Westport, CT Homes

/29
$2,750,000 Open House 1/25
- 5 Beds
- 4.5 Baths
- 6,330 Sq Ft
25 Old Rd, Westport, CT 06880

Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

Zach Wright William Pitt Sotheby's Int'l

25 Old Rd, Westport, CT 06880
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/10
$3,150 total monthly price
- 2 Beds
- 1 Bath
- 931 Sq Ft
- Condo for Rent
91 Saugatuck Ave Unit 2, Westport, CT 06880

2 Bedroom - Great Kitchen, bathroom and Location. Spacious rear outdoor deck. Immediate to downtown Saugatuck area. 3 min walk to the Westport Train Station. Convenient to shopping, restaurants and amenities - all in walking distance. Newly Renovated. Rustic Wood flooring. New Stainless Steel appliances. HE Washer/Dryer/dishwasher. Bright, comfortable, spacious, clean and new. 1st floor, easy

91 Saugatuck Ave Unit 2, Westport, CT 06880
$1,595,000 Sold Jun 23, 2025

41 Richmondville Ave Unit 211, Westport, CT 06880
- 2 Beds
- 2 Baths
- 1,350 Sq Ft
- Built 2024
Last Sold Summary
- 15% Below List Price
- $1,181/SF
- 138 Days On Market
Last Listing Agent Doug Bross Coldwell Banker Realty

41 Richmondville Ave Unit 211, Westport, CT 06880

Est $1,782,595 Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 6,071 Sq Ft
100 Newtown Turnpike, Weston, CT 06883

100 Newtown Turnpike, Weston, CT 06883

/29
$599,000
- 3 Beds
- 1.5 Baths
- 920 Sq Ft
9 Crescent Park Rd, Westport, CT 06880

Welcome to this charming 3-bedroom, 1.5-bath ranch in the heart of Westport - the perfect blend of comfort, convenience, and low-maintenance living. With a brand-new roof and vinyl siding, this home is ready for years of worry-free enjoyment. The inviting living room features a cozy fireplace, creating a warm and welcoming space to relax or entertain. Thoughtfully designed for one-level living,

Karim Douich William Raveis Real Estate

9 Crescent Park Rd, Westport, CT 06880
/40
$8,000 total monthly price
- 3 Beds
- 2.5 Baths
- 2,857 Sq Ft
- House for Rent
414 Riverside Ave, Westport, CT 06880

Furnished farmhouse with Waterviews and Walk to Train. Forget your cares and your car! Artist's restored farmhouse with oodles of charm, sophistication and amenities (central air, porch, swing, two patios, BBQ grill, grassy yards, outdoor Ping Pong, chef's kitchen and hydro tub for relaxing) in Westport's 'happening' restaurant village of Saugatuck. A 5-minute walk to everything: the train to NYC

Inna Agujen Coldwell Banker Realty

414 Riverside Ave, Westport, CT 06880
$1,905,000 Sold Jul 01, 2025

15 Lone Pine Ln, Westport, CT 06880
- 3 Beds
- 2.5 Baths
- 2,263 Sq Ft
- Built 1953
Last Sold Summary
- 12% Above List Price
- $842/SF
- 11 Days On Market
Current Estimated Value $1,913,100

Last Listing Agent Mary Ellen Gallagher Compass Connecticut, LLC

15 Lone Pine Ln, Westport, CT 06880

Est $1,574,618 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,938 Sq Ft
166 Newtown Turnpike, Weston, CT 06883

166 Newtown Turnpike, Weston, CT 06883

/27
$1,150,000 Pending
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
41 Richmondville Ave Unit 104, Westport, CT 06880

The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

Doug Bross Coldwell Banker Realty

41 Richmondville Ave Unit 104, Westport, CT 06880
/20
$3,800 total monthly price
- 2 Beds
- 2 Baths
- 1,057 Sq Ft
- Townhouse for Rent
20 Cross St Unit 3, Westport, CT 06880

Ideally located just steps from the shopping and dining of downtown Westport, with the train station and I-95 only minutes away, this bright, airy two-bedroom home features soaring ceilings and an open, light-filled layout. One bedroom is located on the main level, while the upstairs primary bedroom includes a walk-in closet. The second-floor loft and landing area overlooks the main living space

Maya Wertheim Coldwell Banker Realty

20 Cross St Unit 3, Westport, CT 06880
$2,475,000 Sold May 01, 2025

20 Church St S, Westport, CT 06880
- 6 Beds
- 5.5 Baths
- 4,725 Sq Ft
- Built 2015
Last Sold Summary
- 3% Above List Price
- $524/SF
- 13 Days On Market
Current Estimated Value $2,495,302

Last Listing Agent Jennifer Twombly Compass Connecticut, LLC

20 Church St S, Westport, CT 06880

Est $3,349,245 Not Listed For Sale
- 6 Beds
- 7 Baths
- 7,076 Sq Ft
9 Crooked Mile Rd, Westport, CT 06880

9 Crooked Mile Rd, Westport, CT 06880

/33
$2,495,000
- 2 Beds
- 2.5 Baths
- 1,760 Sq Ft
41 Richmondville Ave Unit Duplex 2, Westport, CT 06880

IMMEDIATE OCCUPANCY! Only TWO homes remain at The Mill Westport! This impressive home has floor-to-ceiling windows, wood floors and a linear gas fireplace. The kitchen has an oversized island, high-end appliances, and is complete with custom cabinetry. The 2 bedrooms are on opposites sides of the home for maximum privacy. The primary suite has a generous walk-in closet and a luxurious windowed

Ashlei De Souza Serhant LLC

41 Richmondville Ave Unit Duplex 2, Westport, CT 06880
/31
$10,000 total monthly price
- 4 Beds
- 2.5 Baths
- 3,696 Sq Ft
- House for Rent
8 Peabody Ln, Westport, CT 06880

Venture through stone pillars, nestled at the end of a private lane sits this beautiful 4-bedroom colonial harmoniously sited on a breath-taking, aw-inspiring parkland w/waterfall, koi-pond, zen gardens, botanicals & meandering stone paths. The large sun-drench rooms w/hardwood floors flow seamlessly from front-to-back living room w/gas fireplace, dining rm, large family rm plus sep. private

Debbie Fisher William Raveis Real Estate

8 Peabody Ln, Westport, CT 06880
$3,470,000 Sold Dec 02, 2025

3 Bolton Ln, Westport, CT 06880
- 6 Beds
- 6.5 Baths
- 7,899 Sq Ft
- Built 2008
Last Sold Summary
- 9% Below List Price
- $439/SF
- 35 Days On Market
Last Listing Agent Jen Kass Higgins Group Bedford Square

3 Bolton Ln, Westport, CT 06880

Est $1,163,771 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,291 Sq Ft
220 Riverside Ave Unit 8, Westport, CT 06880

220 Riverside Ave Unit 8, Westport, CT 06880

/35
$1,750,000 Pending
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
785 Post Rd E Unit 303, Westport, CT 06880

AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

Todd Gibbons Boost Real Estate Group

785 Post Rd E Unit 303, Westport, CT 06880
/17
$3,750 total monthly price
- 2 Beds
- 1 Bath
- 1,060 Sq Ft
- House for Rent
87b Red Coat Rd, Westport, CT 06880

Wonderful private legal two bedroom carriage house on the Saugatuck River private estate. Freshly painted with wall to wall carpet in bedrooms and loft area. Wood floors in the living room with vaulted ceiling. washer / dryer in unit. Bonus loft for storage. This charming home is available for short or long term rental great for 1/2 people. Owner might consider use of the pool depending on lease.

Rebecca Ellsley Higgins Group Bedford Square

87b Red Coat Rd, Westport, CT 06880
$3,879,000 Sold Aug 15, 2025

19 Center St, Westport, CT 06880
- 6 Beds
- 8 Baths
- 7,861 Sq Ft
- Built 2017
Last Sold Summary
- $493/SF
- 18 Days On Market
Current Estimated Value $3,902,821

Last Listing Agent Brett Lieberman The Riverside Realty Group

19 Center St, Westport, CT 06880

Est $1,123,643 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,291 Sq Ft
220 Riverside Ave Unit 7, Westport, CT 06880

220 Riverside Ave Unit 7, Westport, CT 06880

/39
$1,385,000 Pending
- 2 Beds
- 2.5 Baths
- 1,300 Sq Ft
785 Post Rd E Unit 302, Westport, CT 06880

Nearly completed this residential flat offers the best of first floor living. Situated in a prime location in the heart of Westport, this development by RPM Home features a limited collection of eight luxury townhomes and five flats, designed for convenient in-town living. This particular unit offers desirable single-level living and is filled with natural light thanks to expansive Marvin windows

Todd Gibbons Boost Real Estate Group

785 Post Rd E Unit 302, Westport, CT 06880
/20
$3,650 total monthly price
- 2 Beds
- 1 Bath
- 740 Sq Ft
- House for Rent
315 Main St, Westport, CT 06880

LOCATION, LOCATION, LOCATION...Fully renovated 2-bedroom, 1-bath rental located just half a mile from downtown Westport, offering scenic views overlooking the Saugatuck River. This unit includes private parking, an in-unit washer and dryer, and a private storage unit. The interior is entirely brand new, featuring new windows, updated flooring and carpeting, an eat-in kitchen with stainless steel

Kim Vartuli Keller Williams Realty

315 Main St, Westport, CT 06880
$2,865,000 Sold Jun 26, 2025

9 Forest Dr, Westport, CT 06880
- 5 Beds
- 4.5 Baths
- 4,672 Sq Ft
- Built 1952
Last Sold Summary
- 2% Above List Price
- $613/SF
- 40 Days On Market
Current Estimated Value $2,913,818

Last Listing Agent Alex Chingas Coldwell Banker Realty

9 Forest Dr, Westport, CT 06880

Est $2,843,857 Not Listed For Sale
- 5 Beds
- 5 Baths
- 4,733 Sq Ft
4A Woodhill Rd, Westport, CT 06880

4A Woodhill Rd, Westport, CT 06880

/21
$1,279,000 Under Contract
- 3 Beds
- 3 Baths
- 1,998 Sq Ft
15 Wright St, Westport, CT 06880

Another opportunity on one of Westport's most desirable streets! This Antique gem has been lovingly cared for by the same family for 31 years. It underwent massive renovations in 2017. Some walls were removed to create a beautiful open gourmet kitchen which opens to a charming Family Room with fireplace. There is also a front living room with pretty builtins. All three full baths have been

Laurie Morris Compass Connecticut, LLC

15 Wright St, Westport, CT 06880
/11
$2,950 total monthly price
- 2 Beds
- 1 Bath
- 1,215 Sq Ft
- Apartment for Rent
41 Saugatuck Ave Unit A, Westport, CT 06880

Don't miss this unique rental opportunity in Saugatuck! Walk to water, tons of local dining, shopping & Metro North; along with just a short drive over to downtown Westport/Route 1 and under a minute to 195. Located above a local Westport staple, this 1200+ sqft apartment includes ALL UTILITIES and is available immediately. Brand new carpeting, 12 Ft ceilings, large living room, eat-in-kitchen

Tina Ciufo William Raveis Real Estate

41 Saugatuck Ave Unit A, Westport, CT 06880
$4,200,000 Sold Jul 10, 2025

11 Gault Park Dr, Westport, CT 06880
- 7 Beds
- 9 Baths
- 6,898 Sq Ft
- Built 2008
Last Sold Summary
- 5% Above List Price
- $609/SF
- 58 Days On Market
Current Estimated Value $4,214,949

Last Listing Agent Imke Lohs Compass Connecticut, LLC

11 Gault Park Dr, Westport, CT 06880

Est $4,805,325 Not Listed For Sale
- 5 Beds
- 7.5 Baths
- 6,404 Sq Ft
25 Flower Farm Cir, Westport, CT 06880

25 Flower Farm Cir, Westport, CT 06880

/40
$2,639,000 Pending
- 5 Beds
- 5 Baths
- 4,549 Sq Ft
26 Hitchcock Rd, Westport, CT 06880

Welcome to Brookside, the amazing new project by GreenDay and Co. Get ready to be captivated by this home's transformation-a breathtaking fusion of classic European charm and modern luxury that will leave you speechless. This isn't just your typical modern farmhouse; it's a beautiful reimagining of a European-style estate, carefully rebuilt from the ground up to inspire and impress. it's a

Mar Jennings Higgins Group Bedford Square

26 Hitchcock Rd, Westport, CT 06880
/11
$1,750 total monthly price
- 1 Bath
- 380 Sq Ft
- House for Rent
69 Sylvan Rd N Unit Cottage, Westport, CT 06880

Originally the artist's studio for the famous New Yorker cartoonist Perry Barlow, this charming cottage features a large, bright main window and a newly painted, white open-plan living space with brand new propane heating system and tankless hot water. Separate kitchen with gas range and eating area, plus small bathroom with stall shower. Tranquil, wooded and private setting is peaceful, yet just

Amy Swanson William Raveis Real Estate

69 Sylvan Rd N Unit Cottage, Westport, CT 06880
$2,925,000 Sold Feb 21, 2025

60 Wilton Rd, Westport, CT 06880
- 2 Beds
- 2.5 Baths
- 2,517 Sq Ft
- Built 2023
Last Sold Summary
- 8% Below List Price
- $1,162/SF
- 102 Days On Market
Last Listing Agent Robert DiDonato William Raveis Real Estate

60 Wilton Rd, Westport, CT 06880

Est $4,615,926 Not Listed For Sale
- 5 Beds
- 9 Baths
- 10,471 Sq Ft
6 Pan Handle Ln, Westport, CT 06880

6 Pan Handle Ln, Westport, CT 06880

/30
$1,500,000 Pending
- 3 Beds
- 3 Baths
- 2,107 Sq Ft
5 Over Rock Ln, Westport, CT 06880

A rare offering providing the best of both worlds! Enter through stone pillars to find this well built ranch set on large, professionally landscaped property in a multi-million dollar neighborhood near town, train and beach. A spacious front to back great room with wood burning fireplace, built-ins and hardwood floors under the carpet, features walls of windows overlooking the lovely property

Laura Sydney William Pitt Sotheby's Int'l

5 Over Rock Ln, Westport, CT 06880
/32
$48,000 total monthly price
- 7 Beds
- 10 Baths
- 8,208 Sq Ft
- House for Rent
4 Winker Ln, Westport, CT 06880

Spend July in this idyllic, fully furnished Westport retreat, tucked away on a private cul-de-sac and surrounded by stunning, manicured gardens. This sun-drenched Colonial offers resort-style living with a heated gunite pool, hot tub, guest house, and expansive outdoor entertaining spaces. A sweeping staircase welcomes you into the recently refreshed interior, featuring soaring ceilings and

Jennifer Leahy Compass Connecticut, LLC

4 Winker Ln, Westport, CT 06880
$1,300,000 Sold Mar 10, 2025

315 Harvest Commons Unit 315, Westport, CT 06880
- 2 Beds
- 3 Baths
- 2,262 Sq Ft
- Built 1982
Last Sold Summary
- 31% Above List Price
- $575/SF
- 0 Days On Market
Last Listing Agent Susan Cassidy Coldwell Banker Realty

315 Harvest Commons Unit 315, Westport, CT 06880

Est $1,770,490 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,691 Sq Ft
36 Terra Nova Cir, Westport, CT 06880

36 Terra Nova Cir, Westport, CT 06880

/22
$4,995,000 New Construction
- 5 Beds
- 7 Baths
- 5,550 Sq Ft
1 Coastal Ct, Westport, CT 06880

Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

Julie Vanderblue Higgins Group Real Estate

1 Coastal Ct, Westport, CT 06880
/26
$7,000 total monthly price
- 5 Beds
- 2 Baths
- 2,518 Sq Ft
- House for Rent
12 Belaire Dr, Westport, CT 06880

Nestled at the end of a quiet cul-de-sac, this charming five-bedroom, two-bath Cape Cod offers exceptional privacy in a beautiful and serene setting. Surrounded by natural scenery, the home provides a peaceful retreat while still offering comfortable, functional living space. The classic Cape Cod layout features generous room sizes, flexible living areas, and a warm, inviting atmosphere

Karen Serrao Cabrera West-Green & Assoc RE Brokers

12 Belaire Dr, Westport, CT 06880
$2,290,000 Sold Jun 17, 2025

10 Heathwood Ln, Westport, CT 06880
- 4 Beds
- 4.5 Baths
- 4,000 Sq Ft
- Built 2020
Last Sold Summary
- 9% Above List Price
- $572/SF
- 13 Days On Market
Current Estimated Value $2,248,976

Last Listing Agent Lauren Turner Corcoran Centric Realty

10 Heathwood Ln, Westport, CT 06880

Est $1,621,249 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,358 Sq Ft
76 Terra Nova Cir, Westport, CT 06880

76 Terra Nova Cir, Westport, CT 06880

Showing Results 41 - 80, Page 2 of 18

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