Westport CT Real Estate & Homes for Rent

Welcome to your dream Winter escape! This stunning fully furnished home is a true gem, boasting 4 bedrooms, 3 bathrooms, and a spacious 4,771 square feet of living space. Located in the coveted Greens Farms neighborhood, this residence offers the perfect blend of luxury, comfort, and convenience. A beautiful large, meticulously landscaped yard, offering privacy and tranquility for outdoor gatherings or simply soaking up the sun. Your kids will have plenty of space to run and play in the sun. Residents can also obtain a beach pass to local beaches on Long Island Sound, town golf course and tennis. Sherwood Island State Park on the water is half a mile away. Step inside and be greeted by an inviting open-concept living space bathed in natural light. The modern finishes throughout the home create an atmosphere of sophistication and style. The generous living area seamlessly flows into the dining space and a gourmet kitchen, making it an entertainer's paradise. The kitchen is a culinary enthusiast's dream, featuring top-of-the-line appliances, ample counter space, an island for casual dining, and table for family dinners Whether you're hosting a formal dinner party or enjoying a quick meal with family, this home has it all. The four bedrooms are generously sized, with the primary bedroom suite offering a haven of comfort and luxury. The en-suite bathroom features spa-like amenities, including a soaking tub and a separate shower. Additional features of this remarkable home include

Classic Connecticut home available for rent. Set back the road with a gracious approach and curb appeal galore, this home is conveniently located 1 mile from Westport schools. Grand living while you shop for your permanent home or remodel your house. Gourmet kitchen with a marble island and cabinetry by Christopher Peacock. Primary suite with tremendous closets and a new primary bath. Additional 3 en-suite bedrooms all on 2nd floor. In ground pool with auto cover can be opened in for spring and summer. Generator

Well-located spacious colonial on a 1-acre quiet private lot at the end of a private road in the Compo Beach area across from Longshore Club. 3 BRs, 2 baths up, 1 BR and bath on 1st floor. Deck off the Dining Room screened porch & patio off the family room. Gracious living room, family room, and dining room. Great spacious views from all windows. Enjoy nature in a quiet location walking distance to the beach and Long Shore Golf Course, drive to town, and easy access to the train. Many fine restaurants and fantastic shopping Great area for cyclists, runners, and walkers. Nearby hiking trails. Dates are slightly flexible. The property is available from December 16, 2024, until June 20, 2025. $6,250 is for the month through June 2024 only, any additional days will be prorated at $208/day. If a client needs to be in the home through June the Landlord will consider extending in June. Perfect for people in town for a few months or for people who are updating their homes.

Welcome to this beautifully renovated and charming cottage, a perfect rental nestled in the heart of town! Modern kitchen with newer cabinets, sleek appliances, hardwood flooring, and stunning quartz countertops. You'll love the spacious living room with custom built-ins and large sliding glass doors that fill the space with natural light all day long. Three generously sized bedrooms featuring ample closet space, two fully renovated baths, and hardwood floors throughout, this home offers both comfort and style. Outside, you'll find a private oasis a level, fenced-in backyard that's ideal for entertaining, complete with a deck perfect for gatherings or quiet evenings outdoors. The attached garage adds convenience on rainy days. Don't miss this opportunity to live in a sweet, beautifully updated home in a prime location!

The perfect little big house in the center of it all and with privacy!! Within walking distance to the Saugatuck train station, shops, restaurants, Long Shore Club, Compo Beach, Farmer's market and Westport's downtown center. A truly charming retreat complete with vaulted Ceilings, beams, skylights, channel-board walls, handsome fir hardwood floors, Limestone tile, granite countertops, SS appliances, a butcher block breakfast island, updated baths, walk-in closets, built-ins and storage. There is radiant-floor heating throughout along with highly efficient mechanics, and a lovely private backyard and patio perfect for lounging or entertaining. The house sits on the rear parcel in back of the front Farmhouse. It comes with 2 parking spots next to the cottage side door. Broker is part owner. Tenant is responsible for mowing only the rear yard.

AVAILABLE IMMEDIATELY, MOVE RIGHT IN! Freshly painted 4 bedroom, 2 bath on a cul-de-sac in the heart of Westport. Sun filled great room leads to dining room and spacious screened-in porch. Eat-in kitchen with ample storage. 3 bedrooms and 2 baths complete the main level. Step down to large family room, 4th bedroom with private entrance and office Flat .53 acres rounds out this 2468 sq ft charmer Walk to shops, Trader Joe's and dog park

~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. Bedford Square is ideally situated in the heart of this vibrant community at the foot of Main Street and Church Lane. This luxury rental a two-bedroom floor is complete with 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.

Monthly Furnished rental. Nama-stay at a sweet pink cottage by the shore reminiscent of childhood days at the beach. Located at the end of a cul-de-sac four houses in from the water on Saugatuck Shores, this private home has an extra spacious, fully fenced, level yard giving you the best of both worlds - a lawn within a water community and quick access to the water. Home has three bedrooms and two baths on the main level. One bathroom has a shower and the other has a tub. Both have Waterworks and Restoration Hardware fixtures and tiles. Kitchen is petite yet gourmet with white carrera marble counters, Viking gas stove, Bosch dishwasher, farm house sink and stainless steel refrigerator. Also on the main level is a large entry vestibule and a Florida lanai room in the back overlooking the yard. Upstairs is a one room loft space. Home has hardwood floors throughout. Plenty of parking. Dream location minutes from everything. Price good through April 2025.

Open floor plan loft like unit. Soaring ceiling, lots of natural light. Prime location - easy access to train, beach and a quick walk to town..

Welcome to Saugatuck Shores! Location, Location, Location! Enjoy this cozy, charming, remodeled 2 beds/2 baths home in the amazing community near Saugatuck Harbor. Cute, comfortable, and remodeled Westport Charmmer with great natural light thanks to large windows and doors, a functional and entertaining open floor plan with a large kitchen, an airy dining area, and a large living room. Primary bedroom suite, 2nd bedroom/den/office, main bathroom, sleeping loft. Many new fixtures, updated kitchen and baths, modern mini-split units for air-conditioning, hardwood floors, vaulted ceilings and skylights make this a spacious home! Outside, you find a lovely, fully fenced backyard with a deck for entertainment and grilling. 3-car driveway parking. Less than 2 miles from Westport Center, Longshore Park (Golf/pool/tennis/marina), Compo Beach, Arts, Train, Levitt Pavilion, 2 Yacht Clubs. 55 miles from NYC. Ask about pets.

Offered fully furnished and available for a long term lease. Compo Beach living at it's finest! Sleek and sophisticated design meets state of the art technology in this incredible recently completed custom built home. Unparalleled level of style & luxury over three levels of finished living space with chic modern interiors and high end finishes and the latest in smart home technology. The chef's kitchen with waterfall center island overlooks the living room with 15 ft ceilings and a double sided gas fireplace. Dining room is surrounded by oversized 7 ft windows with views of the landscaped yard, luscious hydrangeas, and fully matured arborvitae's for ultimate privacy. There are two well appointed bedrooms and bathrooms on the main level. The primary suite is equipped with automated blinds and a generously sized dressing room. The luxurious primary bathroom has radiant heat flooring, a soaking tub, and steam shower. Adjacent to the primary bedroom is an office with custom white birch built ins and laundry room which complete the second level. Lower level is complete with a bonus room, temperature controlled wine cellar, full bathroom and access to the showroom style two car garage with epoxy flooring that any car enthusiast would appreciate. Brilliant home system control, full 360 degree ring elite security system, 4 zone irrigation system with app controlled by weather or by phone. Full spec list available upon request.

This home is a must see! Set back off the road with a private backyard, the beautiful and convenient 4 bedroom, 2 full bath rental is close to town and Saugatuck. Hardwood floors throughout, large eat-in kitchen, living room with fireplace, dining room, sunroom with tile floor, 2 remodeled baths, and laundry in unit. Nothing to do but move in and enjoy all of the amenities in Westport! *Landlord pays heat, water, landscaping and trash.

Location location location! Winter Rental Furnished. This home is conveniently located in the very popular Imperial Avenue neighborhood. Centrally located between Westport Downtown and the Saugatuck area of restaurants and amenities. Walk to train, bike to the beach. This home includes formal Living Room (with fireplace), Family Room, Dining area, 2 Bedrooms (one currently set up as an office) and one Full Bath. Family Room sliders open to the patio and beautiful level private back yard. Family room has hardwood floors not reflected in the photo. Rent includes snow removal, landscaping, electricity, and heat & hot water. Off street parking with 1 parking space. Laundry in basement.

This stunning 6-bedroom, 9-bathroom home is set on acres of beautifully landscaped grounds, offering privacy and luxury just an hour from New York City. The classically inspired design showcases the finest craftsmanship, with vaulted ceilings, custom woodwork, and walls of windows that flood the home with natural light. Inside, you'll find a paneled library, staff quarters, a screening room, and spacious recreation areas. The gourmet kitchen and expansive entertaining spaces combine traditional elegance with modern amenities, providing both style and function. A rare opportunity to rent an estate of this caliber, blending timeless charm with contemporary convenience. Work is being completed on the house and property which will be completed by mid/late October in time for occupancy.

Walk-to-Compo Beach, Longshore Club Park, Westport Metro North station & Saugatuck Center from this lovely 5+BR stone and shingle home with fenced pool with electronic cover, situated in fabulous beach neighborhood (but not in flood zone). Just a stones-throw from the finest area amenities -- swimming, golf, sailing, pickle ball, ice skating, camp programs, tennis, paddle & more. Large formal dining and living room with gas log fireplace, separate library/office and gourmet kitchen with ample breakfast area plus adjoining family room with fireplace. Primary suite with gas fireplace plus generously-sized family bedrooms and upstairs sitting room too. Stone patio with fire pit, ultra-private, fenced yard with rolling lawns, fenced Gunite pool and spa tub overlooking very pretty, natural scenery beyond. 6000 square feet on two levels, with huge closets, and enormous dry basement in addition - for ping pong and other good play space A large mudroom, 3-car garage and full house generator too. Rental includes grounds and sprinkler maintenance, as well as driveway snow removal. Available unfurnished, partially furnished or fully furnished. Shoes off or booties, please.

UNIQUE AND ONE OF A KIND APARTMENT. Come and enjoy the quiet and relaxing surroundings in Westport, Ct.. This furnished one bedroom apartment is ready for you to move right in and all utilities are included! More perks include your own driveway and private entrance, laundry inside unit on main floor, central air, a beautiful backyard to enjoy nature and the list goes on. A large bay window and several skylights let in plenty of natural light into the apartment. There are also many large windows to keep the apartment bright. An open concept layout gives you a grand view of the kitchen, breakfast bar, dining area and living room. This country style living is situated close to shopping centers, to the beach and has easy access to I-95 or the Merritt Parkway.

A Short-term winter rental with amazing LI Sound views for the months of February & March. Come enjoy this unique, un-paralleled respite and experience breath-taking sunsets and sensational water-wildlife from all living rooms!. Located just 3 doors from the beach and within 1 +/- miles to the Metro North train station. One would be hard-pressed to find a more delightful refuge to cozy up in front of the fire and host family and friends. Reap the benefits of living on Saugatuck Island, this is your chance to experience one of the most unique waterfront settings in one of the most stunning Fairfield County waterfront locations. Within easy accessibility to Saugatuck train, and Westport's 5-star rated restaurants and stores.

This stunning custom 6-bedroom home, located on one of the most prestigious cul-de-sacs in Westport, embodies the best of casual elegance and masterful design. This exceptional residence, sited on magnificent property, is available for annual rent or short term: Designed by the acclaimed Pagliaro Bartels Sajda Architects, the home boasts an open floor plan that incorporates luxury and beauty into every room, creating a versatile modern home that's perfect for informal entertainment and cosmopolitan sophistication. The backdrop of nature in an unbelievable setting enhances the ambiance of this home, and gorgeous fireplaces, built-ins, glass walls, and spectacular light through multiple huge windows create a seamless flow for true indoor/outdoor living. Almost every room has stunning views of the beautifully landscaped property, gunite pool & spa. The remarkable architectural and custom details throughout the home, the full home generator, the security system, the home entertainment system, and many other features make this home truly unique. Walk to schools, as well as Wakeman Town Farm and a local market/coffee shop/restaurant. Close to beautiful Westport beaches, golf, horseback riding, the town center, fabulous restaurants, and only a 1-hour express train ride to NYC! Furnished year rental $25,500, unfurnished year rental $23k. Short term rental also available.

Meticulous 5 bedroom, 5 bath, Colonial at the end of a beautiful cul de sac, in walking distance to town. This modern and well maintained home comes w/many updates. A beautiful eat-in kitchen with SS appliances & granite counters connects to sunny living room with a fireplace as well as a dining room. The upper level features a large family room with a full bath, as well as a master bedroom suite w/walk-in closet and new marble master bath. Three additional bedrooms and a full hallway bath complete the 2nd floor. The third floor offers great flex space that can work well as a playroom, bedroom, office or au-pair suite. The beautiful backyard invites to entertain and offers plenty of space to run around and enjoy the outdoors.

This spacious, updated, 3 bedroom home is located in a well desirable neighborhood. Lots of natural lighting and hardwood flooring throughout the property. Living area with fireplace is perfect for family gatherings and cozy evenings. Modern kitchen comes equipped with refrigerator, stove top, oven, dishwasher and wine cooler. Private fenced in backyard with stone patio. Central air. 6 or 18 month lease option. Tenant pays for propane heat & hot water, and electricity. The tenant is also responsible for snow removal, trash, and reimbursing the owner for water sewer bills. Owner covers landscaping and lawn maintenance. In addition, with all leases, there is a $ 40 monthly charge for the Tenant Benefits Package, which fulfills the $100,000 Liability Insurance Coverage requirement, provides 24/7/365 Emergency Maintenance Service, and much more. Household gross monthly income must be at least 3x the rental rate. The owner looks for a minimum credit score of 650. A monthly credit contingency fee of $20 will be charged if credit score is under 700. Co-signers may be considered per owner discretion when income is below guidelines. Co-signers are not considered for credit

This charming main floor unit showcases elegant hardwood floors, a spacious kitchen with ample counter space, modern appliances, and a large family room offering flexible use as a potential third bedroom. Additionally, it features a dedicated laundry room with a washer and dryer. Set on a picturesque 0.45-acre lot with beautiful landscaping, the property strikes a perfect balance between convenience and privacy. Located at the end of a tranquil cul-de-sac off Hogan Trail, you'll be within walking distance to the train station, local shops, restaurants, and the lively Saugatuck neighborhood. Enjoy easy access to Saugatuck Shores and Compo Beach for a genuine coastal experience. The backyard is equipped with a deck, ideal for both relaxation and entertaining.

Welcome to Blau House, a stunning mid-century modern masterpiece nestled in the tranquil Coleytown neighborhood of Westport. This architectural gem, located at 8 Bayberry Ridge, provides a unique opportunity to immerse yourself in the essence of sophisticated living with 3,300 square feet of exquisite space. Step into Blau House and be captivated by its inviting ambiance. The open-concept Kitchen/Living Room, with its charming, heavy timber beamed ceiling, forms the heart of the home. Expansive windows seamlessly connect the indoors with the spectacular gardens (maintained by owner) creating a serene and picturesque setting. Indulge in the luxury of a Great Room with soaring beamed Cathedral ceilings and unwind in the solarium or take a refreshing dip in the indoor pool-ideal for year-round relaxation, fitness, and entertaining. The modernized Kitchen, equipped with high-end appliances, caters to both casual cooks and culinary enthusiasts alike. Relax in the spacious Screen Porch, surrounded by lush nature, or retreat to one of the three tranquil bedrooms, each with stunning garden views. The finished Lower Level features a Sauna, mirrored wall for dance or exercise, and a quiet Patio space, perfect for unwinding or enjoying private moments. Blau House is a sanctuary of peace and elegance. This rental is perfect for those who cherish the enduring allure of mid-century design, the warmth of natural materials, and a seamless blend of indoor and outdoor living.

This custom home lives like a 3 bedroom! Welcome to your dream retreat, a breathtaking and glamorous "treehouse", nestled at the end of a serene cul-de-sac, recently refurbished with new carpeting, paint, fixtures, HVAC, appliances, and more. This light-filled oasis boasts soaring high ceilings and an open floor plan that seamlessly blends modern luxury with natural beauty. Expansive walls of glass invite the outdoors in, offering uninterrupted views of the lush, tranquil wooded setting that envelops the property. A beautifully level side yard provides ample space for recreation or relaxation, perfect for both energetic play and peaceful moments. The covered back deck is an entertainer's delight, allowing you to host gatherings or simply unwind, come rain or shine. Both ensuite bedrooms are upstairs, including a sumptuous primary with two walk-in California Closets. If work beckons, the private office on the lower level provides a quiet space to focus. With an adjacent full bathroom, this space can also function as guest or au pair quarters. Whether you're seeking a stylish weekend getaway or a chic downsizing option, this enchanting home is a unique sanctuary where every day feels like a retreat, and you'll love the quick access to downtown Westport, the train, and the Merritt Parkway.

Nestled at the end of a serene cul-de-sac, this elegant Center Hall Colonial offers the perfect blend of privacy, comfort, and convenience. Boasting six spacious bedrooms and 4 1/2 bathrooms, this home is designed for both entertaining and everyday living. The main level features an inviting bedroom with a full bath, perfect for guests or multi-generational living. The heart of the home is the large kitchen that offers picturesque views of the beautifully landscaped backyard. Adjacent to the kitchen, a cozy family room/ den with a fireplace provides the ideal space for gathering on chilly winter evenings. With generously sized recreational rooms, this home offers plenty of options for relaxation, hobbies, or entertainment. The private, flat yard is a true oasis, perfect for outdoor activities, gardening, or simply unwinding. Located in a well-established community, this home is just moments from top-rated schools, shopping, and major highways, making daily errands and commuting a breeze. Whether you're hosting family gatherings or enjoying a quiet evening by the fire, this home provides an ideal balance of space, style, and convenience.

Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. *Yearly Furnished Rental option possible @18,000/mo