luxury real estate for rent Old Greenwich, United States

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

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.

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

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

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

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

Welcome to Harbor Points Luxury Penthouse Collection. Elevate your experience to the Beacon lifestyle. This single story 2,204 sq ft. Penthouse offers breathtaking 180-degree views across the Long Island Sound. With this 3 bedroom unit enjoy spacious open concept, NYC views, Quartz countertops and terrific amenity accommodations such as, 24/7 health club, Yoga studio with on-demand classes, resort-style heated pool, fireside lounge, gas grill stations and more! Experience waterfront luxury living in the most coveted community of the fastest-growing city in Connecticut. Stamford's Harbor Point sits along the Long Island Sound with luxury marina access and views stretching to NYC. This thriving community features award-winning restaurants, nightlife, dock and dine access, acres of parks, boardwalks, retail, and 200+ curated community events a year. Floor Plan, amenity & fees sheet attached. Bldg runs credit/criminal on all applicants. The BR/LR picture is a stage mode.

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

Fantastic rental opportunity in one of Greenwich's most popular neighborhoods. Located on a quiet cul-de-sac street, this sunny three-bedroom, two-full-bath ranch features a private backyard and is ready for occupancy on June 1st, 2026. Key features include: An open floor plan-family room and eat-in kitchen, updating with new quartz countertops. Large primary bedroom with an en-suite full bath, plus an additional den/office ideal for working from home. Nicely proportioned secondary bedrooms-full bath. Laundry Room. A detached two-car garage with walk-up storage. Situated right around the corner from the Cos Cob Train Station for an easy city commute. The home is central to everythingGreenwich has to offer, including Cos Cob Park, Mill Pond shopping, Bruce Park, Todds Point Beach and local schools both private and public.

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

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

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

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

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

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

Set within the sought-after Sylvan Knoll community, this beautifully maintained two-bedroom, one-bath end-unit co-op townhouse offers comfort and convenience. The main level features hardwood floors, a comfortable living room, dining area, and an eat-in kitchen with direct access to the back patio for easy indoor-outdoor living. Upstairs includes two well-proportioned bedrooms and a full bath. The lower level provides flexible space for a home office or recreation area (200 sq ft), along with an in-unit washer and dryer. Sylvan Knoll is a pet-friendly, owner-occupied community on 13 park-like acres with common charges including real estate taxes. Conveniently located just off I-95 (Exit 9), it is close to Cove Island Park, the beach, Chelsea Piers, downtown Stamford, shopping, and Metro-North

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

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

This exceptional stone residence, known as ''The Boulders'', is set atop 1.3 private acres,, seamlessly blending timeless architecture with modern comfort and convenience. Filled with natural light, the residence is defined by graciously scaled rooms, refined architectural detailing, and an effortless flow designed for both elegant entertaining and everyday living. The thoughtfully designed floor plan features a dramatic entry hall, a gourmet kitchen opening to an inviting family room, living, entertaining spaces, and a luxurious primary suite. Outdoor terraces and beautifully landscaped grounds create an idyllic setting for year-round enjoyment. A rare rental opportunity in one of Greenwich's most prestigious enclaves, offering historic character with modern amenities for easy living. Rental Terms: Annual: $30,000 Per Month

Charming 3-4 Bedroom Rental in Desirable Darien Water Community - $5,800/month Welcome to this inviting 3-4 bedroom, 2 full bathroom home in a sought-after Darien water community. Perfect for families or anyone seeking a blend of comfort and coastal living, this well-maintained residence offers flexible space to suit your lifestyle. The private, fenced-in backyard provides a safe haven for the family and pets to play, while also creating the perfect setting for outdoor dining and relaxation. Enjoy easy access to Holly Pond-just a short walk from your door-where you can embrace the waterfront lifestyle that makes Darien so special. This home combines practical living spaces with the lifestyle you've been dreaming of, all in one of Fairfield County's most desirable communities

New flooring and fresh paint throughout. Updated kitchen cabinets and countertops, new bathroom vanities and light fixtures. Adorable three bedroom, two full bath ranch style home with walk up attic for unlimited storage on a beautifully landscaped corner property in a convenient location minutes to everything. Cozy living room with oversized window and built in shelving. Large dining room plus a den with sliders to patio and a terrific rear yard. City water/sewer and all landscaping included. Strong credit is an absolute must. A cozy gem completely refreshed and ready for immediate occupancy.