Lewisboro NY Real Estate & Homes for Sale

A lovely end unit located in sought after OAKRIDGE CONDOMINIUMS. Lots of natural light. Condo has been nicely updated and is move in ready. Numerous Updates: Full Bathroom Renovation 2023, Front Storm Door 2023, Hot Water Heater 2021, Washer/Dryer 2020, Anderson Slider 2019, Carpet & Flooring 2019, Updated Appliances. Additional Storage outside. Assigned parking right outside unit. Enjoy the following ammenities: Tennis Courts, Basketball Court, Swimming Pool, Walking Paths and lake. This unit is a "Middle Income" unit with a salary caps. The Middle Income Unit offers Low HOA $186.00 and low taxes. A wonderful opportunity to own in South Salem, NY.

Welcome to 10 Tommys Lane, South Salem! This charming & completely updated 1 level 3-bed, 2 bath home is ready to welcome a new owner. The bright and open kitchen with an island, stainless appliances & quartz countertops is a perfect spot to whip up a new recipe. The cozy wood-burning fireplace is the focal point of the spacious Living Room. You'll love the hardwood floors throughout & enjoy a sunny day on the large back deck. Additionally there's an 2 car attached garage It's the real deal!

Experience the epitome of convenience and comfort in this beautifully updated end-unit condo in South Salem, NY. Offering one-level living, this home is move-in ready and perfectly blends the ease of condo amenities with the warmth of a private residence. Step into the inviting living room, where a charming fireplace creates a cozy ambiance for relaxation or entertaining. The condo features two generously sized bedrooms, including a primary suite with an en-suite bathroom. The updated eat-in kitchen boasts Quartz countertops, a stylish backsplash, and a convenient pantry. Entertain with ease in the family room, which flows seamlessly onto a private patio, providing an idyllic outdoor retreat. The separate dining room adds a touch of formality, ideal for hosting special occasions. Additional bonus space on the upper level offers versatility for an office, den, or playroom. Convenience is key with a garage, additional parking spaces, and outdoor storage. Hardwood floors, high ceilings, and abundant natural light enhance the home's airy feel. Modern comforts include central air, new windows, a new hot water heater, and a new heat pump. The complex itself boasts two pools, tennis and basketball courts, pond views, and a play area. Located moments from the train station and essential amenities like shopping, dining, and schools, this condo offers a lifestyle of luxury and ease. Don't miss the opportunity to own this tranquil, Ranch-style condo. Schedule your private showing today and step into a home that's ready for you to make it your own a testament to elegance and a lifestyle choice that offers the best of both worlds.

Elegant Estate Living in Tranquil Splendor. Welcome to this stunning retreat nestled on 1.94 acres of lush, manicured grounds. As you approach the grand entrance, you'll be greeted by the stately main home, with 10-foot coffered ceilings, 9,656 square feet of living space spanning across 4 finished floors, chef's kitchen equipped with top-of-the-line appliances, a breakfast room, and a convenient coffee bar, 6 bedrooms and 6.5 baths, a third floor play room or theater, and a lower level featuring an additional rec room, wet bar, exercise room, and workshop. Step outside to a private, flat backyard and discover the sparkling over- sized pool, surrounded by lush gardens and a charming pool house. Imagine lazy summer afternoons lounging by the water, sipping cool drinks, and entertaining friends and family in your outdoor paradise.

Fabulous contemporary privately set on two acres in a convenient locale. Designed for easy living, entertaining and working from home year-round or as a weekend retreat. Welcoming two-story entry with abundant natural light through clerestory windows and skylights provides an instant wow factor. Enjoy views of the open yard through generously sized living and dining room windows. The sleek kitchen with large center island flows into a cozy den, mudroom, powder room and out to a lovely deck, rolling lawn and stone walls. A separate office flexes as a studio or gym. The upper level features a large primary bedroom with spa bathroom; two bedrooms, bathroom, laundry room, and a mezzanine area - perfect as office/den/guest space. This special property is approximately one mile from Scotts Corners. Ideally located close to nature preserves, the elementary school, town park, award-winning golf, The Inn by Jean-Georges, New Canaan shops, restaurants, and train.

Great opportunity to live in Wilton and enjoy this move-in ready home in a sought-after neighborhood. This spacious colonial split offers 4 bedrooms and 3 full baths and is sited on a flat 2-acre, lightly wooded lot where you can enjoy outdoor activity and entertaining. The spacious living room with fireplace and adjoining dining room are perfect for gatherings and the renovated kitchen is ideal for cooks. The inviting sunroom on the main floor is a great place to read and relax year-round or use as a convenient home office. A large family room with dramatic stone fireplace leads to a screened porch, where you can spend warm summer evenings. There is also a large bluestone patio. The upper level has a primary bedroom with bath and walk-in closet, plus three well-proportioned bedrooms and a newly renovated hall bathroom. This home has been well maintained with all mechanicals and infrastructure elements in top condition. Just move in and enjoy.

Sophisticated and spacious 4 bedroom home set on 3 acres close to town and the border of New Canaan. Quiet and private street, lovely setting with mature plantings. Well cared for home with tasteful upgrades and a convenient floorpan. Bright and open with high ceilings throughout. Many windows and natural light with beautiful attention to detail. Home office with French doors off the entrance, bonus room on second floor with many possibilities. Large lower level area perfect for the home gym and walkout to the outdoors. Potential pool site.

Stunning proposed new transitional home nestled on 2.78 acres in private nature setting with reservoir views. This exquisite home will be stylishly designed with high end finishes and gracious open living spacious. Additional 2000+sqft can be finished in lower level. Plans and specifications can be customized to your specific needs. Pool site available.

Better than new! EVERYTHING'S been done to make this a move-in-ready first home or easy home for down-sizers. Tranquil setting perfect for gardening, outdoor games and entertaining. Enjoy the open and covered decks, as well as the lower patio area with direct yard access. The open floor plan on the main level features a kitchen any cook will love! Curl up by the fireplaces in both the living room and family room during cooler weather. Tiled floors in both upstairs bathrooms, as well as on the lower level feature radiant heat to keep your toes toasty. Hardwood floors throughout the main level [even under the bedroom carpets]. What you can't see: new, 2-stage, efficient propane furnace, new well pump, wiring and piping into the house, new roof, new septic tank, new electric panel, R60 insulation in attic & garage. Be sure to check virtual tour for interactive floor plan and all the photos.

Nestled just minutes to New Canaan town center, this exquisite Colonial was custom built by Douglas Cutler Architects (main house rebuilt in 2010 and Guest Cottage NEW in 2020) boasts 6-bedrooms, 10 full baths, over 10,000sf with a spectacular 725sf guest house is a masterpiece of design and craftsmanship. Approached by a stately driveway with custom brick and iron gate, from the moment you drive in and step inside the main house you'll be captivated by the blend of modern elegance and timeless charm. Featuring 4 levels of expansive living space, a stunning Kitchen, 2 New Primary Baths, movie theatre, wine cellar, full house generator and IG pool, this residence is incomparable. The spacious living room w/fireplace is drenched in natural light, creating a warm and inviting ambiance. Ideal for entertaining, the open floor plan seamlessly connects the living room, dining room, family room, custom designed office, and outdoor living space. The heart of this home is the new Gourmet Kitchen, featuring center island seating, breakfast banquet seating area, white quartz countertops, 6-burner Wolf Range, SubZero Fridge, 2 Miele dishwashers, white custom cabinetry and 4-fridge/freezer drawers. Cooking enthusiasts will appreciate the functionality and style this very useable space offers. Step into the Butler's Pantry w/prep sink, white quartz counters, wine fridge, custom cabinetry, w/access to formal dining room.

Also, just listed as FURNISHED MLS #170608924. Drive through the electronic iron gates to a breathtaking 18,000+ SF, 3-story residence of handcrafted brick and imported French slate capped roof conveying a sense of permanence, substance & Old World quality reminiscent of grand country homes of Europe. On 6+ acres, tailored for an American lifestyle this European style home is met inside w/a balanced mix of classic luxury and relaxed modern-day conveniences & furnishings accentuated by contemporary art. Designed with two wings, this home hosts business associates & entertains guests without having to sacrifice the on-going family activities. North wing w/2-Story Library, Conference/Reading rm, Main Office, Bar, Living & Music rms. Accessed through a separate courtyard entrance, the South wing includes Dining rm, Parlor/Reception rm, 2nd Office, Valcucine ergonomic Kitchen, Breakfast area, Family rm, Back Staircase, Service/Mudroom, Fitness Center w/Sauna. 2 Laundry rms. Primary suite w/Sitting rm, 2 Fireplaces, 2 Baths, WIC, Dressing rm & Terrace. 6 add. en-suites w/Porcelanosa baths. Bespoke Millwork, Chandeliers, Floor-to-Ceiling Paneled Walls & French Doors w/Transom Windows. 8 Chesney fireplaces. A family-wellness focused estate w/enticing, extensive indoor & outdoor features & activities. Private fresh water pond. Pool. Tennis Court. 2,000SF Cottage. Heated Garage w/auto exhaust. 10-12 family cars or 25 collectible cars. Details Beds, Baths, More on 266MichiganRoad.com

FURNISHED. Move In For Holidays! On 6+ acres, tailored for an American lifestyle this 18,000 SF European Style home is met inside w/a balanced mix of classic luxury and relaxed modern-day conveniences and furnishings accentuated by contemporary art. Curated by DDC-NYC from a global selection, the furniture was chosen in ways that maximize elegance, style, sophistication & functionality. Designed to host business associates and entertaining without sacrificing the on-going family activities, the home has two distinctive wings. North, with 2-Story Library, Conference/Reading rm, Main Office, Bar, Living and Music rms. Accessed via a separate courtyard, the South wing includes a Dining rm, Reception rm, 2nd Office, Valcucine ergonomic Kitchen, Breakfast area, Family rm, Back Staircase, Service/Mudroom. 2 Laundry rms. Primary Suite with Sitting rm, 2 Fireplaces, 2 Baths, WIC, Dressing rm and Terrace. 6 addit. En-Suites w/Porcelanosa Baths. Bespoke Millwork, Italian Chandeliers, Floor-to-Ceiling Paneled Walls, French Doors with Transom Windows. 8 Chesney Fireplaces. A family-wellness focused estate with enticing, extensive indoor and outdoor features & activities. Fitness Center w/Sauna. Viewing Anteroom leads to Game rm. Home Theater and Wine Cellar. Private fresh water Pond. Pool. Tennis Court. 2,000SF Cottage. Heated Garage with auto exhaust for 10 family cars or up to 25 collectible cars. Details incl. beds & baths on 266MichiganRoad.com. Unfurnished listing #170591063

Classic old-world grandeur meets Connecticut sophistication at Bluebell Manor, an exquisite Georgian-inspired estate on 4.2 acres. Just seven minutes to town, this retreat set-back from the road, caters to a world-class lifestyle of elevated relaxation and lavish entertaining with sumptuous formal living spaces, five luxurious en suite bedrooms, a magazine-worthy gourmet kitchen, and a wealth of upscale amenities. Inside the impeccable residence bespoke millwork and arched doorways create a timeless aesthetic, while rows of windows capture mesmerizing garden views. The park-like grounds boast manicured landscaping, a pool, a half-basketball court, motor courts and a heated three-car garage. Extensive smart home features and conveniences deliver an unrivaled Connecticut lifestyle at incomparable Bluebell Manor.

Move right into this well appointed and updated home set on .75 acres. This three bedroom home offers primary bedroom options on both the main level and second level. The kitchen is complete with gas cooking, newer appliances, beautiful white marble countertops and an eat-in breakfast nook connected to the family room. French doors lead out to a newly refinished deck overlooking the bucolic backyard. The lower level has a mudroom that connects a two car garage. There is also a lower level den that leads to a patio where you can dine al-fresco in this private outdoor setting. Rest assured the house has had many recent updates and improvements including a new upper level primary en suit bathroom, split duct heating and cooling system, windows, spray foam insulation and generator wired to the electric panel. The yard is well manicured and abuts a Land Trust lot over 5 acres in size for an even larger buffer from other homes. This location is convenient to town, train and schools.

What a compound this is! A classic colonial transformed into a modern chic estate with over 6,200sqft. Gorgeous updated kitchen and tons of amazing entertaining space inside and out. The brand NEW primary suite is awesome with two fireplaces, sitting area, dual walk-in closets and bonus office suite with deck overlooking the stunning grounds. Four acres of privacy with custom pool, jacuzzi and waterfall. Fantastic guest house with over 2,400sqft of living space, full kitchen, fireplace, putting green and room for six cars. Simply spectacular in a magical setting!

Welcome to 277 South Bald Hill Road, a stunning center hall Colonial nestled in the picturesque town of New Canaan, CT. This spacious 4-bedroom, 2.5-bathroom home offers over 4128 square feet of beautifully designed living space, making it the perfect retreat for first home buyers, growing families, or those looking to escape the hustle and bustle of NYC.Situated on a sprawling 4.31-acre lot with tranquil pond views and lush landscaping, this property offers an idyllic setting for both relaxation and entertainment. The home's generous size rooms boast a seamless circular flow, and two cozy fireplaces in the living room and family room create inviting spaces to unwind.The renovated, expansive kitchen is a chef's dream, featuring stunning granite countertops, a large island, and a charming eat-in area. Elegant paneling in the dining room adds a touch of sophistication, perfect for hosting family dinners and gatherings. A private office off the kitchen provides the ideal workspace for those working from home.The family room's vaulted ceiling adds to the home's spacious atmosphere, while large windows throughout the home allow for an abundance of natural light to fill each room. Enjoy the peace and privacy that this beautiful home offer.Don't miss this incredible opportunity to own a piece of New Canaan's private landscape and open space. Schedule a viewing today to experience the beauty and charm of this stunning property for yourself.

Nestled on nearly 3 acres of meticulously landscaped grounds, this sun-drenched Pound Ridge colonial blends classic style with casual elegance. Boasting 4 bedrooms and 3 1/2 baths, this home offers the versatility of living like a 5 bedroom, complete with a guest suite featuring its own private bath on the main level ideal for visitors, an au pair, or extended family. As you walk through the home, you are surrounded by exquisite millwork and architectural touches, including crown molding, wainscot paneling, transom windows, recessed lighting, and beautifully finished hardwood floors. The chef's kitchen, adorned with handcrafted cabinetry reminiscent of fine furniture, seamlessly flows into the eat-in breakfast area. A commercial-style range and exhaust, high-end appliances, granite counters, and a tile backsplash adds to its function and beauty. The living room features a cozy fireplace, while the dining room impresses with a vaulted ceiling, a second fireplace, and built-in bookcases with window bench seat. The kitchen, living, and dining rooms all open up to the outdoor stone patio offering the perfect layout for entertaining. A separate den provides the ideal home office space. Upstairs, the primary bedroom suite invites you in with custom built-ins, a walk-in closet, and its own en-suite bath. Three more generously sized bedrooms and a beautiful hall bathroom complete the upper level. Now, step outside to your private oasis, featuring a stunning in-ground heated swimming pool, stone patio, lush, landscaped grounds with flowering trees and specimen plantings, a pool shed, and a detached oversized two-car garage with an electric vehicle charging station. This home, located just outside of Scotts Corners in sought-after Pound Ridge, is under ten minutes to the New Canaan Metro North station, and is just a short distance to the center of town. The perfect blend of paradise and convenience. Welcome home.

Real North Country feel the moment you turn onto this unique, private road in Pound Ridge - like stepping onto the wooded lane to the lake in New Hampshire or Maine. Cute cottage with lot's of potential/needs work/sold as is - cash offers only. Large deck. Short walk to fantastic large, clear lake - swim, fish, paddle, sail, skate and observe all the local wildlife indigenous to the area. A special place.

Welcome to this exquisite stone and shingle home, an extraordinary masterpiece built in the timeless English Cotswold tradition. Updated in 1996 and again in the early 2000's, this impeccably designed home showcases unparalleled craftsmanship, and captivates with its attention to every detail, offering a truly custom living experience. As you step inside, you'll be greeted by the allure of Palladian windows, arched doorways, and meticulously crafted custom moldings that adorn the interiors. The ambiance of this home is one of elegance and charm, with a seamless blend of classic antiques and modern comforts, creating a harmonious living space. The heart of this enchanting estate is its stone pool, where you can bask in the sunlight and enjoy refreshing swims on warm summer days. A gated entrance leads to the meticulously landscaped gardens surrounding the fenced-in property, which boasts a myriad of vibrant flora and whimsical sculptures. This stone and shingle manor house offers a rare opportunity to reside in a truly unique and captivating residence. Embrace the charm of the English Cotswold tradition, paired with modern luxury and convenience, in this exceptional home.

Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

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.

THE HOUSE THAT HAS IT ALL- Sophisticated yet totally livable 5 bedroom Contemporary home designed by noted architect Vuko Tashkovich (trained under I.M. Pei & Eliot Noyes) and sited on 3.27 acres of spectacularly landscaped property with a pool, pool house with a changing room, bath and outdoor shower, a 1/2 basketball court, sports field and lake with a dock- perfect for kayaking, fishing, etc. Minutes to the charming town of Pound Ridge, Scotts Corners, with farmers markets and an array of eclectic shops and restaurants. The public spaces flow beautifully with walls of glass showcasing the verdant views of the outdoors. All of the rooms that a buyer could desire are here: renovated eat-in kitchen, screened/glassed in porch, work-out room, home offices, family room, guest suite and more. The outdoors have mature specimen plantings including Japanese Maples, Dogwoods, Weeping Beech, Lilacs, Weeping Cherry- mesmerizing views from every room.

Introducing this newly constructed masterpiece by Nordic Builders, a beacon of modern elegance and sophistication. Located amongst other prestigious estates, this modern farmhouse boasts a stunning three-story entrance, complete with elegant lighting and a striking glass-enclosed staircase. And that's just the beginning! Designed with meticulous attention to detail, the property showcases 10-foot ceilings, custom oversized European windows and doors, intricate moldings, three fireplaces and more. A showstopping custom kitchen, ideal for culinary enthusiasts, leads into the inviting family room, the heart of the home. Additional features include a grand glass sunroom with accordion doors opening to a landscaped backyard, an outdoor kitchen, pool, and fire pit. spacious library, a mudroom, a four-floor elevator, and an attached heated three-car garage. The home features 6 spacious en-suite bedrooms, 7 full baths and 2 half baths. The highlight of the home is the expansive custom primary suite with a private deck, and luxurious bathroom with radiant heated floors, touch-activated mirrors, elegant eggshell bathtub and an advanced shower system. Everywhere you look, the magnificent home embodies "Best in Class," redefining luxurious living for today's discerning buyers!

THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, RARE CUSTOM ELEVATOR, SPORTS TENNIS COURT, MEDIA ROOM, HIS & HER SEPARATE BATHS, ALSO INCLUDED ARE SEVERAL PRACTICAL AND FUN AMENITIES THAT GRACE THIS ONE OF A KIND HOME. WITH PRIVACY ON ALL FOUR SIDES THIS HOME PRESENTS ONE OF THE BEST LOTS, SCHOOL SYSTEMS IN CT. STONE WALLS & SPECIMEN PLANTINGS ABOUND AND ONLY 1.8 MILES FROM POUND RIDGE N.Y. AND 4 MILES FROM THE TOWN OF NEW CANAAN CT. NEW CANAAN IS ONE OF THE SAFEST COMMUNITIES IN THE TRI STATE AREA, A MUST SEE IN THESE TIMES. THE REPLACEMENT COST OF THIS HOME IS ESTIMATED AT OVER 10 M, SO AT THIS ASKING PRICE IT IS CLEARLY A GREAT DEAL. IT CAN BE SOLD FURNISHED IF DESIRED. IN ADDITION A POOL TABLE, EXERCISE EQUIPMENT, DESK, A MAGNIFICENT CHANDELIER ARE INCLUDED. CUSTOM BUILT BY THE ONLY OWNER IT IS A MUST SEE. YOU WILL NOT BE DISAPPOINTED. ITS BEAUTIFUL MOLDINGS, VERANDA AND CLASSIC DESIGNS ARE RARE IN TODAYS BUILDING COMMUNITY. WITH THE HIGHEST QUALITY CONSTRUCTION & APPLIANCES IT WILL SERVE THE NEW OWNERS WELL. THE TERMS AVAILABLE FOR A QUALIFIED BUYER ARE VERY ATTRACTIVE. A DELAYED CLOSING, A LEASE PURCHASE AGREEMENT AVAILABLE AND NEGOTIABLE. A PRIVATE 2% MTG. IS AVAILABLE TO QUALIFIED PURCHASERS. SO, A BEAUTIFUL HOME IN A GREAT LOCATION WITH FLEXIBILITY AND NEGOTIABLE TERMS AWAITS YOU.

For the first time in over 80 years, one of New Canaan's most iconic estates is ready for its next steward. Perched on one of New Canaan's highest points, with clear views of the Manhattan skyline, this classic Georgian home overlooks 10+ acres of lush lawn, gardens, orchards, a beautiful pool and an artist's cottage. Drenched in sunlight, ''Rockin' Chair Hill's'' formal and informal spaces invite both gracious entertaining and quiet reflection with well-proportioned rooms, high ceilings and abundant natural light. It is difficult to overstate how rare this opportunity is -a once in a lifetime event- a chance to create new memories on one of New Canaan's most storied, gracious and admired properties, just minutes from town yet buffered by expansive land and privacy. Agent is related to the seller.