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
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!
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.
119 Knibloe Hill Road
$17,000
Sharon, CT
Rental
Rooms: 12
Bedrooms: 4
Bathrooms: 4
Web ID: 24060945
Summer 2025: $17k June, $19k July $22k August. Set Back & Away from a Bucolic Country Road in a Coveted Location, this 4 Bedroom 3.5 Bath Vintage Colonial w/ Views & a Pool Makes an Ideal Summer Rental. Well Proportioned Public Spaces Include a Formal Dining Room with Fireplace; Living Room with Fireplace; Library with Fireplace; Den with 1/2 Bath & Access to Screened Porch. Newly Renovated Eat-in Kitchen Peppered with New Appliances. Primary Bedroom with Fireplace, Updated Full Bath & Walk-in Closet. 10 Min to Metro North Train & the Villages of Sharon CT, Wassaic NY. 15 Min to Kent CT.
25 Wallacks Drive
$16,575
Stamford, CT
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 121638
25 Wallacks Drive
$16,575
Stamford, CT
Rental
Rooms: 11
Bedrooms: 4
Bathrooms: 5
Web ID: 24053304
Welcome to 25 Wallacks Drive, Stamford, CT-where luxury meets comfort in this lovely 4-bedroom, 4.5-bathroom Colonial home. Spanning an impressive 5,700 square feet, this residence is nestled on a quiet street in a small waterfront community. The beautifully landscaped lot offers privacy and sanctuary, as well as a beautiful heated salt water gunite pool and outdoor entertaining area with propane fire pit. Step inside to find elegant hardwood floors, a formal dining room perfect for entertaining, and a chef's kitchen equipped with a cooktop, double oven, range hood, and wine cooler. The primary suite features a spacious walk-in closet and a luxurious en-suite bath. Enjoy the convenience of an attached garage with an automatic door, central AC, and a security system for peace of mind. The over-garage area has a gym and bonus area. House is available furnished. Available for a 12/1/24 move in!
85 Banks Road
$16,500
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...
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...
2123 Fairfield Beach Road
$16,500
Fairfield, CT
Rental
Rooms: 6
Bedrooms: 4
Bathrooms: 4
Web ID: 24049457
Live at the beach! Welcome to 2123, a spectacular beach front home w/ a separate dwelling on the creek side. A furnished rental or academic rental 2025/26 term. Please inquire on dates. This spectacular FEMA COMPLIANT RAISED home has 4 bedrooms, 3 and 1/2 baths. Three floors of beautiful living space with water views at every window. This elegant and sunny home has the best of everything including high end appliances, top of the line marble flooring and granite counters, open floor plan, a neutral and gray color palette throughout, modern design, fabulous panoramic views of Long Island Sound and creek side dock with endless amazing sunset views. Enjoy your own private beach and relax, read a book, or swim. Above the creek side garage, there is an additional 220 sq. ft. space. Just bring your boat or drop your kayak creek side. The beach neighborhood is known for organized...
16 Joshua Slocum Dock
$16,500
Stamford, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 24007365
Charming Dolphin Cove 3 bed/2.5 bath furnished summer rental with use of 40 ft deep water dock slip, and kayaks. (available from June 15 until August 15) Lovely stone terrace overlooking the Dolphin Cove inner harbor. Full use of the Dolphin Cove Club amenities which include, two pools, tennis/pickle ball, beach, cabana, clubhouse and lawn overlooking Long Island Sound.Call broker for details. 914.
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