luxury houses for rent Old Greenwich, United States

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 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.

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.

Attached one car garage plus off street parking in this picture perfect one bedroom ranch style unit in downtown Stamford. Located at the end of a quiet, cul de sac side street walking distance to just about everything. Open living room, dining room, kitchen combination. Hardwood and tile floors. Sliders off the dining room to your own private deck. Walk in closet in the bedroom. Oversized bathroom. Heat/AC unit replaced in 2024. Refrigerator, washer, dryer all within the past few years. Fresh paint throughout. Excellent credit required and no pets of any kind.

Oversized first-floor one-bedroom residence offering nearly 950 square feet of living space in one of Stamford's most desirable communities. One of the largest one-bedroom floor plans in the complex, this freshly painted, move-in-ready home features 9+ foot ceilings, hardwood floors, and classic architectural details throughout. Enter through a charming English-style courtyard with ivy-covered brick exteriors into a welcoming foyer. The spacious layout includes a large living room, separate dining area, and an updated kitchen with a gas range and ample counter space, perfect for everyday living and entertaining. Heat and hot water are included in the rent. Additional amenities include card-operated laundry in the lower level, convenient 20-minute parking directly in front of the building for loading and unloading, plus ample resident and guest parking in the rear. Garage parking is available for $50/month when available (currently waitlisted). Ideally located just minutes from downtown Stamford, shopping, restaurants, entertainment, Metro-North, and major highways. Tenant pays electricity, gas, cable/internet, and renters insurance. Pets considered with a one time $150 registration plus $25/month pet rent.

CHARMING HOME LOCATED IN AN IN-TOWN ESTATE AREA. 3BR/2BATH WITH 1 CAR GARAGE. VERY PRIVATE YET CLOSE TO DOWNTOWN, TRANSPORTATION, LIBRARY, SHOPS AND RESTAURANTS. FIRST FLOOR WITH LIVING/DINING, KITCHEN, ATTACHED GREENHOUSE, FULL BATH AND LAUNDRY. SECOND FLOOR HAS 3 BEDROOMS AND A BATH. HARDWOOD FLOORS THROUGHOUT. THE HOUSE IS CURRENTLY OCCUPIED BY A TENANT. Rental Terms: Annual: $6,250 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

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

The idyllic, private setting, back from the road among majestic trees, stone walls and rock outcroppings is what makes this property so special. While being very convenient to shops, restaurants, parks and recreation, it feels like a retreat. Recently painted and refreshed throughout including new stainless appliances, the ranch style layout offers ease and flexibility. Specifically, it includes a separate, 2-story in-law apartment and finished walkout lower level. The principal rooms are large and great for entertaining, as is the expansive deck overlooking the 1-acre, lush property. This cherished family home has room for all. Glenville School. To show, call Cate-203-536-8187 or Stephanie Mazzota -203-609-5040. Rental Terms: Annual: $7,500 Per Month

Charming Victorian farmhouse set on the largest parcel in the neighborhood. Huge yard provides extra privacy; great for strolling, gardening, or Relaxing. Resurfaced hardwood floors and other renovations elevate the farm vibe to something more contemporary. A landmark above neighboring Deep Gorge, the bright third floor space has a view, rafter ceilings and can be an office or living space. 5-minutes from downtown Greenwich and a short distance into town. The Historic barn is old world American. House features a Front porch and rear Deck over looking the Massive flat over sized yard that is Completely surrounded by an original Stone wall Barn/Garage on property not for Tenant use. Rental Terms: Annual: $5,200 Per Month

Totally renovated, this bright and beautifully updated town house in The Arbors has it all! The wonderful open eat-in kitchen with custom cabinets, stainless steel appliances, caesarstone counter tops and a breakfast bar opens to an airy dining area, living room and den. There are new hardwood floors and all baths and electrical have been updated. This gorgeous home is situated on a quiet cul-de-sac with a large fenced patio. The Primary Suite bedroom/sitting room features 2 fitted walk-in closets. The Arbors community with it's beautifully landscaped setting and convenient location boasts many amenities; which include a wonderful clubhouse with living room/kitchen/gym/, pool, tennis and paddle courts, and a playground. This great town house and community in the Blind Brook School District must be seen to be truly appreciated! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

Luxurious Federal Colonial Rental in Prime Darien Location. Welcome to this stunning 4-bedroom, 4-bath custom-built home, designed by an award-winning architect, and nestled in one of Darien's most sought-after neighborhoods. Just a short walk from the train station, town center, parks, and Royle Elementary School, this exquisite property offers the perfect blend of historic charm and modern luxury. Completed in 2016, this home embodies the timeless elegance of Federal Colonial architecture while offering all the modern amenities you desire. Set on a private half-acre lot, the residence features an open-concept floor plan with high ceilings and beautiful millwork throughout. The spacious family room, with its wood-burning fireplace and French doors, opens to a patio and generous yard-ideal for both relaxation and entertaining. The gourmet eat-in kitchen is a chef's dream, equipped with Viking and Bosch appliances, a marble-topped island, and a large walk-in pantry. Adjacent to the kitchen, the mudroom offers a secondary entrance for convenient access and additional parking, along with sidewalks leading to Darien's vibrant downtown and the newly developed Corbin District. The home's layout is designed for comfort and privacy. The primary suite, located on the second floor, serves as a luxurious retreat with dual walk-in closets and a spa-like ensuite bath. Two additional bedrooms on this level share a well-appointed Jack and Jill bathroom, and a large laundry room.

Ready to move in to this wonderful Talcott home? Stunning and updated! This special three bedroom 3.1 bath house has soaring ceilings and walls of glass in the living room with fireplace and dining room leading to a spacious deck overlooking the lovely grounds. It has a first floor primary suite with bath and also has its own deck. The granite and stainless kitchen has a large breakfast room. Two large bedrooms with an updated hall bath complete the second floor. The lower level has a family room and office with a full bath and laundry room and potential to make a fourth bedroom. Pool, lawn care and snow removal is included. A must see!

Welcome to 397 Midland - a beautifully maintained & updated home offers easy living and unbeatable convenience to town, Midland School, the train, and favorite local restaurants and delis. With both a welcoming entrance on the front & back of the home, there is tons of opportunity how this unit can live. Enter via Midland Ave into a welcoming front stoop with a versatile entry room with abundant closet space. The main floor also features two comfortable bedrooms and recently updated full bath. The charming back entrance with staircase, abutting a stone patio, could become your primary entrance and utilize the bonus room on the first floor as a Third Bedroom! The lower level provides flexible space off of the Kitchen that can serve as a Formal Dining Area, Play Room, or additional Recreation room. The Kitchen cabinets have been freshly painted with brand new stainless steel appliances, gas range with microwave hood, dishwasher, and fridge with ice maker. The lower level has convenient access to unfinished storage with a brand new washer and dryer, with a door to the outside for convenience. One parking space is included in the shared driveway, with additional street parking available. Thoughtfully maintained by excellent landlords, this home is truly a gem in an ideal Rye location.

The Connecticut coastal lifestyle awaits you - an incredible opportunity to live in Darien on the Five Mile River Road across the street from the water! This charming New England colonial has been completely renovated featuring 4 bedrooms, and 3 full baths, situated on a private hilltop with views, and a large flat backyard. Located in a highly sought after neighborhood with top rated schools, this home features a gorgeous new kitchen with new appliances and flooring, new bathrooms, new central air, new windows, lighting and a new roof! The primary suite is dreamy and offers a fireplace, full bath, and an adjacent dressing room (or office), and water views. Plenty of natural light throughout the house. A formal dining room off of the living room, a breakfast room with wood beams off of the kitchen, and a sunroom/family room that opens onto a lovely stone terrace for outdoor dining. Updated back entrance mudroom area with storage. Two working fireplaces, a wood paneled library/music room/den complete with built in bookshelves and built in bar-perfect for entertaining! The house is ready to move in with immediate occupancy available. Pets upon approval. Convenient to both Darien and Rowayton train stations, with shopping and restaurants and all amenities close by.

A rare opportunity to enjoy all that New Canaan has to offer while living in an historic mid-century modern masterpiece: The Elinor and Sherman Ford House. Located on 5.2 private, lush acres in desirable New Canaan, CT. This iconic residence, listed on the National Register of Historic Places (2010), is a pristine local example of Mid-Century Modern architecture designed in 1952-54 by the firm Gates and Ford. The sprawling property includes a period guesthouse and a pool house, all set within grounds meticulously designed by notable landscape architect Fride Stege in 1963. The main house is a striking low, single-story structure defined by its wood frame construction and a compelling combination of floor-to-ceiling glass, dark brown vertical board siding, and authentic fieldstone. The three-section layout masterfully balances light and privacy: the west wing features extensive glass to engage the outside living spaces and beautifully curated landscaping, while the east wing provides a more private retreat. Just minutes from the Metro North train station and the village of New Canaan with notable restaurants, shopping and entertainment.

Large Renovated 2 Bedroom, 1 Bath apartment close to town and train in Rye. Apartment has been renovated including new windows,, New kitchen including cabinets, quartz counters, floor and appliances, wood floors refinished, window treatments, washer/dryer, central air conditioning, Nest control for heat & a/c. Unit comes with two off street parking spaces. Tenant only pay gas & electric,Wifi. LeaseTerm: 12 Months or more. Bathroom currently being enlarged and renovated.

NEW 4 bedroom 4.5 bath townhome in the city of Rye close to all. This home features over 2,800 sq feet of living space with an open floor plan, The main level has a beautiful kitchen with large center island, stainless steel appliances, quartz countertop and backsplash, living room with fireplace, powder room, and sliding glass doors to a private deck overlooking the back yard. The second floor has a magnificent primary bedroom with a full bath, and spacious closets, 2 additional bedrooms, a hall bath, and washer/dryer. The 3rd level has a 4th bedroom, family room and a full bath, it can also be utilized as a private office, guest suite, or additional play area. The lower level is a large finished recreational room, with a gym, a full bath, natural light, and high ceilings.