Moving to Westport CT | real estate for sale in Westport Connecticut | Property Statistics of living in Westport

Westport is one of Connecticut's premier luxury real estate markets, offering waterfront estates, historic properties, and sophisticated suburban neighborhoods. The town's vibrant downtown and shoreline amenities contribute significantly to its appeal. Strong schools, commuter rail access, and proximity to New York City support consistently high property values. Limited inventory and affluent buyer demand contribute to long-term appreciation.

Current Real Estate Statistics for Homes in Westport CT as of Sunday, July 19, 2026
129 Active Homes Listed
58 Avg. DOM
$626 Avg. $ / Sq.Ft.
$3395000 Med. List Price
7/17/2026 10:57:07 PM
Coming Soon
5 Drumlin Road Westport CT
5 Drumlin Road

Westport, Connecticut 06880

$1,795,000 | Coming Soon

4 Beds | 4 Baths | 2884 Sqft | 0.25 Acres | Days on Market

Property Type: Single Family For Sale

Tucked into one of Westports most treasured beach neighborhoods, this sun-filled Colonial is where people ride bikes until dinner, neighbors become lifelong friends, and an evening walk to Compo Beach can become part of your daily routine. From the moment you step inside, soaring...

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7/17/2026 4:02:04 PM
Active
16 Westport Avenue Westport CT
16 Westport Avenue

Westport, Connecticut 06880

$6,495,000 | Active

4 Beds | 5 Baths | 3260 Sqft | 0.12 Acres | 2 Days on Market

Property Type: Single Family For Sale

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 Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/batter...

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7/17/2026 3:02:17 PM
Under Contract
6 Loren Lane Westport CT
6 Loren Lane

Westport, Connecticut 06880

$1,195,000 | Under Contract

4 Beds | 3 Baths | 2012 Sqft | 0.5 Acres | 10 Days on Market

Property Type: Single Family For Sale

Beautifully maintained, this charming ranch-style home offers four bedrooms and three full bathrooms in an unbeatable location. Just a short walk to vibrant downtown Westport, youll enjoy the perfect blend of convenience and tranquility. Step outside to a peaceful, partially fen...

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7/17/2026 3:20:31 AM
Active
3 Madeline Avenue Westport CT
3 Madeline Avenue

Westport, Connecticut 06880

$899,000 | Active

2 Beds | 2 Baths | 1047 Sqft | 0.04 Acres | 3 Days on Market

Property Type: Single Family For Sale

The beach lifestyle, water views, natural light, and endless possibilities await at 3 Madeline Avenue. Freshly painted and furnished, this charming 2-3 bedroom cottage offers an open and inviting floor plan featuring refinished hardwood floors, expansive windows, and a sun-filled...

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7/15/2026 9:55:34 PM
Active
107 Roseville Road Westport CT
107 Roseville Road

Westport, Connecticut 06880

$1,199,000 | Active

3 Beds | 3 Baths | 1572 Sqft | 1 Acres | 5 Days on Market

Property Type: Single Family For Sale

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 away from the hustle and bustle, while being just minutes to Downtown Westport, Compo Beach, Longshore, and maj...

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7/15/2026 8:38:47 PM
Under Contract
143 North Avenue Westport CT
143 North Avenue

Westport, Connecticut 06880

$1,699,000 | Under Contract

3 Beds | 3 Baths | 2192 Sqft | 1.07 Acres | 13 Days on Market

Property Type: Single Family For Sale

Set on over an acre of beautifully landscaped, level property, this freshly updated Westport home offers the perfect balance of everyday comfort and effortless outdoor living. A welcoming front porch leads inside to hardwood floors throughout and a thoughtfully designed layout wh...

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7/15/2026 7:49:52 PM
Active
110 Cross Highway Westport CT
110 Cross Highway

Westport, Connecticut 06880

$1,999,000 | Active

5 Beds | 4 Baths | 2864 Sqft | 1.57 Acres | 4 Days on Market

Property Type: Single Family For Sale

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 living spaces filled with natural light and sophisticated finishes throughout. The designer kitchen features...

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7/15/2026 11:03:12 AM
Active
2 Half Mile Common Westport CT
2 Half Mile Common

Westport, Connecticut 06880

$3,100,000 | Active

4 Beds | 5 Baths | 5039 Sqft | 1 Acres | 4 Days on Market

Property Type: Single Family For Sale

Meticulously maintained and move-in ready, 2 Half Mile Common offers comforts, flexibility, and convenience. With 4 generously sized bedroom this light-filled home features a finished lower level with a full bath, gym, and recreation space, plus a separate playroom over the garag...

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7/14/2026 8:02:16 PM
Under Contract
124 Hillandale Road Westport CT
124 Hillandale Road

Westport, Connecticut 06880

$6,500,000 | Under Contract

6 Beds | 10 Baths | 9349 Sqft | 1 Acres | 26 Days on Market

Property Type: Single Family For Sale

An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this beautiful estate is surrounded by mature landscaping and a peaceful, private setting, while remaining just minut...

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7/14/2026 8:00:48 PM
Under Contract
11 Clapboard Hill Road Westport CT
11 Clapboard Hill Road

Westport, Connecticut 06880

$3,995,000 | Under Contract

6 Beds | 8 Baths | 5628 Sqft | 3.47 Acres | 87 Days on Market

Property Type: Single Family For Sale

An antique jewel set on 3.5 extraordinary acres in the heart of Greens Farms, ready to be transformed into your forever home. Brimming with timeless charm and endless potential, this rare offering showcases beautiful period details, including arched doorways, custom built-ins, an...

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7/14/2026 3:45:14 PM
Under Contract
18 Vani Court Westport CT
18 Vani Court

Westport, Connecticut 06880

$1,795,000 | Under Contract

3 Beds | 4 Baths | 2294 Sqft | 0.15 Acres | 12 Days on Market

Property Type: Single Family For Sale

*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 hidden footpath connects you to the very best of Westport, youll find a home that captures everything people lo...

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7/14/2026 3:09:41 PM
Active
9 Ridge Road Westport CT
9 Ridge Road

Westport, Connecticut 06880

$3,550,000 | Active

6 Beds | 7 Baths | 6751 Sqft | 2.35 Acres | 6 Days on Market

Property Type: Single Family For Sale

In todays world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush,...

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7/14/2026 2:29:07 PM
Active
18 Silver Brook Road Westport CT
18 Silver Brook Road

Westport, Connecticut 06880

$2,350,000 | Active

4 Beds | 5 Baths | 4013 Sqft | 1 Acres | 5 Days on Market

Property Type: Single Family For Sale

Welcome to 18 Silver Brook Road, a beautifully updated and meticulously maintained home set on a level, private acre in one of Westports most beloved neighborhoods. Located in the sought-after Silver Brook/Bonnie Brook community, this move-in ready residence offers the perfect bl...

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7/13/2026 10:39:35 PM
Under Contract
71 High Point Road Westport CT
71 High Point Road

Westport, Connecticut 06880

$1,995,000 | Under Contract

5 Beds | 4 Baths | 6310 Sqft | 1.07 Acres | 31 Days on Market

Property Type: Single Family For Sale

Tucked at the end of one of Westports most coveted cul-de-sacs, this 5-bedroom contemporary offers 6,310 sq ft of finished living space on just over a private acre, with a backyard path leading directly to Bedford Middle and Staples High School. From the foyer, a dramatic vaulted...

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7/11/2026 8:42:23 PM
Under Contract
5 Branch Road Westport CT
5 Branch Road

Westport, Connecticut 06880

$5,599,000 | Under Contract

6 Beds | 9 Baths | 9394 Sqft | 2.024 Acres | 43 Days on Market

Property Type: Single Family For Sale

Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contemporary living amongst 4 finished levels on 2 private, level acres in one of Westports most convenient luxury loc...

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7/11/2026 11:08:13 AM
Under Contract
48 Bayberry Lane Westport CT
48 Bayberry Lane

Westport, Connecticut 06880

$4,449,000 | Under Contract

6 Beds | 6 Baths | 6775 Sqft | 1.01 Acres | 17 Days on Market

Property Type: Single Family For Sale

Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoughtfully enhanced & meticulously maintained by the current owner, the home blends timeless elegance with modern...

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7/10/2026 8:46:21 PM
Active
10 Beltas Farm Lane Westport CT
10 Beltas Farm Lane

Westport, Connecticut 06880

$8,450,000 | Active

6 Beds | 8 Baths | 9893 Sqft | 1.6 Acres | 9 Days on Market

Property Type: Single Family For Sale

Extraordinary New Construction home on one of Westports newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home blends timeless elegance w/ modern luxury & showcases the finest craftsmanship throughout.Designed with an unco...

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7/10/2026 6:33:15 PM
Under Contract
18 River Lane Westport CT
18 River Lane

Westport, Connecticut 06880

$2,100,000 | Under Contract

5 Beds | 6 Baths | 4135 Sqft | 1.38 Acres | 29 Days on Market

Property Type: Single Family For Sale

Update: Offers are due at 6pm on Monday June 15th. Set along one of Westports most coveted stretches of the Saugatuck River, 18 River Lane is a timeless 1939 English Manor offering a rare blend of architectural character, waterfront serenity, and exceptional potential. Privately...

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7/10/2026 3:38:38 PM
Active
25 Hermit Lane Westport CT
25 Hermit Lane

Westport, Connecticut 06880

$2,795,000 | Active

6 Beds | 7 Baths | 9454 Sqft | 1.59 Acres | 38 Days on Market

Property Type: Single Family For Sale

Experience timeless elegance in this extraordinary Colonial estate nestled in Westports coveted Red Coat neighborhood. Offering more than 7,000sf of beautiful living space, plus an additional 2,400sf in the finished lower level, this exceptional residence combines luxury, comfort...

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7/9/2026 11:05:53 PM
Under Contract
157 Newtown Turnpike Westport CT
157 Newtown Turnpike

Westport, Connecticut 06880

$1,580,000 | Under Contract

3 Beds | 3 Baths | 3397 Sqft | 1.06 Acres | 15 Days on Market

Property Type: Single Family For Sale

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 newly renovated lower level. This home features thoughtful updates and details throughout that are simply exc...

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7/9/2026 7:46:54 PM
Active
38 Prospect Road Westport CT
38 Prospect Road

Westport, Connecticut 06880

$9,200,000 | Active

6 Beds | 9 Baths | 8623 Sqft | 1.19 Acres | 10 Days on Market

Property Type: Single Family For Sale

A bold expression of sculptural architecture and modern organic design, this exceptional Greens Farms estate is set on 1.19 artfully layered acres with stacked stone walls, gardens, and a striking stone and white stucco facade. Walls of glass flood the interiors with natural ligh...

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7/7/2026 10:39:29 PM
Active
4 Heather Hill Westport CT
4 Heather Hill

Westport, Connecticut 06880

$1,179,000 | Active

4 Beds | 2 Baths | 1567 Sqft | 0.24 Acres | 12 Days on Market

Property Type: Single Family For Sale

Welcome to this beautifully remodeled Cape located in the desirable In-Town location, where timeless charm meets exceptional craftsmanship. This turnkey home offers 4 bedrooms, 2 full bathrooms, and a thoughtfully designed open-concept floor plan that seamlessly blends comfort an...

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7/7/2026 2:45:21 PM
Active
5 Lehn Farm Road Westport CT
5 Lehn Farm Road

Westport, Connecticut 06880

$1,299,000 | Active

3 Beds | 2 Baths | 1352 Sqft | 1 Acres | 12 Days on Market

Property Type: Single Family For Sale

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 of the home serves a purpose, creating a space that feels intentional and complete. The thoughtful size and open...

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7/7/2026 1:57:02 AM
Under Contract CTS
30 Pequot Trail Westport CT
30 Pequot Trail

Westport, Connecticut 06880

$1,599,876 | Under Contract - Continue

5 Beds | 4 Baths | 3156 Sqft | 1.08 Acres | 79 Days on Market

Property Type: Single Family For Sale

Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal din...

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7/6/2026 2:10:05 PM
Under Contract
32 Morningside Drive Westport CT
32 North Morningside Drive

Westport, Connecticut 06880

$1,275,000 | Under Contract

4 Beds | 3 Baths | 2270 Sqft | 0.5 Acres | 15 Days on Market

Property Type: Single Family For Sale

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 with city water and sewer available nearby. Detached one car garage. Ideally located in the coveted Long Lots ne...

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7/6/2026 4:05:02 AM
Active
13 Edgemarth Hill Road Westport CT
13 Edgemarth Hill Road

Westport, Connecticut 06880

$5,999,999 | Active

7 Beds | 8 Baths | 8700 Sqft | 1.7 Acres | 13 Days on Market

Property Type: Single Family For Sale

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 resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bath...

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7/5/2026 8:58:07 PM
Active
2 Charcoal Lane Westport CT
2 Charcoal Lane

Westport, Connecticut 06880

$2,100,000 | Active

3 Beds | 3 Baths | 3810 Sqft | 2.03 Acres | 32 Days on Market

Property Type: Single Family For Sale

Exceptional privacy meets modern luxury on over 2 secluded acres at the end of a quiet cul-de-sac in Westports sought-after Charcoal Hill neighborhood. Bordering a 7-acre Aspetuck Land Trust preserve, this rare property offers a peaceful, protected setting just minutes from downt...

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7/3/2026 2:37:15 PM
Active
34 Woodside Avenue Westport CT
34 Woodside Avenue

Westport, Connecticut 06880

$2,699,000 | Active

4 Beds | 5 Baths | 3600 Sqft | 0.77 Acres | 17 Days on Market

Property Type: Single Family For Sale

Steeped in history yet thoughtfully reimagined for modern living, this expanded and recently updated antique home offers the rare combination of timeless character, exceptional functionality, and a coveted location just an easy stroll to downtown Westport. Designed for both every...

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7/2/2026 7:44:43 PM
Under Contract
18 Hales Road Westport CT
18 Hales Road

Westport, Connecticut 06880

$1,250,000 | Under Contract

4 Beds | 3 Baths | 1542 Sqft | 1 Acres | 32 Days on Market

Property Type: Single Family For Sale

Compo Beach......

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7/1/2026 5:59:00 PM
Under Contract
6 Gray Lane Westport CT
6 Gray Lane

Westport, Connecticut 06880

$4,950,000 | Under Contract

5 Beds | 5 Baths | 4875 Sqft | 2.05 Acres | 5 Days on Market

Property Type: Single Family For Sale

**Sellers request all offers to be submitted by Sunday 6/28 at noon.** A WATERFRONT offering in one of Westports most coveted enclaves. This beautifully composed estate is gracefully sited on more than two private, tree-lined acres, encompassing sweeping views of Sasco Creek, Sou...

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7/1/2026 3:23:43 PM
Active
61 Clapboard Hill Road Westport CT
61 Clapboard Hill Road

Westport, Connecticut 06880

$3,795,000 | Active

4 Beds | 4 Baths | 3418 Sqft | 2.01 Acres | 79 Days on Market

Property Type: Single Family For Sale

Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it a...

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6/30/2026 4:31:34 PM
Under Contract
36 Fillow Street Westport CT
36 Fillow Street

Westport, Connecticut 06880

$1,199,000 | Under Contract

3 Beds | 3 Baths | 2562 Sqft | 0.49 Acres | 19 Days on Market

Property Type: Single Family For Sale

Located in one of Westports most desirable and convenient neighborhoods, this beautifully updated home offers the perfect blend of style, comfort, and functionality. Designed for todays lifestyle, the open-concept floor plan features a recently renovated kitchen with an oversized...

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6/30/2026 2:17:13 PM
Under Contract
221 Greens Farms Road Westport CT
221 Greens Farms Road

Westport, Connecticut 06880

$2,995,000 | Under Contract

5 Beds | 6 Baths | 5789 Sqft | 2.33 Acres | 54 Days on Market

Property Type: Single Family For Sale

The Bedford House: Architecturally and historically significant estate in Greens Farms. This exceptional property offers a rare opportunity to own one of Westports true gems with a remarkable provenance. Set on 2.33 acres with a gunite pool & spa, court and a 2400 SF barn w/ 3 ca...

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6/30/2026 12:41:54 PM
Under Contract
10 Grist Mill Lane Westport CT
10 Grist Mill Lane

Westport, Connecticut 06880

$1,689,000 | Under Contract

3 Beds | 3 Baths | 2138 Sqft | 1.02 Acres | 48 Days on Market

Property Type: Single Family For Sale

Welcome to 10 Grist Mill Lane, a move-in ready home set on a beautiful, level acre at the end of a quiet Long Lots cul-de-sac. Thoughtfully updated throughout, this 3-4 bedroom, 2.5 bath residence offers an open and versatile floor plan designed for todays lifestyle. The dramatic...

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6/29/2026 4:39:06 PM
Under Contract
36 Turkey Hill Road Westport CT
36 North Turkey Hill Road

Westport, Connecticut 06880

$1,790,000 | Under Contract

5 Beds | 4 Baths | 3584 Sqft | 1.01 Acres | 13 Days on Market

Property Type: Single Family For Sale

Welcome home to this charming 5-bedroom home located in the desirable Long Lots area, convenient to everything. Short walk to schools, shopping and minutes from train and highways. Every room in this home is so inviting, gather round in the kitchen or watch movies in the den, sit...

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6/29/2026 4:04:17 PM
Active
119 Kings Highway Westport CT
119 North Kings Highway

Westport, Connecticut 06880

$1,150,000 | Active

2 Beds | 2 Baths | 1400 Sqft | 0.87 Acres | 20 Days on Market

Property Type: Single Family For Sale

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 the trees. There is a small single-family home that was converted into two apartments in the 1930s by its then-o...

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6/26/2026 10:36:31 PM
Under Contract
2 Quarter Mile Road Westport CT
2 Quarter Mile Road

Westport, Connecticut 06880

$1,050,000 | Under Contract

4 Beds | 4 Baths | 2724 Sqft | 1.02 Acres | 3 Days on Market

Property Type: Single Family For Sale

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 throughout every season. Professionally landscaped grounds showcase mature specimen and evergreen trees, perennia...

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6/26/2026 2:21:58 PM
Active
3 Keller Lane Westport CT
3 Keller Lane

Westport, Connecticut 06880

$798,000 | Active

2 Beds | 1 Baths | 792 Sqft | 0.28 Acres | 23 Days on Market

Property Type: Single Family For Sale

Weekender, year-round retreat, or investment opportunity; this condo alternative charmer checks every box. Sun-filled and single-story, this happy home was cherished by its original family for over 50 years and the now second owner refreshed and revealed the original integrity of...

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6/26/2026 11:41:25 AM
Under Contract
19 Mortar Rock Road Westport CT
19 Mortar Rock Road

Westport, Connecticut 06880

$4,699,000 | Under Contract

6 Beds | 8 Baths | 8190 Sqft | 0.65 Acres | 41 Days on Market

Property Type: Single Family For Sale

Stunning modern transitional home built by Compo Luxury Homes in 2024 and ideally located just minutes to downtown Westport, Compo Beach, and the train. Set on .65 acres with city water, sewer, and natural gas, this beautifully designed residence offers over 8,000 square feet acr...

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6/25/2026 4:05:04 AM
Active
6 Canal Road Westport CT
6 Canal Road

Westport, Connecticut 06880

$2,950,000 | Active

4 Beds | 3 Baths | 2778 Sqft | 0.13 Acres | 24 Days on Market

Property Type: Single Family For Sale

Wake up each morning to breathtaking 270-degree views of Long Island Sound, where sailboats, paddleboarders, and ever-changing waterfront activity create a stunning backdrop to everyday life. Located in the heart of Saugatuck, this beautifully renovated home blends coastal charm ...

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6/24/2026 7:33:56 PM
Under Contract
7 Bedford Drive Westport CT
7 Bedford Drive

Westport, Connecticut 06880

$1,499,000 | Under Contract

3 Beds | 2 Baths | 1244 Sqft | 1.14 Acres | 15 Days on Market

Property Type: Single Family For Sale

This historic Greens Farms acreage was once part of the famed Winfromere Stables where Edward T. Bedfords world class trotters were kept in grand style. Offering over 220 feet of broad frontage on private Bedford Drive, this scenic 1.14 acre parcel features a gentle rise above th...

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6/23/2026 5:57:48 PM
Under Contract
72 Compo Road Westport CT
72 North Compo Road

Westport, Connecticut 06880

$2,950,000 | Under Contract

5 Beds | 7 Baths | 6302 Sqft | 1 Acres | 4 Days on Market

Property Type: Single Family For Sale

**THANK YOU FOR YOUR INTEREST. SELLER REQUESTS HIGHEST/BEST OFFERS BEFORE MONDAY 6/15/26 AT 4PM**Incredibly located moments from downtown, Winslow Park, commuting routes, schools, beaches & more, this grand home on an acre of landscaped property with a stunning gunite pool is rea...

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6/23/2026 4:05:02 AM
Active
9 Over Rock Lane Westport CT
9 Over Rock Lane

Westport, Connecticut 06880

$9,860,000 | Active

6 Beds | 8 Baths | 9200 Sqft | 2.1 Acres | 26 Days on Market

Property Type: Single Family For Sale

An exceptional modern residence by Compo Luxury Homes, designed by renowned architect Tanner White, set on over two private acres just minutes from downtown Westport, Compo Beach, and the train-approximately one hour from NYC. This 6-bedroom home spans approximately 9,200 square...

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6/23/2026 3:35:25 AM
Active
240 North Avenue Westport CT
240 North Avenue

Westport, Connecticut 06880

$3,499,000 | Active

4 Beds | 5 Baths | 3778 Sqft | 1.92 Acres | 27 Days on Market

Property Type: Single Family For Sale

MEADOW WOOD - Nearly two acres of Westports most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication wi...

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6/23/2026 3:12:29 AM
Under Contract
7 Pond Edge Road Westport CT
7 Pond Edge Road

Westport, Connecticut 06880

$4,495,000 | Under Contract

4 Beds | 6 Baths | 5729 Sqft | 0.34 Acres | 46 Days on Market

Property Type: Single Family For Sale

Enjoy beach living on one of Compo Beachs most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides...

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6/22/2026 7:29:09 PM
Active
28 Bulkley Avenue Westport CT
28 North Bulkley Avenue

Westport, Connecticut 06880

$2,400,000 | Active

5 Beds | 5 Baths | 5793 Sqft | 0.5 Acres | 74 Days on Market

Property Type: Single Family For Sale

Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of todays li...

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6/19/2026 10:05:18 PM
Active
25 Old Road Westport CT
25 Old Road

Westport, Connecticut 06880

$2,200,000 | Active

5 Beds | 5 Baths | 6330 Sqft | 0.79 Acres | 30 Days on Market

Property Type: Single Family For Sale

Set in Westports 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 ...

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6/19/2026 7:56:15 PM
Under Contract
22 Sturges Commons Westport CT
22 Sturges Commons

Westport, Connecticut 06880

$3,295,000 | Under Contract

5 Beds | 8 Baths | 4911 Sqft | 1 Acres | 18 Days on Market

Property Type: Single Family For Sale

22 Sturges Commons offers the rare combination of timeless elegance, true neighborhood living, and unmatched convenience in one of Westports most sought-after locations near the Hunt Club. Just one traffic light to the Greens Farms Station train station, this home makes commuting...

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6/19/2026 4:05:03 AM
Active
30 Saint Johns Place Westport CT
30 Saint Johns Place

Westport, Connecticut 06880

$2,895,000 | Active

5 Beds | 4 Baths | 3999 Sqft | 0.32 Acres | 30 Days on Market

Property Type: Single Family For Sale

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 2022, this house has all the right moves. Inside, the main level opens up the way you hope it will. The great ro...

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6/19/2026 2:28:20 AM
Under Contract
2 Grassy Plains Road Westport CT
2 Grassy Plains Road

Westport, Connecticut 06880

$1,699,000 | Under Contract

4 Beds | 4 Baths | 2881 Sqft | 1.11 Acres | 20 Days on Market

Property Type: Single Family For Sale

*SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST*Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westports coveted Old Hill neighborhood, this charming cottage-style ranch home offers the perfect blend of modern convenience,...

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6/19/2026 12:28:37 AM
Under Contract
34 Pequot Trail Westport CT
34 Pequot Trail

Westport, Connecticut 06880

$2,100,000 | Under Contract

5 Beds | 4 Baths | 3782 Sqft | 1.13 Acres | 20 Days on Market

Property Type: Single Family For Sale

Discover this serene setting in a sought after Old Hill neighborhood. Two thoughtful and beautifully executed additions have made this sprawling 12 room home flow with the versatility to fit todays varied lifestyles. Comfortable open living spaces have been designed with the flex...

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6/18/2026 11:04:18 PM
Active
40 Richmondville Avenue Westport CT
40 Richmondville Avenue

Westport, Connecticut 06880

$2,395,000 | Active

6 Beds | 6 Baths | 3700 Sqft | 0.22 Acres | 103 Days on Market

Property Type: Single Family For Sale

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, and living spaces, with high ceilings and oversized windows throughout. The kitchen features a full Thermador...

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6/18/2026 7:27:12 PM
Under Contract
80 Bayberry Lane Westport CT
80 Bayberry Lane

Westport, Connecticut 06880

$3,995,000 | Under Contract

6 Beds | 7 Baths | 9025 Sqft | 6.35 Acres | 29 Days on Market

Property Type: Single Family For Sale

Privately tucked away at the end of a long circular drive on 6+ acres, this exceptional country estate blends timeless elegance with the warmth and comfort of everyday living. Though grand in scale, the home feels intimate and inviting, designed for both relaxed living and memora...

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6/18/2026 2:11:45 PM
Active
359 Greens Farms Road Westport CT
359 Greens Farms Road

Westport, Connecticut 06880

$5,499,000 | Active

6 Beds | 8 Baths | 7748 Sqft | 2.74 Acres | 31 Days on Market

Property Type: Single Family For Sale

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 convenience in one of Westports most coveted neighborhoods. Surrounded by mature landscaping, this meticulously ma...

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6/18/2026 4:05:04 AM
Active
16 Harbor Road Westport CT
16 Harbor Road

Westport, Connecticut 06880

$2,995,000 | Active

4 Beds | 4 Baths | 3150 Sqft | 0.5 Acres | 31 Days on Market

Property Type: Single Family For Sale

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 unwind on the expansive front deck, perfect for soaking in the serene water views. This home features four bedroo...

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6/18/2026 4:05:03 AM
Active
2 Windy Hill Road Westport CT
2 Windy Hill Road

Westport, Connecticut 06880

$4,795,000 | Active

6 Beds | 8 Baths | 8185 Sqft | 1 Acres | 31 Days on Market

Property Type: Single Family For Sale

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 Cypress Development was thoughtfully designed for the way todays luxury buyer lives, entertains, and unwinds. A dram...

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6/17/2026 3:44:40 PM
Active
46 Compo Mill Cove Westport CT
46 Compo Mill Cove

Westport, Connecticut 06880

$5,895,000 | Active

4 Beds | 6 Baths | 5567 Sqft | 0.45 Acres | 93 Days on Market

Property Type: Single Family For Sale

Set within Compo Mill Cove, a rare private association where homes are accessed only by footbridge and no cars are permitted, this Brooke Girty-designed shingle-style residence offers 5,567 SF of true coastal sanctuary. The footbridge approach immediately separates the home from ...

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6/17/2026 4:05:03 AM
Active
7 High Gate Road Westport CT
7 High Gate Road

Westport, Connecticut 06880

$1,699,000 | Active

4 Beds | 3 Baths | 2604 Sqft | 0.34 Acres | 32 Days on Market

Property Type: Single Family For Sale

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 in the highly coveted Greens Farms neighborhood. Reimagined by acclaimed fashion designer Christian Siriano, ...

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6/17/2026 4:05:03 AM
Active
53 Clinton Avenue Westport CT
53 Clinton Avenue

Westport, Connecticut 06880

$2,650,000 | Active

5 Beds | 6 Baths | 7055 Sqft | 0.74 Acres | 32 Days on Market

Property Type: Single Family For Sale

Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 driveway leads to the landscaped setting, where this gracious home with an in-ground Wagner pool is set amid .74+/- a...

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6/16/2026 5:01:49 PM
Active
4 Sycamore Drive Westport CT
4 Sycamore Drive

Westport, Connecticut 06880

$5,199,000 | Active

6 Beds | 8 Baths | 8935 Sqft | 1 Acres | 33 Days on Market

Property Type: Single Family For Sale

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 space with 10 foot ceilings on the 1st floor give an amazing sense of openness, as well as better functionality...

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6/16/2026 11:55:19 AM
Under Contract
4 Cardinal Lane Westport CT
4 Cardinal Lane

Westport, Connecticut 06880

$2,199,000 | Under Contract

4 Beds | 4 Baths | 4651 Sqft | 2.02 Acres | 39 Days on Market

Property Type: Single Family For Sale

Welcome to 4 Cardinal Lane ~ a beautifully expanded and thoughtfully updated home set on two private, level acres in one of Westports most desirable cul-de-sac neighborhoods. Originally built in 1964 and enhanced with a significant 2015 addition, this 4-bedroom, 3.5 bath residenc...

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6/15/2026 10:30:37 PM
Under Contract
20 Fresenius Road Westport CT
20 Fresenius Road

Westport, Connecticut 06880

$4,000,000 | Under Contract

7 Beds | 9 Baths | 7105 Sqft | 1.31 Acres | 19 Days on Market

Property Type: Single Family For Sale

Weve saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and its loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a w...

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6/15/2026 2:35:38 PM
Active
8 Loretta Court Westport CT
8 Loretta Court

Westport, Connecticut 06880

$6,895,000 | Active

6 Beds | 9 Baths | 9576 Sqft | 0.66 Acres | 115 Days on Market

Property Type: Single Family For Sale

Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortl...

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6/13/2026 1:33:07 PM
Under Contract
10 Side Hill Road Westport CT
10 Side Hill Road

Westport, Connecticut 06880

$3,250,000 | Under Contract

6 Beds | 6 Baths | 6844 Sqft | 1 Acres | 15 Days on Market

Property Type: Single Family For Sale

Now more than ever, home is a haven - a place to live, work, relax, and entertain. Privately sited on 1 beautifully landscaped acre in highly sought-after Old Hill, this sophisticated 6,000+ SF home with a brand-new pool offers 6 bedrooms, exceptional living spaces, and breathtak...

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6/11/2026 4:05:02 AM
Active
21 Compo Parkway Westport CT
21 Compo Parkway

Westport, Connecticut 06880

$6,795,000 | Active

7 Beds | 7 Baths | 9209 Sqft | 0.71 Acres | 38 Days on Market

Property Type: Single Family For Sale

A rare offering in Westports coveted Compo Beach neighborhood, this extraordinary estate sits on a prized double lot just moments from Compo Beach, Longshore Club, train & vibrant downtown. Featured in Westport Magazine, the property masterfully blends the charm of a beautifully ...

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6/10/2026 7:48:35 PM
Under Contract
7 Mortar Rock Road Westport CT
7 Mortar Rock Road

Westport, Connecticut 06880

$3,799,000 | Under Contract

6 Beds | 8 Baths | 6899 Sqft | 0.51 Acres | 15 Days on Market

Property Type: Single Family For Sale

Welcome to 7 Mortar Rock, a thoughtfully designed living space. This stunning 6 bedroom transitional modern farmhouse showcases the exceptional craftsmanship and attention to detail that have made the Thomas Brothers Builders highly sought after. Perfectly blending beauty and fun...

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6/10/2026 7:23:45 PM
Under Contract
3 Bowling Lane Westport CT
3 Bowling Lane

Westport, Connecticut 06880

$3,450,000 | Under Contract

6 Beds | 6 Baths | 5844 Sqft | 0.55 Acres | 36 Days on Market

Property Type: Single Family For Sale

Now under construction with a summer move-in, this exceptional 6-BDRM SIGNATURE Home is set on a quiet cul-de-sac in Westports sought-after Long Lots school district. Built by SIR Development-renowned for over 30 years and 300+ homes of exceptional craftsmanship-this residence se...

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6/9/2026 9:43:14 PM
Under Contract
7 Keller Lane Westport CT
7 Keller Lane

Westport, Connecticut 06880

$1,325,000 | Under Contract

6 Beds | 3 Baths | 3071 Sqft | 0.37 Acres | 27 Days on Market

Property Type: Single Family For Sale

Pristine Classic Westport Colonial thoughtfully updated to accommodate todays lifestyle. Home offers a gracious Living Room/Fpl/dining area, Six spacious Bedrooms plus 22x 28 Bonus room. Two bedrooms plus full bath on main Level. 16 x 23 Primary Bedroom plus 3 generous bedrooms o...

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6/9/2026 4:27:04 PM
Under Contract
422 Riverside Avenue Westport CT
422 Riverside Avenue

Westport, Connecticut 06880

$1,800,000 | Under Contract

5 Beds | 4 Baths | 3345 Sqft | 1.1 Acres | 3 Days on Market

Property Type: Single Family For Sale

A rare opportunity in the heart of Westports coveted Saugatuck section. Set on 1.10 dry acres w/ beautiful views overlooking the Saugatuck River, this property known historically as Twin Hickorys offers a unique blend of history, charm, & future potential. Rich in character & dat...

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6/9/2026 3:04:24 PM
Under Contract CTS
4 Baywood Lane Westport CT
4 Baywood Lane

Westport, Connecticut 06880

$1,600,000 | Under Contract - Continue

5 Beds | 3 Baths | 2166 Sqft | 2 Acres | 58 Days on Market

Property Type: Single Family For Sale

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, and natural beauty. Bathed in tremendous natural light, the home showcases the signature design elements that ...

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6/8/2026 9:30:32 PM
Active
3 Laurel Lane Westport CT
3 Laurel Lane

Westport, Connecticut 06880

$3,685,000 | Active

4 Beds | 6 Baths | 4204 Sqft | 0.21 Acres | 41 Days on Market

Property Type: Single Family For Sale

Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowne...

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6/5/2026 8:11:53 PM
Under Contract
299 Saugatuck Avenue Westport CT
299 Saugatuck Avenue

Westport, Connecticut 06880

$2,799,000 | Under Contract

4 Beds | 6 Baths | 5627 Sqft | 1.1 Acres | 4 Days on Market

Property Type: Single Family For Sale

*THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 3PM MONDAY 6/1/26*Set on over an acre of park-like, usable property, this stunning Modern home with an oversized gunite pool is a showcase of exhilarating design. In an area known for major watefront properties ...

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6/4/2026 4:43:14 PM
Under Contract
9 Sturges Highway Westport CT
9 Sturges Highway

Westport, Connecticut 06880

$5,474,945 | Under Contract

7 Beds | 8 Baths | 6660 Sqft | 2 Acres | 441 Days on Market

Property Type: Single Family For Sale

Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,660 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury...

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6/4/2026 4:05:03 AM
Active
31 Stonybrook Road Westport CT
31 Stonybrook Road

Westport, Connecticut 06880

$5,750,000 | Active

5 Beds | 8 Baths | 6503 Sqft | 0.95 Acres | 45 Days on Market

Property Type: Single Family For Sale

Tucked behind a gated entry in Old Hill, this stunning 5 bedroom, 6.2 bath home offers a rare blend of elegance, privacy and natural beauty. The property has multiple serene water features-a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain and pict...

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6/4/2026 1:03:21 AM
Under Contract
24 Washington Avenue Westport CT
24 Washington Avenue

Westport, Connecticut 06880

$2,850,000 | Under Contract

4 Beds | 4 Baths | 4230 Sqft | 0.39 Acres | 14 Days on Market

Property Type: Single Family For Sale

There is a moment just inside the front door, when the house introduces itself. The entrance hall-original, unhurried, exactly as gracious as 1919 intended-tells you everything. This is a home that was built when details mattered and time was taken. A century later, nothing essen...

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6/4/2026 12:48:35 AM
Active
20 Woods Grove Road Westport CT
20 Woods Grove Road

Westport, Connecticut 06880

$999,000 | Active

4 Beds | 2 Baths | 1941 Sqft | 0.3 Acres | 52 Days on Market

Property Type: Single Family For Sale

Set on a picturesque 0.30-acre lot, this ranch-style home is full of potential and waiting for your creative vision. While the home is being sold as-is the possibilities are endless. Whether youre an investor, a builder, or a homeowner with a vision, this property offers the perf...

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6/2/2026 9:22:38 PM
Active
279 Saugatuck Avenue Westport CT
279 Saugatuck Avenue

Westport, Connecticut 06880

$14,900,000 | Active

5 Beds | 9 Baths | 9546 Sqft | 1.35 Acres | 47 Days on Market

Property Type: Single Family For Sale

Panoramic views of Long Island Sound extend from this gated, resort-like estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, glass French doors, and private balconies. Effortless indoor-outd...

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6/2/2026 7:18:57 PM
Active
4 Charcoal Lane Westport CT
4 Charcoal Lane

Westport, Connecticut 06880

$3,450,000 | Active

5 Beds | 5 Baths | 6015 Sqft | 2.02 Acres | 81 Days on Market

Property Type: Single Family For Sale

A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate mere minutes from top-rated schools, shopping, restaurants and all that Westport has to offer. Sited on 2 private acres, this extraordinary property offers panoramic views of a 7-acre natur...

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6/1/2026 8:24:13 PM
Under Contract
23 Parish Road Westport CT
23 Parish Road

Westport, Connecticut 06880

$999,000 | Under Contract

3 Beds | 2 Baths | 1187 Sqft | 0.34 Acres | 13 Days on Market

Property Type: Single Family For Sale

Unlock the potential of this exceptional corner lot property located in one of Westports most desirable areas. Set on a prime piece of land, this property presents a rare opportunity for builders, investors, or end-users looking to create their dream home. The existing structure...

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5/29/2026 11:10:16 PM
Under Contract
170 Imperial Avenue Westport CT
170 Imperial Avenue

Westport, Connecticut 06880

$1,098,000 | Under Contract

3 Beds | 2 Baths | 2640 Sqft | 0.21 Acres | 15 Days on Market

Property Type: Single Family For Sale

Classic 3 Bedroom Colonial in the heart of Westport set on a picturesque level .21-acre. Full of potential, this home awaits your creative vision. Good flow and hardwood floors throughout. Flat, pretty property with city water and sewer available nearby. Detached one car garage. ...

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5/29/2026 4:44:00 PM
Under Contract
2 Mortar Rock Road Westport CT
2 Mortar Rock Road

Westport, Connecticut 06880

$2,999,000 | Under Contract

4 Beds | 6 Baths | 4312 Sqft | 0.25 Acres | 8 Days on Market

Property Type: Single Family For Sale

Better than new, this pristine 2016 custom-built residence offers a rare standard of refinement and sophisticated excellence. With 4,000+sqft and an elevator accessing all four finished levels, the home blends modern architecture with beautifully executed transitional design. The...

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5/29/2026 4:05:02 AM
Active
22 Evergreen Avenue Westport CT
22 Evergreen Avenue

Westport, Connecticut 06880

$4,850,000 | Active

5 Beds | 5 Baths | 5103 Sqft | 2.52 Acres | 51 Days on Market

Property Type: Single Family For Sale

Introducing The Winslow Manor, one of Westports most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordin...

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5/27/2026 4:05:02 AM
Active
47 Charcoal Hill Road Westport CT
47 Charcoal Hill Road

Westport, Connecticut 06880

$10,500,000 | Active

4 Beds | 6 Baths | 10522 Sqft | 3.45 Acres | 53 Days on Market

Property Type: Single Family For Sale

Designed by renowned architect and builder Frazier Forman Peters, this stone estate is set on nearly 3.5 private, meticulously landscaped acres in Westport. Crafted over more than two decades, the residence reflects exceptional artistry, scale, and craftsmanship. A gated entry an...

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5/26/2026 2:03:31 AM
Under Contract
5 Farnham Court Westport CT
5 Farnham Court

Westport, Connecticut 06880

$2,099,000 | Under Contract

5 Beds | 5 Baths | 3988 Sqft | 0.6 Acres | 11 Days on Market

Property Type: Single Family For Sale

Timeless elegance meets modern comfort in this stunning 1936 brick Colonial, beautifully updated while preserving the warmth, character, and craftsmanship of its vintage roots. Set in one of Westports most desirable coastal locations, this 5-bedroom, 4.5-bath antique home is fill...

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5/25/2026 5:32:54 PM
Active
 Clapboard Hill Road Westport CT
Clapboard Hill Road

Westport, Connecticut 06880

$7,926,000 | Active

6 Beds | 7 Baths | 7200 Sqft | 2 Acres | 55 Days on Market

Property Type: Single Family For Sale

Set within Westports most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield Countys most coveted addresses. Perfectly ...

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5/24/2026 9:49:04 PM
Under Contract
24 Blue Ribbon Drive Westport CT
24 Blue Ribbon Drive

Westport, Connecticut 06880

$2,349,000 | Under Contract

4 Beds | 4 Baths | 3584 Sqft | 1 Acres | 32 Days on Market

Property Type: Single Family For Sale

**PLEASE SUBMIT ALL OFFERS BY TUESDAY MAY 5TH AT NOON** Classic charm meets modern comfort in this beautifully updated 4-bedroom, 3 full and 1 half bath home, set in one of Westports most loved walking neighborhoods-just minutes to top schools, vibrant downtown, and an easy hour ...

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5/22/2026 6:22:36 PM
Active
36 Lyons Plain Road Westport CT
36 Lyons Plain Road

Westport, Connecticut 06880

$1,899,000 | Active

4 Beds | 4 Baths | 3514 Sqft | 2.36 Acres | 58 Days on Market

Property Type: Single Family For Sale

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 property offers a remarkable setting to renovate, expand, or create the custom estate youve always envisioned...

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5/21/2026 2:09:19 AM
Under Contract
2 Ledgemoor Lane Westport CT
2 Ledgemoor Lane

Westport, Connecticut 06880

$2,399,000 | Under Contract

5 Beds | 6 Baths | 5739 Sqft | 1.16 Acres | 36 Days on Market

Property Type: Single Family For Sale

Set on a quiet, private cul-de-sac very close to town and Winslow Park, this custom five-bedroom Colonial offers an exceptional opportunity for a new owner to leave their mark and add significant value. Designed with best-in-class materials and a thoughtfully planned layout, the ...

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5/20/2026 3:54:40 PM
Under Contract
107 Compo Road Westport CT
107 North Compo Road

Westport, Connecticut 06880

$1,399,000 | Under Contract

4 Beds | 3 Baths | 2538 Sqft | 0.37 Acres | 23 Days on Market

Property Type: Single Family For Sale

All offers are respectfully requested by Monday, May 4th at 3:00 PM, please include full details with submission. Sparkling and bright, this move-in ready home offers surprising space across five beautifully finished levels, thoughtfully designed for both everyday living and effo...

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5/19/2026 10:49:12 PM
Active
36 Maple Avenue Westport CT
36 South Maple Avenue

Westport, Connecticut 06880

$5,199,000 | Active

6 Beds | 7 Baths | 7387 Sqft | 0.7 Acres | 104 Days on Market

Property Type: Single Family For Sale

Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todayss lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acr...

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5/19/2026 4:55:21 PM
Under Contract
15 Roosevelt Road Westport CT
15 Roosevelt Road

Westport, Connecticut 06880

$5,100,000 | Under Contract

4 Beds | 5 Baths | 3562 Sqft | 0.22 Acres | 5 Days on Market

Property Type: Single Family For Sale

An impeccable home in an incredible location! Just a stones throw to Compo Beach, Ned Dimes Marina and Longshore Club Park, this gorgeous 4 bedroom, 4.5 bath modern Colonial with a pool is beach neighborhood perfection. The main floor is beautifully arranged, the family, dining a...

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5/19/2026 1:00:06 AM
Under Contract
32 Hale Street Westport CT
32 Hale Street

Westport, Connecticut 06880

$1,799,900 | Under Contract

4 Beds | 5 Baths | 2922 Sqft | 0.14 Acres | 19 Days on Market

Property Type: Single Family For Sale

A 2025 custom-built masterwork where uncompromising craftsmanship meets modern coastal sophistication. Newly completed and never lived in, this turnkey residence offers 4 bedrooms, 3 full and 2 half baths, and a fully finished lower level. Sun-filled interiors showcase site-finis...

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5/18/2026 3:47:51 PM
Active
22 Dawn Drive Westport CT
22 Dawn Drive

Westport, Connecticut 06880

$4,995,700 | Active

4 Beds | 5 Baths | 4000 Sqft | 1.5 Acres | 62 Days on Market

Property Type: Single Family For Sale

Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home specd to your wishlist by Coastal Luxury Homes is yours at 22 Dawn Drive. Go bigger/smaller, add an in-law suite or ex...

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5/16/2026 3:30:54 PM
Under Contract CTS
7 Lincoln Street Westport CT
7 Lincoln Street

Westport, Connecticut 06880

$949,000 | Under Contract - Continue

4 Beds | 3 Baths | 2166 Sqft | 0.08 Acres | 80 Days on Market

Property Type: Single Family For Sale

Nestled in one of Westports most sought-after in-town neighborhoods, 7 Lincoln Street offers a rare opportunity to own a home that has been lovingly maintained and quietly cherished for more than five decades. Just moments from the Saugatuck River, vibrant Main Street, Saugatuck ...

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5/14/2026 8:33:21 PM
Under Contract
114 Cross Highway Westport CT
114 Cross Highway

Westport, Connecticut 06880

$2,700,000 | Under Contract

5 Beds | 5 Baths | 4179 Sqft | 1.26 Acres | 36 Days on Market

Property Type: Single Family For Sale

Welcome to a one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian Estate. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-bu...

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5/14/2026 6:23:22 PM
Active
21 Lockwood Circle Westport CT
21 Lockwood Circle

Westport, Connecticut 06880

$4,495,000 | Active

6 Beds | 7 Baths | 6611 Sqft | 0.68 Acres | 115 Days on Market

Property Type: Single Family For Sale

Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic...

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5/14/2026 5:05:05 PM
Under Contract CTS
6 Twin Circle Drive Westport CT
6 Twin Circle Drive

Westport, Connecticut 06880

$5,000,000 | Under Contract - Continue

6 Beds | 7 Baths | 8717 Sqft | 1.39 Acres | 69 Days on Market

Property Type: Single Family For Sale

Nestled on a quiet cul-de-sac in one of Westports most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshor...

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5/14/2026 4:01:48 PM
Active
48 Woodside Avenue Westport CT
48 Woodside Avenue

Westport, Connecticut 06880

$4,100,000 | Active

6 Beds | 6 Baths | 6244 Sqft | 0.5 Acres | 66 Days on Market

Property Type: Single Family For Sale

A rare opportunity to own new construction in Westports coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westports most sought-after enclaves, this newly constructed 6-bedroom, 5.5-...

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5/12/2026 5:48:02 PM
Active
1 Flower Farm Lane Westport CT
1 Flower Farm Lane

Westport, Connecticut 06880

$4,100,000 | Active

5 Beds | 8 Baths | 9819 Sqft | 2 Acres | 188 Days on Market

Property Type: Single Family For Sale

Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butlers pantry, large island & th...

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5/12/2026 3:15:22 PM
Active
159 Easton Road Westport CT
159 Easton Road

Westport, Connecticut 06880

$4,450,000 | Active

6 Beds | 8 Baths | 8356 Sqft | 2 Acres | 69 Days on Market

Property Type: Single Family For Sale

Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in...

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5/12/2026 1:20:01 AM
Active
278 North Avenue Westport CT
278 North Avenue

Westport, Connecticut 06880

$4,050,000 | Active

6 Beds | 9 Baths | 9525 Sqft | 1 Acres | 69 Days on Market

Property Type: Single Family For Sale

Set in one of Westports most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder...

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5/11/2026 1:51:56 PM
Active
8 Pleasant Valley Lane Westport CT
8 Pleasant Valley Lane

Westport, Connecticut 06880

$5,650,000 | Active

7 Beds | 9 Baths | 8762 Sqft | 1.02 Acres | 69 Days on Market

Property Type: Single Family For Sale

Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westports premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, S...

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5/8/2026 12:42:19 AM
Under Contract
91 Turkey Hill Road Westport CT
91 South Turkey Hill Road

Westport, Connecticut 06880

$3,395,000 | Under Contract

5 Beds | 6 Baths | 8192 Sqft | 1 Acres | 13 Days on Market

Property Type: Single Family For Sale

Beautifully sited in prestigious Greens Farms this timeless 5 BR, 6BA clapboard-and-stone Colonial offers stunning architecture & resort like privacy just moments from train, town & beaches. A gracious front porch & exquisite landscaping create an immediate sense of presence; cla...

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5/7/2026 1:08:16 AM
Active
1 Twin Oaks Lane Westport CT
1 Twin Oaks Lane

Westport, Connecticut 06880

$5,500,000 | Active

5 Beds | 6 Baths | 9421 Sqft | 1.63 Acres | 74 Days on Market

Property Type: Single Family For Sale

Discover exceptional modern living in this stunning new construction home set on 1.68 acres of private, serene property in Westport, CT. Designed with both luxury and functionality in mind, this residence offers 5 spacious bedrooms and 7 beautifully appointed bathrooms. The prima...

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5/4/2026 11:00:00 PM
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5 Baldwin Place Westport CT
5 Baldwin Place

Westport, Connecticut 06880

$6,495,000 | Active

6 Beds | 8 Baths | 9062 Sqft | 2.27 Acres | 76 Days on Market

Property Type: Single Family For Sale

NEW CONSTRUCTION-READY FOR MOVE-IN! Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly ex...

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5/2/2026 12:48:11 PM
Under Contract
3 Valley Field Road Westport CT
3 Valley Field Road

Westport, Connecticut 06880

$2,349,000 | Under Contract

4 Beds | 3 Baths | 3581 Sqft | 0.5 Acres | 10 Days on Market

Property Type: Single Family For Sale

*Highest and Best Offers by 5p Sunday April 26* Centrally located on a cul de sac street walking distance to shops and restaurants; minutes to beaches, train and schools. This 4 bedroom Colonial faces east/west for natural light throughout the day with a spacious floor plan and ...

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5/1/2026 5:15:08 PM
Under Contract
5 Franklin Avenue Westport CT
5 Franklin Avenue

Westport, Connecticut 06880

$4,299,000 | Under Contract

5 Beds | 6 Baths | 4879 Sqft | 0.3 Acres | 210 Days on Market

Property Type: Single Family For Sale

Nestled in one of Westports most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect ...

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4/30/2026 6:08:46 PM
Active
27 Woody Lane Westport CT
27 Woody Lane

Westport, Connecticut 06880

$3,400,000 | Active

5 Beds | 5 Baths | 6166 Sqft | 2.55 Acres | 80 Days on Market

Property Type: Single Family For Sale

This beautifully renovated Ward French custom home offers elegant formal spaces, a chefs kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The homes 2,442 square foot lower level offers tremendous untapped pot...

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4/30/2026 3:05:14 PM
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6 Janson Drive Westport CT
6 Janson Drive

Westport, Connecticut 06880

$4,250,000 | Active

6 Beds | 9 Baths | 7499 Sqft | 0.5 Acres | 80 Days on Market

Property Type: Single Family For Sale

Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featu...

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4/23/2026 4:05:03 AM
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56 Charcoal Hill Road Westport CT
56 Charcoal Hill Road

Westport, Connecticut 06880

$2,790,000 | Active

5 Beds | 3 Baths | 3072 Sqft | 2.3 Acres | 87 Days on Market

Property Type: Single Family For Sale

A rare opportunity to own one of Charcoal Hills signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circ...

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4/23/2026 4:05:02 AM
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69 Beachside Avenue Westport CT
69 Beachside Avenue

Westport, Connecticut 06880

$7,350,000 | Active

6 Beds | 7 Baths | 6585 Sqft | 4 Acres | 87 Days on Market

Property Type: Single Family For Sale

Set behind gates on over four exquisitely landscaped acres in Westports coveted Beachside enclave, 69 Beachside Avenue is a private coastal estate offering a rare blend of scale, privacy, and resort-style living just moments from the shoreline. A long, gracious approach leads to ...

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4/23/2026 4:05:00 AM
Active
11 Wake Robin Road Westport CT
11 Wake Robin Road

Westport, Connecticut 06880

$4,799,000 | Active

5 Beds | 6 Baths | 7583 Sqft | 0.96 Acres | 87 Days on Market

Property Type: Single Family For Sale

Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thought...

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4/20/2026 4:05:02 AM
Active
21 Covlee Drive Westport CT
21 Covlee Drive

Westport, Connecticut 06880

$6,875,000 | Active

4 Beds | 5 Baths | 4444 Sqft | 0.44 Acres | 90 Days on Market

Property Type: Single Family For Sale

Your Westport oasis awaits on one of the most exceptional direct-waterfront properties in town! Make lasting memories in this private, modern estate with sweeping panoramic views of Long Island Sound, Bermuda Lagoon, Peck Ledge Lighthouse and boating channels! Walk a few steps to...

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4/20/2026 3:02:27 AM
Under Contract
25 Ellery Lane Westport CT
25 Ellery Lane

Westport, Connecticut 06880

$5,926,000 | Under Contract

7 Beds | 9 Baths | 7806 Sqft | 1 Acres | 319 Days on Market

Property Type: Single Family For Sale

Work is underway at 25 Ellery! Have you been quietly creating a wishlist of EVERYTHING you want in your next home? This new mini-estate on a preferred Greens Farms cul-de-sac is YOUR EVERYTHING! There will be no reason to leave home - 25 Ellery offers it all including a pool with...

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4/19/2026 12:48:07 PM
Active
14 Owenoke Park Westport CT
14 Owenoke Park

Westport, Connecticut 06880

$11,995,000 | Active

5 Beds | 7 Baths | 6050 Sqft | 0.79 Acres | 93 Days on Market

Property Type: Single Family For Sale

Summer starts here. Set on prestigious Owenoke Park steps from Compo Beach, this brand-new 6,050 sqft coastal masterpiece delivers the ultimate Westport lifestyle - pool and spa, Grays Creek waterfront access, Long Island Sound views throughout, and a rare 3-car garage. Five ensu...

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4/14/2026 6:26:51 PM
Under Contract
55 Center Street Westport CT
55 Center Street

Westport, Connecticut 06880

$2,850,000 | Under Contract

5 Beds | 5 Baths | 4922 Sqft | 1 Acres | 12 Days on Market

Property Type: Single Family For Sale

Located in Westports coveted Greens Farms neighborhood, this light-filled home is perfectly sited high and dry on a private park-like acre with room for a pool and pool house. A renovated kitchen with top-of-the-line appliances and sunny breakfast nook opens to a spacious great r...

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4/8/2026 4:05:02 AM
Active
4 Sherwood Island Lane Westport CT
4 Sherwood Island Lane

Westport, Connecticut 06880

$15,000,000 | Active

7 Beds | 7 Baths | 6215 Sqft | 20.85 Acres | 102 Days on Market

Property Type: Single Family For Sale

Hidden along a private lane in Westports Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, un...

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4/7/2026 4:05:02 AM
Active
3 Stony Point West  Westport CT
3 Stony Point West

Westport, Connecticut 06880

$5,925,000 | Active

6 Beds | 9 Baths | 6561 Sqft | 1.38 Acres | 103 Days on Market

Property Type: Single Family For Sale

Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, provi...

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4/1/2026 4:42:12 PM
Active
310 Main Street Westport CT
310 Main Street

Westport, Connecticut 06880

$1,329,000 | Active

3 Beds | 3 Baths | 2029 Sqft | 0.23 Acres | 109 Days on Market

Property Type: Single Family For Sale

Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone ...

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3/26/2026 6:41:26 PM
Under Contract
11 Edgewater Hillside Westport CT
11 Edgewater Hillside

Westport, Connecticut 06880

$3,899,000 | Under Contract

4 Beds | 5 Baths | 4693 Sqft | 0.23 Acres | 7 Days on Market

Property Type: Single Family For Sale

COMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the best-kept secret at Compo Beach, a private Hamptons-style cul de sac where each home is prettier than the next and water views abound. This exceptional residence combines timeless design with h...

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3/23/2026 4:25:33 PM
Under Contract
4 Woods Grove Road Westport CT
4 Woods Grove Road

Westport, Connecticut 06880

$999,000 | Under Contract

4 Beds | 3 Baths | 2133 Sqft | 0.41 Acres | 98 Days on Market

Property Type: Single Family For Sale

HUGE OPPORTUNITY. PROPERTY TO BE SOLD AS-IS, WHERE IS WITH NO REPRESENTATIONS AS TO CONDITION. PERFECT FOR BUILDER/DEVELOPER TO BUILD ON .41 PARKLIKE ACRES AT IN-TOWN LOCATION. SALE SUBJECT TO PROBATE....

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3/19/2026 11:06:44 AM
Active
10 Mary Jane Lane Westport CT
10 Mary Jane Lane

Westport, Connecticut 06880

$5,990,000 | Active

6 Beds | 7 Baths | 6900 Sqft | 1.06 Acres | 122 Days on Market

Property Type: Single Family For Sale

New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. ...

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3/17/2026 4:18:55 PM
Active
11 Beachside Common Westport CT
11 Beachside Common

Westport, Connecticut 06880

$22,825,000 | Active

8 Beds | 10 Baths | 12946 Sqft | 2.6 Acres | 124 Days on Market

Property Type: Single Family For Sale

Direct Waterfront | Greens Farms An extraordinary new waterfront estate by award-winning Coastal Luxury Homes is coming to one of the most coveted stretches of the Connecticut shoreline. Set in the heart of Greens Farms, this spectacular 12,948 square foot modern residence will s...

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1/15/2026 4:51:23 PM
Active
11 Dogwood Lane Westport CT
11 Dogwood Lane

Westport, Connecticut 06880

$10,650,000 | Active

6 Beds | 8 Baths | 9100 Sqft | 1.87 Acres | 185 Days on Market

Property Type: Single Family For Sale

Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westports premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and sea...

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1/7/2026 8:03:12 PM
Active
32 Narrow Rocks Road Westport CT
32 Narrow Rocks Road

Westport, Connecticut 06880

$6,999,999 | Active

6 Beds | 9 Baths | 10521 Sqft | 0.74 Acres | 193 Days on Market

Property Type: Single Family For Sale

NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westports most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train...

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11/18/2025 10:53:23 PM
Under Contract
3 Tanglewood Lane Westport CT
3 Tanglewood Lane

Westport, Connecticut 06880

$6,999,999 | Under Contract

6 Beds | 7 Baths | 8400 Sqft | 1 Acres | 299 Days on Market

Property Type: Single Family For Sale

Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning property is situated on a flat, one-plus acre lot in the desirable Old Hill neighborhood of Westport. The location is private yet conveniently close to I-95 and the M...

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9/19/2025 10:07:40 PM
Active
1 Coastal Court Westport CT
1 Coastal Court

Westport, Connecticut 06880

$4,995,000 | Active

5 Beds | 7 Baths | 5550 Sqft | 1 Acres | 303 Days on Market

Property Type: Single Family For Sale

Introducing 1 Coastal Court, a rare opportunity to own in Westports only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield Countys most respected builders.This private neighborhood blends time...

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9/17/2025 9:37:19 PM
Active
24 Edgemarth Hill Road Westport CT
24 Edgemarth Hill Road

Westport, Connecticut 06880

$6,995,826 | Active

6 Beds | 10 Baths | 8417 Sqft | 1.01 Acres | 305 Days on Market

Property Type: Single Family For Sale

This Beauty will be ready Summer 2026! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering ...

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4/7/2025 3:06:19 PM
Under Contract
11 Manitou Court Westport CT
11 Manitou Court

Westport, Connecticut 06880

$8,995,000 | Under Contract

7 Beds | 9 Baths | 9415 Sqft | 1.1 Acres | 76 Days on Market

Property Type: Single Family For Sale

Perched gracefully atop a bluff on a premier private cul de sac overlooking Longshore and the shimmering expanse of Long Island Sound, this exquisite coastal residence embodies a harmonious synthesis of timeless Hamptons style and contemporary modern chic. This estate offers a li...

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