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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)

14 High Point Rd, Westport image
14 High Point Rd, Westport $2,999,999

Classic Colonial 5 Bedroom 5 - 1/2 Bath set on over 1 acre with a Gunite Swimming Pool on Westport's longest and perhaps, most sought after Cul-De-Sac! Almost 4700 sq ft ...

  • 5 Beds
  • 6 Baths
  • 24213615 MLS
142 Easton Rd, Westport image
142 Easton Rd, Westport $2,950,000

A rare opportunity to own an exceptional woodland estate, where space, serenity, and natural beauty converge. Set beyond a long, gracefully winding driveway, this expansi...

  • 5 Beds
  • 6 Baths
  • 24212624 MLS
79 Riverside Ave, Westport image
79 Riverside Ave, Westport $2,895,000

A masterclass in modern coastal architecture, this four-level waterfront retreat delivers a seamless connection to the Saugatuck River. Floor-to-ceiling glass anchors the...

  • 3 Beds
  • 4 Baths
  • 24211839 MLS
4 Bradley St, Westport image
4 Bradley St, Westport $2,885,000

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
  • 24209324 MLS
4 Surrey Ln, Westport image
4 Surrey Ln, Westport $2,795,000

Lovingly cherished by the same family for over 50 years, this 1965 five bedroom home presents a wonderful opportunity to create something truly special in one of Westport...

  • 5 Beds
  • 4 Baths
  • 24213304 MLS
6 Canal Rd, Westport image
6 Canal Rd, Westport $2,795,000

Rarely does a home offer such an extraordinary combination of setting, style, and convenience, while being FEMA compliant. Perched along Long Island Sound in the heart of...

  • 4 Beds
  • 3 Baths
  • 24206418 MLS
25 Hermit Ln, Westport image
25 Hermit Ln, Westport $2,750,000

Privately nestled in Red Coat, this distinctive classically designed Colonial offers just over 7,000 sq. ft. of above-grade living space, with 6 bedrooms, 5 full and 2 ha...

  • 6 Beds
  • 7 Baths
  • 24204051 MLS
4 Lantern Hill Road, Westport image
4 Lantern Hill Road, Westport $2,650,000

Rare opportunity to build a custom residence on 1.2 acres in Westport. The previous home has been demolished, and the property is offered with approved architectural plan...

  • 125620 MLS
4 Lantern Hill Rd, Westport image
4 Lantern Hill Rd, Westport $2,650,000

Rare opportunity to build a custom residence on 1.2 acres in Westport. The previous home has been demolished, and the property is offered with approved architectural plan...

  • 24196614 MLS
4 Crawford Rd, Westport image
4 Crawford Rd, Westport $2,595,000

Privately nestled in Westport's coveted Old Hill neighborhood, this distinctive five-bedroom New England residence blends timeless character with thoughtful modern update...

  • 5 Beds
  • 4 Baths
  • 24203288 MLS
53 Clinton Ave, Westport image
53 Clinton Ave, Westport $2,499,000 ▼

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
7 Marsh Rd, Westport image
7 Marsh Rd, Westport $2,049,000

Welcome to Saugatuck Shores, where you're not simply purchasing a home, you're embracing a lifestyle. This exceptional beach house offers an inviting floor plan, luxuriou...

  • 3 Beds
  • 3 Baths
  • 24212313 MLS
2 Charcoal Ln, Westport image
2 Charcoal Ln, Westport $2,000,000

Tucked away at the end of a quiet cul-de-sac in Westport's desirable Charcoal Hill neighborhood, this beautiful one-level ranch offers the perfect blend of comfort, priva...

  • 3 Beds
  • 3 Baths
  • 24213937 MLS
33 Bridge St, Westport image
33 Bridge St, Westport $1,999,999

TO BE SOLD AS-IS AND ONLY WITH #29 BRIDGE STREET together for $1,999,999....Rare opportunity to own two parcels including a 2 br cottage on the rear lot and a 6br 2-famil...

  • 2 Beds
  • 2 Baths
  • 24209600 MLS
29-33 Bridge St, Westport image
29-33 Bridge St, Westport $1,999,999

TO BE SOLD AS-IS AND ONLY AS A PACKAGE WITH #33 BRIDGE STREET for a total price of $1,999,999 which includes is the single family on rear lot....Rare opportunity to own t...

  • 6 Beds
  • 3 Baths
  • 24209590 MLS
11 Turkey Hill Cir, Westport image
11 Turkey Hill Cir, Westport $1,990,000

Tucked away in Westport's coveted Greens Farms neighborhood, this beautifully updated home is set on over 2 acres and offers the perfect balance of comfort, flexibility, ...

  • 7 Beds
  • 5 Baths
  • 24197538 MLS
41 Richmondville Ave Unit 105, Westport image
41 Richmondville Ave Unit 105, Westport — The Mill Westport $1,949,000

Historic character meets refined modern design in this beautifully appointed one-bedroom plus den, two-bath residence at The Mill Westport. A gracious foyer provides a pr...

  • 1 Beds
  • 2 Baths
  • 24209251 MLS
  • The Mill Westport Bldg.
36 Lyons Plain Rd, Westport image
36 Lyons Plain Rd, Westport $1,899,000

Lovely 2.36 acres of river front land in Westport, with 300 ft. frontage on the Aspetuck River. Total tranquility! This home offers four large bedrooms including Primary ...

  • 4 Beds
  • 4 Baths
  • 24177591 MLS
2 Drumlin Rd, Westport image
2 Drumlin Rd, Westport $1,895,000 ▼

Experience modern coastal luxury in this custom-built, down-to-the-studs NEW CONSTRUCTION just minutes from Compo Beach and downtown Westport. Blending the scale and soph...

  • 4 Beds
  • 3 Baths
  • 24205784 MLS
41 Richmondville Ave Unit 311, Westport image
41 Richmondville Ave Unit 311, Westport — The Mill $1,799,000

Experience the pinnacle of sophisticated, carefree living in this stunning luxury condominium at Westport's historic and reimagined landmark, The Mill. Seamlessly combini...

  • 2 Beds
  • 2 Baths
  • 24216042 MLS
  • The Mill Bldg.
41 Richmondville Ave Unit 303, Westport image
41 Richmondville Ave Unit 303, Westport — The Mill Westport $1,799,000

Welcome to The Mill offering a sophisticated, effortless approach to Westport living, pairing a distinctive setting with thoughtful amenities and the convenience of a con...

  • 2 Beds
  • 2 Baths
  • 24211506 MLS
  • The Mill Westport Bldg.
4 Lookout Ln, Westport image
4 Lookout Ln, Westport $1,699,000

Set on a stunning, meticulously manicured, lush, one-acre property in the heart of Greens Farms and approx. 1 mile to the beach. This inviting 4 bedroom, 3.5 bath home is...

  • 4 Beds
  • 4 Baths
  • 24204801 MLS
40 Pequot Trl, Westport image
40 Pequot Trl, Westport $1,695,000

Located in the highly sought after Old Hill Neighborhood - set back from the street on a one acre lot. This is a 4 bedroom colonial with a spacious first floor lay out in...

  • 4 Beds
  • 4 Baths
  • 24199886 MLS
58 Terra Nova Cir Unit 58, Westport image
58 Terra Nova Cir Unit 58, Westport — Terra Nova At Westport $1,649,000

Move right in to this pristine townhome in Westport's exclusive Terra Nova condominium association. Located in one of the most desirable areas within the Terra Nova compl...

  • 2 Beds
  • 3 Baths
  • 24214379 MLS
  • Terra Nova At Westport Bldg.
3 Jonathan Ln, Westport image
3 Jonathan Ln, Westport $1,525,000

This is the address Westport commuters wait for. Beyond the welcoming foyer, the main level unfolds across gleaming hardwood floors: a sunny living room, a dining room cr...

  • 4 Beds
  • 3 Baths
  • 24214592 MLS
124 Harvest Commons Unit 124, Westport image
124 Harvest Commons Unit 124, Westport — Harvest Commons $1,325,000

Nestled in a prime location within a beautifully maintained complex, this exceptional home offers access to premier community amenities-including a pool and tennis courts...

  • 2 Beds
  • 4 Baths
  • 24204033 MLS
  • Harvest Commons Bldg.
313 Harvest Commons Unit 313, Westport image
313 Harvest Commons Unit 313, Westport — Harvest Commons $1,300,000

Warm and welcoming from the moment you enter - this light and bright new condominium offering will make you feel at home. Vaulted ceilings, gleaming hardwood floors throu...

  • 2 Beds
  • 3 Baths
  • 24215497 MLS
  • Harvest Commons Bldg.
9 Primrose Ln, Westport image
9 Primrose Ln, Westport $1,299,000 ▼

Set on over two private acres at the end of a peaceful cul-de-sac in Westport, this traditional center-hall Colonial with four bedrooms and 2.5 baths offers a wonderful c...

  • 4 Beds
  • 3 Baths
  • 24200486 MLS
310 Main St, Westport image
310 Main St, Westport $1,248,000

Ideally located within walking distance of downtown Westport, 310 Main Street offers a unique opportunity to enjoy the convenience of in-town living while creating a home...

  • 3 Beds
  • 3 Baths
  • 24215287 MLS
280 Main St, Westport image
280 Main St, Westport $1,199,000

Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set ...

  • 3 Beds
  • 3 Baths
  • 24211260 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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