94
Homes for Rent in Fairfield County, CT with 5-Bedrooms
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$30,000 Per Month
- 6 Beds
- 4.5 Baths
- 3,535 Sq Ft
- House for Rent
91 Lake Dr N, New Fairfield, CT 06812
91 Lake Dr N, New Fairfield, CT 06812 -
$12,000 Per Month
- 5 Beds
- 5 Baths
- 4,743 Sq Ft
- House for Rent
38 Sturges Commons, Westport, CT 06880
38 Sturges Commons, Westport, CT 06880 -
$12,500 Per Month
- 5 Beds
- 3.5 Baths
- 6,310 Sq Ft
- House for Rent
71 High Point Rd, Westport, CT 06880
71 High Point Rd, Westport, CT 06880 -
$25,588
Total Monthly Price
- 7 Beds
- 8 Baths
- 9,999 Sq Ft
- Condo for Rent
91 Algonquin Rd Unit SI FL3-ID1262033P, Fairfield, CT 06825
91 Algonquin Rd Unit SI FL3-ID1262033P, Fairfield, CT 06825The advertised rate of $25,589/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
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$15,000 Per Month
- 5 Beds
- 3.5 Baths
- 3,275 Sq Ft
- House for Rent
9 Lantern Ridge Rd, New Canaan, CT 06840
9 Lantern Ridge Rd, New Canaan, CT 06840Discover the perfect blend of elegance and modern comfort in this newly renovated home nestled on two serene acres in New Canaan. Boasting five spacious bedrooms and three and a half baths, this home offers ample space for relaxation and entertaining. The heart of the home is an open floorplan kitchen and dining area, featuring a large kitchen island perfect for culinary creations and gatherings.
Robyn Bonder Douglas Elliman of Connecticut
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$3,000
Total Monthly Price
- 5 Beds
- 1 Bath
- 1,800 Sq Ft
- Condo for Rent
1520 Pembroke St Unit 1L, Bridgeport, CT 06608
1520 Pembroke St Unit 1L, Bridgeport, CT 06608 -
$13,500 Per Month
- 5 Beds
- 3.5 Baths
- 4,029 Sq Ft
- House for Rent
10 Fernwood Rd, Westport, CT 06880
10 Fernwood Rd, Westport, CT 06880In-Town Living at its Finest! Tucked away at the end of a quiet cul-de-sac, this private 5-bedroom residence offers the perfect blend of space, comfort, and convenience on 1.5+ of beautifully landscaped acres. A sun-filled, custom eat-in kitchen serves as the heart of the home, featuring stainless steel appliances, a center island, and abundant natural light. The flexible floor plan is enhanced
Jennifer Runnette Brown Harris Stevens
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$45,000
Total Monthly Price
- 6 Beds
- 8 Baths
- House for Rent
556 Riversville Rd, Greenwich, CT 06831
556 Riversville Rd, Greenwich, CT 06831Sophisticated country retreat designed by noted architectural firm Shope, Reno, Wharton. Light filled, high ceilings, open floor plan and beautiful millwork. Gorgeous landscaped property with wide lawns and heated pool. 1st floor has spacious formal living, dining rooms, large home office with fireplace and built-ins, 2 powder rooms. Open-concept gourmet kitchen and family room with vaulted
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$50,000 Per Month
- 6 Beds
- 10 Baths
- 12,071 Sq Ft
- House for Rent
637 Valley Rd, New Canaan, CT 06840
637 Valley Rd, New Canaan, CT 06840Your Private 7-Acre Summer Resort on the Silvermine River - Trade the ordinary for an extraordinary summer at 637 Valley Road, a sprawling 12,000-square-foot stone estate where "vacation mode" is the only setting. Whether you're perfecting your serve on the private tennis court, hosting legendary poolside barbecues on the bluestone patios, or winding down with s'mores at the oversized fire pit,
Jaime Sneddon William Pitt Sotheby's Int'l
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$17,500 Per Month
- 5 Beds
- 4.5 Baths
- 3,245 Sq Ft
- House for Rent
10 Durkin Place, Riverside, CT 06878
10 Durkin Place, Riverside, CT 06878Exquisite 5 bedroom home on quiet cul-de-sac- in Riverside. Gracious floor plan, with custom mill work, and high end details. Gourmet custom kitchen with breakfast area, and large pantry. Opens to family room with coffered ceilings and fireplace. French doors open to patio and lovely yard. Sun-filled living room, dining room with bay window, mudroom and marble powder room complete the first
Max Metalios Houlihan Lawrence
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$14,000 Per Month
- 5 Beds
- 3.5 Baths
- 2,517 Sq Ft
- House for Rent
1 Ernel Dr, Riverside, CT 06878
1 Ernel Dr, Riverside, CT 06878Charming 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
Carol Clarke Gilbride Sotheby's International Realty
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$40,000 Per Month
- 6 Beds
- 7 Baths
- 8,729 Sq Ft
- House for Rent
144 Davenport Dr, Stamford, CT 06902
144 Davenport Dr, Stamford, CT 06902A true gem on the Connecticut Gold Coast awaits you! This former Vanderbilt summer estate will transform you back the Great Gatsby era of lavish luxury while also meeting all your lifestyle needs of today. Elegant yet relaxed Serena & Lily furnishings set the perfect coastal mood in this coastal retreat. Ideally situated on a unique and coveted corner waterfront parcel, the home has dramatic
Jordan Dolger Higgins Group Real Estate
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$18,000 Per Month
- 5 Beds
- 4 Baths
- 2,924 Sq Ft
- House for Rent
21 Spring St, Greenwich, CT 06830
21 Spring St, Greenwich, CT 06830Beautifully renovated Riverside Colonial with fifth bedroom option on first floor. Gorgeous updated kitchen and new primary suite with sitting room, walk in closet and lux bath. Seconds from schools and train and Binney Park. Large great room/living room and family room open to wide flagstone terrace spanning the back of the house with outdoor kitchen (complete with sink and refrigerator)
Heather Platt Sotheby's International Realty
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$13,500 Per Month
- 5 Beds
- 3 Baths
- 2,348 Sq Ft
- House for Rent
9 Valleywood Rd, Cos Cob, CT 06807
9 Valleywood Rd, Cos Cob, CT 06807Charming, freshly renovated home in the heart of Cos Cob, just steps from shops and restaurants. Features an amazing open-concept kitchen with top-of-the-line appliances, a bright and inviting layout, and a fully finished lower level offering flexible living space. Amazing primary suite with large en-suite bathroom and multi-closets. This home offers comfort, convenience, and modern style in an
Claudia Miller Houlihan Lawrence
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$18,000 Per Month
- 5 Beds
- 5.5 Baths
- 5,409 Sq Ft
- House for Rent
46 Burr Farms Rd, Westport, CT 06880
46 Burr Farms Rd, Westport, CT 06880Experience turnkey Westport living in this beautifully furnished home, ideally located in the heart of town. Filled with natural light and designed for both comfort and style, the home features soaring ceilings and an open flow throughout. The gourmet eat-in kitchen with large island, pantry, and high-end appliances opens to the spacious family room and bluestone patio erfect for everyday living
Erin Melson The Agency
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$49,500 Per Month
- 5 Beds
- 8 Baths
- 9,124 Sq Ft
- House for Rent
378 Taconic Rd, Greenwich, CT 06831
378 Taconic Rd, Greenwich, CT 06831Welcome home to a quintessential Greenwich estate with incredible views, privacy, and all the bells and whistles one could want. Spend the summer lounging by the pool and dining on the expansive terrace, watching the sunsets. The five-bedroom main house is professionally decorated, combining modern elegance with antique chic. It includes a fabulous sunroom overlooking the property, a chef's
Jill Abolt Houlihan Lawrence
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$42,000 Per Month
- 6 Beds
- 6 Baths
- 4,742 Sq Ft
- House for Rent
28 Oak St, Westport, CT 06880
28 Oak St, Westport, CT 06880Exceptional summer rental in the heart of Westport, available July 20 to August 20. This beautifully designed 6-bedroom, 4 full bath, 2 half bath home offers a rare blend of elevated style and effortless family living. Set on a fully fenced, professionally landscaped property, the backyard is a private oasis featuring an in-ground saltwater pool with spa, hot tub, and designer outdoor
Rose Philip Real Broker CT, LLC
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$19,000 Per Month
- 5 Beds
- 6 Baths
- 5,220 Sq Ft
- House for Rent
93 Mansfield Ave, Darien, CT 06820
93 Mansfield Ave, Darien, CT 06820Exceptional five-bedroom residence set in a highly desirable in-town location. This meticulously cared-for home delivers comfort, style, and versatility at every turn, featuring a freshly painted interior (2026) and new recessed lighting in both the formal living room and family room. The chef's kitchen flows seamlessly into a generous family room and out to a welcoming patio and secluded
Genevieve Schettino Compass Connecticut, LLC
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$17,000 Per Month
- 5 Beds
- 3.5 Baths
- 3,654 Sq Ft
- House for Rent
80 Soundview Dr, Stamford, CT 06902
80 Soundview Dr, Stamford, CT 06902Spend your best summer yet in this stunning 5-bedroom retreat just steps from a private deeded beach, shared with only 12 homes, at the end of a peaceful cul-de-sac. Perfect for families, friends, or a remote working getaway, this fully furnished and beautifully updated home offers everything you need for a luxurious, laid-back summer on the Long Island Sound. Launch the included paddleboards for
Nicole Blackman William Pitt Sotheby's Int'l
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$7,500 Per Month
- 5 Beds
- 2.5 Baths
- 2,226 Sq Ft
- House for Rent
5 Hollow Spring Rd, Norwalk, CT 06854
5 Hollow Spring Rd, Norwalk, CT 06854An excellent opportunity to live in this spacious 5 bedrooms and 2.5 bathrooms Colonial located on a private road in the Brookside section of Norwalk. The home was recently remodeled; and has all new windows, a new kitchen, new appliances, and new bathrooms. The property has a living room and dining room, with gleaming hardwood floors throughout. On the main level, there is a family
Jaquan Jones RE/MAX Right Choice
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$18,000 Per Month
- 5 Beds
- 2.5 Baths
- 1,632 Sq Ft
- House for Rent
503 Reef Rd, Fairfield, CT 06824
503 Reef Rd, Fairfield, CT 06824STUNNING RENTAL.Renovated 5 Bedrooms, 2 full baths, large Kitchen with a cozy Fireplace. This Home sits on a Private fully fenced Large 0.31 acre yard. This property is ideally located and within walking distance to the Beach and the Town. This home features a large family room, a separate dining room and Renovated Kitchen. Hardwood floors throughout. Pets welcome. Want to Enjoy the Beach's
Helene Salerno Ogents, LLC
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$12,000 Per Month
- 5 Beds
- 3.5 Baths
- 2,787 Sq Ft
- House for Rent
41 Grove St, Cos Cob, CT 06807
41 Grove St, Cos Cob, CT 06807Beautifully renovated rental in the heart of Cos Cob offering the perfect blend of modern style and comfortable living. This home features an open floor plan with soaring ceilings and abundant natural light throughout. The spacious kitchen is a true centerpiece, complete with a large island and seamless flow into the dining area, which opens directly to a patio with a gas grill, ideal for
Catherine Aaron Berkshire Hathaway NE Prop.
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$4,000 Per Month
- 5 Beds
- 2 Baths
- 1,452 Sq Ft
- House for Rent
145 Rooster River Blvd, Bridgeport, CT 06606
145 Rooster River Blvd, Bridgeport, CT 06606In the heart of North End, on a quiet thru-way off Madison Ave, overlooking Horse Tavern Brook, less than 5 min from the main Sacred Heart campus. 4 Bedroom House with extra room for additional accommodation. With a NEW kitchen, lighting, and a finished lower level. Hardwood & Vinyl throughout the house and bedrooms. Tile floors kitchen and bathrooms. Washer/Dryer included. Nice private deck off
Konstantinos Milas Milas Realty Advisors
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$25,000 Per Month
- 5 Beds
- 7 Baths
- 7,137 Sq Ft
- House for Rent
774 South Ave, New Canaan, CT 06840
774 South Ave, New Canaan, CT 06840Minutes to the the heart of New Canaan and walk to Waveny Park from this beautifully updated Colonial in a prime location. Light filled, open floor plan, chef's kitchen, 2 office spaces, 2nd floor family room, finished lower level, three car garage, lovely east facing terrace, gated driveway and fenced in flat backyard. Enjoy all New Canaan has to offer! *Potential membership to the Waveny Public
Melissa Jones Houlihan Lawrence
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$39,500 Per Month
- 6 Beds
- 9 Baths
- 8,482 Sq Ft
- House for Rent
59 Cat Rock Rd, Cos Cob, CT 06807
59 Cat Rock Rd, Cos Cob, CT 06807The ideal country House for your unforgettable Summer/Fall In Greenwich. Available from June 21st - September 13th. This amazing shingle style home was custom built in 2010 and offers 8482 square feet of beautifully detailed interior spaces with high ceilings Throughout. Offering graciously scaled public rooms, a private study, gorgeous formal dining room, a gourmet kitchen with breakfast room,
Stephen Archino Sotheby's International Realty
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$14,500 Per Month
- 5 Beds
- 3.5 Baths
- House for Rent
18 W End Ave, Old Greenwich, CT 06870
18 W End Ave, Old Greenwich, CT 06870Set in a prime quintessential Old Greenwich location just steps to village shops, restaurants, school, Binney Park, train station to NYC, beach at Greenwich Point. An inviting front porch welcomes you to this charming fully renovated house. Designed with attention to detail, top of the line features, marble kitchen, bathrooms and stainless steel appliances. There are 4 bedrooms on the second and
Megan Epand Houlihan Lawrence
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$60,000 Per Month
- 6 Beds
- 10 Baths
- 10,081 Sq Ft
- House for Rent
425 N Maple Ave, Greenwich, CT 06830
425 N Maple Ave, Greenwich, CT 06830Amazing rental available August 1st! Impeccable Georgian Colonial set on 2.6 landscaped acres in a prime location just minutes from town. The home was completely renovated in 2018. Interior offers custom wide-plank floors, 10 foot ceilings, and exceptional craftsmanship throughout. A soaring double-height entry with marble floors opens to a thoughtful floor plan featuring formal entertaining
Julie Church Houlihan Lawrence
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$5,500 Per Month
- 5 Beds
- 2 Baths
- 1,869 Sq Ft
- House for Rent
28 Fox Run, New Fairfield, CT 06812
28 Fox Run, New Fairfield, CT 06812Come experience Candlewood Isle living and everything the community has to offer in a vintage cedar log home at the end of a cul-de-sac overlooking Candlewood lake. This spectacular yearly furnished rental home features a Living room stone fireplace with wood burning stove reaching to the top of the cathedral ceiling with log wood trusses and picture window. The Dining room has its own unique
Jeff Neumann Houlihan Lawrence
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$35,000 Per Month
- 5 Beds
- 3.5 Baths
- 4,411 Sq Ft
- House for Rent
4 Swifts Ln, Darien, CT 06820
4 Swifts Ln, Darien, CT 06820Thoughtfully renovated and expanded, this remarkable five-bedroom, four-and-a-half bath Colonial offers a refined blend of historic character and modern sophistication. Reimagined by acclaimed architect Bo Malpass, the home showcases original details like exposed antique beams, wide plank wood floors, stone fireplaces, and brick accents, all complemented by a refined, cohesive design with
Stephanie Phillips Houlihan Lawrence
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$30,000 Per Month
- 5 Beds
- 2 Baths
- 1,869 Sq Ft
- House for Rent
28 Fox Run, New Fairfield, CT 06812
28 Fox Run, New Fairfield, CT 06812Come experience Candlewood Isle living and everything the community has to offer in a vintage cedar log home at the end of a cul-de-sac overlooking Candlewood lake. This spectacular yearly furnished rental home features a Living room stone fireplace with wood burning stove reaching to the top of the cathedral ceiling with log wood trusses and picture window. The Dining room has its own unique
Jeff Neumann Houlihan Lawrence
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$35,000 Per Month
- 5 Beds
- 6 Baths
- 6,734 Sq Ft
- House for Rent
37 Beaverbrook Rd, Weston, CT 06883
37 Beaverbrook Rd, Weston, CT 06883Summer Rental Opportunity! Enjoy the ultimate Connecticut summer in this private lakefront retreat set atop a knoll with sweeping views of Beaverbrook Lake. This custom-quality home blends classic architecture with modern, light-filled interiors, featuring high ceilings, oversized windows, and wide-plank floors throughout. The main level offers a gracious living room with fireplace, formal dining
Doug Bross Coldwell Banker Realty
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$27,500 Per Month
- 5 Beds
- 4.5 Baths
- 4,336 Sq Ft
- House for Rent
10 Ricki-Beth Ln, Old Greenwich, CT 06870
10 Ricki-Beth Ln, Old Greenwich, CT 06870Chic, fully furnished or unfurnished 5 bedroom Contemporary available for rent now. Stylish, beautifully renovated home sits on one manicured acre on a cul-de-sac in Hillcrest Park with great deck, patio and outdoor kitchen, ideal for indoor/outdoor entertaining. Modern open floor plan showcases stunning living room with gas fireplace open to dining room with bar; vaulted ceiling in glass
Jenny Allen Compass Connecticut, LLC
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$24,000 Per Month
- 5 Beds
- 2.5 Baths
- 3,430 Sq Ft
- House for Rent
11 Roosevelt Ave, Old Greenwich, CT 06870
11 Roosevelt Ave, Old Greenwich, CT 06870This is the perfect Old Greenwich summer rental. I is available June 1, in time to enjoy all the wonderful outdoor activities. Spend time with coffee (or cocktails) on the front porch or private back patio overlooking the level yard and garden. The gourmet kitchen with lg island, sitting area with stone fireplace and eating area make up the heart of the home. Primary bedroom and luxurious bath as
Joann Erb Brown Harris Stevens CT, LLC
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$5,900 Per Month
- 5 Beds
- 2.5 Baths
- 2,186 Sq Ft
- House for Rent
28 Jefferson Ave, Danbury, CT 06810
28 Jefferson Ave, Danbury, CT 06810Lanlord covers monthly electricity bill! This stunning home built in 2021 is located on the desirable west side of Danbury, set in a peaceful neighborhood with a private, wooded backdrop. The thoughtfully designed home offers both functionality and comfortable modern living. The open-concept layout features a spacious kitchen with like-new appliances, perfect for everyday living and entertaining.
Lucy Manos William Pitt Sotheby's Int'l
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$11,800 Per Month
- 5 Beds
- 4.5 Baths
- 3,337 Sq Ft
- House for Rent
210 High Ridge Ave, Ridgefield, CT 06877
210 High Ridge Ave, Ridgefield, CT 06877This stunning 3,200 sq. ft. home, built in 2019, is available as an unfurnished annual rental with 1-2 year lease terms. Ideally located in a highly sought-after area just a short distance from downtown Ridgefield, this 5-bedroom, 4.5-bathroom Colonial offers a spacious open floor plan perfect for comfortable living and entertaining. The chef's kitchen features a marble center island, custom
Richard Esman Douglas Elliman of Connecticut
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$9,000 Per Month
- 6 Beds
- 3 Baths
- 2,500 Sq Ft
- House for Rent
12 Sandy Way, Fairfield, CT 06824
12 Sandy Way, Fairfield, CT 06824Welcome to Yai Yai Beach House! 12 Sandy Way offers the ultimate Fairfield summer escape-brand new 2024 construction ideally located on the corner of Sandy Way and Reef Road, less than a half-mile to the beach and an easy walk to both downtown and the shoreline. Just a 30-second stroll to Bud's Deli and one minute to Veteran's Park, this location is second to none. This beautifully furnished
Anthony Gigliotti Keller Williams Realty
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$30,000 Per Month
- 5 Beds
- 6 Baths
- 6,075 Sq Ft
- House for Rent
47 Carriglea Dr, Riverside, CT 06878
47 Carriglea Dr, Riverside, CT 06878A splendid long-term rental offered fully furnished, this masterfully reimagined English manor was taken down to the studs and completely rebuilt in 2014. Privately set at the end of a cul-de-sac and perched atop 2.50 acres of manicured lawns, it captures sweeping views of Cos Cob Harbor and Long Island Sound. A state-of-the-art Crestron system provides effortless, whole-house control of
Jennifer Leahy Compass Connecticut, LLC
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$45,000 Per Month
- 5 Beds
- 6 Baths
- 6,748 Sq Ft
- House for Rent
7 Whaling Rd, Darien, CT 06820
7 Whaling Rd, Darien, CT 06820Like a new home! This property is FULLY furnished and located in private Salem Straits Beach Association. Rebuilt by Fox Hill builders with impressive gourmet kitchen, heated pool and every imaginable amenity. Built-in Espresso maker? Yes! Move right in with gorgeous furniture throughout. Convenient flow of spaces and great views from living areas - especially main level with a walk-out to pool &
Pam Roberts William Pitt Sotheby's Int'l
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$35,000 Per Month
- 5 Beds
- 6 Baths
- 4,945 Sq Ft
- House for Rent
1007 King St, Greenwich, CT 06831
1007 King St, Greenwich, CT 06831Enjoy summertime in the country: Sunny antique farmhouse on 1.56 private acres with a wonderful balance of spacious indoor & outdoor areas for relaxing & entertaining. Oversized pool, gas grill, cabana with full bath and spectacular flower gardens. Ample yard space for children to play, with all of the amenities of being near downtown Greenwich. Original details include wide plank hewn floors,
Debbie McGarrity BHHS New England Properties
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