32

Windham County CT Homes for Sale with Pool

Section Image
  • /40

    $689,000

    • 4 Beds
    • 2.5 Baths
    • 2,954 Sq Ft

    98 Breakneck Hill Rd, Dayville, CT 06241

    Step inside this deceptively spacious oversized ranch, offering an impressive 3,052 sq. ft. of beautifully designed living space. From the moment you arrive, you'll be surprised by just how much this home has to offer. The open and bright kitchen, dining, and living areas create an inviting flow, perfect for entertaining and everyday living. With 4 bedrooms, including a sensational primary suite

    Lisa Therecka Therecka & Associates LLC

    98 Breakneck Hill Rd, Dayville, CT 06241
  • /36

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 3,222 Sq Ft

    115 Babbitt Hill Rd, Pomfret Center, CT 06259

    This beautiful 3222 sq. ft. Colonial offers everything you could want and more, set on a beautifully manicured lot in a quiet and desirable location. Inside you'll find a spacious layout with 4 bedrooms, 2.5 baths, hardwood floors o the main level, and central air throughout. The inviting living room features a cozy fireplace, while the large kitchen is a true chef's dream with abundant

    Pat Malek First Choice Realty

    115 Babbitt Hill Rd, Pomfret Center, CT 06259
  • /40

    $995,000

    • 3 Beds
    • 2 Baths
    • 2,537 Sq Ft

    246 Heritage Rd, Putnam, CT 06260

    Welcome to 246 Heritage Road in Putnam, CT. This beautifully maintained 2,537 square foot antique colonial home seamlessly blends historic charm with modern updates. Featuring 3 bedrooms and 2 full baths, this home invites you to take a step back in time while enjoying today's comforts. Inside, you will find warm, inviting spaces ideal for both relaxing and entertaining. Step outside to your

    Charolotte Cook CR Premier Properties

    246 Heritage Rd, Putnam, CT 06260
  • /40

    $860,000

    • 3 Beds
    • 2.5 Baths
    • 3,282 Sq Ft

    133 Munyan Rd, Putnam, CT 06260

    Welcome to 133 Munyan Road in Putnam, Connecticut-a beautifully maintained and private retreat nestled on over 4 acres of picturesque land. This elegant 3-bedroom, 2.5-bathroom home, built in 1988, offers approximately 3,282 square feet of refined living space. Recent upgrades include a brand-new roof and an updated kitchen, blending modern comfort with timeless charm. Inside, you'll find a warm,

    Joel Grispino Drawbridge Realty

    133 Munyan Rd, Putnam, CT 06260
  • /36

    $749,900

    • 3 Beds
    • 2.5 Baths
    • 3,364 Sq Ft

    36 Breakneck Hill Rd, Dayville, CT 06241

    Gracefully set on 7.7 private acres, this exceptional estate was designed for those who live to entertain-and love to retreat. From its elegant architecture to its resort-inspired amenities, every detail reflects luxury without compromise. Inside, soaring ceilings and refined millwork frame a layout built for both grand gatherings and quiet indulgence. The formal dining room makes a statement

    Patrick Farrell Compass Connecticut, LLC

    36 Breakneck Hill Rd, Dayville, CT 06241
  • /40

    $1,100,000

    • 5 Beds
    • 4 Baths
    • 5,079 Sq Ft

    76 Mill Brook Ln, Woodstock, CT 06281

    Tucked away on 6.5 private acres in the prestigious MillBrook Estates, this 5,000+ sq ft custom home offers an exceptional blend of elegance, functionality, and luxury. A long paved drive leads to this stately residence, featuring 5 bedrooms, multiple living areas, and rich architectural details throughout. The grand foyer with a hydraulic chandelier sets the tone for the craftsmanship found

    Katie Totten William Raveis Real Estate

    76 Mill Brook Ln, Woodstock, CT 06281
  • /23

    $349,000

    • 4 Beds
    • 1 Bath
    • 1,040 Sq Ft

    3 Pleasant View Dr, Brooklyn, CT 06234

    Great find in Brooklyn! 4 bedrooms and finished basement. New remodeled, eat in kitchen. Nicely kept hardwoods floors in living area and bedrooms. Bathroom updated with modern fixtures. Generously sized bedrooms with ample closet space. Lower level offers laundry with work sink in utility area and a large family room. Fencing frames the yard and gives privacy to the above ground pool. Klotter

    Amy Brunet Brunet and Company Real Estate

    3 Pleasant View Dr, Brooklyn, CT 06234
  • /17

    $71,000

    • 2 Beds
    • 1 Bath
    • 775 Sq Ft

    6 Meadowside Rd, Woodstock, CT 06281

    Welcome to beautiful Meadowside of Woodstock, CT Campground, your home away from home! This is a rare opportunity to own your very own campsite along with this 1986 Regal Prowler 34 Model with a custom additional living room/bedroom space that has been added on. Enjoy peace and serenity with this spacious lot bordering the Thompson town line with a beautiful stone wall. Lots of work has been done

    Diane White CR Premier Properties

    6 Meadowside Rd, Woodstock, CT 06281
  • /40

    $500,000

    • 4 Beds
    • 2 Baths
    • 2,535 Sq Ft

    410 Porter Pond Rd, Moosup, CT 06354

    Step inside this beautifully updated Cape featuring 3-4 bedrooms and 2 full bathrooms, with an open-concept floor plan perfect for modern living. Enjoy the versatility of two spacious additions-each with its own entrance. One offers a roughed-in bathroom, while the other is equipped with a mini-split and pellet stove. Whether you envision an in-law suite, private guest retreat, home office, or

    Sandy Deignan SD Realty Associates, LLC

    410 Porter Pond Rd, Moosup, CT 06354
  • /36

    $469,000

    • 3 Beds
    • 1.5 Baths
    • 2,740 Sq Ft

    516 Brooklyn Rd, Canterbury, CT 06331

    Looking back, this property has many stories to tell! Built in the 1790's by a prosperous local farmer, the house has been a bustling family and farm hub for more than 200 years including its last owners who set up an alpaca farm and lavished care on the 12.34 wooded and open acres. With large perennial and veggie gardens, formal yard spaces and inground pool to make their mark. The 2740 SF home

    Stephanie Gosselin CR Premier Properties

    516 Brooklyn Rd, Canterbury, CT 06331
  • /11

    $474,900

    • 3 Beds
    • 2.5 Baths
    • 3,333 Sq Ft

    83 Kate Downing 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 $4,749 back in closing cost credits OR $2,217 per month at an exceptional financing rate of 5.75% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Welcome to this spacious and beautifully appointed contemporary home, perfectly

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

    83 Kate Downing Rd, Plainfield, CT 06374
  • /36

    $430,000

    • 4 Beds
    • 2 Baths
    • 1,546 Sq Ft

    21 Birch Ave, Thompson, CT 06277

    A financing fail = opportunity for you!! Set back on a quiet road, surrounded by nothing but trees, you will find this one owner, well loved, and meticulously maintained, spacious 4 bed/2 bath Cape! Step inside to a warm, inviting dining room that opens directly into the beautifully renovated kitchen! The sunken family room is filled with natural light from the large windows and skylights in the

    Lisa Perry CR Premier Properties

    21 Birch Ave, Thompson, CT 06277
  • /13

    $338,000

    • 3 Beds
    • 1 Bath
    • 953 Sq Ft

    10 Charlotte St, Danielson, CT 06239

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom raised ranch that blends comfort, style, and functionality. Located in a desirable neighborhood, this home offers a bright and inviting layout perfect for everyday living and entertaining. Inside, you'll find new flooring throughout and an updated kitchen complete with modern appliances, sleek cabinetry, and plenty of counter space for

    Ashley Walker Brunet and Company Real Estate

    10 Charlotte St, Danielson, CT 06239
  • /37

    $1,700,000

    • 7 Beds
    • 5 Baths
    • 4,283 Sq Ft

    90-94 & 93 Upton Rd, Ashford, CT 06278

    Welcome to one of the most extraordinary and locally adored estates in Eastern Connecticut-nearly 300 acres of rolling fields, woodlands, and historic charm offered as a single, unmatched property. Privately set along a quiet, town-maintained dirt road, this expansive estate combines 93 and 90-94 Upton Road into a rare opportunity for legacy ownership. The centerpiece is a breathtaking

    Nicole Gleason CR Premier Properties

    90-94 & 93 Upton Rd, Ashford, CT 06278
  • /40

    $2,500,000

    • 5 Beds
    • 5.5 Baths
    • 7,772 Sq Ft

    357 Wrights Crossing Rd, Pomfret Center, CT 06259

    Steeped in history and surrounded by natural beauty, this extraordinary 41-acre estate offers unmatched privacy, timeless architecture, and refined craftsmanship. Originally built in the mid-1800s and reimagined in 1906, the 7,000+ sq ft stone residence is crowned with a slate roof and framed by lush fields and gardens. Inside, hand-carved moldings, elegant fireplaces, and artisan details speak

    Kristen Kaskela Berkshire Hathaway NE Prop.

    357 Wrights Crossing Rd, Pomfret Center, CT 06259
  • /24

    $335,000

    • 3 Beds
    • 1.5 Baths
    • 1,760 Sq Ft

    26 Perkins St, Plainfield, CT 06374

    Rare Sprawling colonial set on a corner lot with 5 Bedrooms 3 Baths with plenty of nooks and crannies for entertainment and comfort for the entire family. The first floor features large entry foyer with sitting room, sizeable primary bedroom with full bath, eat in kitchen, dining room, and an additional bedroom and full bath. The upper floor has 3 additional roomy bedrooms. Lots of storage space

    Victoria Lindsey Coldwell Banker Realty

    26 Perkins St, Plainfield, CT 06374
  • /40

    $399,900

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft

    316 Westminster Rd, Canterbury, CT 06331

    Brand new septic system just installed! Welcome to your own private paradise! Discover this beautifully renovated 3-bedroom ranch home in the peaceful town of Canterbury CT. Situated on a private, secluded lot, surrounded by lush perennial landscaping, this property offers both comfort and privacy. The spacious living room features a stunning fireplace perfect for cozy nights. The remodeled

    Brenda Chubbuck CR Premier Properties

    316 Westminster Rd, Canterbury, CT 06331
  • /39

    $2,995,000

    • 5 Beds
    • 4.5 Baths
    • 5,977 Sq Ft

    66 Bebbington Rd, Ashford, CT 06278

    PROMINENT 55-ACRE EQUESTRIAN FACILITY w/PRIMARY 6,000SF RESIDENCE w/2 APARTMENTS! Nestled amid a peaceful countryside, this exceptional horse property presents a rare opportunity to acquire a versatile estate that seamlessly combines elegant residential living w/impressive equestrian facilities. A turnkey sanctuary for those seeking solitude, sophistication, & functionality. A private gated entry

    Kiara Rusconi William Raveis Real Estate

    66 Bebbington Rd, Ashford, CT 06278
  • /40

    $995,000

    • 3 Beds
    • 3.5 Baths
    • 3,460 Sq Ft

    180 Jericho Rd, Pomfret Center, CT 06259

    A one of a kind stunning Contemporary Ranch custom built by the current owners! Set on a level 17 acre lot that has been partially cleared for recreational activities & built-in heated pool. This home is a private, quiet sanctuary for you and yours! The exterior has aggregate bricks that sparkle in the sun, limestone sills/steps, & vinyl siding in sides/back. The home was designed with an open

    Armand Colello Executive Real Estate Inc.

    180 Jericho Rd, Pomfret Center, CT 06259
  • /32

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    12 John St, Danielson, CT 06239

    Welcome to your dream home, a beautifully renovated residence brimming with modern charm! This light-filled, airy home features an open-concept kitchen and dining area, perfect for entertaining. The gourmet kitchen boasts sleek granite countertops, a spacious island, and a breakfast bar. A convenient mudroom leads to the backyard and driveway, complete with a deck ideal for an above-ground pool.

    Nicholas Tomanelli Coldwell Banker Realty

    12 John St, Danielson, CT 06239
  • /29

    $269,900

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft

    34 Pleasant St, Plainfield, CT 06374

    You can own this 3 bed home with NO money down and gain a pool for a little more than your monthly rent at $2353 a month....all taxes, insurance and HOA fees included. Take advantage of a program that has limited funding left! Rather than paying someone else's mortgage pay yourself!

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St, Plainfield, CT 06374
  • /40

    $725,000

    • 3 Beds
    • 4 Baths
    • 3,610 Sq Ft

    310 S Bigelow Rd, Hampton, CT 06247

    Welcome to this beautiful Colonial home built in 1738 with a 3 story addition added in 1987. This home has been well maintained and carefully updated. A perfect blend of antique charm and today's modern conveniences. The first floor offers a large modern eat in kitchen, formal dining room with a fireplace, large living room with a fireplace, den/sitting room with a fireplace, study, laundry room

    Mark Benard Brunet and Company Real Estate

    310 S Bigelow Rd, Hampton, CT 06247
  • /26

    $279,900

    • 3 Beds
    • 1.5 Baths
    • 1,429 Sq Ft

    34 Pleasant St Unit 8, Plainfield, CT 06374

    You can own this 3 bed home with NO money down and gain a pool for a little more than your monthly rent at $2366 a month....all taxes, insurance and HOA fees included. Take advantage of a program that has limited funding left! Rather than paying someone else's mortgage pay yourself!

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 8, Plainfield, CT 06374
  • /26

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,259 Sq Ft

    34 Pleasant St Unit 7, Plainfield, CT 06374

    You can own this home with NO money down for only $2,108 a month....all taxes, insurance and HOA fees included. Take advantage of a program that has limited funding left! Rather than paying someone else's mortgage pay yourself!

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 7, Plainfield, CT 06374
  • /25

    $219,900

    • 2 Beds
    • 1 Bath
    • 1,215 Sq Ft

    34 Pleasant St Unit 6, Plainfield, CT 06374

    You can own this home with NO money down for only $1,939 a month....all taxes, insurance and HOA fees included. Take advantage of a program that has limited funding left! Rather than paying someone else's mortgage pay yourself!

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 6, Plainfield, CT 06374
  • /25

    $239,900

    • 2 Beds
    • 1 Bath
    • 1,343 Sq Ft

    34 Pleasant St Unit 5, Plainfield, CT 06374

    You can own this home with NO money down for only $2,155 a month....all taxes, insurance and HOA fees included. Take advantage of a program that has limited funding left! Rather than paying someone else's mortgage pay yourself!

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 5, Plainfield, CT 06374
  • /26

    $264,900

    • 3 Beds
    • 1 Bath
    • 1,314 Sq Ft

    34 Pleasant St Unit 4, Plainfield, CT 06374

    You can own this 3 bed home with NO money down and gain a pool for a little more than your monthly rent at $2301 a month....all taxes, insurance and HOA fees included. Take advantage of a program that has limited funding left! Rather than paying someone else's mortgage pay yourself!

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 4, Plainfield, CT 06374
  • /24

    $219,900

    • 2 Beds
    • 1 Bath
    • 1,188 Sq Ft

    34 Pleasant St Unit 3, Plainfield, CT 06374

    You can own this home with NO money down for only $1,955 a month....all taxes, insurance and HOA fees included. Take advantage of a program that has limited funding left! Rather than paying someone else's mortgage pay yourself!

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 3, Plainfield, CT 06374
  • /23

    $29,900

    • 1 Bed
    • 1 Bath
    • 300 Sq Ft

    25 Route 197 Unit Lot 40, Woodstock, CT 06281

    Price Improvement! Welcome to your home away from home! This is your opportunity to own your very own campsite located in in the beautiful Meadowside of Woodstock community! Included is a 1995 33' Corsica Cobra 30BH trailer that has been well cared for. The trailer has a queen bed and a bunk room with two additional sleeping bunks, a full bath with a standup shower and an eat-in kitchen. There is

    Keri Roy Kazantzis Real Estate, LLC

    25 Route 197 Unit Lot 40, Woodstock, CT 06281
  • /39

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,892 Sq Ft

    13 Foster St, Danielson, CT 06239

    Charming 3-Bedroom Raised Ranch - Fully Renovated! Move right into this beautifully updated 3-bedroom, 2-bathroom raised ranch, offering modern finishes and a spacious layout. The interior has been recently renovated and features fresh paint and all-new vinyl plank flooring throughout. The brand-new kitchen is a showstopper with new cabinets, sleek quartz countertops, and new stainless steel

    Tanya McDermott Berkshire Hathaway NE Prop.

    13 Foster St, Danielson, CT 06239
  • /4

    $465,000

    • 4 Beds
    • 4 Baths
    • 5,176 Sq Ft

    50 High St, Moosup, CT 06354

    This expansive Cape Cod-style home is a hidden gem, situated on 2.72 acres with a wraparound driveway complemented by an additional parking area. The two-car garage is located beneath the house, and the home features spacious rooms with ample storage throughout. The dining room boasts a beautiful fieldstone fireplace, while the bar area is carpeted wall-to-wall. The kitchen offers abundant

    Liz Lavallee Dawn Taylor Real Estate

    50 High St, Moosup, CT 06354
  • /34

    $350,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,137 Sq Ft

    176 Bush Hill Rd, Willimantic, CT 06226

    Your dream home has arrived! This 3-bedroom, 2-bath raised ranch with an oversized 1-car garage combines modern comfort, energy efficiency, and incredible outdoor living. Step inside to an open floor plan where a spacious living room flows into the stunning kitchen and dining area, complete with custom cabinetry, stainless steel appliances, granite countertops, tiled floors, and sliding glass

    Kara Mazzola First Choice Realty

    176 Bush Hill Rd, Willimantic, CT 06226
How to Buy a Home How to Finance a Home How to Sell a Home