1,159

Connecticut Homes for Sale with Pool

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  • /40

    $1,700,000

    • 4 Beds
    • 2.5 Baths
    • 3,824 Sq Ft

    4 Blacksmith Ridge Rd, Ridgefield, CT 06877

    Welcome to this meticulously, well designed Connecticut Colonial beautifully sited on one of SW Ridgefield's most desirable cul-de-sacs. Conveniently located just 2 miles to the heart of downtown Ridgefield. Filled w/an abundance of natural light & great flow, it all comes together w/a sophisticated, tranquil interior design. Main Level has new solid white oak hardwood floors, spacious Family Rm

    Karla Murtaugh Compass Connecticut, LLC

    4 Blacksmith Ridge Rd, Ridgefield, CT 06877
  • /14

    $329,900

    • 2 Beds
    • 1.5 Baths
    • 1,222 Sq Ft

    143 Beard Dr, New Milford, CT 06776

    Welcome to 143 Beard Dr., a spacious 2-bedroom condo located in the desirable Prospect Commons community in New Milford. This well-maintained unit features a two-car tandem garage, washer/dryer hookup, and solid bones-just waiting for your personal touch. The complex offers beautifully landscaped grounds, a seasonal swimming pool, and a unique clubhouse for residents to enjoy. A great opportunity

    Holly Mullins Coldwell Banker Realty

    143 Beard Dr, New Milford, CT 06776
  • /27

    $307,000

    • 2 Beds
    • 1.5 Baths
    • 1,642 Sq Ft

    136 Pembroke Rd Unit 4-34, Danbury, CT 06811

    136 Pembroke Road Unit 34 is a terrific two-bedroom townhouse featuring a full dining room, a den that can function as an extra bedroom, a fireplace for chilly nights and a balcony for sunny days. One half bathroom on the main floor and one full bath and laundry on the upper floor. There is one assigned parking spot for the unit as well as on property storage. The unit is mere steps from the

    Mensah Robinson Coldwell Banker Realty

    136 Pembroke Rd Unit 4-34, Danbury, CT 06811
  • /35

    $665,000

    • 3 Beds
    • 3.5 Baths
    • 3,401 Sq Ft

    90 Park Place Cir Unit 90, West Hartford, CT 06110

    A rare opportunity to own a townhouse that offers true first-floor living. The main level will meet all your daily needs, featuring a spacious living room with soaring ceilings, large sun-filled windows, hardwood floors, and a gas fireplace. Step outside to a charming paver patio that overlooks the community gazebo and green space that is ideal for relaxing or entertaining. Hardwood floors and

    Nicole Greenblatt William Raveis Real Estate

    90 Park Place Cir Unit 90, West Hartford, CT 06110
  • /40

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 3,350 Sq Ft

    16 Thistle Hollow, Avon, CT 06001

    Discover space, style, and low-maintenance living in this expansive 4-bedroom, 3.5-bath condo in Avon's sought-after Hunter's Run community. With over 3,000 sq ft of finished space, this pristine home offers the perfect setup for everyday living, entertaining, or hosting guests. The open-concept main floor features a light-filled living room with vaulted ceilings, gas fireplace, and hardwood

    Noah Rios-Hoffman KW Legacy Partners

    16 Thistle Hollow, Avon, CT 06001
  • /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
  • /38

    $1,289,000

    • 4 Beds
    • 6 Baths
    • 3,764 Sq Ft

    26 Old Orchard Rd, North Haven, CT 06473

    Location! Location! Location!. Quality constructed in 1936 and meticulously maintained is this 3700 plus square foot brick and cedar sided Colonial. Set on a private, level landscaped .93 acre lot it features an inground heated gunite pool with bluestone patio and plenty of play space. The entrance foyer with beautiful archways leads into the south facing Living Room with fireplace, moldings and

    John Cuozzo Press/Cuozzo Realtors

    26 Old Orchard Rd, North Haven, CT 06473
  • /7

    $8,750,000

    • 6 Beds
    • 7.5 Baths
    • 10,400 Sq Ft

    11 Winterset Rd, Greenwich, CT 06830

    Mid Country New Construction smart home on 2.16 exquisite level acres will be completed by early fall, 2025. 10K+ SF of finished space on 4 floors with extra height ceilings throughout. Primary suite and 4 en-suite bedrooms on 2nd floor and a 6th en-suite bedroom on 3rd floor. Custom kitchen with Subzero/Wolf Appliances, island and breakfast area. Spectacular indoor / outdoor living is designed

    Amanda Bates Houlihan Lawrence Inc.

    11 Winterset Rd, Greenwich, CT 06830
  • /37

    $1,349,000

    • 7 Beds
    • 8 Baths
    • 5,154 Sq Ft

    4 Hampton Ct, Farmington, CT 06032

    Farmington Ridge:a premier neighborhood. As you enter the stone lined driveway, the spectacular design of this classic colonial will certainly get your attention. That's just the beginning. Next is an elegant 2 story foyer leading to a great room with a soaring 2 story ceiling open to a chef's kitchen. You won't miss the beautiful entrance to the formal dining room close by. The 1st floor also

    Debbieann Durkin Platinum Realty,LLC

    4 Hampton Ct, Farmington, CT 06032
  • /40

    $6,950,000

    • 5 Beds
    • 7.5 Baths
    • 14,038 Sq Ft

    11 Beachside Common, Westport, CT 06880

    A true Westport icon, 11 Beachside Common is one of the most architecturally distinctive homes on the Connecticut coast-known to anyone who's ever strolled Burying Hill Beach. Set on 2.6 waterfront acres, the property offers sweeping southern views over Sherwood Island and Long Island Sound, with sunsets that rival the Low Country and birdlife that fills the surrounding marsh with movement and

    Wendy Ryan Brown Harris Stevens

    11 Beachside Common, Westport, CT 06880
  • /15

    $429,900

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft

    139 Heritage Village Unit B, Southbury, CT 06488

    Highly sought after 55+ community called Heritage village. Move right in to this renovated 2-bedroom 2 bath Sherman style End unit that has it all, with Engineered Hardwood floors in Living room, dining room and both bedrooms. A New kitchen with stainless Bosch appliances, heated tile flooring that extends from entry, kitchen, hallway and primary bath make this unit a perfect place to call your

    Tammi Ligouri Independent Realty Group

    139 Heritage Village Unit B, Southbury, CT 06488
  • /40

    $690,000

    • 3 Beds
    • 2.5 Baths
    • 2,595 Sq Ft

    185 Country Club Dr, Oxford, CT 06478

    Nestled in the sought-after Oxford Greens community, this Laurel Model offers refined living with 3 bedrooms, 2.5 baths, overlooking the 12th hole of the golf course. The main entrance boasts a light-filled two-story foyer leading into a spacious open layout. The main level features cathedral ceilings, abundant natural light, and hardwood floors, anchored by a cozy gas fireplace in the living

    Jessica Burke Berkshire Hathaway NE Prop.

    185 Country Club Dr, Oxford, CT 06478
  • /40

    $1,950,000

    • 5 Beds
    • 7 Baths
    • 6,127 Sq Ft

    124 Princess Pine Ln, Fairfield, CT 06824

    Set on 2.98 private acres at the end of a cul-de-sac in coveted Greenfield Hill, this elegant 4627+ SF Colonial offers the perfect blend of luxury, space, and functionality. From the grand 2-story foyer to the exquisite crown moldings, every detail exudes timeless sophistication. Designed for entertaining, the home features a gracious flow with expansive living and gathering spaces, a gourmet

    Elizabeth Tritschler William Raveis Real Estate

    124 Princess Pine Ln, Fairfield, CT 06824
  • /40

    $4,295,000

    • 5 Beds
    • 9 Baths
    • 13,457 Sq Ft

    1247 Oenoke Ridge, New Canaan, CT 06840

    AMAZING opportunity to breathe fresh life into this Magnificent Estate! Luxurious style and surroundings including pool and pool house on four acres at this stately address. Over 13,400 square feet of luxury on four finished floors with elegant rooms and flow, including a double story library, lavish primary suite, and fantastic lower level with bar, wine cellar and gym.

    Kelly Defrancesco William Raveis Real Estate

    1247 Oenoke Ridge, New Canaan, CT 06840
  • /29

    $195,000

    • 1 Bed
    • 1 Bath
    • 556 Sq Ft

    222 Williams St E Unit 104, Glastonbury, CT 06033

    This well-maintained courtyard facing 1st floor 1BR Condominium could be yours! Among things that make this Soap Factory listing unique is that it INCLUDES a permanent easement to a nearby large 1st floor CLIMATE CONTROLLED STORAGE UNIT, adding an additional 30 square feet of space, not reflected on the property card. The Condo offers plenty of natural sunlight, views of the courtyard's scenic

    Steven Ganci Coldwell Banker Realty

    222 Williams St E Unit 104, Glastonbury, CT 06033
  • /40

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 2,396 Sq Ft

    127 Weldon Ct, Goshen, CT 06756

    Seller relocating to another state! Lovingly updated, move-in ready home located on a quiet cul-de-sac in the desirable Woodridge Lake community adjacent to hiking trails at the Mohawk State Forest. Major upgrades include freshly painted exterior (2025), new roof (2021), new high-efficiency heating (2023) and A/C heat pump system (2024), renovated kitchen with new quartz countertops, stainless

    Heidi Weed Lamacchia Realty

    127 Weldon Ct, Goshen, CT 06756
  • /26

    $549,000

    • 2 Beds
    • 2 Baths
    • 2,645 Sq Ft

    0 Long Hill Farm Unit 20 24113571, Guilford, CT 06437

    Large 2600 sf single family home in Long Hill Farm. Enjoy the privacy of your own private pool.

    Lori Vogel William Raveis Real Estate

    0 Long Hill Farm Unit 20 24113571, Guilford, CT 06437
  • /40

    $1,475,000

    • 6 Beds
    • 8 Baths
    • 5,797 Sq Ft

    20 Fieldstone Dr, Easton, CT 06612

    D. FAIRCHILD WHEELER ESTATE - Built in 1949 for the well-known philanthropist, this stately home sits majestically atop a sweeping front lawn w/ breathtaking views. This 5+ acre estate includes the 6-bedroom home w/ adjacent 2-bedroom in-law apartment/legal rental, a gunite pool & spa tub, multiple outbuildings & scenic views in every direction. The main house is brimming w/ old world charm

    Gayle Worthington William Raveis Real Estate

    20 Fieldstone Dr, Easton, CT 06612
  • /30

    $249,900

    • 3 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    10 Redwood Ct Unit 10, Cromwell, CT 06416

    Welcome to 10 Redwood Court, a beautifully updated condo in the heart of Cromwell. This spacious home features 3 bedrooms and 2.5 bathrooms, including a primary bedroom with an attached primary bathroom and private deck. The main level boasts a large open floorplan, perfect for entertaining and everyday living with dual sliders out to the backyard & patio. Enjoy modern comfort with central air,

    Mark Given Berkshire Hathaway NE Prop.

    10 Redwood Ct Unit 10, Cromwell, CT 06416
  • /39

    $649,000

    • 4 Beds
    • 3 Baths
    • 2,930 Sq Ft

    603 Lake Dr, Guilford, CT 06437

    Perched atop a scenic hill on four acres, this stunning custom-built home offers a blend of privacy, nature, and design. Enjoy breathtaking sunset views and seamless indoor-outdoor living with expansive decks and natural surroundings. Just a short walk to the sparkling waters of Lake Quonnipaug, you'll have easy access to swimming, boating, kayaking, and fishing. For land lovers, explore nearby

    Tim Galvin William Raveis Real Estate

    603 Lake Dr, Guilford, CT 06437
  • /28

    $1,080,000

    • 3 Beds
    • 2.5 Baths
    • 3,186 Sq Ft

    93 Gray Ln, Goshen, CT 06756

    Spacious Country Retreat with Pool on 10 Acres Experience comfort, privacy, and timeless charm in this spacious 3-bedroom, 2.5-bath home set on 10 beautifully landscaped acres. With 3,182 square feet of living space, this country retreat offers hardwood floors, light-filled interiors, and outdoor amenities ideal for year-round living or weekend escapes. The first-floor primary suite provides

    Tracy Macgowan Elyse Harney Real Estate

    93 Gray Ln, Goshen, CT 06756
  • /40

    $3,950,000

    • 6 Beds
    • 8 Baths
    • 8,145 Sq Ft

    247 Roxbury Rd, Washington, CT 06793

    Long gracious driveway leads you to the formal yet comfortable country house set privately on the property for peaceful enjoyment. The location is ideal, allowing easy access to Lake Waramaug, restaurants, an abundance of hiking and walking trails, wineries, breweries and New Preston Village for shopping. The home itself is quite breathtaking with high quality details that include hardwood

    Maria Taylor Klemm Real Estate Inc

    247 Roxbury Rd, Washington, CT 06793
  • /40

    $5,725,000

    • 7 Beds
    • 9 Baths
    • 13,615 Sq Ft

    9 Greenbrier Rd, Westport, CT 06880

    Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage with modern luxury. At its core: a preserved 1930 Frazier Peters stone cottage-now a 2-bed, 2-bath guest house. At its heart: a 2007 custom-built

    Cindy Raney Coldwell Banker Realty

    9 Greenbrier Rd, Westport, CT 06880
  • /40

    $1,650,000

    • 3 Beds
    • 3 Baths
    • 5,057 Sq Ft

    164 East St, Sharon, CT 06069

    Welcome to 164 East St. This scenic family compound is a true Litchfield County gem. This special retreat offers a rare blend of character, privacy, and versatility, perfect for a family compound or an income-generating venture by transforming some outbuildings into guest amenities. Anchoring the property is a striking, renovated 5,000 sq ft barn-style home with four bedrooms and three baths,

    Elisa Waysenson Bain Real Estate

    164 East St, Sharon, CT 06069
  • /40

    $305,000

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    19 Wyndwood Rd, Uncasville, CT 06382

    Step into easy living with this beautifully maintained 2-bedroom, 2-bath ranch style home in the sought after 55+ community of Hillcrest offering an exceptional lifestyle with comfort and conveniences all in one neighborhood. Designed for effortless single-level living, this sun-filled open floor plan incites relaxation and entertaining alike. The spacious living room and dining area flows

    Scott Pellerin Coldwell Banker Realty

    19 Wyndwood Rd, Uncasville, CT 06382
  • /40

    $949,900

    • 6 Beds
    • 4.5 Baths
    • 4,388 Sq Ft

    1033 Prospect Ave, Hartford, CT 06105

    Wonderful arts and crafts style "English Cottage" built in 1907 is in close proximity to Elizabeth Park. Designed for his own residence by the architect Harry Hilliard Smith, this charming home has a brick first story under a projecting second story in rough cast stucco. There is 4,388 square feet of living space with a total of 14 rooms, 6 bedrooms, 4 full baths and one half bath, set on .46

    Ina Cooper William Raveis Real Estate

    1033 Prospect Ave, Hartford, CT 06105
  • /39

    $699,000

    • 3 Beds
    • 2 Baths
    • 2,273 Sq Ft

    201 Hattertown Rd, Newtown, CT 06470

    Charming 1790 Country Retreat or Family Compound with Guest Cottage, Studio, In-ground Pool & Root Cellar. Step into the timeless charm of this historic 1790 country retreat, nestled in lower Newtown near the Easton town line. Set on 1.62 picturesque park-like acres, this unique property includes a lovely historic main residence, a separate 800 sq ft guest cottage, a 400 sq ft studio with a

    Corinne Mucherino Realty ONE Group Connect

    201 Hattertown Rd, Newtown, CT 06470
  • /40

    $469,900

    • 3 Beds
    • 3 Baths
    • 3,024 Sq Ft

    15 Highview Dr, Dayville, CT 06241

    Welcome to Zadora Heights! Spacious colonial style home with 3-5 bedrooms, 3 full bathrooms and 3024 sqft. This freshly painted home features updated lighting, hardwood floors, living room with a wood burning fireplace, updated kitchen and baths. The partially finished walkout basement, with a full bath, offers plenty of additional space for either a large family room, space for large workout

    Christine Costa Kazantzis Real Estate, LLC

    15 Highview Dr, Dayville, CT 06241
  • /37

    $950,000

    • 5 Beds
    • 3 Baths
    • 4,271 Sq Ft

    126 Cooke Rd, Wallingford, CT 06492

    126 Cooke Road is more than a home - it's your private retreat. Tucked away on nearly 5 acres in Wallingford's peaceful countryside, this oversized Colonial offers the space, privacy, and lifestyle you've been searching for. The open, sun-filled main level flows beautifully for both family moments and entertaining, while the in-ground pool and patio invite endless summer enjoyment. Upstairs, four

    Kevin Rockoff Rockoff Realty

    126 Cooke Rd, Wallingford, CT 06492
  • /40

    $899,000

    • 4 Beds
    • 5 Baths
    • 5,855 Sq Ft

    70R Tri Mountain Rd, Durham, CT 06422

    Vacation all year in this exquisite custom ranch on private 4+ acre lot in sought after Durham. Your house will be THE PLACE for friends and family to visit and stay! Enjoy hosting in your spacious living room or formal dining room with wood inlay floor. Casual gatherings are fun and easy in the open family room and kitchen. For some alone time, sit by the fireplace or experience peace by gazing

    Jason Fredricksen Seabury Hill REALTORS

    70R Tri Mountain Rd, Durham, CT 06422
  • /40

    $1,895,000

    • 5 Beds
    • 4 Baths
    • 4,056 Sq Ft

    31 Riverfield Dr, Weston, CT 06883

    The Perfect Trifecta: River, Pool, Court with special appointments. This breathtaking estate is a true love letter to both nature and craftsmanship. A rare and intimate retreat, it offers a private sanctuary where the rhythm of the river sets the pace of life. Imagine waking to the gentle murmur of water, with the beauty of the river unfurling before whether you're kayaking at sunrise or fishing

    Betty Stroll William Raveis Real Estate

    31 Riverfield Dr, Weston, CT 06883
  • /13

    $324,900

    • 2 Beds
    • 1.5 Baths
    • 990 Sq Ft

    4 Union Ave Unit 26, Norwalk, CT 06851

    Great opportunity to own a 2-bedroom, 1.5-bath condo in a prime Norwalk location! This unit offers incredible potential with some TLC. Just minutes from the train station, Connecticut Avenue shopping, restaurants, and beautiful Calf Pasture Beach. Perfect for commuters or those looking to invest and customize. Don't miss out on this conveniently located gem!

    Ellen Balazs Berkshire Hathaway NE Prop.

    4 Union Ave Unit 26, Norwalk, CT 06851
  • /25

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    486 Heritage Village Unit A, Southbury, CT 06488

    Welcome to the vibrant Heritage Village! Ideal for downsizing but staying active. Beautifully surrounded end unit boasts tons of natural light and park like secluded surroundings Newer mechanicals heat pump/AC unit (2021), water heater (2022). Both bathrooms provide walk-in showers, tons of closet and storage space here. Primary bedroom has four large closets. Kitchen shines with stainless steel

    Robert Van Egghen Carey & Guarrera Real Estate

    486 Heritage Village Unit A, Southbury, CT 06488
  • /40

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 4,879 Sq Ft

    48 Shepherds Trail, Madison, CT 06443

    This one-of-a-kind Contemporary Colonial home features 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining and everyday comfort. Step into the impressive foyer, where an expansive living room and formal dining area set the stage for large gatherings. At the heart of the main level, the kitchen shines with granite countertops, stainless steel appliances, and a

    Erin Connelly Coldwell Banker Realty

    48 Shepherds Trail, Madison, CT 06443
  • /39

    $1,088,000

    • 3 Beds
    • 1.5 Baths
    • 2,068 Sq Ft

    55 Bogel Rd, East Haddam, CT 06423

    Introducing a turnkey retreat rarely experienced yet well-deserved. Step into a thoughtfully reimagined oasis where modern elegance meets functional luxury. This completely remodeled residence artfully blends contemporary sophistication with refined, innovative design. The main level welcomes you with light-filled living areas anchored by a sleek gas fireplace and a chef's kitchen outfitted with

    Amy Graham William Pitt Sotheby's Int'l

    55 Bogel Rd, East Haddam, CT 06423
  • /40

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 2,574 Sq Ft

    50 Kelseytown Rd, Clinton, CT 06413

    Nestled in the heart of a picturesque shoreline town, this beautiful Colonial home offers the perfect blend of timeless charm and modern comfort. Set on 2.5 private, wooded acres, this 4-bedroom, 2 full and 2 half-bath residence is a tranquil escape just minutes from the coast. Step inside to discover a warm and inviting interior, featuring spacious living areas filled with natural light. The

    Agnes Duszynska Carbutti & Co., Realtors

    50 Kelseytown Rd, Clinton, CT 06413
  • /21

    $439,000

    • 3 Beds
    • 3 Baths
    • 1,448 Sq Ft

    105 Hilldale Rd, West Hartford, CT 06117

    Located directly across from Aiken Elementary School, this beautifully updated split-level home blends everyday function with inviting style. Step through the front door and you'll love the open flow from the living room to the dining area and kitchen, complete with a slider that leads you right into your private backyard oasis-perfect for summer entertaining or peaceful lounging. This spacious

    Omar Montalvo III William Raveis Real Estate

    105 Hilldale Rd, West Hartford, CT 06117
  • /40

    $619,000

    • 4 Beds
    • 2.5 Baths
    • 2,835 Sq Ft

    6 Wolf Ridge Gap, Ledyard, CT 06339

    Welcome to this lovingly maintained prefab colonial, proudly offered for the first time by its original owner. With 4 bedrooms, 2.5 baths, and a layout that's both spacious and flexible, this home blends timeless charm with all the comforts of today. At the heart of the home, you'll find a bright, open-concept kitchen that flows seamlessly into the family room, perfect for everything from busy

    Renee McCammon Berkshire Hathaway NE Prop.

    6 Wolf Ridge Gap, Ledyard, CT 06339
  • /48

    $5,000,000

    • 4 Beds
    • 7 Baths
    • 6,824 Sq Ft

    151 Long Ridge Rd, Danbury, CT 06810

    ROADSIDE – A Storied 53-Acre Private Estate in Fairfield County, CTEscape to your own private nature retreat at ROADSIDE, an extraordinary 53.44-acre country estate blending historic charm and modern luxury, just 90 minutes from Manhattan and 1.5 miles from the Redding train station. This rare legacy property offers unparalleled privacy, provenance, and polish—ideal for equestrians,

    Chelsea Stinson Coldwell Banker Realty

    151 Long Ridge Rd, Danbury, CT 06810
  • /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

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