Windham County CT Homes for Sale with Acreage

/40
$525,000
- 4 Beds
- 2.5 Baths
- 1,656 Sq Ft
815 Mashamoquet Rd, Pomfret Center, CT 06259

This 4-bedroom, 2.5-bath ranch has been extensively updated inside and out, offering a bright and welcoming layout. The kitchen features new cabinetry, granite countertops, and breakfast bar seating-ideal for cooking and entertaining. The private primary suite includes a walk-in closet and a beautifully finished bath with a double vanity, while three additional bedrooms and a full bath are

Carol Ryniewicz

CR Premier Properties

(860) 809-5749

815 Mashamoquet Rd, Pomfret Center, CT 06259
/40
$700,000
- 5 Beds
- 4 Baths
- 3,610 Sq Ft
310 S Bigelow Rd, Hampton, CT 06247

Step into the enchanting story of this 1738 Colonial, where historic soul meets a graceful 1987 three-story addition. Lovingly preserved and thoughtfully refined, this home is a beautiful marriage of antique character and contemporary luxury. The main level radiates warmth, centered around a spacious chef's kitchen designed for gathering. Imagine hosting dinners in the formal dining room or

Amy Rio

Executive Real Estate Inc.

(860) 979-5631

310 S Bigelow Rd, Hampton, CT 06247
/40
$739,900
- 2 Beds
- 2.5 Baths
- 2,447 Sq Ft
349 S Bigelow Rd, Hampton, CT 06247

Beautiful Post and Beam design home, Tranquil setting nestled on 25+ acres with pond,babbling brook, and hiking trails nature at it best. This home has a unique design spoiling you with Private Hot tub, sauna, and solarium leading to outdoor patio with fireplace overlooking the pond side. Dramatic open layout with Swedish style stucco fireplace. This design offers the ability to have 2 or 3

Amy Rio

Executive Real Estate Inc.

(860) 831-4269

349 S Bigelow Rd, Hampton, CT 06247
/40
$625,000
- 4 Beds
- 3.5 Baths
- 2,699 Sq Ft
140 N Frontage Rd, Danielson, CT 06239

Amazing opportunity to own this private Colonial with over $100k in improvements! In-law apartment over a spacious 4-car garage w/EV charger hookup, and newly paved driveway. Ideally located just minutes from the Rhode Island border, offering easy access to shopping, dining, and commuting routes. Inside, you'll find hardwood floors and a bright open-concept layout. The updated kitchen features

Valerie MacNeil

Kazantzis Real Estate, LLC

(860) 615-2825

140 N Frontage Rd, Danielson, CT 06239
/40
$850,000
- 3 Beds
- 2 Baths
- 2,316 Sq Ft
483 North Rd, Ashford, CT 06278

Exceptional Currier and Ives type setting in peaceful Ashford CT. Set on 25 acres that preliminary work was done showing 4 lots and leaving the house with over 5 acres. This property has a Barn with three oversized stalls and pastures; property absolutely designed for horses. This home has been tenderly updated to maintain all that historic feeling of this 225-year-old home while having all of

Dan Keune

Campbell-Keune Realty Inc

(860) 813-3662

483 North Rd, Ashford, CT 06278
/14
$650,000
- Land
- 153 Acres
- $4,248 per Acre
0 Kozey Rd, Eastford, CT 06242

Extraordinary 153-acre parcel nestled in the heart of Connecticut's scenic Last Green Valley, offering exceptional privacy and natural beauty. This remarkable property borders Natchaug State Forest, Yale Meyers Forest, and the historic Old Connecticut Path, placing thousands of acres of protected woodland at your doorstep. Rolling terrain, hardwoods, and abundant wildlife create a stunning

Elizabeth Scranton

Kazantzis Real Estate, LLC

(860) 454-6435

0 Kozey Rd, Eastford, CT 06242
/10
$499,900
- 3 Beds
- 2.5 Baths
- 2,160 Sq Ft
85 Soap St, Dayville, CT 06241

Spacious Colonial home with 2160 sq. ft and a 2 car garage. Built in 2006, this home offers comfortable living space, scenic surroundings, and a convenient location close to local shopping, restaurants, and commuting routes. This home features hardwood flooring throughout much of the main living areas and a functional layout designed for everyday living and entertaining. The kitchen includes an

Christine Costa

Kazantzis Real Estate, LLC

(860) 737-9677

85 Soap St, Dayville, CT 06241
/40
$549,900
- 5 Beds
- 3.5 Baths
- 4,172 Sq Ft
4 Perrin Rd, Woodstock, CT 06281

House was withdrwan due to bad winter weather only. Historic elegance meets modern comfort in the Ebenezer Stoddard House (c. 1800), a former inn offering 4,172 sq ft, 5 bedrooms, and 3.5 baths on 1.2 acres in Woodstock's sought-after Quiet Corner. Original charm shines through wide-plank floors, exposed beams, multiple fireplaces, 2 stair cases , while recent updates include a modernized kitchen

Divya Kataria

Berkshire Hathaway NE Prop.

(860) 410-4201

4 Perrin Rd, Woodstock, CT 06281
/40
$650,000
- 3 Beds
- 2.5 Baths
- 2,316 Sq Ft
483 North Rd, Ashford, CT 06278

Exceptional Currier and Ives type setting in peaceful Ashford CT. This property has a Barn with three oversized stalls and pastures; property absolutely designed for horses. This home has been tenderly updated to maintain all that historic feeling of this 225-year-old home while having all of the modern conveniences needed for today's living. 1st floor has a large dining room with a fireplace and

Dan Keune

Campbell-Keune Realty Inc

(860) 553-9384

483 North Rd, Ashford, CT 06278
/10
$225,000
- Land
- 3.72 Acres
- $60,484 per Acre
80 Averill Rd, Pomfret, CT 06259

Approved, shovel ready Commercial Building Site. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.04 the entrance is on Averill Rd It has 3.72 Acres. Just off US Route 44.Shared driveway access with Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers & Strip Malls. Drive-Thru, Restaurants, Cafe', Chains, Grocery Stores & Convenience

Mary Collins

Berkshire Hathaway NE Prop.

(860) 791-1920

80 Averill Rd, Pomfret, CT 06259
/5
$225,000
- Land
- 3.86 Acres
- $58,290 per Acre
00 Mashamoquet Rd, Pomfret, CT 06259

Approved, shovel ready Commercial Building Site. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.02 It has 3.86 acres. Boarders the popular Airline State Park Trail in Back. It is directly on US Route 44. Just after the Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers & Strip Malls. Drive-Thru, Restaurants, Cafe', Chains, Grocery

Mary Collins

Berkshire Hathaway NE Prop.

(860) 579-6685

00 Mashamoquet Rd, Pomfret, CT 06259
/40
$575,000 Coming Soon
- 3 Beds
- 2.5 Baths
- 2,420 Sq Ft
173 Mason Rd, Brooklyn, CT 06234

Perched on a hilltop in the scenic countryside of Brooklyn, this stylish custom Cape offers beautiful sunrise views from the inviting front porch. The freshly painted, open-concept interior features a living room with a wood-burning fireplace (new flue), gleaming hardwood floors, and a ceiling fan. The dining area showcases refinished hardwoods and sliders leading to an expansive deck-ideal for

Mary Collins

Berkshire Hathaway NE Prop.

(860) 864-5807

173 Mason Rd, Brooklyn, CT 06234
/19
$475,000 New Construction
- 4 Beds
- 3 Baths
- 2,696 Sq Ft
22 South St, Brooklyn, CT 06234

Construction has begun on this New Contemporary Raised Ranch on a Beautiful Wooded Lot. Check out those Pics & Virtual Reality Tour. There is still time to make some choices!! Estimated Completion Date is Late July 2026! Four Bedrooms & 3 Full Bathrooms. Central AC. Two Car Garage. Vaulted Ceilings. Luxury Plank Flooring, Custom Kitchen w/ Granite Counters & Center Island. Spacious Vaulted

Bill Heenan William Raveis Real Estate

22 South St, Brooklyn, CT 06234
/8
$499,000
- 3 Beds
- 2.5 Baths
- 1,768 Sq Ft
365 Canterbury Rd, Brooklyn, CT 06234

xThere's something special about coming down scenic Route 169... and this home captures it beautifully. Just south of the Brooklyn Fairgrounds, you'll find a place where life slows down a bit in the best possible way. Picture yourself on the front porch swing, coffee in hand, watching the antique cars roll by on a Sunday morning and sharing a wave with neighbors who still take the time to say

Gene Larrow Larrow's Real Estate

365 Canterbury Rd, Brooklyn, CT 06234
/10
$96,000
- Land
- 5.41 Acres
- $17,745 per Acre
0 Green Hollow Rd, Moosup, CT 06354

5+ acre rural parcel with versatile potential for your ideal home, recreational retreat or private sanctuary. Sloping to a beautiful crest, this lightly treed lot has abundant stone walls and offers approximately 350' of road frontage. Conveniently located near major highway and local amenities.

Lisa Bellavance Berkshire Hathaway NE Prop.

0 Green Hollow Rd, Moosup, CT 06354
/38
$575,000
- 5 Beds
- 4.5 Baths
- 2,888 Sq Ft
41 Margaret Henry Rd, Danielson, CT 06239

Oversized Colonial offering exceptional space, flexibility, and income potential. This well-appointed home features a spacious layout with generous living areas, ideal for both everyday living and entertaining. A separate in-law apartment provides the perfect setup for extended family, guests, or additional rental income, offering privacy and versatility. The main residence showcases classic

Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

41 Margaret Henry Rd, Danielson, CT 06239
/34
$350,000
- 3 Beds
- 2 Baths
- 1,754 Sq Ft
170 Smith Rd, Woodstock, CT 06281

Set on 4.3 private acres along a quiet country road, this well-located Woodstock property offers peaceful, nature-filled surroundings with exceptional privacy and 872 feet of road frontage. The home features 1,754 square feet of living space with 3 bedrooms and 2 full baths, designed for comfortable everyday living. A standout feature is the newer in-law apartment on the lower level, complete

John Downs Berkshire Hathaway NE Prop.

170 Smith Rd, Woodstock, CT 06281
/40
$1,000,000 Open House 4/11
- 3 Beds
- 3.5 Baths
- 4,165 Sq Ft
187 Chaplin Rd, Eastford, CT 06242

Welcome to this custom log home set on 3.5 secluded acres, offering lodge-style elegance, a private pond, and a separate cottage with rental income or in-law potential, all surrounded by a peaceful wooded backdrop. Spanning, 4,170 sq ft across three finished levels showcasing natural wood floors and an open main living area highlighted by a massive stone fireplace, creating a warm and inviting

Lauren Heidelberger Berkshire Hathaway NE Prop.

187 Chaplin Rd, Eastford, CT 06242
/39
$549,900
- 3 Beds
- 2.5 Baths
- 2,520 Sq Ft
5 Flat Rock Rd, Plainfield, CT 06374

Beautiful 2,520 sq. ft. contemporary home with vaulted ceilings in the foyer and great room, offering an open yet warm floor plan perfect for entertaining. Features include oversized windows, dining room, and sunken living area with French doors leading to a Trex deck and level backyard. The kitchen is appointed with quartz countertops, custom wood cabinetry with soft-close drawers, subway tile

Michele Geragotelis RE/MAX Bell Park Realty

5 Flat Rock Rd, Plainfield, CT 06374
/23
$350,000
- 3 Beds
- 1 Bath
- 1,394 Sq Ft
173 Westford Hill Rd, Ashford, CT 06278

This 3-bedroom, 1.5-bath home offers 1,394 sq ft of comfortable living space with hardwood floors throughout the main level and a beautifully renovated kitchen featuring modern finishes, ample cabinetry, and great flow for everyday living and entertaining. Brand New Roof. Step outside to a spacious deck overlooking the peaceful, wooded yard-perfect for morning coffee, summer gatherings, or simply

Nicole Garbutt RE/MAX Bell Park Realty

173 Westford Hill Rd, Ashford, CT 06278
/37
$289,000
- 3 Beds
- 1 Bath
- 1,754 Sq Ft
128 Tarbox Rd, Plainfield, CT 06374

Welcome to 128 Tarbox Drive, a charming home nestled in the heart of Plainfield, Connecticut. Set on a peaceful lot surrounded by mature trees, this property perfectly combines privacy, comfort, and convenience. Step inside to find a bright, open layout with spacious living areas ideal for both relaxation and entertaining. The kitchen offers ample cabinet space, modern appliances, and a cozy

Michael Zubretsky Venture One Realty

128 Tarbox Rd, Plainfield, CT 06374
/8
$78,000
- Land
- 5.73 Acres
- $13,613 per Acre
0 Reilly Rd, Hampton, CT 06247

With frontage on two quiet Hampton side roads (Reilly Road and Windham Road), this 5.73 acre property is just the new home site you have been awaiting! With young maple trees, which are tapped by a neighbor for maple syrup, this property affords several homesites to choose from. There are some stone walls indicating where property begins and ends making the property easy to determine which site

Stephanie Gosselin Berkshire Hathaway NE Prop.

0 Reilly Rd, Hampton, CT 06247
/3
$79,900
- Land
- 1.87 Acres
- $42,727 per Acre
18 Ledge Hill Rd, Sterling, CT 06377

Land was approved for a 3 bedroom home in 2004 - please do your due diligence with the town. Beautiful country lot that is high and dry to build your dream home. 4.5 Miles to 395 and close to RI line. 617Ft of road frontage.

Christine Johnson RE/MAX One

18 Ledge Hill Rd, Sterling, CT 06377
/24
$599,900
- 3 Beds
- 1.5 Baths
- 2,020 Sq Ft
192 Stawicki Rd, North Grosvenordale, CT 06255

Set on 1.9 private acres, this beautifully maintained 3-bedroom, 1.5-bath home offers 2,020 square feet of comfortable living space with exceptional charm and versatility. A wraparound farmer's porch creates a warm welcome, while the thoughtfully designed kitchen features granite countertops, newer stainless steel appliances (2020, 2023), and custom cherry cabinetry. New waterproof Lifeproof

Keri Roy Kazantzis Real Estate, LLC

192 Stawicki Rd, North Grosvenordale, CT 06255
/23
$329,900
- 2 Beds
- 1 Bath
- 920 Sq Ft
1605 Route 197, Woodstock, CT 06281

Tucked away on a private 1.3-acre lot in highly desirable Woodstock, this adorable ranch offers the perfect blend of charm, updates, and convenience. Set back from the road with a fenced backyard and ample parking, the property provides both privacy and functionality for everyday living. Inside, the home is truly turnkey, with extensive updates completed around 2019-2020 including furnace, roof,

Jared Meehan RE/MAX Bell Park Realty

1605 Route 197, Woodstock, CT 06281
/4
$90,000
- Land
- 43.2 Acres
- $2,083 per Acre
0 Providence Turnpike Unit 24160702, Hampton, CT 06247

Rare opportunity, 43.2 acres on 5 separate lots, 2 lots in Hampton, CT and 3 lots in Brooklyn, CT. No road frontage, no direct access. Likely viable only for other land owners of an adjacent parcel. This is beautiful land, a great way to expand your current land ownership. Tax and assessment shown is the combined tax and assessment info combined from both Hampton and Brooklyn.

Rick Nassiff KW Legacy Partners

0 Providence Turnpike Unit 24160702, Hampton, CT 06247
/3
$179,900
- Land
- 21 Acres
- $8,567 per Acre
350 Breakneck Hill Rd, Killingly, CT 06241

Building lot ready to go - Site plan available, Septic approved, Wetlands approval in place. Present plan shows home set back about 360 ft from road with 500 ft long driveway. Please see the following from seller for reducing the cost of construction of the driveway - "However, both also stated that a lot of the fill could be brought from the septic area and house location or really, any other

Richard Corrado Coldwell Banker Realty

350 Breakneck Hill Rd, Killingly, CT 06241
/40
$794,900
- 3 Beds
- 2 Baths
- 2,282 Sq Ft
17 Blackwells Landing, Brooklyn, CT 06234

Welcome to 17 Blackwells Landing in the charming town of Brooklyn, Connecticut-where privacy, space, and classic New England living come together. Set on just over 12.5 picturesque acres, this beautifully maintained home offers nearly 2,300 square feet of living space with tasteful updates throughout, creating a perfect balance of comfort and modern appeal. Inside, you'll find spacious living

Andrew Hogan Brian Buonaiuto

17 Blackwells Landing, Brooklyn, CT 06234
/40
$399,900
- 3 Beds
- 2.5 Baths
- 1,512 Sq Ft
167 Armitage Rd, Ashford, CT 06278

Welcome to this charming Colonial-style home set on a private and picturesque 2.75-acre lot, offering the perfect blend of space, comfort, and seclusion. With over 1,500 square feet of well-designed living space, this 3-bedroom, 2.5-bath residence is ideal for both everyday living and entertaining. The main level features a traditional yet functional layout, including a spacious living room, a

Chris Torrez RE/MAX One

167 Armitage Rd, Ashford, CT 06278
/5
$175,000
- Land
- 7.33 Acres
- $23,874 per Acre
308 Orchard Hill Rd, Pomfret Center, CT 06259

7.33 acres zoned commerce, located on orchard hill road. [route 169] 338 feet of frontage, abutting other commercial businesses, level to the road. property is located across from big boy toys in pomfret. No improvements have been done - all inspections / zoning concerns will be responsibility of purchaser

Jim Nispel Coldwell Banker Realty

308 Orchard Hill Rd, Pomfret Center, CT 06259
/28
$599,900
- 5 Beds
- 3 Baths
- 3,378 Sq Ft
29 Old Canterbury Rd, Plainfield, CT 06374

Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $5,999 back in closing cost credits OR $2,591 per month at an exceptional financing rate of 5.05% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits An Entertainers Dream! Step into a gorgeous open Kitchen with high end cabinets and

Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

29 Old Canterbury Rd, Plainfield, CT 06374
/30
$975,000
- 2 Beds
- 2 Baths
- 2,895 Sq Ft
564 Hubbard Rd, Danielson, CT 06239

Back on the market with fresh updates! Tucked at the end of a winding country drive through open meadow, this distinctive contemporary retreat sits on over 12 private acres. The property features a beautifully remodeled 3 bedroom, 2 bath home offering approximately 2,800 sq ft of living space, along with an impressive heated and air-conditioned four-bay garage with office loft-ideal for

C. Tina Pappalardo Coldwell Banker Realty

564 Hubbard Rd, Danielson, CT 06239
/5
$250,000
- Land
- 8.74 Acres
- $28,604 per Acre
100 Hawkins Rd, Putnam, CT 06260

8.74 acres located just off Route 44 in East Putnam. Ideal subdivision. Zoned R-40 and requires 200' frontage with 40,000 square feet of land. Adjacent to Highway Commercial zone. Survey available.

Richard Loomis RE/MAX Bell Park Realty

100 Hawkins Rd, Putnam, CT 06260
/37
$365,000
- 5 Beds
- 2.5 Baths
- 3,069 Sq Ft
38 Canterbury Rd, Brooklyn, CT 06234

Built in 1829 by Edwin C. Newbury and recognized by the Brooklyn Historic Society, this classic center hall Colonial offers a rare opportunity for true old home enthusiasts to own a meaningful piece of Brooklyn's architectural history. Prominently set in Brooklyn Center along scenic Route 169, the property blends early New England heritage with modern convenience, just a short drive to local

Adam Gumula Kazantzis Real Estate, LLC

38 Canterbury Rd, Brooklyn, CT 06234
/9
$1,300,000
- Land
- 1.41 Acres
- $921,986 per Acre
20 Wauregan Rd, Killingly, CT 06239

Strategically positioned at a signalized, high-traffic corner along Route 6 and Route 12, this premier commercial offering is available for sale or lease and presents a rare development opportunity in a strong retail corridor. The property features over 517 feet of combined frontage on both thoroughfares, delivering exceptional visibility, multiple points of access potential, and continuous

Androula Kazantzis KAZANTZIS ANDROULA

20 Wauregan Rd, Killingly, CT 06239
/40
$499,900
- 5 Beds
- 2.5 Baths
- 2,887 Sq Ft
13 Bates Rd, Chaplin, CT 06235

Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

Kristen Merrill Countryside Realty

13 Bates Rd, Chaplin, CT 06235
/40
$649,900
- 3 Beds
- 2.5 Baths
- 2,604 Sq Ft
63 May Brook, Woodstock, CT 06281

First time offered, original owner & WBA built 2,600 sq. ft. Ranch located in a desired area of Woodstock. This home features 3 bedrooms, 2.5 bathrooms, first floor laundry, designated office space, 2 car oversized garage, along with a finished walk-up second floor bonus room over the garage. The kitchen has plenty of working space, granite counters, along with an eating space overlooking the

Ryan LaJoie Johnston & Associates Real Estate, LLC

63 May Brook, Woodstock, CT 06281
/39
$399,900
- 3 Beds
- 2.5 Baths
- 2,123 Sq Ft
1 Library Rd, Canterbury, CT 06331

Welcome to 1 Library Road, a beautifully updated antique Colonial nestled in the heart of Canterbury's Historic District. Built circa 1807, this classic home combines historic charm with modern improvements on a generous 1.15-acre corner lot just steps from the Canterbury Center Historic District and village green, which features fine 18th- and early 19th-century architecture and cultural

Kristopher Tramont Real Broker CT, LLC

1 Library Rd, Canterbury, CT 06331
/40
$519,000
- 3 Beds
- 2 Baths
- 1,862 Sq Ft
70 Crandall Ln, Canterbury, CT 06331

Find your perfect country retreat in this beautiful updated colonial home, situated on a 2.16 acres on serene cul-de-sac, is move in ready. This property showcases 3 bedrooms, 2 full baths, an office, a formal dinning area and a mud room perfect for shedding shoes. The home features a new pellet stove, new split unit in mud room and the roof updated was updated in 2023. The front porch invites

Lisa Weagle Kazantzis Real Estate, LLC

70 Crandall Ln, Canterbury, CT 06331
/39
$895,000
- 4 Beds
- 2.5 Baths
- 3,100 Sq Ft
350 Hartford Pike, Dayville, CT 06241

Come enjoy this wonderful home. All large rooms with mostly tin ceilings. Some hardwood floors. First floor has a Eat-in kitchen, formal dining room, formal living room, den, bedroom, laundry room and a half bath. The second floor you have a primary suite which takes up half of the upstairs...bedroom, with a full bath and sitting area and walk in closet. Two more bedrooms and another full

Mark Benard Brunet and Company Real Estate

350 Hartford Pike, Dayville, CT 06241

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