Homes with Pools for Sale in Weston, CT

19 homes

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NEW 4 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
MOTIVATED SELLER! BRING ALL OFFERS! Experience refined suburban living at 38 Ravenwood Drive, a beautifully situated residence in one of Weston's most desirable and private settings. Nestled on a peaceful street surrounded by mature trees, this home offers a perfect blend of space, comfort, and timeless appeal. The interior showcases a well-balanced layout with light-filled living areas designed for both everyday living and elegant entertaining. A welcoming main living space flows seamlessly into dining and gathering areas, while the kitchen provides generous cabinetry and workspace suited for daily meals or hosting guests. Bedrooms are well-proportioned, offering serene retreats with flexi

$790,000

3 beds2 baths1,515 sq ft

38 Ravenwood Dr, Weston, CT 06883

Generous cabinetry • Outdoor dining • Natural landscape

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
Welcome to 14 Langner Lane, a uniquely charming stone residence set on 2.35 beautifully landcaped acres of lush, private property in the coveted town of Weston. Offering approximately 3,880 square feet of living space, this home beautifully blends architectural character with exceptional space, making it perfect for families seeking privacy and room to roam. Fall in love with 14 Langner's stunning stone exterior walls and interior details, including original window frames and fixtures that imbue it with a unique, timeless character often missing in newer builds. This 5 bedroom, 4.5 bath home offers flexible living with one large bedroom addition on the main level, isolated from the main liv

$1,695,000

5 beds4.5 baths3,880 sq ft

14 Langner Ln, Weston, CT 06883

Stone exterior walls • Large bay window • Dedicated bathroom

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
NOVA DESIGN BUILD of NYC has brought their innovative approach to Weston, CT at 26 Hill Farm Road. This light filled contemporary home boasts high end finishes, fixtures, and beautiful custom details throughout the renovation. The upper level has a fantastic modern eat-in kitchen, flooded with light. The living/dining room area has soaring ceilings, walls of windows, a wood burning fireplace, and access to a large private deck. The primary bedroom and bath are privately situated on one end of the home ready for you to add your own style. Three additional bedrooms and two fully renovated baths are found on the other side of the home. The lower level has high ceilings, a large family room, on

$1,495,000

5 beds4 baths3,537 sq ft

26 Hill Farm Rd, Weston, CT 06883

Scenic pond • Large family room • High ceilings

LISTED BY REDFIN3D & VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are welcomed into classic, timelessly elegant interiors featuring exquisite handcrafted millwork and coffered ceilings. The home boasts five fireplaces and abundant cabinetry, with oversized French doors and large windows that fill every room with natural light. The central gourmet kitchen flows seamless

$3,999,999

5 beds8 baths11,450 sq ft

64 Old Redding Rd, Weston, CT 06883

Home theater • Guest pool house • Landscaped grounds

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
Discover the serenity of 335 Georgetown Road, where a grand, private approach leads you through exquisitely landscaped grounds adorned with lush foliage, natural stone, and vibrant blooms. This contemporary masterpiece is perched on 3.38 acres, featuring a professionally lit Tartan basketball court, expansive side deck and a secluded pool. The main floor primary suite has two generously sized walk in closets and a sitting room and/or gym space, also offers a private deck, with direct pool access. With soaring ceilings and expansive glass windows, the home is bathed in natural light throughout the day, while remaining comfortably shaded by strategically placed trees. The grand living room is

$1,799,000

5 beds4.5 baths4,106 sq ft

335 Georgetown Rd, Weston, CT 06883

3.38 acre lot • 2 garage spots • Pool

Property at 198 Steep Hill Rd, Weston, CT 06883, 5 beds, 4 baths

$1,199,000

5 beds4 baths3,581 sq ft

198 Steep Hill Rd, Weston, CT 06883

Property at 20 Georgetown Rd, Weston, CT 06883, 2 beds, 2 baths

$524,000

2 beds2 baths1,544 sq ft

20 Georgetown Rd, Weston, CT 06883

Property at 4 Colony Rd, Weston, CT 06883, 2 beds, 2 baths

$799,000

2 beds2 baths1,689 sq ft

4 Colony Rd, Weston, CT 06883

Property at 492 Newtown Tpke, Weston, CT 06883, 1 bed, 1 bath

$349,000

1 bed1 bath576 sq ft

492 Newtown Tpke, Weston, CT 06883

Property at 4 Trails End Rd, Weston, CT 06883, 5 beds, 3.5 baths

$1,495,000

5 beds3.5 baths3,888 sq ft

4 Trails End Rd, Weston, CT 06883

Property at 17 Huckleberry Ln, Weston, CT 06883, 4 beds, 4 baths

$1,050,000

4 beds4 baths2,386 sq ft

17 Huckleberry Ln, Weston, CT 06883

Property at 214 Good Hill Rd, Weston, CT 06883, 7 beds, 9 baths

$3,795,000

7 beds9 baths11,075 sq ft

214 Good Hill Rd, Weston, CT 06883

Property at 4 Good Hill Rd, Weston, CT 06883, 3 beds, 3 baths

$3,500,000

3 beds3 baths8,500 sq ft

4 Good Hill Rd, Weston, CT 06883

Property at 76 Lords Hwy, Weston, CT 06883, 6 beds, 9 baths

$3,900,000

6 beds9 baths10,634 sq ft

76 Lords Hwy, Weston, CT 06883

Property at 28 Old Orchard Dr, Weston, CT 06883, 5 beds, 5.5 baths

$1,779,000

5 beds5.5 baths7,611 sq ft

28 Old Orchard Dr, Weston, CT 06883

Property at 31 Riverfield Dr, Weston, CT 06883, 5 beds, 4 baths

$1,750,000

5 beds4 baths4,056 sq ft

31 Riverfield Dr, Weston, CT 06883

Property at 96 Georgetown Rd, Weston, CT 06883

$449,000

— beds— baths— sq ft

96 Georgetown Rd, Weston, CT 06883

Property at Old Easton, Weston, CT 06883

$2,500,000

— beds— baths— sq ft

Old Easton, Weston, CT 06883

Property at 85-95 Old Easton Tpke, Weston, CT 06883

$1,995,000

— beds— baths— sq ft

85-95 Old Easton Tpke, Weston, CT 06883

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Nearby homes that match your criteria

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
Wonderful opportunity to restore this iconic Antique property back to it's original stately beauty! Offering over 4,000 square feet across 3 floors, this impressive home is currently a commercial property and features 6 treatment rooms easily convertible back into bedrooms. Several of the 4 half-baths are generously sized and offer the potential to be transformed into full baths. Classic architectural details abound, including high ceilings, hardwood floors, a fireplace, pocket doors, and a charming wraparound front porch- perfect for enjoying the home's historic character. Outside, the property includes a carriage barn with two stalls, originally designed for horses, adding to the estate's

$1,199,000

5 beds3 baths4,240 sq ft

475 Danbury Rd, Wilton, CT 06897

Treatment rooms • Antique property • Half-baths

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within Fairfield's prestigious Greenfield Hill area, known for its historic charm and upscale residential character. This tree-lined pastoral neighborhood features homes accompanied by multiple outbuildings set on generous lots, offering privacy and tranquility while remaining conveniently connected to downto

$950,000

2 beds2 baths1,135 sq ft

11 Judges Hollow Rd, Fairfield, CT 06824

Generous lots • Private wooded acres • Protected open space

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
Located in one of Westport's most desirable Coleytown neighborhoods surrounded by multi-million dollar homes 24 Warnock is perfect blend of style comfort & convenience This turnkey 2851sf home on 4 floors offers close proximity to Westport's top rated schools vibrant downtown & beautiful beaches-an exceptional opportunity at this price point Thoughtfully renovated & impeccably maintained this home exudes quality craftsmanship & modern elegance The chef's kitchen features granite countertops custom cabinetry & premium finishes throughout Three beautifully updated baths combine timeless design with contemporary functionality The open & sun filled main level

$1,999,000

3 beds2.5 baths2,844 sq ft

24 Warnock Dr, Westport, CT 06880

1.01 acre lot • 2 garage spots • Pool

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
Welcome to 55 Liberty St. Unparalleled modern luxury in this meticulously rebuilt 5-bedroom, 4.5-bath Wilton residence. Set on 1.8 private acres, the home delivers seamless, sun-drenched living across 4,300+ square feet, following a comprehensive 2025 renovation that saw the property rebuilt from the studs up. Step inside to discover European wire-brushed hardwood floors and an effortless, open layout. The heart of the home is a vaulted-ceiling kitchen, featuring contemporary white cabinetry and a full suite of CAFETM smart appliances. Upstairs, the spa-like primary suite is finished with Natural Marble and luxurious gold Kohler fixtures, offering a perfect sanctuary. The lower level is des

$1,775,000

5 beds4.5 baths4,504 sq ft

55 Liberty St, Wilton, CT 06897

Private acres • Natural marble • Gold kohler fixtures

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
OWN A PIECE OF HISTORY Updated and fully painted Inside and Out. Historic Antique Colonial in South Wilton - 4 Beds | 2.5 Baths | 2,803 Sq Ft + Walk-Out Lower Level | 4.81 Acres. Known as the historic "James Benedict" house, this central chimney (5 fireplaces : 3 gas and 2 wood) 3-story, post and beam construction residence is one of the notable and better-preserved 18th century dwellings in town. All light fixtures have been updated with LED, Three bathrooms updated. Wide plank floors refinished , Dusk to down exterior lighting, Hot water baseboard gas heat and Mini split systems that provide high quality, low noise comfort AC and can also supply heat as an alternative energy sou

$1,198,000

4 beds2.5 baths2,803 sq ft

332 Belden Hill Rd, Wilton, CT 06897

Central chimney • 4.81 acre lot • 6 parking spots

ABOUT THIS HOME
Home with a Pool for sale in Weston, CT:
Imagine morning coffee with birdsong, and afternoons spent in your own lovely and private Backyard. If you have ever considered a move out of the city, this home offers the perfect blend of convenience, natural beauty, and sheer breathing space! Situated in coveted South Wilton, this 4 Bedroom, 3.5 Bath Classic Colonial provides both traditional New England charm and modern ambiance. The inviting main level layout is designed for everyday living and seamless entertaining; flowing effortlessly from room to room. The Heart of the Home is the gorgeous Cherry Kitchen with granite counters framing serene views of your retreat-worthy, wooded Backyard. The versatile main level Study with Full Bath

$1,299,000

4 beds3.5 baths2,698 sq ft

41 Calvin Rd, Wilton, CT 06897

Cherry kitchen • Private backyard • Lower level walkout

Property at 76 Sturges Ridge Rd, Wilton, CT 06897, 5 beds, 8 baths

$3,495,000

5 beds8 baths6,990 sq ft

76 Sturges Ridge Rd, Wilton, CT 06897

Keller Williams Prestige Prop

Property at 22 Ledgewood Rd, Redding, CT 06896, 4 beds, 3.5 baths

$979,000

4 beds3.5 baths3,578 sq ft

22 Ledgewood Rd, Redding, CT 06896

Property at 6 Nutcracker Ln, Westport, CT 06880, 4 beds, 3.5 baths

$2,785,000

4 beds3.5 baths5,434 sq ft

6 Nutcracker Ln, Westport, CT 06880

Property at 88 Merry Meet Cir, Fairfield, CT 06824, 5 beds, 7 baths

$2,498,000

5 beds7 baths8,136 sq ft

88 Merry Meet Cir, Fairfield, CT 06824

Property at 93 E Meadow Rd, Wilton, CT 06897, 4 beds, 3 baths

$1,995,000

4 beds3 baths3,603 sq ft

93 E Meadow Rd, Wilton, CT 06897

Property at 54 mountain rd Rd, Wilton, CT 06897, 4 beds, 2 baths

$800,000

4 beds2 baths1,026 sq ft

54 mountain rd Rd, Wilton, CT 06897

Property at 2281 Redding Rd, Fairfield, CT 06824, 5 beds, 4.5 baths

$4,995,000

5 beds4.5 baths4,191 sq ft

2281 Redding Rd, Fairfield, CT 06824

Property at 25 Hermit Ln, Westport, CT 06880, 6 beds, 6 baths

$3,125,000

6 beds6 baths9,454 sq ft

25 Hermit Ln, Westport, CT 06880

Property at 111 Sturges Hwy, Westport, CT 06880, 5 beds, 7 baths

$3,550,000

5 beds7 baths7,359 sq ft

111 Sturges Hwy, Westport, CT 06880

Property at 9 Read Pl, Wilton, CT 06897, 5 beds, 3.5 baths

$1,499,000

5 beds3.5 baths4,000 sq ft

9 Read Pl, Wilton, CT 06897

Property at 38 Honey Hill Rd, Wilton, CT 06897, 4 beds, 5 baths

$1,735,000

4 beds5 baths4,950 sq ft

38 Honey Hill Rd, Wilton, CT 06897

Property at 14 Northfield Dr, Westport, CT 06880, 3 beds, 2 baths

$1,169,000

3 beds2 baths1,813 sq ft

14 Northfield Dr, Westport, CT 06880

Property at 212 Fence Row Dr, Fairfield, CT 06824, 6 beds, 4.5 baths

$1,695,000

6 beds4.5 baths5,325 sq ft

212 Fence Row Dr, Fairfield, CT 06824

Property at 26 Wilridge Rd, Ridgefield, CT 06877, 4 beds, 2.5 baths

$844,000

4 beds2.5 baths1,948 sq ft

26 Wilridge Rd, Ridgefield, CT 06877

Homes with Pools for Sale in Weston

There are currently 19 homes with pools for sale in Weston at a median listing price of $1.29M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Weston stay on the market for 68 days and receive 12 offers. This map is refreshed with the newest listings in Weston every 15 minutes.

In the past month, 11 homes have been sold in Weston. In addition to houses in Weston, there was also 1 condo, 0 townhouses, and 1 multi-family unit for sale in Weston last month. Find your dream home in Weston 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 Weston are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Weston. If you're looking to sell your home in the Weston area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Weston with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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