Offering an unprecedented opportunity to rent this exquisite seaside home designed by Peter Cadoux and only steps from a private sandy beach - Soaring light fills the architectural masterpiece with rooms artfully designed to enhance the breathtaking panoramic water views. A full chef's kitchen opens to a radiant sun room with a glass ceiling, a formal living room with a fireplace, a dining room perfect for entertaining your guests, a cozy music room and a foyer with a fireplace. Upstairs you will find the exquisite master suite with front and back balconies and full spa-like master bath. Enjoy your coffee in the morning on your private balcony watching the sun rise and the sailboats set sail for the day. Also on the second floor there are two additional bedrooms with a jack and jill bath and a guest room with a balcony and a private bath. The third floor has two additional bedrooms, a balcony with beautiful views to the LI Sound and a full bath. The house doesn't stop there... The incredible basement includes a full gym, a beautiful lounge area with a fireplace, a pool table, a media room and even an extraordinary aquarium! Enjoy working from home while swimming, paddle boarding or kayaking off the beach or soaking in the sun by your heated pool with a spa and an outdoor kitchen. Use of private beach & 2 tennis courts -Waterviews Everywhere!

This luxurious Antique Colonial is available for lease during the academic year/as a winter furnished rental. Enjoy an array of seasonal delights at this wonderful, well-appointed home, beginning with the conclusion of summer when you can enjoy the sparkling pool, pool house, gracious patio w/outdoor fireplace & built-in grill, gorgeous lawns, gardens & more. When autumn's splendor arrives, enjoy the timeless grace of the beautiful interiors - beginning w/casually elegant living & dining rms, a quiet office/library, gourmet kitchen w/Sub Zero & Thermador appliances opening into a stunning breakfast rm which is completely surrounded by tall windows & French doors overlooking the grounds, and a wonderful family rm w/cathedral ceiling, built-ins, French doors to the patio. The BRs include a vltd ceil primary suite w/walk-in clst, balcony, classic marble bath w/dual vanities, glass shower & soaking tub. The remaining BRs are well-proportioned and have accompanying designer baths. The guest/pool house is a delightful surprise w/LR w/fpl, sleeping loft, full bath. Additional comforts include a two car attached garage w/EV charger, generator, and more. The lifestyle extends to the amenities of adjacent Staples High School, where tennis courts and the outdoor track & athletic fields are available after-hours. This is an ideal opportunity to utilize Westport's award-winning education or experience this celebrated community while home shopping in the area. 2.1+/- miles to train.

Walk to train, located in Stoney Point Association, Open Floor Plan, Hardwood Floors, Viking Appliances, Center Island, Kitchen opens to Family Room, Large Deck overlooks Private one acre partially fenced in yard. Mature plantings on lovely grounds with Napoleon Outdoor pizza oven. Beautiful condition. New Driveway. Refinished hardwood floors. Walk to Shops, Restaurants, Park and Train Station. Enjoy private one acre yard and center of town living. Near Beach, Golf, Tennis and walkable to water. Dog will be considered on case by case basis and must meet owner's agent. This home is a real pleasure to Show. See article on area schools in addendum.

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, and also for summer enjoyment with a 3+ month summer term preferred. 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 offers 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 $35k, unfurnished year rental $30k, summer months $55k/month.

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, and also for summer enjoyment with a 3+ month summer term preferred. 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 offers 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 $35k, unfurnished year rental $30k, summer months $55k/month.

~HIGH END LIVING~ This Two Floor Duplex 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 duplex rental consists of a two-bedroom, two floor plan in the main building. All feature upscale amenities and amazing views. There is an elevator just for this unit, to access the main and upper floors of the apartment (ADA compliant). 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. Terms of yearly, two years or more. A walk through video is available upon request.

Welcome home to Sue Terrace. This completely renovated colonial boasts 4BR/3FB and is being offered as a yearly, furnished (or unfurnished) rental. The term includes 4 summer months (July/August 2024 and May/June 2025) to enjoy at Compo Beach Park or Longshore pool, golf and tennis. This family home is centrally located in Westport and walking distance to shopping (Fresh Market, CVS, Trader Joes) Winslow Park and restaurants such as Terrain and Sakura. Prefer to entertain at home? 16 Sue Terrace has an open floor plan, high cathedral ceilings, a sunroom, and a private backyard with patio, outdoor kitchen and shared basketball hoop. Sue Terrace is a private cul-de-sac where everyone is welcome and many come to stay.

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. The home has over 8000 sq ft on just two floors with 5 bedrooms, 6 full and one-half baths. 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. Landlord pays for swimming pool and generator maintenance.

Come enjoy JULY in your very own Country Club with pool and tennis court! Experience one of Westport's most coveted neighborhoods tucked away with a sense of privacy near a 16 acre park/nature preserve, yet centrally located to town, train and Compo Beach. This light filled open floor plan contemporary home has been renovated with all new upgrades and a sleek modern design with soaring ceilings and walls of windows. The downstairs primary bedroom has a luxurious bath and the three additional bedrooms upstairs all have their own baths and a playroom/office that could function as a fifth bedroom. All you need to pack is a bathing suit and sneakers! Available July 1 - July 31

TOO GOOD TO BE TRUE! Once you turn the bend on Harbor Road it is like a retreat in the fabulous town of Westport! This gorgeous 3 bedroom, 2.1 bath with a sleeping loft is relaxing in a gorgeous beach community. If you always wanted to try beach living this is the place for you. The entire house is sun-drenched and has water views from almost every room! This home also boasts a stone patio and outdoor fireplace for family and friends to gather. Saugatuck Shores beach community is a fun and friendly neighborhood. -- The property is close to Saugatuck Rowing Club which has a beautiful fitness facility and restaurant. It is super easy to commute from the train station away from the traffic. Close proximity to other fabulous restaurants like Tarantino's, Gabriele's and The Whelk to name a few. Best of all is this home has front row seating on an amazing deck overlooking the water to the 4th of July fireworks celebration. - Imagine waking up to a full view of the sunrise every morning! Come and take a walk along the sound with a beautiful view of the lighthouse and relax and the beach. A moment of zen in the heart of Westport Connecticut!

Fully Furnished, Summer Rental. WATERFRONT PARADISE! Tranquil location offers unrivaled access to Panoramic Ocean views of Long Island Sound. A short walk across the Wooden Footbridge w/ Sherwood Mill Pond on your left and LI Sound on your right leads to the gated private Island of Compo Mill Cove & a handful of unique waterfront homes. The property itself has been customized from top to bottom w/ exceptional thought & detail. Only house on the Cove w/ a secure, storm surge concrete wall. Featuring over 3950 sq ft of living space, 5 beds, 5.2 baths, an open floor plan w/ wall to wall windows that offer 180 degree views of the ocean from every room. First fl features a living room w/ fireplace, family room, beautifully appointed wet bar, dining area, & gourmet kitchen w/ exclusive granite, Viking appliances, modern design, & a first fl bedroom w/ ensuite bath. Upstairs offers 3 additional bedrooms including a primary w/ a fireplace, private balcony w/ outdoor fireplace, & bathroom w/ sauna shower, tub, & double vanity. The highest quality materials were used in every corner of the home, from beautiful marble to custom imported Italian sici tiles, to state of the art electronic & digital components that can be used from within the home or remotely no detail was overlooked. Outdoors is equally as impressive w/ an infinity pool, outdoor kitchen, shower, terrace w/ fireplace, lush gardens, & impeccable landscaping that sit behind a gated, secure stone wall border. 1 hr from NYC

Enjoy the summer month of August in Westport in this super charming, walk-to-town antique with covered patios and private in-ground pool. Country kitchen, and two family rooms enhance your experience. a formal dining room with original wide board floors and fireplace will remind you of staying in your own Bed and Breakfast! An inviting library overlooking the pool area creates a sense of calm after your day out and about!

Welcome to your perfect summer retreat in the heart of Westport! This enchanting fully renovated Cape Cod home combines modern luxury with classic New England charm. Every aspect of the house has been updated, including brand-new interiors and central air conditioning for ultimate comfort. The flat backyard, adorned with string lights, offers a spacious deck and a hammock for serene summer evenings. Its prime location allows for easy walks to both the local train station and the pristine beach, ensuring your summer activities are effortlessly accessible. Venture into the trendy area of Saugatuck, just a stroll away, to enjoy vibrant dining and the lively local scene. This home is close to Westport's beautiful beach and the town center, where unique shops, eateries, and cultural attractions await. Embrace the opportunity to make unforgettable memories in this idyllic summer rental, where convenience meets elegance. Book now to experience all Westport offers from the comfort of this charming Cape Cod home. Available for July.

Completely renovated Nantucket inspired cottage with cobblestone apron and crushed oyster shell driveway available for the month of August 18K or a furnished yearly starting in August or an academic year 10k a month rental. 90 steps from Compo Beach! Easy flowing Living/dining room with exposed distressed beams and oversize windows maximizing water views from almost every room. Cooks kitchen w Thermador appliances, a coffee bar and all the accessories you could wish for. Large deck off kitchen w fire pit table & a Weber grill for BBQs whenever you like. Deep manicured lawn w sprinkler system, outdoor shower and bonus studio w Wifi possible office or gym. Second floor includes a Master bedroom with private deck with sectional & fire pit to enjoy spectacular sunsets and a another bedroom with two twin beds. Lawn service and housekeeper maintained by owner. Outdoor shower. Westport also has a municipal country club called Longshore which offers a newly renovated 18-hole golf course, tennis and paddleboard courts, two swimming pools, and sailing school (with boat, kayak and canoe rentals) Enjoy water community living at its best! 10 minutes to Metro north (commuter bus available) and I95.

FABULOUS ON THE WATER RENTAL. YEARLY RENTAL @ 19.9K 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. Can also be school year rental.

Rare opportunity to enjoy this newly refreshed contemporary home with pool, hot tub, private beach and endless views of Long Island Sound. Feeling like a world away, yet close to shopping, dining and all transportation, this modern sun-filled home offers an open floor plan with new windows and lovely natural light and dramatic water views from almost every room. Modern furnishings, updated kitchen and baths plus decks and balconies delight at every turn. A large, grassy lawn leads to the private beach. Savor spectacular sunsets overlooking the water in your private sanctuary on Shorehaven.

Enjoy the summer at this well maintained Custom Colonial with a gorgeous pool, expansive covered patio, fabulous yard in the heart of Westport. Featuring an open spacious floor plan, gourmet kitchen with large center island leading to the dining room, family room with a dramatic two sided floor to ceiling stone fireplace. Walls of glass open to the stone patio overlooking a private, fenced acre, in-ground pool, green house/barn. The 2nd floor includes a large primary suite plus 3 generously sized bedrooms all en-suite. Minutes to all town amenities, train, shopping, beaches, schools. Rental options include May, June (20K per month), July, August (25K), September (20K), negotiable for 4 month term

Fabulous location in highly desirable Winslow Park neighborhood, at end of cul-de-sac. This newer home, built in 2015, is the perfect summer rental, available for the 2024 summer season (June 19 - September 2). Walk to town and to the Westport Country Playhouse from this convenient, central Westport location just minutes from the train, Compo Beach and other area amenities. This Robert Storm designed home has a masterful floor plan with soaring ceilings, transitional finishes, state of the art kitchen and oversized family room with double patio doors. Large outdoor entertainment areas are complete with BBQ and tasteful furnishings. The main floor also features a home office. Upstairs you will find an oversized primary bedroom suite with king bed, fireplace, cathedral ceilings, and spa bath. There are 4 additional bedrooms on the second floor, two with private bathrooms (queen- and full-sized beds) and 2 bedrooms (queen- and full-sized beds) with a jack and jill bathroom. The second floor also features a spacious laundry room. Finished lower level includes a walk-out 6th Bedroom (queen bed), full bath, exercise room, home theater complete with reclining seating and rec/playroom (complete with ping pong/air hockey table).

Stunning 5 bedroom, 4.5 bath home that was brought down to the studs & rebuilt in 2021! Amazing open layout with hardwood floors, cathedral ceiling, beams & gas fireplace! Stunning eat-in-kitchen with quartz counters, stainless steel appliances, center island & state of the art lighting! Amazing primary bedroom with cathedral ceiling, ceiling fan, balcony, walk in closet (w/closet organizer) & full bath (with walk in shower) & double sinks. 2 additional bedrooms on main floor. The lower level features a large family room, 2 additional bedrooms (1 an ensuite - perfect for au pair/nanny/guest suite) and another full bath. An amazing layout for an in-law/au pair/guest situation! Mudroom with built in cubbies. C/A. 2 car attached garage. Large, level front yard perfect for a swing set! Paved driveway. Conveniently located close to all schools. Sought after cul-de-sac with lovely homes. Must see!

This is a great opportunity to live in an amazing move-in ready home in one of the most desirable locations in Westport! This spacious dream home is just a stone's throw to the Beach and Greens Farms Train Station, offering an open floorplan with 4 bedrooms and 3 baths on 1.8 acres of land. a possible in-law suite (or guest suite) located on the 1st floor, with a large bedroom, full bath, laundry, handy 2nd kitchen, walk-in pantry, and a large family room with fireplace and beautiful glass sliding doors that open to the backyard. Walk up a beautiful staircase to the upper level through the two-story foyer filled with natural sunlight that leads to the 2nd level eat-in kitchen w/sliding doors opening to a beautiful deck overlooking picturesque views of nature at its finest. The kitchen connects to a large formal dining room and living room for a perfect entertaining arrangement. On the 2nd level there is a primary master suite with a newly renovated bathroom, large closets and beautiful views. There are 2 other spacious bedrooms and a full bath with laundry on the upper floor. This home is nestled away and very private, and at the same time is located in the most convenient location in Westport, just minutes away from Westport Center. Optimal location for NYC commuters!

Glorious sweeping views give way to this Westport iconic landmark property, overlooking a yacht basin, Long Island Sound, Cockenoe Island, and beyond. Steps to Compo Beach invite family and friends to idyllic days of fun in the sun. Exquisite custom design is evident in the exceptional craftsmanship throughout. Spacious primary bedroom offers balcony, water views, fireplace, two walk-in closets and the most amazing bath. The perfect spot for entertainment is created on the main level which features a covered porch, French doors, and a seamless flow for both indoor and outdoor entertaining. Come and enjoy the Compo Beach lifestyle year-round. Owner will consider a one year or more rental term.

Charming CT home set down a private lane in the prestigious Old Hill neighborhood of Westport. This bucolic estate is available for rent for the month of July 2024. Situated on 1.5 acres of beautifully landscaped, private grounds that includes a pool and tennis court, this is the summer rental you have been waiting for. Recently renovated and updated by the current owners, the chef's kitchen has top of the line appliances and opens up graciously to the vaulted ceiling family room. Formal and casual living spaces seamlessly blend together for quiet enjoyment. Imagine dinner on the screened in porch, s'mores around the wood burning fire pit, a leisurely game of tennis or a dip in the pool. All this and more just minutes from downtown Westport. Enjoy views of the manicured grounds from the luxurious master suite with marble bath and walk in closets. With five additional bedrooms and four full baths there is plenty of room for family and guests. And to stay in shape, the gym on the lower level includes a Peloton bike and treadmill! Easy walk to downtown Westport, minutes from the, I-95, the Merritt Parkway and the train - 60 minutes to NYC.

LARGE LOG HUNTING LODGE ON THE RIVER WITH INGROUND POOL BEUTIFUL GROUNDS VERY PRIVATE ONE FLOOR LIVING. 4 BEDROOMS 3.5 BATHS SLEEPS 8 TOTAL. 1 HOUR TO NYC BEACH ACCESS. WONDERFUL RARE OPPORTUNITY TO RENT THE HOME YOU ALL ALWAYS WONDERED ABOUT. THE BEAUTIFUL TRANQUIL RIVER VIEW LODGE LOG HOME THAT SITS ON THE MAJESTIC SAUGATUCK RIVER. WITH OVER 575+ FEET OF DIRECT WATER FRONTAGE VIEWS THAT WRAP AROUND THIS WONDERFUL HOME. THIS HOME HAS BEEN ENJOYED BY NUMEROUS THEATRICAL PEOPLE BEFORE THEN BECAME A PRIVATE RESIDENCE THAT HAS BEEEN PHOTOGRAPHED IN NUMEROUS MAGAZINES AND MULTIPLE HOUSE TOURS. COME ENJOY IT FOR THE SUMMER AND FALL IN LOVE AND WE COULD CONSIDER SELLING. MAY 25,000 / JUNE 30,000 / MONTH JULY AND AUGUST 40,000/ MONTH SEPTEMBER 25,000. A WONDERFUL VACATION CLOSE TO NYC PLEASE NO DRIVE BY PRIVATE ESTATE. Renter responsible for electricity and gas for the pool If less than 90 days, 15% tax required

Idyllic retreat on Saugatuck Island available for summer rental. Enjoy a tranquil setting with amazing panaromic views of Long Island Sound. Relish coastal living in a spectacular setting including beaches, world-class sailing, walking paths, kayaking, bird watching and fishing at your door step. Drench yourself in the sun on one of several patios or decks. Water access is easy from your own private dock. Summer is complete with great dining in Westport's trendy restaurants. Convenience to town amenities and transporation are a great plus. Perfect setting for watching the sunset and entertaining, sure to create lasting memories.

Flexible Terms/Short Term Furnished Rental....Hilltop privacy on a pretty acre just 5 mins from downtown and ten mins from Compo Beach this bright and open Mediterranean style Cottage enjoys lots of morning and evening sun. Open Plan Kitchen and Living Room /Dining Area. Glass sliders to hilltop stone patio with views of the acre+ property. Full bathroom with skylight, tub and shower & mega Master Bedroom. Washer and Dryer in master bedroom closet. Storage tent for bicycles. All just a 5 minute drive to town, shops, train & highways. Fireplace is not functional and may not be used.