Westport, CT Homes

/39
$2,700,000
- 5 Beds
- 4.5 Baths
- 4,179 Sq Ft
114 Cross Hwy, Westport, CT 06880

Welcome to a truly one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian hotel particulier. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for

Robert Appell Coldwell Banker Realty

114 Cross Hwy, Westport, CT 06880
/15
$3,800 per month
- 2 Beds
- 2 Baths
- 1,114 Sq Ft
- House for Rent
24 Sherwood Dr, Westport, CT 06880

Comfortable Cape with 2 fireplaces and great location short walk to Old Mill Beach and Compo Beach. Nice back yard and convenient to new Deli/Resturant.Recent kit reno new countertops , Vynyl plank floor and freshly painted cabinets .

Dean Faroni William Raveis Real Estate

24 Sherwood Dr, Westport, CT 06880
$1,145,000 Sold Jun 06, 2025
- 2,012 Sq Ft
- $569/SF
- 26 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1981
409 Harvest Commons Unit 409, Westport, CT 06880

Welcome to 409 Harvest Commons - a sun-filled, 2-bedroom, 2.5-bath townhouse featuring a desirable first-floor Primary Bedroom in a highly sought-after community with a heated pool, tennis courts, and clubhouse. Nestled on a quiet cul-de-sac for privacy with convenient access to amenities just minutes to downtown Westport shopping and dining, walking distance to Balducci's and easy access to

Susan Lieberman The Riverside Realty Group

409 Harvest Commons Unit 409, Westport, CT 06880

Est $1,506,463 Not Listed For Sale
- 2 Beds
- 2 Baths
- 2,450 Sq Ft
329 Lansdowne, Westport, CT 06880

329 Lansdowne, Westport, CT 06880

/40
$2,500,000
- 5 Beds
- 7 Baths
- 5,485 Sq Ft
30 Wellington Dr, Fairfield, CT 06824

Stunning custom-built Colonial nestled on a quiet cul-de-sac just minutes from Westport. Set on 2 private acres with a fenced-in backyard, in-ground gunite pool (2021), and patio, this home showcases exquisite craftsmanship, rich cherry and mahogany finishes, limestone and marble detailing, and 9' ceilings on both floors. The flexible layout offers 5 bedrooms, 4 full & 3 half baths, a first-floor

William Gill Compass Connecticut, LLC

30 Wellington Dr, Fairfield, CT 06824
/40
$22,500 per month
- 4 Beds
- 8 Baths
- 6,821 Sq Ft
- House for Rent
62 Weston Rd, Westport, CT 06880

NEWLY RENOVATED! Gorgeous spacious fully furnished home situated at the end of a long private driveway in a fully fenced professionally exquisite landscaped park like property on 2.14 level acres. This beautiful colonial with a dramatic two story foyer, high ceilings, custom millwork & beautiful details is finished on 4 levels. New light natural hardwood floors. 2 Home Offices with extensive

Cindy Saul Coldwell Banker Realty

62 Weston Rd, Westport, CT 06880
$1,250,000 Sold Jun 06, 2025
- 2,375 Sq Ft
- $526/SF
- 38 Days On Market
- 4 Beds
- 3 Baths
- Built 1962
68 Grove Point, Westport, CT 06880

Dreaming of living near the beach? This updated 4-bedroom, 3-bath home near Aspetuck Land Trust offers the perfect blend of comfort, style, and convenience in Westport. The bright, open floor plan is designed for modern living, featuring a stunning kitchen with ample counter space, a dining area, and a family room with a cozy fireplace. Down the hall, you'll find a full bath, a welcoming living

Erica Acheychek Coldwell Banker Realty

68 Grove Point, Westport, CT 06880

Est $1,179,712 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 2,050 Sq Ft
311 Lansdowne, Westport, CT 06880

311 Lansdowne, Westport, CT 06880

/20
$1,239,000
- 3 Beds
- 2 Baths
- 2,208 Sq Ft
7 Ambler Rd W, Westport, CT 06880

Step into comfort and ease in this move-in-ready 3-bedroom, 2-bath home tucked away on a peaceful cul-de-sac. Thoughtfully updated and well-maintained, this home offers a bright and welcoming layout ideal for modern living. Enjoy a sun-filled, south-facing backyard that's fully fenced-perfect for pets and outdoor play. Relax or entertain on the deck while taking in serene views of mature trees.

Jason Saphire www.HomeZu.com

7 Ambler Rd W, Westport, CT 06880
/40
$62,250 per month
- 7 Beds
- 8 Baths
- 8,637 Sq Ft
- House for Rent
75 Cavalry Rd, Westport, CT 06880

Welcome to your dream summer rental! This incredible property offers gorgeous landscaping, a private pool, a pool house, a fire pit, an outdoor kitchen, and an amazing fully furnished patio, with new oversized Tucci umbrellas. With 7 bedrooms and 2 half baths, there's plenty of space for you and your guests. The modern kitchen comes equipped with a brand new high-end pizza hearth oven, perfect

Cindy Saul Coldwell Banker Realty

75 Cavalry Rd, Westport, CT 06880
$645,000 Sold Jun 06, 2025
- 1,056 Sq Ft
- $611/SF
- 39 Days On Market
- 3 Beds
- 1 Bath
- Built 1964
5 Carlisle Ct, Westport, CT 06880

Convenience and location is key! Bring your creativity and design ideas to this 1960's 3 Bed 2 Bath home on a private cul de sac in a centrally located Westport neighborhood. Main Floor features sun filled rooms with hardwood floors in bedrooms, dining room and living room with fireplace. Finished lower level adds approx 528 additional sqft and features an alcove with walk out access to back yard

Christine Ward Berkshire Hathaway NE Prop.

5 Carlisle Ct, Westport, CT 06880

Est $792,181 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,272 Sq Ft
8 Davenport Ave, Westport, CT 06880

8 Davenport Ave, Westport, CT 06880

/40
$2,595,000
- 4 Beds
- 3 Baths
- 4,412 Sq Ft
8 Northfield Dr, Westport, CT 06880

This is the perfect house in the perfect location-just minutes from top-rated schools, playgrounds, ballfields, and houses of worship. Set on a picture-perfect acre of lush, manicured lawn, this Colonial style home offers serene views of a large pond while overlooking 8+ acres of private, protected meadowland. Step through the front door into a grand two-story foyer that introduces a seamless

Helen Cusa Brown Harris Stevens

8 Northfield Dr, Westport, CT 06880
/36
$45,000 per month
- 4 Beds
- 3.5 Baths
- 2,873 Sq Ft
- House for Rent
36 Spriteview Ave, Westport, CT 06880

Spend your summer pools side on direct Long Island Sound, for the month of July! Simply sit back and enjoy stunning sunsets and sensational water-wildlife from every living room. Located just 3 doors from the beach and within 1 +/- miles to Metro North train station. One would be hard-pressed to find a more delightful refuge to host family and friends and reap the benefits of living on Saugatuck

Tanya Sprague William Raveis Real Estate

36 Spriteview Ave, Westport, CT 06880
$2,120,000 Sold Jun 05, 2025
- 3,562 Sq Ft
- $595/SF
- 28 Days On Market
- 4 Beds
- 4 Baths
- Built 1963
35 Pumpkin Hill Rd, Westport, CT 06880

Welcome to this sun-filled Colonial in the heart of Westport! This beautifully updated 4-bedroom home offers the perfect blend of classic charm and modern convenience. Enjoy peace of mind with city water, city sewer, a generator, and an outdoor sprinkler system. Inside, an expanded Kitchen and Family Room create a bright, open-concept, ideal for everyday living and entertaining. A spacious

Linda Skolnick Coldwell Banker Realty

35 Pumpkin Hill Rd, Westport, CT 06880

Est $3,224,978 Not Listed For Sale
- 5 Beds
- 7 Baths
- 7,459 Sq Ft
318 Greens Farms Rd, Westport, CT 06880

318 Greens Farms Rd, Westport, CT 06880

/39
$1,099,000
- 3 Beds
- 3 Baths
- 1,792 Sq Ft
112 Easton Rd, Westport, CT 06880

Quintessential Connecticut home! This charming antique colonial 3BR/2BA home plus guest cottage, is nestled across from the Aspetuck River nature preserve and only 10 minutes from downtown Westport. Built in 1850,a historic landmark known as the Aaron Burr Adams home, this property has been tastefully restored to have today's modern conveniences, while maintaining its rich history & character.

Kathleen Gibbon Brown Harris Stevens

112 Easton Rd, Westport, CT 06880
/28
$20,000 per month
- 4 Beds
- 3.5 Baths
- 4,225 Sq Ft
- House for Rent
95 Compo Rd N, Westport, CT 06880

Experience the perfect summer retreat in the heart of Westport. This beautifully furnished home offers a blend of comfort and convenience, just minutes from downtown, the Levitt Pavilion, restaurants, beaches and Longshore Country Club. The spacious layout features a light-filled interior with colorful, tasteful decor, ideal for families or friends. Enjoy outdoor living on the expansive slate

Michelle Genovesi William Raveis Real Estate

95 Compo Rd N, Westport, CT 06880
$1,650,000 Sold Jun 05, 2025
- 1,300 Sq Ft
- $1269/SF
- 154 Days On Market
- 2 Beds
- 2 Baths
- Built 2024
41 Richmondville Ave Unit 203, Westport, CT 06880

Ready for immediate occupancy and enjoyment - welcome home to Residence 203 at The Mill Westport. Offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport, CT - this unit offers original historic details combined with modern comfort. With a concierge on-site and spectacular interior and exterior amenity spaces such as The Great Room & Cafe,

Doug Bross Coldwell Banker Realty

41 Richmondville Ave Unit 203, Westport, CT 06880

Est $2,561,791 Not Listed For Sale
- 5 Beds
- 5 Baths
- 5,000 Sq Ft
6 Sandy Hill Terrace, Westport, CT 06880

6 Sandy Hill Terrace, Westport, CT 06880

/37
$2,300,000
- 4 Beds
- 3 Baths
- 2,695 Sq Ft
19 Sherwood Dr, Westport, CT 06880

Welcome to 19 Sherwood Drive, where beach lifestyle meets contemporary comfort in one of Westport's most desirable enclaves. This home is just a short stroll from the picturesque Old Mill Beach, offering the ultimate in coastal living. Step inside to a sun-drenched, open-concept first floor featuring a renovated kitchen ideal for both everyday living and entertaining. The main level also includes

Kim Harizman Compass Connecticut, LLC

19 Sherwood Dr, Westport, CT 06880
/23
$18,000 per month
- 3 Beds
- 3 Baths
- 3,066 Sq Ft
- House for Rent
19 Bluewater Hill, Westport, CT 06880

Furnished Yearly Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and

Doug Bross Coldwell Banker Realty

19 Bluewater Hill, Westport, CT 06880
$670,103 Sold Jun 03, 2025
- 1,255 Sq Ft
- $534/SF
- 75 Days On Market
- 2 Beds
- 1 Bath
- Built 1900
23 Davenport Ave, Westport, CT 06880

Welcome to this charming home nestled in this established neighborhood, with all of the amenities within walking or a short drives distance. This home offers incredible potential.. This classic property is ready for your vision while retaining its original character. With spacious rooms, a great layout, and a prime location, this home is perfect for someone looking to invest in a project and

Tony Salerno RE/MAX Heritage

23 Davenport Ave, Westport, CT 06880

Est $2,195,824 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,921 Sq Ft
17 Harborview Rd, Westport, CT 06880

17 Harborview Rd, Westport, CT 06880

/27
$525,000
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
13 Hills Ln, Westport, CT 06880

Spacious open floor plan with hardwood floors. Light and bright overlooking beautifully landscaped grounds. Large open living/dinning area, eat-in kitchen. Two oversized bedrooms with lots of closet space. Two fully renovated baths. New appliances, first floor location. A private deck for summer entertaining, fireplace for cold winter nights. Secluded quiet location. Two additional on site

Georgia Kornutik Coldwell Banker Realty

13 Hills Ln, Westport, CT 06880
/40
$25,000 per month
- 7 Beds
- 8 Baths
- 8,365 Sq Ft
- House for Rent
101 Roseville Rd, Westport, CT 06880

LONG-TERM LEASE ONLY. Preferably two years. Available as of August 1st. Furnished or unfurnished. Nestled behind privacy gates in the heart of Westport's coveted Long Lots neighborhood, 101 Roseville Road presents a grand center hall Colonial that seamlessly blends timeless elegance with modern luxury. Built in 2007, this stately residence spans 5,955 square feet across four finished levels,

Teoman Turut Keller Williams Realty

101 Roseville Rd, Westport, CT 06880
$1,365,000 Sold Jun 02, 2025
- 1,912 Sq Ft
- $714/SF
- 29 Days On Market
- 4 Beds
- 3 Baths
- Built 1988
15 Westfair Dr, Westport, CT 06880

Welcome to 15 Westfair Drive, a lovely move-in-ready home located in a fantastic neighborhood, walking distance to shops and restaurants, and a 5 minute drive to the Metro North train to NYC. This charming home boasts four spacious bedrooms and three full bathrooms, and an expansive deck off the dining room leading to a large yard with mature trees. You'll find the warmth of two wood burning

Veronica Monahan Compass Connecticut, LLC

15 Westfair Dr, Westport, CT 06880

Est $3,024,142 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 5,003 Sq Ft
1 Harborview Rd, Westport, CT 06880

1 Harborview Rd, Westport, CT 06880

/35
$759,500
- 4 Beds
- 2 Baths
- 1,152 Sq Ft
10 Crescent Park Rd, Westport, CT 06880

COME HOME TO YOUR AFFORDABLE 4 BEDROOM, 2 FULL BATH RENOVATED HOME FEATURING OPEN ONE LEVEL LIVING AREA INCLUDING VAULTED CEILINGS, FIREPLACE, CUSTOM BUILT-IN SHELVING, DESIGNER KITCHEN WITH GRANITE COUNTERS AND LAUNDRY HOOK-UPS. PRIMARY BEDROOM OFFERS FULL BATH AND WALK IN CLOSET, LARGE CLOSETS, NEWLY FINISHED HARDWOOD FLOORING THROUGHOUT ALL LEADING TO PRIVATE, FENCED LANDSCAPED YARD WITH

John Hackett William Raveis Real Estate

10 Crescent Park Rd, Westport, CT 06880
/40
$19,900 per month
- 4 Beds
- 3.5 Baths
- 1,692 Sq Ft
- House for Rent
19 Soundview Dr, Westport, CT 06880

FABULOUS ON THE WATER RENTAL~YEARLY RENTAl but Flexible. Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. Plenty of parking(6 cars, very rare) at this 4BD 3.1 Bath Compo Beach Bungalow. Won Westports prestigious "Preservation Award". Fabulous home !

Robin Singer Coldwell Banker Realty

19 Soundview Dr, Westport, CT 06880
$5,075,000 Sold Jun 02, 2025
- 11,774 Sq Ft
- $431/SF
- 57 Days On Market
- 6 Beds
- 9 Baths
- Built 2008
7 N Ridge Rd, Westport, CT 06880

Exceptional 6-bedroom, 6-bath luxury estate in Westport, CT, built in 2008 on over 3 professionally landscaped acres. Features expansive entertaining rooms, a chef's kitchen with sunny breakfast room, sunken family room with stone hearth and built-ins, a screened-in porch, pool, spa, pool house, outdoor kitchen, tennis court, and large recreational yard. The luxurious primary suite boasts a

Danna Rogers Higgins Group Bedford Square

7 N Ridge Rd, Westport, CT 06880

Est $1,068,149 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 2,159 Sq Ft
175 Regents Park, Westport, CT 06880

175 Regents Park, Westport, CT 06880

/40
$2,649,000
- 6 Beds
- 4.5 Baths
- 5,083 Sq Ft
4 the Fenway, Westport, CT 06880

Timeless elegance in Westport's prestigious Old Hill. First time on the market in 29 years! This expansive 5-6 bedroom, 4.5 bath farmhouse is gracefully set on 2.22 serene acres, featuring a heated gunite pool, picturesque pond, and a very rare blend of privacy and proximity to town. The sun-drenched primary suite is a true retreat with a fireplace, spa-like bath, and generous walk-in closet. A

Mary Kate Klemish-Boehm Brown Harris Stevens

4 the Fenway, Westport, CT 06880
/31
$60,000 per month
- 5 Beds
- 5.5 Baths
- 3,770 Sq Ft
- House for Rent
66 Compo Mill Cove, Westport, CT 06880

Escape to a private island retreat that you didnt now existed in Westport, where luxury meets coastal charm. This newly renovated, designer-furnished home spans over 4,000 sq. ft. and sits directly on the beach in Compo Mill Cove.With four/five beautifully appointed bedrooms, a bonus bedroom/au pair suite, 5.1 bathrooms, and a dedicated office or artist's space, this home offers both comfort and

Steven Magnuson Douglas Elliman of Connecticut

66 Compo Mill Cove, Westport, CT 06880
$2,000,000 Sold Jun 01, 2025
- 1,405 Sq Ft
- $1423/SF
- 45 Days On Market
- 2 Beds
- 2 Baths
- Built 2024
41 Richmondville Ave Unit 214, Westport, CT 06880

Welcome to Residence 214 at The Mill Westport, a corner unit featuring a private balcony and offering 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

Doug Bross Coldwell Banker Realty

41 Richmondville Ave Unit 214, Westport, CT 06880

Est $1,496,110 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,011 Sq Ft
152 Regents Park, Westport, CT 06880

152 Regents Park, Westport, CT 06880

/27
$3,895,000
- 6 Beds
- 7 Baths
- 5,510 Sq Ft
2 Webb Rd, Westport, CT 06880

Welcome to everything you've ever wanted! New construction, cul-de-sac, in a neighborhood that is great for walking and biking in central Westport. Walk to Post Rd shops/restaurants, Winslow dog park, even Main St., Library, and the Levitt Pavilion! 6 bedrooms/5 full baths/ 2 half baths. 4 finished floors of living space. Gunite Pool w/Automatic Safety Cover and Room for Cabana and HUGE, FLAT

Lori Popkin Coldwell Banker Realty

2 Webb Rd, Westport, CT 06880
/17
$3,750 per month
- 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 long term rental. Very private please no pets or smoking. Owner takes care of lawn and snow removal.

Rebecca Ellsley Higgins Group Bedford Square

87b Red Coat Rd, Westport, CT 06880
$2,375,000 Sold Jun 01, 2025
- 3,692 Sq Ft
- $643/SF
- 62 Days On Market
- 4 Beds
- 3 Baths
- Built 1953
8 Twin Circle Dr, Westport, CT 06880

Your dream home just became available... welcome to 8 Twin Circle Drive, set on 1.4 +/- acres at the end of one of the two cul-de-sacs that comprise this beautiful enclave moments from Bedford Middle & Staples High Schools and the Wakeman ball fields and Town Farm. The picturesque, level property is park-like and serene, with gracious curb appeal. Upon entering, the airy, sun-filled interiors

Doug Bross Coldwell Banker Realty

8 Twin Circle Dr, Westport, CT 06880

Est $1,123,886 Not Listed For Sale
- 2 Beds
- 3.5 Baths
- 2,692 Sq Ft
86 Regents Park, Westport, CT 06880

86 Regents Park, Westport, CT 06880

Showing Results 161 - 200, Page 5 of 18

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