Westport CT Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
1,936
Status:
NEW LISTING
MLS#:
24211260
Type:
Single Family
Subdivision:
In-Town
Lot size:
0.26 Acres
Year built:
1928
Courtesy: Houlihan Lawrence WD 203-787-7800
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ADDITIONAL INFORMATION

Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set on a lovely private lot, the property combines classic character with a wonderfully convenient setting close to shops, restaurants, schools, and all that downtown Westport has to offer. Owned and cherished by the same family for approximately 40 years, the home retains the warmth and architectural details that give an older house its distinctive appeal. Oak floors, gracious proportions, and timeless character provide a wonderful foundation for its next chapter. A first-floor in-law/primary bedroom suite, thoughtfully added in the 1960s, offers convenient one-level living and adds flexibility to the original floor plan. Upstairs, two roomy bedrooms share a generously sized bathroom that presents an exciting renovation opportunity: the space could be reconfigured to create two en-suite bathrooms, one for each bedroom, adding modern functionality while preserving the home's charm and character. While the house is in need of renovation, its established setting, private grounds, classic details, and highly desirable in-town location make it an exceptional opportunity for those looking to restore, renovate, and make the home their own. For buyers seeking in-town convenience, privacy, and authentic Westport character, this is a special property with tremendous potential.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,841
Status:
NEW LISTING
MLS#:
24211839
Type:
Single Family
Subdivision:
Saugatuck
Lot size:
0.09 Acres
Year built:
2025
Courtesy: William Pitt Sotheby's Int'l 203-227-1246
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ADDITIONAL INFORMATION

A masterclass in modern coastal architecture, this four-level waterfront retreat delivers a seamless connection to the Saugatuck River. Floor-to-ceiling glass anchors the open-concept main floor, filling it with natural light and showcasing broad river views. Recent high-end infrastructure and tech upgrades make the home as smart as it is stylish--featuring custom Lutron automated window shades throughout, a fully integrated audio/video system, custom window and retractable door screens, and EV charger pre-wiring. Outdoors, enjoy an automatic irrigation system, a conservation-approved custom wire and rail fence, and dock approvals nearing completion, clearing the path to launch your boat into Long Island Sound. An adjacent park further preserves the home's scenic setting and surrounding privacy. Spanning 1,841 intelligently planned square feet, the layout offers ideal space separation and turn-key, lock-and-go convenience: a private second-floor primary suite with walk-in closet and en suite bathroom with tub and steam shower, a third-floor guest suite with a private balcony, and a lower-level family room next to a third bedroom with ensuite bathroom and walk-in closet. Just outside, a water's edge terrace offers effortless riverfront entertaining--all in a prime Westport setting moments from downtown, offering immediate access to local dining, shops and parks.

Beds:
5
Baths:
5.00
Sq.Ft.:
5,981
Status:
NEW LISTING
MLS#:
24212297
Type:
Single Family
Subdivision:
Coleytown
Lot size:
1.72 Acres
Year built:
2025
Courtesy: Coldwell Banker Realty 203-227-8424
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ADDITIONAL INFORMATION

Welcome to BAYBERRY FARMS- a refined oasis of style, comfort and custom amenities begins to unfold upon arrival at this property in an area known for fine estates. A gated drive welcomes you home, first to an ample motor court and then you will pass through carefully landscaped gardens. Inside, the creative and energetic spirit of this home begins to reveal the array of quality features that define it. Sensitively blending the character of a country retreat w/bold modern vision, this 5-BR residence was completely reimagined in 2025. The large living room w/built-ins, bay window & fpl is ideal for grand entertaining. The large sunroom/office is lined w/windows & glass doors. The gourmet kitchen has custom exotic wood cabinetry, Viking appliances & a breakfast area with a folding glass wall that leads to the pool terrace. The DR has a wall of glass, unique corner fpl & original built-ins. The family rm has a modern fpl feature wall & large-scale space for any gathering. Flexible layout w/2nd sunny office. A bonus area over the garage has an incredible game room & gym. The primary ste is an incredible retreat- you will not find another like it. This five-star space has an amazing glass-lined bedroom, two custom walk-in dressing rms w/full glass-fronted built-ins, & a stunning bath w/massive glass shower, soaking tub & more. The rear property rivals boutique hotels w/very large stone terrace, full summer kitchen w/pizza oven, gunite pool w/auto cover, hot tub, porch, garden

Beds:
2
Baths:
3.00
Sq.Ft.:
1,202
Status:
NEW LISTING
MLS#:
24110146
Type:
Condo
Subdivision:
Saugatuck
Year built:
1960
Courtesy: Coldwell Banker Realty 203-227-8424
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ADDITIONAL INFORMATION

In the heart of sought-after Saugatuck, this beautifully curated like-new 2 Bedroom, 2.5 Bath townhome offers effortless, low-maintenance living just a short walk to shops, restaurants, entertainment and the Wesport train station. Bluestone steps lead to a welcoming entry and an open floor plan designed for today's lifestyle, with hardwood floors and abundant natural light throughout. The living room features custom built-ins and a gas fireplace, while the stylish eat-in kitchen is appointed with custom cabinetry, quartz countertops, high-end stainless-steel appliances and a center island. A private, fenced bluestone patio and yard extends the living space outdoors-perfect for morning coffee, al fresco dining, relaxing or entertaining. Upstairs, the spacious primary suite features a walk-in closet with custom white oak shelving and a beautifully finished luxurious bath with a quartz double vanity and tiled shower with a seamless glass door, rainfall shower head, handheld faucet, and stone-topped bench. A second bedroom and full bath complete the upper level. A heated laundry room is conveniently located adjacent to the private garage with easy interior access. Custom Hunter Douglas automated shades provide privacy and decorative appeal. Durable Hardie Board siding enhances the curb appeal while ensuring minimal maintenance. Perfectly positioned to enjoy the best of Westport, this exceptional home is a rare combination of style, privacy, convenience and carefree living.

Beds:
6
Baths:
9.00
Sq.Ft.:
9,824
Status:
NEW LISTING
MLS#:
24199970
Type:
Single Family
Subdivision:
Greens Farms
Lot size:
1 Acres
Year built:
2026
Courtesy: The Riverside Realty Group 203-226-8300
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ADDITIONAL INFORMATION

Magnificent new construction by AR Luxury Homes on a flat, private acre at the end of a coveted cul-de-sac in Greens Farms. Thoughtfully designed finishes by Tara Benet Design of Greenwich, this 6-bedroom, 6 full/2 half bath residence offers 7,874 sq ft across the first and second floors, plus a finished 1,950+/- sq ft walk-out lower level. Soaring 10' first-floor ceilings anchor an open plan with a great room, custom kitchen, formal dining room, living room, office, wet bar, and mudroom. The primary suite offers a spa bath and walk-in closet, with four additional ensuite bedrooms. The walk-out lower level includes a bedroom, full bath, playroom, gym, and ample storage. Outside, enjoy a 20' x 40' heated pool with spa and automatic cover on a bucolic property. City water, septic, and propane service the home. There is space for an elevator to all floors that can be added, and 1,800 sq ft can be finished on the walk up third floor at additional cost. A rare opportunity, with time to customize select finishes. Home to be completed late spring 2027.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,091
Status:
NEW LISTING
MLS#:
24212313
Type:
Single Family
Subdivision:
Saugatuck
Lot size:
0.32 Acres
Year built:
1954
Courtesy: Compass Connecticut, LLC 203-489-6499
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ADDITIONAL INFORMATION

Welcome to Saugatuck Shores, where you're not simply purchasing a home, you're embracing a lifestyle. This exceptional beach house offers an inviting floor plan, luxurious modern finishes, custom millwork, incredible water views, and a spacious private backyard. Enjoy your favorite wine al fresco from the charming screened-in front porch, expansive rear deck, or your private balcony off the primary suite. Step inside to a spacious living room anchored by a beautiful stone fireplace, an elegant formal dining room, and a stunning kitchen featuring custom white cabinetry, professional-grade stainless steel appliances, a large center island, and Carrara marble countertops. Coffered ceilings and custom millwork add character throughout the main level, which is completed by a beautiful full bath with an elegant glass-enclosed shower. Upstairs, the impressive primary suite boasts panoramic water views, a luxurious en-suite bath, walk-in closet, and access to its own private balcony. Two additional generously sized bedrooms feature beautiful wood beams that add warmth and distinctive character, while a full hallway bath is finished with marble tile and a tub/shower combination. Perfectly positioned to enjoy everything this sought-after waterfront community has to offer, while remaining just minutes from exceptional restaurants, shopping, nightlife, major highways, and the train. A rare opportunity to enjoy coastal living in one of Saugatuck's most desirable settings.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,017
Status:
NEW LISTING
MLS#:
24212307
Type:
Single Family
Subdivision:
Coleytown
Lot size:
1.25 Acres
Year built:
1958
Courtesy: William Pitt Sotheby's Int'l 203-227-1246
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ADDITIONAL INFORMATION

Tucked away on 1.25 serene acres in Westport's sought-after Coleytown neighborhood, this timeless 5-bedroom Georgian Colonial seamlessly blends grand architectural elegance with comfortable everyday living. Welcomed by an inviting, large front porch this impressive home offers exceptional space both inside and out. Inside, the grand main level flows effortlessly between a large formal living room, a gracious formal dining room, and a designated home office. At the heart of the home, a spacious, sunny kitchen connects directly to a casual den/TV room, while double doors lead from both the kitchen and dining room onto a lovely patio ideal for outdoor dining and entertaining. One of the home's most show-stopping features is the massive bonus room,expertly crafted from real barn wood and complete with exposed timber beams, wide plank wood floors, and a dedicated fireplace, perfect for cozy evenings or hosting large gatherings. Throughout the main house, you will find a total of 3 fireplaces creating a warm, inviting atmosphere. Upstairs, the expansive primary suite serves as a peaceful retreat featuring a massive walk-in closet and a remarkably large primary bathroom. A second spacious bedroom functions as its own suite, featuring a private bathroom and an exclusive balcony overlooking the grounds. The resort-style backyard oasis centers around an inground pool and a fun, fully equipped pool house featuring a private bathroom and its own fireplace for chilly evening gathering.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,301
Status:
NEW LISTING
MLS#:
24204801
Type:
Single Family
Subdivision:
Greens Farms
Lot size:
1 Acres
Year built:
1957
Courtesy: Compass Connecticut, LLC 203-293-9715
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ADDITIONAL INFORMATION

Set on a stunning, meticulously manicured, lush, one-acre property in the heart of Greens Farms and approx. 1 mile to the beach. This inviting 4 bedroom, 3.5 bath home is a jewel box with endless potential to personalize, expand and create your ideal retreat or simply enjoy it's current curated beauty. The property's expansive grounds, mature landscaping and beautiful garden create a peaceful backdrop for everyday living. Conveniently located in the heart of Westport, just minutes from beaches, train, shopping, dining, schools, and everyday amenities. 4 Lookout Lane offers an exceptional opportunity to enjoy the beauty, convenience, and a coastal community lifestyle that that is the essence of Westport. **Please see addendum for a full list of upgrades, including new roof in 2021, new oil tank 2025, newer windows and furnace and full house generator among multiple other improvements.**

Beds:
5
Baths:
6.00
Sq.Ft.:
6,698
Status:
NEW LISTING
MLS#:
24211806
Type:
Single Family
Subdivision:
Old Hill
Lot size:
2.64 Acres
Year built:
2013
Courtesy: William Pitt Sotheby's Int'l 203-227-1246
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ADDITIONAL INFORMATION

Privately set in Westport's coveted Old Hill neighborhood, this sophisticated residence designed by famed architect Peter Wormser pairs striking architecture with timeless, understated elegance. Soaring ceilings, beautifully curated spaces and abundant natural light define the stylish interiors, creating a home that is at once impressive and inviting. 4 finished levels provide exceptional space for everyday living, entertaining, work and guests. The primary suite stuns with its soaring ceilings, fireplace, 2 walk-in closets and spa bath. 4 additional bedrooms each feature walk-in closets, while 2 private offices offer dedicated work-from-home space. A fabulous 3rd-floor recreation room with full bath adds more flexibility, while the beautifully finished lower level has a home theater, gym, space for play, plus storage. Outdoors, the magical setting unfolds through multiple entertaining spaces, from inviting covered porches to an expansive stone patio with a fully-equipped outdoor kitchen, built-in grill and Big Green Egg, offering an exceptional backdrop for gatherings large and small. Lush, established landscaping creates a remarkable sense of privacy, yet the home is just over a mile to Westport's vibrant downtown. Whole-house generator, solar and level 2 EV charger! The NYC-bound train is just 9 minutes away. Distinctive, sophisticated and effortlessly livable, this exceptional Old Hill residence is a rare offering of inspired architecture, privacy and a prime location.

Beds:
7
Baths:
5.00
Sq.Ft.:
4,125
Status:
NEW LISTING
MLS#:
24197538
Type:
Single Family
Subdivision:
Greens Farms
Lot size:
2.23 Acres
Year built:
1968
Courtesy: Coldwell Banker Realty 203-227-8424
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ADDITIONAL INFORMATION

Tucked away in Westport's coveted Greens Farms neighborhood, this beautifully updated home is set on over 2 acres and offers the perfect balance of comfort, flexibility, and modern living. Beloved by its owners for many years, it has been the setting for countless family gatherings, celebrations, and cherished memories and is now ready for its next chapter. The renovated kitchen features an induction cooktop, abundant pantry space, and a bright eat-in area with sliders to a newly built deck, creating an effortless connection to the beautifully landscaped backyard. The adjoining family room, with its soaring cathedral ceiling and inviting fireplace, is the perfect place to gather. The spacious primary suite offers a renovated ensuite bath, while four additional bedrooms, including one ideal for a home office, provide ample space for family and guests. A renovated hall bath features a double vanity. A private wing with its own full kitchen and separate entrance provides flexibility for an in-law or au pair suite. The walk-out lower level adds a bedroom, full bath, and generous storage for guests, recreation, or extended living. Major improvements include the roof, replacement windows and doors, exterior repainting, high-efficiency furnace, hot water heater, and oil tank. Lovingly cared for and thoughtfully updated, this special home offers space, privacy, and versatility. Just minutes from schools, beaches, train, shopping, and all that Westport has to offer.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,300
Status:
NEW LISTING
MLS#:
24211506
Type:
Condo
Subdivision:
In-Town
Year built:
2023
Courtesy: Coldwell Banker Realty 203-227-8424
View additional info

ADDITIONAL INFORMATION

Welcome to The Mill offering a sophisticated, effortless approach to Westport living, pairing a distinctive setting with thoughtful amenities and the convenience of a condominium. Designed for those who appreciate style, The Mill combines modern architecture with an exceptional trove of luxuries and well-appointed spaces. This delightful, sun-lit unit provides luxurious features complementing the residence's refined aesthetic. New high-end appliances, large center island and ample storage in both kitchen and bedrooms include 2 walk-in closets in the primary suite. Residents enjoy a resort-like outdoor setting with pool, lounge area and grilling stations-perfect for a quiet afternoon or entertaining. The rooftop terrace adds an inviting place to gather. Inside, an elegant resident lounge and generous coffee station provides a comfortable setting for the daily ritual. A dedicated on-site concierge adds an additional level of service and convenience. The Mill provides a beautifully designed setting close to Westport's restaurants, shops, arts, culture and all transportation.

Beds:
6
Baths:
9.00
Sq.Ft.:
9,588
Status:
NEW LISTING
MLS#:
24211630
Type:
Single Family
Subdivision:
Compo Beach
Lot size:
0.66 Acres
Year built:
2026
Courtesy: Coldwell Banker Realty 203-227-8424
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ADDITIONAL INFORMATION

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 effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The walk-out lower level expands the home with walls of glass, a terrace, gym, bar, wine cellar, media/playroom, and additional office. Outside, a 16'x32' pool, multiple terraces, and a grilling area create effortless summer living, complemented by a three-car garage with EV charging. (Agent is owner)

Beds:
5
Baths:
5.00
Sq.Ft.:
5,806
Status:
Active
MLS#:
24208459
Type:
Single Family
Subdivision:
Roseville/North Ave
Lot size:
1.5 Acres
Year built:
1969
Courtesy: William Raveis Real Estate 203-255-6841
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ADDITIONAL INFORMATION

Distinctive Dream Home in Coveted Westport, CT! Colorful gardens and a circular drive welcome you to a home with its own personality on an established cul-de-sac lane. Within walking distance of neighborhood eateries and award-winning schools and minutes of all that Westport has to offer, enjoy primetime living year-round. Double glass entry doors open to a gracious Foyer and impressive Great Room with a dramatic stone fireplace, vaulted ceiling, original beams and captivating garden views that surround the living and dining spaces. The culinary hub in the renovated Kitchen features white granite counters, an oversized stainless refrigerator and freezer, and an enviable spice pantry. The sunny Breakfast Area and Family Room flow to the Office, Screened Porch, and Deck. The private Primary Suite with a renovated bath and double walk-in closets completes the main level. Upstairs are four Guest Bedrooms and two full baths, including access to the front balcony and a partially finished walk-up attic.

Beds:
2
Baths:
2.00
Sq.Ft.:
3,235
Status:
Active
MLS#:
24190764
Type:
Condo
Subdivision:
Long Lots
Year built:
1981
Courtesy: William Pitt Sotheby's Int'l 203-227-1246
View additional info

ADDITIONAL INFORMATION

Welcome to this inviting Ranch-style home at Harvest Commons,a beautifully maintained condominium community offering an exceptional combination of comfort,privacy,and convenience.Ideally located just moments from fine dining,shopping,and the Greens Farms train station,this exceptional home also offers easy access to I-95 and the Merritt Parkway.A rare and desirable feature,the home enjoys two private patios,creating wonderful opportunities for outdoor dining and relaxing.The gracious living room features soaring vaulted ceilings,new hardwood floors,an abundance of natural light,a fireplace,and sliding glass doors opening to both private patios.The dining room is ideal for entertaining,while the spacious kitchen provides ample workspace and storage.The main-level laundry adds everyday convenience.The spacious primary suite features two walk-in closets and a luxurious en-suite bath with both a soaking tub and separate shower.A second bedroom and full bath complete the main level.The partially finished lower level offers versatile additional living space,ideal for a recreation room,gym,home office or guest quarters,along with ample storage.A full-house generator and new roof provides added peace of mind.Harvest Commons offers resort-style amenities including a swimming pool and two Har-Tru tennis courts.With its private outdoor spaces,versatile living areas,and prime location,this is a wonderful opportunity to enjoy carefree condominium living in a sought-after neighborhood.

Beds:
5
Baths:
5.00
Sq.Ft.:
6,602
Status:
Active
MLS#:
24209539
Type:
Single Family
Subdivision:
Coleytown
Lot size:
1 Acres
Courtesy: Compass Connecticut, LLC 203-343-0141
View additional info

ADDITIONAL INFORMATION

Exceptional new construction, 9 Berkeley Road presents a sophisticated interpretation of modern Westport living, blending timeless architecture with beautifully considered spaces and an exceptional floor plan. Gracious proportions, abundant natural light and 9-foot ceilings create an immediate sense of understated luxury throughout the main level. At the heart of the home, an expansive chef's kitchen with separate scullery and breakfast area opens seamlessly to a stunning family room accented by oak ceiling beams. Formal living and dining rooms provide elegant settings for entertaining, while a private home office offers a quiet retreat. A beautifully designed first-floor guest suite with full bath and walk-in closet provides privacy and flexibility for family and guests. Expansive doors extend the living spaces outdoors to a generous rear deck, complemented by a bluestone-covered porch for effortless indoor-outdoor entertaining. Upstairs, the luxurious primary suite is a private sanctuary featuring a spacious bedroom, dressing area, walk-in closet and beautifully proportioned bath. Three additional bedrooms, multiple baths, generous closets, a dedicated laundry room and loft complete the second level. Sophisticated yet inviting, 9 Berkeley Road offers an exceptional opportunity to own a thoughtfully designed new residence where elevated style, modern luxury and effortless livability come together in one of Westport's most desirable settings. *REPRESENTATIVE IMAGES*

Beds:
6
Baths:
7.00
Sq.Ft.:
8,200
Status:
Active
MLS#:
24205429
Type:
Single Family
Subdivision:
Compo Beach
Lot size:
0.54 Acres
Year built:
2026
Courtesy: William Pitt Sotheby's Int'l 203-227-1246
View additional info

ADDITIONAL INFORMATION

With views over rooftops and to the Long Island Sound, this extraordinary new residence brings a new level of luxury to Westport's coveted Compo Beach area. Inspired by its coastal setting, the design from esteemed architect Bruce Beinfield layers organic materials, warm woods and stone with exquisite bespoke details and best-in-class finishes. Soaring 10-foot ceilings, walls of glass, limewash walls and abundant natural light create an ethereal feel. Imported Poggenpohl and Shinoki cabinetry and a showstopping kitchen with luminous Cristallo countertops reflect the uncompromising quality. A 1st floor lounge opens to the pool and spa, while an oversized outdoor kitchen and cantilevered covered patio create a dramatic setting for entertaining. The primary suite is a private sanctuary with 15-ft ceiling, gas fireplace, spectacular spa bath and dual custom-fitted closets. A generous 3rd-floor guest retreat has a lounge, roof deck and Sound views. The finished lower level offers an oversized gym, steam shower bath, bar with 100-inch TV and walk-out to the pool. Control4 Smart Home tech operates HVAC, security, cameras, lighting, blinds, music, pool, irrigation. Room for an elevator. Oversized garage has room for car lift. The private, fenced property is enveloped in lush professional landscaping. Walk to Compo Beach, Longshore and NYC train, an extraordinary expression of modern coastal luxury and serenity in a premier Fairfield County location.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,665
Status:
Active
MLS#:
24206112
Type:
Single Family
Subdivision:
Hillspoint
Lot size:
0.51 Acres
Year built:
1950
Courtesy: Coldwell Banker Realty 203-227-8424
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ADDITIONAL INFORMATION

Don't let the square footage fool you - this home lives large. Tucked into a lovely, walkable neighborhood perfect for evening strolls and bike rides, this is a home that punches well above its size, with all the essentials thoughtfully in place. The main level sets the tone, LR w/high ceilings opens to the kitchen for an open flow that feels bright and spacious. Just a short flight up, three bedrooms share their own private level. Downstairs, a large family room with a fireplace anchors the lower level, alongside a fourth bedroom that flexes easily as a home office. The basement adds laundry and abundant storage, with plenty of untapped potential to finish. Outside, a cozy screened-in porch is made for lazy summer evenings and movie nights. And there's room to grow: expand above the oversized two-car garage for a primary suite retreat, or enclose the porch to create a formal dining room - the footprint here has real potential to stretch further. Best of all, the hard work is already done. Fresh exterior paint, a new roof, and many recent updates mean this home is truly move-in ready. With 5mins to train and I95, 6mins to Compo beach, 5mins to downtown Main St. this location is hard to beat.

Beds:
5
Baths:
6.00
Sq.Ft.:
7,327
Status:
Active
MLS#:
24209742
Type:
Single Family
Subdivision:
Long Lots
Lot size:
0.52 Acres
Year built:
2010
Courtesy: Compass Connecticut, LLC 203-293-9715
View additional info

ADDITIONAL INFORMATION

Located on a quiet cul-de-sac, this home offers a beautiful blend of thoughtful architecture + effortless everyday living. If you've been searching for a residence that balances impressive entertaining spaces with cozy, intuitive retreats, you've found it. The heart of the home flows seamlessly from formal rooms to casual living areas. The kitchen is the main hub, flanked by a library/office that offers a quiet workspace without feeling disconnected from the pulse of the house. For those who love to host, the butler's pantry-complete with a wine fridge-connects the kitchen to the dining room for seamless service during dinner parties or weekend gatherings. With four finished levels of living space, there is plenty of room for everyone to find their own corner of comfort. The primary suite serves as a sanctuary at the end of a long day, offering the ideal space to unwind. Step outside to discover a perfect back yard setting. Whether you're dreaming of a vibrant summer garden, a sprawling lawn for outdoor activities, or a serene patio setup, this lovely outdoor space is ready to become your private oasis. Living here means enjoying the very best of the Westport lifestyle, from the vibrant downtown shopping + dining to the coastal amenities. This location also places you within the Long Lots Elementary district, where the community is excited about the brand-new school facility. Expertly maintained and ready for its next chapter, this home offers a lifestyle of ease and grace.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,400
Status:
Active
MLS#:
24210176
Type:
Single Family
Subdivision:
Roseville/North Ave
Lot size:
1 Acres
Year built:
1955
Courtesy: William Pitt Sotheby's Int'l 203-227-1246
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ADDITIONAL INFORMATION

Incredible opportunity to build or completely renovate in one of Westport's most desirable locations. Situated on a picturesque 1-acre lot, 53 Cross Highway offers a prime canvas for builders, investors or buyers looking to bring a custom project to life. The property currently features a 1950s-era home, providing an excellent footprint for an extensive transformation or a complete luxury rebuild. Highly sought-after placement within the prestigious Coleytown school district. Located just minutes from downtown shopping, dining, the Merritt Parkway, and Compo Beach, this property delivers the ideal setting for a high-end Fairfield County lifestyle. Bring your architect and your vision to maximize the potential of this exceptional lot. House sold As-Is.

Beds:
1
Baths:
2.00
Sq.Ft.:
1,560
Status:
Active
MLS#:
24209251
Type:
Condo
Subdivision:
In-Town
Year built:
2023
Courtesy: Serhant Connecticut, LLC 203-489-7800
View additional info

ADDITIONAL INFORMATION

Historic character meets refined modern design in this beautifully appointed one-bedroom plus den, two-bath residence at The Mill Westport. A gracious foyer provides a proper sense of arrival before opening into expansive living and entertaining spaces, where European white oak floors, historic replica windows, exposed brick, elegant lighting, and custom electric shades create a sophisticated backdrop. The open kitchen is outfitted with a suite of high-end appliances and an oversized island with generous seating, while a gas fireplace anchors the living room. Thoughtfully designed to live like a true two-bedroom, a custom sliding glass wall creates a private second sleeping area complete with a deep closet and direct access to a full bath. The spacious primary suite is tucked away on the opposite side of the residence and features a pair of closets outfitted by Poliform and a luxurious five-fixture bath with a freestanding soaking tub, walk-in rain shower, and heated floors. A full-size washer and dryer, parking, and storage are all included. Originally a historic candlewick mill dating to the 1800s, The Mill Westport has been thoughtfully reimagined as just 31 distinctive residences. Amenities include a pool and hot tub, fitness center, landscaped outdoor spaces, outdoor kitchen, residents' lounge, guest suite available for rent, and concierge services.

Beds:
5
Baths:
9.00
Sq.Ft.:
9,648
Status:
Active
MLS#:
24206974
Type:
Single Family
Subdivision:
Greens Farms
Lot size:
1.77 Acres
Year built:
2003
Courtesy: Serhant Connecticut, LLC 203-489-7800
View additional info

ADDITIONAL INFORMATION

The home offers timeless and classic New England, the charm you have been seeking. Set up on a quiet hill in the heart of Green Farms, this picturesque shingle home checks every box! In 2021, the home underwent a major renovation, with every room updated and all mechanicals and cedar roof replaced. Sited on nearly two acres of manicured property, there are extensive stone walls, multiple patio areas, mature plantings, and distant Long Island Sound views. The flexible floor plan offers 5 bedrooms on the 2nd floor, plus additional bedroom spaces on the 3rd floor and lower walkout level. A new detached outbuilding, currently used as a gym, offers exceptional flexibility as a private guest suite, home office, or dedicated space for a trading team. The home features a wrap-around porch, gunite pool, outdoor kitchen, fire pit, dog grooming station in the garage, guest suite, theatre, gym, and whole-house audio system. Refined design, exceptional quality, and thoughtful details throughout.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,104
Status:
Active
MLS#:
24206830
Type:
Single Family
Subdivision:
Compo South
Lot size:
0.77 Acres
Year built:
1935
Courtesy: Serhant Connecticut, LLC 203-489-7800
View additional info

ADDITIONAL INFORMATION

Storybook charm meets comfortable living in this enchanting 3 bedroom, 4 bath home. Located at the end of a quiet block you will find exposed beams, character-rich details, and a warm, inviting atmosphere create a home that feels truly special. Thoughtfully designed spaces blend timeless charm with everyday functionality, offering room to gather, relax, and entertain. A spacious deck extends the living space outdoors, perfect for morning coffee, al fresco dining, or enjoying the surrounding setting. Each bedroom provides its own sense of retreat, while four full baths add exceptional convenience. From its distinctive architectural details to its cozy, welcoming feel, this is a home with personality and a true sense of place. Convenient central location close to trains and the beach.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,255
Status:
Active
MLS#:
24209324
Type:
Single Family
Subdivision:
Compo Beach
Lot size:
0.18 Acres
Year built:
1920
Courtesy: Compass Connecticut, LLC 203-293-9715
View additional info

ADDITIONAL INFORMATION

Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five bedrooms and four baths. An open, updated kitchen with top-tier appliances flows into the living and gathering areas. The primary suite is a generous retreat with vaulted ceilings, a spa bath, and a walk-in closet. Four additional bedrooms are ample in scale - one en-suite, with a Jack-and-Jill bath connecting two others - while a full bath and a dedicated office complete the first level. Outdoors, an expansive terrace invites al fresco dining and entertaining above a manicured, secluded yard set on a coveted corner lot. Beyond the door: sunrise strolls to the water, sunsets over the boardwalk, Longshore Club, downtown shops, dining, and the library, plus a straightforward Manhattan commute via Saugatuck Metro-North. Homes in this enclave seldom surface.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,880
Status:
Active
MLS#:
24204128
Type:
Single Family
Subdivision:
Compo Beach
Lot size:
0.17 Acres
Year built:
2024
Courtesy: Coldwell Banker Realty 203-227-8424
View additional info

ADDITIONAL INFORMATION

Exceptional coastal living in Westport's coveted Compo Beach neighborhood. Built in 2024, 51 Compo Beach Road is a stunning four-bedroom home with spectacular Long Island Sound views, a private heated pool, and an extraordinary rooftop deck-moments from Compo Beach. Designed to embrace its setting, this striking residence is filled with natural light and captivating water views. Expansive windows frame the ever-changing coastal scenery, with beautiful sunrises over Long Island Sound and spectacular sunsets. The bright, open interior is sophisticated yet relaxed, with clean architectural lines and effortless flow for living and entertaining. Four bedrooms and four full baths offer space for family and guests, and an elevator connects all levels. Main living floors were built to FEMA-compliant standards, important for newer coastal construction. Outside, the private heated pool is a true summer retreat-a rare amenity this close to the beach. The rooftop deck is a showstopper, with panoramic water views for sunrise coffee, sunset cocktails, entertaining, and evenings under the stars. Plus smart-home technology, a two-car garage and a whole-house generator. Moments from Compo Beach, the marina and Longshore Club Park, with downtown Westport, restaurants, shopping and Metro-North to NYC within easy reach. A rare opportunity for newer construction, a private pool, extraordinary water views and sunrise-to-sunset vistas in one of Westport's most iconic coastal neighborhoods.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,231
Status:
Active
MLS#:
24208381
Type:
Single Family
Subdivision:
Saugatuck Shore
Lot size:
1 Acres
Year built:
1971
Courtesy: Compass Connecticut, LLC 203-293-9715
View additional info

ADDITIONAL INFORMATION

UPDATED SURVEY. Set on one acre of waterfront property, One Driftwood Point holds views from every room of the Long Island Sound and Saugatuck Harbor on three sides and a perfect overlook of the backyard tennis court to complete this property as of one of the most unique and stunning spots in Westport! Stretched out into the harbor, the modern contemporary style home is designed to feel immersed in the sparkle of water and sea breeze from each deck, every room, and all levels of open living space. The layout opens with a double height entry and leads upstairs to the massive living spaces that maximize the gorgeous light and waterfront surroundings - with a front to back living room set with multiple conversation areas and easy deck flow, the space is mirrored with a matching family room holding a lounge area, billiard room and 3 fireplaces in the house. An office and half bath finish off the top floor. On the main level, the dining room & kitchen enjoy the view of boats in the harbor. The primary bedroom suite with 2 bathrooms, and a walk-in closet/dressing room steps out to the main level deck overlooking the front yard & water beyond. The 2 main level bedrooms share a full bath. The professionally landscaped property is surrounded by plantings, includes beach, tennis court & potential dock for boating! Driftwood Point lives like a full retreat, while it's actually moments from Saugatuck dining, shopping & train station conveniences and all Westport amenities.

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Davis E. Owen, Sr., License REB.0754414, Xome CT LLC, License REB.0790146 , [email protected], 844-400-XOME (9663), 2083 Main Street, Stratford, CT 06615


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Westport Real Estate

Westport is located in Connecticut. Westport, Connecticut has a population of 27,168. Westport is more family-centric than the surrounding county with 44.59% of the households containing married families with children. The county average for households married with children is 34.39%.

The median household income in Westport, Connecticut is $236,892. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Westport is 46.1 years.

Westport Weather

The average high temperature in July is 83.5 degrees, with an average low temperature in January of 20.8 degrees. The average rainfall is approximately 47.9 inches per year, with 28.2 inches of snow per year.

Westport Map

Westport Real Estate Market Conditions

  • Median sales price

    $3,895,000
    15.3%
    change since last quarter
  • # Active listings

    80
    30-day change

Westport Schools and Demographics

Education near Westport, CT

City County
High School Graduates 97.48 90.19
College Degree - 2 year 3.55 6.12
College Degree - 4 year 79.23 49.21
Graduate Degree 26.36 16.2
Expenditures per Student 22,984 22,984
Students per Teacher 12.8 12.8

Elementary Schools near Westport, CT

Grades Students P/T Ratio ZIP
Burr Elementary School PK - 05 428 14.3 06824
Cranbury Elementary School PK - 05 502 15.1 06851
Dwight Elementary School PK - 05 319 13.1 06824
Green's Farms School KG - 05 455 11.7 06880
Holland Hill School KG - 05 407 13.7 06824
Jennings School KG - 05 324 12.5 06824
King's Highway Elementary School KG - 05 498 11.6 06880
Long Lots School KG - 05 560 12.6 06880
Marvin Elementary School PK - 05 497 16.9 06855
McKinley School KG - 05 442 11.8 06824
Mill Hill School KG - 05 413 13.7 06890
Naramake Elementary School PK - 05 460 18.6 06851
Osborn Hill School KG - 05 503 14.6 06824
Riverfield School KG - 05 398 14 06824
Saugatuck Elementary School KG - 05 518 13.3 06880
Sherman School KG - 05 475 14.8 06824
Stepping Stones Preschool PK - PK 54 10.8 06880
Tracey School KG - 05 389 14 06851
Wolfpit School PK - 05 325 13.6 06851

Middle Schools near Westport, CT

Grades Students P/T Ratio ZIP
Bedford Middle School 06 - 08 853 11.9 06980
Coleytown Middle School 06 - 08 548 11 06880
Fairfield Woods Middle School 06 - 08 915 11.8 06824
Nathan HALE Middle School 06 - 08 620 12.7 06851
Roger Ludlowe Middle School 06 - 08 805 11.2 06824
Tomlinson Middle School 06 - 08 720 11.7 06824
West Rocks Middle School 06 - 08 635 13 06851

High Schools near Westport, CT

Grades Students P/T Ratio ZIP
Fairfield Ludlowe High School 09 - 12 1,541 13.3 06824
Norwalk High School 09 - 12 1,575 15.1 06851
Staples High School 09 - 12 1,854 13 06880

Ungraded Schools near Westport, CT

Grades Students P/T Ratio ZIP
* Briggs High School 09 - 12 56 7 06851

Demographics near Westport, CT

City County
Neighborhood Type Suburban
Population 27,168 956,446
Population Density 1,361 1,530
Median Age 46.1 40.7
People per Household 2.9 2.7
Median Household Income 236,892 101,194
Average Income per Capita 122,799 61,651

Real estate near Westport