luxury real estate for rent Old Greenwich, United States

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.

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: $14,000 Per Month

Enjoy living in the heart of Cos Cob's charming historic district from this hidden gem, tucked away on a tree-lined street, just minutes from all. The open kitchen and family room are ideal for gathering and flow seamlessly to both a breakfast area and a new deck and rear yard. A nearby dining room, living room with fireplace, and office/den with hardwood floors throughout offer flexible living spaces to suit your lifestyle. Upstairs, you'll find four bedrooms and two full baths, including a primary suite and beautiful, just refinished wood flooring. The finished lower level features a second kitchen, a spacious multi-use bonus room with new vinyl flooring, a third full bath, and a separate entrance perfect for work-from-home needs or multi-generational living. An unfinished laundry area and ample storage complete the space. The entire home has been thoughtfully refreshed with new paint, lighting, and appliances and the large barn can accommodate parking for two cars plus additional storage. Just steps from Metro North, the Water Club, library, harbor, schools, and Cos Cob's vibrant shops and restaurants, the property is set back in a way that offers privacy and room for play or entertaining but offers the convenience of in-town living. Note: January 2027 occupancy. Rental Terms: Annual: $9,895 Per Month

Absolutely charming, spotless and completely renovated ground floor 1 bedroom unit with washer dryer and 1 off street parking space is located in the heart of Cos Cob. Rental Terms: Annual: $2,950 Per Month

Conveniently located in the heart of downtown Stamford, this 1-bedroom apartment offers easy access to shopping, restaurants, public transportation, and local amenities. The unit features hardwood floors throughout and granite countertops in both the kitchen and bathroom. Shared laundry is available in the basement. Utilities are separate from the rent. Available immediately. Rental Terms: Annual: $2,250 Per Month

Live in the heart of downtown Greenwich in this light-filled, modern duplex with hardwood floors. The chef's kitchen opens through French doors to a sunny deck with downtown views. Gather at the center island or in the adjoining open plan living area with gas fireplace. The main level offers a bedroom with en-suite bath plus a flexible office/bedroom with hall bath. The primary suite occupies nearly the entire top floor for privacy, opening to a balcony, with a marble bath featuring a clawfoot soaking tub and steam shower. Garage parking included, with Greenwich Avenue dining and the train station close by. Pets considered on a case-by-case basis. Rental Terms: Annual: $12,500 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

Prime in-town location meets classic style in this turn-key 2BR/1BA first-floor unit at 39 Church St. Situated steps from local dining, shopping, and everyday conveniences, this home offers unmatched accessibility. Inside, rich dark hardwood floors run throughout the bright, open living and dining spaces. The kitchen features stainless steel appliances, stone countertops, tiled backsplash, and a separate pantry. A spacious primary bedroom boasts a walk-in closet, while the flexible second bedroom is ideal for guests or a home office. Complete with in-building laundry facilities and off-street parking, this 988 sq ft residence offers ideal, low-maintenance living in the heart of town. Rental Terms: Annual: $4,100 Per Month

Kitchen renovated 2026: new appliances, cabinets painted white. Interior of condo just painted white. 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: $3,900 Per Month

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. Rental Terms: Annual: $6,250 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: $24,000 Per Month

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.

Top-floor sanctuary home in mint condition. This sun-drenched 2-bedroom, 1-bath apartment has been freshly painted and features a versatile office/den—perfect for working from home. The thoughtfully designed layout includes a granite kitchen, gleaming hardwood floors in the main living areas, wall-to-wall carpet in both bedrooms, and an oversized entry closet, plus abundant storage throughout. In-unit washer/dryer adds ultimate convenience. Ideally located near Rye Ridge Shopping Plaza and downtown Rye's dining and shopping, parks, & Metro-North. Move-in ready!

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.

CONNECTICUT CLASSIC, FULLY FURNISHED CENTER-HALL COLONIAL, GRACIOUS FOYER WITH COFFERED CEILING LEADS TO FORMAL L/R. FAMILY ROOM OFF KITCHEN FOR GREAT FLOW, CHERRY-WOOD LIBRARY, KITCHEN WITH GRANITE COUNTERS, SPACIOUS EAT-IN AREA, AND TOP OF THE LINE APPLIANCES. DOUBLE FRENCH DOORS OPEN TO NEW MAHOGANY DECK OVERLOOKING THE POOL AND 4 ACRES OF OPEN MEADOW. L/L FEATURES PLAYROOM, L/R WITH F/P + KITCHENETTE AREA AND LARGE GUEST SUITE W/ BATH AND LAUNDRY, GREAT FOR GUESTS WITH PRIVATE ACCESS/ENTRY. UPPER FLOOR HAS LARGE PRIMARY SUITE WITH F/P, LUXURY PRIMARY BATH, OFFICE AREA. 3 ADDITIONAL BR, 2 STONE & MARBLE BATHS, WHIRLPOOL TUB, LAUNDRY ROOM, COMPUTER/LOUNGE AREA. PETS MAY BE APPROVED ON A CASE BY CASE BASIS. 3 MONTH MINIMUM TERM. Rental Terms: Annual: $31,500 Per Month

Redesigned for elevated living, this fully renovated 4-bedroom home combines open-concept style with seamless functional flow, offering near single-level living on a private, scenic lot. An inviting entry opens into an informal living room with a cozy fireplace, a high-impact great room featuring soaring cathedral ceilings, stylish beams, and French doors that flood the space with natural light. At the heart of the home, the chef's kitchen boasts exceptional counter space, professional-grade appliances, and a massive center island with seating for effortless entertaining or ease of everyday living. The main living space opens to a private wrap-around back porch with built-in corner seating & planters, perfect for outdoor relaxation overlooking the tranquil, tree-lined yard with an area for a garden.A separate wing houses the private primary suite-a serene retreat styled with shiplap walls, vaulted ceilings, large picture window, and spa-inspired bath complete with dual sinks, a freestanding soaking tub, a custom marble shower, and skylights. Three additional light-filled bedrooms and a full bath provide comfortable accommodations for guests or family.Complete with an attached 2-car garage, lower level flexible space and laundry, storage shed, and a lush, rolling lawn.This turnkey residence offers easy living just minutes from everyday conveniences, award-winning New Canaan schools, the Nature Center, Waveny Park, designer boutiques, NYC-inspired dining & the Metro North train Primary bedroom and guest bedroom both have 2 closets. Primary bath has shower stall and free-standing tub with a full-size linen closet. Interior has recessed lighting on dimmers throughout. 3-zones for heating & cooling.

Pristine 2 bedroom apartment with beautiful hardwood floors throughout, stainless appliances, gas heat and lots of natural light thru the large windows. Laundry is on the same floor. Located on the top floor of a dental office, there's an elevator and the building is secure. Plenty of parking next to the building.

Enjoy living in this spacious, renovated first floor unit within this well kept Rye multi family home. This lovely apartment includes parking for one vehicle in the driveway and use of the shared yard. The convenient location is close to downtown Rye and Metro North with nearby access to I287, I95, and the parkway. This is a super opportunity to try Rye and all this wonderful city offers- charming downtown, access to beaches, resident memberships to the marina and Rye Golf Club plus countless recreational amenities. *Pictures of interiors presented are of a similar unit within the building*

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.

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.

COMPLETELY RENNOVATED IN BAYVILLE! Welcome to 3 Ellison Street, where the character of a 1914 home meets the comfort, flow and finishes of today. Completely gut-renovated, this 3-bedroom, 2-full-bath home offers the best of both worlds—original charm and character alongside an entirely reimagined interior designed for modern living. Inside, 5-inch-wide white oak floors run throughout a bright, beautifully finished layout. The first floor features a spacious living room, formal dining area and brand-new eat-in kitchen outfitted with top-of-the-line appliances. A climate-controlled bonus room adds incredible flexibility and can easily serve as a mudroom, home office, playroom, or additional living space. A full bath on this level adds to the convenience and functionality of the home. Upstairs, you'll find three spacious bedrooms with generous closet space, including walk-in closets, along with a beautifully finished full bath. The primary bedroom also enjoys seasonal water views. And when it comes to storage, this home has plenty. A full pull-down attic with impressive standing height provides abundant storage, while the unfinished basement offers even more space along with a dedicated laundry area. A garage and newly paved driveway provide additional convenience, while the private deck and yard create the perfect outdoor space to relax and entertain. And then there’s Bayville. Set in one of the North Shore’s most distinctive waterfront communities, 3 Ellison puts you close to the beaches, boating, marinas and local favorites that give Bayville its unique character. Enjoy summer days by the water, evenings along the harbor, and the sense of community that makes this village so special. Historic character, modern luxury and coastal living—all wrapped into one very special home. Don’t let this one pass you by.

Completely renovated and updated charming four bedroom three full bath cape on a popular street close to town and Mead Park. Stunning eat-in kitchen with island and top of the line appliances opens to family room and has access to slate terrace and fenced in yard. Washer/dryer off mud room on the first floor. First floor bedroom with full bath perfect for office or guest room. Primary suite with full bath and walk-in closet. Additional 520 square feet in lower level has large finished space for playroom, exercise room or office. Loads of storage in basement. Landlord pays for lawn maintenance. Light filled and not your ordinary rental! You will feel right at home. Prime location and walking distance to village, train, new library and all the fabulous shops and restaurants in New Canaan.