Colonial Homes for Sale in Westport, CT

/36
$2,495,000
- 6 Beds
- 5.5 Baths
- 3,700 Sq Ft
40 Richmondville Ave, Westport, CT 06880

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 appliance suite, large island with integrated outlets, extensive cabinetry, walk-in pantry, and mudroom with built-ins.

Jessica Lane

Serhant Connecticut, LLC

(475) 244-9410

40 Richmondville Ave, Westport, CT 06880
/40
$4,100,000
- 3 Beds
- 3 Baths
- 2,650 Sq Ft
34 Shorehaven Rd, Norwalk, CT 06855

Exclusive Waterfront Retreat in Gated Island Community - Just One Hour from NYC. Welcome to a rare opportunity to own one of only twelve homes on a secluded private island on the Long Island Sound. This 3-bedroom, 3-bathroom waterfront home offers the perfect escape from city life while remaining effortlessly connected to the best of Fairfield County. Perched between the sparkling waters of Long

Toni Mickiewicz

William Pitt Sotheby's Int'l

(203) 601-6946

34 Shorehaven Rd, Norwalk, CT 06855
/19
$4,250,000 New Construction
- 6 Beds
- 9 Baths
- 7,499 Sq Ft
6 Janson Dr, Westport, CT 06880

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, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed

Brett Lieberman

The Riverside Realty Group

(475) 330-3787

6 Janson Dr, Westport, CT 06880
/40
$2,899,900
- 6 Beds
- 7 Baths
- 9,454 Sq Ft
25 Hermit Ln, Westport, CT 06880

NEW PRICE!! Discover the epitome of luxury in this beautifully furnished Colonial estate located in Westport's prestigious Red Coat neighborhood. Offering over 7,000 square feet of elegant living space plus an additional 2,400 square feet in the finished lower level, this 6-bedroom, 5.2-bath home is designed for both everyday comfort and grand entertaining. The gourmet kitchen is outfitted with

Jolanta Rojek eXp Realty

25 Hermit Ln, Westport, CT 06880
/39
$4,450,000
- 5 Beds
- 7 Baths
- 8,550 Sq Ft
49 Hillspoint Rd, Westport, CT 06880

Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light,

Michelle Genovesi William Raveis Real Estate

49 Hillspoint Rd, Westport, CT 06880
/23
$3,785,000 New Construction
- 4 Beds
- 5.5 Baths
- 4,204 Sq Ft
3 Laurel Ln, Westport, CT 06880

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 renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are

Julie Vanderblue Higgins Group Real Estate

3 Laurel Ln, Westport, CT 06880
/22
$4,995,000 New Construction
- 5 Beds
- 7 Baths
- 5,550 Sq Ft
1 Coastal Ct, Westport, CT 06880

Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

Julie Vanderblue Higgins Group Real Estate

1 Coastal Ct, Westport, CT 06880
/40
$4,199,000
- 5 Beds
- 5.5 Baths
- 5,182 Sq Ft
1 Greystone Farm Ln, Westport, CT 06880

Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous

Lisa Hartmann William Pitt Sotheby's Int'l

1 Greystone Farm Ln, Westport, CT 06880
/39
$5,599,000 New Construction
- 6 Beds
- 6.5 Baths
- 7,387 Sq Ft
36 Maple Ave S, Westport, CT 06880

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 todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living

Kelly Loucas Compass Connecticut, LLC

36 Maple Ave S, Westport, CT 06880
/11
$5,990,000 New Construction
- 6 Beds
- 6.5 Baths
- 6,900 Sq Ft
10 Mary Jane Ln, Westport, CT 06880

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. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

Danna Rogers Higgins Group Bedford Square

10 Mary Jane Ln, Westport, CT 06880
/40
$3,675,000
- 5 Beds
- 4.5 Baths
- 6,015 Sq Ft
4 Charcoal Ln, Westport, CT 06880

A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate, thoughtfully reimagined with an array of stunning features and superior craftsmanship. Sited on 2 private acres, this extraordinary property offers priceless panoramic views of a 7-acre nature preserve, affording permanent tranquility and a sense of wonder. The meticulous renovations center around a

Carol Langeland William Pitt Sotheby's Int'l

4 Charcoal Ln, Westport, CT 06880
/40
$4,300,000
- 6 Beds
- 9 Baths
- 9,525 Sq Ft
278 North Ave, Westport, CT 06880

Set in one of Westport's 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 for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that

Cyd Hamer William Pitt Sotheby's Int'l

278 North Ave, Westport, CT 06880
/40
$3,850,000
- 4 Beds
- 3.5 Baths
- 3,418 Sq Ft
61 Clapboard Hill Rd, Westport, CT 06880

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 an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully

Lorelei Atwood Higgins Group Real Estate

61 Clapboard Hill Rd, Westport, CT 06880
/14
$3,450,000 New Construction
- 6 Beds
- 5.5 Baths
- 5,844 Sq Ft
3 Bowling Ln, Westport, CT 06880

Now under construction with a summer move-in, this exceptional 6-BDRM SIGNATURE Home is set on a quiet cul-de-sac in Westport's sought-after Long Lots school district. Built by SIR Development-renowned for over 30 years and 300+ homes of exceptional craftsmanship-this residence seamlessly blends timeless design with modern luxury. A welcoming interior showcases 10-foot ceilings on the main level,

Julie Haroun Westport Residential, LLC.

3 Bowling Ln, Westport, CT 06880
/34
$3,990,000
- 5 Beds
- 7 Baths
- 7,409 Sq Ft
13 Rockyfield Rd, Westport, CT 06880

This pristine Colonial offers timeless Westport elegance and effortless living, set on 1.12 flat, manicured acres framed by classic stone walls in a coveted, quiet neighborhood just one hour from NYC. The five-bedroom home features five full and two half baths, two dedicated offices, two versatile bonus spaces, custom millwork throughout, and abundant storage-perfect for today's work-from-home,

Danna Rogers Higgins Group Bedford Square

13 Rockyfield Rd, Westport, CT 06880
/40
$3,495,000
- 6 Beds
- 8.5 Baths
- 7,787 Sq Ft
5 Michele Ln, Westport, CT 06880

Set at the end of a private cul-de-sac in Westport's coveted Coleytown neighborhood, 5 Michele Lane is a statement of craftsmanship, scale, and resort-style living. Surrounded by mature plantings for exceptional privacy and just steps from the Saugatuck River, this custom Colonial blends timeless architecture with elevated design throughout. A classic wood shingle exterior and wood roof set the

Kyle Neumann Houlihan Lawrence

5 Michele Ln, Westport, CT 06880
/38
$3,300,000 New Construction
- 5 Beds
- 4.5 Baths
- 5,476 Sq Ft
19 Horseshoe Ln, Westport, CT 06880

Located on a quiet cul de sac only one mile from Metro North Train Station/I95 and two miles from Compo Beach, Longshore Country Club and downtown Westport - could your new home be any more convenient? Multiple HOBI award winning builder, CCO Habitats, presents its latest new construction project - a 5 bedroom, 4.5 bath home finished on 4 levels with room for a smaller pool. As always, there are

Maryann Levanti Higgins Group Bedford Square

19 Horseshoe Ln, Westport, CT 06880
/39
$3,350,000
- 5 Beds
- 5.5 Baths
- 5,789 Sq Ft
221 Greens Farms Rd, Westport, CT 06880

The Bedford House: Architecturally and historically significant estate in Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's true gems with a remarkable provenance. Set on 2.33 acres with a gunite pool & spa, court and a 2400 SF barn w/ 3 car garage, loft and more, this estate blends timeless elegance with modern comfort. Originally built in 1904 and

Patricia Shea Coldwell Banker Realty

221 Greens Farms Rd, Westport, CT 06880
/34
$2,450,000 Open Sun 1PM - 3PM
- 4 Beds
- 5 Baths
- 3,800 Sq Ft
171 Compo Rd S, Westport, CT 06880

Tucked away in a peaceful, private setting, Hidden Ledge offers the best of Westport living in an ideal Saugatuck/Compo location. This stunning brand-new 4-5 bedroom home combines thoughtful design, quality craftmanship, and effortless access to the area's most loved destinations. Walk along sidewalks or bike the designated bike routes to Compo Beach, Longshore, Saugatuck, downtown shops,

Tanya Sprague Coldwell Banker Realty

171 Compo Rd S, Westport, CT 06880
/25
$1,250,000
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
119 Kings Hwy N, Westport, CT 06880

Welcome to 119 Kings Highway North, located in the beautiful Old Hill section of Westport. This single-family home was converted into two apartments in the 1930s by its then-owners. Walk to town from this generous 0.87 acre lot in a desirable, single-family AA zone, the land is rolling, elevated, and ideally positioned high off Kings Highway. There are distant views of the river and town through

Helen Cusa Brown Harris Stevens

119 Kings Hwy N, Westport, CT 06880
/29
$2,200,000
- 5 Beds
- 4.5 Baths
- 6,330 Sq Ft
25 Old Rd, Westport, CT 06880

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 recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

Zach Wright William Pitt Sotheby's Int'l

25 Old Rd, Westport, CT 06880
/40
$2,199,000 Open Sun 1PM - 4PM
- 5 Beds
- 4.5 Baths
- 3,380 Sq Ft
24 Burr School Rd, Westport, CT 06880

Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and effortless entertaining. The heart of the home is

Julia Broder Coldwell Banker Realty

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

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-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for everyday living or

Robert Appell Coldwell Banker Realty

114 Cross Hwy, Westport, CT 06880
/40
$3,200,000
- 5 Beds
- 5.5 Baths
- 7,048 Sq Ft
123 Cross Hwy, Westport, CT 06880

A sophisticated blend of past & present, this private sanctuary offers the ultimate in modern design in the heart of Westport. Designed for effortless indoor-outdoor living, the property features 5 BRs, 4.5 BAs, a separate guest house, expansive decking & a gunite pool set on private 1.35 acres. The home retains its massive original central chimney now the striking centerpiece of the open main

Patricia Shea Coldwell Banker Realty

123 Cross Hwy, Westport, CT 06880
/34
$11,895,000
- 4 Beds
- 5.5 Baths
- 5,195 Sq Ft
7 Sandpiper Rd, Westport, CT 06880

Perched at the point of Saugatuck Island, Seven Sandpiper Road is pure New England perfection. The three story Nantucket style home is meticulously designed by architect Peter Cadoux to soak up the sparkling Long Island Sound views from all angles. The main floor holds the horizon directly at eye level from the open concept living areas - a light and bright gourmet kitchen with island seating, a

Leslie Clarke Compass Connecticut, LLC

7 Sandpiper Rd, Westport, CT 06880
/37
$2,250,000
- 4 Beds
- 3.5 Baths
- 4,651 Sq Ft
4 Cardinal Ln, Westport, CT 06880

Welcome to 4 Cardinal Lane ~ a beautifully expanded and thoughtfully updated home set on two private, level acres in one of Westport's most desirable cul-de-sac neighborhoods. Originally built in 1964 and enhanced with a significant 2015 addition, this 4-bedroom, 3.5 bath residence offers over 4,100 square feet of versatile living space designed for both everyday comfort and effortless

Amanda Thaw The Riverside Realty Group

4 Cardinal Ln, Westport, CT 06880
/40
$4,400,000
- 5 Beds
- 8 Baths
- 9,819 Sq Ft
1 Flower Farm Ln, Westport, CT 06880

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 Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

Heather Fitzgerald Coldwell Banker Realty

1 Flower Farm Ln, Westport, CT 06880
/38
$4,999,000 Open Sun 12PM - 3PM
- 4 Beds
- 5.5 Baths
- 5,729 Sq Ft
7 Pond Edge Rd, Westport, CT 06880

Enjoy beach living on one of Compo Beach's 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 a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open,

Marilyn Heffers Coldwell Banker Realty

7 Pond Edge Rd, Westport, CT 06880
/3
$6,495,000 New Construction
- 6 Beds
- 8 Baths
- 9,062 Sq Ft
5 Baldwin Place, Westport, CT 06880

New Construction by Westport Family Homes - Elevator, July Completion. 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 exceptional estate by award-winning Builder, Westport Family Homes. The residence

Lori Popkin Coldwell Banker Realty

5 Baldwin Place, Westport, CT 06880
/37
$4,799,000 Open Sun 1PM - 3PM
- 5 Beds
- 5.5 Baths
- 7,583 Sq Ft
11 Wake Robin Rd, Westport, CT 06880

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 thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic

Judi Lake The Riverside Realty Group

11 Wake Robin Rd, Westport, CT 06880
/39
$1,800,000 Open Sun 1PM - 3PM
- 5 Beds
- 3.5 Baths
- 3,255 Sq Ft
4 Wake Robin Rd, Westport, CT 06880

Peacefully placed overlooking Signal Lake on a Greens Farms cul-de-sac is 4 Wake Robin Road, a classic Colonial with so much to offer! With over an acre of flat, private and blooming property, the home sits far back from the road with wooded and water views. Filled with historic charm, the main floor is bright and sunny - there are formal living and dining rooms with built-ins and cozy decorative

Leslie Clarke Compass Connecticut, LLC

4 Wake Robin Rd, Westport, CT 06880
/40
$5,995,000
- 4 Beds
- 6 Baths
- 5,567 Sq Ft
46 Compo Mill Cove, Westport, CT 06880

It feels like a secret-cross the footbridge and instantly exhale. Accessible only by footbridge, Compo Mill Cove is Westport's most private, car-free beachfront enclave, where the rhythm of the tide replaces the pace of everyday life and each day feels like a true escape. Designed by renowned architect Brooke Girty, this custom Nantucket-style home is a masterclass in refined coastal living and

Evangela Brock Douglas Elliman of Connecticut

46 Compo Mill Cove, Westport, CT 06880
/40
$15,000,000
- 7 Beds
- 6.5 Baths
- 6,215 Sq Ft
4 Sherwood Island Ln, Westport, CT 06880

Hidden along a private lane in Westport's 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, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

Andrew Whiteley Brown Harris Stevens

4 Sherwood Island Ln, Westport, CT 06880
/16
$6,785,000 New Construction
- 6 Beds
- 9 Baths
- 7,888 Sq Ft
14 Burr School Rd, Westport, CT 06880

RARE OPPORTUNITY TO CUSTOMIZE NEW CONSTRUCTION BY COASTAL LUXURY HOMES. PLANS APPROVED & PERMITS IN PLACE. CONSTRUCTION CAN BEGIN IMMEDIATELY, SAVE 6+ MOS ON NEW BUILD TIMELINE. This ultra luxury modern cul-de-sac residence features stucco exterior, DaVinci Boral roof, and expansive windows up to 10ft high. Main level includes luxe chef's kitchen w/ breakfast room opening to the great room with

Jennifer Tanner The Riverside Realty Group

14 Burr School Rd, Westport, CT 06880
/34
$2,349,000
- 4 Beds
- 3.5 Baths
- 3,584 Sq Ft
24 Blue Ribbon Dr, Westport, CT 06880

**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 Westport's most loved walking neighborhoods-just minutes to top schools, vibrant downtown, and an easy hour to NYC. A bright, spacious eat-in kitchen is the heart of the home, opening to a back deck for effortless

Danna Rogers Higgins Group Bedford Square

24 Blue Ribbon Dr, Westport, CT 06880
/3
$2,750,000 Open House 5/23
- 5 Beds
- 4.5 Baths
- 4,535 Sq Ft
21 Dover Rd, Westport, CT 06880

Spacious and impeccably maintained Colonial tucked away on a quiet cul-de-sac in one of Westport's most desirable locations, just moments to town, schools, trains, beaches, and everyday conveniences. Offering four finished levels, this beautifully updated home features 5 bedrooms, 4 full baths, and a powder room. Designed for both comfortable daily living and effortless entertaining, the home

Judi Lake The Riverside Realty Group

21 Dover Rd, Westport, CT 06880
/34
$1,675,000
- 5 Beds
- 4 Baths
- 3,156 Sq Ft
30 Pequot Trail, Westport, CT 06880

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 dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a

Lynn Fraund William Pitt Sotheby's Int'l

30 Pequot Trail, Westport, CT 06880
/40
$2,975,000
- 5 Beds
- 4.5 Baths
- 4,334 Sq Ft
10 Sprucewood Ln, Westport, CT 06880

Tucked at the end of a coveted Hunt Club lane, 10 Sprucewood Lane offers exceptional privacy, architectural refinement, & an enviable setting within one of Westport's most sought-after neighborhoods. Thoughtfully renovated in 2017, this sophisticated Colonial showcases a gracious & versatile floor plan that seamlessly balances classic elegance with modern living. Sun-filled interiors & a curated

Barbara Sweeney Coldwell Banker Realty

10 Sprucewood Ln, Westport, CT 06880
/36
$1,990,000
- 4 Beds
- 4 Baths
- 3,046 Sq Ft
3 Cedar Pond Rd, Westport, CT 06880

Tucked away at the end of a long private drive, this exceptional property offers rare privacy just mins from everything Westport has to offer. Set on 2.1 acres, 3 Cedar Pond Rd is a true hidden oasis in the heart of town. Custom-built by noted architect George White as a 'replica' Colonial, the home reflects the timeless character of early CT architecture & was recognized by the Westport Historic

Shannon Manning The Riverside Realty Group

3 Cedar Pond Rd, Westport, CT 06880
/39
$2,425,000
- 4 Beds
- 3 Baths
- 2,959 Sq Ft
9 Marsh Rd, Westport, CT 06880

Don't miss this rare opportunity to wake up every day to the serenity of breathtaking water views & the charm of coastal living at 9 Marsh Rd, nestled in the coveted Saugatuck Shores of Westport. Perfectly positioned on a private 0.23-acre lot within a tranquil waterfront community, this FEMA-compliant home has been meticulously remodeled to offer modern elegance & everyday comfort. Step inside

Veronica Monahan Compass Connecticut, LLC

9 Marsh Rd, Westport, CT 06880

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