Chappaqua Real Estate Search

Chappaqua Properties for Sale

Our website features the best Chappaqua real estate search for homes, condo, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Chappaqua Properties for Sale

Avg. No of Beds
Avg. No of Baths
Avg. Living Ft2
Avg. Listing Price
Cost per ft2
Days on Market

Curious about what’s happening in the Chappaqua real estate market? Sign up for a  Chappaqua Real Estate Market Report to see what’s active, under contract, and sold!

Newest Chappaqua Properties for Sale

5 Beds 5 Baths H6295070 MLS
Welcome home to this gorgeous Chappaqua 5 bedroom colonial! This stunning 5570 square ft residence sits gracefully and set back on a sprawling 1.16-acre professionally landscaped site with blooming ornamental trees, a belgian block lined circular drive, flagstone patio, stone walls and a 3 car garage outfitted with Tesla electric car charger. This home offers a perfect blend of luxury, tranquility, easy living and convenience. Every aspect of this home was re-designed in 2014 with meticulous attention to detail, custom built-ins, crown molding and millwork throughout offer a harmonious and thoughtful flow for every day living and entertaining family and friends. The heart of the home is the custom open gourmet kitchen, featuring top-of-the-line appliances including Viking, Meile and Thermador, built in coffee maker, endless counter space, and exquisite finishes. The first floor includes a large living room with a custom built-in wall unit and a cozy bay window seat, formal dining room with custom millwork, family room boasts a stacked stone fireplace which is open to the huge gourmet chefs eat-in kitchen, french doors lead out to a flag stone patio offering the perfect layout for entertaining. Office, mudroom, powder room and back staircase complete the 1st floor. On the second level you will find a luxurious primary suite which has cathedral ceilings, walk in closet, large bath with free standing soaking tub and steam shower an additional 4 large bedrooms one with a full ensuite bath and another full hall bath plus bonus storage space. The lower level has a large recreation room, bath and gym with doors out to the yard. Tons of storage and mechanicals. Conveniently located and just 5 minutes away from all vibrant downtown Chappaqua has to offer... dining, shopping, schools, playgrounds, library, recreation fields, Saturday morning farmers market and easy commute to NYC via Metro North train. Don't miss the opportunity to make this Chappaqua gem your own. Schedule a tour today and experience easy living in a truly idyllic setting.

95 Valley Lane, Chappaqua

3 Beds 3 Baths H6296521 MLS Kisco Park BLDG.
Captivating Colonial situated on a quiet tree lined street in the Chappaqua School District and conveniently located up the street from Smith Park. Sellers purchased this corner property in 1993 from the original owners. They had undergone a massive renovation in the year 2000 which included an entire second floor addition. The home easily lives as a 4 Bedroom with an additional office, loft and den area. The sun lit curb appeal of the classic colonial style is dually charming and inviting. Through the front door the original home can be imagined and the architecture that has been renegotiated and added appreciated. The double exposure of the kitchen makes the "eat in" aspect a pleasurable experience. A door that leads to a covered porch is another option for meals. In addition, a perfect patio off of the porch for grilling or toasting smores. Included on this primary level are a formal dining area, full bathroom, living room and office (that can live as a fourth bedroom) a family room and a comfortable deck. The upstairs circa 2000 was thoughtfully designed keeping the concepts of utilization and space a priority. Immediately a top of the stairs there is a great loft area located on the landing that doubles as a sitting room. Two generously sized bedrooms share a full bathroom and the oversized master with walk in closets and ensuite master bathroom finish up the space. Let's not neglect the walk out basement that has welcomed years of game nights and hot cocoa during snowstorms. The home truly represents pride of ownership.

33 Red Oak Lane, Mount Kisco

4 Beds 2 Baths H6300283 MLS
Welcome to your new home at 17 Kisco Park Dr, Mount Kisco, NY 10549 - a charming and inviting 4-bedroom, 2-bathroom Capecod that promises comfortable living in a friendly neighborhood. This residence strikes the perfect balance between cozy and spacious, catering to all your needs. Step inside to find a warm and welcoming atmosphere with ample natural light. The house is designed to maximize both function and style, featuring a practical layout that allows for seamless transitions between living spaces. The heart of this home is its kitchen, dining and living room which combines modern amenities with classic charm, making it an ideal place for both cooking and gathering. The property boasts a new finished basement that offers additional storage space or the potential to be transformed into a recreation room, home office, or whatever suits your lifestyle best. This flexibility ensures that your new home can grow and adapt with your needs. Set on over quarter of private, manicured property with mature trees, cul-de-sac location in Kisco Park section of Chappaqua. Living in this neighborhood, you'll enjoy the proximity to shopping, train station, restaurants and all that the town has to offer. The nearby Railroad Stations ensure effortless commuting or weekend escapades, both less than 3 miles from your doorstep. Additionally, Smith Park provides a serene escape into nature, perfect for picnics, walks, and outdoor fun, situated just .3 miles away. From accessible transport options to leisure and recreational facilities, everything you need is within easy reach. Embrace the opportunity to make 17 Kisco Park Dr your new home, where comfort meets convenience in a supportive community.

17 Kisco Park Drive, Mount Kisco

6 Beds 5 Baths H6296353 MLS
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.]

219 Hamilton Road, Chappaqua

5 Beds 8 Baths H6294376 MLS
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.

16 Marshall Lane, Chappaqua

5 Beds 5 Baths H6296574 MLS Lawrence Farms South BLDG.
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.

15 North Way, Chappaqua

4 Beds 4 Baths H6291948 MLS
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!

70 Cowdin Lane, Chappaqua

5 Beds 6 Baths H6292294 MLS
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

724 King Street, Chappaqua

4 Beds 3 Baths H6284862 MLS
Step into the enchanting world of a charming Nantucket-style 1900's converted barn colonial, complete with a separate, legal 1-bedroom, 650 sq ft rental cottage, all located within the Chappaqua school district. This home captivates with an updated kitchen adorned with white cabinetry, granite countertops, stainless steel appliances, and a distinctive Elmira Works Range, seamlessly flowing into a family room highlighted by hand-hewn beams and a wood (pellet) burning stove. The living area, designed for both elegance and comfort, features a gracious living room with a cozy fireplace and built-ins, a dining room with a charming alcove and second fireplace, a sun-filled, multi-windowed breakfast room, and a convenient adjacent mudroom with external access and a walk-in pantry. Further enhancing the ground floor is a powder room (PR) and dual staircases leading to the second floor. The upper level divides into two distinct bedroom wings, offering a primary bedroom with an ensuite bath and three additional bedrooms alongside a hall bath and a den/office space. Throughout this captivating home, custom stained glass windows, meticulously handcrafted stencil work, and quaint nooks and crannies add layers of character and history. The property is enveloped by majestic old-growth trees and lush, mature floral gardens, creating an atmosphere of artistic inspiration and whimsical charm. Its location is ideally situated for convenience to schools, shops, a bike path, and a gourmet market, making it a truly unique and inspired offering. This updated antique colonial farmhouse has been lovingly maintained by the same owner for over 40 years, featuring countless special details. The driveway accommodates six vehicles, enhancing this property's appeal as a distinctive and treasured home.

504 Millwood Road, Mount Kisco

2 Beds 4 Baths H6290589 MLS Chappaqua Crossing Carri BLDG.
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!

26 Wallace Way Unit #32, Chappaqua

5 Beds 9 Baths H6285557 MLS
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.

577 Millwood Road, Chappaqua

6 Beds 4 Baths H6279946 MLS
CHAPPAQUA SCHOOLS - POOL - HAR-TRU TENNIS COURT! Large Six bedroom, 4 bath Cape of over 5,000 sf on 2 private acres located on a cul-de-sac. Gracious entry opens onto Spacious Living Room and Formal Dining Room w/Gardener's Window. Open floor plan and hardwood floors throughout. Main floor large family room with working fireplace opens onto new 1900 sf Trex deck surrounding built-in heated pool. Laundry room is adjacent to spacious and bright eat-in kitchen with granite countertops and center island, two sinks, double ovens, custom solid maple cabinets and large pantry closet. Main floor Primary Bedroom with spectacular cathedral ceiling bathroom including jetted whirlpool tub and steam shower. Adjacent to Primary Bedroom is a Home Office with wrap-around walls of windows, built-in file cabinets and bookshelves, convertible to 6th bedroom. Upper level features 3 large bedrooms, a double-sink bathroom, and large storage closets. The above ground bright lower level has bedroom with En-suite bathroom, plus a huge 2nd family room and exercise area. The tennis court is set apart with a flagstone walkway from the house and a large stone patio. Electric retractable awning covers 20'x13' area of the deck. New Roof (2022) with heat tapes to prevent snow buildup in winter. Generac Generator, 3-zone AC, 4-zone oil heat. Invisible Fence covering entire property plus a 40' fenced-in dog run. Many additional "extras" that need to be seen.

62 Taconic Road, Millwood

6 Beds 6 Baths 3506993 MLS
BACK ON THE MARKET! Set on a sprawling 4.11-acre parcel in the esteemed Chappaqua enclave, 20 Bessel Lane offers an unparalleled blend of sophisticated living and natural tranquility. Every aspect of this residence and its grounds has been thoughtfully curated to fuse the home's refined design with the property's lush surroundings. The residence, boasting an expansive 7,978 sqft of living space, is designed with attention to detail and functionality. Expansive windows throughout the home frame views of the meticulously landscaped grounds, ensuring a continual connection to nature. Comprising 6 generously proportioned bedrooms and 5.5 bathrooms, this home meets both luxury and daily living needs with finesse. The dedicated home office and a bespoke home gym are significant additions, recognizing contemporary lifestyle requisites. Outdoors, the Shoreline pool is the centerpiece, designed to harmonize with the property's lush backdrop. Adjacent to the pool, a fully-equipped cabana with a kitchen is perfect for effortless entertaining. Tennis aficionados will find the private court, nestled among mature trees and rock formations, an exceptional addition. A unique feature of this estate is its dedicated orchard and vegetable garden area-a nod to sustainable living and a source of organic produce right in your backyard. Comprehensive amenities like a full irrigation system and thoughtful outdoor lighting ensure the grounds remain both functional and picturesque. Chappaqua's reputation for distinguished schools and a vibrant, tight-knit community make it a coveted location. Further enhancing this property's appeal is its proximity to New York City-just a 45-minute train journey, ensuring urban amenities are within easy reach.

20 Bessel Lane, New Castle

Start Your Search

Information Copyright 2024, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.