Airline Trail Towns

MLS Number 24174011

• Land
• Acreage 25.16
• MLS Status Active
• Other Amenities Waterfront
• Zoning RR

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.

Listed by Lisa P. Rollins and Anne Marie Straka of Compass Connecticut,LLC

MLS Number 24174026

• Land
• Acreage 39
• MLS Status Active
• Other Amenities Waterfront
• Zoning RR

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.

Listed by Lisa P. Rollins and Anne Marie Straka of Compass Connecticut,LLC

MLS Number 24101484

• Single Family
• Square Feet 10,517
• Bedrooms 12
• Bathroom 9
• Year Built 1799

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

Listed by Lisa P. Rollins and Anne Marie Straka of Compass Connecticut,LLC

MLS Number 24173970

• Multi Family Multi-Family For Sale
• Square Feet 16,973
• Acreage 0.38
• Bedrooms 27
• Bathroom 22

The Village at 82 Main is - a pristine 22-unit asset located in the true heart of one of Connecticut's most charming small towns! Positioned directly on Main Street in East Hampton, this beautifully renovated property offers 17 apartments and 5 storefronts, creating a stable, diversified income stream within an exceptional lake-community setting. The property has become a recognizable destination woven into the fabric of the community, home to local favorites like ECO Coffee House, Tiny Paws Dog Grooming, 9 Lives Barber Shop, and Executive RE. Each apartment features beautifully updated interiors with modern finishes throughout, including stylish kitchens with granite countertops, stainless steel appliances, upgraded flooring, and open living spaces that continue to attract strong tenant demand. Extensive property-wide improvements and meticulous ownership have created a true turnkey investment opportunity with exceptional pride of ownership throughout. The commercial storefronts benefit from excellent visibility and steady foot traffic surrounded by popular local restaurants, boutiques, cafes, and recreational amenities. Residents enjoy immediate access to Lake Pocotopaug and the Air Line State Park Trail, while ownership benefits from tenant-paid electric, owner-paid gas heat, ample off-street parking w/ EV chargers, and ancillary laundry income. 82 Main Street represents a rare opportunity to acquire one of the area's premier mixed-use investment properties!

Listed by Lisa Cozzi of Century 21 AllPoints Realty

MLS Number 24115278

• Single Family
• Square Feet 4,442
• Bedrooms 4
• Bathroom 5
• Year Built 2006

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.

Listed by John M. Downs and Johnetta D. Smith of Berkshire Hathaway NE Prop.

MLS Number 24135276

• Land
• Acreage 168.4
• MLS Status Active
• Subdivision Pleasant Valley Farm
• Waterfront

One of the most beautiful farms in Connecticut. Ten Mile river runs thru the property plus small brook and 3+/- acre pond large area of cultivated land leased to area farmer, some stonewalls, grass pasture etc. Ideal for Equestrian Estate, working farm, subdivision or High End Adult Housing Development (this would require certain zoning text changes or additions to permit this type of development. The farm is teeming with all sorts of wildlife ideal for very exclusive game club.

Listed by Derek Greene of Derek Greene

MLS Number 24171409

• Single Family
• Square Feet 3,799
• Bedrooms 4
• Bathroom 4
• Year Built 1823

*Timeless Elegance on the Connecticut River - A Rare Waterfront Offering* Welcome to an extraordinary waterfront estate where historic charm meets refined modern living. Thoughtfully renovated, this property includes the beautifully restored main residence & an additional approved parcel with detached garage - Total .94 Acres. The home features a sophisticated open floor plan designed for both everyday living & entertaining. The chef's kitchen offers soaring ceilings, granite surfaces, stainless steel appliances, & stunning river views. Four full bathrooms are impeccably finished, including a serene primary suite with private bath, walk-in closet & direct access to an upper-level deck overlooking the water. The fully reimagined lower level includes a bar, wine cellar & a spacious one-bedroom in-law apartment with two private entrances and full-size windows, offering flexibility for guests or extended living. Expertly reconstructed with poured concrete and advanced waterproofing, the foundation has been thoughtfully enhanced to ensure a dry, comfortable, and enduring lower-level living environment. A finished third-floor loft with heat and AC provides additional space for an office, studio, or retreat. *Set along the Connecticut River, this exceptional offering presents a rare chance to own a true legacy waterfront estate-where luxury, privacy & an elevated lifestyle converge. Secure your private showing today and experience the beauty, craftsmanship, & setting for yourself.*

Listed by Chuck Haller and Susan Cafourek of Berkshire Hathaway NE Prop.

MLS Number 24176355

• Single Family
• Square Feet 8,840
• Bedrooms 5
• Bathroom 7
• Year Built 2005

Do you love to entertain, prefer quiet moments of relaxation, or simply appreciate the luxury of abundant space? This custom built, 6,427 sq ft residence offers exceptional flexibility, comfort, and elegance throughout. A grand marble foyer welcomes you into the home, introducing the elegant formal living room where striking atrium windows, a gas fireplace, and sliders with direct access to the large patio create an inviting setting for both everyday living and special occasions. A dramatic chandelier adds warmth and sophistication, with the added convenience of a switch-operated lowering mechanism for easy cleaning and maintenance. This space flows seamlessly into the formal dining room, perfectly proportioned for memorable gatherings. Just beyond, the well-equipped kitchen features an island, generous cabinetry, and a bright eat in nook with sliders leading to the expansive deck that spans the length of the home-ideal for outdoor dining and entertaining and enjoying the private setting. The kitchen opens to the impressive family room, anchored by a stunning stone gas fireplace and custom built ins, creating a warm and welcoming center of the home. The main level primary suite is a private retreat unto itself, thoughtfully designed for comfort and convenience. It offers two large walk in closets, a spa like bath with a jacuzzi tub and tiled shower, plus an additional walk in closet for exceptional storage.

Listed by Cynthia A. Muska of Coldwell Banker Realty

MLS Number 24122117

• Single Family
• Square Feet 3,758
• Bedrooms 4
• Bathroom 4
• Year Built 2026

Welcome to Southwoods in Colchester, a brand-new subdivision where you can design and build the home you've always envisioned. Set on a sprawling 26+ acre lot, this homesite offers unmatched space and privacy while still being part of a thoughtfully planned community. Choose from a variety of floor plans or work directly with our architect to create a custom home tailored to your lifestyle. With endless possibilities and room to grow, this is the perfect opportunity to combine modern living with seclusion. If you've been searching for a place where you can spread out, unwind, and build something truly your own-look no further.

Listed by Amy P. Rio of Better Homes and Gardens Real Estate Executive Real Estate

MLS Number 24207148

• Single Family
• Square Feet 2,131
• Bedrooms 3
• Bathroom 2
• Year Built 1985

Well-established horse boarding facility offered for the first time! This exceptional equestrian property offers an impressive 39 stalls across three barns, providing an excellent opportunity for an established boarding operation, breeding facility or private equestrian estate. The main barn features 16 stalls, two tack rooms, a grooming stall, wash stall, and small ofice area. The second floor is completely open, offering abundant hay storage and the flexibility to create a viewing room, additional workspace, or other equestrian-related use. The barn is conveniently attached to the 120' x 70' indoor riding arena. There is also a quarentine stall just outside of this barn. The second barn offers 13 stalls, a tack room, feed room/utility storage room and dedicated stallion turnout. The owner's barn, located closer to the residence, provides an additional 9 stalls. with hay loft. Outdoor amenities include a spacious 160' x 85' sand riding ring, new fencing, and freshly established grass throughout the pastures and turnout areas. An additional pasture bordering the pond offers further potential and could also be fenced for expanded turnout. A rare opportunity to acquire a well-established equestrian facility with substantial infrastructure, multiple barns, indoor and outdoor riding arenas, extensive turnout, and room for future possibilities.

Listed by Lori A. Vogel of William Raveis Real Estate

MLS Number 24128807

• Single Family
• Square Feet 2,782
• Bedrooms 4
• Bathroom 3
• Year Built 2026

Live the dream in your very own Barndominium! This proposed, expansive home offers the perfect blend of rustic charm and modern comfort. Featuring soaring ceilings-approximately 20 feet high-in the main living area, a luxurious first-floor primary suite, and space for up to 6 indoor parking spots, it's designed for those who crave both style and function. Whether you're looking for room to store your toys, vehicles, or hobbies, or simply want a one-of-a-kind living experience with open-concept flair, this Barndominium delivers the ultimate lifestyle.

Listed by Rick Nassiff of KW Legacy Partners

MLS Number 24185445

• Single Family
• Square Feet 3,827
• Bedrooms 3
• Bathroom 3
• Year Built 1848

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.

Listed by Cindy K. Sherman of Berkshire Hathaway NE Prop.

MLS Number 24206911

• Single Family
• Square Feet 4,601
• Bedrooms 6
• Bathroom 5
• Year Built 1880

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.

Listed by Skyla Gagnon of RE/MAX Bell Park Realty

MLS Number 24192580

• Single Family
• Square Feet 5,400
• Bedrooms 4
• Bathroom 5
• Year Built 2000

Prepare to be captivated by this stunning, stately brick Colonial, perfectly situated on a beautifully landscaped lot surrounded by mature trees and natural beauty. This exceptional residence offers 5 bedrooms and 4.5 bathrooms, blending timeless elegance with everyday comfort and privacy. Each spacious bedroom features its own ensuite bathroom, providing the ultimate convenience for family and guests alike. The versatile fifth room can easily serve as a private home office, guest suite, or an additional oversized bedroom to fit your lifestyle. From its classic curb appeal to its thoughtfully designed interior, this home is truly one of a kind. Step outside to your own private backyard, where a beautifully finished stone patio and spacious deck create the perfect setting for relaxing or entertaining. Surrounded by mature trees, the expansive yard offers exceptional privacy and plenty of room to add the pool of your dreams, making this outdoor space full of endless possibilities.

Listed by Amy P. Rio and Diana Pagano of Better Homes and Gardens Real Estate Executive Real Estate

MLS Number 24161262

• Single Family
• Square Feet 2,800
• Bedrooms 4
• Bathroom 4
• Year Built 2026

Welcome to Southwoods in Colchester, a brand-new subdivision where you can design and build the home you've always envisioned. This exceptional opportunity features a stunning 2,800 sq ft custom-built home with 4 spacious bedrooms, 3 full baths, and 1 half bath, thoughtfully designed for comfort and functionality. Set on a private 3.99-acre lot, this property offers the perfect balance of space and seclusion while still being part of a well-planned community. Whether you're dreaming of a backyard oasis, entertaining space, or simply enjoying peaceful surroundings, this lot delivers. Inside, a bright open-concept layout creates an ideal flow for modern living. The expansive living area connects seamlessly to a beautifully designed kitchen with high-end finishes, ample cabinetry, and a large island. A formal dining area and flexible living spaces provide endless options. Upstairs, the primary suite offers a private retreat with a spa-like bath and walk-in closet, while three additional bedrooms provide space for family, guests, or a home office. Choose from a variety of floor plans or work with our architect to design a custom home tailored to your lifestyle-because this isn't just a home, it's your vision brought to life.

Listed by Amy P. Rio of Better Homes and Gardens Real Estate Executive Real Estate

MLS Number 24198285

• Single Family
• Square Feet 4,675
• Bedrooms 5
• Bathroom 4
• Year Built 1998

Architectural distinction meets a historic New England setting! Situated on 2.12 picturesque acres adjacent to the historic Lebanon Green, this custom 4,675 sq. ft., 5-BR/4-BA Colonial delivers high-end finishes, an ideal floor plan, and exceptional master craftsmanship throughout. The main level welcomes you with a dynamic two-story foyer flanked by formal living and dining spaces, a private study, a versatile flex room, and a sprawling center-island kitchen tailored for effortless gatherings, complimented by a walk-in pantry. Enjoy highly sought-after main-floor living featuring both a luxury primary suite and a dedicated main-floor guest bedroom complete with direct access to a convenient Jack-and-Jill bath; while the upper-level hosts two bedrooms, with a private bath; along with a fifth bedroom offering direct bath access ~ each featuring an oversized walk-in closet. Outside, a classic wrap-around porch delivers unmatched curb appeal, complemented by an expansive rear deck overlooking serene, scenic grounds. Complete with a 3-car garage, a ~2,935 sq. ft. walk-out basement, and a ~1,740 sq. ft. walk-up attic with endless possibilities, this property represents an extraordinary opportunity in one of Connecticut's most historic communities

Listed by Carolyn Kress of Berkshire Hathaway NE Prop.

MLS Number 24161273

• Single Family
• Square Feet 2,800
• Bedrooms 4
• Bathroom 4
• Year Built 2026

Welcome to Southwoods in Colchester, a brand-new subdivision where you can design and build the home you've always envisioned. Situated on a private 2.27-acre lot, this exceptional opportunity offers a 2,800 square foot custom-built home featuring 4 spacious bedrooms, 3 full bathrooms, and 1 half bath-crafted with both style and functionality in mind. Choose from a variety of floor plans or work directly with our architect to create a custom home tailored to your lifestyle. Whether you're dreaming of an open-concept layout, a first-floor primary suite, or dedicated work-from-home space, the possibilities here are endless. Inside, enjoy a bright and airy design with seamless flow between the living, dining, and kitchen areas-perfect for both everyday living and entertaining. The kitchen is designed to impress with quality finishes, generous cabinetry, and a large center island. Upstairs, the primary suite offers a private retreat complete with a walk-in closet and spa-like bath, while additional bedrooms provide flexibility for family, guests, or office space. Set within a thoughtfully planned community, this home offers the rare combination of privacy, space, and customization-just minutes from local amenities, yet tucked away in a peaceful setting. Your dream home starts here.

Listed by Amy P. Rio of Better Homes and Gardens Real Estate Executive Real Estate

MLS Number 24193491

• Single Family
• Square Feet 2,982
• Co List Office Name RE/MAX One
• Bedrooms 4
• Bathroom 3

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

Listed by Christine Johnson and Christopher Harrington of RE/MAX One

MLS Number 24186467

• Single Family
• Square Feet 3,904
• Bedrooms 3
• Bathroom 2
• Year Built 1986

Hidden at the end of a quiet country lane, this home sits on 8.72 secluded acres, surrounded by towering trees and open field giving the feeling of a private retreat. Custom-built home combines rustic craftsmanship with modern comfort, its exposed post-and-beam construction creating a warm, timeless character. Nine-foot ceilings & gleaming hardwood floors make the main living spaces feel open and inviting. The heart of the home has a spacious kitchen designed for gathering. A large center island, countless cabinets, and a gas stove made it perfect for preparing meals, while the adjoining breakfast nook overlooked the peaceful countryside. Just beyond, a formal dining room offers space for large family celebrations, & the cozy living room centered around a pellet stove that fills the house with warmth on cold evenings. A recently added family room features a vaulted ceiling finished in rich cedar, with expansive windows that framed breathtaking views of the property throughout every season. The primary suite serves as a private retreat, complete with two sitting areas, multiple closets,including a walk-in closet,and a luxurious bathroom with a whirlpool tub tucked away in its own private alcove. The home includes 3 BR's, 1 currently serving as a home office, along w/thoughful details such as a handcrafted stained-glass front door, a custom chandelier hanging in the hallway and a convenient laundry chute leading to the laundry room below.

Listed by Debbie A. Walden of eXp Realty

MLS Number 24200885

• Single Family
• Square Feet 2,699
• Bedrooms 4
• Bathroom 3
• Year Built 2024

Discover life at North Pond, one of Colchester's newer residential communities centered around a picturesque 16+/- acre pond. Tucked away on 1.98 acres, this beautiful Colonial offers a spacious layout, modern finishes, and easy access to the water just a short walk away. Inside, the main level features 9' ceilings and an inviting open-concept design. The kitchen serves as the heart of the home with an oversized island, quartz countertops and coordinating full-height backsplash, stainless-steel appliances, pot filler, pantry closet, and under-cabinet lighting. Just off the kitchen, an expansive covered back porch creates the perfect space for outdoor dining, entertaining, or simply relaxing. The living room is anchored by a gas fireplace, while a formal dining room provides additional space for gatherings. Upstairs you'll find four bedrooms, including a spacious primary suite with a large walk-in closet and private bath featuring a tiled shower and soaking tub. An additional full bathroom serves the remaining bedrooms, while the generously sized fourth bedroom offers flexibility as a bedroom, bonus room, playroom, or home office. North Pond offers more than just a place to call home. Enjoy kayaking or canoeing on the pond, spend an afternoon fishing, or explore the surrounding trails. All of this is conveniently located just minutes from Colchester's town center, local restaurants, shopping, and major highways.

Listed by Stormi Alden of Results Real Estate LLC