Windham County, CT Real Estate | Windham County, CT Homes for Sale

Build your dream home near the lake! This unique offering includes two adjoining parcels being sold together for a combined total of approximately 0.7 acres. The primary 0.5-acre parcel features a beautiful cleared and level homesite with open grassy space, ideal for new construction. Previous perc testing and a site development plan in 2008 outlines proposed home placement, septic system, and well location. Buyers are encouraged to verify and update approvals with the NDDH as needed for future development. An additional adjoining 0.2-acre wooded parcel is included, providing added privacy and a natural buffer setting. Located just moments from public lake access off Loyola Road, enjoy boating, kayaking, canoeing, sailing, fishing, and all the recreation the lake community has to offer. Lake Association sticker may be required for certain watercraft. State and local rules and regulations apply. A wonderful opportunity to create your year-round residence or peaceful getaway in desirable Woodstock.

Baxter Road, Woodstock

$550,000

24177998 MLS

Discover the beauty and character of this stunning 43.3-acre parcel featuring a perfect blend of wooded areas and open fields, offering endless possibilities for your dream home, private retreat, recreational getaway, or future investment. A shared drive provides access beginning at a truly unique feature - an old covered bridge located on the property that is proudly listed on the National Covered Bridge Registry, adding timeless charm and historic significance rarely found today. Enjoy peaceful surroundings, natural beauty, and the opportunity to own an extraordinary piece of land with both privacy and character. A rare property with history, scenery, and potential all in one.

North Canterbury Road, Canterbury

$299,000

3 Beds ⋅ 2 Baths ⋅ 24177437 MLS

Welcome to your dream home, where comfort meets tranquility! Nestled on a sprawling 1/2 acre, this captivating house offers the perfect blend of modern living and natural beauty. Step inside to discover a bright and airy living room that invites you to relax and unwind. The open floor plan seamlessly connects the living area to the dining space, creating an ideal environment for family gatherings or entertaining guests. Each of the three bedrooms is designed for rest and rejuvenation. The primary suite features generous space and its own private full bathroom. While the additional bedrooms provide ample room for family or guests. Step outside to your expansive yard, an oasis perfect for outdoor adventures. Whether you're hosting summer BBQs, gardening, or simply enjoying a lazy afternoon in a hammock beneath the trees, this backyard offers endless possibilities.

158 Church St, Thompson

$674,000

3 Beds ⋅ 3 Baths ⋅ 24176840 MLS

Welcome to this stunning 2022-built Colonial set on 2.42 private acres in desirable Woodstock! Tucked back from the road and surrounded by nature, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and peaceful country living. Step inside to an inviting open-concept layout featuring gleaming hardwood floors, recessed lighting, and abundant natural light throughout. The spacious living room centers around a gorgeous gas fireplace and flows seamlessly into the dining area and designer kitchen complete with white shaker cabinetry, granite countertops, stainless steel appliances, oversized center island, and sliders leading to the patio and backyard. Upstairs you'll find generously sized bedrooms, including a spacious primary suite, along with convenient second-floor laundry. Additional highlights include central air, forced hot air heat, attached 2-car garage, and over 2,600 sq ft of living space. Enjoy the privacy of a wooded lot while still being conveniently located near local amenities, schools, and commuter routes. Thoughtfully designed and move-in ready, this home offers modern comfort in a peaceful setting.

23 Senexet Rd, Woodstock

$350,000

5 Beds ⋅ 2 Baths ⋅ 73521896 MLS

Opportunity shines in this spacious 2,285 sq. ft. ranch set on a beautiful 1.3-acre park-like lot in the desirable Pomfret area. The spacious main level offers 4 comfortable sized beds, 2 baths, hardwood floors, and a flexible layout ready for your vision. The lower-level walk-out basement features a legal in-law suite with 1 bed, 1 updated bath, and new tile floors, adding exceptional versatility. Recent major updates include a new roof and new oil tank. Outside, enjoy a separate 2-car garage plus a separate wired workshop, ideal for hobbies, storage, or projects. The main floor bath has been gutted to the studs and the kitchen partially removed, creating a prime chance to customize, build equity, or pursue a flip opportunity. Much of the building materials needed to finish the kitchen and bath are included in the sale. **House WILL NOT pass FHA/VA/USDA without renovation component**

796 Hampton Rd, Pomfret

$350,000

5 Beds ⋅ 2 Baths ⋅ 24177164 MLS

Opportunity shines in this spacious 2,285 sq. ft. ranch set on a beautiful 1.3-acre park-like lot in the desirable Pomfret area. The spacious main level offers 4 comfortable sized beds, 2 baths, hardwood floors, and a flexible layout ready for your vision. The lower-level walk-out basement features a legal in-law suite with 1 bed, 1 updated bath, and new tile floors, adding exceptional versatility. Recent major updates include a new roof and new oil tank. Outside, enjoy a separate 2-car garage plus a separate wired workshop, ideal for hobbies, storage, or projects. The main floor bath has been gutted to the studs and the kitchen partially removed, creating a prime chance to customize, build equity, or pursue a flip opportunity. Much of the building materials needed to finish the kitchen and bath are included in the sale. **House WILL NOT pass FHA/VA/USDA without renovation component**

796 Hampton Rd, Pomfret

$349,000

24174495 MLS

FULLY OPERATIONAL TURNKEY CATERING BUSINESS, COMMERCIAL FACILITY & RESIDENTIAL APARTMENT IN THOMPSON, CONNECTICUT. This is a once-in-a-generation opportunity to step into a thriving, five-star rated catering business that has been meticulously built, operated, and perfected over 40 years. G7 Catering is one of northeastern Connecticut's most celebrated catering operations with a flawless five-star reputation and a loyal client base serving weddings, corporate events, birthdays, celebrations of life, funeral receptions, private gatherings, and much more. Professionally maintained and immaculate business only designed and operated by a Johnson and Wales University trained chef. Includes client customer, all upcoming events, 3 complete sets of professional grade dining ware and serving equipment, 2-vans, all cooking prep and catering equipment included and 20+ vehicle parking lot.

139 Riverside Dr, Thompson

$600,000

1 Baths ⋅ 24174484 MLS

FULLY OPERATIONAL TURNKEY CATERING BUSINESS, COMMERCIAL FACILITY & RESIDENTIAL APARTMENT IN THOMPSON, CONNECTICUT. This is a once-in-a-generation opportunity to step into a thriving, five-star rated catering business that has been meticulously built, operated, and perfected over 40 years. G7 Catering is one of northeastern Connecticut's most celebrated catering operations with a flawless five-star reputation and a loyal client base serving weddings, corporate events, birthdays, celebrations of life, funeral receptions, private gatherings, and much more. The property is in absolutely immaculate condition reflecting 23 years of its current ownership. Perfectly positioned just 2 miles from highway access, the property is effortlessly reachable throughout Connecticut, Massachusetts, and Rhode Island. COMMERCIAL FACILITY FIRST FLOOR. Professionally maintained and immaculate commercial facility designed and operated by a Johnson and Wales University trained chef. Includes a professional 2 to 10 burner commercial gas range, 3 commercial convection ovens, walk-in refrigerators, walk-in freezer, walk-in dry storage area, full commercial ventilation and hood system, 3 complete sets of professional grade dining ware and serving equipment, abundant dry and cold storage, dedicated loading dock for catering vehicle access, 2vans, fully equipped client meeting space and private office, all cooking and catering prep equipment included, and 20+ vehicle parking lot.

139 Riverside Dr, Thompson

$600,000

24175417 MLS

Business opportunity to acquire Central Construction Industries, an established company serving the industry since 1996 with strong name recognition and longstanding market presence. This business-only sale includes the business name, goodwill, branding, customer relationships, phone numbers, social media presence, and operational infrastructure associated with the company. No real estate is included in the sale. Excellent opportunity for an entrepreneur or existing company looking to expand under a recognized name with nearly 30 years of established presence in the region. Additional information available upon request with signed confidentiality agreement.

30 Harris St, Putnam

$579,900

4 Beds ⋅ 3 Baths ⋅ 24176497 MLS

This stunning 2005-built Colonial offer sophisticated living space, highlighted by gleaming hardwood floors that flow throughout the entire home. The heart of the house is an expansive kitchen featuring premium granite countertops, stainless steel appliances, and a gas stove, opening perfectly to a living area anchored by a cozy gas fireplace. Recent new renovated master bathroom never been use. Designed for modern comfort, the home includes four impressively large bedrooms and the added luxury of central air and a fully finished lower level, ideal for a home media room, gym, or office. Situated on a private, oversized lot, this property combines high-end finishes with the space.

15 Salmon Dr, Brooklyn

$429,557

4 Beds ⋅ 2 Baths ⋅ 24176334 MLS

Step into a world of timeless beauty and refined New England charm in this extraordinary 1922 Antique Colonial Victorian, perfectly nestled in the heart of Putnam, Connecticut. Rich with character, elegance, and architectural detail, this remarkable residence beautifully blends historic sophistication with thoughtful modern updates. From the moment you enter, you are welcomed by an absolutely breathtaking grand staircase - a stunning focal point that instantly captures the home's elegance and unforgettable presence. Sunlight pours throughout the spacious interior, highlighting beautiful hardwood flooring, classic craftsmanship, and a warm, inviting atmosphere designed for both everyday living and elegant entertaining. The main level offers a graceful flowing layout featuring a spacious living room, an elegant formal dining room, and a generously sized kitchen ready to host holidays, celebrations, and memorable gatherings. Four spacious bedrooms provide comfort and versatility, while updated bathrooms offer the perfect balance of modern convenience and timeless style. One of the home's most exceptional and rare features is the expansive third floor, offering three additional heated rooms with brand-new carpeting. Whether envisioned as a luxurious primary suite retreat, home office space, guest quarters, creative studio, playroom, fitness area, or additional living space, the possibilities are truly endless. Outside, the property continues to impress with a fenced, level

55 Mechanics St, Putnam

$789,000

4 Beds ⋅ 3 Baths ⋅ 24175652 MLS

Set on 3.39 picturesque acres, this beautifully renovated property offers the perfect blend of luxury, function, and country charm-ideal for a mini farm, homestead, or private retreat. The heated and insulated 36x48 Morton barn features front and rear sliding barn doors, 2 horse stalls with potential for 6, 5 doggy doors, water, electric, skylights, and year-round water access-perfect for horses, kennels, or hobby farming. The property also includes a chicken coop, goat building, fenced garden with 12 raised beds, pond, two running streams, and a fire pit area. Inside, the home has been extensively updated with a stunning mahogany entry, Brazilian Walnut (IPE) flooring, vaulted ceilings, fireplace, and a beautifully designed chef's kitchen with soapstone counters, custom cabinetry, and Bosch stainless appliances including an induction stove. The first-floor primary suite offers vaulted ceilings, two walk-in closets, and a renovated bath with porcelain tile and granite vanity. A sunroom with marble floors and skylights opens to the back deck, while a spacious bonus room with private entrance offers ideal in-law, office, or gym potential. Additional features include dual heat with Central Wood Boiler and oil backup, Kubota whole-house generator, underground utilities, central vac, artesian well, cedar siding, and gated driveway. A truly exceptional property with endless possibilities.

287 S Bear Hill Rd, Chaplin

$100,000

24175350 MLS

lovely 8.5 acre lot , raw land

43 Fallbrook Rd, Killingly

$100,000

24175435 MLS

lovely lot 3.5 acres lot great location builders opportunity

70 Cutler Rd, Killingly

$75,000

24175322 MLS

lovely lot great location, builders take notice

1248 Hartford Pike, Killingly

$699,000

4 Beds ⋅ 4 Baths ⋅ 24121525 MLS

Welcome to this timeless 4 bedroom Contemporary Colonial estate offering over 3000 square feet of refined living space, nestled in the heart of scenic Pomfret. This stately home blends classic New England charm and privacy in the cul-de-sac neighborhood.Step inside this grand entryway to find rich wood flooring throughout lending warmth and sophistication to every room. The main level boasts a sunlit living room with a fireplace and french doors leading out to a deck that overlooks 5 acres of privacy.The spacious and thoughtfully designed layout features 2 LUXURIOUS primary suites ideal for multi generational living or accommodating guests.

81 Anderson Rd, Pomfret

$6,950,000

24174026 MLS

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

67 Holmes Rd, Pomfret

$6,950,000

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 ⋅ 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

$299,900

24174800 MLS

On a private road surrounded by unspoiled natural beauty, this remarkable 79-acre property offers exceptional privacy and endless potential. Two brooks enhance the landscape - Lebanon Brook along the western boundary and Porter Pond Brook to the east. The land features a mix of wetlands and highlands, heavily wooded with abundant timber resources. Create your secluded homestead in the wilderness among other large-acreage parcels, with enough lumber to build and heat your home for years to come. The property includes approximately 300 feet of road frontage on Ide Perrin Road, 1,143 feet of frontage on Pole Bridge Road, and 416 feet of frontage by right-of-way. Please do not walk the property without your Realtor present.

00 Ide Perrin Rd, Woodstock

$285,000

3 Beds ⋅ 1 Baths ⋅ 24174794 MLS

Discover the potential in this fixer-upper featuring an ideal floor plan with spacious, flowing living areas and endless possibilities to make it your own. The open and functional layout offers great bones for a renovation project, with generously sized rooms, abundant natural light, and a seamless flow perfect for modern living and entertaining. Whether you're an investor, flipper, or buyer looking to create your dream home, this property is a fantastic opportunity to bring your vision to life while adding significant value. A rare chance to transform a home with incredible potential into something truly special! Property is subject to short sale.

37 Ruth St, Killingly

$375,000

4 Beds ⋅ 1 Baths ⋅ 24169249 MLS

Better than ever is what could be said about this pristine 1760 antique colonial home! With Muddy Brook winding through the property and conserved land located next door, what you see is what you get here: peace and serenity on 2.54 acres in desirable Woodstock, CT! With a new cedar roof, a rebuilt and sealed chimney and all new sills put in place years ago this classic will continue sitting proudly for years to come. Featuring 4 bedrooms and 3070 sf the possibilities here are endless.... but have I neglected to tell you, there is no central heat.... yup! And there never has been! Also, the only bath is located on the first floor. This home has only been used as a summer home for family to gather and create memories, now it is your turn to take this antique gem to the next level, are you game?

1210 Rte 169, Woodstock

$389,000

4 Beds ⋅ 2 Baths ⋅ 24174371 MLS

Welcome to this oversized raised ranch offering the perfect blend of space, comfort, and functionality! Set on over an acre of land, this 4-bedroom home features a thoughtfully designed layout with room for everyone. The spacious primary suite is a true retreat, complete with a massive walk-in closet and an impressive en suite bathroom featuring a double vanity. Not to mention a 3 season room that connects to the back deck for your morning coffee! The main living area offers a dedicated dining space ideal for gatherings and everyday living, while the wood stove adds warmth and charm throughout the cooler months. Additional highlights include a two-car garage, attached workshop perfect for hobbies or storage, and a separate shed for even more flexibility. Equipped with a generator for added peace of mind, this property combines convenience, practicality, and plenty of space both inside and out. With solid bones, generous square footage, and endless potential, this home is ready for its next owner to add their own personal touches. A rare opportunity to enjoy comfortable living in a beautiful setting!

217 Westford Hill Rd, Ashford

$874,000

3 Beds ⋅ 2 Baths ⋅ 24174325 MLS

Hidden Acres is a rare opportunity to own 70+ secluded acres where rustic charm, craftsmanship, and modern functionality come together. Tucked away in a private setting, this extraordinary farm features a 14,400-square-foot equestrian facility with a 12-stall barn and indoor riding arena, ideal for horse enthusiasts, trainers, or those seeking a premier recreational property. A heated 1,920-square-foot garage with 400 amp service offers exceptional versatility for workshops, equipment storage, or business operations. The thoughtfully crafted custom-built 1,808-square-foot, three-bedroom home blends comfort with rustic character, featuring stunning trim details and rich oak hardwood floors milled from timber harvested directly from the land. Completing this one-of-a-kind retreat is a dock-diving pool for dogs, adding a fun and unique amenity for pet lovers. Hidden Acres is a truly special property where rustic living, privacy, and purpose unite.

254 Beaver Hill Rd, Windham

$90,000

24174278 MLS

Located in area of new homes. Slightly wooded. Great location to build your new home.

35 Brooklyn Rd, Canterbury

$90,000

24174312 MLS

Located on country Rd. Lightly treed lot. Perc tested and septic plans available.

45 Brooklyn Rd, Canterbury

$389,000

2 Baths ⋅ 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

$170,000

24173894 MLS

This UNIQUE BEAUTIFUL 3.4-acre lot is truly a must see. Walk past the existing old barn, look to the right and then walk all the way down on the left, it is simply beautiful! Zoned - RESIDENTIAL HIGH DENSIITY there are so many possibilities for use. Single-family, two-family, and multi-family dwellings, and more. Related MLS 24173841

6 Broad St, Killingly

$170,000

24173841 MLS

This UNIQUE BEAUTIFUL 3.4-acre lot is truly a must see. Walk past the existing old barn, look to the right and then walk all the way down on the left, it is simply beautiful! Zoned - RESIDENTIAL HIGH DENSIITY there are so many possibilities for use. Single-family, two-family, and multi-family dwellings, Professional office or customary home occupation, uses allowed with special permit non-resident professional or medical office, Convalescent homes licensed by the State of Connecticut. educational Institutions. nursery schools and day care centers located in a dwelling unit of building. Related MLS 24173894

6 Broad St, Killingly

$309,000

1 Baths ⋅ 24173544 MLS

Condo garages. Individually owned Garages ideal for a large contractor company. Consists of (2)- 14 foot overhead doors. Unit has 1 bathroom, and slop sink, great lighting and more! 200 amp, 3 phase. Heat (Propane) Public Water and Sewer. *On Route 12, Quick Access to 395*

169 Norwich Rd Unit E, Plainfield

$399,000

5 Beds ⋅ 2 Baths ⋅ 24173306 MLS

Step into living history at 21 Brunswick Ave, a lovingly preserved 1890 Victorian in the heart of Moosup. Built when craftsmanship and artistry defined construction, this home announces itself from the moment you cross the threshold. Original hardwood floors anchor every room with warmth and authenticity. A stunning hammered tin ceiling in the bathroom catches the light and the eye, a detail so singular it becomes a conversation piece. The primary bedroom opens into a gracious sitting room, an architectural intimacy that modern floor plans rarely achieve. Ornate trim, unexpected proportions, and eccentric Victorian beauty reveal themselves around every corner. This is not a neglected relic. For more than two decades, its current owner has cared for it with deep pride, preserving its soul while leaving meaningful room for the next steward to add their own mark. The bones are exceptional and the flowering plants and fruit trees are just about to make their debut. The character is irreplaceable. Whether you are a devoted admirer of historic architecture, a lover of Victorian design, or simply someone who believes a home should have a personality, this property will speak to you. Homes like this surface rarely and do not stay available long. Schedule your private showing today.

21 Brunswick Ave, Plainfield

$790,000

3 Beds ⋅ 4 Baths ⋅ 24173131 MLS

Welcome to this exceptional, custom built brick home, set on a stunning piece of property where quality, craftsmanship, and timeless design come together beautifully. From the moment you step inside, you will appreciate the vaulted ceilings, open layout, and impressive mix of hardwood, marble and tile flooring. The heart of the home features a beautifully designed kitchen with quartz countertops, custom built cupboards, 2 ovens, trash compactor and more! The dining room features a wood-burning fireplace that's never been used! With enough room for the largest table. Off the kitchen, enjoy a heated sunroom that offers peaceful views overlooking the inground pool and hot tub, create a perfect space to relax year-round. The main level offers a spacious primary suite with a separate sitting room, custom walk in closet. The en suite features a soaking tub and walk in shower with a heated lamp, double sink vanity and marble countertops. An office on the main floor provides flexibility for working from home or additional living space. Convenient first floor laundry with a half bath adds every day practicality. Upstairs you'll find two additional bedrooms and a full bathroom. The heated basement has an additional half bathroom and offers endless possibilities for recreation, wood shop, storage, gym, or finished space. Additional features include a four car garage, central air, Buderus, furnace, water softener, 200 amp, electrical service, and security system. This is a rare opportuni

524 Wauregan Rd, Brooklyn

$355,000

2 Beds ⋅ 1 Baths ⋅ 24172037 MLS

Adorable year-round home on Lake Bunggee, ideally located across from a private beach with stunning lake views. The main level features vaulted ceilings and an open-concept layout connecting the living room, dining area, and kitchen. There are two bedrooms on the main floor, along with a finished room on the lower level for added space. Enjoy not only the beautiful lake views but also a private backyard-perfect for entertaining. Lake Bunggee is a private, fully recreational lake offering swimming, kayaking, fishing, waterskiing, and more. Don't miss the opportunity to be part of this wonderful lake community.

57 Beaver Dam Rd, Woodstock

$157,900

24172978 MLS

Highly visible main street location in the middle of Willimantic's dining, retail, historic district, and municipal office area. Public water, sewer & gas, 57 ft road frontage, 12,500 traffic count with .17 of an acre in the B1 zone.

760 Main St, Windham

$325,000

3 Beds ⋅ 1 Baths ⋅ 24172730 MLS

Charming 3 bedroom home with loads of potential. Some updates including 2 year old roof. Includes 1 car detached garage, and small sauna building. Park like setting. Seller not sure of condition. Being sold in as is condition, subject to probate court approval.

24 Black Hill Rd, Plainfield

$350,000

3 Beds ⋅ 2 Baths ⋅ 24172634 MLS

Charming home located at 408 Huntington Rd in Scotland, CT. Set on a spacious lot, this property offers a peaceful country setting with plenty of outdoor space. Inside, you'll find a functional layout with comfortable living areas, a bright kitchen, and well-sized bedrooms. All the wood floors were finished. Apartment on the second floor. A great opportunity for anyone looking for quiet living while still being conveniently located. Don't miss your chance to see this property!

408 Huntington Rd, Scotland

$1,150,000

6 Beds ⋅ 5 Baths ⋅ 24172480 MLS

At the end of a long private drive on six rolling acres sits the 1880 Clark Cottage at Wintergreen, a Pomfret estate on the National Register of Historic Places. It's a rare antique that asks nothing of you: 19th-century craftsmanship paired with a fully renovated chef's kitchen and a spa-inspired primary bath, impeccably maintained throughout. Approximately 5,000 square feet span three finished levels and six bedrooms. The remodeled kitchen features custom quartz countertops and sink, a butler's pantry, and a sunlit breakfast nook opening to a living room and sunroom. Formal and casual living rooms, a formal dining room, and an expansive porch handle everything from quiet nights to large gatherings. The primary suite offers a sitting area, balcony, walk-in closet, and renovated bath. A bonus room over the garage and a finished top floor add flexibility for guests, offices, or multi-generational living. Outside is real seclusion: open lawn, mature trees, and room for gardens, set well back from the road yet minutes from Putnam, Woodstock, and the area prep schools, with Hartford, Providence, and Boston within easy reach. Move-in ready and genuinely private.

354 Pomfret St, Pomfret

$199,999

1 Baths ⋅ 24171539 MLS

Unique Commercial Opportunity - Former Funeral Home in Downtown Setting Step into history with this antique commercial building located in the heart of downtown. Formerly operated as a funeral home, this property offers a versatile layout suitable for a variety of business uses including office space, professional services, mixed-use redevelopment, or potential residential conversion (subject to approvals). The building features classic hardwood floors and timeless architectural character throughout, ready to be brought back to life with your vision and updates. While the property does require renovation, key improvements have already been completed including a newer roof and access to city utilities. Set on a generous 2.7-acre lot, the property includes a paved parking area and offers ample space for expansion, additional parking, or creative redevelopment opportunities. A walkout basement provides added functionality for storage or additional usable space. Rare opportunity to invest in a well-located downtown property with strong potential for value-add.

25 Main St, Plainfield

$325,000

24172039 MLS

Discover the perfect blend of privacy, nature, and opportunity with this expansive 17.62 acre parcel in Thompson, CT. Tucked away off a shared driveway, this beautiful property offers a peaceful, wooded setting with rolling terrain, ideal for your dream home, private estate, or future investment. Surrounded by scenic New England landscape, the land features mature trees and road frontage along a municipal road. Engineers are currently designing plans for two homes to be built, offering flexibility for multi generational living, investment, or resale, Purchaser to verify all town approvals. Located in a quiet rural setting, yet still within reach of local amenities, this property provides the best of both worlds, seclusion without sacrificing convenience. Underground electric is available nearby, making development even more accessible. A rare opportunity to own a large, versatile piece of land in Windham County, come walk the property and envision the possibilities!

New Rd, Thompson

$69,500

2 Beds ⋅ 1 Baths ⋅ 24172283 MLS

Your seasonal escape is waiting at Meadowside of Woodstock - a private, gated 100-site co-op campground in Connecticut's Quiet Corner. Lot 69 features TWO structures: a 1999 40-foot Retreat park model with central air, new refrigerator, new deck, and new grill, PLUS a 12x16 log cabin on a concrete slab with electric fireplace and AC. Sleeps 6 total. Fully furnished including brand new sofa. Open-concept kitchen with gas range, built-in microwave, and ceiling fan. Paver patio with fire pit and outdoor seating. Grey water direct to sewer with complimentary weekly pump outs. Located in the heart of the campground - steps from the inground pool, newly remodeled rec hall, bathrooms, showers, and pavilion with live entertainment every weekend. Additional amenities include on-site laundromat, playground, soccer field, ball field, community garden, mini golf, and a fully stocked fishing pond. Lot assessment of $1,650/season ($1,350 early-bird before Jan 31) covers water, sewer, trash, grounds maintenance, and all amenities. Owner pays electric (~$80/mo summer) and propane only. Season runs mid-April through October. Co-op ownership with 1/100th share. Seasonal rental allowed - one lease per season. No tents, no overnight visitors. Showings scheduled via ShowingTime

69 Meadowside Rd, Woodstock

$165,500

3 Beds ⋅ 2 Baths ⋅ 24171622 MLS

Completely remodeled 3-bedroom, 2-bath mobile home in North Windham! This move-in-ready home has been thoughtfully updated throughout and features a brand-new roof, new appliances, and modern finishes from top to bottom. The interior offers a bright and functional layout with updated flooring, refreshed kitchen and bathrooms, and comfortable living space. With recent upgrades throughout, this home provides a great opportunity for affordable, low-maintenance living. Conveniently located close to shopping, restaurants, and local amenities.

28 Circle Dr, Windham

$264,900

6 Beds ⋅ 2 Baths ⋅ 24171757 MLS

Exceptional opportunity for investors and owner-occupants alike! This fully rented two-family home generates $3,025 per month in gross rental income ($36,300 annually) while being offered at just $265,000. Opportunities to acquire a property with this level of income at this price point are becoming increasingly difficult to find. This Putnam two-family is located on a quiet dead-end street just a short walk from downtown's restaurants, shops, and amenities. Each unit offers three bedrooms and one full bath, providing spacious layouts that remain highly desirable to tenants. With nearly 2,000 square feet of living space on a manageable 0.14-acre lot, the property delivers strong rental performance without the burden of extensive grounds maintenance. Putnam's ongoing downtown revitalization continues to attract residents seeking a walkable lifestyle, helping support strong demand for well-located rental housing. Whether you're looking to add a cash-flowing asset to your portfolio or offset your mortgage with rental income, 21 George Street represents an affordable entry into investment property ownership with income already in place from day one.

21-23 George St, Putnam

$79,000

24171759 MLS

Approved building lot on desirable street. Property is on a shared driveway.

106 Church St, Brooklyn

$424,900

5 Beds ⋅ 2 Baths ⋅ 24170264 MLS

Step back in time with this beautifully preserved circa 1815 antique home, known as the Old Danielson house, set on an expansive 6.1acre lot. Rich in history and timeless character, this 2,760sqft residence seamlessly blends classic New England charm with thoughtful modern updates for today's lifestyle. Inside you'll find 5 bedrooms, 1.5 baths, and 10 total rooms, offering a versatile layout with warm, inviting spaces. The home features a living room with a wood stove, a spacious family room, and a kitchen with a cozy breakfast nook that is perfect for everyday living and entertaining. Updated elements throughout enhance comfort while preserving original character, creating a home that feels both historic and functional. Set on over 6 acres of land, the property provides privacy and endless opportunity whether you envision outdoor entertaining, gardening, hobby farming, or simply enjoying peaceful surroundings. Pond located just a short walk from the main house adds to the natural beauty and charm. The current owners have completed a wetlands assessment, offering insight into the land's potential, and suggesting the possibility for additional dwellings or expansion. Buyers is responsible for verifying all information regarding future use and development. Ample parking and a convenient location close to local amenities. A rare opportunity to own a piece of local history with the updates you want and character you can't recreate.

760 Upper Maple, Killingly

$99,000

24169977 MLS

This site is well off the road, and ready to go. The driveway is owned, and the neighbor has a right of way over it. Once past the neighbors property, rise up to the building site. The site is level and open, and the lot then slopes down to the south and west. This portion of the land is wooded. Conduit for power is in place. Agent related to seller.

Lot 03-2 New Sweden, Woodstock

$159,500

24170004 MLS

GREAT OPPORTUNITY FOR RESIDENTIAL DEVELOPMENT! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24124218 TOTAL LAND BEING SOLD IS 133 ACRES(APPROX) and TOTAL ROAD FRONTAGE IS 350 FT(APPROX) WITH BOTH PARCELS COMBINED. BUYER TO PERFORM DUE DILIGENCE TO DETERMINE AVAILABLE LAND USE, ZONING REGULATIONS, UTILITES.

Brooklyn Road, Canterbury

$654,900

3 Beds ⋅ 3 Baths ⋅ 24163257 MLS

Rare opportunity to own a waterfront ranch with a legal in-law apartment set on over 3 private acres in the peaceful countryside of Ashford. Boasting over 800 feet of direct frontage on a state-owned pond with no other homes on the water, this property offers natural beauty, and a truly one-of-a-kind setting. The main home features a comfortable single-level layout filled with natural light, including a spacious living room with fireplace, an inviting dining area, and a functional kitchen ideal for everyday living and entertaining. Generous bedrooms and well-appointed baths complete the main level. The fully approved in-law apartment provides its own private entrance, kitchen, living area, bedroom, and bath-perfect for multi-generational living, guests, or potential rental income. A partially finished lower level adds valuable flex space for a home office, gym, or recreation room, along with additional storage. Step outside to enjoy serene water views, abundant wildlife, and the peace of having your own private stretch of shoreline-ideal for kayaking, fishing, or simply relaxing in nature. Conveniently located with easy access to Interstate 84 and just a short drive to University of Connecticut, this property combines seclusion with accessibility. A truly unique waterfront retreat offering privacy, versatility, and endless potential.

592 Ference Rd, Ashford

$369,900

3 Beds ⋅ 2 Baths ⋅ 24169587 MLS

2 full nice bathrooms and 3 bedrooms with one having access to fully finished and heated attic. Dining room could be used as a first floor bedroom with closet. New 4 bedroom septic installed. Brand new appliances, stove, fridge, dishwasher, washer and dryer

633 Wauregan Rd, Brooklyn

$495,000

3 Beds ⋅ 2 Baths ⋅ 24168086 MLS

Well-maintained 3-bedroom, 1.5-bath Cape that offers unique flexibility. For more than 75 years, this property was home to a family-run monument business, seamlessly blending residential living with a working space-an ideal setup for today's live/work lifestyle or those simply seeking extra room to fit their needs. Inside, you'll find a functional and inviting layout filled with character. The heated sun porch, formerly used as the business office, now serves as a bright and versatile space. The first-floor primary bedroom adds convenience and features a cedar closet. The home has seen several important updates, including a new hot water heater (2023), water holding tank (2024), oil tank, and septic tank. The roof is approximately 10 years old, and double-pane replacement windows help improve overall efficiency. Enjoy a Trex deck. Adding to the appeal, the abutting land is protected by Joshua's Trust, preserving the natural surroundings and offering lasting privacy. An exceptionally deep detached garage (roof 9 yrs) provides plenty of space for storage, hobbies, or workshop use. With zoning that allows for both residential and commercial use, this property presents a rare opportunity to create the lifestyle you want-whether that's purely residential or incorporating a home-based business. Conveniently situated on Route 6 close to shopping, restaurants, and everyday conveniences, this is a truly distinctive offering with history, flexibility, and potential

203 Willimantic Rd, Chaplin

$495,000

24168238 MLS

This unique 3-bedroom property offers a rare opportunity to live and work from the same location, with a rich history of over 75 years as a successful business. The sunroom previously served as the office, while the rest of the home provides comfortable living space full of character and functionality. The first-floor primary bedroom features a spacious cedar closet. Recent updates include a new hot water heater (2023), water holding tank (2024), oil tank, and septic tank, providing peace of mind for years to come. The roof is approximately 10 years old, and the home is equipped with double-pane replacement windows for improved efficiency. Step outside to a back deck with Trex decking and vinyl rails and posts. The neighboring property is protected land under Joshua's Trust, ensuring it will not be developed and preserving your surroundings. The detached garage is fully outfitted for a monument business, complete with sandblast rooms, compressor, and sandblast pot included in the sale. The property is designed to accommodate tractor-trailer deliveries, making it ideal for various business uses. Conveniently located on busy Route 6 near major retailers, restaurants, and everyday amenities, this property offers excellent visibility and accessibility. Whether you're looking to continue a business legacy or start something new, this is a rare live/work opportunity you won't want to miss.

203 Willimantic Rd, Chaplin

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