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 24198180

• Single Family
• Square Feet 7,772
• Bedrooms 5
• Bathroom 6
• Year Built 1850

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.

Listed by Dawn M. Gagliardi and Abby Dudarewicz of Serhant Connecticut,LLC

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 24211864

• Single Family
• Square Feet 9,174
• Bedrooms 4
• Bathroom 6
• Year Built 2004

648 Tobacco St offers an incredibly combination of space, amenity and versatility, creating a legacy property suitable for all needs and pursuits. Spanning over 9100 sqft above grade, this custom colonial features 5 bedrooms, 4.2 baths, grand soaring spaces and an incredible array of custom features and utility. Purposely curated for entertaining, the first floor features a massive kitchen - living space with an additional multipurpose living room, all offering direct access to the wrap around porch and deck. The space is adorned with a rich birch cabinet suite, stainless appliances, a robust island and scores of details and creature comforts. The western aspect features another massive space with indoor / outdoor living, a complete wet bar, a handsome coffered ceiling and private entrance - ideal for home business or in-law suite conversion. In addition, there's a dedicated first floor theater with wet bar, stadium seating, sound system, projector and 107" screen. The second level includes an incredible primary suite with cathedral ceilings, platformed spaces, a sitting area with gas fireplace, off suite flex room and spa like bath with steam sauna, hydronic towel warmer and custom shower. Two other bedrooms share a Jack and Jill bath with laundry and the 4th bedroom has it's own full bath. The third floor is a fully finished attic with balcony and storage, ideal for a game room or additional suite. The entire house has wide plank floors and 9' ceilings throughout.

Listed by Craig Webb 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 24217412

• Land
• Acreage 20
• MLS Status Active
• Zoning RU

Open fields, wooded trails, and room to bring your vision to life! Welcome to 176 Shailor Hill Road in Colchester, CT. This 20-acre former horse farm features a 12-stall barn plus indoor and outdoor riding arenas, offering opportunities for equestrian enthusiasts and buyers seeking acreage. Approximately 10 cleared acres provide space for riding, agricultural pursuits, gardens, or a specialty farm. Revive the property's equestrian roots, create a private country retreat, or explore the potential to build your dream home overlooking the grounds. A retreat destination or event venue may also be possibilities to investigate, subject to zoning and required approvals. Approximately 10 wooded acres offer trails extending toward the Salmon River. Nearby Priam Vineyards adds to the appeal of this Colchester location. Walk the land, explore the barn and arenas, and imagine how your plans could take shape. Schedule your private showing at 176 Shailor Hill Road. All proposed uses, development, and construction are subject to buyer due diligence and applicable municipal, health district, and other required approvals. **Subject to probate approval**.

Listed by Jessica Martinez and Anthony G. Lacava of Berkshire Hathaway NE Prop.

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 24209264

• Single Family
• Square Feet 3,516
• Bedrooms 4
• Bathroom 3
• Year Built 1977

LUXURY WATERFRONT HOME & AIRBNB OPPORTUNITY Welcome to 106 Hunt Road, a magical destination estate on the peaceful shores of Mono Pond. Set on 1.46 beautifully landscaped acres, this 3,516 sq. ft. luxury residence is perfect as an expansive family retreat, a multi-generational compound, or a high-income investment. AN EXTRAORDINARY & FLEXIBLE RESIDENCE Cleverly split into two self-contained living wings, the layout offers unmatched versatility for a growing family, hosting extended guests, or running a turn-key Airbnb. * 3,516 Sq. Ft. of Luxury: 4 bedrooms, 3 full baths, soaring vaulted ceilings, and sunken living rooms filled with natural light. * Expansive Attic Loft: Ideal for a private home office, creative studio, or cozy guest retreat. * Spa-Like Relaxation: Features an indoor Jacuzzi and open-concept dining spaces designed for family gatherings. OUTDOOR RESORT & ENTERTAINING PARADISE Step outside to a magical waterfront setting with a custom pergola, patio, firepit, and sweeping lawns on Mono Pond. * Private Island Exploration: Kayak or canoe directly from your yard to Mono Pond's 13-acre island for picnics. * Event Potential: Beautiful grounds previously used for intimate weddings and family milestones. CONVENIENCES 3-car garage, shed, built-in cooling, and extensive parking. A rare waterfront offering where luxury living meets endless opportunity!

Listed by David S. Holcroft of RE/MAX Precision Realty

MLS Number 24215376

• Single Family
• Square Feet 2,897
• Bedrooms 3
• Bathroom 3
• Year Built 2008

Discover an exceptional blend of contemporary design, lodge-inspired warmth and upscale amenities in this custom 3-bedroom, 2.5 bath ranch, set within a peaceful, wooded retreat. The inviting interior features two propane fireplaces, a dedicated laundry room, office space, and a walk-in pantry, combining everyday convenience with cozy charm. Designed for comfort and functionality, the home features 12 zones of radiant heat, 400-amp electrical service, and a Kohler standby generator for added peace of mind. A future bonus room offers exciting potential for additional living space, while an impressive combination of an attached 3-car garage and detached oversized 2-bay garage make this property a dream for automotive enthusiasts, hobbyists and collectors. Professionally landscaped grounds complement the tranquil setting, while the welcoming front porch and backyard oasis - with a sprawling patio, built in hot tub, propane fire pit and outdoor bar - create the prefect atmosphere for entertaining in style or unwinding in nature! A 24-zone Hunter irrigation system with app-controlled operation and full camper hookups add convenience and practicality. Blending rustic charm, modern comforts and impressive functionality, this distinctive property offers a peaceful escape with room to live, relax and pursue your passions.

Listed by Elisha Milton and Jim A. Harrington of Carl Guild & Associates

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 24212552

• Single Family
• Square Feet 3,664
• Bedrooms 4
• Bathroom 4
• Year Built 2007

Meticulously maintained Colonial located on a cul-de-sac in Bolton, built in 2007, offering 4 bedrooms, 3.5 bathrooms and 3,664 square feet on 1.09 acres. Hardwood floors, crown molding and wainscoting complement the interior. A front entry with sidelights welcomes you into a spacious, bright foyer. The kitchen features cherry cabinetry, stainless steel appliances and hardwood flooring, and opens to a generous family room with a stone fireplace. Two staircases provide access to the second floor, where the primary suite includes two spacious closets and a bathroom with a whirlpool tub, separate shower, cherry vanity cabinetry and double sinks. Three additional bedrooms, a Jack-and-Jill bathroom, a convenient second-floor laundry room and a separate nook offering library or storage space complete the second floor. The finished third floor provides approximately 600 additional square feet for recreation, a home office or other flexible use. This space is not included in the stated 3,664 square feet. Outside, a spacious, low-maintenance Trex deck overlooks the expansive, private, park-like yard with an irrigation system. An oversized 5-car garage provides ample room for vehicles, storage and hobbies.

Listed by Theodore Branon of Better Homes and Gardens Real Estate Executive Real Estate

MLS Number 24214232

• Single Family
• Square Feet 5,102
• Bedrooms 5
• 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 of Better Homes and Gardens Real Estate Executive Real Estate

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 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 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