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
189 Davis Avenue
$17,500
Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 121666
Start the new year & discover the epitome of luxury living in this stunning rental townhome, built in 2023 within a private gated association in the heart of downtown Greenwich. Meticulously designed to achieve the perfect balance of elegance & comfort, showcasing unparalleled attention to detail. Culinary enthusiasts will love the gourmet kitchen, perfect for cooking & entertaining, while the expansive family room offers a welcoming space for relaxation. Retreat to the opulent primary suite, complete with multiple walk-in closets, and luxury bathroom. Go outside to your own private fenced yard or indulge in your individual rooftop deck. With Greenwich Ave seconds away, you'll have easy access to all the vibrant dining, shopping, & entertainment options downtown living has to offer. AVAILABLE JANUARY 6, 2025
28 W End Avenue
$17,000
Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 121331
Rare Rental Opportunity in the Heart of Old Greenwich's Waterside Community! Discover this beautifully renovated main house with a charming separate cottage, ideally located just moments from the vibrant Old Greenwich village restaurants, top-rated schools, beach, park and train station. This unique property offers 5 spacious bedrooms and 4 bathrooms across both the main house and the fully equipped cottage. The main house features a bright, open-concept living space centered around a cozy fireplace, perfect for chilly winter evenings. In the warmer months, step out to the new patio complete with outdoor grilling, a fireplace and TV, perfect for entertaining or relaxing.
25 Wallacks Drive
$16,575
Stamford, CT
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 121638
507 Oenoke Ridge
$16,500
New Canaan, CT
Rental
Rooms: 12
Bedrooms: 5
Bathrooms: 6.5
Web ID: 24048991
This winter, escape to this fresh, contemporary and chic retreat in the heart of New Canaan. Available for RENT DEC 1st - APRIL 1st. Experience the perfect blend of sophistication and warmth as you relax in the beautifully updated interiors spaces that are as stylish as they are comfortable. You'll feel inspired by the elevated design and modern flair nestled in its expansive private setting so close to town. Come, unwind by the fire, entertain in style, and enjoy the winter season in a space where elegance and ease come together seamlessly. With beautifully appointed formal rooms, multiple home office spaces, and dedicated play areas, this home effortlessly balances chic, modern design with everyday conveniences making daily life as effortless as it is enjoyable. Five stunning bedrooms provide serene retreats, while the 4th floor play area and lower-level gathering spaces offer endless opportunities for fun and games. Make this your...
407 Riversville Road
$16,500
Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 121434
Follow the long, winding road to a stone bridge over the Byram River, notice the cascading waterfall and venture on to the contemporary home secluded in the woods. This multi level home had been entirely rebuilt from the studs out and offers a new interior boasting every convenience. The LR/DR area is anchored by a large stone fireplace and lofty cedar wood ceilings adjacent to gourmet eat in kitchen. Off the kitchen is a stunning stone terrace overlooking the river, rock outcroppings and tree canopies, A family room/great room is perched on its own level overlooking LR. Ensuite primary bedroom on its own floor plus 2 - 3 additional bedrooms and 2 full baths complete this home. Lots of space options for offices and yoga/zen meditation room.
321 Frogtown Road
$16,500
New Canaan, CT
Rental
Rooms: 14
Bedrooms: 5
Bathrooms: 5
Web ID: 24034390
*FURNISHED RENTAL* Welcome to 321 Frogtown Lane, a pristine stone and shingle Colonial home nestled on 2 acres in a private cul-de-sac, just minutes away from the Village of New Canaan. This 6-bedroom, 4.5-bath residence with Guest Quarters is ideal for a family eager to enjoy the quality of life and amenities New Canaan has to offer. The home has been completely updated and meticulously maintained, featuring wood floors throughout. The upper level boasts 5 spacious bedrooms, including the master suite with a luxury bath, fireplace, and walk-in closet. A second bedroom also offers a full bath, fireplace, and walk-in closet. The large, eat-in chef's kitchen is outfitted with brand-new, top-of-the-line appliances, perfect for daily dining and entertaining guests. Special features include a sunroom with a 9-foot ceiling and expansive windows providing a view of the wooded back lot and pond. The completely finished lower level offers versatile space for...
3 Kernan Place
$16,500
Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 7
Web ID: 121693
Overlooking Innis Arden golf course, this spacious home at the end of a quiet cul-de- sac is available for rent in the new year. Fantastic location close to OG elementary school, OG village and train station. Impeccably cared for and completely rebuilt in 1999, this home boasts 5 bedrooms including one large en suite bedroom on main level, a home office, 3rd floor games room or guest suite. Additional playroom and ample storage space in lower level not included in total tax card square feet. Enjoy cozy evenings in the hot tub overlooking picturesque views of the golf course.
264 Laurel Road
$16,500
New Canaan, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 5
Web ID: 24032614
Laurelrock was built by a branch of the Roosevelt family as a country retreat in 1932. After an extensive renovation and expansion in 2010, Laurelrock today exudes a casual and contemporary elegance that is enhanced by its delightful assurance of historic authenticity. The residence sits high up on a hill, beyond a running creek, at the end of a long, circular driveway of 500 feet, amidst parklike grounds with stately old specimen trees including red and white oak, sugar maple, beech, hickory and cedar. The property is surrounded by deep borders of woodland that offer privacy and protection. The main house is constructed of native granite with masonry walls measuring up to eighteen inches in thickness. A large, modern kitchen, a sun-filled conservatory, a library, a new master suite and updated systems were added in 2010. Great care was taken to maintain the historic character and workmanship of...
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