Homes with Pools for Sale in Connecticut, CT

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ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr. , for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two spacious 3-bedroom residences, 3) additionally acquire the north wing to recreate a more complete version of the original mansion for use as an expansive single-family residence, a family compound, or separate residences for rental income. The current 6,716 sq ft home has been thoughtfully r

$3,999,000

6 beds8 baths6,716 sq ft

Art deco bathrooms • Tennis court • Turnkey living

1 Great Elm Dr, Sharon, CT 06069

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Welcome to 10 Ridgewood Drive in Middlebury, located in the highly sought-after Ridgewood community, offering exceptional amenities including a clubhouse, swimming pool & tennis courts. This beautifully maintained townhouse is being offered for sale by its original owner and has been extensively remodeled throughout. The main level features an open-concept floor plan designed for today's lifestyle, with gleaming hardwood floors and a convenient first-floor half bath. The updated eat-in kitchen boasts granite countertops, stainless steel appliances and direct access to a private deck perfect for relaxing or entertaining. The second floor offers 3 generously sized bedrooms and 2 full ba

$529,900

3 beds2.5 baths2,403 sq ft

Clubhouse • Swimming pool • Tennis courts

10 Ridgewood Dr #10, Middlebury, CT 06762

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Location, Location, Location! Nestled in a beautiful country setting, sits Rolling Ridge Condominium's, one of Norwalk's finest places to live. Amenities that include: inground swimming pool, picturesque pond with fountains, handball/tennis court, and clubhouse with shower facilities. Located in the cul-de-sac is unit 332 featuring 1 bedroom, 1.5 bath with a den. Features include; large bedroom with remolded full bath and his and hers large double closets; a den/office or extra guest room; large living room with large widows; and kitchen with pantry leads to dining area, with sliding doors to patio terrace. Good closet space throughout, great layout and flow makes this unit and complex a pl

$397,000

1 bed1.5 baths950 sq ft

Patio terrace • Picturesque pond • $585 HOA

50 Aiken St #332, Norwalk, CT 06851

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
One of the Most Unique & Eclectic Homes in Connecticut! Originally built as a barn in 1750, this expansive and delightfully quirky home is truly one-of-a-kind. From the moment you step inside, you'll be captivated by its whimsical character; starting with the once fully functional cement mixer that has been creatively repurposed as a fireplace with pellet stove. Beyond this conversation piece is a cozy sitting area with fireplace, leading to a serene enclosed porch that overlooks the private in-ground lap pool (8x60) surrounded by lush gardens. The dramatic two-story wood beamed living room is accented by a loft that looks down over the space, adding architectural intrigue. Throughout

$795,000

3 beds2.5 baths4,637 sq ft

Flexible spaces • In-ground lap pool • Steam shower

8 Dillon Rd, Woodbridge, CT 06525

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
This well maintained "Country House" model is located in the Hilltop area of the much sought after 55+ Heritage Village community. This condo is not too far a distance from the pool and pickleball courts. It offers a lovely, private back yard with an expansive lawn area. Wood floors throughout and newer windows and sliders. Easy walk from garage and lots of guest parking.

$349,900

2 beds2 baths1,398 sq ft

Hilltop area • Guest parking • Expansive lawn area

895 Heritage Vlg Unit A, Southbury, CT 06488

Property at 157 Bull Hill Ln Unit S2, West Haven, CT 06516, 2 beds, 2 baths

$189,999

2 beds2 baths1,056 sq ft

157 Bull Hill Ln Unit S2, West Haven, CT 06516

Property at 9 Pilgrim Hbr Unit B, Wallingford, CT 06492, 2 beds, 2 baths

$327,000

2 beds2 baths1,265 sq ft

9 Pilgrim Hbr Unit B, Wallingford, CT 06492

Property at 10 Tara Dr #10, Brookfield, CT 06804, 1 bed, 1.5 baths

$265,000

1 bed1.5 baths919 sq ft

10 Tara Dr #10, Brookfield, CT 06804

Property at 92 Minortown Rd, Woodbury, CT 06798, 3 beds, 2 baths

$819,000

3 beds2 baths2,448 sq ft

92 Minortown Rd, Woodbury, CT 06798

Property at 31A June Rd, New Preston Marble Dale, CT 06777, 4 beds, 3.5 baths

$4,000,000

4 beds3.5 baths3,285 sq ft

31A June Rd, New Preston Marble Dale, CT 06777

Property at 268 South St, Roxbury, CT 06783, 5 beds, 4.5 baths

$3,600,000

5 beds4.5 baths6,190 sq ft

268 South St, Roxbury, CT 06783

Property at 45 Huntington Ave, Norwich, CT 06360, 6 beds, 3.5 baths

$839,000

6 beds3.5 baths5,109 sq ft

45 Huntington Ave, Norwich, CT 06360

Property at 69 Birch Rd, Fairfield, CT 06824, 4 beds, 4.5 baths

$5,750,000

4 beds4.5 baths3,800 sq ft

69 Birch Rd, Fairfield, CT 06824

Property at 16 Shady Ln, Redding, CT 06896, 4 beds, 3 baths

$1,025,000

4 beds3 baths4,316 sq ft

16 Shady Ln, Redding, CT 06896

Property at 85 Good Hill Rd, Roxbury, CT 06783, 3 beds, 2.5 baths

$1,269,000

3 beds2.5 baths2,440 sq ft

85 Good Hill Rd, Roxbury, CT 06783

Property at 25 Savin Park #25, West Haven, CT 06516, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,746 sq ft

25 Savin Park #25, West Haven, CT 06516

Property at 42 Nettleton Hollow Rd, Washington, CT 06793, 5 beds, 8 baths

$5,595,000

5 beds8 baths9,806 sq ft

42 Nettleton Hollow Rd, Washington, CT 06793

Property at 5-7 Haddam Dock Rd, Haddam, CT 06438, 6 beds, 5.5 baths

$2,450,000

6 beds5.5 baths4,442 sq ft

5-7 Haddam Dock Rd, Haddam, CT 06438

Property at 2 Chatham Ter, Bridgeport, CT 06606, 3 beds, 3 baths

$499,900

3 beds3 baths1,562 sq ft

2 Chatham Ter, Bridgeport, CT 06606

Property at 1 Walden Ct Lot 52, Danbury, CT 06810, 3 beds, 2.5 baths

$1,014,000

3 beds2.5 baths2,279 sq ft

1 Walden Ct Lot 52, Danbury, CT 06810

Property at 6 Canterbury Ct #6, Brookfield, CT 06804, 1 bed, 1 bath

$265,000

1 bed1 bath703 sq ft

6 Canterbury Ct #6, Brookfield, CT 06804

Property at 24-B Heritage Crst Unit B, Southbury, CT 06488, 2 beds, 2 baths

$398,500

2 beds2 baths1,217 sq ft

24-B Heritage Crst Unit B, Southbury, CT 06488

Property at 150 Joshuatown Rd, Lyme, CT 06371, 4 beds, 4.5 baths

$4,650,000

4 beds4.5 baths6,346 sq ft

150 Joshuatown Rd, Lyme, CT 06371

Property at 305 Westledge Dr, Torrington, CT 06790, 4 beds, 3.5 baths

$750,000

4 beds3.5 baths2,508 sq ft

305 Westledge Dr, Torrington, CT 06790

Property at 55 Stone Hedge Ln, Bolton, CT 06043, 3 beds, 2.5 baths

$529,900

3 beds2.5 baths2,516 sq ft

55 Stone Hedge Ln, Bolton, CT 06043

Property at 60 Maple St #32, Branford, CT 06405, 3 beds, 3 baths

$1,599,999

3 beds3 baths1,731 sq ft

60 Maple St #32, Branford, CT 06405

Property at 203 Marcia Dr, Torrington, CT 06790, 4 beds, 2 baths

$399,000

4 beds2 baths1,496 sq ft

203 Marcia Dr, Torrington, CT 06790

Property at 1111 St Andrews Dr Lot 16, Oxford, CT 06478, 2 beds, 2.5 baths

$778,585

2 beds2.5 baths2,454 sq ft

1111 St Andrews Dr Lot 16, Oxford, CT 06478

Property at 394 Winchester Rd, Norfolk, CT 06058, 2 beds, 2.5 baths

$799,000

2 beds2.5 baths1,946 sq ft

394 Winchester Rd, Norfolk, CT 06058

Property at 920 Main St S, Woodbury, CT 06798, 4 beds, 5 baths

$2,995,000

4 beds5 baths5,316 sq ft

920 Main St S, Woodbury, CT 06798

Property at 225 Ledge Dr, Torrington, CT 06790, 3 beds, 2.5 baths

$209,000

3 beds2.5 baths1,584 sq ft

225 Ledge Dr, Torrington, CT 06790

Property at 80 Holmes Rd, Goshen, CT 06756, 3 beds, 3 baths

$2,395,000

3 beds3 baths1,840 sq ft

80 Holmes Rd, Goshen, CT 06756

Property at 11 Walden Ct Lot 57, Danbury, CT 06810, 3 beds, 2.5 baths

$794,000

3 beds2.5 baths2,279 sq ft

11 Walden Ct Lot 57, Danbury, CT 06810

Property at 17 Woodbury Hl #17, Woodbury, CT 06798, 2 beds, 2.5 baths

$529,900

2 beds2.5 baths1,673 sq ft

17 Woodbury Hl #17, Woodbury, CT 06798

Property at 1138 St Andrews Dr Lot 90, Oxford, CT 06478, 2 beds, 2.5 baths

$754,150

2 beds2.5 baths1,955 sq ft

1138 St Andrews Dr Lot 90, Oxford, CT 06478

Property at 35 River Rd, Sharon, CT 06069, 7 beds, 6.5 baths

$1,950,000

7 beds6.5 baths3,141 sq ft

35 River Rd, Sharon, CT 06069

Property at 2625 PARK Ave Unit 8L, Bridgeport, CT 06604, 1 bed, 1 bath

$220,000

1 bed1 bath837 sq ft

2625 PARK Ave Unit 8L, Bridgeport, CT 06604

Property at 35 Emmons Ln, Canaan, CT 06018, 4 beds, 3.5 baths

$1,135,000

4 beds3.5 baths2,460 sq ft

35 Emmons Ln, Canaan, CT 06018

Property at 25 Hunting Ridge Rd, Brookfield, CT 06804, 5 beds, 5.5 baths

$1,774,900

5 beds5.5 baths5,500 sq ft

25 Hunting Ridge Rd, Brookfield, CT 06804

Property at 235 E River Dr #903, East Hartford, CT 06108, 3 beds, 2 baths

$422,500

3 beds2 baths1,507 sq ft

235 E River Dr #903, East Hartford, CT 06108

Property at 60 Maple St #39, Branford, CT 06405, 2 beds, 2 baths

$649,000

2 beds2 baths1,351 sq ft

60 Maple St #39, Branford, CT 06405

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Based on information submitted to the MLS GRID as of Tue Sep 15 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Connecticut

There are currently 1180 homes with pools for sale in Connecticut. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Connecticut every 15 minutes.

Find your dream homes with pools in Connecticut using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Connecticut are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Connecticut. If you're looking to sell your home in the Connecticut area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Connecticut with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Homes with Pools for Sale in Connecticut, CT

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