Weston, CT homes for sale & real estate

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ABOUT THIS HOME
Weston, CT Homes for Sale
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

OPEN SUN, 2PM TO 4PM

ABOUT THIS HOME
Weston, CT Homes for Sale
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

ABOUT THIS HOME
Weston, CT Homes for Sale
This exceptional stone home, blending contemporary design with natural tranquility, sits on 2 private acres in Weston. Expertly engineered & beautifully constructed, the home welcomes you through a dramatic two-story foyer into a sun-filled living room with floor-to-cathedral windows, a custom two-sided fireplace, and sweeping woodland views. Open chef's kitchen features granite countertops, custom cabinetry, granite center island, premium built-in appliances: Sub-Zero, Thermador stoves, Miele cappuccino station, warming oven, steamer. The large dining room offers perfect space for entertaining. Main level includes three bedrooms, highlighted by a spacious primary suite w sitting room

$1,199,000

5 beds4 baths3,581 sq ft

198 Steep Hill Rd, Weston, CT 06883

2 acre lot • 2 garage spots • Built 1963

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Weston, CT Homes for Sale
This charming one bedroom and one bath home is tucked between Devil's Den Nature Preserve and the Saugatuck Reservoir conveniently located in North Weston. Sited on a half-acre, this home is serene and in the midst of nature. All measurements approximate. Weston residents are provided the opportunity to purchase parking emblem to access Westport amenities, including beaches and pool.

$349,000

1 bed1 bath576 sq ft

492 Newtown Tpke, Weston, CT 06883

Weston amenities • Half-acre • Pool

REDFIN OPEN SUN, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Weston, CT Homes for Sale
Beautifully updated Colonial in an excellent location, close to downtown Weston! This 3-bedroom, 2-bath Colonial features a spacious living room, large kitchen with granite countertops, and a formal dining room with a full bath and separate laundry room. The second level has two bedrooms, a shared bathroom and office area. The expansive primary bedroom is located on the 3rd level with full-sized windows and its own electric heating. This home boasts beautiful hardwood floors throughout with an instant tankless hot water heater, natural gas heating and a brand new roof. Enjoy the peaceful outdoors from the patio, which overlooks the lovely private yard with stockade fencing. Great flexible l

$524,000

3 beds2 baths1,616 sq ft

20 Georgetown Rd, Weston, CT 06883

Formal dining room • Large kitchen • Updated colonial

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 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 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 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 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 191 Steep Hill Rd, Weston, CT 06883, 5 beds, 3 baths

$999,999

5 beds3 baths2,220 sq ft

191 Steep Hill Rd, Weston, CT 06883

Property at 145 Lyons Plain Rd, Weston, CT 06883, 5 beds, 5.5 baths

$1,569,000

5 beds5.5 baths3,579 sq ft

145 Lyons Plain 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 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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OPEN SUN, 11AM TO 1PMVIDEO TOUR

ABOUT THIS HOME
Weston, CT Homes for Sale
Experience refined living in this serene and supremely private residence, ideally located on one of the quietest streets great for quiet walks and bike rides, while remaining just minutes from Wilton shopping and everyday conveniences. Meticulously maintained and truly turnkey, this exceptional home offers the peace of mind of recently updated major systems-simply unpack and enjoy. The grand family room sets the tone with soaring ceilings, fireplace, and abundant natural light, creating a sophisticated yet inviting space. The Chef's kitchen is a culinary masterpiece, featuring a professional KUCHT gas range, additional wall oven, a generous center island with prep sink, and ample cabinetry

$1,250,000

4 beds2.5 baths3,942 sq ft

269 Thunder Lake Rd, Wilton, CT 06897

2.56 acre lot • 3 garage spots • Built 1991

ABOUT THIS HOME
Weston, CT Homes for Sale
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

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Weston, CT Homes for Sale
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
Weston, CT Homes for Sale
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
Weston, CT Homes for Sale
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

$1,249,000

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
Weston, CT Homes for Sale
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 2190 Sturges Hwy, Westport, CT 06880, 3 beds, 3 baths

$1,100,000

3 beds3 baths3,670 sq ft

2190 Sturges Hwy, Westport, CT 06880

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

$2,149,000

4 beds3 baths3,650 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 101 Brambley Hedge Cir, Fairfield, CT 06824, 5 beds, 5 baths

$1,695,000

5 beds5 baths5,136 sq ft

101 Brambley Hedge Cir, 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 30 Cavalry Rd, Westport, CT 06880, 4 beds, 4 baths

$2,474,000

4 beds4 baths4,013 sq ft

30 Cavalry Rd, 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

Average home prices near Weston, CT

Cities

Zip Codes
Minor Civil Divisions

Weston, CT real estate trends

$1.39M

Sale price

+9.1%
since last year

$377

Sale $/sq ft

-6.9%
since last year

Over list price

0.8%

Days on market

Down payment

20.0%

Total homes sold

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