Airline Trail Towns

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

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 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

MLS Number 24160628

• Single Family
• Square Feet 2,706
• Bedrooms 3
• Bathroom 3
• Year Built 2026

The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Richmond w/dramatic facades including 3 gables, large windows. Flexible floor plans starting w/3 bdrms, 2-story family room w/large balcony overlook, huge great room kitch/dining area combo, large 1st floor walk in laundry room, 1st floor office/den. Other options include 4 or 5 bdrms and/or finished bonus room. All Yvon Beaudoin Builder, Inc homes come loaded with 9' ceilings, tile or hardwood, large moldings, beautiful raised panel cabinetry, granite throughout, oversized 5' master shower with custom floor to ceiling tiling, gas burning fireplace, pressure treated deck, dining room with tray ceiling, and crown moldings. Fantastic quality standard construction package! Exterior accents such as board and batten and cultured stone included. Public sewer, well. Choose your prime homesite today. Please do not go onto site, road is under construction. Monthly association fees projected at approximately $60. Will cover private drive, maintenance and snow plowing, insurance, retention pond maintenance, etc.

Listed by Mark A. Toledo and Chuck Haller of Berkshire Hathaway NE Prop.

MLS Number 24204800

• Single Family
• Square Feet 3,987
• Bedrooms 4
• Bathroom 4
• Year Built 1989

Welcome to your own private retreat in East Hampton! Set on nearly 2 acres, this spacious Colonial offers a rare combination of indoor and outdoor living designed to enjoy in every season. The expansive, level and fully fenced backyard provides plenty of room to entertain, play, garden or gather around a fire on crisp fall evenings. Inside, the eat-in kitchen opens to an impressive two-story family room with vaulted ceiling and dramatic stone fireplace. The French doors lead to the sunroom, hot tub and backyard. The sunroom features a skylight for added natural light and for the cooler months there is pellet stove for added warmth. A flexible first-floor office/guest room with adjacent full bath offers options for overnight guests or multi-generational living. Upstairs, the spacious primary suite features a walk-in closet and private bath, along with three additional bedrooms, full hall bath and loft-style sitting area. The finished walk-out lower level with kitchenette and half bath adds even more room for entertaining, recreation, a home gym or extended living. And when warmer days return, the heated L-shaped saltwater pool makes this backyard retreat even better. Conveniently located between Route 2 and Route 9 makes commuting to Hartford or the shoreline a breeze. This is a home with space to live, gather, enjoy, and love year-round.

Listed by Jamie R. Bell of Berkshire Hathaway NE Prop.