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Looking for Westport CT Homes for Sale?

Scroll Down to View All Westport CT Real Estate From $1MM - $3MM

If you are interested in any piece of Westport CT Real Estate, click here to access Charlie's contact information.

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Westport CT Homes for Sale ($1MM - $3MM)

36 E Main St, Westport image
36 E Main St, Westport $2,999,000

Nestled in the heart of Westport, Connecticut, this stunning new construction residence redefines elegant suburban living with unparalleled sophistication, timeless grace...

  • 6 Beds
  • 6 Baths
  • 24192039 MLS
4 Bradley St, Westport image
4 Bradley St, Westport $2,997,000

Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five...

  • 5 Beds
  • 4 Baths
  • 24193283 MLS
16 Harbor Rd, Westport image
16 Harbor Rd, Westport $2,995,000

This beautiful coastal residence, set on a half-acre, offers stunning views of the Saugatuck Yacht Club and the harbor, stretching to the Long Island Sound. Relax and unw...

  • 4 Beds
  • 4 Baths
  • 24183853 MLS
6 Canal Rd, Westport image
6 Canal Rd, Westport $2,950,000

Wake up each morning to breathtaking 270-degree views of Long Island Sound, where sailboats, paddleboarders, and ever-changing waterfront activity create a stunning backd...

  • 4 Beds
  • 3 Baths
  • 24186351 MLS
30 Saint Johns Pl, Westport image
30 Saint Johns Pl, Westport $2,895,000

Saint John Place is the street people who know Westport quietly hope opens up. It almost never does. Reimagined in 2007 by Renato Gasparian Associates and refreshed in 20...

  • 5 Beds
  • 4 Baths
  • 24182424 MLS
4 Crawford Rd, Westport image
4 Crawford Rd, Westport $2,799,000

Privately nestled in Westport's coveted Old Hill neighborhood, this extraordinary five-bedroom New England residence offers a rare opportunity to own a home where timeles...

  • 5 Beds
  • 4 Baths
  • 24189715 MLS
25 Hermit Ln, Westport image
25 Hermit Ln, Westport $2,795,000 ▼

Experience timeless elegance in this extraordinary Colonial estate nestled in Westport's coveted Red Coat neighborhood. Offering more than 7,000sf of beautiful living spa...

  • 6 Beds
  • 7 Baths
  • 24183141 MLS
56 Charcoal Hill Rd, Westport image
56 Charcoal Hill Rd, Westport $2,790,000

A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and re...

  • 5 Beds
  • 3 Baths
  • 24161256 MLS
Westport image
Westport $2,750,000

31 Franklin & 19 Ketchum combined for redevelopment or reno existing. Multiple redevelopment projects coming to Saugtatuck including townhomes and flats across street as ...

  • 8 Beds
  • 2 Baths
  • 24174545 MLS
53 Clinton Ave, Westport image
53 Clinton Ave, Westport $2,650,000

Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 drivewa...

  • 5 Beds
  • 6 Baths
  • 24079819 MLS
28 Bulkley Ave N, Westport image
28 Bulkley Ave N, Westport $2,400,000 ▼

Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens F...

  • 5 Beds
  • 5 Baths
  • 24168651 MLS
40 Richmondville Avenue, Westport image
40 Richmondville Avenue, Westport $2,395,000 ▼

Built in 2022, this 6-bedroom, 5.5-bath home offers four finished levels of flexible living just minutes from downtown Westport. Open-concept main level features high ...

  • 6 Beds
  • 6 Baths
  • 124642 MLS
40 Richmondville Ave, Westport image
40 Richmondville Ave, Westport $2,395,000 ▼

Built in 2022, 40 Richmondville Avenue offers generous scale, a thoughtful layout, and true move-in-ready ease. Bright, open-concept main level connects kitchen, dining,...

  • 6 Beds
  • 6 Baths
  • 24164783 MLS
25 Old Rd, Westport image
25 Old Rd, Westport $2,100,000 ▼

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 rec...

  • 5 Beds
  • 5 Baths
  • 24185534 MLS
110 Cross Hwy, Westport image
110 Cross Hwy, Westport $1,999,000

Experience modern luxury in this beautifully reimagined home, set on 1.57 scenic, park-like acres. Thoughtfully renovated, this 2,864 sq ft residence offers open-concept ...

  • 5 Beds
  • 4 Baths
  • 24191704 MLS
36 Lyons Plain Rd, Westport image
36 Lyons Plain Rd, Westport $1,899,000

Rarely does an opportunity like this become available in Westport. Set on 2.36 private acres with approximately 300 feet along the scenic Aspetuck River, this exceptional...

  • 4 Beds
  • 4 Baths
  • 24177591 MLS
5 Drumlin Rd, Westport image
5 Drumlin Rd, Westport $1,795,000

Offers due by 5PM Monday, 7/27. Tucked into one of Westport's most treasured beach neighborhoods, this sun-filled Colonial is where people ride bikes until dinner, neighb...

  • 4 Beds
  • 4 Baths
  • 24191980 MLS
7 High Gate Rd, Westport image
7 High Gate Rd, Westport $1,625,000 ▼

Hamptons sophistication meets timeless Westport charm in this exquisitely renovated 4-bedroom, 3-bath Colonial nestled at the end of a peaceful cul-de-sac on a double lot...

  • 4 Beds
  • 3 Baths
  • 24184506 MLS
4 Baywood Ln, Westport image
4 Baywood Ln, Westport $1,600,000

Tucked away down a private drive on two serene wooded acres, this exceptional mid-century modern deck house offers the perfect blend of architectural character, privacy, ...

  • 5 Beds
  • 3 Baths
  • 24170442 MLS
30 Pequot Trl, Westport image
30 Pequot Trl, Westport $1,599,876 ▼

Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The f...

  • 5 Beds
  • 4 Baths
  • 24170706 MLS
783 Post Rd E Unit 204, Westport image
783 Post Rd E Unit 204, Westport — The Gables Of Westport $1,535,000 ▲

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 ...

  • 2 Beds
  • 3 Baths
  • 24186218 MLS
  • The Gables Of Westport Bldg.
11 Hitchcock Rd, Westport image
11 Hitchcock Rd, Westport $1,495,000

An exceptional offering on 1.38 private acres in the heart of Westport. Ideally situated just moments from vibrant Main Street, this centrally located property offers con...

  • 1 Beds
  • 1 Baths
  • 24191062 MLS
9 Berkeley Rd, Westport image
9 Berkeley Rd, Westport $1,495,000

**Plans submitted and waiting on final approvals likely completed July/August.** Rare opportunity to build new in one of Westport's most sought-after neighborhoods. Set o...

  • 24181616 MLS
781 Post Rd E Unit 102, Westport image
781 Post Rd E Unit 102, Westport — The Gables Of Westport $1,485,000 ▲

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 ...

  • 2 Beds
  • 3 Baths
  • 24184810 MLS
  • The Gables Of Westport Bldg.
50 Sylvan Rd N, Westport image
50 Sylvan Rd N, Westport $1,475,000

ATTENTION BUYERS : FLAT DRY, ONE -OF-A-KIND LAND OPPORTUNITY NOW HUGELY IMPROVED WITH WELL DEFINED SITE PLAN. Do you hope for new custom construction no bigger than "abou...

  • 24151295 MLS
316 Lansdowne Unit 316, Westport image
316 Lansdowne Unit 316, Westport — Lansdowne $1,349,000

Enjoy a Country Club life-style in this fully renovated 1825 square foot end-unit townhouse offering 2-bedrooms, 2 baths both on the main level. The ante room welcomes yo...

  • 2 Beds
  • 2 Baths
  • 24179902 MLS
  • Lansdowne Bldg.
310 Main St, Westport image
310 Main St, Westport $1,329,000

Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare bl...

  • 3 Beds
  • 3 Baths
  • 24158630 MLS
5 Lehn Farm Rd, Westport image
5 Lehn Farm Rd, Westport $1,299,000

In the owners' words... We moved to this home looking for an escape from city life and a place to grow our family. It has offered us all of that and more. Every inch o...

  • 3 Beds
  • 2 Baths
  • 24189044 MLS
15 Gorham Ave, Westport image
15 Gorham Ave, Westport $1,250,000 ▼

Nestled on a charming historic street in one of Westport's most desirable neighborhoods, 15 Gorham Avenue offers a rare opportunity to build your dream home just moments ...

  • 24158331 MLS
107 Roseville Rd, Westport image
107 Roseville Rd, Westport $1,199,000

Sweet Cottage with In-Ground Pool on a lovely 1-acre property in Westport. Fabulous location, close to everything! This peaceful 3 Bedroom, 2 1/2 Bath home feels worlds a...

  • 3 Beds
  • 3 Baths
  • 24190631 MLS
119 Kings Hwy N, Westport image
119 Kings Hwy N, Westport $1,150,000

Build your dream house on this beautiful property close to town in the Old Hill section of Westport. This .87 acre lot in a AA zone has views of town and river through th...

  • 2 Beds
  • 2 Baths
  • 24187676 MLS
119 Kings Highway North Road, Westport image
119 Kings Highway North Road, Westport $1,150,000

Don't miss this great opportunity close to town. The .87Acre lot is elevated ,rolling and ideally positioned off Kings Highway. There are distance views of the river and ...

  • 24187682 MLS

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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