Westport CT Real Estate & Homes for Sale

Welcome to Sherwood Estates at Greens Farms - Historic Sherwood homestead now being developed by TKM Partners and Cugno Architect. This award winning team will bring brand New Construction of 4 levels of finished living space with the finest finishes. Builder will be installing a Home Theatre, Sauna, Wine Room and much more. See floor plans and reach out directly for more details about customization and occupancy. Potential Pool Site. Secure this site now!

Step into a world of sophisticated living at Sherwood Estates. This meticulously crafted 4-story residence at 26 Morningside Drive South seamlessly blends the charm of Westport's heritage with the finest features of modern design. Here, you'll discover a haven for grand entertaining, comfortable family living, and unparalleled relaxation. A Culinary and Social Hub: The first floor captivates with its expansive open floor plan. The heart of the home is undoubtedly the eat-in kitchen, featuring a custom-built, oversized island that's perfect for meal preparation or casual gatherings. A walk-in pantry ensures ample storage, while custom cabinetry throughout this entire level creates a sense of refined elegance. The mudroom, conveniently located off the spacious 3-car garage, provides a designated space for organization. Unwind in the inviting family room, lose yourself in a captivating read in the dedicated library, or host formal dinners in the elegant dining room - all warmed by the ambiance of two fireplaces. Additionally, a walk-out feature to the rear allows for seamless indoor-outdoor living.

Unwind in Unparalleled Space: The expansive first floor boasts a truly open concept design, perfect for grand entertaining or intimate gatherings. Imagine seamless flow between the gourmet kitchen, complete with a butler's pantry and walk-in pantry, to the inviting living room, elegant dining room, and cozy family room - all warmed by the ambiance of three fireplaces. A dedicated library provides a tranquil escape for reading or reflection. A Haven for Every Member of the Family: The second floor offers a private sanctuary. Retire to the luxurious primary suite, featuring a spa-like bathroom and a custom-designed walk-in closet. Four additional bedrooms, each with en-suite bathrooms, ensure comfort and privacy for all. Entertainment Extravaganza: Ascend to the third floor and discover a haven for entertainment. Immerse yourself in the fully equipped movie room, the perfect venue for blockbuster nights. A spacious game room invites friendly competition, while a well-appointed bedroom with a full bath offers additional guest accommodations. Ample storage space ensures a place for everything. Unwind and Recharge: The possibilities are endless in the expansive lower level. Maintain your fitness goals in the dedicated gym, followed by relaxation in the rejuvenating sauna. For the discerning wine connoisseur, a temperature-controlled wine room awaits. A full bathroom and bedroom provide additional living space, while a wet bar and playroom cater to all.

This magnificent home is set at the end of one of Westport's most sought after cul de sacs in highly desirable Long Lots and close to the schools and popular country store. Built by Milton Designs the property seamlessly incorporates an original 100 year old barn with the finest of luxury amenities. Custom millwork, wide oak floors coupled with high ceilings throughout combine to create the perfect blend of elegant and spacious living. A grand foyer provides a beautiful entranceway leading to formal living and dining spaces while connecting the natural beauty of the gardens to the house by the gracefully appointed windows framing a floor to ceiling stone fireplace in the great room which flows effortlessly into a casual dining area. The fully equipped kitchen boasts top of the line appliances, custom cabinetry, walk in pantry and large island. 6 bedrooms,7.5 bathrooms, en suite bathrooms. The primary suite is a luxury sized retreat with fireplace, 2 walk-in closets, dressing area and spa like bathroom that includes a whirlpool bath and steam shower. The 2000+ square foot walk out lower level notably enjoys a fully equipped gym, sauna, rec and lounge area complete with a fireplace. Mature plantings for year round enjoyment provide a true oasis with patios, an oversized pool and blue stone terrace, outdoor fireplace, woodlands and grass areas. Unparalleled perfection for both entertaining and or relaxing: this one of a kind house rarely to be found and waiting to be made yours.

A spectacular, park-like acre in a prime Greens Farms location is the setting for this incomparable new construction SIGNATURE home w/pool by noted builder SIR Development. An artisan stone wall suitable for entry gates & a gracious circular driveway lead to the Transitional-style Colonial - both modern yet timeless. The soaring foyer is lined w/two stories of glass; a key design consideration was the planning of beautiful views through oversized windows from all rms, including the picturesque 74 acre Audubon Society preserve located across from the residence. Steps to Southport Beach (0.4m). Entertaining-sized dining rm w/lit tray ceiling & adjacent butler's ptry. The LR w/fpl leads to library/1st ofc w/covered patio. An effortless flow leads to the gourmet kitchen w/vast island, Sub Zero & Wolf appliances, walk-in ptry & stunning breakfast rm. The fam rm has a 60" linear fpl, built-ins w/storage /serving spaces & a wall of glass leading to the grounds. The mdrm runs front-to-back w/2nd powder rm & 3-c gar w/220V car charger. 2nd flr highlights incl exceptional primary ste w/lrg dual clsts, fp, lux bth w/htd flrs. All BRs incl cstm walk-in clsts & en-suite bths. 3rd lvl has a 2nd office, plyrm & half bth. The fin LL has front & rear stairs, w/flexible spaces incl gym, rec, home theatre, 6th BR & full bth. 3-level elevator shaft. Look forward to summer fun w/20x40 saltwater pool, built-in bbq & flat lawn. Just 0.7 mile to Metro North station & close to beaches, schools & more

2024 is your year to have it all! One of a kind direct LI Sound New Construction by Bluewater Home Builders offers sweeping panoramic views throughout. Feel as if you are floating on water. 3500 sqft of finished on three levels with an additional heated covered Loggia area open to the beach perfect for entertaining and privacy, large storage room and 2 car garage. An open floorplan and floor to ceiling windows create light filled rooms throughout. Enjoy forever unobstructed views everyday from the comforts of your own home.

Spectacular, sundrenched home overlooking the beautiful Aspetuck River with a heated gunite swimming pool. Home was totally renovated and upgraded in 2015 and is available for immediate occupancy. Privately situated on 8 acres, yet conveniently close to all that Westport has to offer. With 5 bedrooms, 6 full and one-half baths this spacious 8000 sq ft home on two floors provides many options desired by today's homeowner with flexibility to change as the needs of the homeowner evolve. The layout also offers the option for multi-generational living with bedrooms both on the first and second floors, multiple rooms for offices, 3-car garage, plentiful parking, and so much more. Main floor is 4900 +/- sq ft all on one level with an additional 2400 +/- on the second floor, and a large recreation/media room space of 870 +/- sq ft over the 3-car garage. Features include: Great room with floor to ceiling stone fireplace, vaulted ceiling and French doors leading to large blue stone patio plus deck, large gourmet kitchen with two islands, huge recreation/media room over the garage, sumptuous primary suite with 2 bathrooms, walk-in closets and private balcony with a view of the river, hardwood floors throughout, heated swimming pool, sauna, central air conditioning, whole house generator ...and so much more. Natural gas for heating, cooking, generator, and pool heater.

Experience the epitome of modern luxury in this stunning 6-bedroom, 5/2 bath 7000 sf new construction waterfront home by Bear Paw Construction designed by Don Fairbanks. With meticulous attention to detail and a sleek, contemporary design, this home sets a new standard for sophistication. Floor-to-ceiling windows frame the breathtaking views, allowing natural light to flood the interiors and showcasing the serene setting creating a harmonious flow between the indoor and outdoor spaces. Step inside and a clean and streamlined aesthetic merge effortlessly. The main floor features a dining room with a striking wine wall, stylish study, versatile playroom, and magnificent kitchen that transitions into the family room, complete with a fireplace. This seamless integration of luxury and beauty creates a space perfect for both casual entertainment and cosmopolitan refinement. Indulge in the sumptuous primary suite, offering unparalleled views and a luxurious bath. Four additional bedrooms and three bathrooms complete the 2nd Floor. The walkout lower level offers flexible recreation space, including a game room, exercise room, additional bedroom and bathroom. On a peaceful cul-de-sac in Old Hill, embrace the picturesque surroundings that evoke a profound sense of peace, while enjoying close proximity to excellent shopping and amenities. Discover a truly extraordinary residence that raises the bar on modern living while admiring nature's beauty from the pool along the Saugatuck River.

Elegant new construction home by Mattera Construction sits in the middle of one of the most centrally located neighborhoods in Westport. Dramatic 6 Bedroom home, features an inground Gunite Pool, while offering 6 full baths and 3 half baths on 4 finished levels. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the main level. On the 2nd level the oversized Primary Suite features 2 large walk in closets and a private bath. 4 more en-suite Bedrooms and Baths plus a Laundry Room are also on the 2nd floor. The Lower Level boasts an additional Family Room, Gym and a Bedroom with Full Bath. The finished 3rd level offers an additional Playroom or Office plus a half bath. Custom details and finishes throughout!

INVESTORS and 1031 EXCHANGE BUYERS TAKE NOTE....Welcome to a dream investment opportunity nestled in the heart of town. Charming house is not just a home"it's a golden ticket to a prime real estate investment. This is a rare gem that comes with an incredible twist for the right buyer. Situated in a sought-after neighborhood, house is a perfect blend of modern comfort and classic charm. With updated kitchen, hardwood floors, and an abundance of natural light, every corner invites warmth and relaxation. Now, here's the exciting twist"this property is underpriced for a reason! Owner is selling with the condition that they stay until July 1, 2026. This unique situation presents an amazing investment opportunity for savvy buyers who can see the long-term potential and are willing to wait for occupancy. Imagine securing a property at today's market value and watching its equity grow while the current owner continues to maintain and care for the home until the agreed-upon move-out date. It's a win-win situation that allows you to capitalize on the market, all while benefiting from a well-maintained property. Known for our excellent schools, vibrant community, shoreline, and highly desirable location. Take advantage of this chance to invest in a property that not only offers immediate value with potential substantial returns in the future. Tell your buyer's, "don't miss out on this golden opportunity. Make their move towards a prosperous investment in the heart of Westport.

Welcome to the 3-bedroom Penthouse with private rooftop deck at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport's many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations. Some property images are artist renderings. Depicted characteristics are subject to change.

UNDER CONSTRUCTION Welcome to this stunning, reimagined, & rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town parcel.The property is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail & the perfect blend of modern amenities and old-world charm.The entire home has been torn down to the studs & rebuilt, ensuring that every aspect meets the highest standards of quality & craftsmanship. The heart of this home is the gorgeous chef's kitchen, complete w/large island & family room that features accordion glass doors leading to a breathtaking patio w/inground pool, perfect for enjoying the outdoors & entertaining guests. Windows & doors throughout the home, imported from Germany, add an element of sophistication & elegance.Not only are they aesthetically pleasing, but they are also multi-functional, allowing for an abundance of natural light & fresh air to fill the space. The 6000 Sq ft home boasts high-end details & finishes on four levels.5/6 bedrooms & 6 full and 2 half baths incl a TO-DIE-FOR Primary Suite w/vaulted ceiling, stunning spa bath, 2 walk-in closets & a balcony overlooking the pool. There is plenty of room for everyone to have their own private retreat. The property includes an Accessory Dwelling Unit (ADU), ideal for guests, in-laws, or a live-in nanny.

60-mins from NYC! Set amid acres of matured specimen plantings, this New England shingle style home is a classically inspired masterpiece. With 6 bedrooms & 9 bathrooms as well as a paneled library, staff quarters, movie screening & recreation rooms, the home displays a blend of classic design & the finest craftsmanship. Fine materials & finishes distinguish the home, further refined by vaulted ceilings & details including, superior woodwork, walls of windows & French doors that drench the home in natural light & present vistas of the surrounding grounds. Modern amenities, such as state-of-the-art kitchen, expansive entertaining spaces, balance the home's classical influences with the highest technology in its most functional form.

A beautiful oasis awaits you, tranquil 2+ acre lot is perfect for nature enthusiasts.This new modern home has a unique floor plan that is perfect for friendly gatherings. The great room has a spectacular bar with a wine chiller and multiple wine racks. The dining area has mirrored custom built-ins with lights and a gorgeous custom designed mirrored feature wall. There is a breakfast nook for your kitchen table with two large windows that take in the scenic woodsy view. The center island can easily seat 4 people, there are two dish washers, a beverage cooler, the appliances are Thermador and will make the cook in the family happy to turn out delicious meals on these gorgeous appliances. The large picture window over the sink makes for a tranquil view while prepping a tasty meal. There is a pantry for food storage and to tuck away your small appliances. The great room overlooks the family room with a unique metallic tile fireplace wall that shimmers a lovely glow, there are two sliding doors that lead to the raised patio with custom pavers. Step out onto the oversized patio with a lovely Pergola and a natural gas fire pit, sit under the stars at night, relax with a glass of wine and enjoy the peaceful atmosphere. During the day you will enjoy all that nature has to offer bird watch from the private patio, plant a vegetable garden, plenty of room for play, plus privacy galore! The perfect country setting and yet only minutes to downtown.

Welcome to Residence 209 at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. This home features exposed stonework, 2 bedrooms, 2 full baths, plus a den/dining rm. The 31 residences feature large windows, open floor plans, & light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport's many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment & adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations. Depicted characteristics are subject to change. Spring 2024 completion.

Fully completed and ready for occupancy. Unit 2C is the ONLY 4 BEDROOM unit in the building. At 3,460 interior square feet, this unit provides ample storage space, a dedicated laundry room, interior office, two ensuite bedrooms and plenty of privacy. Located on the northeast corner of the building, the new owners will enjoy up river water views from the living areas and ensuite bedrooms. The generous 700+ foot terrace is plumbed for a hot tub and outdoor kitchen in addition to being engineered for a Renson pergola. The residences at Bankside House Westport combine the simplicity of one-story living with the thoughtful design, luxury finishes and attention to every detail. The open layouts and oversized windows of each light-filled residence frame historic Downtown Westport and the Saugatuck River. Designed by critically acclaimed architecture firm Roger Ferris + Partners. Bankside House, built by award winning Westport developer David Adam Realty in partnership with Urbane NewHaven, provides home-owners with an exciting opportunity to enjoy all the benefits of living in Downtown Westport, without any of the maintenance. Much of Westport's world class shopping, dining and entertainment is within walking distance, while famed Compo Beach and Westport's Longshore Club Park are a short drive away.

Discover the epitome of luxurious living in this fully furnished 6-bedroom gem nestled in Westport's sought-after Red Coat neighborhood. With easy access to parkways, the town, beach, and pool, this home offers both convenience and opulence. From the gourmet kitchen and expansive living spaces to the private office, game room with pool table and dry bar, and a backyard oasis with built-in speakers, grill, and patio, it's an entertainer's dream. The lower level boasts a home theater, game room, and playroom, while the lavish master suite features a jacuzzi, balcony, and fireplace. Three en-suite bedrooms, nanny's quarters, and a versatile playroom cater to diverse living arrangements. Don't miss out on this exceptional opportunity!

Welcome to this 1 bed + den with 2-baths and historic details at The Mill Westport! As you enter 109, you will be stuck by incredible stone walls. Past a cozy den, beyond the first of two bathrooms, a large kitchen is revealed with a suite of high-end appliances. An oversized island provides a place to enjoy a meal & custom cabinetry completes the space. The corner living room has 4 windows and a gas fireplace. The primary bedroom features a pair of closets leading to a luxurious bathroom with two sinks & rain shower. All homes enjoy full-size washers/dryers. Parking incl. & storage avail. Originally a historic candlewick mill built in the 1880's, The Mill Westport has been reimagined into 31 unique residences by Coastal Luxury Homes & Gault Family Companies. Amenities by Philip Hazan include a patio with pool, hot tub & grilling area, fitness center, Great Room & Caf , common rooftop.*Images rep unit finishes. Some are renderings/virtually staged details. Ask about taxes.

Welcome to Residence 109 at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport's many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations. All property images are artist renderings. Depicted characteristics are subject to change.

Fully completed and ready for occupancy! Unit 4B, located on the southwest corner of the building, provides river and downtown Westport views from the primary bedroom, living spaces and private rooftop terrace. The open flow living spaces, both ensuite bedrooms and the den enjoy tremendous natural light from floor to ceiling windows. The rooftop, accessed by a stunning retractable skylight, enjoys sweeping views of Westport. There is room for a hot tub/spa in addition to an outdoor kitchen/BBQ on the rooftop terrace. The residences at Bankside House Westport combine the simplicity of one-story living with the thoughtful design, luxury finishes and attention to every detail. The open layouts and oversized windows of each light-filled residence frame historic Downtown Westport and the Saugatuck River. Designed by critically acclaimed architecture firm Roger Ferris + Partners. Bankside House, built by award winning Westport developer David Adam Realty in partnership with Urbane NewHaven, provides home-owners with an exciting opportunity to enjoy all the benefits of living in Downtown Westport, without any of the maintenance. Much of Westport's world class shopping, dining and entertainment is within walking distance, while famed Compo Beach and Westport's Longshore Club Park are a short drive away.

Fully completed and ready for occupancy! Unit 4A, located on the southeast corner of the building, provides direct river and downtown Westport views and tremendous natural light from all 4 exposures. The private rooftop terrace, accessed by a stunning retractable skylight, offers sweeping views of Westport in every direction. Two ensuite bedrooms + den/office provide personal space, while the open flow kitchen, living and dining room (with balcony access) is ideal for entertaining. There is room for a hot tub/spa in addition to an outdoor kitchen on the roof terrace. The residences at Bankside House Westport combine the simplicity of one-story living with the thoughtful design, luxury finishes and attention to every detail. The open layouts and oversized windows of each light-filled residence frame historic Downtown Westport and the Saugatuck River. Designed by critically acclaimed architecture firm Roger Ferris + Partners. Bankside House, built by award winning Westport developer David Adam Realty in partnership with Urbane NewHaven, provides home-owners with an exciting opportunity to enjoy all the benefits of living in Downtown Westport, without any of the maintenance. Much of Westport's world class shopping, dining and entertainment is within walking distance, while famed Compo Beach and Westport's Longshore Club Park are a short drive away.

New Construction_ Transitional & Classic by impeccable Bldrs. Tomas Brothers - Wonderful, crisp, detailed, smart look and clean lines. Fresh 2022 style features; designer color palette, polished hardware, lighting, custom tile work, and more. 1500 sq. ft. finished lower level. Airy open main rooms w/9'+ ceilings open to landscaped yard. Perched with views. Concept pictures are representative of Tomas Brothers work. Still time to customize! Room for a pool. Close to Compo Beach, Town and Train