Indian Trail Road
$25,000
New Milford, CT
Rental
Rooms: 11
Bedrooms: 4
Bathrooms: 6
Web ID: 24058089
Memorial Day thru Labor Day 2025 @ $75K. Sophisticated Barn-Style retreat in completely private Merryall location just 10 minutes to the chic shops of New Preston. Renovated to perfection and stylishly decorated. Open floor plan with dramatic floor to ceiling windows. Huge chef's kitchen with pantry, top of the line appliances, wine fridge, 3 ovens, 2 dishwashers, 2 sinks, large center island and breakfast nook. Luxurious master suite with his/hers baths. 5 bedrooms, 5.5 baths. Spacious office/library Media room with uber comfy lounging couches. Deck and screened porch with panoramic views over pond, stone walls and mature trees. Fully irrigated gardens. Gunite Pool is large enough to play or float in and easy to heat as a jacuzzi. Enjoy the immaculate oasis with complete privacy, you will only hear the sounds of nature.
Dolphin Cove Quay
$25,000
Stamford, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 24074381
Spectacular home with pool located at the very tip of Dolphin Cove peninsula. This unique site offers the rare opportunity to experience both the breathtaking sunrise views to the east and the magnificent sunsets to the west. The home is located in the private Dolphin Cove featuring a deep water marina, sandy beach, two pools, tennis and pickle ball court and club house. The home is designed to capture the beauty of the waterfront featuring a wide-open floor plan and walls of glass opening to a pool and oversized deck perfect for alfresco dining, toasting the sunset or simply a place to relax and enjoy the beauty of the waterfront and marine activity.
551 Riversville Road
$25,000
Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 121457
Serenity and privacy abound in this sprawling 5.5+ acre Back Country spread. Expansive contemporary home boasts a spectacular light-filled living room with fireplace, wet bar, and vaulted ceiling. The spacious chef's kitchen/breakfast room is adjacent to dining and living rooms for easy entertaining. Library, guest bedroom, and exercise studio are conveniently located on the main floor too. Upstairs find the sumptuous Primary Suite with bedroom, luxury bath, and sitting room. Private terrace to savor the gorgeous views. Two additional bedrooms and laundry room with cedar closet. Lower level with additional 2190 sf offers a full in-law/guest suite with bedroom, bath and kitchen/fam room with access to yard. 3-car garage, heated pool/spa. Convenient to schools, shopping, and I-684.
3 Finney Knoll Lane
$25,000
Riverside, CT
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 121816
Welcome to the luxurious 3 Finney Knoll! Located on a cul-de-sac, close to shopping areas, beaches and parks. This beautiful 4 bedroom, 4.5 bathroom home has a 2-car garage and is equipped with state of the art appliances, 9 foot ceilings and high end finishes such as Carrara Gold Quartz counters. The Primary Suite has 2 separate walk in closets and the bathroom has a large double sink vanity and a beautiful soaking tub. The home also has a finished basement, perfect for an in-home gym or entertainment room and finished attic with a bathroom that would be perfect for a playroom or office. Come see and fall in love with your future home.
258 Dolphin Cove Quay
$25,000
Stamford, CT
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 122049
Spectacular waterfront with pool located at the very tip of Dolphin Cove peninsula. The unique site offers the rare opportunity to experience both the breathtaking sunrises to the east and the magnificent sunsets to the west.. The home is located in the private Dolphin Cove Association featuring a deep-water marina, pool, tennis court, pickleball court private beach and clubhouse. The home is designed to capture the beauty of the waterfront featuring a wide-open floor plan and walls of glass opening to a pool and oversized deck perfect for alfresco dining, toasting the sunset or simply a place to relax and enjoy the beauty waterfront and marine activity. Offered furnished.
22 Tomac Avenue
$25,000
Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 120927
SHORT TERM FURNISHED rental . 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 and deck
Frisbie Road
$24,000
Washington, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 4
Web ID: 24061985
AVAILABLE JUNE - AUG 2025 @ $24,000 PER MONTH. Quintessential CT Country Summer rental. Magnificent over-sized pool of 50' x 20' with spa, cabana with a full bathroom, changing room, kitchenette and outdoor grill. Pristine 3 bedroom 3.5 bath main house all bedrooms have king beds. The home is nestled on 21+ acres with new circular driveway, large expanses of lawn, mature trees. Gourmet kitchen, formal dining room, living room with fireplace, large sun room. Covered back porch with comfortable sitting area and outdoor dining. Conveniently located close to town, The Mayflower Inn, tennis courts, fine dining and chic shopping. Many Summer Camps in the area and 1.5 hours to NYC. Also avail $10,000 per month for March- May '25 and Sept 2025-May 2026
Brightfield Lane
$24,000
Westport, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24070130
Your Perfect Summer Retreat in Westport - Available July & August 2025! Escape to this stunning contemporary home, located on a quiet cul-de-sac, just minutes from downtown, beaches, and top-rated restaurants. This beautifully designed residence provides the perfect blend of comfort and convenience. The spacious home features 4 bedrooms, 3 full bathrooms, and 4,711 square feet of living space, including a finished basement. The open floor plan boasts soaring ceilings, oversized windows filled with natural light, and a double-sided brick fireplace. Key Features: Heated gunite pool surrounded by a landscaped backyard, ideal for outdoor fun. Fully equipped kitchen with stainless steel appliances, gas range, and heated wood floors. Formal dining room for 10, two living areas, and a cozy foyer with a piano. Lower-level entertainment room with ping pong table, toys, books, and fitness equipment. Luxurious master suite with soaking tub, heated floors, and walk-in closet....
939 Black Rock Turnpike
$24,000
Easton, CT
Rental
Rooms: 15
Bedrooms: 5
Bathrooms: 5.5
Web ID: 24061220
This 1700's estate is a perfect summer retreat. It's situated on 3+ acres on the Connecticut Golf Club & serves as a serene and secluded escape from the city. If you are looking for some space to spread out and relax, this 6000+ sq foot home has a little something for everyone. All 5 bedrooms are located upstairs (queen or king beds) with multiple living areas downstairs for reading, working or unwinding. There is an open kitchen & breakfast area for leisurely meals, as well as a large dining room perfect for hosting both casual and formal dinners. It's a beautiful blend of historic character & modern design and there's plenty of room to spread out yet still come together in the shared spaces. Nearby you can find all your favorite New England adventures, including local farms (apple picking, blueberry picking, etc.) and small charming CT towns to...
Mary Kate Klemish-Boehm
(203-221-0666
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...
274 Riverside Avenue
$23,000
Riverside, CT
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 121568
Nestled in the heart of desirable Riverside this classic colonial has it all. The 5 bedroom, 4 1/2 bath home is set on a flat, private .48 acre lot close to shopping village, train and schools. The main floor has a formal living room with fireplace, dining room, solarium, private office and recently updated kitchen/family room. A first floor bedroom suite completes the ideal floor plan. On the second floor is the primary bedroom suite and 3 additional bedrooms. The third level offers another bedroom and bathroom with a bonus family/playroom. Move in and enjoy all that Riverside has to offer.
Railtree Hill Road
$22,500
Woodbury, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 4
Web ID: 24071315
AVAILABLE AUG - LABOR DAY 2025 @$22,500. Chic, well appointed Colonial with heated Gunite pool on a quiet road close to Woodbury's shopping and dining. Perfect for entertaining, this gracious home is set up with 5 bedrooms. The main floor has a large living room with fireplace, formal dining room and a bright, modern kitchen. The sunroom is a favorite spot to chill, with direct access to the spacious back deck and hot tub. There is a first flr bedroom and bonus room that will be a gym space. The second flr has the primary bedroom with en suite bathroom, walk in closet and private office. There is another large guest room with en suite bath on second floor with 2 queen sized beds and a couch that pulls out into a full sized bed. The 3rd flr has two more bedrooms, one with 2 queen sized beds and the...
Old Norwalk Road
$22,500
New Canaan, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 4
Web ID: 24065193
Welcome home! This impeccably renovated New Canaan estate embellishes the modern luxury of today's standards while grasping the classic elegance and architecture of the period in which this home was built. The gorgeous grounds features professionally manicured landscaped with an abundance of stonework and gracious iron fencing. Luxury amenities include a custom heated pool , built in outdoor kitchen, bluestone terrace, two porches one covered the other one is screened in to complete the multitude outdoor living spaces. Enter into the home through this inviting foyer that will certainly make an impression to your most discerning guests. Impressive design and architectural details are embellished through out this home. This 5 bedroom home offers over 4100 square feet of living space on the first and second floor. The primary suite boasts an expansive foot print which includes vaulted ceilings, walls of windows, floor to ceiling paneling and a large sitting room...
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
Knibloe Hill Road
$22,000
Sharon, CT
Rental
Rooms: 12
Bedrooms: 4
Bathrooms: 4
Web ID: 24073021
$22k August 2025. 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.
Kelsey Place
$22,000
Madison, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 3
Web ID: 24070967
A 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! Labor Day...
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