Westport CT Real Estate & Homes for Rent

Furnished Yearly 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. Shorter Term Rental option possible @15,000/mo

Welcome to Belden Place! Casual Luxury living personified in this boutique complex offering exquisite in-town living. This secure building with elevator access on the Saugatuck River is pet friendly. These luxury apartments are perfectly appointed and designed: plenty of closet space and storage, custom cabinetry, high-end appliances, in-unit washer and dryer, and private balconies. Enjoy the convenience of downtown living and inspiring river views in these beautifully renovated historic buildings in the robust downtown village. Leave your car at home and walk to everything the downtown community has to offer: restaurants, shopping, entertainment and more. Belden Place features fourteen one- and two-bedroom luxury apartments. Enjoy luxury living on the Saugatuck River at Belden Place. Each apartment features a private deck, custom cabinetry and high-end appliances, elevator access and more!

Welcome to Belden Place! Casual Luxury living personified in this boutique complex offering exquisite in-town living. This secure building with elevator access on the Saugatuck River is pet friendly. These luxury apartments are perfectly appointed and designed: plenty of closet space and storage, custom cabinetry, high-end appliances, in-unit washer and dryer, and private balconies. Enjoy the convenience of downtown living and inspiring river views in these beautifully renovated historic buildings in the robust downtown village. Leave your car at home and walk to everything the downtown community has to offer: restaurants, shopping, entertainment and more. Belden Place features fourteen one- and two-bedroom luxury apartments. Enjoy luxury living on the Saugatuck River at Belden Place. Each apartment features a private deck, custom cabinetry and high-end appliances, elevator access and more!

Renovated 4 bedroom 3 1/2 bath modern designed home on 3 levels of living in an ideal cul de sac. Light filled and sited on 2 lush, landscaped acres, the Main level centers around the brand new showstopper Gourmet Chef's kitchen. Subzero & Wolf appliances with Cambria quartz countertops. Center island, custom cabinetry, EIK allow for all entertaining possibilities. The adjacent Dining Room offers space for formal dining. A french door leads to the exterior Patio perfect for morning coffee, or bbq. Living Room with wood fireplace and a wall of windows, 3 Season Room and 1/2 bath Powder Room complete the Main Level. The Upper Level features the Primary Bedroom Suite. Cathedral ceilings, fireplace and custom lighting make for an oasis of comfort. A sumptuous double vanity bathroom has a large shower, two person soaking tub and towel warmer. Walk in Closet with room enough for two. 2 additional bedrooms both with walk in closets, separate full bath and laundry room complement the Upper Level. The Lower level is a multi faceted haven. Family or bonus room, Bedroom Suite with full bath, updated kitchen and home office. Sliders in the lower level walk out to the backyard and fenced saltwater gunite pool, spa and patio. Major renovation includes updated kitchen appliances on Main and Lower levels, new hardwood floors, new HVAC and Well equipment, new plumbing and electrical and so much more. This oasis is close to town, schools & NYC

5 Star like resort home designed by Peter Cadoux. Luxurious living on over 2 acres of manicured lawns and gardens. Arts and Crafts style home with the best quality in fit and finish at 5,462 total square feet, completely rebuilt from the ground up in 2004, includes the large gym (with 10' ceilings), full bath with steam and sauna, home office and walkout to pool through French doors. Newly and tastefully furnished Living Room, Den and Bedroom decoration. Wide planked hardwood flooring throughout. 4 large bedrooms including Primary Suite with balcony overlooking the glorious backyard and pool. Chef's kitchen stocked with everything you need plus all high end appliances. Butler's Pantry with wine storage. Cozy family room with fireplace, screened 3 season room, Dining Room, Living Room and Music Room with Kawai baby grand piano. World Class fitness room with state of the art Cardio equipment, free weights, and machine weights. Stone pool is among the largest in Westport with spa, stone waterfall and outdoor kitchen. Enjoy the Pool area all day long with gas lit Tiki torches. A one of a kind house. Convenient to Town, Schools, Train , and all that Westport offers.

Dramatic Contemporary Colonial all newly painted interior with soaring ceilings, hardwood floors, sun-drenched large rooms with great open floor plan. Eat-in kitchen has high-end newer Bosch double convection oven & newer cooktop & new frig & newer washer/dryer. Huge living room with wood-burning fireplace, high ceilings, skylights & windows abound! Separate formal dining room & separate family room create easy flow for living & entertaining. Private deck off the dining room allows for quiet relaxation over morning coffee, evening cocktails & BBQing over-looking 1.6 peaceful, quiet, private acres surrounded by beautiful property & stonewalls. Upstairs invites you into the primary en-suite bedroom with three closets, some w/built-ins & bath w/whirlpool tub, walk-in shower, glass door & double sinks. Additionally there's an office/computer/library area on the upstairs landing w/separate upper loft. Partially finished lower level provides more lifestyle options, i.e. exercise gym/recreation area/extra office space & storage. Central air plus 2-car garage. Minutes to schools, shopping, commuting, beaches. Fantastic rental home! Owner may consider pets - Ask. Front door freshly painted too!

Charming, vintage, remodeled colonial within an easy stroll to downtown Westport. Enjoy lovely open rooms, original details, hardwood floors throughout and updated kitchen and baths. Walk to all town amenities: Westport Public Library, the Levitt Pavilion with free music throughout the summer, shops and restaurants. Easy commute to train and highways and Saugatuck center.

COMMUTER DREAM. WITHIN A 5 MINUTE WALK TO THE WESTPORT TRAIN STATION AND CLOSE TO I95. SPACIOUS 1 BEDROOM APARTMENT WITH PRIVATE ENTRANCE. WASHER/DRYER WITHIN THE UNIT. NEW VINYL FLOORING. ENJOY DOWNTOWN WESTPORT AND ALL ITS AMENITIES.

GET READY FOR THE UNEXPECTED when you pass through the front door of this charming 1940s cape and experience its clever transformation. The renovation here was 15 years ago, but FORWARD-THINKING DESIGN AND OPEN FLOOR PLAN make it relevant to today's lifestyle. EASY LIVING is magnified by its CONVENIENCE TO SCHOOLS, FOOD, SHOPPING AND MORE. Long Lots Elementary and its playground are a quick 1/10th of a mile down Bauer Place through the "back door" neighborhood access that everyone enjoys; Stop & Shop and other necessities are less than a mile away. More ambitious walkers can be at Burying Hill Beach in 25 minutes or you can hop in your car for a 10 minute drive and quick lunch break or escape. The light-filled and friendly 4 bedroom, 4-bath home was architecturally re-imagined with many thoughtfully conceived living spaces. The oversized entry foyer carries you right through the 1st floor --- past the living room and kitchen into the family room where windows cross the entire rear wall and bring the private backyard into clear view. Glass double doors invite you to the outside firepit, ORGANIC VEGETABLE GARDEN and outdoor play. The FLEXIBLE USE , "EXTRA SUITE" currently used as an office could EASILY BE A SUITE FOR YOUR IN-LAW OR NANNY. The whole house makeover entailed a gut-to-the-studs revamping of insulation and thermopane windows; optional-use heated tile floors; HVAC FOR CENTRAL AIR HEATING AND COOLING and created a variety of comfy gathering places.

Welcome to your dream rental in the highly sought-after Westport, CT! This beautifully updated 4/5 bedroom, 3.5-bathroom home sits proudly at the end of a quiet cul-de-sac, ensuring privacy and tranquility in a family-friendly neighborhood. Situated in the esteemed Coleytown School District, this residence combines modern elegance with classic charm. The spacious interior features a bright, open floor plan perfect for both relaxing and entertaining. Enjoy the updated kitchen with high-end appliances, stylish cabinetry, and ample counter space. The inviting living areas include a cozy family room, a formal dining space, the versatile private room downstairs with full bath and closet could be an office or playroom or be used as a guest room for company. Outside, the private backyard and two decks offer a perfect setting for outdoor gatherings or peaceful moments of relaxation. The location is ideal for families, with proximity to top-rated schools, parks, and shopping. This updated gem in Westport is ready for you. Don't miss out on the opportunity to live in this exceptional property in a prime location. Contingent on owner securing housing.

This captivating haven at Saugatuck Shores, nestled along the pristine shores of Bermuda Lagoon, 100 feet of private beach and a deepwater dock-your perfect launchpad for unforgettable summer adventures or a warm winter escape. With soaring ceilings framing breathtaking water views, this open and airy oasis is ideal for year-round relaxation. Enjoy sunsets on the expansive wrap-around deck or cozy up inside by the fire as snow falls. Indulge your inner chef in the gourmet kitchen, featuring an industrial stove, then gather around the marble table for meals with stunning views as your backdrop. The master suite is a true retreat with its own waterside deck, walk-in closets, and a luxurious bath complete with a Jacuzzi tub, shower, and double vanity. The main level includes three additional bedrooms, two with charming lofts perfect for younger guests. On chillier days, head to the lower level family room with a cozy fireplace, or enjoy the 85-degree indoor 42ft pool, sauna, steam room, and gym-perfect for wellness and relaxation. Step outside to your private beach, where you can watch buffleheads dive, or swans and herons glide through the wetlands, a tranquil sight during snowy winter days. Fully furnished and ready for you to customize, this waterfront gem offers the ultimate balance of nature, wellness, and beauty, whether it's summer or winter in Connecticut.

AVAILABLE IMMEDIATELY! Bright and spacious contemporary situated at the end of a very desirable cul de sac in a wonderful part of town. Conveniently located near all of Westport's vibrant amenities and top rated schools - just a stone's throw from Bedford Middle School and Staples High School. This light filled, four/five bedroom home offers an open floor plan with plenty of flexible spaces and an office for work-from-home options. Lots of room for outdoor activities on the flat and dry 1.18 acres. Multi-tiered deck and beautifully finished patio are great for outdoor entertaining. Access to Compo Beach, Longshore Golf, outdoor pools, sailing and tennis. You will love living here! MINIMUM YEARLY LEASE PLEASE.

Welcome to Compo Beach! Charming rental for the months October, November, December, January and February. Possibly March. Month to month or short term rental. Very Flexible terms. Beautiful waterviews from almost every room, and your beach is a few steps away. A perfect location with a short walk to Longshore Club with golf, tennis and 3 pools. Have lunch or dinner at Longshore at La Plage Restaurant, and then see a play at the famed Westport Country Playhouse. Enjoy all that Westport has to offer! Occupancy October 1st.

Walk to Compo Beach, skip rocks at The Mill Pond, bike To Longshore. Tucked away on 1/2 Acre on a quiet Cul-de-Sac at Compo Beach, enjoy the relaxed beach lifestyle in this wonderful 5 Bedroom home.

Beautiful home located in Westport with spacious living room, dining room, and foyer. Hardwood floors throughout. Updated Kitchen and Bathrooms. Stainless Steel Appliances. Four season porch. Landlord requires references and good credit.

Dream rental now available on Woody Lane, one of the most coveted cul-de-sacs in Westport! This exquisite custom built 2013 residence offers unparalleled privacy, luxury, and convenience, just a 2 min. walk from Wakeman Town Farm, athletic fields, Bedford Middle School, and Staples High School via a private path. Outdoor Paradise: The property features extraordinary grounds with a tennis, basketball, and pickleball court, and a spectacular pool oasis. Surrounding the 44-foot pool are beautifully landscaped bluestone patios, perfect for peaceful lounging and dining. Enjoy the masonry-clad Hot Tub year-round, and entertain in style with an outdoor cooking center that includes a pizza oven, new Lynx grill, and power burner. Elegant Interior: The kitchen and great room, with stunning outdoor views, serve as the home's natural hub. The bright, spacious kitchen boasts an expansive central island and a highly functional layout, with a butler's pantry leading to the dining room for seamless entertaining. The formal living room, featuring a fireplace, offers a front-to-back view of the property. A private home office and bedroom complete the main level. Upstairs, find four ensuite bedrooms, including a luxurious primary suite with dual closets and vanities. Additionally, a separate-entry apartment with 16-foot ceilings, its own kitchen, and laundry provides versatile living space for an au pair or family member seeking proximity and privacy.

Welcome to Bankside House, unit 2B along the Saugatuck River in downtown Westport! Stunning new construction Condo complemented with beautiful furnishings. Live in the vacation style furnished home with the vibrant downtown Westport in a short distance. Private outdoor spaces, a balcony and terrace featuring a green wall. Open floor plan with white oak wood flooring, European-style kitchen with Cerrara marble and top of line applainces. State of the art fitness center with a Peleton bike and tread & row machines. 2 car covered spaces avail. wired for smart home automation.

Updated Ranch in The Greens Farms Area. There are 3 bedrooms & 2 updated baths. The home offers 2 Fireplaces. The Lower Level is partially finished with a family room & fireplace. The Sun Room adds additional living space. This home has hardwood floors throughout. There is a 2 car garage & lots of storage. Private Setting. Convenient to Train & Beach. Good credit & adequate income a must. Move right in!

Beautiful, spacious home with a storied past, set on 3+ picturesque acres across from the Hunt Club and close to Westport's nationally recognized schools. As you meander beyond the stone wall, down the circular driveway, past the heated in-ground pool and clay tennis court - you immediately know why some of Westport's finest once called this home. This enchanting and private property includes a sunken garden with water fountain, life-size chess board, mature specimen trees, and perennial blooms. With 7 bedrooms, including a main floor bedroom & full bath, there's plenty of room for everyone. Walk through the marbled foyer, past the curved staircase and you'll find a magnificent Great Room with fireplace and floor to ceiling windows and French Doors opening onto the veranda. You can picture hosting fabulous get-togethers here. The expansive eat-in kitchen with island, breakfast nook, side-by-side Sub-Zero fridge/freezer, double ovens, 2 dishwashers and 2 sinks - has plenty of space and top-of-the-line appliances for cooking your holiday dinners. The second staircase, just off the kitchen, leads up to a sprawling primary suite with spa-like bath and balcony overlooking the garden - a perfect place to enjoy a coffee in the morning or a book in the afternoon. Of course, when work calls, you can retreat to the wood-paneled office on the second floor. This home truly has it all. Furnished (unfurnished considered). Pets allowed.

Rare opportunity at Owenoke Park, a private cul-de-sac situated between Long Island Sound and Grey's creek. Originally built in 1930 this classic waterfront home is something you would expect to find on Nantucket. Beautifully updated with pool, spa, dock and gardens, all just a quick 50 miles from N.Y.C. The dramatic chef's kitchen will be an instant gathering spot for family and friends. High end appliances, vaulted ceiling, a walk-in pantry and sliders to the deck and pool, with views of Longshore beyond. The main level also features a formal living room with wood burning fireplace, dining room with built-ins, an office with access to the pool and a very large family room with a gas fireplace which also opens to the pool, property and private dock. Located on the upper level the primary bedroom is a sanctuary with floor to ceiling windows providing amazing water views, plus a recently refreshed private bath and two walk in closets. There are four additional bedrooms and two baths on this level. A short walk to Westport's famous Compo Beach and Longshore Park add to the magic of this location. Minutes to downtown's shops and restaurants as well as the train and highways serve to increase the value of this property.

Remarkable Westport Estate: The "John Morehouse Jennings" House. Stunning 1832 home, awarded by the Westport Historic District Commission for its exceptional restoration, is nestled within nearly 40 acres of Audubon-protected land. It ensures ultimate privacy on its own 2-acre lot, complete with a pool, tennis court, and a separate historic guest house. The main house, spanning 7,444 square feet, is a masterpiece that blends historic grace with modern living standards. It features generous room layouts, high ceilings, five fireplaces, and a kitchen wine cellar, making it a perfect home for entertaining with a charm and elegance seldom found. The updated guest house, with 790 square feet, is archived in the Historic Barns of Connecticut. It includes two bedrooms, one bath, an eat-in kitchen, and a garage, making it ideal for a nanny, grandparent, or caretaker. The property is an oasis framed by mature plantings along the Audubon preserve. Outdoor living is enhanced by a large bluestone patio with a fireplace and pergola, a beautifully landscaped pool with a diving board, a 12-person spa, and a separate gazebo. The expansive yard includes a HarTru tennis court, a large garden, an outdoor shower, and plenty of space for sports, a trampoline, or a swing set. Located just 1/2 mile from Southport Beach and within walking distance from the train, this magnificent Greens Farms estate offers an opportunity to own a piece of Westport history with unparalleled beauty and sophistication.

Beautiful one-bedroom apartment with abundant windows and outdoor patio space. This newly renovated home boasts an open floor plan with a brand-new kitchen and bathroom. Nestled on two gorgeous acres in the Coleytown neighborhood of Westport, yet just minutes from downtown.

Spectacular Waterfront Living in Westport! This Nantucket Style home is indeed a "jewel". Panoramic views from every floor and a sophisticated open floor plan for entertaining. Relax and enjoy all the serenity of living on the water yet just 3 minutes to Westport Center and railway station. Meticulously maintained. A private patio offers an oasis for outdoor living and watching the sunset. Do not forget to stroll over the bridge on a hot summer night for ice cream and enjoy the many restaurants just 3 minutes away. Absolutely no pets!

Spend the academic year in this charming, turnkey furnished home. Fabulous open plan sited in a most convenient Westport location. Walk to the river, the library and Levitt, restaurants and downtown. Less than 1 minute by car to the grocery store & 3 minutes to the Saugatuck train station. Fully fenced property with a secret entrance to adjacent ballfields & public rec facilities. Easy living with every modern convenience. If you are in need of a wonderful and welcoming place - look no further.

Five bedrooms and four bathrooms.Great Westport home strategically located.This charming property located at the end of a quiet cul-de-sac features lovely gardens, a great courtyard for entertaining and a private heated pool surrounded by decorative stonework.Landlord pays to open and close pool & weekly maintenance. All beautifully landscaped.Home has an open plan conducive to abundant sunshine.Main floor features,an updated kitchen which flows to a cozy family room with fireplace,dining room and inviting living room.Upstairs,the primary suite has an updated bath and dual closets.Surrounded by three other lovely bedrooms.The newly refinished lower level extends out to the pool and offers a dazzling-space-great as a recreation/playroom as well as pool cabana w/wet bar & full bath to complete your poolside entertainment.The lower level offers a bedroom/au pair/guest room/laundry.This home has a large 2 car garage, Central Air,many beautiful built-ins and stunning hdwd floors.All recently updated and just a mile from the NYC train.Close to Main Street restaurants,shops,Longshore golf,tennis and Compo Beach.A crown jewel in Westport. A dog would be considered on a case by case basis and approved by property manager.Landlord will pay for opening and closing the pool and weekly maintenance.