Westport CT Real Estate & Homes for Rent

Located in the highly desirable town of Westport, this expansive ranch-style home offers both convenience and charm. Boasting over 2,300 square feet of single-level living, the home features three generously sized bedrooms and two full bathrooms, perfect for a comfortable and spacious lifestyle. The property's prime location places you close to shops, eateries, and the train, making daily life and commutes effortlessly convenient. Step outside and enjoy the beautifully spacious backyard, complete with a large, covered outdoor patio ideal for entertaining or simply relaxing. Known for its award-winning school system and vibrant Main Street/Downtown. Westport is a sought-after destination, and it's rare to find a rental opportunity in such excellent condition at this price point. Don't miss your chance to settle in one of Connecticut's most coveted towns. Agents see private remarks.

Only rental in Westport under $2k. A two bedroom at that. Or one bedroom plus office if you're working from home. Newly refinished Hardwood floors throughout. Updated Bathroom. While a very convenient location, the backyard is very quiet and serene. Walking Distance To Westport Train Station, Easy Access To 95. Walking distance to Coveted Waterfront Restaurants, to the waterfront in general, to a park.

Completely Renovated 3 bedroom 2.5 bath Colonial in terrific Westport neighborhood. Open Floorplan. Eat in Kitchen with Oven, Cooktop, Dishwasher & Refrigerator. Hardwood Floors thru-out. Living Room with Fireplace. Washer & Dryer. Attached 2 Car Garage.

Rent a little bit of paradise. A beautifully appointed and renovated vintage cottage perfectly located to enjoy Westport. The sound of a running brook, egrets joining you for morning coffee, a convenient and coveted neighborhood. A little cottage that lives large.

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 5 Sunnyside Lane, Westport, CT! This gracious colonial offers a perfect blend of comfort and style, making it an ideal short-term furnished rental (available from January 1, 2025, to March 31, 2025). With 5 spacious bedrooms, 3 full bathrooms and 2 half bathrooms spread across 3 finished levels, this home provides ample space for relaxation and entertainment. Step inside to discover a welcoming layout with a great flow, perfect for easy living. The renovated eat-in kitchen is the heart of the home and connects graciously to the oversized family room with wood burning fireplace and bar. The home boasts 5,120 square feet of living space, ensuring everyone has room to spread out. The flat acre property offers privacy and tranquility, making it a true retreat. Enjoy the outdoors with a screened-in porch, a cozy firepit on the patio, and a hot tub for ultimate relaxation. For some fun, challenge your friends to a game on the ping pong table. Whether you're hosting a gathering or enjoying a quiet evening, this home has it all. Don't miss the chance to experience this charming home in a fantastic location.

Adorable home in prime location! Walk-to beach, Longshore, Saugatuck, and the train! 2-3 bedrooms, renovated full bath, vaulted ceilings, large deck off kitchen overlooking fenced yard, great for entertaining. Full basement, off street parking, newer mechanicals. Schools are Saugatuck, Bedford and Staples. Great condo alternative!

ALL UTILITIES ARE INCLUDED IN RENT for this beautifully renovated, second-floor apartment offering the perfect blend of modern comfort and classic charm and nestled in the highly desirable Greens Farms area of Westport. With its own private entrance, this one-bedroom, one-bathroom unit provides a peaceful and private retreat while being just steps away from all the conveniences of town. Key features include: *Newly refinished oak flooring throughout the apartment creates a warm and inviting atmosphere. * Brand New Kitchenette equipped with brand-new, high-quality appliances, brand new cabinets and countertops perfect for cooking and entertaining. * Sleek and stylish bathroom with contemporary fixtures and finishes. * Private Deck: where you can relax and enjoy views of the serene, bucolic backyard. * Prime location within walking distance to top-rated schools, retail shops, restaurants, and the train station, as well as close proximity to the beach and major highways, this apartment offers the ultimate in convenience and accessibility. This is a rare opportunity to live in a completely updated, move-in-ready space in one of Westport's most sought-after neighborhoods. Don't miss out-schedule a showing today!

Sterling Dr. Dates available are June 21st to Aug 25th. $15,900 per week with 4 weeks minimum. 8 weeks or more gets a 10% discount. Spectacular views of the water from all rooms in this new, well appointed 5 bedroom home. Enjoy the heated INFINITY POOL with automatic cover (making it 100% safe) and a few minutes walk to Compo Cove or Compo Beaches by foot. The light-filled gourmet Kitchen has 2 sinks, 2 dishwashers, quartz countertops, and Sub-Zero/Wolf appliances. Enjoy the views of Long Island sound from every room. Step onto the patio, with a Weber gas grill by the Pool and fenced in upper and lower yards perfect for summer days and nights. Easily sleeps 10 guests in 5 bedrooms (1 King, 3 Queens, 2 Twins). The Primary Bedroom has a King bed with a walk in closet, built-in gas fireplace and TV. The master bath has 2 sinks, designer bathtub and a large steam shower. The upstairs laundry room has new high end appliances. The lower floor steps out to the backyard and is large and comfortable with lots of light for indoor recreation or relaxing. Take time to play golf, tennis, or rent paddle boards, kayaks or boats nearby. The neighborhood is quiet and safe day & night. The New York train, restaurants, groceries and shopping are 5 minutes away.

This stunning beach Colonial, built in 2022, masterfully blends comfort and style. Tucked away on a cul-de-sac in the picturesque Saugatuck Shores waterfront community, it provides easy access to the lively community life of Saugatuck. The home features a timeless Colonial exterior, complemented by a soothing interior palette of soft whites and sandy tones that echo its coastal setting. Inside, the open first floor features 9-foot ceilings and a bright living room that flows effortlessly into a chef's kitchen and handsome dining room. A first-floor bedroom with an adjoining full bath offers flexibility for guests or a home office. Upstairs, the primary suite is highlighted by a stunning gas-burning fireplace and luxurious spa-like bath. Three additional family bedrooms ensure comfort and privacy, complemented by two well-appointed bathrooms. The third floor provides a versatile retreat that opens to a rooftop deck with breathtaking views of Long Island Sound. Outdoors, the terrace and heated gunite saltwater pool create a lavish private oasis, perfect for al fresco dining and peaceful relaxation. With plenty of space for yard games and gatherings, this outdoor sanctuary is designed for enjoying sunny afternoons and warm evenings, making it an ideal setting for unforgettable moments with loved ones. This residence perfectly captures the essence of modern living intertwined with elegant coastal charm. Property is available for lease January through June, flexible terms.

Lovely sunny cottage with recent updates--separate and private, attached to main house, on a beautiful cul de sac in the heart of Westport. Private entry and large entry foyer suitable for study/office, large eat-in kitchen with stone countertops, stainless steel appliances, stairs to living room and separate bedroom with ample closet space, new bath and washer/dryer. Private garage. Tenant does credit check. Utilities paid by Tenant are $150/month.

Incredibly located in Greens Farms, the prized estate setting of Westport, this customized luxury home showcases an array of thoughtful and luxurious upgrades. This home's signature grandeur begins with the circular driveway, leading to an impressive double-door entry that leads to a soaring foyer w/herringbone-patterned wood floor. From here, the impressive proportions of this home are apparent - as are the fine details and distinctive finishes that define each space. The living rm w/fpl & dining rm w/butler's pantry are both entertaining-sized. The generous family rm has a wall of French doors to the terrace, stone fpl & leads to the showstopping gourmet kitchen w/fpl, lrg island, full suite of gourmet appliances include Viking range, Sub Zero all-refrig/all-frz, wine chiller, beverage drawers, speed oven & sunny breakfast area w/ bay window. An excellent mud rm w/vast storage, 2nd laundry & a full bath for the pool leads to the 3 car gar. An uncommon main flr guest suite plus a very generous office complete the first level. Upstairs, the gallery hall leads to the sumptuous primary suite, a luxe retreat w/king-sized BR, built-ins, vast walk-in closet, balcony, incredible bath w/frameless steam shower, soaking tub, fine millwork. Each BR is a private suite w/full bth. Amazing bonus spaces incl the lrg 2nd flr rec/play rm, fin 3rd flr and fin LL. The scenic pool has a spa, waterfall & auto cover. Level backyard. Walk to Greens Farms train, beaches. Yearly Unfurnished Rental.

ONE OF A KIND vacation spot with private beach and panoramic, picturesque views of the water and off shore Islands. Light & bright contemporary Ranch. Great Room with cathedral ceiling and 3 glass sliders to deck plus an additional deck on the beach. Glorious sunsets, oysters, clams & campfires to roast marshmallows on your own beach. FLEXIBITY OF THE DATES. Truly a vacation spot to enjoy year round, it's an oasis - yet just 5 mins to the train to NYC. **AGENT/OWNER**

Do you need a happy place to live in while renovating or just looking for a short-term rental? You will love living in this bright and spacious home located in one of the most coveted neighborhoods in Westport. Offering unparallelled convenience, you are just moments away from Longshore Club Park, Compo Beach, the Saugatuck train station and terrific shopping. This fun and functional house has the advantage of sophisticated living on one floor. Available Furnished at a slightly higher rent. Welcome to 8 Manitou!

Nestled within one of Westport's most sought-after neighborhoods, this tranquil haven offers you the essence of Westport living. A mere stroll will lead you to the heart of downtown, where a thriving cultural scene, delectable dining options, captivating shopping boutiques, art galleries, theaters, and scenic riverfront trails await your exploration. Longshore Park with its offerings of golf, poolside relaxation, tennis matches, marina adventures, sailing escapades, and kayaking expeditions. Local conveniences are plentiful, from the sun-kissed shores of Compo Beach to the artistic marvels at Westport Playhouse. The libraries, Levitt Pavilion, YMCA, train station, and Rowing Club are at your doorstep. This exceptional condo seamlessly combines the tranquility of a secluded retreat with the vitality of a thriving community, giving you the best of both worlds. Step inside this sun-drenched end unit, a private oasis exuding serenity. The galley kitchen effortlessly flows into the dining area and a charming living room, graced with a cozy fireplace and elegant French doors that unveil a private stone patio - an idyllic setting for al fresco dining and hosting. Adjacent to the kitchen, a bright and inviting half bath awaits. Ascend to the upper level, where you'll find the primary bedroom and a second bedroom, each boasting their own en suite baths. Your laundry area conveniently resides in the adjoining hallway. The lower level offers an oversized garage with access to the foyer.

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 presents 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.

Updated 2 bedroom in the heart of Saugatuck! - Nearly new kitchen with shaker cabinets, quartz counters, and stainless steel appliances - Updated bathroom - Lots of natural light in this second floor unit! - French doors in kitchen and living room - Patio area in back for seating and a grill - Amazing location... Walk to multiple restaurants in Saugatuck, shopping, Metro North train, and more! - Washer / dryer in unit - Off/street parking - Landlord to consider one pet on a case-by-case basis

This spacious and inviting 2br, 1ba home is filled with natural light and offers a unique blend of Westport charm with modern finishes including a new deck and beautifully restored hardwood floors. Tucked away on the tranquil and private Renzulli Road, you'll enjoy a peaceful setting while still being conveniently close to everything: a short trip to the train station, just 5 miles from the Merritt Parkway, 0.5 miles to I-95, and only 1.5 miles from beautiful Compo Beach. This single family ranch rental includes a large, eat-in kitchen, perfect for meals with family or friends, a formal living and dining room, plus an expansive sunroom that offers extra space for relaxation or entertaining. With private front and back decks and two separate entrances, this home provides all the space, privacy, and convenience you need. WATER, TRASH AND HEAT are included in the rent and the home is available partially furnished or empty!

Discover luxurious living at Bradley Commons, a gated community of upscale townhomes. This stunning two-bedroom, 2.5-bath residence is just minutes away from all the best Westport/Saugatuck; shopping, beaches, top-rated schools, and within walking distance to the Metro-North train station for easy commuting. The townhome features a brand-new, beautifully designed kitchen that brings a boutique hotel feel to the home with an abundance of natural light throughout. The open living room and dining area lead to a private deck with sliders, offering serene views of the professionally landscaped grounds. Wood floors span all two levels of this spacious home, enhancing its elegance. Key Features: Two spacious bedrooms 2.5 modern bathrooms, brand-new kitchen with luxury finishes Open concept living and dining area with access to a private deck. Hardwood floors throughout Beautifully landscaped grounds Gated, private community with a secure, upscale feel. Enjoy the perfect blend of style, comfort, and convenience in this prime Westport location. This home won't last!.

Furnished farmhouse with Waterviews and Walk to Train. Forget your cares and your car! Artist's restored farmhouse with oodles of charm, sophistication and amenities (central air, porch, two swings, two patios, BBQ grill, grassy yards, outdoor Ping Pong, chef's kitchen and hydro tub for relaxing) in Westport's 'happening' restaurant village of Saugatuck. A 5-minute walk to everything: the train to NYC (one hour), kayak and paddle board rentals, ice cream, wine shops, dining. Across from a lovely riverside park with footpaths and nearby boardwalk. Stroll to library, Levitt Pavilion and bike to the beach and town golf, tennis, and sailing. What a location!

~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 and prosperous community at the foot of Main Street and Church Lane. This luxury rental is a two-bedroom home and features upscale amenities and amazing views. Whether you are looking for an alternative to New York City living or want to downsize, Bedford Square creates a lifestyle of convenience to its residents. We can arrange leases one year, two years or more (unfurnished).

Private, beautifully appointed gem offered fully furnished from 6/1/25-10/30/25. Charming Great Room with vaulted ceiling, newer Kitchen and Bath. The unit overlooks a lovely, flat park-like setting. 2 parking places. Central location provides easy access to town, beaches, railroad and highways. Must have excellent credit. Rent includes the HOA. Tenant pays utilties. Absolutely no pets.

Two-bedroom Apartment, living room, eat-in kitchen, washer & dryer are conveniently located right in the unit, this charming unit has walking distance to Saugatuck River, Westport Shopping, Restaurants, Highway and train station making for an easy NY City Commute! Tenant to pay $200 a month to cover utilities which include: Electricity, Heat, Hot Water, Sewer and Trash removal.

Seize the opportunity to make this stylish 2-bedroom, 2-bathroom residence your new home. The conveniences surrounding the Playhouse Condominiums' premier location near lively downtown Westport and Compo Beach cannot be overstated. Just a short walk to shops, restaurants, cafes, parks, entertainment, and the library, this area offers an exceptional lifestyle. Upon entering, you are greeted by a bright and inviting living/dining area with scenic park views, highlighted by a vaulted ceiling and a charming wood-burning fireplace. In the heart of the unit is the exquisite kitchen that is a chef's delight, featuring premium stainless-steel appliances and custom cabinetry, merging style with practicality. Adjacent to the main living area is a generously sized secondary bedroom with a spacious closet and easy access to a beautifully renovated full bathroom. On the upper level, a generously sized primary suite with two closets (walk-in and reach-in), as well as a newly remodeled, luxurious bathroom complete with a full shower, elegant cabinetry, and dual sinks. A private deck off the primary suite is an ideal space to enjoy tranquil moments and views of the landscaped grounds and mature trees. This unit includes the added benefit of a private underground garage with two side-by-side parking spaces, plus additional guest parking for convenience. The residence is also available fully furnished for $5,000 per month, making this an exceptional opportunity to experience refined living.

Charming fully renovated farm house available for furnished short term winter rental between January 6-April 3, 2025. Convenient location close to town, beach, and commuting. Beautifully furnished to create a comfortable oasis located in an ideal location. Price for full term: $21,000, for 2 months: $16,000, for 1 month: $9,000. End date is not flexible.