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...
106 Patterson Avenue
$22,000
Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 121619
Superbly renovated & totally modernized in 2022, this classic Tudor home is sited on parklike acreage on a premier in-town street only moments to schools, train, town & hospital. Go inside to a new kitchen, restored hardwood floors, new lighting & beautiful arches that create a seamless flow throughout. Upstairs, the primary suite features a newly renovated bathroom & a spacious dressing room. Four additional bedrooms & two updated bathrooms complete the 2nd & 3d floor. The pristine lower level has exterior access, laundry, ample storage, a 1-car attached garage, & a second 2-car detached garage. Outside, the stone terrace is an entertainers delight w/ beautiful views of the lush level lawn, gardens & privacy that are not to be missed.
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.
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
25 Hillcrest Road
$20,000
New Canaan, CT
Rental
Rooms: 17
Bedrooms: 6
Bathrooms: 8
Web ID: 24054130
Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six...
16 Owenoke Park
$20,000
Westport, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 4
Web ID: 24033847
Rare opportunity at Owenoke Park, a private cul-de-sac situated between Long Island Sound and Grey's creek. Originally built in 1930 this classic waterfront home is something you would expect to find on Nantucket. Beautifully updated with pool, spa, dock and gardens, all just a quick 50 miles from N.Y.C. The dramatic chef's kitchen will be an instant gathering spot for family and friends. High end appliances, vaulted ceiling, a walk-in pantry and sliders to the deck and pool, with views of Longshore beyond. The main level also features a formal living room with wood burning fireplace, dining room with built-ins, an office with access to the pool and a very large family room with a gas fireplace which also opens to the pool, property and private dock. Located on the upper level the primary bedroom is a sanctuary with floor to ceiling windows providing amazing water views, plus a...
19 Soundview Drive
$19,900
Westport, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24003535
FABULOUS ON THE WATER RENTAL. YEARLY RENTAL @ 19.9K. Start date JANUARY 2025. Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. FRONT ROW SEAT for 4th of July fireworks! Plenty of parking(6 cars, very rare) at this 4BD 2.2 Bath Compo Beach Bungalow. Come enjoy this incredible home with all the fun toys available for the best summer/fall ever. Kayaks/ Paddle boards/beach chairs available for tenants use. Can also be school year rental (start date to be determined)
36 Spriteview Avenue
$19,500
Westport, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24049134
A Short-term winter rental with a minimum of 2 weeks and maximum of 2 months (months can be flexible). A fabulous retreat with amazing LI Sound views for the months of February & March (there is some flexibility on the months). Come enjoy this unique, un-paralleled respite and experience breath-taking sunsets and sensational water-wildlife from all living rooms!. Located just 3 doors from the beach and within 1 +/- miles to the Metro North train station. One would be hard-pressed to find a more delightful refuge to cozy up in front of the fire and host family and friends. Reap the benefits of living on Saugatuck Island, this is your chance to experience one of the most unique waterfront settings in one of the most stunning Fairfield County waterfront locations. Within easy accessibility to Saugatuck train, and Westport's 5-star rated restaurants and stores.
49 Grosset Road
$19,000
Riverside, CT
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 121688
Meticulously maintained center hall colonial at the end of a cul-de-sac off Meadow Road. Sited on a level, private one acre in the heart of Riverside, this beautifully furnished home is ready for you to just unpack your bags and relax. Great main level living spaces with a open-concept kitchen/family room, formal dining room, private office and an oversized living room. Additional play space in the lower level. The upper level has a Primary Suite with beautiful western views, four additional bedrooms with three full baths and laundry. Surrounded by waterfront homes and tree-lined streets. Offered as a January-May '25 term.
48 Sound Beach Avenue
$19,000
Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 7
Web ID: 121504
Location Location Location! Close to everything! This property has all the bells and whistles right in town! 1st floor opens up to a 2 story foyer, gourmet kitchen compliments the great room/FP 20ft ceilings with access to patio overlooking the beautiful yard, DR, laundry/mudroom/half bath with garage access, office/possible bdrm/full bath make up the first fl. The Primary bdrm/bath, 3bdrm/2bath make up the 2nd fl. LL offers another en-suite bdrm, gym ,media rm, play rm, full bath with outside access. This house has great space with tremendous flexibility!
40 Looking Glass Hill Road
$19,000
Litchfield, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 2
Web ID: 24048191
Nature lover's retreat in desirable Bantam/Litchfield CT. Stone post and beam in private oasis with heated pool, fishing pond, views of the great outdoors from nearly every window. Totally serene setting but not remote. 5 minutes to great restaurants, shops, conveniences, hiking trails and lakes. Country living at its best. Totally unique getaway. Available for summer 2025, flex terms. $19,000 per summer month. Also listed as academic/winter rental MLS# 24048149 $7500. per month
85 Banks Road
$18,995
Easton, CT
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 4.5
Web ID: 24025642
Luxury Resort life-style living at its best! Welcome to this stunning custom built 6000+ square foot home offering inground heated pool and serenity! Located in the quaint and quiet town of Easton, CT! This private home sits on 4+ acres with breathtaking views for your every day enjoyment! Enter into this magnificent and stunning entry foyer with the sweeping staircase and 9+ foot ceilings, solid Mahogany doors throughout, open concept floor plan perfect for entertaining. Home features Brazilian hardwood floors throughout, Pella Windows, copper gutters, stone patio, French doors leading to outdoor garden area and to in-ground gunite pool. Gourmet custom kitchen with professional stainless steel appliances, wine cooler, wet bar, pantry, Sub Zero, large windows overlooking tranquil garden. Enjoy your meals in this quaint and sun-filled breakfast room. Enjoy the formal living room and over-sized formal dining room to entertain friends and family. Relax and unwind in the family...
32 Highview Avenue
$18,500
Old Greenwich, CT
Rental
Bedrooms: 6
Bathrooms: 5
Web ID: 120451
Old Greenwich- Charming Victorian Home Located South of The Village. Spacious (5500 SF) Sunny 6 Bedroom Home, 4 Full Baths, Powder Room, Formal Living and Dining Rooms, Over-sized Family Room with Fireplace, Eat-in Kitchen Opens up to an Outside Deck and Private Fenced-in Yard. Ideal home for Gatherings and Entertaining! Luxurious Primary Suite and a Finished Lower Level that Offers Additional Living Space- ! Many Nice Features; Beautiful Hardwood Floors throughout and Central Air. Relax on the Cozy Front Porch! Ideal Location, Close to Old Greenwich Village Shops, Restaurants and Train Station. Near Tod's Point!
294 Riverside Avenue
$18,500
Riverside, CT
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 121066
New kitchen installed! Close to everything: Old Greenwich town, both OG & Riverside train stations, Binney Park, schools and beach! 5 bedrooms/4.5 baths on 4 levels. 1st & 2nd floors: 3,112 ft2, 3rd floor @ 400 ft2, LL @ 425 ft2 = just under 4,000 ft2 in total. Phenomenal backyard 0.41 acres! The house has just been painted, the floors refinished, front porch (with outdoor TV hook up) and back deck painted, new sisal stair and hallway runner & blinds throughout.
19 Bluewater Hill
$18,000
Westport, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 24044919
Furnished Yearly Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Shorter Term Rental option possible @15,000/mo
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