Chappaqua NY Real Estate & Homes for Sale

HOME NOT COMPLETED YET- 3 BR Millwood Elite home. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. Includes 3 BR + 2 offices, loft and outdoor terrace w built in grill and linear fireplace and interior wet bar in loft. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more!

Nestled within Chappaqua's prestigious school district, this charming Colonial is a must see! Boasting four bedrooms, it exudes warmth, highlighted by a comforting wood-burning fireplace in the generously sized formal living room. Sunlight streams through large bay windows, illuminating both the dining area and living space, while the stainless-steel kitchen seamlessly flows onto a spacious cedar deck, complete with built-in benches. The convenience of first-floor laundry, a home office, and a cozy family room add to the home's appeal. Outside, mature trees and stone walls frame a tranquil setting, offering a serene escape on this idyllic street.

Best & Final Offers are due by Tuesday, 4/16/24 @ 5 pm. Opportunity to own/invest in two homes on .38 acres of property located in the village of Chappaqua. The front home, #50 has 3 bedrooms, a spacious living room with a wood-burning fireplace, dining room, kitchen, full bathroom, a charming front covered porch, mudroom/pantry, and a full unfinished basement. Natural gas is the fuel source. The second home, #44 is a 2-bedroom cottage with a living room, kitchen, full bathroom, enclosed back porch, and an unfinished basement. Above ground Oil tank is the fuel source as well as propane for stove. The Property will be sold strictly AS-IS. This location offers highly sought-after Chappaqua schools and is very convenient with the town center just a short walk away, providing easy access to shopping, dining, train station, and bus stops. Don't miss the opportunity to make this versatile and well-located property your new home or investment location!

Ivy-Clad Stone. One of Chappaqua's most intriguing properties. Located in desirable Hillholme, a 1931 Stone Colonial carefully expanded to incorporate an 1890 Cottage from the historic Taylor estate. Nearly 5200 square feet of sun-filled living space brimming with period details. Classic Living Room with Fireplace. Formal Dining Room. Chef's Kitchen, featured in the New York Times, House and Garden and House Beautiful, with Christophen Peacock cabinetry, antique marble and reclaimed wood counters and stainless appliances. Light and bright Family and Sunrooms finished in period beadboard. Sitting Rm with Fireplace. Four Bedrooms with additional spaces for Offices, Guests or Sitting Rooms. Beautifully landscaped property in a desirable neighborhood. Walk to nature trails, elementary school or train. First time listed in over 30 years! Open Houses Thursday 4/11 10:30-1:30, Sat 4/13 11:00-3:00 and Sun 4/14 11:00-2:00

Fabulous 1929 Farm House Colonial meticulously renovated for today's modern living. Dining room w/wood-burning fireplace & large picture windows delightfully blends old-world charm & modern elegance. Awesome, huge, gourmet, designer kitchen w/giant, quartzite-topped center island & high-end appliances & finishes adjoins dramatic great room w/wood-beamed cathedral ceiling, stone-clad fireplace & gorgeous windows on three sides. Dreamy mud room w/built-in bench backed by a trio of lockers w/cupboards above & storage below, tile flooring & door to expansive side deck for easy alfresco dining or casual relaxation. Fostering work & creativity are two lovely home office/studios accented with a stone wall & illuminated by soft, natural light, plus a playroom w/built-ins & access to the main-level laundry room. Very practical, bright, corner, main-level bedroom w/ensuite bath. Grand two-story entry with straight staircase ascending to upper-level landing. Regal Primary suite w/high ceiling, window bench, walk-in closet, work/lounge/exercise space & ensuite bath. Spacious bedrooms w/built-ins. A paved motor court separates the main house from the detached, 2-car garage & 2-bed/1-bath cottage. Lovely lawns & mature landscaping adorn the property. Properly set back from the road, yet conveniently situated with close proximity to town, train, shops & schools. Your own compound. One-of-a-kind. [Note: Rooms & square feet displayed are combined total for two residences.]

Nestled within 1.53 secluded acres, at the end of a cul-de-sac, lies this beautiful Center Hall Colonial home, meticulously built with the finest materials and utmost attention to detail. From the moment you arrive, you are welcomed by the sound of a waterfall into a koi pond, surrounded by perennial plantings. Step inside, you are greeted by the elegance of superior craftsmanship, evident in every corner of this magnificent residence. The main floor enjoys 9" ceilings and inlaid mahogany floors throughout, a gourmet kitchen open to a double-height family room with wood burning fireplace, formal living and dining rooms, a guest bedroom suite and a laundry room. The second floor features a luxurious primary suite with two walk-in closets and a renovated bathroom with heated floors. Two additional ensuite bedrooms, a 4th bedroom, hall bath and a bonus room (for a family/play room) complete this level. Venture to the third floor and you will find a charming office/reading nook and access to an expansive unfinished attic ripe with potential. The finished lower level, thoughtfully designed for playing, working and/or exercising, features lots of custom built-ins, a wet bar with full fridge/freezer, a full bath and plenty of storage. The entire back of the house leads to a bluestone terrace from where you can enjoy the beautiful perennial gardens, eat al fresco, or just lounge in total privacy savoring the beauty of the undisturbed woods that abut the property. Tucked away within these gardens is a screened-in gazebo, offering a peaceful retreat where to unwind without any distractions. Whether it's the gleaming mahogany floors with inlays, custom-built cabinetry, or designer fixtures, every element of this home exudes luxury and sophistication, great for entertaining both indoors and outdoors. With its prime location, exceptional quality, and unmatched privacy, this colonial masterpiece offers not just a residence, but a lifestyle of unparalleled comfort and refinement.

HOME IS UNDER CONSTRUCTION!! 2 BR Briarcliff Floorplan with primary on first floor plus finished basement with half bath. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym and more. It is ideally sized at 2,945 sq. ft. and includes 2 BR + office, loft giving you plenty of space for your entire family to enjoy. The open concept 2 story great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A finished basement and powder room give the homeowners more room to enjoy. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to select your design features. MOVE IN FALL 2024

HOME IS TO BE BUILT. 2 BR very popular Greeley Floorplan with primary on first floor. We have a model of this home to walk through. It is ideally sized at 3,269 sq. ft. and includes 2 BR + office, huge loft, finished basement with media room and full bath. The 2-story open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A private rooftop terrace with outdoor kitchen and grill, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers! Once completed this 91 Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! Still time to add your own personal touches in both structural and design.

HOME NOT COMPLETED YET- NEW CONSTRUCTION HOME FOR SALE!! 2 BR Byram Farmhouse under construction. Byram model home available to tour. This home can close in Spring 2025. Home includes a finished basement with full bath, media room and may more upgrades. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor kitchen, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more!

Experience the allure of this sunlit 5 Bedroom Colonial nestled in the prestigious Lawrence Farm South neighborhood, exuding character and charm. Situated on a spacious 1.57-acre property, this residence boasts a professionally landscaped and level lot. The well-appointed kitchen features stainless steel appliances, granite counters, and a generous breakfast room with a captivating floor-to-ceiling stone fireplace. French doors lead to a patio offering serene views of the pool and expansive lawn. Beyond the formal living room, dining room, and family room, the first floor encompasses a guest bedroom and 2 full bath for added convenience. Find focus in the first-floor study adorned with built-in bookcases, ideal for remote work. Ascending to the second floor reveals a generously sized primary suite with primary bath, as well as three additional spacious bedrooms and updated hall bathroom, and an additional office space. The lower level introduces a sizable walk out playroom, perfect for entertainment and relaxation. Appreciate the seamless access to Horace Greeley H.S. playing fields and track for outdoor activities. Benefit from the property's proximity to the village,Whole Foods, Life Time Fitness, shops, Metro North train station, Chappaqua library, and the Chappaqua Farmers market, ensuring a lifestyle of convenience. Embrace the perfect blend of elegance and functionality in this inviting Colonial residence.

This Traditional Colonial home is on level property in a residential neighborhood, walkable to shops and train in the Village of Chappaqua, and features impressive curb appeal with a welcoming wrap-around covered front porch. Natural light fills the space with an entry foyer opening to the main living room and dining room, den, and kitchen. The addition of a family room and a full bathroom complete the main level with access to the level backyard. An updated full bathroom with heated floors and glass door shower on the 2nd level. Hardwood floors throughout both levels. Easy access to the walk-up attic and a full unfinished basement offers ample storage and potential for future finished space. A private and level backyard with a covered patio/gazebo perfect for entertaining. This home has been cared for and well-maintained by the same family for 50 years. New roof (2020) and connected to town sewer.

Cape Cod style home with stunning curb appeal situated on 1.3 acres of private and scenic property with naturally flowing brook and pond. The Chef's kitchen features refinished cabinets, a center island with a built-in wine refrigerator, Travertine marble countertops, backsplash, and stainless steel appliances, and offers an abundance of natural light with a picture window overlooking the property. The living room with a wood-burning fireplace has French doors to an office/library with custom built-in cabinets and shelving. An updated powder room and formal dining room that leads out to the breezeway/mudroom with access to the 2-car garage. The second level has a primary bedroom with a walk-in closet, a renovated private bathroom with marble tile and heated floors, 2 additional bedrooms, and a renovated bathroom in the hallway. The walkout lower level is finished with a room for an office, playroom, gym, and full bathroom. In the private backyard, a stone patio leads to a bridge with access to a finished playhouse that has electricity ideal for gaming or an art studio.

Welcome to 70 Cowdin Lane! Nestled at the end of a highly sought after private lane in the idyllic town of Chappaqua, this stunning 4-bedroom, 4-bath modern barn-style house is not to be missed! Situated on 2.3 beautiful acres, the residence offers a perfect blend of seclusion and convenience, mere moments from shopping, dining, the train station, and schools. Step through the double front doors into the two story foyer to discover a sun drenched sunken living room with a floor to ceiling stone fireplace along with a wall of french doors with transom windows and newly refinished wide plank white pine floors. The adjacent dining room has plenty of space to host holidays or enjoy long weekend brunches. Continue into the newly renovated chefs kitchen to find the heart of the home. The kitchen boasts all high end appliances including double Wolf ovens , Wolf refrigerator, microwave drawer and double Bosch dishwashers. The open concept kitchen flows seamlessly into the family room complete with a fireplace and vaulted ceilings. Off of the family room you will find a powder room, mudroom, pantry and access to the two car garage. Follow the stairs up into two rooms perfect for a home office, playroom, and/or gym. Step outside onto the beautiful screened-in sun porch made for warm summer nights or chilly fall days. On the second floor you will find the privately situated primary suite with a newly renovated bathroom with heated floors, large shower and a soaking jacuzzi tub. The second floor also has a library/den with a classic sliding barn door and two more bedrooms with extra large closets, one with a loft space perfect for a desk or extra play area. The newly renovated bathroom has a separate vanity. The laundry room is also on the second floor situated for convenience. The lower level recreation room has ample space for a home gym and plenty of space for entertaining. You will also find the state of the art 12 seat theater and a custom designed wine cellar. Beyond its exquisite design and premier location this home represents the epitome of contemporary country living, where every detail has been meticulously curated for the discerning homeowner. Reach out to schedule a private showing!

Step into this captivating antique home in Chappaqua NY, dating back to circa 1860, once a part of the historic Henry Allen Cider and Vinegar Factory. Combining old-world charm with modern comforts, this "Brooklyn chic" residence features original wide plank hardwood floors, exposed beams, vintage fixtures, along with carefully restored masonry, roof, and garage. Marble countertops in the kitchen and bathrooms, new appliances, and many updates throughout - the house is ready to move in. Situated on a level 1-acre property with a landscaped backyard with mature trees, and a wraparound patio, this home offers a unique blend of timeless allure and trendy sophistication, providing a rare opportunity to own a piece of living history. First floor: open space family room, eat-in kitchen, laundry, finished storage. Walk up to the second open floor, dining/living space with walkout to patio and landscaped back yard, there are 2 bedrooms and full bath; the third floor has a large primary bedroom, walk-in closet or this room can be used as den/office/bedroom, full hall bath with antique elements. Close to Chappaqua schools, town, train, shops, and restaurants... with endless potential for personalization, this opportunity invites you to transform this antique house into your own unique home. STAR deduction, if eligible, is $1702.

Experience the epitome of Mid-Century Modern living in this captivating secluded retreat, nestled down a country lane. This home, currently configured as a spacious 1-bedroom sanctuary, easily converts back to original design with 2 bedrooms and 1 bath, offers unparalleled privacy and sweeping panoramic views over 2 acres. The open spaces, accentuated by walls of windows, create a seamless indoor-outdoor experience, showcasing the breathtaking surroundings and nature's artwork. The property boasts a wrap-around deck, perfect for soaking in the serene landscape, wood floors, vaulted ceilings and brick walls. A wood-burning fireplace anchors the living space, making it the perfect hideaway for all seasons. This charming cottage serves as a peaceful haven, offering a unique living experience that blends architectural beauty, natural elements, and proximity to Chappaqua's town center. Don't miss out on this rare find. A testament to the timeless allure of Mid-Century Modern design.

Indulge in the ultimate luxury living experience in this exquisite dream home, nestled within a private 4-acre botanical garden. This exceptional property is designed for entertainment and outdoor living, featuring resort-like amenities including an inground gunite pool with a spa, a hard-court tennis/pickleball/basketball court, and a personal 140+ yard par 3 golf hole complete with bunkers and multiple tee boxes for various shot perspectives. A country club experience, without leaving home. Step into luxury as you enter the main residence, spanning over 6,000 square feet across three levels, with 5 bedrooms, 4 full bathrooms, and a powder room. The first floor sets the stage for indoor entertainment with a massive, sun-filled great room, a large formal dining room, and a den set off the eat-in, chef's kitchen. The massive deck running the full length of the house seamlessly blends indoor and outdoor living, connecting you from the first level to the pool area down below. The finished lower level features a nice recreation area, an au Pair Suite with a full bath & shower, and is highlighted by a 4500-bottle wine cellar. The property also boasts a remarkable 1362-square-foot freestanding office, perfect for those who desire a dedicated workspace separate from the main house. Additionally, a detached 3-car garage offers a 1350+ square foot Adirondack lodge-style great room/office/game room/guest suite with a summer kitchen and full bath, ideal for work, play, entertaining, or hosting guests. A whole house generator ensures uninterrupted power supply, and every corner of this sanctuary exudes thoughtful sophistication, from the manicured grounds to the breathtaking vistas. This unparalleled estate offers a harmonious blend of work and leisure, making it truly one of a kind. Approx. FULL square footage = 7,388 including the Studio above the garage Main House = 6,026sf Studio above Garage = 1,362sf

Stunning light filled contemporary home on premier Chappaqua road , lives like 5/6 bedroom with dual home office spaces & flexible floorplan. Renovated sparkling white oversized kitchen/center island/breakfast room windowed on 3 sides opens to family room w fireplace, high ceilings, 3 exposures, sliders to deck & patio. Playroom/billiard room 1/2 flight down with glass doors out. All main fl rooms open to expansive deck, patio & park-like back yard. Sweeping driveway privately set. Recent expansion of 2nd fl offers gracious King size primary suite/high ceilings/built-ins/dual WIC, & new en-suite spa style primary bath. Addt'l 3 bedrooms plus guest/nursery, large home office & large playroom/gym plus 3 full renovated hall baths. Windows everywhere. Gleaming hard wood floors throughout, recessed lighting, generator, ceiling fans. Impeccable move-in condition on sought after st near schools, town, train yet private with verdant parklike property and serene views out very window.

Complete renovation with exciting new additions, create a unique opportunity in one of Chappaqua's most desirable in-town locales. Constructed by Steven Tavolacci of Tavo Development, collaborating with highly regarded architect Teo Siguenza, resulting in a state-of-the-art offering. This exciting home delivers open concept living with highlights that include a pass-through fireplace between the Living Room and Family Room, an office/library with access to the screened porch and large gourmet Kitchen with Dining Area. The second floor provides a private spacious primary suite with a sitting room, dressing room and a large bath. Two additional ensuite bedrooms, laundry and bonus room complete this level. A mezzanine offers additional space for an office or TV Room. The home is sited on .75 acres and is minutes to Chappaqua, highways and a 50-minute drive to NYC. A rare opportunity to walk to town and train. Projected completion date is Aug-Sept 2024. Be in for the new school year!

Chic and elegant center all colonial on a premier street just minutes from top rated Chappaqua schools, train station, a variety of restaurants, shops and grocery stores - a prime location for convenience and lifestyle. The stunning property was professionally landscaped by Green Valley Nursery. As you step into the expansive entry hall, you're greeted with a feeling of openness and flow, leading you effortlessly into the spacious living room, dining room and family room - each space designed for both formal and casual gatherings. For those who work from home, the private office/den off the living room provides the perfect retreat for productivity. The heart of the home is the meticulously updated chef's kitchen, boasting high-end appliances, a center island, and custom cabinetry. Adjacent to the family room and kitchen, the sun-drenched sunroom invites you to unwind and admire the view of the large, level yard. Step outside to the bluestone patio, an idyllic backdrop for outdoor dining and celebrations. Make this home yours and start celebrating life's moments in style.

HOME IS UNDER CONSTRUCTION- READY FOR SPRING 2024 CLOSING 2 BR Briarcliff Floorplan with primary on first floor. A finished basement with half bath give plenty of room for everyone to enjoy. This outstanding home is located in a great location near the clubhouse and facing greenspace on one side and forest views from the rooftop deck. It is located in the heart of the neighborhood where you can walk to shopping, cafes, gym and more. It is ideally sized at 2,945 sq. ft. and includes 2 BR + office, loft giving you plenty of space for everyone to enjoy. The open concept 2- story great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! All design selections have been selected and are included in price. Our design team went above and beyond and this home will be finished like a model!

Wonderful Westchester estate on almost 6 beautiful acres. Supremely private, the property is gated and accessed by a winding and circular drive. The homesite is elevated and open-a perfect blend of rolling lawn, curated gardens and towering trees. The house, comprising five bedrooms and five full baths, combines traditional colonial architecture with modern elements. Floor to ceiling Palladian windows flood the living and family rooms with natural light. Triple French doors access a handsome brick terrace, A large open kitchen centers on an island and is adjacent to a lovely screen porch. The tennis and pool complexes are separate from the house and include a newly renovated cabana and an oversized saltwater pool. Located one mile from town and train, the house and property offer all the amenities of a cherished vacation destination with the convenience of village life. A very special offering within The Chappaqua School District.

Welcome to an architectural masterpiece on coveted Algonquin Drive. This custom home is perfect for the discerning buyer who wants sophisticated, luxury living. Walls of glass and French doors flood the home with light. Enjoy custom millwork, double-height foyer, 10' ceilings, and oak floors. The Deane kitchen is the home's heart, with a large island, brick fireplace, stainless appliances, and gracious eating area. A 20' high stone fireplace anchors the adjoining family room. Multiple mahogany decks and sunporch indulge indoor/outdoor living or entertaining. Flex rooms can be home offices, nanny room, or gym. Upstairs, the primary suite boasts soaring ceilings, deck, fireplace, and sitting area. Four more bedrooms have bespoke features, including vaulted ceilings and ensuite bathrooms. The upstairs hallway and bonus room can be used for study, work and play. Outside, enjoy privacy with flowering trees, flagstone patio, hot tub, and pool site. Elevator/Generator. Moments to town, train, schools.

Unique opportunity to own this convenient, in town, multi-use, four-floor building, zoned BR for business and residential use. The current configuration is a 3-story residential unit with a legal accessory apartment and 2 attached income producing retail/office spaces. A two-car attached garage and plenty of space in the rear provides ample parking. Town sewer hookup is accessible from street. Possibly the perfect mother-daughter home. Located within walking distance to downtown Chappaqua, close to town, trains and shopping. 50 minutes to NYC.

A magnificent, move-in-ready modern classic that feels grand yet warm, welcoming and young. With Ritz-Carlton-caliber luxury details throughout, this newly-constructed Jeff Taylor-designed compound is sited on 7.29 private acres in the acclaimed Chappaqua school district. Its ideal location is minutes from Bedford, the Saw Mill River Parkway and MetroNorth to NYC. Each space is a sanctuary of serenity, taste and quality, epitomized by 10-foot coffered ceilings, paneled walls, mahogany doors and oak floors. The grandeur of the residence extends to five ensuite bedrooms and four additional half baths boasting Carrera marble and Dornbracht fixtures. The residence optimizes flexibility, offering multiple offices and family rooms, a Peloton workout space, billiards/games room, and even a lushly appointed garage-lounge for 3 cars. A culinary haven awaits in the Top Chef-worthy kitchen, adorned with luxe Leicht cabinetry and top-of-the-line Miele and Wolf appliances. Smart lighting, radiant heat, Sonos sound inside and out, and a full camera security system seamlessly integrate modern technology with the timeless charm of the home. French doors beckon to the stunning bluestone terrace, lush level lawns, and specimen plantings. A heated LED-lit swimming pool and Grand Effects fire bowls create an enchanting ambiance for resort-style entertaining day and night. A separate Greek Revival-style guesthouse/office is accessed by an elegant, sun-drenched breezeway: a lovely walk on a radiant heat. This Chappaqua masterpiece is a testament to modern luxe living that transcends time. An historic, walkable town, exceptional schools, multiple country and swim clubs, chic boutiques and renowned restaurants like the 200-year-old Crabtree's Kittle House, with its acclaimed farm-to-table cuisine. A truly unique opportunity.

Stunning post modern design by Edward F. Knowles. The architect, whose work spanned six decades, began his career under the tutelage of Phillip Johnson. Knowles' designs include The Performing Arts Center at Wolf Trap and Boston City Hall. The site for the residence is almost 7 acres of elevated land-commanding long views to the the foothills of the Appalachian Mountains. Painstakingly conceived and constructed, the house encompasses over 8,000 square feet on three levels and includes an indoor 50-foot pool. The finely detailed interior seamlessly blends formal and informal entertaining spaces-all expertly designed to capture abundant natural light. Six bedrooms and eight bathrooms include a separate and private wing with living suite A native stone chimney complements the handsome slate roof. Extensive specimen plantings and curated gardens provide brilliant color and texture year round. A wonderful opportunity located in the Whippoorwill area of the Chappaqua School District.