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785 Post Rd E Unit 303, Westport
$1,550,000
3 Beds ⋅ 2 Baths ⋅ 24123899 MLS ⋅ The Gables Of Westport BLDG.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. This nearly completed residential flat provides the best of single-floor living, filled with natural light from expansive Marvin windows. The open floor plan seamlessly connects the living room, kitchen, and dining area. You'll also find a luxurious primary suite with a lavish bathroom and custom closet, two comfortable guest suites, and a dedicated laundry area. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $500-$600/month. Real Estate Taxes are to be determined.

785 Post Rd E Unit 303, Westport

8 Washington Ave, Westport
$1,550,000
5 Beds ⋅ 3 Baths ⋅ 24100527 MLS
One of the most sought-after walk-to-town neighborhoods in Westport, presents a stately charmer on 8 Washington Ave. Enjoy the splendor of an era gone by with original Victorian architectural details including hard wood flooring, carved mahogany stair banister, detailed window trim and expansive back porch overlooking an oversized garden. This five-bedroom home on three levels offers the walk to town convenience that draws city folk to enjoy country living. A sun filled home, this property presents the ability to move right in the freshly painted and lovingly maintained home with legal assessory dwelling above the garage. A flexible layout provides a first-floor guest suite with full bath, an open kitchen great room, a formal living room with fireplace and utilitarian mud room. The second level boasts three amply sized bedrooms sharing a large bath and a full finished level on the third floor could be enjoyed as a primary suite, guest suite or open play space. Town applies taxes on a small portion of the livable space on this level while one can truly enjoy the use of a robust area with sleeping and living space with a full bath. The detached garage has a partially finished space that could be converted back to a second bay while a full apartment flaunts the second level, adding great value creating an income producing option. Charm, character and ability to add your personal touches, this walk-to-town gem is an investment in a future of loving life here.

8 Washington Ave, Westport

783 Post Rd E Unit 204, Westport
$1,535,000
2 Beds ⋅ 3 Baths ⋅ 24186218 MLS ⋅ The Gables Of Westport BLDG.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $450 month. Taxes estimated to be $12,000-$13,000.

783 Post Rd E Unit 204, Westport

190 North Ave, Westport
$1,525,000
4 Beds ⋅ 4 Baths ⋅ 24163740 MLS
First time on the market in over 50 years, this meticulously maintained 1910 Colonial is a rare and timeless offering in one of Westport's most cherished settings. Set on 2.66 private acres and abutting an additional 7 acres of protected Land Trust, the property offers exceptional privacy, pastoral views, and enduring tranquility. Rich in character and architectural detail, the home features four bedrooms, three full and one half baths, and graciously proportioned living spaces that balance historic charm with everyday comfort. A screened porch invites quiet mornings and long summer evenings overlooking the expansive grounds, while two classic barns offer endless possibilities for hobbyists, artists, or those seeking flexible auxiliary space. Lovingly cared for over generations, this estate presents a rare opportunity to enjoy as-is or thoughtfully reimagine, all while preserving its authentic New England soul. A truly special property-where history, land, and lifestyle come together just minutes from Westport's town center, beaches, and schools.

190 North Ave, Westport

104 Newtown Tpke, Westport
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 24159568 MLS
Looking for a bright home in Westport, CT, close to the train, beaches, and commuting routes to New York City? Welcome to 104 Newtown Turnpike, a light-filled 3-bedroom, 2.5-bath home offering privacy, comfort, and exceptional convenience in one of Westport's most accessible locations. Set high above the road, the home enjoys beautiful natural light and a peaceful setting, creating a bright and airy atmosphere throughout the living spaces. The heart of the home is the beautifully updated kitchen, which opens seamlessly into the sun-filled family room with a fireplace, creating a warm and inviting space for everyday living and entertaining. The home features two fireplaces, adding charm and comfort throughout. Large windows bring in abundant sunlight, giving the home a light, welcoming feeling year-round. Step outside to a lovely private patio, perfect for outdoor dining, relaxing with friends, or enjoying quiet mornings surrounded by nature. The location offers the best of Westport living with easy access for NYC commuters. The home is conveniently located near: * The Merritt Parkway for an easy commute to New York City * The Westport Metro-North train station * Compo Beach and Longshore Club Park * Downtown Westport's vibrant restaurants, shopping, and cultural attractions. Ideally located near beaches, downtown, and NYC commuter routes, 104 Newtown Turnpike offers comfort, convenience, and the best of Westport living. A bright, light-filled home ready for its next owner.

104 Newtown Tpke, Westport

781 Post Rd E Unit 102, Westport
$1,485,000
2 Beds ⋅ 3 Baths ⋅ 24184810 MLS ⋅ The Gables Of Westport BLDG.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available.

781 Post Rd E Unit 102, Westport

no property photo
$1,475,000
4 Beds ⋅ 3 Baths ⋅ 24170310 MLS
Step into this beautifully updated Colonial in the heart of Coleytown, where timeless charm meets modern living. Set on over two landscaped acres in a desirable cul-de-sac, the property offers a spacious deck and expansive yard-perfect for entertaining or everyday enjoyment. Inside, a welcoming entry foyer opens to a warm center hall with hardwood floors and seamless flow throughout. The main level features a bright living room, a versatile dining room or home office, and an oversized family room ideal for relaxing or gathering. The eat-in kitchen is the heart of the home, showcasing stainless steel appliances, granite countertops, a peninsula with seating, and a cozy open-hearth fireplace. A breezeway leads to a flexible bonus space with a private entrance-perfect for a playroom, office, or guest suite. A stylish powder room with Waterworks fixtures and a dedicated laundry room complete the main level. Upstairs, you'll find four bedrooms, including a serene primary suite with a spa-like bath and steam shower. A circular driveway and two-car garage provide ample parking and storage. All just minutes from downtown shopping, dining, and top-rated schools, this home offers the perfect blend of comfort, space, and convenience.

4 Highland Rd, Westport

2 Rockyfield Rd, Westport
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 24146933 MLS
NOTE: Best and Final offers by Monday Jan 26 5 PM. No Escalation clauses.Welcome to this gracious, impeccably maintained home, perfectly situated on a serene, one-acre flat lot in a lovely neighborhood with no through traffic. Offering the ideal combination of comfort & convenience, this inviting residence features 3 bedrooms & 2.5 baths with a light-filled, open main level designed for everyday living & effortless entertaining. The spacious living room centers around a cozy fireplace, while the kitchen features clean-lined wood cabinetry, a functional island, & easy entry to a fabulous three-season porch-perfect for enjoying tranquil views of the landscaped gardens. The primary suite includes an en-suite bath with double sinks; skylights fill the bedroom with natural light. Two additional bedrooms flank a versatile sitting room that can serve as a library, office, or relaxation area. The lower level offers a generous family/playroom, laundry area, & a sunlit additional room ideal for a second office, art studio, or craft space. Direct access to the two-car garage adds everyday convenience, & the home's solid construction ensures lasting quality. Step outside to discover a beautifully maintained garden with blooming shrubs, a patio for lounging, & a spacious lawn for play. A whole-house generator provides peace of mind year-round. Located near Coleytown schools and just minutes from town, this property offers a private, walkable neighborhood with easy access town.

2 Rockyfield Rd, Westport

259 Wilton Rd, Westport
$1,475,000
5 Beds ⋅ 5 Baths ⋅ 24133203 MLS
Discover the Westport lifestyle at its best. Set on nearly two private acres within walking distance of the Westport YMCA and Mahackeno trails, this spacious and flexible ranch feels like a private retreat yet remains close to town. With five bedrooms, four full baths, and an outdoor powder room off the garden patio, the home is designed for comfort and easy living. The main level features four bedrooms, three baths, and an updated kitchen that opens to bright, inviting spaces. The fully legal finished walkout lower level adds nearly 1,300 sq. ft. and includes a private apartment with its own kitchen, bath, mudroom/laundry, and entrance ideal for guests, extended family, an au pair, or income-producing use. A major home addition and full renovation in 2015 expanded the living space, upgraded all systems, and added a Trex deck along with a chair lift connecting both levels perfect for anyone who prefers to avoid stairs (or easily removable if not needed). Recent updates include a new HVAC system (2023), whole-house generator (2022), modern irrigation, new driveway (2024), and fresh exterior painting (2025). Earlier improvements include a new roof, windows, septic system, radon mitigation, and dual-system central air with heat pump. Outdoor living shines with a spacious patio, Trex deck, motorized awnings, and remote-controlled shades below. An outdoor powder room adds convenience for gatherings. A complete list of improvements is available in the attachments

259 Wilton Rd, Westport

25 Oak St, Westport
$1,466,000
3 Beds ⋅ 2 Baths ⋅ 24161417 MLS
The seller is asking for the Best and Final offers by Sunday 3/29 at 7:00pm. A Westport classic cape, at an attractive price! Blending timeless charm with modern enhancements, this home is truly move-in ready while still offering room for your personal touch. Inside, the main level features an open kitchen with breakfast bar that opens to a living room with wood-burning fireplace. The family room, with its vaulted ceiling and skylights, opens directly to a private, fully fenced yard with a stone patio-perfect for entertaining or quiet relaxation. Adjacent to the family room is a flexible space with a dry bar, ideal for a formal dining area or a home office. A bedroom and full bath on the main floor offer a private guest suite or the option for a main-floor primary bedroom. Upstairs, you'll find two additional bedrooms including the primary bedroom and full bath. The spacious primary bedroom is a true retreat, designed with both comfort and style in mind. Sunlight streams through large windows, creating a bright and airy atmosphere that invites you to relax and unwind. The lower level offers finished bonus space ideal for a play/rec room or home office, along a with a laundry area and storage space. Additional perks include sewer availability on the street, and an approved variance for a two-car garage. Recent updates include a refreshed kitchen and primary bath, a new roof, furnace and beautifully updated landscaping. A complete list of improvements is available upon reques

25 Oak St, Westport

44 Sniffen Rd, Westport
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 24172773 MLS
So much house..So well located..At such a good price! If you think you can't have it all in ready move in condition then think again. Welcome to 44 Sniffen Road nestled on a tranquil street in a coveted walk to town neighborhood. Step inside & discover natural light pouring into the open concept floor plan encompassing the living & dining rms & kitchen all with hardwood floors creating the perfect atmosphere for your comfort & the ease of entertaining. With quality & style the updated kitchen offers stainless steel appliances, granite counters & breakfast bar open to the dining room with french doors leading to the deck, the perfect location for your barbecues & relaxation. The family room features media cabinet, full bath & access to the outdoor patio overlooking the amazing level fully fenced backyard perfect for play, chilling & entertaining. On the upper level are three well sized bdrms with hardwood floors & a full bath. An additional lower level with laundry provides flexible space for your needs be it office, playroom, gym or storage. And there is more..For the garden enthusiast, a deer proofed completely enclosed garden w/ raised beds. At the rear of the backyard there is a storage shed for garden or sports equipment. Professionally landscaped with mature specimen trees & perennials the property also features a stone wall, Belgian block lined driveway and paths and a stone patio. This is an opportunity not to be missed - minutes from Westport's exceptional amenities.

44 Sniffen Rd, Westport

783 Post Rd E Unit 201, Westport
$1,450,000
2 Beds ⋅ 3 Baths ⋅ 24169714 MLS ⋅ The Gables Of Westport BLDG.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $450month. Taxes TBD.

783 Post Rd E Unit 201, Westport

15 Wright St, Westport
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 24146944 MLS
Another opportunity on one of Westport's most desirable streets! This Antique gem has been lovingly cared for by the same family for 31 years. It underwent massive renovations in 2017. Some walls were removed to create a beautiful open gourmet kitchen which opens to a charming Family Room with fireplace. There is also a front living room with pretty builtins. All three full baths have been updated. The hall bath on the second floor features radiant heat in the floor. This gem also offers Central Air throughout the home. Outside there is a large stone patio-perfect for entertaining al fresco surrounded by beautiful gardens and specimen trees. And if all of this is not enough there is a one car garage and a driveway that accommodates two more cars. Walk to everything that downtown Westport offers! This is a wonderful opportunity to enjoy the charm of yesteryear melded with today's lifestyle and conveniences! NOTE: BEST AND FINAL TODAY 1/12 AT 5 PM

15 Wright St, Westport

785 Post Rd E Unit 301, Westport
$1,450,000
2 Beds ⋅ 3 Baths ⋅ 24123906 MLS ⋅ The Gables Of Westport BLDG.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. Nearly completed this residential flat offers the best of first floor living. The open floor plan seamlessly connects the living room, kitchen, and dining area, which extends to a large private terrace and yard. You'll also find a luxurious primary suite with a lavish bathroom and custom closet, a comfortable guest suite, and a dedicated laundry area. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $500-$600/month. Real Estate Taxes are to be determined.

785 Post Rd E Unit 301, Westport

26 Cob Dr, Westport
$1,432,320
4 Beds ⋅ 3 Baths ⋅ 24122032 MLS
An incredible opportunity has become available to purchase a much-loved, solid home on excellent property in a sought-after location. One of the most exciting new listings to hit the Westport market in months- a scenic, usable 1.25 acres on a beautiful street of high-value homes is the setting for this spacious Colonial. This timeless floor plan offers gracious rooms, hardwood floors in many areas and upgraded thermopane windows. The large front-to-back living room has a fireplace, and an oversized dining room. The kitchen overlooks a gorgeous backyard & flows through to a large family room/alternative dining room w/vaulted ceiling & access to a deck. A main level play/rec room or office is an unexpected bonus, and the full bath on this level adds flexibility to the use of space. Upstairs are four generously-sized bedrooms. The primary suite has large closets and an en-suite bath. The walk-out lower level has an additional finished recreation/play room w/access to the backyard. An attached two car garage, central air, mature trees and landscaping all add to the appeal. Westport is one of the most coveted communities with commuter rail access to NYC, award-winning schools, treasured beaches & recreation, sophisticated shopping, dining, the arts and much more. You have been waiting for a terrific opportunity to become available...and this is the one. *** final offer is due by Monday, November 10, 2025 at 6 PM.*+

26 Cob Dr, Westport

112 Harvest Commons Unit 112, Westport
$1,425,000
2 Beds ⋅ 2 Baths ⋅ 24144902 MLS ⋅ Harvest Commons BLDG.
Impeccably renovated one-level 2 bed/2 bath ranch-style condo in coveted Harvest Commons. This sun-filled corner unit offers true stair-free living and has been completely renovated w/high-end finishes throughout. Features include refinished hardwood floors, custom trim and doors, designer lighting, nickel-gap ceilings, and two private landscaped courtyards ideal for indoor-outdoor living. Spacious living room with wood-burning fireplace and custom stone hearth opens to garden courtyard. Updated eat-in kitchen with new stainless appliances, gas cooktop, wall oven/microwave, and new flooring. Serene primary suite with vaulted ceiling, dual custom walk-in closets, private patio, and spa-quality bath with soaking tub, walk-in shower, double vanity, and premium fixtures. Second full bath fully renovated with radiant heated floors. Redesigned laundry room, tankless water heater, and freshly painted interiors including attached two-car garage. Finished lower level offers flexible space plus storage. Harvest Commons amenities include heated pool and Har-Tru tennis courts. Turnkey, single-level luxury living in the heart of Westport.

112 Harvest Commons Unit 112, Westport

781 Post Rd E Unit 104, Westport
$1,420,000
2 Beds ⋅ 3 Baths ⋅ 24151662 MLS ⋅ The Gables Of Westport BLDG.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $500-$600/month. Taxes TBD.

781 Post Rd E Unit 104, Westport

785 Post Rd E Unit 302, Westport
$1,420,000
2 Beds ⋅ 3 Baths ⋅ 24092996 MLS ⋅ The Gables Of Westport BLDG.
Nearly completed this residential flat offers the best of first floor living. Situated in a prime location in the heart of Westport, this development by RPM Home features a limited collection of eight luxury townhomes and five flats, designed for convenient in-town living. This particular unit offers desirable single-level living and is filled with natural light thanks to expansive Marvin windows and sliding doors. The open floor plan seamlessly connects the living room, kitchen, and dining area, which extends to a private terrace. The residence boasts premium finishes throughout, including Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, and elegant 6" white oak floors. You'll also find a luxurious primary suite with a lavish bathroom and custom closet, a comfortable guest suite, and a dedicated laundry area. Nestled away from Post Road, The Gables of Westport provides a private enclave surrounded by beautiful lush native gardens and green spaces. Its location also offers easy access to the Metro-North Train, Longshore Club and Park, major highways, and a variety of restaurants, shopping, and entertainment options. Elevator option available. HOA estimated to be $600 per month.

785 Post Rd E Unit 302, Westport

32 Bauer Place Ext, Westport
$1,410,000
3 Beds ⋅ 3 Baths ⋅ 24156275 MLS
Live effortlessly on a quiet cul de sac in picturesque Westport's highly desirable Long Lots neighborhood. This beautifully updated and meticulously maintained Cape style home offers 1,752 sq ft of light-filled living space- The inviting main level, all with newly refinished hardwood floors, is designed for easy one-level living and includes a serene first floor primary bedroom with en-suite bath, a kitchen equipped with a Wolfe range and stainless steel appliances, generous granite counter space, and a 5.5' center island/breakfast bar. The kitchen flows effortlessly to the dining room and a bright family room anchored by a fireplace. Completing the first floor is a large, open living room with custom built-ins and oversized window, a central front to back foyer with direct access to enjoy the spacious bluestone patio and fully fenced back yard, and a shed for extra storage. Upstairs, two additional bedrooms and a flexible office or study provide room to grow, work, or unwind. A new boiler & HW tank. Absolutely impeccable in and out.

32 Bauer Place Ext, Westport

104 Harvest Commons Unit 104, Westport
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 24175833 MLS ⋅ Harvest Commons BLDG.
Beautifully updated with main level primary suite and abundant additional living space for family and guests in this move-in ready townhouse. You will love the soaring ceilings, the open and very flexible floor plan and natural light that fills this home throughout the day. Enjoy coffee or dinner al fresco on your dedicated private patio - so rarely found in a condominium community. Almost fully revamped with high quality materials and a simple but stunning palette that will appeal to every taste and decor. One of the largest 2 bedroom 2.5 bath models, this unit includes an upper level open loft or office plus a finished lower level for your home theater or gym and extensive storage in the unfinished area. Every detail has been considered for comfort and peace of mind, including a generator and hard-wired security system. Harvest Commons is a vibrant and well managed community with pool, pool house and tennis courts. Ideally located close to shopping, dining, Metro North and our beaches. No need to downsize - this is an opportunity to "right size" and enjoy all the advantages of a home, without the headaches.

104 Harvest Commons Unit 104, Westport

21 Maplewood Ave, Westport
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 24125664 MLS
Step into a world of moon dances and magic at 21 Maplewood Avenue, Westport, CT. This beautifully renovated home sings with sophistication and modern charm and character, offering a boutique-like living experience that resonates with timeless melodies. Unparalleled workmanship, led by award winning female builder and team who envisioned, created and completed a massive renovation thoughtfully touching every major component of the home. New siding, roof, gutters, windows (where needed), energy efficient electric heat pump HVAC system all add to the integrity of the existing structure. The redesigned layout resulted in a sun filled foyer with direct line of sight to the oversized, over-the-sink kitchen window highlighting the private back deck and garden. With a now seamless interior flow, including new first floor bedroom suite, wide plank white oak flooring, elevated lighting fixtures throughout, this team created a like-new construction experience. Flexible spaces offer a plethora of possibilities to suit every lifestyle need. The repurposed and customized gourmet kitchen with high end appliances sets a culinary stage. Outside, find your own oasis, offering tranquility and a perfect spot for intimate moments or lively get-togethers. This home is where the days like this, come to life, creating a harmonious blend of modern luxury and lyrical inspiration. Imagine a bright side of the road existence while taking a short walk to all cultural experiences that Westport offers.

21 Maplewood Ave, Westport

Westport
$1,395,000
3 Beds ⋅ 4 Baths ⋅ 24150333 MLS ⋅ Regents Park BLDG.
Regents Park... One of the premiere condominium communities in Westport Connecticut. This is an end unit with fabulous flow for living. Located within walking distance for the clubhouse pool and tennis. Immaculately maintained this unit is a gem. Open floorplan for kitchen dining and sunken living room leading to outdoor patio. Primary suite and guest suite each with full bath on second floor and third floor with wonderful open space/3rd bedroom and large full bath allow for fabulous living spaces. Carpeted lower level is totally finished with wonderful built-ins and large space for a private Family room. Adjacent to this wonderful space is a large office space/ den or playroom. Located near all that Westport has to offer, this Wellington unit is truly one of a kind.

Westport

8 Canal Rd, Westport
$1,395,000
2 Beds ⋅ 3 Baths ⋅ 24130679 MLS
Incredible opportunity to own a coastal retreat with sweeping water views of Saugatuck Harbor and beyond. This sun-drenched home is perfectly positioned to capture the beauty of seaside living, offering both tranquility and convenience in one of Westport's most desirable locations. With deeded water rights included, you can enjoy direct access to the shoreline, making it ideal for boating, kayaking, or simply savoring the peaceful waterfront setting. Step inside to find an open floor plan designed for both comfort and entertaining. The interior is flooded with natural light that frame the captivating water vistas, creating a seamless connection between the indoors and outdoors. The main living areas flow effortlessly, allowing gatherings to feel open and inviting, while the patio just outside is perfect for morning coffee, sunset cocktails, or evenings spent soaking in the cool sea breeze. Westport is known for its stunning coastline, and this property fully embraces that lifestyle. Breathe in the salt air, watch the sailboats drift by, and immerse yourself in the calming rhythm of the water. Beyond the home itself, the location offers unmatched convenience just minutes to vibrant downtown Westport, the train for easy commuting, and an abundance of shopping and dining options. For recreation, Longshore Park, Compo Beach, and golf and tennis facilities are all within close reach, ensuring a year-round resort-style experience.

8 Canal Rd, Westport

785 Post Rd E Unit 202, Westport
$1,390,000
2 Beds ⋅ 3 Baths ⋅ 24105584 MLS ⋅ The Gables Of Westport BLDG.
Located in the heart of Westport, The Gables of Westport presents a collection of eight luxury townhomes and five flats, offering the ease of in-town living with close proximity to Metro-North Train, Longshore Club and Park (for Westport residents), Compo Beach, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these residences boast open floor plans and premium finishes including Bertazzoni Appliances, Grohe fixtures, custom cabinetry, quartz and marble counter tops, 6" white oak floors and stylish trim selections. The first floor features a living room, kitchen, dining area, and private terrace, all bathed in natural light from expansive Marvin windows and sliding doors. Upstairs, a luxurious primary suite awaits, complete with a lavish bathroom and custom walk-in closet, alongside a guest suite and laundry. The townhome features an oversized garage and attic with plenty of storage. This private enclave, tucked away from Post Road, will be enveloped by lush native gardens and green spaces. Elevator option available. HOA estimated to be $500-$600 per month. Real Estate Taxes are to be determined.

785 Post Rd E Unit 202, Westport

785 Post Rd E Unit 203, Westport
$1,390,000
2 Beds ⋅ 3 Baths ⋅ 24123832 MLS ⋅ The Gables Of Westport BLDG.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $500-$600/month. Taxes TBD.

785 Post Rd E Unit 203, Westport

4 Half Mile Cmn, Westport
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 24198698 MLS
Welcome to a home that makes everyday living and entertaining easy. Set on a friendly cul-de-sac where neighbors wave hello, and bike rides and dog walks are part of the rhythm of the street. This 4-bedroom split-level offers space, warmth, and a location that's hard to beat. At the heart of the home is an open-plan living room and modern eat-in kitchen, highlighted by soaring vaulted ceilings with exposed beams plus a fireplace that creates a welcoming focal point. With hardwood floors and updated spaces, the home exudes comfort and convenience. Step outside to a large, sunny deck, perfect for grilling, entertaining or simply relaxing while overlooking the full acre of property. The newly renovated in-ground pool is heated and can be enjoyed for those last days of summer. Other significant improvements include a new roof and a completely new septic system, adding peace of mind. Best of all, enjoy the convenience of walking to Wakeman Town Farm and the playing fields, Gruel Britannia for a coffee or a meal, plus the award-winning Staples High School. This home is a wonderful combination of neighborhood, updated amenities and location. Quick closing available.

4 Half Mile Cmn, Westport

2 Quarter Mile Rd, Westport
$1,375,000
4 Beds ⋅ 4 Baths ⋅ 24185821 MLS
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, perennial gardens, and expansive lawn areas that create both beauty and privacy. Inside, natural light fills the home, highlighting light oak hardwood floors and a floor plan that flows effortlessly from room to room. The updated kitchen offers generous workspace and storage, opening to the areas where family and friends naturally gather. Main-level laundry, recessed lighting, fresh interior paint, and solid wood interior doors throughout most of the home reflect the care invested in maintaining and enhancing the property. The family room centers around a wood-burning fireplace with a wood-burning insert, providing warmth, character, and a cozy place to unwind. Upstairs, four bedrooms and two full baths offer comfortable accommodations, including an updated primary bath and a beautifully renovated hall bath. Two additional half baths add convenience for everyday living and entertaining. The finished lower level provides an additional 514 square feet of flexible space, ideal for a playroom, media room, fitness area, or home office. A separate room currently serves as a pantry/office, while the unfinished storage area includes a utility sink and Bilco door access.

2 Quarter Mile Rd, Westport

4 Davenport Ave, Westport
$1,351,175
3 Beds ⋅ 3 Baths ⋅ 24166299 MLS
Built in 1892, this designer-owned Victorian has been thoughtfully reimagined for modern living while preserving its original character and architectural integrity. Rooted in Westport's early history, the home reflects a seamless balance between timeless craftsmanship and refined contemporary design. Influenced by Scandinavian simplicity with subtle Japanese sensibility, the interiors are light-filled, calm, and intentionally curated. A south-facing orientation and skylights fill the home with natural light throughout the day. The main level offers effortless flow between living, dining, and kitchen spaces, along with a dedicated first-floor office. Three bedrooms and 2.5 baths include a serene primary suite with walk-in closet and ensuite bath featuring understated luxury details. A walk-up attic offers future expansion potential for a studio, guest suite, or additional bedroom, while the full basement provides generous storage and utility space. Covered front and rear porches, a private patio, and landscaped grounds extend the living experience outdoors. Extensive updates include a new roof, updated windows, central air, upgraded mechanicals, and enhanced insulation. Ideally located within walking distance to town, train, and river, this home offers a rare blend of convenience, history, and quiet modern luxury.

4 Davenport Ave, Westport

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