Buy houses in Chappaqua - Nestoria

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House · for sale

USD 575,000

USD 368/sq.ft

5 03 Brooke Club Drive

Chappaqua

· 1,561 sq.ft · 1 Bedroom · 2 Baths · House

· Fireplace · Equipped kitchen · Parking

Chappaqua · 1,561 sq.ft · 1 Bedroom · 2 Baths · House · Fireplace · Equipped kitchen · Parking

Welcome to The Brooke Club, an established residential community offering a wonderful combination of comfort, amenities, and convenience. Beautifully upgraded and thoughtfully maintained, this attached single-family home offers a flexible and distinctive floor plan complemented by a substantial list of meaningful improvements. On the main level, at the heart of the home, is a renovated chef's kitchen featuring quartz countertops, updated flooring, and a suite of Bosch appliances. Separate living and dining areas provide wonderful spaces for everyday living and entertaining as well as a fireplace. There is also a renovated full bathroom, separate laundry closet, pantry and direct access to the attached garage. The 2nd level offers an impressive primary suite providing a private retreat, complete with a beautifully renovated full bathroom and custom cedar-lined walk-in closet. The dramatic lofted mezzanine is multi-functional with cathedral ceilings adding architectural interest and valu

USD 575,000

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House · for sale

USD 899,000

USD 331/sq.ft

5 Gualtiere Lane

Chappaqua

· 2,713 sq.ft · 4 Bedrooms · 2 Baths · House

· Garden · Parking

Chappaqua · 2,713 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Parking

Welcome to this beautiful 4 bedroom, 2 full bath, 1 half bath home offering stunning water views and views of the Hudson River and Mario M. Cuomo bridge. Thoughtfully designed with spacious living areas and inviting outdoor spaces, this home combines comfort, charm, and an exceptional setting. Step inside through the impressive two story foyer, where soaring ceilings create a bright and welcoming first impression. The home's spacious layout provides plenty of room for everyday living, entertaining, and working from home. Enjoy peaceful mornings or relaxing evenings on the expansive front porch while taking in the scenic views. The large rear yard offers abundant outdoor space for gatherings, gardening, recreation, or simply enjoying the privacy and natural surroundings. Additional features include an attached garage, generous living space, and an ideal location in Ossining. Conveniently located just minutes from the Ossining Metro-North Station

USD 899,000

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House · for sale

USD 1,150,000

USD 501/sq.ft

New

12 Lyons Road

Chappaqua

· 2,293 sq.ft · 4 Bedrooms · 2 Baths · House

· Office room · Fireplace · Equipped kitchen

Chappaqua · 2,293 sq.ft · 4 Bedrooms · 2 Baths · House · Office room · Fireplace · Equipped kitchen

Welcome home to this beautifully renovated Colonial, privately set on 1.87 landscaped acres at the end of a picturesque cul-de-sac in Armonk. 12 Lyons offers a wonderful blend of classic character, modern updates, sun splashed spaces, and a flexible floor plan designed to adapt to the way you live. The living room is warm and inviting, with gleaming hardwood floors and a handsome wood-burning fireplace, the perfect place to gather on cozy evenings. The adjoining dining room boasts a bay window, the eat-in kitchen is spacious and boasts ample cabinetry, and a fabulous sunroom off the living room is wrapped in windows to bring the outdoors in, a peaceful spot for morning coffee, reading, or simply enjoying the changing seasons. A flexible use private office/playroom/guest room and convenient powder room complete this level. Upstairs, the comfortable primary suite includes a large ensuite bathroom with a skylight, double sinks, and soaking tub, and three additional bedrooms and a full bat

USD 1,150,000

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House · for sale

USD 1,250,000

USD 500/sq.ft

31 Byram Hill Road

Chappaqua

· 2,497 sq.ft · 3 Bedrooms · 2 Baths · House

· Deck · Equipped kitchen · Parking

Chappaqua · 2,497 sq.ft · 3 Bedrooms · 2 Baths · House · Deck · Equipped kitchen · Parking

Fully renovated home in the Byram Hills School District! This modern contemporary styled home is ready for its new owners. Current Owner has done upgrades for you. Comfortable home, will bring great memories for years to come. The entry has a custom decorative steel door and tile entry way. A Huge family room with wood burning FPL, sets the tone for this charming house. New kitchen with an island and breakfast nook will be the heart of the house. The dining area overlooks the oversized rear deck. Oh, the parties you will have out there! The living room has a vaulted ceiling and a wall of windows, allowing nature to almost be living with you! All of the hardwood floors in the house have just been refinished. On the upper levels you will find a sprawling primary suite along with 2 more beds and a hall bath. The house is exceptionally bright from all the windows and skylights. A 2-car garage, laundry and utility room are located in the lower level. The driveway can fit almost any number o

USD 1,250,000

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House · for sale

USD 725,000

USD 451/sq.ft

263 Pythian Avenue

Chappaqua

· 1,604 sq.ft · 3 Bedrooms · 2 Baths · House

· Patio · Office room · Fireplace · Equipped kitchen · Parking · Cellar

Chappaqua · 1,604 sq.ft · 3 Bedrooms · 2 Baths · House · Patio · Office room · Fireplace · Equipped kitchen · Parking · Cellar

Welcome to this charming 3-bedroom, 2-bathroom Cape Cod offering a comfortable and functional layout with plenty of space to make your own. The first floor features a welcoming living room with a fireplace, a separate dining area, kitchen, dining room/family room with door out to patio, primary bedroom, home office and full hall bathroom. Upstairs, you’ll find two additional bedrooms and a hall bathroom. The full basement offers laundry, ample finished storage, utilities and door out. A one-car garage provides convenient parking and additional storage. Situated on a level property with easy access to everyday conveniences, this home combines classic Cape Cod character with practical living spaces and an ideal location

USD 725,000

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House · for sale

USD 454,000

USD 275/sq.ft

413 Fort Washington Avenue

Chappaqua

· 1,647 sq.ft · 3 Bedrooms · 1 Bath · House

· Garden · Parking · Deck · Fireplace · Equipped kitchen

Chappaqua · 1,647 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Parking · Deck · Fireplace · Equipped kitchen

Adorable Dutch Colonial features three bedrooms, 1.5 bath, hardwood floors, living room with fireplace, dining room, backyard deck and cozy sunroom. Second floor hardwood floor. Updated kitchen. Walk up attic, 1 car garage. Conveniently located in Central Westchester, Less than 0.5 mile to Metro North Hawthorne station and easy to reach from Taconic & Saw Mill Pkwy

USD 454,000

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House · for sale

USD 1,350,000

USD 594/sq.ft

New

25 Wildwood Road

Chappaqua

· 2,271 sq.ft · 4 Bedrooms · 2 Baths · House

· Deck · Fireplace · Equipped kitchen · Air conditioning · Swimming pool

Chappaqua · 2,271 sq.ft · 4 Bedrooms · 2 Baths · House · Deck · Fireplace · Equipped kitchen · Air conditioning · Swimming pool

Katonah Gem! A cherished home for 38 years, this wonderful Colonial is ideally situated in the heart of Katonah, offering a blend of classic charm, comfortable living, and an exceptional outdoor lifestyle. A welcoming front porch sets the tone, while the spacious deck overlooks beautifully flat, park-like land, an idyllic setting for entertaining, morning coffee, play, and relaxed summer living. The thoughtfully designed interior offers hardwood floors, 4 bedrooms, including a desirable first-floor primary suite, two full baths, powder room, fireplace, & finished lower level. The kitchen features a gas range, granite counters and stainless-steel appliances. Central air ensures year-round comfort. The lower level provides versatile space for recreation, a home office, storage, & laundry. The location is truly special. Katonah Park is across the road with walking trails, Rasor Field, paddle tennis courts, and a path to the pool and tennis courts. Sidewalks lead to Katonah Elementary Scho

USD 1,350,000

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House · for sale

USD 1,650,000

USD 457/sq.ft

461 Bedford Road

Chappaqua

· 3,606 sq.ft · 3 Bedrooms · 4 Baths · House

· Garden · Office room · Gym · Swimming pool

Chappaqua · 3,606 sq.ft · 3 Bedrooms · 4 Baths · House · Garden · Office room · Gym · Swimming pool

Beautifully set on a level, fully usable 2-acre property in one of Armonk's most desirable locations, this exceptional home offers the perfect blend of privacy, modern updates, and everyday convenience. A rare second access from Creemer Road provides added flexibility and ease of entry. Designed for today's lifestyle, the home features an open-concept floor plan with hardwood floors, abundant natural light, and spacious living areas ideal for both everyday living and entertaining. The recently finished 1,384-square-foot walk-out lower level, complete with a full bath and direct outdoor access, provides exceptional additional living space perfect for a recreation room, home office, gym, guest suite, or media room. The private backyard is a true retreat, highlighted by an in-ground pool surrounded by expansive, level grounds with endless possibilities for recreation, gardening, or future enhancements. Extensive recent improvements include a new roof (2019), updated siding and gutters (20

USD 1,650,000

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House · for sale

USD 699,000

USD 545/sq.ft

32 Terrace Avenue

Chappaqua

· 1,281 sq.ft · 3 Bedrooms · 2 Baths · House

· Garden · Terrace · Parking

Chappaqua · 1,281 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Terrace · Parking

This charming 3-bedroom, 2-bath home in the Village of Ossining, is a legal 2 family and is currently being used as a single family. Features include a small backyard, a detached 1-car garage, and a convenient location close to shops, transportation, and amenities

USD 699,000

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House · for sale

USD 1,199,000

145 Arthur Avenue

Chappaqua

· House

· Patio · Access for people with disabilities · Equipped kitchen · Parking · Cellar

Chappaqua · House · Patio · Access for people with disabilities · Equipped kitchen · Parking · Cellar

Welcome to 145 Arthur Avenue in Thornwood, NY—a rare opportunity to own a versatile legal two-family home situated on a desirable corner lot in one of Westchester County’s most convenient locations. This spacious property offers four bedrooms, three full bathrooms, a bright sunroom, a finished basement, and an oversized garage with plenty of room for multiple vehicles, a workshop, or additional storage. The first-floor unit features a kitchen, dining room, living room, full bathroom, sunroom, bedroom, and flexible den or office space. Handicap Accessible pathway from the driveway to the back entrance of the home. The second-floor unit offers a spacious three-bedroom layout, an updated full bathroom with heated floors, an eat-in kitchen, dining room, and large living room that opens onto a private second-floor patio. The finished walk-out basement includes three versatile rooms suitable for additional living space, recreation, hobbies, or storage, along with a full bathroom. Outside, en

USD 1,199,000

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House · for sale

Request Details

42 Pershing Avenue

Chappaqua

· 1,453 sq.ft · 4 Bedrooms · 2 Baths · House

· Patio · Garden

Chappaqua · 1,453 sq.ft · 4 Bedrooms · 2 Baths · House · Patio · Garden

Welcome home to this beautifully maintained 4-bedroom, 2-bath Cape Cod nestled in one of the desirable Hudson Valley River towns. Combining classic charm with everyday comfort, this move-in-ready home features gleaming hardwood floors, spacious living areas, and a flexible floor plan perfect for today's lifestyle. The private backyard offers a peaceful retreat with a patio ideal for outdoor dining, entertaining, or simply relaxing. Experience the best of Hudson Valley living with convenient access to the scenic Hudson River waterfront, parks, hiking and biking trails, local restaurants, shopping, and year-round community events. Whether you're commuting, exploring the outdoors, or enjoying the vibrant Rivertown lifestyle, this home offers the perfect balance of tranquility and convenience. Don't miss this opportunity to own a beautiful home in one of the Hudson Valley's most sought-after communities

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House · for sale

USD 705,000

USD 334/sq.ft

321 Spring Street

Chappaqua

· 2,110 sq.ft · 4 Bedrooms · 2 Baths · House

· Garden · Deck · Equipped kitchen · Cellar · Parking

Chappaqua · 2,110 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Deck · Equipped kitchen · Cellar · Parking

Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room, kitchen, dining room and large bright 4 season sun sunroom. The full, unfinished basement features two laundry stations, one for each unit plus plenty of storage. Additional features include oak hardwood floors, stucco walls & solid wood trim. The shared backyard features a large hardwood deck for outdoor entertaining. Ample driveway and off-street parking. This home is very well-maintained. Apartments may enjoy some updating, but the bones of this beautiful property are excellent. Enjoy this incredible location featuring a short walk to the Arcadian Shopping, the Scarborough-on-Hudson train station to GCS, and the Hudson River Front. It doesn't get better than this! Taxes don't reflect STAR savings of $1,591 if qualified

USD 705,000

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House · for sale

USD 810,000

USD 574/sq.ft

354 Commerce Street

Chappaqua

· 1,410 sq.ft · 3 Bedrooms · 2 Baths · House

· Equipped kitchen · Parking

Chappaqua · 1,410 sq.ft · 3 Bedrooms · 2 Baths · House · Equipped kitchen · Parking

If you are you looking for something a little different you may have just found it. This raised ranch with a contemporary feel has lots of modern touches and is move in ready. With 3 well proportioned bedrooms and 2 clean and modern bathrooms featuring high-quality fixtures, it lives large and provides a functional and versatile living space. The main living areas are bright and airy, with large windows allowing natural light to flow throughout. Hardwood floors on the main level add warmth and character. The kitchen features lots of maple cabinetry, stainless appliances, cast in place concrete countertops and slate floors. There is ample counter space, making meal preparation convenient. The lower level has a very useable multi purpose room, a full bathroom, laundry, utilities and has access to the 2-car garage. Lots of updates include a new roof in'22, a new boiler/hot water heater in'19, 4-zone radiant heat on the main level and 4-zone ductless air conditioning. Located in a very con

USD 810,000

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House · for sale

USD 999,000

USD 501/sq.ft

22 Hillside Avenue

Chappaqua

· 1,991 sq.ft · 3 Bedrooms · 2 Baths · House

· Patio · Office room · Equipped kitchen

Chappaqua · 1,991 sq.ft · 3 Bedrooms · 2 Baths · House · Patio · Office room · Equipped kitchen

Set in the heart of Katonah, 22 Hillside Avenue offers a wonderful combination of comfort, character and convenience within the award winning Katonah Lewisboro School District. The inviting main level features a bright living room and updated kitchen with stainless steel appliances, with easy access to both the dining room and patio for al fresco dining and gathering. The home has an easy flow for everyday living and entertaining, with beautiful hardwood floors throughout. Three bedrooms include one currently transformed into a beautifully designed dressing room with custom cabinetry, offering flexibility to suit your needs. Two full baths complete the living space. Additional highlights include a bright sunroom/office and a dedicated workshop/workspace, providing valuable additional space for projects or hobbies. Leave the car at home and head into town for the train, shops and restaurants, all just moments away. This is a rare opportunity to enjoy Katonah’s distinctive combination of

USD 999,000

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House · for sale

USD 739,000

USD 473/sq.ft

355 Fort Washington Avenue

Chappaqua

· 1,561 sq.ft · 2 Bedrooms · 1 Bath · House

· Garden · Office room · Deck · Fireplace · Equipped kitchen

Chappaqua · 1,561 sq.ft · 2 Bedrooms · 1 Bath · House · Garden · Office room · Deck · Fireplace · Equipped kitchen

Welcome to this meticulously maintained 2 bedroom, 1.5 bath Cape Cod-style home! Ideally situated on a level, fully fenced-in lot with mature plantings and trees providing privacy and a beautiful backdrop. This charming home offers a wonderful blend of classic character and modern updates. The inviting main level features a spacious living room with wood-burning fireplace, crown molding, hardwood floors and french doors leading to a generous deck overlooking the private backyard—a perfect setting for morning coffee, summer gatherings, or simply enjoying the peaceful outdoor surroundings. The updated kitchen with hickory cabinetry and quartz countertops and ceramic flooring flows seamlessly into the formal dining room, also highlighted with hardwood floors and a beautiful bay windows that fill the space with natural light. A den/office off the kitchen also provides extra sleeping space for family and guests. A cozy powder room completes the first floor. Venture upstairs and you will fin

USD 739,000

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House · for sale

USD 1,299,999

USD 513/sq.ft

9 Stonegate Road

Chappaqua

· 2,530 sq.ft · 3 Bedrooms · 2 Baths · House

· Patio · Office room · Deck · Equipped kitchen

Chappaqua · 2,530 sq.ft · 3 Bedrooms · 2 Baths · House · Patio · Office room · Deck · Equipped kitchen

Welcome to 9 Stonegate Road, a beautifully renovated three-bedroom, two-full-bathroom home set on. 97 acres in the sought-after Stonegate Road neighborhood of Valhalla. Offering approximately 2,500 square feet of living space, this residence features quality updates, stylish finishes, and versatile living areas designed for modern comfort. The renovated kitchen features Bosch appliances and elegant marble and quartz finishes. Hardwood floors enhance the main level, while the finished lower level offers additional living space with durable wood-look tile flooring. The outdoor spaces provide an inviting setting for both entertaining and relaxation. A custom TimberTech deck extends to an expansive patio, overlooking the beautifully landscaped property and creating a seamless connection between indoor and outdoor living. The home's additional office suites and guest rooms offer flexibility for working from home, hosting visitors, pursuing hobbies, or adapting to changing lifestyle needs. T

USD 1,299,999

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House · for sale

USD 899,000

USD 632/sq.ft

60 Livingston Avenue

Chappaqua

· 1,421 sq.ft · 3 Bedrooms · 2 Baths · House

Chappaqua · 1,421 sq.ft · 3 Bedrooms · 2 Baths · House

Welcome to this beautifully maintained Valhalla home, where timeless craftsmanship meets everyday comfort. This special property features stunning handmade cherry cabinetry, gleaming hardwood floors, and an abundance of storage throughout. Thoughtful amenities include central vacuum, ductless air conditioning, and a convenient laundry chute. Outside, enjoy your own private retreat with a charming goldfish pond and beautifully cared-for grounds—perfect for relaxing or entertaining. Lovingly maintained and filled with character, this home offers the perfect blend of quality, functionality, and warmth in a sought-after Valhalla location. A wonderful opportunity to make this exceptional home your own!

USD 899,000

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House · for sale

USD 1,741,000

USD 588/sq.ft

45 Fieldstone Knoll 25

Chappaqua

· 2,960 sq.ft · 3 Bedrooms · 2 Baths · House

· Patio · Fireplace

Chappaqua · 2,960 sq.ft · 3 Bedrooms · 2 Baths · House · Patio · Fireplace

Discover luxury living at Enclave at Armonk by Toll Brothers in esteemed Westchester County. This community is an intimate enclave of two-story townhomes offering luxury features from top brand-name manufacturers such as Kohler fixtures, Century cabinets, stainless steel appliances, and much more. This quick move-in home is a Wilkerson Farmhouse model with the primary bedroom on the first floor. Enjoy open living with a flex-room on the main floor, wood-burning fireplace in great room and open railings to lower level. You can walkout from your great room to a Patio and enjoy the serene views. Enjoy entertain in the finished lower level with a half bath. Home site is situated on the walking trail. Home will be ready for Summer 2027 occupancy. Homeowners will enjoy low-maintenance living with lawn care and snow removal provided. Enclave at Armonk by Toll Brothers is ideally located close to major commuter routes, including 684, I-95, I-287, Merritt Parkway, and Bronx River Parkway. Recre

USD 1,741,000

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House · for sale

USD 1,300,000

USD 336/sq.ft

29 Country Club Lane

Chappaqua

· 3,864 sq.ft · 3 Bedrooms · 3 Baths · House

· Office room · Deck · Fireplace · Equipped kitchen

Chappaqua · 3,864 sq.ft · 3 Bedrooms · 3 Baths · House · Office room · Deck · Fireplace · Equipped kitchen

Enjoy this beautifully updated, and stylishly appointed, corner unit home in the highly desirable Pleasantville Country Club community. You will appreciate the ease of a maintenance-free, resort-style living, where you can spend more time enjoying the wonderful amenities and less time worrying about upkeep. Offering three levels of spacious living, the home welcomes you with a dramatic two-story entryway leading to inviting living and dining rooms. The main level also features a comfortable family room with fireplace and an open kitchen with a sunny breakfast nook complete with built-in banquette seating. Sliders leading to a private deck overlooking the 6th hole of this beautiful golf course and a powder room finish off the main floor. The second floor offers a primary bedroom with ensuite bath and WIC, a second bedroom with an ensuite bath, along with a flexible office space or third bedroom featuring custom built-ins, ideal for working from home. The finished lower level provides a

USD 1,300,000

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House · for sale

USD 479,500

USD 315/sq.ft

10 Clinton Street

Chappaqua

· 1,518 sq.ft · 4 Bedrooms · 2 Baths · House

Chappaqua · 1,518 sq.ft · 4 Bedrooms · 2 Baths · House

Exceptional investment opportunity in the heart of Sleepy Hollow! This legal two-family property offers tremendous potential for investors, contractors, builders, or buyers seeking to restore a property in one of Westchester County's most desirable river communities. Being sold strictly. *AS-IS*, the home requires substantial renovation and presents an ideal full rehabilitation project. Ideally situated just moments from the vibrant downtown, enjoy convenient access to the Metro-North train station, the Hudson River waterfront, parks, restaurants, shopping, and the scenic RiverWalk. The rear porch offers seasonal views toward the Governor Mario M. Cuomo Bridge, adding to the property's unique setting. Whether your vision is to renovate and hold as an income-producing asset or restore it for resale, this property offers an exceptional opportunity to create value in a location where renovated multifamily homes continue to see strong demand. Buyers are encouraged to perform their own due

USD 479,500

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House · for sale

USD 740,000

USD 577/sq.ft

24 Howard Avenue

Chappaqua

· 1,281 sq.ft · 3 Bedrooms · 1 Bath · House

· Garden · Equipped kitchen

Chappaqua · 1,281 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Equipped kitchen

Welcome home to the perfect blend of charm, comfort, and convenience. Nestled on a quiet, tree-lined street, this warm and inviting home welcomes you with a quaint front porch, the perfect place to unwind with your favorite evening drink. Inside, you'll find a bright and sunny layout featuring sparkling hardwood floors throughout. The spacious living room, complete with updated built-in shelving, flows seamlessly into the dining room, creating an ideal space for both everyday living and entertaining. The kitchen offers stainless steel appliances, beautiful countertops, abundant cabinetry, and plenty of storage, while a convenient first-floor powder room adds to the home's functionality. Step outside to your completely private, fully fenced backyard, an ideal setting for entertaining, gardening, or simply enjoying peaceful afternoons in your own outdoor retreat. Upstairs, you'll discover three generously sized bedrooms with exceptional closet space that is sure to impress, along with a

USD 740,000

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House · for sale

USD 1,499,000

USD 499/sq.ft

15 Deerfield Lane S

Chappaqua

· 3,003 sq.ft · 3 Bedrooms · 3 Baths · House

· Garden · Swimming pool · Deck · Fireplace · Equipped kitchen

Chappaqua · 3,003 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Swimming pool · Deck · Fireplace · Equipped kitchen

Enjoy the best of Westchester living with a Pleasantville address in the highly sought-after Byram Hills School District. Just minutes from the Pleasantville Farmers Market, Jacob Burns Film Center, downtown Armonk, Chappaqua shopping, dining, and Metro-North, this beautifully updated ranch offers the perfect blend of convenience, privacy, and one-level living. The open-concept floor plan features hardwood floors, a stone fireplace, and a renovated eat-in kitchen with granite countertops, stainless steel appliances, custom cabinetry, and built-in seating. A stunning great room/tv room with 12-foot beamed ceilings, skylights, and sliding doors opens to an expansive deck, creating seamless indoor-outdoor living. The resort-style backyard is a private retreat with a heated saltwater pool (2021), new hot tub (2025), and mature landscaping. The primary suite offers a walk-in closet, radiant heated bath floors, and peaceful woodland views. Additional bedrooms, updated baths, a home office/li

USD 1,499,000

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House · for sale

USD 1,249,000

USD 412/sq.ft

2440 Saw Mill River Road

Chappaqua

· 3,025 sq.ft · 4 Bedrooms · 4 Baths · House

· Garden · Office room · Fireplace · Equipped kitchen · Parking

Chappaqua · 3,025 sq.ft · 4 Bedrooms · 4 Baths · House · Garden · Office room · Fireplace · Equipped kitchen · Parking

1930's farmhouse. Tastefully and completely re-imagined. Charming 1935 Farmhouse, part of the fabled Amawalk Tree Farm. Gut renovated in 2023 with a clean, crisp interior. Wide board floors, beadboard and period moldings. Bright and comfortable spaces with an urbane aesthetic. Rocking chair porch with two ceiling fans for warm summer evenings. Beautifully proportioned Living Room with fireplace. Family Room open to thoughtfully designed Kitchen with open Dining Area, a large center island with waterfall edge, Quartz countertops and stainless-steel appliances. Private Primary Suite with large Walk-in Closet and private Bath. Three additional Bedrooms. Two additional Baths. Lower Level with Playroom, Office/Exercise Room and Fourth Bath. Gorgeous, level 3.6-acre parcel with level lawns, a firepit, mature trees and flowering shrubs. Ancient Blue Spruce, Hydrangeas and Hosta. Detached two-car Garage with storage loft and large garden shed. Convenient location close to shopping and the Taco

USD 1,249,000

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House · for sale

USD 1,200,000

USD 688/sq.ft

35 Grandview Avenue

Chappaqua

· 1,744 sq.ft · 3 Bedrooms · 1 Bath · House

· Office room

Chappaqua · 1,744 sq.ft · 3 Bedrooms · 1 Bath · House · Office room

There’s something truly special about this captivating Pleasantville Craftsman. It has the kind of charm and character that is hard to find in newer homes, along with a wonderful location right in the heart of Pleasantville. The moment you enter, you’ll notice the hardwood floors, large windows, and abundance of natural light filling the rooms. But the real star of the show may be the oversized front porch. It’s the kind of porch that makes you want to slow down, sit for a while, and enjoy the company of friends. Use it as a place to entertain, read the newspaper, enjoy your morning coffee, or simply relax. It truly feels like a second living room and adds so much to the personality of this home. The house has been recognized for its charm and has even been featured on Pleasantville home tours. There’s also plenty of opportunity to make the home work for your needs. The attic space could potentially be transformed into a primary bedroom suite, home office, study, playroom, or whatever

USD 1,200,000

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House · for sale

USD 1,095,000

USD 290/sq.ft

75 Glen Forest Street

Chappaqua

· 3,767 sq.ft · 5 Bedrooms · 4 Baths · House

· Swimming pool · Fireplace · Cellar

Chappaqua · 3,767 sq.ft · 5 Bedrooms · 4 Baths · House · Swimming pool · Fireplace · Cellar

Sprawling and versatile, this 5-bedroom, 4-bathroom Colonial offers an impressive 3,775 square feet of beautifully scaled living space in the heart of Thornwood. The expansive interior features a massive primary suite retreat, a second generous bedroom suite conveniently located on the main level complete with its own private ensuite bath, classic hardwood floors, a cozy fireplace, abundant storage throughout, and a fully finished basement ideal for multi-generational living and a dedicated home office. The luxury extends outdoors to a flat, beautifully landscaped property equipped with an in-ground sprinkler system for effortless maintenance, mature fruit trees, an outdoor fireplace, and a private hot tub perfect for entertaining. Tucked away at the end of the road, it allows you to enjoy a secluded block while still being close to all with effortless access to the Rose Hill Shopping Center and easy commuter routes

USD 1,095,000

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House · for sale

USD 5,950,000

USD 644/sq.ft

12 Gifford Lake Drive

Chappaqua

· 9,235 sq.ft · 6 Bedrooms · 7 Baths · House

Chappaqua · 9,235 sq.ft · 6 Bedrooms · 7 Baths · House

Privately set along a winding drive in the coveted Gifford Lake enclave of Armonk, this extraordinary estate offers the feeling of a year-round retreat. Homes of this caliber are defined by extraordinary millwork, full stone cladding, bespoke interior detailing, and museum-quality finishes, reflecting an uncompromising standard of craftsmanship rarely realized in today’s luxury landscape. While rich in architectural pedigree and old-world craftsmanship, the home’s thoughtfully curated color palette, refined designer lighting, and seamless integration of modern materials and fixtures create a sophisticated and current aesthetic. The result is a timeless yet fresh ambiance that feels elegant, vibrant, and thoughtfully modern in its presentation. The exceptional depth of materials and masterful execution throughout this Gifford Lake estate truly distinguish it from anything else on the market. Hand-finished Venetian plaster, intricate custom paneling and wainscoting, richly detailed coffe

USD 5,950,000

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House · for sale

USD 935,000

USD 496/sq.ft

5 Lakeview Avenue

Chappaqua

· 1,884 sq.ft · 3 Bedrooms · 2 Baths · House

· Garden · Deck · Fireplace · Cellar

Chappaqua · 1,884 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Deck · Fireplace · Cellar

Nestled in the highly sought-after Sleepy Hollow Manor neighborhood, this charming 3-bedroom ranch offers easy one-level living in a picturesque setting. Filled with natural light, the home features spacious living and dining areas, hardwood floors, and a welcoming living room anchored by a wood-burning fireplace, creating a warm and inviting gathering space. A standout feature is the all season sunroom, providing the perfect space to relax, entertain, or work from home. From the sunroom, step out onto the expansive deck overlooking the front property, an ideal spot for morning coffee, outdoor dining, or simply taking in the peaceful surroundings. The property is enhanced by mature trees, lush gardens, and an abundance of colorful plantings that provide year-round beauty and exceptional curb appeal. The backyard offers a private retreat with thoughtfully curated landscaping, while the front gardens create a welcoming first impression. An unfinished basement provides generous storage sp

USD 935,000

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House · for sale

USD 799,999

USD 410/sq.ft

34 Terrace Avenue

Chappaqua

· 1,948 sq.ft · 4 Bedrooms · 2 Baths · House

· Garden · Terrace · Balcony · Equipped kitchen · Cellar · Parking

Chappaqua · 1,948 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Terrace · Balcony · Equipped kitchen · Cellar · Parking

Welcome to 34 Terrace Avenue, a well-maintained two-family home offering an excellent opportunity for an owner-occupant or investor. The first-floor unit features an eat-in kitchen with pantry, spacious dining room, living room, two generously sized bedrooms with double-wide closets, and a full bathroom. The dining room, and both bedrooms feature beautiful hardwood floors. The living room also provides access to a private backyard balcony. The second-floor unit offers two bedrooms, a comfortable living room, full bathroom, and private balcony. The living room and both bedrooms feature hardwood floors. An additional spacious walk-out basement provides exceptional versatility, with a laundry room and abundant storage. A floored walk-up attic offers even more storage space. Outside, enjoy a flat backyard with plenty of parking and a shared front porch. Each unit has its own heat control, with three electric meters and two gas meters. Ideally located close to the train station, shopping, r

USD 799,999

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House · for sale

USD 225,000

USD 237/sq.ft

17 Davids Lane

Chappaqua

· 947 sq.ft · 1 Bedroom · 1 Bath · House

· Garden · Deck · Equipped kitchen · Parking

Chappaqua · 947 sq.ft · 1 Bedroom · 1 Bath · House · Garden · Deck · Equipped kitchen · Parking

Welcome to liberty knoll. This attractive 1 BEDROOM, 1.5 BATHS Tri-level townhouse is ready for its next owner! The Eat-in-Kitchen has ceramic tile flooring, a Frigidaire gas oven/range/microwave & dishwasher. The large Living Room leads to an inviting Deck that overlooks the rear yard. You'll find the Powder Room as well. The upper level showcases a generous size Bedroom that offers a walk-in closet and second closet. The clothes Washer/Dryer are located in the adjacent hall closet and next to the full Bathroom that offers a much appreciated double sink vanity. The Lower Level offers unfinished storage and potential living space at some point. Driveway parking along with an assigned space diagonally across the driveway is yours as well. Professionally maintained grounds, community pool, clubhouse and playground area amenities included. The Arcadian Shopping Center is across the way from the complex. And, the Scarborough Train Station is a stones throw (. 6 miles) away providing timely

USD 225,000

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House · for sale

USD 975,000

USD 324/sq.ft

44 Beach Road

Chappaqua

· 3,003 sq.ft · 3 Bedrooms · 2 Baths · House

· Patio · Garden · Office room · Fireplace · Equipped kitchen

Chappaqua · 3,003 sq.ft · 3 Bedrooms · 2 Baths · House · Patio · Garden · Office room · Fireplace · Equipped kitchen

This charming renovated farmhouse offers 3,000 sq ft of living space and is nestled at the very end of a quiet cul-de-sac providing exceptional privacy and adjacent to protected parklands with scenic walking trails, and the Hudson River. The home features a newly added first floor primary suite complete with a tray ceiling, recessed lighting, oversized walk-in closet, and an adjoining home office all on its own HVAC system, creating the perfect private retreat. The custom kitchen offers granite countertops, custom cabinetry, GE appliances, and a sunny breakfast alcove. The kitchen flows seamlessly into the formal dining room and inviting living room with a wood-burning fireplace and access to the charming covered front porch. The separate and spacious family room on the south side of the home is filled with natural light from a wall of windows with access through sliding glass doors to the patio and fully fenced rear yard. Upstairs you will find two generously sized bedrooms and a vers

USD 975,000

2,878 houses for sale in Chappaqua

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