Connecticut Homes for Sale with Pool

/34
$874,900
- 4 Beds
- 3.5 Baths
- 2,114 Sq Ft
1555 Riverside Dr, North Grosvenordale, CT 06255

Tucked away on 26.6 peaceful acres right on the Massachusetts border, this one-of-a-kind property offers privacy, space, and endless possibilities. This 4-bedroom, 3.5-bath home features a spacious layout with extra space above the garage, a finished basement perfect for entertaining or additional living quarters, and so much more. Outside, you'll find a separate 3-bay metal garage ideal for

Courtney Ravenelle RE/MAX Bell Park Realty

1555 Riverside Dr, North Grosvenordale, CT 06255
/40
$629,900
- 4 Beds
- 4 Baths
- 3,047 Sq Ft
15 Dilaj Dr, Columbia, CT 06237

Welcome to 15 Dilaj Drive, a spacious and versatile home designed for comfortable living and entertaining. The first floor features an open-concept layout that seamlessly connects the kitchen, family room with a stunning see-through fireplace, formal living room, formal dining room, breakfast nook, and a full bathroom. This home offers four generously sized bedrooms plus a large bonus room above

Glenn Stavens Aspen Realty Group

15 Dilaj Dr, Columbia, CT 06237
/4
$6,495,000

New Construction
- 6 Beds
- 8 Baths
- 9,062 Sq Ft
5 Baldwin Place, Westport, CT 06880

New Construction by Westport Family Homes - Elevator, July Completion. Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly exceptional estate by award-winning Builder, Westport Family Homes. The residence

Lori Popkin Coldwell Banker Realty

5 Baldwin Place, Westport, CT 06880
/40
$475,000
- 1 Bed
- 2.5 Baths
- 1,956 Sq Ft
690 Forest Rd Unit 642, West Haven, CT 06516

Welcome to luxury living in sought-after Oronoque Forest - a beautifully remodeled townhouse tucked away at the rear of the complex, offering privacy and breathtaking city views.Step inside to discover a stunning updated kitchen featuring gleaming granite countertops, a center island, upgraded finishes, and stainless steel appliances. The elegant dining room, complete with decorative column and a

Patricia Cardozo Coldwell Banker Realty

690 Forest Rd Unit 642, West Haven, CT 06516
/15
$549,900

Coming Soon
- 3 Beds
- 3 Baths
- 4,522 Sq Ft
41 Sunny Ln, Meriden, CT 06450

AN ENTERTAINER'S DREAM AWAITS in this beautifully landscaped Ranch located on over an acre of land at the end of a quiet cul-de-sac on Sunny Lane. Combining comfort, style, and exceptional entertaining space, this 3-bedroom, 3-bathroom home offers the perfect balance of indoor and outdoor living. Upon entering the home, you are welcomed by a bright foyer that invites you right in. Natural light

Jaime Russo Calcagni Real Estate

41 Sunny Ln, Meriden, CT 06450
/32
$1,800,000
- 6 Beds
- 6.5 Baths
- 3,897 Sq Ft
622,644 Melville Ave, Fairfield, CT 06825

The combination of 622 and 644 Melville Av, two adjacent properties which would provide an ideal setting for a very unique and rare opportunity for a very special family compound on a private acre of land. This package would include garages with 5 bays , inground pool and remodeled in-law apartment. Please refer to listings 24167602 and 24167599 for complete details. * 622 Melville Ave. was

John Shea William Raveis Real Estate

622,644 Melville Ave, Fairfield, CT 06825
/40
$7,900,000
- 7 Beds
- 9 Baths
- 8,100 Sq Ft
246 Brookside Rd, Darien, CT 06820

Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and

Keiley Fuller Compass Connecticut, LLC

246 Brookside Rd, Darien, CT 06820
/37
$4,799,000

New Construction
- 5 Beds
- 5.5 Baths
- 7,583 Sq Ft
11 Wake Robin Rd, Westport, CT 06880

Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic

Judi Lake The Riverside Realty Group

11 Wake Robin Rd, Westport, CT 06880
/4
$435,000
- 5 Beds
- 2 Baths
- 2,540 Sq Ft
62R Silver St, Middletown, CT 06457

Property is being sold via online auction through Xome. Property is occupied-no interior access. Do not disturb occupants. Sold as-is, sight unseen. All bids must be submitted through Xome. Buyer to verify all information and perform their own due diligence, including condition, occupancy status, utilities, and any required inspections. Auction dates, terms, and conditions available on Xome.

Michael Calabro Coldwell Banker Calabro

62R Silver St, Middletown, CT 06457
/28
$319,000
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
21 Hillcrest Dr, Uncasville, CT 06382

Discover easy, elegant one level living in this move-in ready home nestled within the desirable Hillcrest Sun 55+ active adult community. This well-maintained home features newer wood flooring, a bright and inviting sunroom with vaulted ceiling and beautiful wood trim, overlooking a lightly wooded backyard for added privacy. The floor plan includes a primary bedroom with a walk-in closet and a

Cheryl Auerbach Berkshire Hathaway NE Prop.

21 Hillcrest Dr, Uncasville, CT 06382
/34
$415,000
- 1 Bed
- 2.5 Baths
- 2,291 Sq Ft
14 Nutmeg Cir, Monroe, CT 06468

Welcome to this well-maintained condominium offering flexible living space. The main level features a spacious primary bedroom with a private full bath, an additional half bath for guests, living/dining area and an eat-in kitchen with ample cabinetry and dining space. The loft area has an additional full bathroom and closet providing excellent space for working from home, guests, or extended

Sally Andrews Carbutti & Co., Realtors

14 Nutmeg Cir, Monroe, CT 06468
/25
$2,700,000
- 7 Beds
- 4.5 Baths
- 5,430 Sq Ft
309 North St, Norfolk, CT 06058

Corner house is a magnificent 1790 Center Hall Colonial with its 2-car detached garage/barn and beautifully landscaped saltwater pool on a total of 15.46 acres with wide open south-westerly views of Haystack Mountain. Many original features including built-in cabinets and woodwork, wide board floors, plaster walls and windows. The entire property has been thoughtfully restored and exceptionally

Eliza Little Betsy Little Real Estate LLC

309 North St, Norfolk, CT 06058
/30
$475,000

$45K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,509 Sq Ft
309 Russet Ln, Southington, CT 06489

Stunning move-in ready home in a highly desirable Southington neighborhood! This beautifully maintained residence offers an open and inviting layout with sun-filled living spaces, a formal dining room, and a versatile home office. Enjoy upscale comfort with spacious bedrooms, including a private primary suite retreat. Designed for both everyday living and entertaining, the home features seamless

Alexander Pepe William Raveis Real Estate

309 Russet Ln, Southington, CT 06489
/13
$965,000

New Construction
- 3 Beds
- 2.5 Baths
- 2,279 Sq Ft
1 Walden Ct Unit Lot 52, Danbury, CT 06810

Designed for active adult living, this stunning exterior-unit Mohonk offers the perfect blend of luxury, comfort, and low-maintenance convenience. A dramatic two-story foyer creates an impressive first impression, overlooking the casual dining area and expansive great room, which provides seamless access to the rear yard for added privacy. The thoughtfully designed kitchen is ideal for both

Noelle Hickey Thomas Jacovino

1 Walden Ct Unit Lot 52, Danbury, CT 06810
/40
$615,000
- 4 Beds
- 3.5 Baths
- 3,406 Sq Ft
19 Rosemarie Ln, Bozrah, CT 06334

*BEST AND FINAL BY WED 6/10 @5PM* Welcome to this classic Colonial designed with comfortable living in mind. Featuring 4 bedrooms, 3.5 baths, a separate living room and family room, and a fully finished basement, this home offers plenty of space for everyone to spread out and enjoy. The oversized primary suite features an updated bathroom with double sinks, granite countertops, and a walk-in

Heidi Hoss Coldwell Banker Realty

19 Rosemarie Ln, Bozrah, CT 06334
/37
$599,000

$51K PRICE DROP
- 4 Beds
- 4 Baths
- 3,462 Sq Ft
37 Oakwood Ln, Hamden, CT 06518

Rarely does an opportunity like this present itself. This exceptional 3,000+ sq. ft. Center Hall Colonial offers an impressive blend of space, comfort, and timeless elegance. Featuring four generously sized bedrooms, two full baths, and two half baths, the home is thoughtfully designed with expansive living areas ideal for both everyday living and entertaining. Highlights include a spacious

Kurt Bauknecht Sette Real Estate LLC

37 Oakwood Ln, Hamden, CT 06518
/38
$599,000

Open Sun 11AM - 1PM
- 1 Bed
- 3 Baths
- 1,438 Sq Ft
209 Acorn Ln Unit B, Stratford, CT 06614

Discover resort-like living in this beautifully updated Wolcott model, located in the highly sought-after Oronoque Village, a vibrant 55+ community. This unit is situated at the end of South Trail on Acorn & offers convenient parking for 5 cars, along with a charming patio & a large oversized deck. Step inside to find a creatively and uniquely redesigned kitchen that features an abundance of

Mary Kelleher Coldwell Banker Realty

209 Acorn Ln Unit B, Stratford, CT 06614
/40
$1,779,000
- 5 Beds
- 5.5 Baths
- 7,611 Sq Ft
28 Old Orchard Dr, Weston, CT 06883

Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

Barbara Bross Coldwell Banker Realty

28 Old Orchard Dr, Weston, CT 06883
/25
$264,900

$5K PRICE DROP
- 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 nearly $2234 a month....all taxes, insurance and HOA fees included. Rather than paying someone else's mortgage pay yourself!

Benjamin Carbone Lamacchia Realty

34 Pleasant St Unit 4, Plainfield, CT 06374
/7
$4,100,000

New Construction
- 6 Beds
- 5.5 Baths
- 6,244 Sq Ft
48 Woodside Ave, Westport, CT 06880

A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and

Judy Michaelis Coldwell Banker Realty

48 Woodside Ave, Westport, CT 06880
/11
$175,000

$13K PRICE DROP
- 2 Beds
- 1 Bath
- 948 Sq Ft
35 Woodsedge Dr Unit 3C, Newington, CT 06111

Great opportunity in the Woodsedge complex offering 2 bedrooms, 1 full bathroom, and 948 sq ft of living space. Bright and functional layout with strong natural light throughout, highlighted by sliding doors that lead to a private deck. The kitchen provides ample cabinet and counter space, along with a dedicated dining area featuring a built-in hutch for added character. This complex is

John Oliveri Property Works New England

35 Woodsedge Dr Unit 3C, Newington, CT 06111
/27
$435,000
- 1 Bed
- 2 Baths
- 1,604 Sq Ft
298 Baton Ln Unit 298 A, Stratford, CT 06614

Enjoy effortless single-level living in this beautifully maintained 55+ community. Designed for ease and comfort, the main level offers everything you need with no stairs, perfect for simplified everyday living. The home features stunning, fully remodeled bathrooms with sleek stall showers and a modern feel. Hardwood floors flow through the sun-filled living space, complemented by fresh paint and

Danielle McCain BHGRE Gaetano Marra Homes

298 Baton Ln Unit 298 A, Stratford, CT 06614
/18
$215,000
- 2 Beds
- 2 Baths
- 1,044 Sq Ft
343 Heritage Village Unit D, Southbury, CT 06488

Welcome to this beautifully maintained Ethan Allen unit nestled in the sought-after Heritage Village community. This charming two-bedroom, two-bathroom condo offers the perfect blend of comfort, convenience, and natural beauty that will make you feel right at home from the moment you step inside. The living room serves as the heart of this lovely residence, where stunning pond views greet you

Don Sciarretto Berkshire Hathaway NE Prop.

343 Heritage Village Unit D, Southbury, CT 06488
/40
$475,000
- 4 Beds
- 2.5 Baths
- 1,919 Sq Ft
31 Hollow Brook Rd, Windsor, CT 06095

**Seller is requesting Best and Highest Offers be submitted by Tuesday 6/9 at 1pm** Welcome home to 31 Hollow Brook Road, this stunningly updated raised ranch in one of Windsor's most desired neighborhoods! This gorgeous 4 bedroom, 2.5 bath home leaves you with nothing to do but move in! You're welcomed by a bright open floor plan as you enter the spacious living room/dining room and kitchen are

William Chase eXp Realty

31 Hollow Brook Rd, Windsor, CT 06095
/29
$575,000
- 2 Beds
- 3 Baths
- 2,199 Sq Ft
488 Commanche Ln Unit A, Stratford, CT 06614

Welcome to effortless Oronoque Village living in this beautifully remodeled Wolcott-style end unit, tucked away on a quiet cul-de-sac within the coveted North Trail complex. Surrounded by a peaceful, nature-like setting, this sunny home offers the perfect blend of privacy, comfort, and resort-style amenities in one of Stratford's most sought-after 55+ communities. Step inside to a bright, open

Carmen Desiato Serhant Connecticut, LLC

488 Commanche Ln Unit A, Stratford, CT 06614
/37
$7,250,000

$500K PRICE DROP
- 6 Beds
- 10 Baths
- 15,399 Sq Ft
119 Proprietors Crossing, New Canaan, CT 06840

119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere.

Molly Rubins NestSeekers International

119 Proprietors Crossing, New Canaan, CT 06840
/39
$4,500,000
- 5 Beds
- 4.5 Baths
- 4,872 Sq Ft
33 Cliffdale Rd, Greenwich, CT 06831

Golden opportunity to own four private acres in Greenwich's coveted Back Country. Tucked behind a gated stone entrance, this stunning Colonial sits on rolling lawns with sunset views to scenic Laub Pond. Renovated by renowned Lighthouse Architects, it blends classic New England charm with modern luxury and includes plans for future expansion.The primary suite is a true retreat, featuring

Marli Meier Corcoran Centric Realty LLC

33 Cliffdale Rd, Greenwich, CT 06831
/31
$259,900

$10K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,684 Sq Ft
25 Cliffside Dr Unit E, Manchester, CT 06042

Discover the perfect blend of comfort and convenience in this beautifully maintained three-level townhouse. Ideally situated with quick access to I-84 and I-384, this home is a commuter's dream, putting the best of Manchester and the surrounding region right at your fingertips. The interior offers plenty of space for everyone, featuring three spacious bedrooms and a versatile floor plan spread

Adam Zak Century 21 Classic Homes

25 Cliffside Dr Unit E, Manchester, CT 06042
/18
$239,900

$5K PRICE DROP
- 1 Bed
- 1 Bath
- 828 Sq Ft
8 Rose Ln Unit 24-11, Danbury, CT 06811

Beautifully updated 1-bedroom, 1-bath ranch-style unit in Park Ridge, one of Danbury's most sought-after condo communities in the desirable Hayestown neighborhood. True single-level living with no steps makes everyday life as comfortable and convenient as it gets. The bright, open living and dining area features brand new luxury vinyl plank flooring, a cozy wood-burning fireplace, and a wall A/C

Alex De Camargo eXp Realty

8 Rose Ln Unit 24-11, Danbury, CT 06811
/2
$499,900

Coming Soon
- 4 Beds
- 2.5 Baths
- 2,490 Sq Ft
46 Auburn Way, Torrington, CT 06790

coming soon!

Kristen Duchene Litchfield County Real Estate

46 Auburn Way, Torrington, CT 06790
/7
$35,000

$5K PRICE DROP
- 776 Sq Ft
379 Whitfield St Unit CN946, Guilford, CT 06437

Waterfront - Guilford. Set Sail in Style and experience the charm of Guilford Yacht Club, a premier marina in one of Connecticut's most picturesque coastal towns. This 46-foot slip offers ample space and immediate access to Long Island Sound, ensuring effortless adventures on the water. Guilford is rich in history and natural beauty, making it an ideal destination for boaters. At the Guilford

Linda Coyle William Raveis Real Estate

379 Whitfield St Unit CN946, Guilford, CT 06437
/40
$234,900
- 1 Bed
- 1 Bath
- 576 Sq Ft
1113 Old Pond Ln Unit 1113, Norwich, CT 06360

Completely remodeled and beautifully appointed, this exceptional Country Suite overlooks the lush fairways of the Norwich Golf Course, an 18-hole, Par 71 championship course. Adjacent to The Spa at Norwich Inn. The stunning renovation features upscale cabinetry, granite countertops, stainless steel appliances, wood laminate flooring, and an open-concept design that flows into a sun-filled living

Barbara Sullivan Sullivan Real Estate Group

1113 Old Pond Ln Unit 1113, Norwich, CT 06360
/18
$4,000,000

New Construction
- 7 Beds
- 9 Baths
- 7,105 Sq Ft
20 Fresenius Rd, Westport, CT 06880

We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open

Patricia Shea Coldwell Banker Realty

20 Fresenius Rd, Westport, CT 06880
/28
$199,999
- 1 Bed
- 1 Bath
- 842 Sq Ft
1109 Sunfield Dr Unit 1109, South Windsor, CT 06074

HIGHEST & BEST offers due Monday, June 8th by 7:00 PM Must see! This updated 1 bedroom, 1 bath, move-in ready condo includes a 1 car detached garage and two additional parking spaces. The living room features a fireplace. Spacious bedroom with accent wall. Bright kitchen & dining area with direct access to the private porch overlooking the woods. In-unit laundry room. New heating and air

Rocio Mota Torbello Real Estate Advisors

1109 Sunfield Dr Unit 1109, South Windsor, CT 06074
/40
$7,500,000

New Construction
- 6 Beds
- 9 Baths
- 9,576 Sq Ft
8 Loretta Ct, Westport, CT 06880

Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The

Lianne Owen Coldwell Banker Realty

8 Loretta Ct, Westport, CT 06880
/40
$1,019,000

$60K PRICE DROP
- 4 Beds
- 5 Baths
- 3,668 Sq Ft
20 Laura Dr, Danbury, CT 06811

Discover refined living in this beautifully renovated four-bedroom, two full and three half-bath Colonial, perfectly positioned on a quiet cul-de-sac of similar fine homes. This exceptional home seamlessly blends classic charm with contemporary luxury, featuring extensive updates throughout including brand new roof. The main level welcomes you with new porcelain tile flooring in the entry,

Kathryn Gill William Pitt Sotheby's Int'l

20 Laura Dr, Danbury, CT 06811
/18
$880,000

Pre-Foreclosure
- 4 Beds
- 2 Baths
- 2,072 Sq Ft
42 Blueberry Hill Rd, Weston, CT 06883

Opportunity in Weston! Set on a private 1-acre lot, this spacious ranch offers easy single-level living, generous room sizes, hardwood floors, an attached 2-car garage, and a desirable in-ground pool setting. The home features a large living area, eat-in kitchen, multiple bedrooms, two full baths, laundry room, and excellent indoor/outdoor potential with access to the rear deck and yard.

Gene Shklover AG Prime Realty

42 Blueberry Hill Rd, Weston, CT 06883
/21
$225,000

$25K PRICE DROP
- 3 Beds
- 2 Baths
- 1,612 Sq Ft
215 Ledge Dr, Torrington, CT 06790

*BEST VALUE IN LAKERIDGE! Price INCLUDES GARAGE!* Welcome to effortless condo living in this 2 bedroom Tanglewood end unit with a one car detached garage! Inside offers a beautifully appointed eat in kitchen with Corian counters, a bright, spacious living room with gas fireplace, and a main-level bedroom with full bath. The upper-level primary bedroom suite overlooks peaceful natural

Tony Goia The Washington Agency

215 Ledge Dr, Torrington, CT 06790
/33
$495,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
88 Turtle Bay Dr, Branford, CT 06405

Lovely 3 bedroom, 2 full bath townhome located in the Turtle Bay complex in Branford! This well-maintained end unit also features an under-house garage for 1 car. The kitchen features laminate countertops, lots of cabinet space and all stainless steel appliances: electric range, microwave, refrigerator and dishwasher! The large living/dining room combo is fully carpeted and showcases vaulted

Tyler Della Valle Dow Della Valle

88 Turtle Bay Dr, Branford, CT 06405
/40
$1,495,000

Open Sun 12PM - 1:30PM $105K PRICE DROP
- 6 Beds
- 5.5 Baths
- 4,258 Sq Ft
201 Route 37 S, Sherman, CT 06784

Once a beloved gathering place known as The Timber Trails Inn, this storied home now stands as a testament to time, craftsmanship, and quiet beauty. Set upon 1.4 private, level acres, it offers a sanctuary where history whispers through every beam and floorboard, and modern life unfolds in effortless harmony. All just 65 miles from NYC and lower Fairfield County destinations. Step inside, and

Cory Neumann Houlihan Lawrence

201 Route 37 S, Sherman, CT 06784

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