Luxury real estate for rent Westport, United States

Tucked away at the end of a peaceful cul-de-sac in one of the area's most sought-after neighborhoods, this beautifully appointed 3,900-square-foot residence offers an unparalleled blend of scale, privacy, and upscale comfort. Set on nearly half an acre of professionally landscaped, fully fenced grounds, the property feels like a quiet sanctuary. Because the home comes entirely turn-key and move-in ready with high-end furnishings, it provides a seamless transition for anyone seeking a premium, temporary living arrangement. The expansive floor plan is uniquely functional, highlighted by two separate bedroom suites that offer excellent flexibility and independence for multi-generational families, visiting faculty, or relocating professionals. Beyond the five spacious bedrooms and four full bathrooms, the interior features bright, generous living spaces, a kitchen fully equipped for any culinary need, and multiple areas tailored for relaxing or entertaining. Downstairs, the finished basement adds incredible versatility, serving as the perfect footprint for a home gym, recreation zone, or a quiet remote workspace. The backyard transitions into a true resort-style escape, boasting a private in-ground pool, a relaxing hot tub, and a massive lawn, all offering a rare level of seclusion. Modern efficiency is also front and center, as the property comes equipped with rooftop solar panels to optimize energy use and a dedicated EV charger.

Remodeled Stratfield home in pristine condition. EIK w/granite counters & island, cherry cabinets. Newer SS appliances, Bosch stove. Nice deck - great for entertaining. Private fenced in backyard. Formal DR with hardwood floors, cozy LR w/gas FPL. Upper level, 4 good sized bedrooms w/HW floors, fans. ** Lower level recreation room (additional 400 square feet). Laundry Room. Near all amenities Fairfield has to offer: schools, restaurants, parks, Lake Mohegan, beaches. Good commuting to I-95 or Merritt Pkwy. 90 minutes to NY city. All updated mechanicals. Subject to credit check, references. 2 months security and 1 month rent. Occupancy 08/01/2026. 2 year minimum lease unfurnished, landlord prefers ** Excellent rental!

Welcome to 110 Knowlton St. This move-in-ready 3 Bedroom Cape-style home is conveniently located close to I95, Metro-North, shopping, and restaurants. Recent updates include a freshly painted interior and refinished hardwood flooring on the main level. Home is on gas heat and offers a finished basement with access to a patio and a large private backyard.

Welcome to 44 Barmore Drive West - a beautifully renovated home from top to bottom, inside and out. Move right in and enjoy fresh interior and exterior paint, refinished bedroom floors, stylish new light fixtures, professional landscaping, new fencing, and four brand-new A/C units for hot summers. Sunlight pours through the oversized picture window, filling the inviting living room with warmth and natural light. The spacious eat-in kitchen offers abundant cabinetry, a pantry, gas cooking, and stainless steel appliances - perfect for everyday living and entertaining alike. Gather around the stunning stone fireplace in the cozy family room on chilly evenings, or take advantage of the additional flexible space ideal for a home office, playroom, gym, or guest area. A one-car attached garage with laundry adds everyday convenience. Ideally located in one of Stamford's most convenient neighborhoods, you'll be just minutes from schools, libraries, shopping, restaurants, and major highways. This turnkey home combines comfort, style, and location - all that's missing is you!

Overlooking a picturesque golf course, this beautifully updated three-level townhouse offers a rare blend of space, light, and privacy in a prime Stamford location. The home is filled with natural light and features a clean, modern aesthetic with new flooring, fresh paint, and thoughtfully curated updates throughout. The main level is designed for both everyday living and entertaining, with a seamless flow between the living and dining areas and a recently renovated kitchen with stainless steel appliances. A private back deck provides a quiet outdoor retreat. Upstairs, two generously sized bedrooms offer a comfortable and serene escape, complemented by a well-appointed full bath. The fully finished lower level adds exceptional versatility, ideal as a recreation room, home office, or guest space, and includes a second full bath. Additional features include in-unit laundry, two assigned parking spaces, and ample guest parking, all within a well-maintained and peaceful community setting. Ideally located near the Greenwich border, moments from downtown Stamford, Metro-North, Old Greenwich and Scalzi Park, this home offers both convenience and a sense of retreat. Available for one-year or longer-term lease. Rental Terms: Annual: $4,300 Per Month

Casual coastal living with a vacation vibe all year long here at Dolphin Cove. Set on the border of Old Greenwich close to Innis Arden Golf Club, the residents of the private Dolphin Cove waterfront community enjoy over 3 acres of lush green lawns, sandy beach, in ground heated pool, tennis and pickle ball courts, clubhouse, boat slips and yacht club. Open concept, bright and crisp interiors enjoy sparkling water views from just about every room. The primary bedroom has a wall of glass overlooking the water, with sliders out to the deck. Two additional second floor bedrooms share a bath. A private ensuite makes for the perfect home office or weekend guest space. An oasis to soothe the soul.

THIS HANDSOME WHITEWASHED BRICK AND SHINGLE COLONIAL IS BEAUTIFULLY SITED ON A LEVEL, ONE ACRE PARK-LIKE CUL-DE-SAC SETTING. BOASTING A TRADITIONAL LAYOUT WITH FRONT TO BACK RECEPTION HALL, LIVING ROOM AND FAMILY ROOM WITH FIREPLACES, AN UPDATED GOURMET KITCHEN WITH ISLAND, FORMAL DINING ROOM AND STUDY. THE FAMILY ROOM OPENS TO FLAGSTONE TERRACE THROUGH THE FRENCH DOORS. ENJOY FLAT YARD WITH SWEEPING LAWNS AND MATURE TREES. BRIGHT PRIMARY BEDROOM SUITE WITH UPDATED PRIMARY BATHROOM. 3 ADDITIONAL BEDROOMS AND 2 BATHS ON SECOND FLOOR. 2 CAR ATTACHED GARAGE. THE TENANT PAYS FOR THE GROUNDS AND THE LANDLORD WIL PAY FOR THE SPRING AND FALL CLEAN UP. Rental Terms: Annual: $15,000 Per Month

Built in 2012 and ideally located in the heart of Old Greenwich, this beautifully designed home offers modern comfort across approximately 4,750 sq. ft. on three finished levels. Featuring 5 bedrooms and 4 full baths, the home includes bright, open living spaces ideal for everyday living and entertaining. Thoughtfully built with enhanced insulation and double-wall construction for added sound reduction and privacy. The finished lower level offers a spacious TV/media room, gym area, and ample storage, while the two-car garage adds practicality. Close to Old Greenwich village, train, parks, restaurants, and shops, and located in the sought-after ISD Elementary and Eastern Middle School districts. Rental Terms: Annual: $13,000 Per Month

Sunlit 4-bedroom, 2-bathroom home nestled on a serene street in the Dundee district and conveniently located near the train station, Binney Park, Perrot Library, and OG village. The spacious living and dining areas are flooded with natural light from oversized windows, with dining room sliders leading to a private flagstone patio. The kitchen, equipped with new stainless steel appliances, granite counters, and a breakfast bar, flows seamlessly into the family room. Upstairs, discover a primary bedroom with a walk-in closet and two additional bedrooms. The lower level provides an additional 300 square feet. Rental Terms: Annual: $7,950 Per Month

Charming home in the coveted Dundee school district convenient to schools, restaurants and shopping. An updated country kitchen with huge island is a great place for entertaining. While the flexible floor plan has a first floor guest or aupair suite, spacious second floor primary and wonderful lower level media and exercise rooms. Enjoy the private backyard with terrace and safety of a quiet cul-de-sac. Offered furnished or unfurnished. Weekly maid service available. 24 hr notice for showings if possible. (King bed and dresser in primary suite excluded if leased furnished). Flexible term 9 mo - 1 year. Perfect for buyers needing more time to look! Rental Terms: Annual: $13,000 Per Month

Have you ever fantasized about living in a charming coastal village with your very own access to a quiet cove? Here is a slice of heaven where you can enjoy this year 'round, convenient to everything! Direct Riverside waterfront with newly expanded views across Greenwich Cove. There is picture perfect space for entertaining on large deck with lovely views off kitchen/family room. Kitchen and baths are refreshed, bedrooms are generously sized and there is extra space up a separate staircase over garage that is a great office, playroom or guest suite. Filled with light and great grounds outside to enjoy year' round Convenient to Old Greenwich on a very quiet cul-de-sac close to Riverside School and EMS. Kayak or paddle board out to the cove from the base of the long back lawn.. go to more Show times week of May 24th are Hours this week: Weds 11 - 1 Friday 4 - 6 Sat 11 -2 Rental Terms: Annual: $14,000 Per Month

Located on one of the most picturesque streets in Riverside and part of the Willowmere Waterfront Association. This classic center hall colonial offers over 3200 square feet with generous living spaces including a formal dining and living room, sunroom and family room adjacent to the well-appointed galley kitchen. 4 bedrooms and 3 full bath. An oversized bluestone terrace overlooks a beautiful level half acre with western exposure. You'll love going home to this special neighborhood. Rental Terms: Annual: $16,000 Per Month

WONDERFUL, UNUSUALLY LARGE UNIT, FRESHLY PAINTED, WITH HARDWOOD FLOORS IN SPOTLESS CONDITION. THIS SIDE-BE-SIDE TRIPLEX OFFERS A LARGE LIVING ROOM WITH FIREPLACE, GOURMET EAT-IN KITCHEN, FOUR BEDROOMS, THREE FULL AND ONE HALF BATH WITH A FAMILY ROOM IN THE LOWER LEVEL AND A PRIVATE TERRACE. THERE IS BOTH GARAGE AS WELL AS OFF STREET PARKING. Rental Terms: Annual: $7,400 Per Month

WATER WATER WATER, mesmerizing panoramic views across historic harbor. DIRECT waterfront property. End of cul de sac. High ceilings, nice moldings, beautiful floors, updated kitchen with fabulous countertops, state-of-line appliances & updated baths. Spacious rooms. Wonderful front & back verandas with 2 awnings. Big backyard for entertaining & warm weather pleasures. Kayaks, canoes, paddleboards, fishing or a small boat. Square footage does not include 905+/- on third floor. Close to train, schools, and shops. ''You will never want to leave home!'' FUN FUN FUN Rental Terms: Annual: $25,000 Per Month

Charming renovated farmhouse set on a beautiful level acre in one of Riverside's most sought-after locations. A heated pool surrounded by expansive terraces and mature gardens offers a private outdoor retreat . Thoughtfully updated interiors feature an open-concept eat-in kitchen and family room, an oversized sun-filled living room adjoining the formal dining room, and a cozy den ideal for a home office or library. The second floor offers a spacious primary suite, three additional bedrooms, a full bath, and a nursery or second office. Approximately 800 additional square feet in the finished third floor playroom, the detached garage with a gym and full bath and a second floor office or playroom. 2 garage bays, outdoor shower & ACCESS TO WATERFRONT TO DROP KAYAK. Furnished @ $23k per month Rental Terms: Annual: $20,000 Per Month

THIS UNIQUE BACK COUNTRY GEM IS NESTLED ON A VERY PRIVATE LOVELY PROPERTY WITH SWEEPING VELVETY LAWNS WITH BEAUTIFUL SUNRISE VIEWS PERFECT FOR WEEKEND GETAWAY OR FULL TIME RESIDENCE. THE HOME HAS BEEN COMPLETELY GUT RENOVATED BY THE OWNER/DESIGNER. THIS HOME HAS 3 BEDROOMS, A WELCOMING LIVING ROOM WHICH OPENS TO A CHIC KITCHEN AND ENTERTAINMENT DINING AREA WITH ALL NEW STAINLESS STEEL KITCHEN APPLIANCES. THE PRIMARY BATH HAS DOUBLE SINKS AND A LUXURIOUS SOAKING TUB. LOWER LEVEL FINISHED PLAYROOM/LAUNDRY ROOM CAN BE FITTED AS A POSSIBLE GYM. THE AMAZING SCREENED IN PORCH IS THE PERFECT PLACE TO RELAX AND VIEW THE LOVELY SERENE SURROUNDINGS. CENTRAL A/C. OAK HARDWOOD FLOORS, CABLE READY THROUGHOUT, WINDOW TREATMENTS. SPRINKLER SYSTEM, GENERATOR AND EV CHARGER. Rental Terms: Annual: $8,275 Per Month

Enjoy summer in the coastal town of Greenwich at this stylish mid-country retreat, tucked away on a quiet cul-de-sac. With abundant natural light, a modern open-concept floor plan, soaring ceilings, and a stunning chef's kitchen that flows seamlessly into expansive living, dining, and outdoor spaces, this home is designed for effortless entertaining and relaxed everyday living. Five spacious bedrooms and four full bathrooms offer comfort, style, and functionality throughout. Ideally located less than a mile from Cos Cob restaurants and just a couple of miles from Greenwich Avenue. Tesla charger in garage for convenient at-home EV charging. Flexible with extension to September 15. Rental Terms: Annual: $19,500 Per Month

Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound - a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits on the site: 5 beds/3.1 baths, 4,324 sq ft, renovated in 2013, with abundant light throughout. First floor bed/bath and family room are actually up about 6 steps from the first floor, off the kitchen. Mudroom/laundry room and garage are about 6 steps down from the kitchen. Also listed as a house for sale, GMLS# 124609, and as land GMLS#124634, $5,600,000 Rental Terms: Annual: $16,000 Per Month

Fully Furnished Millbrook Lakefront Rental!!! 4 month minimum Term. Privacy abounds as you enter over the bridge to your in-town private peninsula. This Gorgeous lakefront setting is truly a rare with oversized 1.11 acres in the R-20 Zone. The 5 bed 5 bath Manor Styled home has been recently renovated to include New appliances, new hardwood flooring, landscaping, paint and more. Rental Terms: Annual: $35,000 Per Month

Beautifully updated and move-in ready, this bright 3-bed, 2-bath home offers a prime in-town location moments from shops, parks, and train. Available both short term minimum 3 months. Features include a sun-filled living room, modern kitchen with stainless appliances, spacious bedrooms, and a private backyard perfect for entertaining. Enjoy ease of living close proximity to all Greenwich amenities. A rare opportunity for convenience, comfort, and value in a sought-after neighborhood. Rental Terms: Annual: $16,000 Per Month

A charming in-town retreat just steps from Greenwich Avenue, tucked inside a 1930's Art deco gem where history whispers through every curve of the architecture. The condo sits along a lamplight-washed street, giving evenings a warm storybook glow. One assigned garage space plus additional outdoor parking for effortless coming and going. Residents share a sun-splashed common terrace, a cozy club room, and a spectacular rooftop deck where the town unfolds beneath you. A private storage bin waits in the basement, perfect for stowing seasonal treasures. Rental Terms: Annual: $3,650 Per Month

In-town living at its best! Incredible luxury apartment, with private rooftop terrace. Natural light bathes this 1,700 sq ft 2 bedroom 2.5 bath unit. Gourmet kitchen. High ceilings. Wide Plank floors. Views of Long Island Sound. Great location. Seconds from shopping, restaurants, Metro North and more. Rental Terms: Annual: $11,000 Per Month

Located just moments from town, this classic turn-of-the-century Victorian in the North Street School district has been meticulously gut-renovated for modern living. The home features a bright, airy open floor plan with gleaming hardwood floors and an abundance of natural light throughout. Functional highlights include a convenient laundry room off the kitchen and a flexible layout offering either 4 bedrooms or 3 bedrooms plus a dedicated office. The third-floor primary suite provides a private retreat (not included in official square footage). Enjoy summer days on the charming sitting porch or cooling off in the above-ground pool. 2-car garage. Rental Terms: Annual: $6,950 Per Month

Experience the ultimate in-town lifestyle with this sophisticated Greenwich colonial, the perfect blend of neighborhood charm and urban convenience. Perfectly positioned just moments from downtown shopping, world-class dining and an effortless commute. Designed for both grand entertaining and effortless daily living, the home features a gourmet chef's kitchen that flows seamlessly into an expansive family room. With 5 spacious bedrooms and versatile bonus spaces--perfect for a private home office, fitness studio, or playroom--this residence effortlessly checks every box. Step outside to your private oasis, featuring a fenced yard and a pristine patio designed to maximize outdoor enjoyment all year round. Available for occupancy mid-July. Rental Terms: Annual: $13,750 Per Month