The agencies at Old Greenwich
These agencies offer a selection of luxury properties location at Old Greenwich. Feel free to contact them for personalized assistance.
Totally renovated three bedroom, 2.5 bath ranch style home set minutes away from Tod's Point with beautiful full size pool. Large living room and study with gas fireplaces, large gourmet island kitchen, Miele refrigerator, dishwasher, microwave, and oven. SubZero wine refrigerator, large Wolf gas range. Adjacent family/dining room with sliders to the terrace and pool. Gorgeous primary suite with southern and western views, loads of built-in and great primary bath. The two added bedrooms share a large bath. Great mud room and laundry room, large 2-car garage, large storage basement. Generator, alarm system, high-end features & fixtures. Some photos shown were edited to remove private things of owners. Rental Terms: Annual: $17,500 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
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
…By Sotheby's International Realty - Greenwich Brokerage
SHORT TERM RENTAL-12/1 start* This beautifully appointed, fully furnished Craftsman home is full of character and sits in one of Old Greenwich's most desirable locations, south of the village. Fully renovated in 2015, it pairs classic charm with updated systems and finishes throughout.The open-concept kitchen and living area creates an effortless flow for everyday living and entertaining, while covered front and back porches offer inviting spaces to relax or dine al fresco.This thoughtfully designed home features four well-appointed bedrooms, 2.5 baths, and two private office spaces -- perfect for today's flexible work-from-home lifestyle.Enjoy easy access to the village shops and restaurants, the train station, and the beach -- offering the best of Old Greenwich living right at your doors Rental Terms: Annual: $17,000 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
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
…By Sotheby's International Realty - Greenwich Brokerage
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.
…By William Pitt Sotheby's International Realty
1/1/27-5/31/27 Term. Beautifully furnished rental at the end of a quiet cul-de-sac off desirable Meadow Road, Riverside. This classic shingle Colonial sits on 1 acre surrounded by trees and multi-million dollar homes. Open concept kitchen/family room with vaulted ceiling dining. French doors leading to an expansive bluestone terrace offering wonderful indoor/outdoor entertaining. Private, wood-paneled office with built-ins. Oversized formal living room with fireplace and dining room. 5 well-appointed bedrooms and 4.2 baths. Wonderful location just steps to the water. INCLUDED IN RENT: LANDSCAPING, SNOW REMOVAL, INTERNET, WATER, ELECTRICITY, TRASH REMOVAL. Rental Terms: Annual: $25,000 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
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
…By Sotheby's International Realty - Greenwich Brokerage
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
…By William Pitt Sotheby's International Realty
Unbelievable in town location! This fully renovated 3 bedroom 3 1/2 bath colonial is your perfect escape from NYC. Available short term minimum 3 months. Features a new Kitchen with chef appliances , hardwood floors, new marble baths and more. The sizable yard leads way to a two car garage. Close to train easy access to I95. Great also for a professional home office and if that wasn't enough the yard overlooks a rolling stream to sit and enjoy. 6 month minimum lease term. Rental Terms: Annual: $17,500 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
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
…By Sotheby's International Realty - Greenwich Brokerage
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
…By Sotheby's International Realty - Greenwich Brokerage
THIS WELCOMING, PICTURE PERFECT, COMPLETELY RENOVATED, FULLY FURNISHED COLONIAL IS MOVE IN READY. BOASTING A GOURMET KITCHEN WITH BERTAZZONI AND VIKING APPLIANCES, SPARKLING MARBLE AND COUNTERTOPS. THIS CAN BE RENTED FOR A MINIMUM OF 3 MONTHS OR CAN BE AN ANNUAL TERM. Rental Terms: Annual: $8,500 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
Unique opportunity to rent this newly updated residence in the heart of the coveted Rock Ridge Association. Set on an exceptionally private, level 2 acre park-like property, this prime mid-country location offers estate-like privacy just minutes from downtown. Enjoy peaceful views of Horseneck Brook and adjacent conservation land. The charming 5-bedroom home features a primary suite plus four additional bedrooms, including an oversized bedroom ideal for an au pair/in-law suite with its own private entrance as well as access from the second-floor hall. Highlights include three fireplaces, a screened-in dining and lounging porch, and a lower-level family room. A rare combination of privacy, space, convenience and natural beauty. Rental Terms: Annual: $25,000 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
Beautifully renovated 2-bedroom, 1-bath rental in Greenwich. Exceptionally bright and sunny, this move-in-ready unit offers inviting living spaces filled with abundant natural light throughout. Thoughtfully updated with a fresh, modern feel and the added convenience of generous storage space in the unfinished basement which is accessed from the outside only. A wonderful opportunity to enjoy comfortable, easy living in Greenwich. Don't miss this opportunity--schedule your private showing today! Rental Terms: Annual: $3,650 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
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: $4,900 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
Spacious 3 bedroom, 3.5 bath townhome built in 2020 and impeccably maintained, one of three side by side homes in the desirable Springdale neighborhood of Stamford. The main level is anchored by a large living room with fireplace and an open kitchen and dining area with direct access to a private patio, plus a balcony and a convenient powder room. The bedroom level features a primary suite with two walk in closets and a spa inspired bath with double vanity, along with two additional bedrooms and a full hall bath. The lower level offers a family room with a full bath, ideal as a playroom, home office, or guest bedroom. Hardwood floors, a 2 car garage, and central air complete the home. Commuters will love being 5 minutes from the Springdale train station, about 60 minutes to Grand Central, with easy access to both the Merritt Parkway and Interstate 95 and supermarkets close by. Move right in.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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,
…By Julia B. Fee Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
FOR RENT $7600 which includes a yearly membership to the Italian Center across the street with gym, pools, tennis courts, paddle tennis courts, basketball court, heated indoor pool with spa and year around social and recreational activities. One of a kind spacious 4000+Sqf renovated and restored Federal Style Antique Colonial home with high ceilings throughout, ideally situated in the Upper Newfield Avenue Area (North Stamford), conveniently located 5 min to downtown New Canaan, Parks, Merritt Parkway, Transportation, Shopping, Golf Course,Tennis Courts, Houses of Worship (all denominations) and minutes to public and private schools such as King Low Heywood School and New Canaan Country School . This property, once owned by the Zagat family and Simon & Schuster Publishing family, offers 5 comfortable bedrooms, 4 bathrooms, office, laundry room, grand living room with high ceilings, library, fireplace and tons of light- all adjacent to a dining room full of character with exposed beams and fireplace next to a large Master Chef Kitchen with large fireplace, exposed beams and lots of light. This home also offers 2 terraces for entertainment , including one with an outdoor sitting/dining area with stone fireplace, overlooking 2 acres of flat lawns/garden, mature plantings.
…By William Pitt Sotheby's International Realty
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. House has been freshly painted inside and floors refinished. Many updates. A must see!
…By Julia B. Fee Sotheby's International Realty
Step into luxury with this stunningly renovated, fully furnished 1930s colonial, featuring 5 spacious bedrooms and 4.2 stylish baths. Available for a 6 month minimum term, this beautifully furnished home blends classic charm with modern convenience, ensuring a move-in ready experience. Enjoy the Fall days on the newly refinished tennis/pickleball court, perfect for family fun and friendly matches. The expansive backyard offers ample space for relaxation and entertainment. With its prime location and thoughtful updates throughout, this home is a perfect retreat for those seeking elegance and comfort. Rental Terms: Annual: $31,500 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
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.
…By Julia B. Fee Sotheby's International Realty
This Classic Dutch Colonial on the prestigious Round Hill Road sits just a little North of the Merritt Parkway. Recently renovated with professionally designed lighting, and new stonework. This three bedroom home has two full baths and a first floor powder room. The entryway foyer, Eat- in Kitchen, formal dining room, living room, and glass sun room with working fire place all have high ceilings and work together to compliment the open floorplan. From the living room deck you'll have a great views of the beautifully maintained grounds which feature a classically designed heated pool and adjacent patio for use exclusively. You'll also enjoy the utility of the large well-lit basement, dual central AC units, single car garage and 2 dedicated parking spots at the top of the drive. Rental Terms: Annual: $9,200 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
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.
…By Julia B. Fee Sotheby's International Realty
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These agencies offer a selection of luxury properties location at Old Greenwich. Feel free to contact them for personalized assistance.