Pomfret Real Estate

Welcome to Pomfret, Connecticut – a hidden gem nestled in the picturesque Windham County. Known for its stunning natural beauty and rich history, Pomfret offers a unique blend of rural charm and modern conveniences, making it an ideal place to call home.

With its lush landscapes and rolling hills, Pomfret is a haven for nature enthusiasts. The town is dotted with scenic parks, serene lakes, and hiking trails that beckon outdoor adventurers year-round. Residents and visitors alike can explore the enchanting Pomfret Community Park or take a leisurely stroll through the historic Pomfret School grounds. The area is also renowned for its vibrant agricultural scene, with local farms and markets offering fresh produce and artisanal goods.

Pomfret's strong sense of community is evident in its numerous events and festivals throughout the year. From the annual Pomfret Town Fair to seasonal farmers' markets, there’s always something happening that brings neighbors together. The town's commitment to preserving its history is reflected in its charming architecture, with many homes showcasing the classic New England style.

Education is a priority in Pomfret, with access to excellent schools and a supportive community that values learning. Families will appreciate the safe, welcoming atmosphere that Pomfret provides, making it a wonderful place to raise children.

Whether you’re seeking a peaceful retreat or an active lifestyle, Pomfret, CT, offers the perfect balance. Discover the allure of this quaint town, where every day feels like a breath of fresh air and the community spirit is as warm as the New England sun. Come and explore all that Pomfret has to offer – your new home awaits!

Newest Listings in Pomfret

$779,900

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$689,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191051 MLS

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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$6,950,000

ACTIVE Status ⋅ 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

$6,950,000

ACTIVE Status ⋅ 24174011 MLS

This 25.16 Acres of Open Space is being sold as a package along with 433 Wrights Crossing Rd., Pomfret, MLS #24101484, and 67 Holmes Rd. 39 Acres of Open Space, MLS #24174026.

13 Holmes Rd, Pomfret

$6,950,000

12 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24101484 MLS

Welcome to Bark Meadow Farm, a 127-acre legacy estate once cherished by the Gulden mustard family in CT's "Quiet Corner." The journey begins at a majestic entrance, where a striking allee of century-old maples stands alongside magnificent oaks nearing 200 years of age. This multi-generational compound offers 12 bedrooms & 7.2 bathrooms across three year-round residences. At the heart is the 1799 Main Residence, a 7,577 SF, 5-bedroom, 5.2-bathroom masterpiece of timeless architecture. Ideal for grand-scale entertaining, the butler's pantry flows seamlessly from the exquisite dining room into a spacious eat-in kitchen, complete with a Viking Professional stove. Additional structures include a 1900 Caretaker's Residence (4 bedrooms) & a 1948 14-stall barn with a 3-bedroom apartment above-ideal for a barn manager or rental income, it also offers great potential for a remote home office. Car collector enthusiasts & woodworking hobbyists will love the ultra-spacious garage, complete with a large workshop, a walk-in laundry/tack room, & a powder room. Amenities abound: 2 inground pools, an enchanting pool house with a potting room, raised-bed gardens, & a tranquil bass pond. Enjoy direct access to the Air Line Trail for riding/hiking. The estate directly abuts the CT Audubon Society land, with its beautiful trails located just a half-mile down the road, while the prestigious Pomfret & Rectory Schools are a mere 1.5 miles away. Conveniently accessible to Hartford, Providence/RI

433 Wrights Crossing Rd, Pomfret

$384,000

2 Baths ⋅ ACTIVE Status ⋅ 24173858 MLS

Position your business where visibility, flexibility, and opportunity come together. This beautifully updated commercial property offers over 2,600 sq ft of single-level space at the highly traveled Abington 4 corners of Rt 44 and Rt 97 - a prime location designed to maximize exposure and business growth. Inside, a welcoming front entry opens into a spacious main area filled with endless potential. Ideal for retail, office, industrial, studio, showroom, or service-based use, the flexible layout can easily adapt to your vision. Two additional rooms flow openly off the main space, perfect for offices, meeting rooms, workstations, or added retail display areas. The property also features two half bathrooms, an employee kitchenette/breakroom, and rear access with a second entrance and exit. Outside, a charming picnic and luncheon area offers a great space for employees to relax. Additional functionality includes a lower parking area with a large overhead garage door and expansive storage or maintenance space. An upper driveway and parking area provide easy access for customers and staff, while the smaller garage offers convenient loading, storage, and direct building entry. Extensive recent upgrades include a brand-new roof, refinished original floors, new sheetrock, updated windows, new bathrooms, fresh interior and exterior paint, landscaping, and more. With exceptional visibility on a state highway and endless commercial potential, this is a move-in ready business locatio

500 Hampton Rd, Pomfret

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.