Westport CT Real Estate & Homes for Rent

~HIGH END LIVING~ "The Jesup" Townhouse is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally situated in the heart of this vibrant and prosperous community at the foot of Main Street and Church Lane. The luxury rentals consist of one and two-bedroom floor plans in the main building and four distinct townhomes. All feature upscale amenities and amazing views. Whether you are looking for an alternative to New York City living or want to downsize, Bedford Square offers a lifestyle of convenience to its residents. We can arrange rent terms of yearly, two years or more unfurnished.

Available July 21-Aug 4 only - price is for term - Designer's own home with Gunite pool steps from Compo Beach. This modern completely renovated home is elegantly designed and decorated. Large main level has open Kitchen and Family Room leading to gorgeous patio, private yard and custom Pool with auto cover. There are 5 bedrooms including a stunning Primary Suite. It's only a few homes in from Compo Beach. Have Breakfast at the beach and then take a dip in your private pool.

Enjoy all Westport has to offer this summer in this special 5-bedroom newly renovated center hall colonial with 3.5 baths located in beautiful Old Hill on a one acre property. Finished on 3 levels, this impeccably furnished and maintained home has all you need and more. First level features light and airy living room with coffered ceiling, a large dining room, family room with vaulted ceilings, a chef’s dream eat-in kitchen with high-end appliances, marble countertops and an island with seating for four. Also on main level laundry, mudroom, office, and en-suite guest bedroom perfect for visiting in-laws. Master bedroom with en-suite bath and 3 additional bedrooms with bathroom upstairs. Lower level is newly finished and offers over 800 square feet of entertainment, ping-pong, games, and a gym. These sun-filled rooms flow effortlessly onto a large bluestone patio featuring a seating area, dining area, and grill, which overlooks level backyard with outdoor playhouse and a trampoline. Walk to town for Levitt Pavilion summer concerts and Bedford square restaurants and just a short drive to many sandy beaches. Located right across "Earthplace," a nature preserve with lots of great walking trails, 62+ acres of open space, including a bird sanctuary, interpretive exhibits and nature inspired playground. Fantastic summer rental!!! Please note price 8,250k per week.

Seeking a summer getaway? 167 Imperial is conveniently located in the sough after Saugatuck neighborhood of Westport CT, < 50 miles to Midtown! Just a quick walk from the train & Compo Beach. Spend the days soaking in the sun, exploring the playground, building sandcastles or relaxing with a great summer read! By night, pack a picnic and enjoy the cool breezes of LI Sound-ALL WITHIN WALKING DISTANCE! Retreat to this fabulous, open concept home w/ plenty of space to sleep, unwind or work from home! A two story, airy foyer welcomes you! Enjoy cooking in the gourmet kitchen or gather around the expansive island. Indoor/outdoor entertaining is made seamless w/ a casual dining area that opens to a spacious slate patio to dine Al Fresco complete w/ a fire pit for after meal S'mores! Don't miss the formal DR for more intimate entertaining or LR w/ gas fpl to unwind after a long week! A spacious primary ensuite bdrm w/ soaking tub beckons after a long day! 3 add'l bdrms, 2 full baths, large laundry & wonderful BONUS RM-great for movie/game nights! LL w/ Ping Pong & Peloton - perfect for @ home recreation! While you may not want to to leave, you will not want to miss Westport's famous farmer's market, the Levitt Pavilion providing nightly concerts under the stars, Saugatuck Sweets, incredible shopping & dining found on Main Street & Saugatuck Village. So much to explore! Think sun, sand & summer fun in Westport! INCREDIBLY CONVENIENT! WALKABLE TO TRAIN, BEACH, DINING & SHOPPING!

Open, bright and so convenient ! Easy Living condo in an excellent location! Only minutes to train, town or beach! Walk to River and Saugatuck night life. NEW KITCHEN , Living room with fireplace, dining area, vaulted ceiling and sliders to deck overlooking Birchwood Country Club. Bedroom with bay window, updated bath. Central Air. Washer & dryer in unit, Storage attic and garage storage room, 1 Car attached garage. On train shuttle line. Interior just freshly painted and ready to go !

PRICE IS FOR The Entire Summer!! :-) Spend the summer in this classic Connecticut colonial in the desirable Long Lots section of Westport located on quiet and Private Pine Hill Road. Spacious, bright and airyt, the outside compliments the interior beautifully from the great room with vaulted ceiling(includes kitchen and fpl & flat screen). Sliders to relaxing screened porch overlooking landscaped grounds that include a firepit, and woodland garden surrounded by a deer fence, perfect for cool (or warm) summer nights after a long day of suburban living. Home study/office or possible 5th BR on main level works well for today's home office needs. Hardwood floors throughout, recently painted inside. Garage for 2 cars. Very quiet and private. Ideal central location, minutes to camps, town, shopping, beach, train, highways. Price and dates can be adjusted for the right tenant. Please give 48hrs. notice for showings Fri-Sun.

FABULOUS ON THE WATER SUMMER RENTAL~ JULY AND AUGUST. Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. FRONT ROW SEAT for 4th of July fireworks! Plenty of parking(6 cars, very rare) at this 4BD 2.2 Bath Compo Beach Bungalow. Come enjoy this incredible home with all the fun toys available for the best summer/fall ever. Kayaks/ Paddle boards/beach chairs available for tenants use. Flat fee for utilities.

The charm of an antique house with updated conveniences. Spend your summer on this over 2 acre private property with a heated in ground pool, hot tub and covered deck for cooking and entertaining. Four bedrooms feature a king size bed, two full size beds and a twin bed. Two level grand living room, a family room with French doors to the deck and a sun room with a pool table, all add to your summer experience. Minutes from Merritt Pkwy, I-95, train station, Compo Beach, Longshore Park and Downtown Westport. Available only for July.

$13,000 for 6/21-7/21! Adorable furnished beach cottage just a hop, skip and jump to Compo Beach! Kitchen renovated 2020! Fully fenced backyard for your little ones and/or your furry friend! Hang out and grill on the comfy patio! Or dine-out in Saugatuck or Downtown Westport. 3/4 Bedrooms 2 Baths: Main Bedroom with king bed, ensuite bath and big bay window. The other bedrooms have full bed, 2 twins, and there is a pullout sofa in the office/den/bedroom, plus a second hall bath. Bikes and beach chairs for tenant use. No parking in garage, however there is ample parking in the driveway. No attic access, reserved for owners things. 2 weeks minimum, 4 weeks preferred, available between June 21st to July 21st. 1 well behaved/housebroken dog will be considered with a pet interview. Tenant pays - $400 cleaning fee (additional cleaning fee with dog), $3,400k security deposit, credit check, references, move out guarantee, electricity - a/c, liability insurance. Spend every day at the beach...it's so close by!

This is a MONTH to MONTH UNFURNISHED rental. 2 Bedroom unit w/ loft. Convenient location. Walk to town.

This is a MONTH to MONTH UNFURNISHED rental. Historic house remodeled into 2 charming residences. This unit has dining room, front to back living room , EIK, 4 bedrooms, 3 baths + upper level family room/offfice . Full basement Private back yard, quiet convenient location, minutes to town.

~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. It is ideally situated in the heart of this vibrant and prosperous community at the foot of Main Street and Church Lane. This luxury one-bedroom duplex home is in the main building/pavilion. It features upscale amenities and amazing views. Whether you are looking for an alternative to New York City living or want to downsize, Bedford Square offers a lifestyle of convenience to its residents. Rental terms of yearly, two years or more.

Conveniently located. Walk to town. Close to Merritt Parkway. Great 2nd floor unit w/hardwood floors. Turn Key Move in Ready!

In the heart of Westport. Great for commuters! Quick access to train, restaurants, shops, beaches, schools. This adorable Cape Cod home is at the end of a cul de sac. Walk into a large living room with fireplace, cathedral ceilings, ceiling fan. The large eat-in kitchen offers granite counter tops, modern appliances. ceiling fan, wall unit air conditioning, wood floors. Walk out the kitchen patio into your large private backyard. The home also offers a closed in porch, great for entertaining. Wood floors through out. First floor offers two spacious bedrooms with carpeting/ceiling fans. Upper Level offers a large size master bedroom with private bath, reading nook. Lower level basement includes, washer/dryer, home office, storage, game room with sliders to backyard. Pets to be approved by landlord. No cats allowed. Pictures were taken when home was vacant - tenant is in residence at this time.

Experience the ultimate in beach living this summer walking distance to Longshore Country Club and Compo Beach in this fabulous 9,000+ sq ft. 5 bed, 7 full and 2 half bath home. Complete with pool, enjoy an oasis of seclusion while being in the heart of Westport’s best summer amenities. Finished on four levels with all of the luxury touches desired for entertaining and relaxation this summer. Available for summer 2023 rental. Come experience all that Westport has to offer!

Let's talk perfection and convenience. Contemporary townhouse situated alongside the coveted Saugatuck River. End unit provides privacy and a fabulous outdoor living experience. The modern interior abounds a spacious open floor plan with 9’+ ceilings, hardwood floors, gas fireplace, stainless steel appliances, granite counters, app connected smart thermostat, central air, washer and dryer, ample storage in the attic, and comes fully furnished all while offering incredible walkability to both downtown Westport and the train station with all of its wonderful restaurants and shopping opportunities. Clean design, furnished in a well edited style, perfect for anyone. Nearby amenities include, Saugatuck Center, Westport Paddle Club, Longshore Golf Course, Compo Beach, Westport Library, Dream Spa, Main Street, Levitt Pavilion, farmers market, I-95, Merritt Parkway, Boston Post Road, Metro North Railroad, Marinas, Whole Foods, and SoNo Collection Mall. Grab this one... It won't last.

Incredible opportunity to rent an immaculate home centrally located and set on a private lane. This beautiful home offers a functional and flexible layout across four floors, which creates ample zones for work and play. The chef's kitchen is at the heart of the home. Flooded with light, the open layout features a double island for cooking and entertaining. The second floor includes a spacious master suite and three additional bedrooms. One of these bedrooms is set apart as its own wing w/ a full bath, offering the potential for an in-law or au pair suite. The 3rd floor offers another full bedroom, sitting area, and bath offering the potential of an expansive office or recreation room. The lower level provides great space for a playroom or media room as well as a dedicated gym space/yoga studio. The grounds are professionally landscaped with a completely fenced-in backyard. This home is offered fully furnished, completely turnkey, and is available for a minimum 12-month lease. Move right in and enjoy all that Westport has to offer: top-rated schools, a vibrant downtown, and beautiful beaches. Available May 15.

Private, charming and beautifully appointed gem ,just moments to downtown Westport AVAILABLE 9/6-12/6/23. This 1900s building was renovated and condominiumized in 1991 and updated 2021 with brand new kitchen and remodeled bath. Great Room with soaring ceiling, beams and bay window opens to the new kitchen. The second bedroom is currently being used as a den. A mattress can be provided. Spacious bluestone patio overlooks a lovely grassy meadow/open space. HOA requires the tenant to abide by condo bylaws. 1 parking place available. Easy ride to town, beaches, railroad, highways & all amenities.

Secluded Mediterranean inspired estate located on prestigious Bluewater Hill South with tennis courts and private beach rights to Compo Beach located steps away. Magnificent historical gardens designed by F.L. Olmstead of Central Park fame in the early 1900's. A crescent shaped pool and pergola over patio crown the front lawn and gardens. The upper living level open floor plan boasts water and garden views from the over sized windows throughout the rooms. The living and dining rooms feature a gas fireplace. A balcony off the living room has seating for many guests. Renovated kitchen with custom Maple cabinets and flooring, built in cabinets, stainless steel appliances and dining area. The den located off the kitchen with the laundry can function as an additional bedroom if needed. Master Suite has large renovated bath with custom built in cabinets. Enter on the garden level through the front door and see a sweeping staircase with mahogany railing or take the convenient elevator if needed. This level features three additional bedrooms, two full baths, family room and sun room. The attached two car garage entrance is through the sun room. This home is truly turn key, decorated and furnished with all the comforts needed to enjoy living this resort lifestyle! The upper garden is shared with the owners.

Magnificent Stone retreat by famed architect Fraser Peters set on "Stony Brook" with 2 picturesque footbridges leading to the custom Pool. This breathtaking home was completely renovated and boasts modern amenities while preserving its charm & character. 6 Blind Brook Road offers a Chef’s Kitchen, a Grand Family Room, Second Family Room, 4-5 bedrooms plus an Office. The home will be staged similar to photos. Price is per month. Can go through Labor Day or longer.

Beautifully-appointed high quality custom-built stone & shingle home full of character and sunlight, on corner of private cul de sac in the heart of Westport -- the ideal spot for your summer vacation. Main floor features large country kitchen-great room with French doors to expansive decks overlooking huge level lawn and play spaces. Adjoining formal dining and butlers pantry, along with cozy study, complete with wet bar and piano, adjacent to large library/office. Five ample bedrooms, including a gorgeous primary suite with tray ceiling, fireplace and spa bath, plus three other bedrooms and two additional baths on the second level. Separate guest suite in lower walkout level with private bath too. Newly Peloton-equipped gym on third floor, and expansive play/media room with fireplace on lower walkout, along with large tiled mudroom that leads to an outdoor shower and yard. Two laundries too. A short walk to tennis courts, ball fields, playground, track and Wakeman Town Farm. All utilities except electric included. Available for four weeks in July or August, with flexibility on dates.

Welcome to desirable Long Lots neighborhood! Conveniently located to Post Rd East amenities, this fully renovated open flow ranch offers easy one floor living, new appliances, lots of natural light and a clean, fresh, modern look. Master bedroom features a beautiful master bathroom and the additional two bedrooms share the hallway bathroom. Come check it out and make Westport your home! You will fall in love with the magnificent beaches, top ranked schools, all recreational facilities and vibrant downtown.

**Also available as a weekly rental with a two week minimum, for $20,000 ($10,000 each week) Looking to spend part of your summer in Westport? Look no further, 20 Reichert Circle is available to rent for the months of July and August. This 5 bedroom 4 1/2 bath colonial offers a spacious open floor plan, ideal for entertaining, and, the main living space offers sliders to the expansive back patio, in ground POOL, hot tub and property, making indoor/outdoor entertaining a breeze! The quiet cul-de-sac is steps away town fields and tennis courts for easy access to both. The kitchen with breakfast bar and dining area, open to the spacious family room, making this space a natural gathering spot for get togethers of any kind. Dining room, living room and home office complete the main floor. Once upstairs you will find a generously sized primary bedroom suite with spacious full bath and four additional bedrooms and two more full baths. The finished lower level provides over 900sf of play/rec space, full bathroom and home gym. Close to town shopping and Westport's very own Compo Beach.

Stunning custom home is the best of casual elegance and masterful design. This home is a modern take on a shingle style home. Designed by Pagliaro Bartels Sajda Architects—the open floor plan incorporates luxury and beauty into every room & creates a versatile space that lends itself to informal entertainment & cosmopolitan sophistication yet incorporating the backdrop of nature in an unbelievable setting. Gorgeous fireplaces, built-ins, glass walls and spectacular light through multiple huge windows create seamless flow for true indoor/outdoor living. Every room offers stunning views of the beautifully landscaped property, gunite pool & spa. Chef’s kitchen with marble counters & top-of-the-line appliances, dining area with sliding glass doors, formal living, dramatic formal dining room, home office, and a family room with beams, built ins and a modern fireplace. The luxurious primary bedroom features a gorgeous bath, WIC & dressing room. 4 add'l ensuite Bedrooms and finished attic perfect as a bonus room, office or studio. The expansive lower level includes a guest bedroom, a playroom, media room, gym, full bath & amazing steam room. Remarkable architectural & custom detail throughout, full home generator, security system, home entertainment system and many other features! Located on sought after Woody Lane which is dead end cul de sac. WALK to schools, local farmers market, and the local favorite restaurant! Close to beaches, golf, town, sailing club, 1 hour to NYC!

Enjoy your summer is this stunning custom home, it is the best of casual elegance and masterful design. This home is a modern take on a shingle style home. Designed by Pagliaro Bartels Sajda Architects—the open floor plan incorporates luxury and beauty into every room & creates a versatile space that lends itself to informal entertainment & cosmopolitan sophistication yet incorporating the backdrop of nature in an unbelievable setting. Gorgeous fireplaces, built-ins, glass walls and spectacular light through multiple huge windows create seamless flow for true indoor/outdoor living. Every room offers stunning views of the beautifully landscaped property, gunite pool & spa. Chef’s kitchen w marble counters & top-of-the-line appliances, dining area with sliding glass doors, formal living, dramatic formal dining room, home office, and a family room with beams, built ins and a modern fireplace. The luxurious primary bedroom features a gorgeous bath, WIC & dressing room. 4 add'l ensuite Bedrooms and finished attic perfect as a bonus room, office or studio. The expansive lower level includes a guest bedroom, a playroom, media room, gym, full bath & amazing steam room. Remarkable architectural & custom detail throughout, full home generator, security system, home entertainment system and many other features! Located on sought after Woody Lane which is dead end cul de sac. Walk to farmers market, and local favorite restaurant! Close to beaches, golf, town, sailing club, 1 hour to NYC!