, comfortable living in a peaceful Pomfret setting. Step inside to a welcoming main level with a spacious living area, kitchen and dining space, all designed for an easy flow whether you're entertaining or simply relaxing at home. Just outside, an extended paver patio creates a lovely outdoor extension of the living space- perfect for morning coffee, summer dinners, a little gardening or unwinding at the end of the day. Upstairs, you'll find two comfortable bedrooms plus a surprisingly spacious additional room currently being used as a third bedroom, offering wonderful flexibility for guests, a home office, hobby space or whatever best suits your lifestyle. With 1.5 baths, central air, an attached garage and an unfinished basement providing plenty of additional storage, this home offers the right combination of comfort, practicality and versatility. Move-in ready and tucked within an established condominium community, this is your opportunity to enjoy low-maintenance townhouse living and all the charm of Pomfret.

234 Killingly Rd, Pomfret

$989,000

3 Beds ⋅ 3 Baths ⋅ 24185445 MLS

There are properties, and then there are properties that invite you to imagine an entirely different way of living. Set in the heart of picturesque Pomfret, this extraordinary 51-acre estate offers a rare combination of land, history, architectural charter and limitless potential. For those who have envisioned an authentic country estate, the possibilities are extraordinary. Create a refined gentleman's-or gentlewoman's-farm, cultivate a private equestrian or agricultural retreat, surround yourself with beloved animals or simply enjoy the unparalleled freedom that comes with owning an expansive parcel of land.At the heart of the property is a beautifully restored Cape, offering charm and character. Nearby, a stately antique Colonial awaits a discerning owner with the vision to restore its historic grandeur. Complementing the residences are impressive barns,and outbuildings, creating an estate setting rarely found in today's market.For the collectors, craftsman, hobbyist or automobile enthusiasts the property's scale and collection of structures provide remarkable opportunities.For those seeking a more self-sufficient lifestyle, the acreage offers the canvas for a private homestead routed in the timeless traditions of country living while embracing today's ideals of sustainability and stewardship.Those who simply appreciate the finer things in life, there is another option:do nothing more than enjoy it.

236 Deerfield Rd, Pomfret

$475,000

4 Beds ⋅ 3 Baths ⋅ 24197506 MLS

Investors, take notice! This antique Colonial is situated on an impressive 6.6-acre private lot offering a peaceful setting and endless potential. A portion of the acreage is already cleared, while the property also features three beautiful ponds and plenty of outdoor space to enjoy the tranquil surroundings. Inside, the home offers 4 bedrooms, 3 full bathrooms, and a walk-out basement, providing plenty of space and flexibility for future improvements. A brand-new 200-amp electrical service is already in place, along with a newer heating system, approximately 4 years old, giving the next owner a great start on bringing this property back to life. The home is in need of TLC and updating, but with its antique Colonial character, spacious layout, beautiful acreage, and private setting, the possibilities are plentiful. Whether you're an investor searching for your next project or an owner occupant looking to restore an antique home and create something special, this property is ready for your vision. Schedule your showing today and discover its full potential!

128 Holmes Rd, Pomfret

$799,900

4 Beds ⋅ 3 Baths ⋅ 24193491 MLS

56 expansive ACRES of pristine Connecticut COUNTRYSIDE with quiet rural atmosphere. Space for HUNTING wildlife viewing and trails. Recreational Haven, Homestead with enough room for FARMING and timber. ENORMOUS 2400 square-foot GARAGE/WORKSHOP with 12 x 12 doors HEATED with two zones, office with a full bathroom and additional bathroom and its OWN Septic! DETACHED two car garage with (two NEW doors) next to a ONE of a KIND almost 3000 square-foot Country home with BEAUTIFUL CRAFTMANSHIP throughout with CUSTOM STONE fireplace in the large living room with a second FIREPLACE in the dining/custom kitchen (new oven and microwave) area for entertaining with an ambience and 1/2 bath laundry area. Upper level has primary bedroom suite and three additional bedrooms with two full bathrooms. 2 brand NEW mini splits $15,000, two NEW wood stoves and piping $14,000, two NEW well pumps $10,000, NEW spray foam and attic $18,000, 10 NEW windows, two NEW front doors and exterior doors $20,000. Peace of mind with a brand NEW GENERAC generator 24,000 Watts $12,000, newer heating system and updated electrical panels NEW $10,000 kennel for the animals. CAMERAS and AUDIO and OCCUPIED-DO NOT GO ON PROPERTY without LISTING AGENT-THANKYOU

233 Fire Tower Rd, Pomfret

$688,000

5 Beds ⋅ 3 Baths ⋅ 24191051 MLS

SELLER IS OFFERING A $15,000 RATE BUY DOWN OR CREDIT TOWARDS BUYERS CLOSING COSTS!! Welcome to this beautifully renovated home in desirable Pomfret CT! Offering the perfect blend of modern updates, flexible living space, and country charm, this impressive property is ready for its next owners. Inside, you'll find five spacious bedrooms and three full bathrooms, providing plenty of room for family, guests, or multi-generational living. The massive dining and flex space, offers endless possibilities for entertaining, hosting holiday gatherings, creating a home office, playroom, or additional living area. A convenient mudroom helps keep everyday life organized, and a large storage room provides abundant space for seasonal items, hobbies, and more. Comfort and efficiency are top priorities with mini-split systems throughout the home and a cozy pellet stove that creates a warm and inviting atmosphere during New England winters. Car enthusiasts, hobbyists, and those in need of extra workspace will appreciate the detached three-car garage with ample room for vehicles, equipment, and storage. Whether you're looking for room to grow, space to entertain, or a property with exceptional flexibility and future possibilities, this turnkey Pomfret home delivers it all. Don't miss your opportunity to own this rare offering in one of Northeastern Connecticuts most desirable communities.

250 Killingly Rd, Pomfret

$749,900

3 Beds ⋅ 3 Baths ⋅ 24178039 MLS

PRIVACY LIKE THIS IS BECOMING HARD TO FIND! Tucked away on 6.22 beautifully private acres, this exceptional Colonial is a rare opportunity to enjoy true peace, space, and seclusion while still having all the comforts of home. Surrounded by mature landscaping, open lawn, and wooded surroundings, the property feels like your own private retreat. Offering 3 bedrooms, 2.5 baths, and approximately 2,080 sq ft, the home blends country character with thoughtful updates. The remodeled kitchen (2019) features granite countertops, quality cabinetry, center island seating, and a walk-in pantry. Vermont slate flooring with radiant heat, hardwood floors, exposed beams, plaster walls, and a striking stone fireplace add warmth and character throughout. Enjoy a 1st-floor office, heated basement, walk-up attic, multi-zone heating, and a spacious deck overlooking the peaceful grounds. Equestrian amenities include a 2-stall horse barn with tack room, running water, and electric fencing. A 3-car garage with vehicle lift and air compressor adds even more versatility. Whether you're searching for an equestrian property, hobby farm, or simply a place to escape the noise and enjoy your own space, this truly special property is a rare country gem.

50 Swedetown Rd, Pomfret

$2,950,000

4 Beds ⋅ 5 Baths ⋅ 24115278 MLS

A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175 acres of open space, this home sits high with long eastern views into RI! A 1,000 ft paved driveway leads past over 500 ft of hand-laid stone walls to the stunning residence, framed by 10" cedar columns and solid mahogany double doors. The interior exudes craftsmanship with 8' solid wood doors, mahogany floors, 12" triple crown molding, and Marvin windows throughout. The grand great room boasts 20' ceilings and a massive fieldstone fireplace, while the private office stuns with a redwood ceiling, fireplace, and custom cherry built-ins. The chef's kitchen features Viking and Meile appliances, granite counters, cherry details, and opens to a sunny morning room and expansive veranda. The primary suite is a retreat with vaulted ceilings, a luxurious spa bath, radiant heated travertine floors, custom vanities, arched alcoves, and dual walk-ins. Additional highlights include a 3-car garage with Spanish cedar doors, Sonos sound system, generator, 139-head irrigation system, and walk-up basement ready to finish. This is a one-of-a-kind legacy property -stately, expansive, and exquisitely built.

282 & 260 Searles Rd, Pomfret

$6,450,000

24174026 MLS

This 39 Acres of Open Space is being sold as a package, along with 433 Wrights Crossing Rd., Pomfret, MLS #24101484; and 13 Holmes Rd., 25.14 Acres of Open Space, MLS #24174011.

67 Holmes Rd, Pomfret

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