10 Surf Road
$20,000
Westport, CT
Rental
Rooms: 16
Bedrooms: 4
Bathrooms: 5
Web ID: 24039255
This captivating haven at Saugatuck Shores, nestled along the pristine shores of Bermuda Lagoon, 100 feet of private beach and a deepwater dock-your perfect launchpad for unforgettable summer adventures or a warm winter escape. With soaring ceilings framing breathtaking water views, this open and airy oasis is ideal for year-round relaxation. Enjoy sunsets on the expansive wrap-around deck or cozy up inside by the fire as snow falls. Indulge your inner chef in the gourmet kitchen, featuring an industrial stove, then gather around the marble table for meals with stunning views as your backdrop. The master suite is a true retreat with its own waterside deck, walk-in closets, and a luxurious bath complete with a Jacuzzi tub, shower, and double vanity. The main level includes three additional bedrooms, two with charming lofts perfect for younger guests. On chillier days, head to the lower level family room with a...
60 Wilton Road 2B
$19,500
Westport, CT
Rental
Rooms: 6
Bedrooms: 2
Bathrooms: 3
Web ID: 24037146
Welcome to Bankside House, unit 2B along the Saugatuck River in downtown Westport! Stunning new construction Condo complemented with beautiful furnishings. Live in the vacation style furnished home with the vibrant downtown Westport in a short distance. Private outdoor spaces, a balcony and terrace featuring a green wall. Open floor plan with white oak wood flooring, European-style kitchen with Cerrara marble and top of line applainces. State of the art fitness center with a Peleton bike and tread & row machines. 2 car covered spaces avail. wired for smart home automation.
60 Wilton Road
$19,500
Westport, CT
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 121176
Welcome to Bankside House along the Saugatuck River in downtown Westport! Stunning new construction Condo complemented with beautifully furnished rental. Live in the vacation style home with the vibrant downtown Westport in a short distance. Private outdoor 2 spaces, a balcony and terrace featuring a green wall. Open floor plan with white oak wood flooring, European-style kitchen with Cerrara marble and top of line applainces. State of the art fitness center with a Peleton bike and tread & row machines. 2 car covered spaces avail. wired for smart home automation.
175 Long Lots Road
$19,500
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...
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
6 Searles Road
$18,000
Darien, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 4.5
Web ID: 24062395
This Coastal CT colonial in The Tokeneke Association has 5 bedrooms, one on 1st floor, four on 2nd. Gracious living spaces include formal living room, spacious office, formal dining and casual dining. Chefs kitchen is open to casual dining and casual gathering room with fireplace. Large mudroom from garage and back entrance with separate laundry. Main bedroom is spacious and private. En-suite bath and two walk-in closets. Second floor includes another en-suite bedroom and two additional bedrooms that share a newly renovated hall bath. There is a sitting/work area and abundant storage on the second floor. Basement is finished with wine room, casual sitting area and more storage. Two car garage attached with a third in the barn that allows even more storage. Beautiful stone patio surrounded by stone wall and paths and extensive green yard.
Susan Massey
(203-656-6571
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
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. Chic and Updated Georgian Colonial with Gorgeous Views, Set Back On A Bucolic Country Road in a Coveted Location. This 4 Bedroom 3.5 Bath Home Makes an Ideal Summer Rental. Large Pool, Numerous Terraces and Screened Porch, Central Air Conditioning. 5 Wood-burning Fireplaces. Stylish, Well Proportioned Rooms for Entertaining and Relaxing. Newly Renovated Eat-in Kitchen with Sub-Zero and Viking Appliances. Primary Bedroom with Spectacular Views and Large Marble Primary En-suite Bath & Walk-in Closet. Gym and Home Office, with High Speed Internet and Excellent Cell Coverage. 10 Min to Metro North Train & the Villages of Sharon CT, Wassaic NY. 15 Min to Kent CT.
9 Lafayette Court
$16,500
Greenwich, CT
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 121844
The Loren - ''Greenwich Living''. This fabulous new duplex at ''The Loren'' located a top of Greenwich Avenue features a brand new modern 2 bed, 2 bath Maisonette duplex with a private patio. The Loren features hotel amenities such as doorman/concierge services, valet parking, security, and daily housekeeping upon request. The home features designer appliances, the finest marbles and quality finishes, high gloss custom millwork, exposed brick walls and solid oak flooring. The maisonette features access from the main lobby as well as your own private entrance from the patio. Here is your opportunity to reside in a Manhattan style condo with Greenwich sophistication. The Loren was designed for residents who want more than a prestigious address but more a seamless lifestyle.
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...
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.
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.
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...
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