336 Greens Farms Road Rent
$25,000
Westport, CT
Rental
Rooms: 15
Bedrooms: 5
Bathrooms: 6
Web ID: 24034559
Remarkable Westport Estate: The John Morehouse Jennings House. Stunning 1832 home, awarded by the Westport Historic District Commission for its exceptional restoration, is nestled within nearly 40 acres of Audubon-protected land. It ensures ultimate privacy on its own 2-acre lot, complete with a pool, tennis court, and a separate historic guest house. The main house, spanning 7,444 square feet, is a masterpiece that blends historic grace with modern living standards. It features generous room layouts, high ceilings, five fireplaces, and a kitchen wine cellar, making it a perfect home for entertaining with a charm and elegance seldom found. The updated guest house, with 790 square feet, is archived in the Historic Barns of Connecticut. It includes two bedrooms, one bath, an eat-in kitchen, and a garage, making it ideal for a nanny, grandparent, or caretaker. The property is an oasis framed by mature plantings along the Audubon preserve. Outdoor living...
3 Woodside Drive
$25,000
Greenwich, CT
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 121216
Welcome to Milbrook Manor! Nestled in a private gated community, this exquisite recently renovated Normandy-style residence offers luxury and serenity on 1.66 acres of lush grounds. With 6 bedrooms and 4.2 baths, this spacious home is perfect for those looking for ample living space and modern comforts. Enter through the gracious foyer and introduced to classic details high ceilings throughout. The heart of the home is the gourmet kitchen, complete with a large island and top line appliances, perfect for preparing meals and entertaining guests. The primary suite is a sanctuary, boasting a generous layout and a luxurious dressing room. A guest or au pair suite, conveniently located off the kitchen, offers privacy and comfort with its en-suite bath. Entertain friends and family with the finished lower level, featuring a half bath and a movie screen. Enjoy the tranquility outdoors in the large backyard, complete with lush landscaping and ample...
127 Stanwich Road
$25,000
Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 121309
Welcome to your dream retreat! This expansive 6,981 square foot home is the perfect short-term rental, offering a magnificent primary suite plus 4 spacious en-suite bedrooms. Entertain in style with large, elegant public rooms and a gourmet kitchen that will delight any chef. Work from home in the impressive wood paneled private office. Play or work out in the finished basement complete with a full bath and second office. Cozy up on the screened-in porch or go outside to enjoy beautifully designed outdoor spaces plus a pool, ideal for relaxing or hosting gatherings under the stars. Conveniently located near top-rated schools, vibrant town life, and accessible transportation, this home combines luxury and practicality. Perfect for anyone seeking a refined, comfortable stay. Don't miss out on this exceptional rental opportunity! Available beginning September 1st for 6 or 7 months.
9 Cockenoe Drive
$24,500
Westport, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 3
Web ID: 24013972
One of a kind vacation spot with private beach and truly panoramic water views of close by Islands. Light & bright contemporary Ranch with cathedral ceilings in the Great Rm with 3 glass sliders to deck. Additional deck on the beach to continue the good life with morning coffee and memorable dinners watching glorious sunsets. Oysters, clams & campfires on your own beach. FLEXIBILITY OF DATES. Price is per month starting July 1. A true vacation spot with private beach!
6 Coachlamp Lane
$23,500
Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 6.5
Web ID: 121478
Discover luxury living in this exquisite center hall colonial, perfectly situated on a tranquil private cul-de-sac. Offered both unfurnished & partially furnished, this stunning home showcases exceptional attention to detail, from elegant coffered ceilings to masterful craftsmanship throughout. At the heart of the home is the open gourmet kitchen, offering generous counter space and a spacious layout that flows into the inviting family room. Enjoy five gracious ensuite bedrooms, including a breathtaking primary suite with a cozy sitting room, providing an ideal private retreat. Multiple flexible spaces, you can easily create a home office, study area, large playroom, or home theatre. Complete with a 3-car garage and a fenced yard (dogs considered).Minutes to downtown Greenwich.
26 Pequot Lane
$23,500
New Canaan, CT
Rental
Rooms: 21
Bedrooms: 6
Bathrooms: 8
Web ID: 170493443
THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, ELEVATOR ON ALL 3 FLOORS, SPORTS & TENNIS COURT, MEDIA ROOM, HIS & HER BATHS WITH SEVERAL ADDITIONAL PRACTICAL AND FUN AMENITIES LIKE A CUSTOM BUILT BAR, TWO STEAM SHOWERS, UPSTAIRS AND DOWNSTAIRS LAUNDRY ROOMS, AN EXERCISE ROOM WITH EQUIPMENT, POOL TABLE, SAUNA, WINE ROOM, ETC. ETC. IT CAN BE RENTED PARTIALLY FURNISHED. TV'S, STEREO SYSTEM INSIDE AND OUTSIDE GRACE THIS ONE OF A KIND BEAUTIFUL BRICK HOME WITH PRIVACY ON ALL SIDES BUT CLOSE TO THE MAIN ROAD THIS HOME BOASTS ONE OF THE TOP SCHOOL SYSTEMS AND SPECIAL ED. PROGRAMS IN CT. STONE WALLS & SPECIMEN PLANTINGS ABOUND. NEW CANAAN IS ONE OF THE SAFEST COMMUNITIES IN THE TRI STATE AREA, A MUST CONSIDER IN THESE TIMES. IT IS A MUST SEE. YOU WILL NOT BE...
9 Lafayette Court
$22,500
Greenwich, CT
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 121209
The Loren, one of the newest luxury condominiums to enter Greenwich. Featuring 5 fully furnished bespoke duplex condos with hotel amenities. Amenities include valet parking. Penthouse 2d is a floor thru duplex apartment boasting over 2300 sq ft in the highest of finishes.The rooftop terrace is over 1100 sq ft and has commanding views of the Long Island perched high above the treetops while seconds from Greenwich Avenue. Some of the upgrades are Custom millwork marble floors exposed Brick walls, custom stainless railings as well as a chefs kitchen. This penthouse is fully furnished from Restoration Hardware. Be one of five lucky residents to call the Loren home where you can have the convenience of Downtown Greenwich with NYC vibe.
71 Wesskum Wood Road
$22,500
Riverside, CT
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 121355
Welcome to 71 Wesskum Wood - Overlooking Binney Park with all its amenities, including sports fields, tennis courts, Summer movie nights and July 4th fireworks! This is also the perfect location for easy access to Old Greenwich Village and train. Dramatic double height family room, dining room, eat in kitchen, and living room and laundry on the first floor, along with the 5th bedroom. The second floor features the primary suite with his and hers closets and 3 further family bedrooms. Large third floor perfect as a kids playroom and / or office area. Large finished lower level with further rec space / gym area / generous storage areas and mudroom connecting to the 2 car garage. Outside fireplace and grill area at the rear of the house is a fantastic entertaining area. Long term (multiple year) option available.
Rob Johnson
(203-869-8100
22 Tomac Avenue
$22,500
Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 120927
SUMMER SHORT TERM FURNISHED rental for a few days in AUGUST starting immediately. Great spot for a family reunion!! In Old Greenwich south of the village w/sidewalks to town, school & train. This spacious shore colonial is warm & welcoming with 5 bedrooms and 3 full baths. Easy access to nearby Tomac Cove for fishing. The home has a large LL game room. Living room has a wood-burning fireplace. Outdoors has an over-sized level, fenced yard & sunny deck in addition to the shaded welcoming front porch. A sky-lit family room opens to the kitchen.
29 Highview Avenue
$22,000
Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 121248
A-1 location!! Uniquely private, this South of the OG Village custom-built home is on quiet street close to schools, RR, beach & shops. Sunny 5/6 bedrm home offers multiple play & work spaces. Chef's kitchen w lg stone island, banquette seating & adj family rm w fp opening to expansive patio. Beautifully detailed formal rms plus butler's pantry for entertaining. Convenient mudrm w side entrance. Prim bedroom retreat has 2 lg walk-in closets, luxe bath, fp & balcony overlooking gardens. 3 more bedrms, one w en-suite bath, plus Laundry on 2nd level. Hi ceilings & h'wood floors thruout. Fantastic, walk-out LL w sunlit 5th bedrm, office/6th bedrm, playroom & full bath. Private back yard. Landlord looking for a lease ending no later than May 31, 2025. Also avail for sale.
18 Bear Burrow Road
$22,000
Roxbury, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24010919
Charming barn-style home on 15.27 acres off quiet country road. Four bedrooms and two and one half baths. Open floor plan. Exposed timber. Double sided stone fireplace. French doors to rear patio. In ground pool and barrel sauna. The perfect summer retreat in the beautiful town of Roxbury. Available June 15th to August 2nd for $22,000 per month. Just 90 minutes from NYC. Also available from short term between Labor Day and Memorial Day for $7,500 per month. Contact agent for availability.
175 Long Lots Road
$22,000
Westport, CT
Rental
Rooms: 12
Bedrooms: 7
Bathrooms: 5.5
Web ID: 24036599
Beautiful, spacious home with a storied past, set on 3+ picturesque acres across from the Hunt Club and close to Westport's nationally recognized schools. As you meander beyond the stone wall, down the circular driveway, past the heated in-ground pool and clay tennis court - you immediately know why some of Westport's finest once called this home. This enchanting and private property includes a sunken garden with water fountain, life-size chess board, mature specimen trees, and perennial blooms. With 7 bedrooms, including a main floor bedroom & full bath, there's plenty of room for everyone. Walk through the marbled foyer, past the curved staircase and you'll find a magnificent Great Room with fireplace and floor to ceiling windows and French Doors opening onto the veranda. You can picture hosting fabulous get-togethers here. The expansive eat-in kitchen with island, breakfast nook, side-by-side Sub-Zero fridge/freezer, double ovens, 2 dishwashers and 2 sinks...
156 Kelsey Place
$22,000
Madison, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 3
Web ID: 170618012
A ONLY TRUE MADISON WATERFRONT (No street or HOA in front) FOR MONTH OF AUGUST With incredible views out over Long Island Sound & beyond this light & bright Beach Colonial was newly built in 2006 plus has a recent 3 BR room addition & renovated Baths! Featuring an open floor plan, all in excellent condition with lots of glass & a wrap around deck to take full advantage of it's setting. Located at the very end of a private street this special home is in a nice quiet setting. Hardwood floors both up & down, central vac, a first floor den with sleeper couch that is perfect for those unexpected guests with a full bath right around the corner, newer propane heat and fully air conditioned. Set up high on piers, you'll feel like you are on a boat! Enjoy awesome sunrises AND sunsets from a single location! FIRST...
21 Harkim Road
$21,000
Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 121513
RARE with CONCIERGE SERVICES & UTILITIES INCLUDED Breathtaking 1.5 acre country oasis with heated pool and lush lawns in the exclusive Bailiwick section of Greenwich. Renovated in 2024, this 4 Bedroom, 4.1 Bath, 5300+ square foot home offers the ultimate in privacy while being just minutes to both Greenwich and NY shopping, schools, amenities, and the Bailiwick Club which boasts 7 Har-tru tennis courts. Dramatic double height family room with stone fireplace open to the eat-in-kitchen is the perfect place for both everyday living and formal entertaining. Large windows and glass sliders throughout invite incredible vistas of the beautiful New England seasons to enjoy all year round. Main level primary suite with ample closet storage and built-ins.
96 Riversville Road
$20,000
Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 120981
UPDATED PHOTOS - refresh now completed. Stylish home nestled in a park-like setting on a serene 1-acre lot and located on a quiet cul-de-sac seconds from Glenville village and minutes to the Merritt Parkway and downtown Greenwich. The updated kitchen/family room opens to screened porch, creating a seamless indoor/outdoor living experience. Enjoy a private level backyard with a grill and dining area, perfect for entertaining. The elegant living room flows into a formal dining room, while a bright home office with a wet bar adds functionality. The fully finished lower level, not included in the square footage, features a media/rec room, gym, full bath, and ample storage. Some photos are virtually staged.
37 Attawan Avenue
$20,000
East Lyme, CT
Rental
Rooms: 6
Bedrooms: 4
Bathrooms: 2
Web ID: 24030688
Available Dates are as follows: 7/11 - 7/20, 8/30 - 9/5, 9/15 - 10/18, 10/21 - On. Beautiful Attawan Beach House available for rent. Inquire for all short and long term rentals. This fully furnished home is perfect for a quiet relaxing getaway. A great spot to ride bikes, take walks, relax on the beach and enjoy the wrap around porch all day in the shade. Have a fire at night while grilling in the backyard and hearing the waves. You won't regret your stay. Through labor day - Weekly rentals at $5,950/week + $300 Cleaning fee September & October - weekly rentals @ $3,600/week + $300 cleaning fee Inquire about other dates NIGHTLY RENTALS AVAILABLE with 2 night minimum - INQUIRE Lease and Security Deposit required
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