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Connecticut Homes for Sale with Pool

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  • /30

    $499,900 Open Sat 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,826 Sq Ft

    3 Morgan Place Unit 3, Avon, CT 06001

    This bright and private end-unit villa, tucked away on a quiet cul-de-sac, offers peaceful surroundings and exceptional comfort. Featuring 2 spacious bedrooms and 2.5 bathrooms, this home is ideal for everyday living, entertaining, and extended stays. The main level showcases an open-concept layout with soaring vaulted ceilings (9+ ft), rich hardwood flooring, and elegant millwork. Large windows

    Erica Walker William Raveis Real Estate

    3 Morgan Place Unit 3, Avon, CT 06001
  • /40

    $1,550,000

    • 6 Beds
    • 7 Baths
    • 7,071 Sq Ft

    132 Merrimac Dr, Trumbull, CT 06611

    Welcome to this one-of-a-kind property in Trumbull, offering over 7,000 sf of living space across two separate ranch-style units-perfect for multi-generational living, extended family, or flexible use. With a total of 17 rooms, 6 bedrooms, 5 full & 2 half baths, these two residences blend spaciousness, comfort, and luxury in a breathtaking setting. Upper level has a private entrance. Each unit

    Carl Surrusco William Raveis Real Estate

    132 Merrimac Dr, Trumbull, CT 06611
  • /27

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft

    240 Shepard Ave, Hamden, CT 06514

    Ranch Style - One Floor Living at its best with an open floor plan! Three (3) Bedrooms, Two (2) Full Baths! An exquisite 400 square foot eat-in-kitchen with a wood/electric stone fireplace, vaulted ceilings with skylights, white cabinetry with granite counters, granite custom island, pantry, tiled floor, fully-applianced stainless steel & more! Gleaming wood floors throughout! Formal Living Room

    Donna Frandy Coldwell Banker Realty

    240 Shepard Ave, Hamden, CT 06514
  • /16

    $215,000

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    900 Mix Ave Unit 68, Hamden, CT 06514

    Welcome to 900 Mix Avenue, Unit 68 - a move-in-ready first-floor condo offering easy, single-level living in a well-established Hamden community. This well-cared-for home has seen numerous thoughtful updates over the last decade, including a 2024 kitchen refresh featuring new cabinetry and countertops that bring a clean, modern look to the heart of the home. The fully renovated full bathroom

    Warren Juall HOMESELL

    900 Mix Ave Unit 68, Hamden, CT 06514
  • /39

    $545,000

    • 3 Beds
    • 3.5 Baths
    • 2,867 Sq Ft

    405 Hunter Dr Unit 405, Litchfield, CT 06759

    Experience the private country club community of Hunter's Chase at Litchfield in this distinguished Pimlico-style residence, featuring a newer reimagined open floor plan, offering 3 bedrooms and 3.5 baths. This home, built in 2016 has the added feature of everyone's favorite-a 3rd floor finished loft with 2 skylights, perfect for an office, craft room, or even meditation space. A walk-out

    DONNA MEMBRINO William Pitt Sotheby's Int'l

    405 Hunter Dr Unit 405, Litchfield, CT 06759
  • /19

    $865,000

    • 4 Beds
    • 4 Baths
    • 4,225 Sq Ft

    16 Diana Dr, Woodbridge, CT 06525

    Oversized colonial with a unique layout, gourmet kitchen, and potential in-law setup with over 5,000 sq ft of living space. Privately set at the end of a cul-de-sac on 1.63 acres with an in-ground pool, patio, deck, koi pond, and level yard-great for outdoor living and entertaining. Features 4 bedrooms, 4 full baths, finished lower level, and detached 2-car garage. Main level includes living room

    Steven Koleno Beycome of Connecticut

    16 Diana Dr, Woodbridge, CT 06525
  • /30

    $669,000

    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft

    19 Ledgebrook Dr Unit 2, Norwalk, CT 06854

    Rarely available and truly exceptional, this sun-drenched corner townhouse at 19 Ledgebrook Drive offers the largest 3-bedroom floorplan in the complex along with a level of style, scale, and updating that is hard to find. Soaring ceilings, dramatic architectural lines, oversized windows, and beautiful natural light create an airy, elevated feel throughout the home. The living spaces are both

    Charles Driza Houlihan Lawrence

    19 Ledgebrook Dr Unit 2, Norwalk, CT 06854
  • /38

    $636,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 2,407 Sq Ft

    66 Suzie Dr Unit 66, Newtown, CT 06470

    Wonderful opportunity to own this exquisite ranch-style condo in a beautiful 55+ community. This luxurious penthouse unit offers exceptional privacy with no neighbors above or below and is the largest model available, featuring 7 spacious rooms with trey ceilings and custom built-in cabinets and bookcases. The home includes a private primary suite with large walk-in closet and remodeled stall

    Jill Wolowitz Berkshire Hathaway NE Prop.

    66 Suzie Dr Unit 66, Newtown, CT 06470
  • /40

    $689,900

    • 4 Beds
    • 2.5 Baths
    • 2,408 Sq Ft

    42 Chimney Sweep Rd, Wallingford, CT 06492

    Looking for the perfect multigenerational setup in Wallingford? This one checks all the boxes. Tucked away at the end of a quiet cul-de-sac, this home offers the space, flexibility, and lifestyle today's buyers are searching for. The main level features beautiful hardwood flooring and a layout that feels both warm and functional. Step outside and it gets even better... your backyard is a private

    Kevin Green Berkshire Hathaway NE Prop.

    42 Chimney Sweep Rd, Wallingford, CT 06492
  • /33

    $332,000 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,334 Sq Ft

    23 Maple Ln, Avon, CT 06001

    Welcome to 23 Maple Lane; a well maintained townhome in the heart of Farmington Woods. This 2 bed 2.5 bath Saybrook model with attached garage has been meticulously maintained by its current owner. Step into the foyer and be welcomed by warm toned vinyl plank flooring that runs throughout the entire first floor. The sun-filled sunken living room is adorned with a modern and functional fireplace.

    Susan Arciero Coldwell Banker Realty

    23 Maple Ln, Avon, CT 06001
  • /39

    $8,995,000

    • 9 Beds
    • 10 Baths
    • 8,188 Sq Ft

    16 East Trail, Darien, CT 06820

    Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the

    Ashley Dineen Compass Connecticut, LLC

    16 East Trail, Darien, CT 06820
  • /23

    $345,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    40 Hickory Hill Dr, Waterbury, CT 06708

    Contingent upon sellers finding suitable housing. They are actively looking. Welcome to 40 Hickory Hill Drive, a one of a kind home in Waterbury's desirable west side setting. Located just minutes from the highway off Oronoke Road and near golf, parks, restaurants, and everyday conveniences, this distinctive ranch blends character, comfort, and convenience in a location that is hard to beat. The

    Ross Moravsky Venture Real Estate, Inc.

    40 Hickory Hill Dr, Waterbury, CT 06708
  • /40

    $799,900

    • 4 Beds
    • 2.5 Baths
    • 2,485 Sq Ft

    296 Orange Ave, Milford, CT 06461

    Historic Farmhouse Colonial with Pool, Guest Suite & Walk to Train - Prime Milford, Connecticut Location Best of both worlds-timeless New England charm meets modern luxury living in this beautifully updated 8-room historic Colonial set in a sought-after neighborhood of upscale homes. Ideally located next to the neighborhood grammar school. This 4-bedroom, 2.5-bath home is rich in character with 7

    Stephanie Ellison Ellison Homes Real Estate

    296 Orange Ave, Milford, CT 06461
  • /40

    $4,500,000

    • 10 Beds
    • 10 Baths
    • 6,526 Sq Ft

    Unlisted Address

    Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest

    Dannel Malloy NestSeekers International

    Unlisted Address
  • /27

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    2 Mansfield Grove Rd Unit 170, East Haven, CT 06512

    Experience year-round coastal living in the desirable waterfront community of Four Beaches. This beautifully updated three-bedroom condo offers resort-style amenities including tennis courts, a pool with clubhouse, and impeccably maintained grounds. The home features a spacious open-concept layout with an updated kitchen showcasing granite countertops and stainless steel appliances. The living

    Michael Robinson RE/MAX RISE

    2 Mansfield Grove Rd Unit 170, East Haven, CT 06512
  • /28

    $1,650,000

    • Land
    • 3.65 Acres
    • $452,055 per Acre

    Lot 5 Milton Rd, Goshen, CT 06756

    Set along the serene shores of Woodridge Lake, Lot 5 on Milton Road presents a rare opportunity to own a substantial piece of true waterfront in one of Litchfield County's most coveted communities. Encompassing 3.65 acres with approximately 170 feet of direct lake frontage, this exceptional property combines privacy, scale, and sweeping natural beauty-an increasingly scarce offering. Gently

    Samantha Behm William Pitt Sotheby's Int'l

    Lot 5 Milton Rd, Goshen, CT 06756
  • /21

    $269,900

    • 1 Bed
    • 1 Bath
    • 732 Sq Ft

    323 Walden Green Rd, Branford, CT 06405

    Stylish Condo with Modern Upgrades & Prime Location Welcome home to this beautifully updated 1-bedroom, 1-bath condo offering the perfect blend of comfort, style, and convenience. Step inside to a bright, freshly painted interior featuring new lighting, updated electrical fixtures, and a spacious bedroom with a walk-in closet complete with custom built-in storage. The modern kitchen is fully

    James Sorrentino Century 21 AllPoints Realty

    323 Walden Green Rd, Branford, CT 06405
  • /37

    $1,400,000

    • 7 Beds
    • 4.5 Baths
    • 4,434 Sq Ft

    97 North St, Milford, CT 06460

    Where 1918 Heritage Meets 2026 Innovation --- Experience the impossible: a Historically Registered 1918 home that doesn't just preserve the past - it powers the future. This isn't a renovation; it's a masterclass in "Invisible Innovation", where period-correct craftsmanship lives in perfect harmony with a carbon-neutral footprint. An historically registered 1918 Colonial Revival Home with state

    Erika Portanova Songer William Pitt Sotheby's Int'l

    97 North St, Milford, CT 06460
  • /40

    $4,300,000

    • 6 Beds
    • 9 Baths
    • 9,525 Sq Ft

    278 North Ave, Westport, CT 06880

    Set in a coveted estate enclave prized by CEOs and captains of industry, this exceptional, shingle-style residence embodies timeless architecture, extraordinary craftsmanship, and meticulous attention to detail. Built custom for a CEO, the home showcases uncompromising quality and gracious curb appeal that leave a lasting impression. Designed for seamless indoor-outdoor living and grand-scale

    Cyd Hamer William Pitt Sotheby's Int'l

    278 North Ave, Westport, CT 06880
  • /6

    $22,825,000

    • 8 Beds
    • 10 Baths
    • 12,946 Sq Ft

    11 Beachside Common, Westport, CT 06880

    Direct Waterfront | Greens Farms An extraordinary new waterfront estate by award-winning Coastal Luxury Homes is coming to one of the most coveted stretches of the Connecticut shoreline. Set in the heart of Greens Farms, this spectacular 12,948 square foot modern residence will span four levels and capture sweeping, unobstructed views across Sherwood Island, Burying Hill Beach, and Long Island

    Andrew Whiteley Brown Harris Stevens

    11 Beachside Common, Westport, CT 06880
  • /36

    $1,480,000

    • 3 Beds
    • 3 Baths
    • 3,342 Sq Ft

    320 Chestnut Hill Rd, Stamford, CT 06903

    Completely rebuilt from the studs in 2008, this one-of-a-kind Contemporary blends sleek modern design with classic New England exterior charm. Set on 3+ private acres, the home was designed to capture beautiful views from every room, with walls of windows creating a bright, open, and airy feel throughout. The main living space features soaring cathedral ceilings and dramatic two-story windows

    Penny Schwartz William Raveis Real Estate

    320 Chestnut Hill Rd, Stamford, CT 06903
  • /35

    $152,000

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

    203 Thompson St Unit E, East Haven, CT 06513

    Don't miss a great opportunity to purchase this 3 level, 2 bedroom 1 and 1/2 bath condo. This Property is full of potential and empty of all carpeting allowing for your personal touches. Located in a convenient area of the complex this unit has a spacious kitchen that leads into the dining room with sliders to the back deck. From the dining room you enter into the spacious living room with a

    Diane Briganti Briganti Real Estate, LLC

    203 Thompson St Unit E, East Haven, CT 06513
  • /40

    $575,000

    • 2 Beds
    • 2.5 Baths
    • 2,317 Sq Ft

    79 Suzie Dr, Newtown, CT 06470

    Garden level ranch style condo in a desirable 55+ active adult community that offers true one level living and the feel of a private home. This two bedroom, two and one half bath residence features an open Living Room and Dining Room with a gas fireplace and direct access to a covered paver patio overlooking a private wooded setting. The spacious eat-in Kitchen includes a large island, solid

    Bob and Richelle Ward Coldwell Banker Realty

    79 Suzie Dr, Newtown, CT 06470
  • /32

    $3,120,000

    • 3 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

    403 Stanwich Rd, Greenwich, CT 06830

    Come see this total and complete renovation!. New design, expanded Sq ft, custom hand built kitchen, all new mechanicals, roof, siding, windows, baths, etc. New granite pool deck, private 1.23 acres on desirable Stanwich rd. location.

    Stephen Kane Sotheby's International Realty

    403 Stanwich Rd, Greenwich, CT 06830
  • /40

    $4,800,000

    • 5 Beds
    • 5.5 Baths
    • 5,688 Sq Ft

    71 Saint Johns Place, New Canaan, CT 06840

    Discover New Canaan as it was meant to be. This stunner on coveted St. John's Place was built in 1910 and occupied by the same family for 44 years. Every year, the home was improved, and stands today as a testament to the labor of love built and cared for over four decades. Fully modernized to today's high standards with hints of its storied history as one of the loveliest homes in New Canaan.

    Kelly Defrancesco William Raveis Real Estate

    71 Saint Johns Place, New Canaan, CT 06840
  • /37

    $8,195,000

    • 8 Beds
    • 10 Baths
    • 8,391 Sq Ft

    212 Bedford Rd, Greenwich, CT 06831

    Step into the reimagined 'Sunset Farm,' where historic charm meets modern luxury. Originally a Dutch Colonial from 1840, this landmarked property was completely rebuilt in 2006, blending timeless craftsmanship with contemporary elegance. The grand living and dining rooms, showcasing custom moldings and bespoke details, are perfect for entertaining, while the spacious chef's kitchen flows into a

    Yashmin Lloyds Compass Connecticut, LLC

    212 Bedford Rd, Greenwich, CT 06831
  • /22

    $519,900

    • 4 Beds
    • 2.5 Baths
    • 2,328 Sq Ft

    7 Willow Ln, East Lyme, CT 06333

    Diamond in the rough in desirable East Lyme! Set on .92 acres, this home offers great potential with just a few cosmetic updates. Features include a spacious primary bedroom, additional den/office, fireplace and wood stove. Plenty of expansion or storage space in both the attic and basement. Recent updates include a new heating system (2022), new water filtration system, and newer windows.

    angelina frascarelli Choice Realty

    7 Willow Ln, East Lyme, CT 06333
  • /40

    $4,295,000 Coming Soon

    • 6 Beds
    • 5.5 Baths
    • 5,505 Sq Ft

    8 Pasture Ln, Darien, CT 06820

    Welcome to 8 Pasture Lane, a property that redefines FUN in luxury living with resort-style elegance in one of Darien's most desirable locations. This stunning 6-bedroom, 5,500 sq. ft. home offers impeccable design, thoughtful architecture & an extraordinary flow that's as unique and functional as it is beautiful. From the moment you step inside, the first floor sets the tone for a home that's

    Keiley Fuller Compass Connecticut, LLC

    8 Pasture Ln, Darien, CT 06820
  • /37

    $585,000

    • 3 Beds
    • 3.5 Baths
    • 2,646 Sq Ft

    436 Providence Pike, Putnam, CT 06260

    Set back from the road on 2 private acres, this Putnam CT Colonial offers 3,626 total sq ft of space, privacy, and rare multi-generational living potential just 1 hour from Boston, Hartford, and Providence with easy access to I-395. The main level features a fireplaced living room with hardwood floors and wood stove insert, a versatile den ideal for home gym or office use, a dedicated office, and

    Shiloh Therrien The Neighborhood Realty Group

    436 Providence Pike, Putnam, CT 06260
  • /16

    $199,900

    • 1 Bed
    • 1 Bath
    • 825 Sq Ft

    50 Greenhouse Rd Unit 49C, Bridgeport, CT 06606

    Updated 1-bedroom condo apartment on the second floor featuring 825 sq ft of open-concept living in Bridgeport's North End. Bright living and dining area with wide-plank flooring, recessed lighting, ceiling fan, and sliding glass door to a private covered balcony. Kitchen features white shaker cabinets, quartz countertops, subway tile backsplash with mosaic accent, stainless steel appliances,

    Yasmina Delacruz-Bailey BHGRE Gaetano Marra Homes

    50 Greenhouse Rd Unit 49C, Bridgeport, CT 06606
  • /26

    $329,900

    • 2 Beds
    • 2 Baths
    • 1,398 Sq Ft

    334 Heritage Village Unit A, Southbury, CT 06488

    Welcome to 334A Heritage Village, a well-positioned Country House on Grove Pond Road with a short, level walk from the garage and guest parking-an important convenience for everyday living. This move-in ready, single-level home offers a practical layout with laminate flooring throughout the main living areas (bedrooms carpeted). The living room features custom built-ins, a window seat, and a

    Bob and Richelle Ward Coldwell Banker Realty

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

    $579,000

    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft

    196 Jobs Hill Rd, Ellington, CT 06029

    Experience resort style living this summer at this fine property! You will be amazed to find an exceptional (20' x 40') inground heated saltwater pool that is surrounded by beautiful hardscape features. The pool features 20 foot wide stadium stairs for easy access, a sun self for relaxing and LED lighting. There is a custom finished (14' x 24') pool house with a kitchen set up, a pavilion (12' x

    John Waters Berkshire Hathaway NE Prop.

    196 Jobs Hill Rd, Ellington, CT 06029
  • /40

    $8,000,000

    • 6 Beds
    • 9 Baths
    • 8,933 Sq Ft

    33 Nodine Pasture Rd, Kent, CT 06757

    West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Jill Sloane Brown Harris Stevens

    33 Nodine Pasture Rd, Kent, CT 06757
  • /40

    $1,795,000

    • 4 Beds
    • 4.5 Baths
    • 7,116 Sq Ft

    42 Dogwood Ln, Stamford, CT 06903

    Exceptional custom-built 4 to 5 bedroom Colonial in desirable North Stamford! This impressive 4,644-square-foot residence welcomes you with a dramatic two-story entry hall and offers sophisticated living on a beautifully landscaped 1.1-acre lot. Four generous bedrooms and four full baths plus one half bath provide ample space for family and guests. A versatile bonus in-law suite over the

    Robert Blosio William Pitt Sotheby's Int'l

    42 Dogwood Ln, Stamford, CT 06903
  • /49

    $1,600,000

    • 4 Beds
    • 4.5 Baths
    • 6,444 Sq Ft

    380 Southbury Rd, Roxbury, CT 06783

    Imagine turning onto a quiet country road in beautiful Roxbury, Connecticut, passing classic stone walls and mature trees before arriving at a private drive that gently curves you home. Set back on nearly seven acres of peaceful countryside, 380 Southbury Road offers a rare blend of privacy, elegance, and timeless New England charm. From the moment you step through the arched front entry, the

    Nancy Young BHHS Hudson Valley Properties

    380 Southbury Rd, Roxbury, CT 06783
  • /40

    $508,900

    • 4 Beds
    • 2 Baths
    • 1,544 Sq Ft

    104 Oakdale St, Bridgeport, CT 06606

    Welcome home to this spacious and gracious 4-bedroom retreat, perfectly situated in one of the area's most sought-after neighborhoods. The main level shines with gleaming hardwoods and a seamless open floor plan designed for effortless entertaining. At its heart, the updated kitchen boasts sleek granite countertops, a center island, and abundant cabinetry. Cozy up by the wood-burning fireplace in

    Aliyyah Chapman Rainbow Realty

    104 Oakdale St, Bridgeport, CT 06606
  • /22

    $230,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,220 Sq Ft

    21 Towne House Rd Unit 21, Hamden, CT 06514

    Rare opportunity to own in the desirable Hillside Village condo complex! This unit offers 1,220 square feet of living space, 3 bedrooms and 1.5 bathrooms. A spacious eat-in kitchen with updated finishes creates a functional layout for everyday living. Light & bright living room with sliders to your private deck is essential for upcoming summer nights. Generously sized bedrooms, providing

    Sara Tufano Real Broker CT, LLC

    21 Towne House Rd Unit 21, Hamden, CT 06514
  • /23

    $1,275,000

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

    99 Greenwich Hills Dr Unit 99, Greenwich, CT 06831

    Sophisticated Luxury in Greenwich Hills! Low Greenwich taxes meet NY convenience in this turn-key end unit that lives like a single-family home, featuring private parking and a premier location a stone's throw from the border. Discover unparalleled elegance in this professionally decorated townhome, where modern sophistication meets natural beauty. The heart of the home is a custom-designed

    Judy Croughan William Pitt Sotheby's Int'l

    99 Greenwich Hills Dr Unit 99, Greenwich, CT 06831
  • /40

    $649,900

    • 5 Beds
    • 5 Baths
    • 4,468 Sq Ft

    52 Grieb Trail, Wallingford, CT 06492

    This spacious Colonial offers 4 bedrooms and a flexible layout perfect for comfortable living and entertaining. The main level features a formal living room, formal dining room, and a cozy family room with a fireplace. The remodeled kitchen provides modern updates and functionality, ideal for everyday use. The finished lower level adds valuable living space, including an additional room perfect

    Denise Lambros Eagle Eye Realty PLLC

    52 Grieb Trail, Wallingford, CT 06492
  • /37

    $328,417

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    104 Cherry Cir Unit 104, Prospect, CT 06712

    Rare Opportunity at Regency of Prospect - an affordable housing unit! Enjoy this beautifully maintained, 55+, gated community. This bright, 10-year-young home offers comfort, convenience, and an active lifestyle. The open concept main level is filled with natural light! It features a welcoming kitchen with a breakfast bar and flows easily into the dining and living areas. The living room offers

    Christine Lovejoy Houlihan Lawrence WD

    104 Cherry Cir Unit 104, Prospect, CT 06712

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