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Browse All Westport CT Above $1M Properties for Sale

5 Baldwin Pl, Westport image
5 Baldwin Pl, Westport $6,495,000

Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3...

  • 6 Beds
  • 8 Baths
  • 24194674 MLS
19 Vineyard Ln, Westport image
19 Vineyard Ln, Westport $1,425,000

Get ready to make 19 Vineyard Lane home! This wonderful family home is ideally situated in the heart of Westport, offering 5 bedrooms and 2.5 baths designed for comfortab...

  • 5 Beds
  • 3 Baths
  • 24188426 MLS
22 Cavalry Rd, Westport image
22 Cavalry Rd, Westport $5,900,000

Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Though...

  • 7 Beds
  • 8 Baths
  • 24194285 MLS
4a Compo Pkwy, Westport image
4a Compo Pkwy, Westport $7,990,000

Build your coastal dream home on a rare, full acre* property along one of Compo Beach's most coveted cul-de-sacs, where opportunities of this caliber seldom become availa...

  • 6 Beds
  • 8 Baths
  • 24194541 MLS
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
238 Hillspoint Rd, Westport image
238 Hillspoint Rd, Westport $4,995,000

The dream of waterfront living is officially taking shape-construction is underway by renowned builder The O'Dell Group. This is your chance to secure a front-row seat to...

  • 3 Beds
  • 4 Baths
  • 24194201 MLS
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
52 Compo Mill Cv, Westport image
52 Compo Mill Cv, Westport $6,800,000

The best vacations are the ones you never have to leave. Set on the shores of Compo Mill Cove in the heart of Westport's coveted Compo Beach neighborhood, this exceptio...

  • 5 Beds
  • 4 Baths
  • 24193394 MLS
6 Clapboard Hill Rd, Westport image
6 Clapboard Hill Rd, Westport $4,599,000

At the top of Clapboard Hill, through the gate and over the brick drive, an iconic Westport Colonial welcomes with an immediate feeling of privacy and classic beauty. The...

  • 6 Beds
  • 6 Baths
  • 24193530 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
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
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
16 Westport Ave, Westport image
16 Westport Ave, Westport $6,495,000

Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Co...

  • 4 Beds
  • 5 Baths
  • 24192357 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
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
2 Half Mile Cmn, Westport image
2 Half Mile Cmn, Westport $3,100,000

Meticulously maintained and move-in ready, 2 Half Mile Common offers comforts, flexibility, and convenience. With 4 generously sized bedroom this light-filled home featur...

  • 4 Beds
  • 5 Baths
  • 24190832 MLS
9 N Ridge Rd, Westport image
9 N Ridge Rd, Westport $3,550,000

In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can be...

  • 6 Beds
  • 7 Baths
  • 24191286 MLS
18 Silver Brook Rd, Westport image
18 Silver Brook Rd, Westport $2,350,000

Welcome to 18 Silver Brook Road, a beautifully updated and meticulously maintained home set on a level, private acre in one of Westport's most beloved neighborhoods. Loca...

  • 4 Beds
  • 5 Baths
  • 24191350 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.
10 Beltas Farm Ln, Westport image
10 Beltas Farm Ln, Westport $8,450,000

Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home ...

  • 6 Beds
  • 8 Baths
  • 24190641 MLS
38 Prospect Rd, Westport image
38 Prospect Rd, Westport $9,200,000

A bold expression of sculptural architecture and modern organic design, this exceptional Green's Farms estate is set on 1.19 artfully layered acres with stacked stone wal...

  • 6 Beds
  • 9 Baths
  • 24190177 MLS
321 Lansdowne, Westport image
321 Lansdowne, Westport — Lansdowne $1,399,000

Highest and Best by 2 pm July 13, 2026. Rarely available, this true 3-bedroom, 3-full-bath residence is located in the highly desirable gated Lansdowne community in Westp...

  • 3 Beds
  • 3 Baths
  • 24187824 MLS
  • Lansdowne Bldg.
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
34 Woodside Ave, Westport image
34 Woodside Ave, Westport $2,699,000

Steeped in history yet thoughtfully reimagined for modern living, this expanded and recently updated antique home offers the rare combination of timeless character, excep...

  • 4 Beds
  • 5 Baths
  • 24185246 MLS
18 Vani Ct, Westport image
18 Vani Ct, Westport $1,795,000

*Please submit all offers by Monday, 7/6 at 5pm. Compo Beach Living, Reimagined. At the end of a quiet cul-de-sac, where neighbors gather, ride bikes until dusk, and a h...

  • 3 Beds
  • 4 Baths
  • 24187645 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
27 Woody Ln, Westport image
27 Woody Ln, Westport $3,400,000

This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitne...

  • 5 Beds
  • 5 Baths
  • 24171479 MLS
157 Newtown Tpke, Westport image
157 Newtown Tpke, Westport $1,580,000

Just beautiful! Welcome to 157 Newtown Turnpike, set on a meticulously landscaped acre-plus of property, this is the combination of easy single level living paired with a...

  • 3 Beds
  • 3 Baths
  • 24183959 MLS
2 Quarter Mile Rd, Westport image
2 Quarter Mile Rd, Westport $1,050,000

Set on just over an acre in a convenient Westport location, 2 Quarter Mile Road combines comfortable living, modern updates, and outdoor spaces designed to be enjoyed thr...

  • 4 Beds
  • 4 Baths
  • 24185821 MLS
48 Bayberry Ln, Westport image
48 Bayberry Ln, Westport $4,449,000

Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoug...

  • 6 Beds
  • 6 Baths
  • 24186465 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
41 Richmondville Ave Unit 102, Westport image
41 Richmondville Ave Unit 102, Westport — The Mill Westport $2,150,000

Welcome to Residence 102 at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a conc...

  • 2 Beds
  • 3 Baths
  • 24184165 MLS
  • The Mill Westport Bldg.
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.
240 North Ave, Westport image
240 North Ave, Westport $3,499,000

"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed...

  • 5 Beds
  • 5 Baths
  • 24181944 MLS
13 Edgemarth Hill Rd, Westport image
13 Edgemarth Hill Rd, Westport $5,999,999

Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and ...

  • 7 Beds
  • 8 Baths
  • 24183173 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
32 Morningside Dr N, Westport image
32 Morningside Dr N, Westport $1,275,000

4 Bedroom 3 Bath Farmhouse in the heart of Westport set on a picturesque level .5 acre. Full of potential, this home awaits your creative vision. Flat, pretty property wi...

  • 24181487 MLS
32 Morningside Dr N, Westport image
32 Morningside Dr N, Westport $1,275,000

4 Bedroom 3 Bath Farmhouse in the heart of Westport set on a picturesque level .5 acre. Full of potential, this home awaits your creative vision. Flat, pretty property wi...

  • 4 Beds
  • 3 Baths
  • 24181290 MLS
6 Gray Ln, Westport image
6 Gray Ln, Westport $4,950,000

**Sellers request all offers to be submitted by Sunday 6/28 at noon.** A WATERFRONT offering in one of Westport's most coveted enclaves. This beautifully composed estate ...

  • 5 Beds
  • 5 Baths
  • 24184591 MLS
359 Greens Farms Rd, Westport image
359 Greens Farms Rd, Westport $5,499,000

Tucked behind elegant wrought-iron gates at the end of a long private driveway, this exceptional Greens Farms estate offers the perfect blend of privacy, luxury, and conv...

  • 6 Beds
  • 8 Baths
  • 24184039 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.
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
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
4 Sycamore Dr, Westport image
4 Sycamore Dr, Westport $5,199,000

Tucked away on a quiet cul de sac in the desirable Hunt Club area of Long Lots in Westport is a new construction lux home from CCO Habitats. 3 levels of finished living s...

  • 6 Beds
  • 8 Baths
  • 24177071 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
124 Hillandale Rd, Westport image
124 Hillandale Rd, Westport $6,500,000

An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this be...

  • 6 Beds
  • 10 Baths
  • 24184011 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
2 Windy Hill Rd, Westport image
2 Windy Hill Rd, Westport $4,795,000

Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypres...

  • 6 Beds
  • 8 Baths
  • 24182984 MLS
18 River Ln, Westport image
18 River Ln, Westport $2,100,000

Update: Offers are due at 6pm on Monday June 15th. Set along one of Westport's most coveted stretches of the Saugatuck River, 18 River Lane is a timeless 1939 English Ma...

  • 5 Beds
  • 6 Baths
  • 24120643 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.

Above $1 Million Westport Real Estate

Our website features the best real estate search for above $1 million properties available in Westport and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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Trusted Realty Partners
(203) 880-9675
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324 Elm Street, Suite 105B

Monroe, CT 06468

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