Connecticut Homes for Sale with Private Pool

/40
$319,900
- 3 Beds
- 2.5 Baths
- 2,364 Sq Ft
524 S Colony St, Meriden, CT 06451

Spacious and versatile Colonial offering 3 bedrooms, 2.5 baths, and plenty of room to grow! The large eat-in kitchen features a breakfast bar and opens to a formal dining room with French doors leading to a heated sunroom-perfect for year-round enjoyment. Step outside to the deck and patio overlooking the expansive backyard with an above-ground swimming pool, creating an ideal setting for

Betsy Purtell Purtell Realty LLC

524 S Colony St, Meriden, CT 06451
/40
$975,000
- 4 Beds
- 4.5 Baths
- 4,685 Sq Ft
270 Peach Orchard Rd, Southbury, CT 06488

Set on 3.81 picturesque acres, this exceptional property offers a tranquil setting with breathtaking sunset views and an extraordinary combination of luxury, flexibility, and energy efficiency. Boasting 4,098 square feet across six levels of thoughtfully designed living space, the home features 4 spacious bedrooms and 4.1 bathrooms, providing room for both everyday living and entertaining. The

Linda Barrett Berkshire Hathaway NE Prop.

270 Peach Orchard Rd, Southbury, CT 06488
/36
$589,000

Open Sun 12:30PM - 2PM
- 3 Beds
- 3.5 Baths
- 2,363 Sq Ft
9 Bristol Terrace, Danbury, CT 06810

Discover a home that blends peaceful surroundings with modern comfort and thoughtful upgrades. Set within a beautifully maintained community, this residence offers expansive green space, tree-lined surroundings, and a relaxed atmosphere that feels like a retreat from the everyday pace. Over the last 24 months, the home has been extensively updated with new hardwood, LVP, and carpet flooring;

Karen Gilmore Redfin Corporation

9 Bristol Terrace, Danbury, CT 06810
/33
$3,295,000
- 6 Beds
- 8.5 Baths
- 10,873 Sq Ft
34 Laurel Lake W, Weston, CT 06883

Set on 5+ private acres at the end of a coveted cul-de-sac, this distinctive family compound is minutes to town and top-rated schools. Classic New England architecture opens to a striking, loft-inspired interior defined by soaring three-story ceilings, hand-hewn antique beams from the late 1800s, wide-plank floors, and walls of glass that fill the home with natural light. Generous living spaces

Michelle Genovesi William Raveis Real Estate

34 Laurel Lake W, Weston, CT 06883
/40
$509,000

Open Sat 12PM - 2PM
- 3 Beds
- 2.5 Baths
- 1,782 Sq Ft
35 Hollow Brook Rd, Windsor, CT 06095

Welcome to 35 Hollow Brook Road, where space, privacy, and comfort come together in one of Windsor's most coveted and established neighborhoods. Set on a private 0.61-acre lot, this bright and well-maintained 4 bedroom, 3.5 bathroom Colonial offers almost 2100 sq. ft. of functional living space ideal for both everyday living and entertaining. Step inside to a sun-filled living room with gleaming

William Chase eXp Realty

35 Hollow Brook Rd, Windsor, CT 06095
/37
$650,000
- 4 Beds
- 2.5 Baths
- 1,866 Sq Ft
11 Whippoorwill Rd, Bethel, CT 06801

Welcome Home to 11 Whippoorwill Road! Beautifully set within one of Bethel's most sought-after neighborhoods close to the vibrant town center, this expanded Ranch-style residence offers the perfect blend of comfort, functionality, and exceptional outdoor living. Proudly maintained and thoughtfully improved with approximately $250,000 in upgrades and improvements since purchase, this special home

Chip & Heather Neumann Houlihan Lawrence

11 Whippoorwill Rd, Bethel, CT 06801
/30
$929,900
- 4 Beds
- 3.5 Baths
- 3,588 Sq Ft
155 Beardsley Rd, Shelton, CT 06484

Beautiful Colonial offering over 3,000 square feet of finished living space with an ideal blend of comfort, functionality, and outdoor enjoyment. The tiled kitchen features an island, abundant cabinet space, and glass doors leading to an elevated deck overlooking the backyard and pool area - perfect for entertaining or relaxing summer evenings. The kitchen opens seamlessly to a spacious family

Luke Eddinger Robert C White & Company LLC

155 Beardsley Rd, Shelton, CT 06484
/40
$1,350,000

$50K PRICE DROP
- 4 Beds
- 4.5 Baths
- 5,163 Sq Ft
275 Talcott Notch Rd, Farmington, CT 06032

Sophisticated and spacious, this custom-built Colonial spans over 5,000 sq. ft. of luxurious living. Designed for both elegance and comfort, it features two expansive primary suites with fireplaces and spa-style baths, six total fireplaces, and a grand staircase that sets the tone from the moment you enter. The kitchen, perfect for gatherings, overlooks the pool and opens to a sprawling deck

Mary Wisneski Redfin Corporation

275 Talcott Notch Rd, Farmington, CT 06032
/22
$239,900

Coming Soon
- 4 Beds
- 1.5 Baths
- 1,505 Sq Ft
98 Rising Trail Dr, Middletown, CT 06457

Spacious 4-bedroom, 1.5-bath townhome located in the Beacon Hill Towne Homes community. Offering four levels of living space, this home features a large living room with a fireplace, a generous dining area, and a finished walk-out basement that provides flexible space for a family room, home office, gym, or recreation area. Enjoy the convenience of a carport and a prime location directly adjacent

Kelley Vanacore Century 21 AllPoints Realty

98 Rising Trail Dr, Middletown, CT 06457
/40
$439,900
- 5 Beds
- 2 Baths
- 2,105 Sq Ft
35 South Rd, Enfield, CT 06082

Don't miss this exceptionally well-maintained 5 bedroom, 2 bath custom-built Cape Cod in Hazardville set on a beautifully landscaped .49 acre lot. The fenced yard has a large deck, gazebo/seating area and a fabulous in-ground pool with a deep end and kid-friendly shallow-end, a changing cabana, patio and garden area. Light, bright and freshly painted interior with hardwood floors; this home is

Gretchen Pfeifer-Hall Century 21 AllPoints Realty

35 South Rd, Enfield, CT 06082
/37
$3,149,000

$346K PRICE DROP
- 7 Beds
- 8 Baths
- 11,075 Sq Ft
214 Good Hill Rd, Weston, CT 06883

Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with

John Schiaroli Coldwell Banker Realty

214 Good Hill Rd, Weston, CT 06883
/34
$749,900
- 4 Beds
- 2 Baths
- 2,016 Sq Ft
234 Pole Bridge Rd, Woodstock, CT 06281

Here's your chance to own you personal private oasis! Nestled way back away off the beaten path, this property comes with over 25 acres, multiple level clearings with ample opportunity, heart shaped pond, abundance of wildlife, amazing sunsets, etc. This truly is a property of a lifetime! If you want privacy and love the outdoors, this is a dream come true. At the same time, it's perfect for

Matthew Huberdault Byrnes Real Estate Company

234 Pole Bridge Rd, Woodstock, CT 06281
/34
$1,595,000
- 4 Beds
- 3.5 Baths
- 3,540 Sq Ft
27 Osborn Rd, Sherman, CT 06784

This impeccable 4 bedroom home is sited on 7.7 private acres w/four fenced paddocks and a 3/4 stall stable for horses at the end of a quiet country lane.The home has a sought after open floor plan on the 1st level. The large, eat-in kitchen has a vast granite center island & includes a 6 burner/two oven range w/egress to the outdoor stone terrace. The open flow to the family room and dining room

Sally Slater Douglas Elliman of Connecticut

27 Osborn Rd, Sherman, CT 06784
/16
$419,900

Coming Soon
- 6 Beds
- 2 Baths
- 2,880 Sq Ft
34 Woodstock Rd, Pomfret Center, CT 06259

Discover an exceptional opportunity in one of Pomfret's most desirable locations. Set back from the road on over 2 acres along a quiet country stretch, this beautifully maintained twofamily home offers versatility, privacy, and outstanding income potential. The property features a new rear deck, a charming side patio accessed through a newer sliding door, and a truly impressive 34' x 8' covered

Monique Rouillard Signature Properties of N.E.

34 Woodstock Rd, Pomfret Center, CT 06259
/39
$639,000

Open Thu 5PM - 6:30PM Coming Soon
- 4 Beds
- 2.5 Baths
- 2,634 Sq Ft
228 Hilltop Dr, Southington, CT 06489

This is the kind of home that feels right the moment you walk in. This 4-bedroom, 2.5-bath home offers over 2,600 square feet of comfortable living space, blending warmth and functionality, for everyday living. The kitchen serves as the heart of the home, opening to a spacious seating area with a fireplace that creates a welcoming gathering space. A separate dining room is perfect for formal

Heidi Matusik Evjen Agency

228 Hilltop Dr, Southington, CT 06489
/27
$234,900

$10K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,400 Sq Ft
39 Evergreen Rd Unit 39, Torrington, CT 06790

Welcome to Lakeridge! Nestled in one of Torrington's most desirable condo communities. This well-maintained unit offers comfort, convenience, and lifestyle. Enjoy the charm of Lakeridge with its scenic setting and community amenities while coming home to a spacious and inviting residence. Whether you are looking for year-round living or a peaceful retreat, this condo delivers the perfect blend of

Vince Waite Better Homes and Gardens Real Estate Executive Real Estate

39 Evergreen Rd Unit 39, Torrington, CT 06790
/2
$619,000

Coming Soon
- 3 Beds
- 2.5 Baths
- 1,771 Sq Ft
6 Lockwood Cir Unit 6, Bethel, CT 06801

Welcome to 6 Lockwood Circle in Bethel's sought-after Summit Village-an upscale, low-maintenance community offering modern comfort and convenience. This beautifully updated 3-bedroom, 2.5-bath townhouse features 1,771 square feet of move-in-ready living space with a bright, open floor plan and seamless flow between the living room, dining area, and kitchen, anchored by a cozy fireplace. The

Kevin Rockoff Rockoff Realty

6 Lockwood Cir Unit 6, Bethel, CT 06801
/40
$639,900

Open Sat 12PM - 2PM
- 3 Beds
- 2.5 Baths
- 2,414 Sq Ft
178 Ridgewood Dr Unit 178, Middlebury, CT 06762

Welcome to this beautifully updated and move-in ready townhome built in 2022, offering modern finishes, thoughtful upgrades, and exceptional living space throughout. This home combines low-maintenance living with luxury touches and outstanding community amenities. The main level features an open-concept layout with stylish finishes, wainscoting throughout the first floor, a contemporary kitchen,

Patricia Forbes Berkshire Hathaway NE Prop.

178 Ridgewood Dr Unit 178, Middlebury, CT 06762
/24
$4,295,000

$5K PRICE DROP
- 6 Beds
- 8 Baths
- 6,274 Sq Ft
28 Shields Rd, Darien, CT 06820

28 Shields Road offers the lifestyle today's buyers seek-refined design, effortless flow, and spaces equally suited for relaxed evenings or lively gatherings. Set along one of Darien's most desirable streets, this six-bedroom residence spans four finished levels, filled with natural light, crisp architectural lines, and thoughtfully updated interiors that feel both current and timeless. The

Deirdre McGovern Compass Connecticut, LLC

28 Shields Rd, Darien, CT 06820
/9
$3,750,000

New Construction
- 5 Beds
- 5.5 Baths
- 5,000 Sq Ft
22 Brett Rd, Fairfield, CT 06824

Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

Andrew Whiteley Brown Harris Stevens

22 Brett Rd, Fairfield, CT 06824
/14
$209,900
- 1 Bed
- 1 Bath
- 918 Sq Ft
200 Woodmont Ave Unit 98, Bridgeport, CT 06606

Welcome to 200 Woodmont Avenue, Unit 98, Bridgeport, CT! This well-maintained 1-bedroom, 1-bathroom condo offers comfortable one-level living in a convenient North End location. Featuring a spacious living room, an open dining area, and a generously sized bedroom with ample closet space, this home is perfect for first-time buyers, downsizers, or investors. Enjoy the convenience of assigned

Victor Santana Santana Realty Group LLC

200 Woodmont Ave Unit 98, Bridgeport, CT 06606
/40
$645,000

Open Sat 12:30PM - 2PM Coming Soon
- 4 Beds
- 2.5 Baths
- 2,676 Sq Ft
36 Vincent Cir, South Windsor, CT 06074

Set on a desirable cul-de-sac, this 4-bedroom, 2.1-bath Colonial offers a wonderful blend of timeless style, comfortable living spaces and an easy indoor-outdoor lifestyle. The main level features formal living and dining rooms, along with an open everyday layout where the kitchen flows seamlessly into the eat-in area and cozy family room with fireplace. The first floor has been beautifully

Doreen Amata Coldwell Banker Realty

36 Vincent Cir, South Windsor, CT 06074
/39
$329,900
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
445 Windham Ave, Colchester, CT 06415

Welcome home to this beautifully maintained 3-bedroom, 2-full-bath ranch set on nearly an acre of private land. From the moment you enter, you'll appreciate the open layout and abundance of natural light streaming through the large windows. The inviting living room features durable composite flooring and a cozy pellet stove, creating the perfect gathering space during New England's cooler months.

Eric Gregan ERA Blanchard & Rossetto

445 Windham Ave, Colchester, CT 06415
/28
$749,000
- 4 Beds
- 2 Baths
- 1,792 Sq Ft
14 Cook St, Washington Depot, CT 06794

Welcome to 14 Cook Street, a charming circa-1900 Victorian located in the heart of Washington Depot. Rich in history, this home was once known as "Cook's Boarding House," a local inn that helped shape the character of this picturesque New England village. Offering approximately 1,800 square feet of living space, this 4-bedroom, 2-bath home features a traditional layout with a living room, dining

Sharon McGuire William Pitt Sotheby's Int'l

14 Cook St, Washington Depot, CT 06794
/40
$11,995,000

New Construction
- 5 Beds
- 7 Baths
- 6,050 Sq Ft
14 Owenoke Park, Westport, CT 06880

Summer starts here. Set on prestigious Owenoke Park steps from Compo Beach, this brand-new 6,050 sqft coastal masterpiece delivers the ultimate Westport lifestyle - pool and spa, Gray's Creek waterfront access, Long Island Sound views throughout, and a rare 3-car garage. Five ensuite bedrooms, double-island kitchen with scullery, elevator, primary suite sauna, and a lower-level loggia built for

Deirdre Andreoli Compass Connecticut, LLC

14 Owenoke Park, Westport, CT 06880
/40
$2,595,000
- 4 Beds
- 6 Baths
- 5,345 Sq Ft
100 N Main St, Kent, CT 06757

Set in the heart of historic Kent village, this exceptional circa-1800 New England Greek Revival Farmhouse marries small-town walkability with eleven-plus acres of true country privacy. This property underwent a meticulous, top-to-bottom restoration from 2016 through 2018, preserving the home's original character while quietly engineering it for modern life - new wall insulation throughout,

Jeff Phillips William Pitt Sotheby's Int'l

100 N Main St, Kent, CT 06757
/40
$1,775,000
- 4 Beds
- 4 Baths
- 3,822 Sq Ft
129 Davis Hill Rd, Weston, CT 06883

Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

Georgia Wasserman Coldwell Banker Realty

129 Davis Hill Rd, Weston, CT 06883
/31
$2,250,000

Coming Soon
- 3 Beds
- 2.5 Baths
- 2,381 Sq Ft
125 Battery Park Dr, Bridgeport, CT 06605

Perched on a quiet cul-de-sac, this exceptional home offers breathtaking 220-degree panoramic views of Long Island Sound, Black Rock Harbor, and Fayerweather lighthouse. Designed for effortless main-level living, the residence captures stunning water views from the living room, dining room, and luxurious primary bedroom suite. The remodeled primary bath features elegant marble flooring with

Gail Robinson William Raveis Real Estate

125 Battery Park Dr, Bridgeport, CT 06605
/40
$2,895,000
- 5 Beds
- 5.5 Baths
- 5,258 Sq Ft
20 Lounsbury Rd, Ridgefield, CT 06877

Beyond a gated entrance, this extraordinary mini-estate unfolds across nearly 5 private acres in one of Ridgefield's most coveted settings. Steeped in history yet thoroughly reimagined for modern living, the property pairs timeless architecture w/sophisticated, high-design interiors & exceptional amenities. The beautifully renovated 5,258 SF Main Residence is complemented by a recently expanded &

Karla Murtaugh Compass Connecticut, LLC

20 Lounsbury Rd, Ridgefield, CT 06877
/40
$7,995,000
- 8 Beds
- 9 Baths
- 8,934 Sq Ft
236 & 250 Main St, Ridgefield, CT 06877

Unprecedented opportunity to purchase two landmark, historic residences, situated side by side on Ridgefield's beloved Main St., which have been developed into an unparalleled lifestyle compound. This once in a lifetime sale includes the treasured Hawley House at 236 Main St. - Ridgefield's oldest home, on its original lot (5) which was built by the proprietors in 1713 for the Rev. Thomas Hawley,

Laura Ancona William Pitt Sotheby's Int'l

236 & 250 Main St, Ridgefield, CT 06877
/39
$3,295,000

$100K PRICE DROP
- 7 Beds
- 9 Baths
- 7,002 Sq Ft
10 Sunny Ridge Rd, Washington, CT 06793

Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and

Peter Klemm Klemm Real Estate Inc

10 Sunny Ridge Rd, Washington, CT 06793
/40
$7,900,000
- 7 Beds
- 8 Baths
- 13,056 Sq Ft
19 Seherr Thoss Dr, Litchfield, CT 06759

Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet,

Alan O'Doherty William Pitt Sotheby's Int'l

19 Seherr Thoss Dr, Litchfield, CT 06759
/24
$1,995,000
- 4 Beds
- 4.5 Baths
- 3,566 Sq Ft
176 Apple Ln, Roxbury, CT 06783

Your turnkey country escape is waiting in Roxbury - a modern shinglestyle home on 4+ manicured acres with a resortlevel pool, just far enough from the city to exhale, yet close enough to make spontaneous weekend getaways a reality. From the moment you arrive, this summer ready property feels like a private club: stone walls, curated landscaping, quiet woods, and outdoor spaces designed for long

Kathryn Bassett William Pitt Sotheby's Int'l

176 Apple Ln, Roxbury, CT 06783
/24
$379,000
- 2 Beds
- 1.5 Baths
- 1,308 Sq Ft
55 Mill Plain Rd Unit 6-7, Danbury, CT 06811

Welcome to this spacious 3-level townhouse offering over 1,300 square feet of comfortable living space in a convenient Danbury location close to shopping, everyday essentials, and just minutes from the NY/CT border. This home features two oversized bedrooms, one full bathroom, and one-half bath with a functional layout that offers plenty of space for everyday living. Recent updates include fresh

Jennifer Suspiro Coldwell Banker Realty

55 Mill Plain Rd Unit 6-7, Danbury, CT 06811
/8
$849,900

Open Sat 12PM - 2PM Coming Soon
- 5 Beds
- 3 Baths
- 2,246 Sq Ft
651 Cook Hill Rd, Danielson, CT 06239

Rare opportunity to own 32 breathtaking acres ideal for multi-generational living, farming, horses, recreation, a private compound/family homestead or even potential income-producing ventures. The beautifully updated circa-1920 farmhouse offers 5 bedrooms, 3 full baths, and a flexible office/bonus room with closet. Recent renovations blend modern convenience with timeless farmhouse charm and

Joseph Bonneau eXp Realty

651 Cook Hill Rd, Danielson, CT 06239
/40
$699,900
- 3 Beds
- 1.5 Baths
- 4,758 Sq Ft
4 Tarklin Hill Rd, Voluntown, CT 06384

Rare opportunity to own a truly unique property. 4 bedrooms 3 full baths with exceptional space and amenities. The home's most recent updates include a brand new roof , new sliding doors , refinished 7 1/2 inches wood floor along with luxury vinyl flooring and much more ! The family room features cathedral ceiling, skylights, a soaring 3 stories stone fireplace, heated floors and sliders leading

Lai Hing Metzger Madison Realty New York

4 Tarklin Hill Rd, Voluntown, CT 06384
/35
$530,000

$10K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,458 Sq Ft
21 Woodcrest Ln, Danbury, CT 06810

Beautifully maintained 3-bedroom, 2.5-bath end-unit townhouse in the highly desirable Woodland Hills Community. This exceptional home features central-air, 9+ foot ceilings, hardwood floors, large windows filling the space with abundant natural light, and 2-car garage with a private driveway. As an added bonus, the entire interior has been freshly professionally painted, including walls, trim,

Nicole Colomb Coldwell Banker Realty

21 Woodcrest Ln, Danbury, CT 06810
/25
$279,000

$6K PRICE DROP
- 2 Beds
- 2 Baths
- 1,333 Sq Ft
31 Greenlawn Dr, Danbury, CT 06810

Looking for an easy to maintain home in a 55 plus private community? This 9-year-old MANUFACTURED HOME is the one, it's in great condition. One level living at its finest! The open floor plan greets you at the door with the living room, dining room and large kitchen with a center island, granite countertops, stainless steel appliances and an abundance of cabinets. There is a laundry room with

Pam McHenry Coldwell Banker Realty

31 Greenlawn Dr, Danbury, CT 06810
/33
$321,000

Coming Soon
- 3 Beds
- 1 Bath
- 1,460 Sq Ft
29 Wayland Ave, Waterbury, CT 06708

Nestled on a quiet street in a desirable Bunker Hill neighborhood, this charming traditional Colonial offers timeless appeal and a true backyard oasis designed for relaxation and entertaining. Set on a private, level lot, this beautifully maintained home features 7 rooms, 3 bedrooms, 1 full bath, and approximately 1,460 square feet of inviting living space. You will enter the home from the front

Deborah Benjamin Showcase Realty, Inc.

29 Wayland Ave, Waterbury, CT 06708
/35
$684,900
- 4 Beds
- 5 Baths
- 3,822 Sq Ft
52 Grieb Trail, Wallingford, CT 06492

This well-sized Colonial home features four bedrooms and a versatile floor plan designed for both everyday living and hosting. On the main floor, you'll find dedicated living and dining spaces, along with a comfortable family room highlighted by a fireplace. The updated kitchen offers a modern feel with practical functionality for daily use. The lower level has been finished to provide additional

Patrick Garrett Exceptional Real Estate LLC

52 Grieb Trail, Wallingford, CT 06492

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