Lewisboro NY Real Estate & Homes for Rent

This just completed cottage, on a beautiful estate in Pound Ridge, is now being offered for rent. Conveniently located within minutes of the vibrant villages of Scotts Corner and New Canaan, CT, the cottage and owners residence, are set on a lovely 6 acre parcel. The interior is finely detailed. The family room is open to a peninsula kitchen-finished with gleaming quartz counters and a gas range. The main level centers on a linear, see-through, gas fireplace. A 24 x 16 screen porch, also with gas fireplace, provides wonderful outdoor living. On the upper level is a cathedral ceilinged bedroom with gas fireplace, walk-in wardrobe, luxurious bath with soaking tub, stall shower and vanities, and a private sun porch. A walkout lower level and 2nd floor storage room provide bonus space that is not included in the square footage. All inclusive rental including utilities.

Welcome to your dream retreat, where rustic charm meets modern luxury in this beautifully renovated barn. Nestled amidst the serene countryside, this property offers a unique blend of tranquility and sophistication making it the perfect furnished rental. Located on a quiet country road enjoy the peaceful property offering a heated pool and pond where you can fish from your backyard. The main living area is an entertainer's delight, featuring an open layout that seamlessly connects the living room, dining area, gourmet kitchen and screened in porch. Retreat to the luxurious master suite, where you'll find a spacious bedroom, spa-like ensuite bathroom and a soaking tub framing picturesque views of the surrounding landscape. Additional bedrooms offer ample space for guests or family members. Fully furnished and decorated with great style. Experience the magic of this enchanting retreat in South Salem! Also available for short term at $17k/month.

Imagine two iconic and charming 18th-Century Connecticut homes, seamlessly combined on nearly 3 acres, and then totally restored and reimagined to form a captivating 4-bedroom family colonial where historical perspective blends with modern amenities in a warm and workable open floor plan. Offered for rent this summer of '24: a full stay of 3 months, or monthly for June, July, or August ... or even for 2-weeks at a time !!! A perfect country get-away with delightful heated pool, multi-purpose barn, greenhouse, decks, campfire, and rolling lawns for all types of games and play. And at the heart of it all is a famous 228-year-old Sycamore tree, planted in 1795 and now sporting a 20 feet circumference, that lies at the center of this magical property - a simply spectacular place to get away, unwind, and have fun !!!

Welcome to 40 Scarlet Oak Drive, a beautifully maintained 4-bedroom, 2 1/2 bath Colonial tucked away on 2.46 acres in a quiet and tranquil neighborhood. Upon entry you'll be greeted with natural light cascading through numerous windows, spacious rooms, gleaming hardwood floors and an open floor plan seamlessly connecting the Living room with Fireplace, Dining Room, Chef's Kitchen and Family Room. The updated Eat-In Kitchen boasting granite countertops, updated cabinetry & sleek stainless-steel appliances and opens to the Family Room with Fireplace, Built-ins and sliders to tiered deck overlooking a large backyard, perfect for entertaining and play. A convenient Half Bath and Laundry Room and access to a two-car Garage complete the main level. Upstairs, the Primary Bedroom suite boasts a Walk-in closet and an updated Full Bathroom. The upper level is completed by three generously sized Bedrooms, Full Bath and Playroom with wall-to-wall carpet creating an ideal hangout space. The unfinished Lower Level offers plenty of storage plus room for exercise equipment. With its coveted location and abundance of amenities, this North Wilton Colonial offers residents an array of amenities this charming town offers. Convenient commuting location, with easy access to award-winning schools, walking trails & Wilton and New Canaan shopping districts. Approx 1 HR to NYC. Spring and Fall clean up and weekly lawn care included in the rent.

Welcome to your picturesque and dream rental, with breathtaking falling waters overlooking the rushing Mill River and one of the Twin Ponds. Water views and stunning interior design come together to create an unforgettable getaway experience. Contemporary home designed by noted architect Vuko Tashkovich who worked for the architects Eliot Noyes, John M. Johansen and I. M. Pei & Partners. This gorgeous property boasts floor-to-ceiling windows that offer dramatic panoramic views of the surrounding landscape, providing an immersive and relaxing atmosphere for all guests. Inside, this modern house boasts a spacious and open floor plan which furnished stylishly by linge Roset, Cappellini and Minotti. The kitchen is fully equipped with all the necessary appliances and tools to prepare gourmet meals, and the living room offers an ideal space to relax. The private Master Suite has a walk-in Dressing Room. Opulent Master Bath has luxurious radiant heat. Three additional Bedrooms including private Guest Bedroom. The home has every amenity including elevator and automatic generator. Covered Dining Terrace overlooking the heated salt-water pool. There is a pool house with a changing room, bath and outdoor shower. Step outside and enjoy the great outdoor space with a large pool and Jacuzzi perfect for lounging in the sun or taking a refreshing dip. With ample outdoor seating areas, you can enjoy al fresco dining or simply take in the stunning scenery as you unwind with your loved ones. Lake has a dock- perfect for kayaking, fishing, etc. Over three landscaped acres with specimen trees and flowering. The outdoors have mature specimen plantings including Japanese Maples and Weeping Beech. Located in a cul de sac the home is a sanctuary of privacy in the heart of Pound Ridge, minutes to the charming town of Pound Ridge, Scotts Corners, with farmers markets and an array of eclectic shops, a European fine bakery and restaurants. Whether you're looking to hike, bike, or simply relax and soak up the stunning river and lake views, this modern house is the perfect place to call home. Book now and start creating unforgettable memories that will last a lifetime.

This modern, light-filled home on 4 private acres is located in an estate area at the end of a cul-de-sac with an easy drive to town. Custom-built to maximize natural light, the European windows and glass doors showcase the property's beautiful natural surroundings. The thoughtful open design offers options for gathering with an elegantly informal floor plan. A stunning two-story entrance opens to the great room with fireplace, adjacent formal dining room and a front-to-back view of the glass enclosed all season sunroom with stone fireplace.The great room opens to a custom finished kitchen made for entertaining with butler's pantry and a dedicated prep kitchen/pantry space. A breakfast room with vaulted ceiling connects to an outdoor patio and grilling area. On the second floor, the primary suite has a fireplace, balcony, a custom walk-in closet and spa-like bath. The comfortable guest suite has a sitting room with fireplace & kitchenette.The second floor has two additional ensuite bedrooms.The upper floor features a 2 br. suite with custom closets, vanities, a tiled shower room, a living room and reading nook. The lower level has game room,media area, kitchenette, gym, bedroom, and full bath. Set in a quiet neighborhood with wide streets, this is a walker and cyclist's paradise. Peaceful privacy, abundant flat land, and relaxed livability make this a unique offering.

A Modern Retreat. A fresh take on a 1940's Colonial. Stunning interior spaces with wide white oak floors, white walls, vaulted ceiling, Rais Danish stoves and sliding barn doors. Sun-filled rooms with easy, open floorplan designed for today's lifestyle. Cheery Living Room with fireplace. Fabulous open-concept Dining Room and Kitchen with high-end finishes, vintage and custom lighting and top-of-the-line appliances. Spectacular Family Room with soaring ceiling. Choice of Offices for working/learning remotely. Private, first floor Primary Suite with Dressing Room and Spa Bath. Three additional Bedrooms. Lower Level Recreation Room with fireplace. Long, gated drive to private 16-acre hilltop with level lawns, gorgeous trees and incredible stone walls. Free-form Swimming Pool, Pool House and paved walking trails. Perfect privacy yet easy walk to the shops and restaurants of Scotts Corners. On the bike path to the town park. Exceptional, rare offering! Also available as a summer rental.

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 DISAPPOINTED. AN ENTERTAINERS DELIGHT FOR GATHERINGS OR JUST CONDUCTING BUSINESS FROM HOME. THE BEAUTY OF ITS LANDSCAPING, MOLDINGS, VERANDA AND CLASSIC DESIGNS ARE RARE IN TODAY'S BUILDING COMMUNITY. WITH THE HIGHEST QUALITY CONSTRUCTION IT WAS BUILT BY A MASTER BUILDER WITH ITS CURRENT OWNERS AND IT IS IN TURN KEY CONDITION.

The perfect summer retreat! This beautifully elegant and relaxing 5 bed, 4.5 bath country home is set on 2 acres with sweeping lawns front and rear in a sought-after neighborhood, less than 3 miles from downtown New Canaan's must-try restaurants, shops and train. Gourmet eat-in kitchen, light-filled rooms throughout and bonus/game room with pool table and dart board make this the perfect home-from-home with outdoor dining and living areas including a sparkling, heated, gunite pool, patio and stone fire pit. 5th bedroom with full bath on main floor currently being used as office but owners can move twin bed from lower level, if desired. Sleeps 10 comfortably. Available June 15th-July 13th. Enjoy all that New Canaan has to offer including walking trails, nature center, parks, spectacular new library and only 45 minutes from NYC.

Recent interior and exterior improvements - shows well. Sunny country home on lovely property. Primary bedroom suite at opposite end of house from three other bedrooms. Great walking and biking, Large field for games, field will be cut in June and October. Rent includes spring and fall clean up including gutters

The Perfect August Rental. Eight, absolutely private acres along a rushing creek surrounded by stone outcroppings and mature oak, maple and walnut trees. Beautiful gardens, specimen plantings as well as old stone walls, stairs and walkways built from moss covered steppingstones. Bluestone patio frames the heated, gunite pool with automated cover, perfectly positioned to take full advantage of full day sun. Sitting in the middle of Pound Ridge conservancy land and across the road from the town biking/hiking path and town park with Tennis Courts. Gracious Country Colonial originally built in 1938 and perfectly renovated with exquisite attention to detail. Impeccably appointed living space with Gym (spin bike, water rower and tonal exercise machine) and Fire pit.

Two houses are better than one! Charming renovated cottage sporting a fresh Scandinavian chic interior with new floors, new kitchen, new appliances, updated baths, new lighting, freshly painted inside and out and the list goes on! This secluded oasis has a beautiful in ground heated pool as well as a separate accessory dwelling in the red barn complete with two more bedrooms, kitchen and living room for over night guests, extra family or an amazing home office retreat. Main house has SOLAR so electric bills are virtually non existent. Primary bedroom with decorative fireplace and French doors leading to a stone terrace is on the main level and there is an additional sunroom/office/workout area connected to that room. Beautiful walking neighborhood with access to town trails and conveniently located between both Wilton and Ridgefield town centers. Enjoy a cool drink on one of the stone terraces overlooking the pool and gardens,swing on the hammock nestled among the trees, run in the yard or dip in the pool or simply take a stroll down the country lane. A true country retreat!

Updated & expanded home set on 4.5 flat acres just minutes to town, train, and schools. This 5br/5.2ba home has exceptional detail throughout with sun drenched rooms, custom kitchen w/ center island & cathedral ceilings, updated baths, dual staircase, & hardwood floors throughout. Separate bonus room with office and full bath would make the perfect Au-pair or In Law suite. Walk out lower-level playroom. Lovely slate terrace and heated pool make this the perfect backyard for entertaining. Located on a cul-de-sac for complete privacy.

Welcome to the former residence of Ace Frehley of the iconic band KISS. Cross through iron gates, over a stone bridge and up a circular driveway with garden pond and waterfall and arrive at this 6400 sf 5 bedroom 6 1/2 Bathroom home. Situated across from a 70 acre private farm w/ accessible hiking trails, makes this a perfect escape. Akin to something out of a magazine, this breathtaking home offers wide open spaces, lots of glass & light. Come record in the restored studio, if you'd like :)

One Month Summer fully furnished rental! Come to the country and enjoy this beautiful 4-bedroom home above the reservoir on Nod Hill. This spacious home has an open floor plan, two large family rooms, and a large wrap-around deck with sliders. There is plenty of room to work remotely and a sizeable picturesque backyard with a dining area. Convenient to Wilton Center, train to NYC, and enjoy Merwin Meadows Park and Lake, Westport, and Norwalk beaches are adjacent to Wilton. Ridgefield and New Canaan town centers are a 15-minute drive. The first floor has a two-story family room with a fireplace and large windows overlooking the reservoir. The lower level has room for a remote office and recreation/playroom with a ping pong table. Come and enjoy the summer in Wilton.

Step into a truly special home! This former hunting lodge, now a picturesque haven, is nestled on a private setting yet moments away from all that Ridgefield offers. Available for move-in August 1st. This home exudes character and charm w/over 4,000 sq ft, including 4BD and 3BA, two fireplaces, and a study that can flex as a 5th BD. The heart of the home is the expansive double-height Great Room, adorned with vaulted ceilings and exposed beams, centered around a magnificent floor-to-ceiling stone fireplace. The SS appliances and granite kitchen offer modern convenience. Retreat to the Primary suite with custom built-ins and a recently renovated ensuite bath, offering a private sanctuary for relaxation. French doors seamlessly connect living spaces to the 2-acre yard adorned with lush hydrangeas and peonies. Entertain guests on the expansive patio, deck, or porch with pergolas boasting beautiful wisteria. Or take a refreshing dip in the in-ground pool discreetly nestled amidst mature trees and landscaped grounds. This coveted residence offers the perfect blend of proximity to town and exquisite period details, making it an idyllic weekend retreat or year-round sanctuary. Don't miss the opportunity to make this historic gem your own.

Set on a beautifully scenic 2.35-acre lot on a tranquil circle near Laurel Reservoir, this exceptional property stands as the pinnacle of curb appeal, with a picturesque pond (and private island accessed by a footbridge) leading to the home's grand facade that combines timeless elegance with modern sophistication. Completely reimagined and remodeled in 1998 by distinguished architect, Carol Kurth, and renowned builder, Joseph Sisca, the home was awarded the Society of American Registered Architects' Design Award of Merit for superior achievement and professional design excellence. The gracious two-story foyer welcomes visitors into the open concept living and dining rooms. Culinary enthusiasts will revel in the cook's kitchen which is open to the adjacent family room, making the perfect space for cooking and gathering. The first-floor primary suite, complete with a fireplace and an exquisite bath featuring radiant heated floors, offers a luxurious retreat. Upstairs are four bedrooms and three bathrooms. The lower level features a gym, recreation room, wine cellar, steam room, and workshop, catering to all your fitness and leisure needs. The garage is equipped with a Tesla charging station.

FURNISHED RENTAL **Other flexible terms to be negotiated.** Relax and enjoy country living in this nearly 5,000 SF, 5-bedroom rustic colonial overlooking a large and serene pond with access to a canoe, a paddleboat, skating and fishing. In the winter season, enjoy a crackling fire in the family room or relax reading a book in the cherry paneled library. The large chef's kitchen steps out to views from the stunning stone patio making this home perfect for entertaining and casual everyday living. There are 4 finished floors, including a double story entry, handsome living room and dining room, and private office on the 3rd floor. Workout in the gym or just relax in one of the many spaces this home offers. Enjoy Grace Farms, Irwin Park, Waveny Park, shopping and restaurants just minutes away from this spectacular location.

FURNISHED. **Other flexible terms to be negotiated.** Relax and enjoy summer in New England! Experience country living in this rustic colonial overlooking a large and serene pond with access to a CANOE, a PADDLEBOAT, and FISHING. The large chef's kitchen steps out to water views from the stunning stone patio, making this home perfect for entertaining and casual everyday living. There are 4 finished floors, including a double-story entry, handsome living room and dining room, and a private office on the 1st or 3rd floor. Workout in the gym or just relax in one of the many spaces this home offers. Enjoy Grace Farms, Irwin Park, Waveny Park, shopping and restaurants just minutes away. Enjoy a relaxing summer in the quaint town of New Canaan!

This is a furnished summer rental available from 7/27/24 - 8/25/23. It can also be available for 7/12 - 7/26 for an additional $10,000. Enjoy the summer in beautiful Wilton, CT in this exceptional 5 bedroom home with oversized swimming pool. And a brand new sauna! Great location! 2 beautifully landscaped acres close to town, train, shops, beaches and great restaurants. Plenty of room to stretch out in almost 5000 SF, including 3 TV/Lounging Rooms and 2 Work from Home Offices. Extensive outdoor area for dining, entertaining, relaxing by the pool, with an outdoor kitchen and gas fire pit. Extensive lawns for games, exercise and recreation. Full gym in lower level, with a SoulCycle bike. Several large screen TVs. Tesla charging station in garage.

Charming 2-bedroom, 1-bath haven available for lease. Enjoy the convenience of a private entryway and the comfort of basic utilities such as water, electricity, and heating included in your rent. Internet service is the only additional cost. This space also provides parking for two vehicles and a lovely garden area with outdoor seating. Take advantage of the full-size laundry room for added convenience. This unique living space is a part of a distinguished private residence, offering its own secluded entrance and designated area. It can be rented furnished for short-term stays or unfurnished for a one-year lease, catering to your preferences and needs.

Welcome home to this charming Colonial-Cape with in-ground pool on a private, beautiful acre in North Stamford. Recently painted inside and out! Re-finished wood floors and all new recessed lighting just installed. Spacious living room opens to a formal dining room on the main level. Warm and inviting, the main level family room features a brick fireplace as the perfect backdrop for making memories with loved ones. Updated eat-in gourmet kitchen with center island, granite counters and stainless steel appliances is a chef or foodie's delight! Large screened-in porch off of the kitchen exits to the deck and in-ground pool. Master bedroom with updated bath, walk-in closet on ground level. Updated powder room. Upper level offers 3 spacious bedrooms and a full bath. Large floored walk-in attic for your storage convenience. Lower level playroom could be used as an office or man/ma'am cave (Square footage not included in listed square footage). Large and level front and private backyard perfect for entertaining and playing sports. Just minutes to Scofield Park, and 4 miles to Merritt Parkway and High Ridge restaurants and shopping centers. Good credit and references required. Tenants responsible for yard maintenance as well as pool maintenance, should they desire to use it.

Spacious 2 bedroom apartment in town. Close to train, shopping and restaurants. Well maintained complex with easy parking, laundry and storage on premises. Open floor plan with hardwood floors throughout. Two pools on premises and a fun common room that can be reserved for functions. Heat and hot water included.

Spacious 1 bedroom apartment in town. Close to train, shopping and restaurants. Well maintained complex with easy parking, laundry and storage on premises. Open floor plan with hardwood floors throughout. Two pools on premises and a fun common room that can be reserved for functions. Heat and hot water included.

Enjoy the country life within the charming historic village of Bedford, only an hour's drive or train ride into Manhattan! Located on 5.5 acres at the end of a wooded cul-de-sac, this four-bedroom, three-bath home is surrounded by nature and offers peace and privacy. Filled with natural light, the home features a spacious living room with wood-burning fireplace, dining room with sliders to the back deck, sunny kitchen with newer appliances, primary ensuite bedroom, additional two bedrooms with full hall bath, and an additional bedroom, full bath, and family room in the walk-out lower level. Beautiful hardwood floors throughout, with ceramic floor tile in kitchen and lower level, and a two-car attached garage. Please note: NO SHOWINGS Friday/Saturday April 26 & 27.