Chappaqua NY Real Estate & Homes for Sale

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Beds:
5
Baths:
4.00
Sq.Ft.:
3,230
Status:
NEW LISTING
MLS#:
848430
Type:
Single Family
Lot size:
1.27 Acres
Year built:
1964
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Welcome to 23 Round Hill Road, a picture-perfect, timeless, Center Hall Colonial on a premier street just minutes from Chappaqua schools, train station, & a variety of restaurants, shops & grocery stores (including Whole Foods & Starbucks), a prime location for convenience & lifestyle. Set on a beautifully landscaped property, this home exudes classic appeal. As you step through double front doors into the expansive entry hall, you're greeted with a feeling of openness & flow, leading you effortlessly into the bright, spacious living room complete with a traditional fireplace & a large bay window overlooking the front yard. French doors open to a lovely screened-in patio that’s bathed in sunlight, an ideal spot to sip your morning coffee or unwind at the end of the day. A formal dining room connects seamlessly to the eat-in kitchen, which offers direct access to the attached two-car garage for added convenience. Just off the kitchen, you'll find a hallway including the laundry area & back door that leads to the backyard, patio, & pool, making outdoor living & summer fun a breeze. A charming den with built-ins, perfect as a home office or cozy library, also opens onto the screened-in patio. A powder room completes the main level. Upstairs, a wide hallway leads to five spacious bedrooms, including a primary suite with its own en-suite bath. Ample closet space throughout, plus pull-down stairs to a full, unfinished attic offer plenty of storage. Downstairs, the walk-out lower level includes all mechanicals & is ready for you to transform into whatever suits your lifestyle-whether it’s a gym, media space, or bonus area. Outdoors, you'll fall in love with the large trees in the front yard & fully fenced backyard, complete with a patio, whole-house generator, & a swimming pool. This is the perfect setting for gatherings, play, or peaceful afternoons at home. Both the home & pool are being sold as-is, offering a rare opportunity to make this home truly your own in a prime Chappaqua location. Make this home yours & start celebrating life's moments in style. The assessment has recently been successfully grieved.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,660
Status:
Active
MLS#:
843430
Type:
Condo
Subdivision:
Chestnut Oaks
Year built:
1984
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-238-4766
View additional info

ADDITIONAL INFORMATION

Welcome to 386 N. Greeley Ave, a beautifully renovated, move-in-ready home located in the sought-after Chestnut Oaks community in Chappaqua. This bright and spacious two-bedroom condo offers offers low-maintenance living with the perfect blend of style, comfort, and convenience. Located in the award-winning Chappaqua School District, this sun-filled upper-level unit has been thoughtfully updated throughout. The first level features an inviting entry with tile flooring, a convenient coat closet, and a laundry room equipped with a brand-new washer and dryer. Step into the stunning living room, featuring a soaring ceiling and sliders that lead to a private deck, and an additional dining area that opens to a beautifully updated kitchen. The kitchen boasts stainless steel appliances, quartz countertops, ample storage, and stylish window shades. The second floor includes a generous primary bedroom suite with an attached bath, custom Norman room darkening shades, and a luxurious walk-in closet with built-in storage. You'll also find a hall bath and a spacious second bedroom equipped with a large closet, Norman shades, and additional storage space. Upstairs, a two-level loft with wood flooring and skylights provides flexible space for a home office, playroom, or third bedroom. Tucked away at the end of the complex, this quiet retreat is just minutes from downtown Chappaqua, the Metro-North train station, parks, shops, and dining. Easy lifestyle. Top-rated schools. Prime location. Don't miss this exceptional opportunity to own in the heart of Chappaqua.

Beds:
3
Baths:
2.00
Sq.Ft.:
880
Status:
Active
MLS#:
815951
Type:
Single Family
Lot size:
2.29 Acres
Year built:
1927
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

This charming cottage has been completely gut renovated, offering the perfect blend of modern comfort and timeless character. Thoughtfully redesigned from top to bottom, this home is the ideal retreat—whether you're looking for a weekend getaway or a full-time residence. Located just minutes from the heart of downtown Chappaqua and mere seconds from Chappaqua Crossing and Horace Greeley High School, and Whippoorwill Park, the location couldn't be more convenient. Inside, you'll find a bright, open layout with high-end finishes throughout. Every detail has been carefully considered, new kitchen with custom cabinetry (2018) and sleek appliances to the spa-like bathrooms and cozy, sun-filled living spaces. The renovation preserved the home’s original charm while bringing in all the modern upgrades today’s buyers expect, including new systems, windows, and beautiful hardwood floors. Outside, the property offers peaceful surroundings and just the right amount of space to relax or entertain, all while being close to everything Chappaqua has to offer—shopping, dining, schools, and easy train access to NYC. This move-in-ready cottage is a rare find in one of Westchester’s most desirable communities.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,525
Status:
Active
MLS#:
843744
Type:
Single Family
Lot size:
1.04 Acres
Year built:
1961
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-273-1001
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ADDITIONAL INFORMATION

Spacious 4 bedroom/ 4 bathroom home that lives like a 5+ bedroom in a coveted Chappaqua neighborhood. Light and bright freshly painted updated home with hardwood floors throughout. The first floor has an entry foyer, powder room, eat-in-kitchen with granite countertops and new stainless steel appliances, living room/ dining room with fireplace and sliding doors to a wrap around deck also accessible from the kitchen. Several steps up lead a hall bathroom, the primary bedroom and bathroom, 3 additional bedrooms plus an office perfect for a fifth bedroom. The light and bright walkout lower level offers a spacious family room with a vaulted ceiling, a recreation room and another finished space perfect for a nanny room or playroom, plus a full bathroom and lots of storage spaces. There is a fenced in flat and usable backyard as well. This amazing home offers lots of living space and has recently installed solar panels and a GREE energy efficient heating and cooling system with 10 zones, to make it very energy efficient. It is a great home in a highly desirable, well situated Chappaqua neighborhood and is not to be missed!

Beds:
2
Baths:
4.00
Sq.Ft.:
3,269
Status:
Active
MLS#:
846519
Type:
Townhouse
Subdivision:
Chappaqua Crossing Carriages
Year built:
2025
A broker reciprocity listing Courtesy: Toll Brothers Real Estate Inc. 914-456-3531
View additional info

ADDITIONAL INFORMATION

Home Under construction! Move-in by Summer 2025' As you enter the Greeley Newhaven, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. The spacious kitchen and great room provide the ideal space for entertaining. The casual dining area provides the perfect space for entertaining guests with easy access to the kitchen. The two-story great room is the perfect setting for relaxation with its cozy fireplace and ample natural light. The first-floor primary bedroom suite features a lavish bathroom and a huge walk-in closet. The secondary bedroom includes a shared hall bath. The versatile loft can be suited to fit your lifestyle. Home features a covered and open 2nd floor terrace with built-in outdoor kitchen and gas grill. Work from home in the secluded second-floor office -Enjoy seamless indoor/outdoor living with the large second-floor terrace complete with an outdoor kitchen -The finished basement includes a media room and full bath -This home is located on a private street with wooded views from the terrace and sunset views from your front door

Beds:
2
Baths:
4.00
Sq.Ft.:
3,269
Status:
Active
MLS#:
846483
Type:
Townhouse
Subdivision:
Chappaqua Crossing Carriages
Year built:
2025
A broker reciprocity listing Courtesy: Toll Brothers Real Estate Inc. 914-456-3531
View additional info

ADDITIONAL INFORMATION

Home Under construction! Move-in by Summer 2025' As you enter the Greeley Newhaven, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. The spacious kitchen and great room provide the ideal space for entertaining. The casual dining area provides the perfect space for entertaining guests with easy access to the kitchen. The two-story great room is the perfect setting for relaxation with its cozy fireplace and ample natural light. The first-floor primary bedroom suite features a lavish bathroom and a huge walk-in closet. The secondary bedroom includes a shared hall bath. The versatile loft can be suited to fit your lifestyle. Home features a covered and open 2nd floor terrace with built-in outdoor kitchen and gas grill. Work from home in the secluded second-floor office -Enjoy seamless indoor/outdoor living with the large second-floor terrace complete with an outdoor kitchen -The finished basement includes a media room and full bath -This home is located on a private street with wooded views from the terrace and sunset views from your front door

Beds:
2
Baths:
4.00
Sq.Ft.:
3,614
Status:
Active
MLS#:
846452
Type:
Townhouse
Subdivision:
Chappaqua Crossing Carriages
Year built:
2025
A broker reciprocity listing Courtesy: Toll Brothers Real Estate Inc. 914-456-3531
View additional info

ADDITIONAL INFORMATION

Under Construction- Summer 2025 Move-in. Designer features already selected. Home includes a finished basement with full bath, media room and many 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 private views , 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! Great room and casual dining area with rear yard access are convenient to the kitchen, ideal for entertaining. Finished lower level features a media room and a full bathroom, providing additional living space. Versatile loft with an additional office can be suited to fit your lifestyle. Large outdoor terrace provides seamless indoor/outdoor living space.

Open House:

Sunday, 4/27 1:00-3:00PM

More Open House Info >

Beds:
5
Baths:
4.00
Sq.Ft.:
4,930
Status:
Active
MLS#:
H6329372
Type:
Single Family
Lot size:
1.51 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

Welcome to this spacious 5 Bedrm Colonial on 1.5+ acres in the sought-after Hardscrabble Lake neighborhood. Step inside and you will be delighted throughout -- by the sweeping double staircase, beautiful light Oak flooring, freshly painted interior and so much more. The formal Dining Room and Living Room/Office are graciously-sized, perfect for entertaining. At the heart of the home is an oversized eat-in Kitchen w/Thermador oven/range, stainless steel appliances, granite countertops and island peninsula that opens to the Family Room with double-sided fireplace and sliding glass doors to the sprawling back deck. A Mudroom, 1st floor Laundry and Butlers Pantry finish off the main floor. Upstairs you will find a Primary Bedroom with walk-in closets and ensuite Bath. Three generously-proportioned Bedrooms and a Hall Bath complete the upstairs. The finished Lower Level is wonderful additional space -- including a Play/Gaming Area with walk-out to side yard, Bedroom, Full Bath, Mechanical Room and Storage. Whole house Generator, central vacuum. This home has it all.

Open House:

Tuesday, 4/22 11:00-1:00PM

More Open House Info >

Beds:
2
Baths:
4.00
Sq.Ft.:
3,353
Status:
Active
MLS#:
844731
Type:
Condo
Subdivision:
Chappaqua Crossings
Lot size:
0.09 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-591-2700
View additional info

ADDITIONAL INFORMATION

As you enter this END UNIT Millwood Elite Fairview, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. A large center island in the kitchen overlooks the casual dining area. The great room is the perfect setting for relaxation with its cozy fireplace and ample natural light. The appealing primary bedroom suite boasts a lavish bath and ample closet space. Second-floor loft ,Convenient Laundry room on Bedroom level. Spacious outdoor Terrace with Outdoor Kitchen including Barbecue & Refrigerator. Finished Lower Level with Media room, Full Bath and tons of Storage. Two car Garage. Community is situated just steps away from shopping, dining, and entertainment. Residents Community Clubhouse coming soon. Jitney to Metro North train station. Chappaqua Schools.

Beds:
5
Baths:
7.00
Sq.Ft.:
7,038
Status:
Active
MLS#:
833297
Type:
Single Family
Subdivision:
Hemlock Hills
Lot size:
4.79 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Julia B Fee Sothebys Int. Rlty 914-967-4600
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ADDITIONAL INFORMATION

Introducing this spectacular country retreat, nestled peacefully on over four and a half acres in the leafy and much loved hamlet of Chappaqua. A glorious heated pool, panoramic patios, and endless lawns for play - offering complete privacy and seclusion, while just minutes from Chappaqua’s vibrant downtown and top-rated schools! At the end of the long scenic drive, an architectural beauty awaits. Inside, a dramatic 2-story foyer flows into a truly magnificent ‘Great Room’ with breathtaking floor-to-ceiling glass windows, a towering stone fireplace and a glass door to the patio and pool. Serene woodland views are all around, from the gym, to the cherry-paneled library, to the gourmet kitchen with Thermador & Sub-Zero appliances, to the chic dining room and sunken living room with covered side patio! This home features 5 beds all ensuite, one which is privately positioned on the 1st floor with a separate entrance. Plus, there’s a mudroom with access to the 3-car garage. On the next level the primary is pure bliss with a sunny balcony, 2 walk-in-closets and ensuite with steam shower and sauna. This floor also boasts a fabulous bonus room with skylights. The lower level offers even more space with a party room, small kitchen and full bath, rec room, craft room and abundant storage. All this, set against a vast, open panorama that celebrates stunning sunsets, just a 45 minute commute to NYC!

Beds:
4
Baths:
5.00
Sq.Ft.:
3,561
Status:
Active
MLS#:
841380
Type:
Single Family
Lot size:
2.71 Acres
Year built:
2018
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

Discover the perfect townhouse alternative or an ideal first home just north of NYC! Nestled on Mill River Road, this inviting 4-bedroom residence offers the best of both worlds—walking distance to the charming town of Chappaqua, with its shops, restaurants, and train station, while benefiting from the highly regarded Pleasantville schools. Commuting is a breeze with the Chappaqua train station just minutes away and easy access to the Saw Mill Parkway. Enjoy the luxury of hopping on a train for dinner and a Broadway show, then returning home for a peaceful night’s sleep in the heart of Westchester. Inside, the home’s thoughtfully designed floor plan welcomes you with an inviting entrance. The newly renovated kitchen, featuring a center island, blends California bungalow charm with modern aesthetics. At the far end of the home, the sun-filled family room boasts vaulted ceilings, creating a warm and airy retreat. Step outside to a private, low-maintenance backyard—perfect for relaxing or entertaining. Upstairs, you’ll find four spacious bedrooms. The private principal suite is tucked away on its own wing, separate from the other three generously sized bedrooms, offering a peaceful escape. A seamless step into suburban living, this home is not to be missed. With its prime location, modern updates, and effortless lifestyle, it offers a truly sublime living experience. Enjoy full bus service to Pleasantville Schools.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,353
Status:
Active
MLS#:
842044
Type:
Townhouse
Subdivision:
Chappaqua Crossing Carriages
Year built:
2025
A broker reciprocity listing Courtesy: Toll Brothers Real Estate Inc. 914-456-3531
View additional info

ADDITIONAL INFORMATION

TO BE BUILT. Move-in Spring 2026. Still time to personalize interior finishes by visiting our luxurious Design Studio. As you enter the Millwood Elite, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. A large center island in the kitchen overlooks the casual dining area. The great room is the perfect setting for relaxation with its cozy fireplace and ample natural light. The appealing primary bedroom suite boasts a lavish bath and ample closet space. The second-floor loft offers endless opportunities for a flexible space. The community is situated just minutes away from shopping, dining, and entertainment. Expand your living space onto the outdoor terrace, complete with an outdoor kitchen and built-in grill

Beds:
2
Baths:
4.00
Sq.Ft.:
3,353
Status:
Active
MLS#:
842041
Type:
Townhouse
Subdivision:
Chappaqua Crossing Carriages
Year built:
2025
A broker reciprocity listing Courtesy: Toll Brothers Real Estate Inc. 914-456-3531
View additional info

ADDITIONAL INFORMATION

To be Built! Spring 2026 move-in. Still time to personalize interior finishes at our luxury Design Studio. Final building for sale at Chappaqua Crossing! A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor gas fireplace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! The exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. Overlooking the great room and accompanied by a casual dining area, the gorgeous kitchen is the perfect environment for entertaining guests with wraparound counter space and a sprawling central island. The spacious primary bedroom suite offers a luxurious bath and impressive closet space. The private workspace on the second floor is the perfect spot to work from home. 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, outdoor pool, clubhouse which will open this Spring, and much more!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,824
Status:
Active
MLS#:
840789
Type:
Single Family
Lot size:
0.65 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

Welcome to 8 Elizabeth Street – A Charming, Turnkey Colonial nestled on a quiet cul-de-sac street. A beautifully updated three-bedroom, two-and-a-half-bathroom Colonial that seamlessly blends style, comfort, and convenience. Step inside to discover a thoughtfully designed layout, where large, updated windows flood the home with natural light. The spacious living room is an inviting gathering space, featuring a stunning brick fireplace, a large bay window, and gleaming hardwood floors. The formal dining room flows effortlessly into the updated kitchen, perfect for both everyday living and entertaining. Enjoy your morning coffee in the charming breakfast nook or step through sliding glass doors onto the expansive deck—ideal for dining al fresco or relaxing in the fresh air. The primary suite is a private retreat, offering an en-suite bath, three walls of windows, and two generous closets. Two additional bedrooms, a full bathroom with a bathtub, and a convenient second-floor laundry room complete the upper level. The lower level provides endless possibilities, with flexible space for a home office, playroom, or additional living area, plus sliding doors that open to a private patio. Outside, the expansive lawn and multiple outdoor living areas create a peaceful escape—perfect for entertaining or simply unwinding in nature. Located just minutes from downtown Chappaqua’s charming shops, restaurants, train station, schools, and parks, this home offers the perfect balance of privacy and accessibility. Don't miss this exceptional opportunity to make this house your home!

Beds:
5
Baths:
4.00
Sq.Ft.:
5,227
Status:
Active
MLS#:
836528
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Mark Seiden Real Estate Team 914-762-2200
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ADDITIONAL INFORMATION

Spacious Turn-of-the-Century Converted Cider Mill – A True One-of-a-Kind Home! Nestled on just over 1 acre of lush property, this sprawling and unique home was once a cider mill and has been beautifully converted into a spacious residence. Boasting 3 working fireplaces and retaining many of its original architectural details, this home exudes character and charm. With hardwood floors, high wood beam ceilings, and enormous rooms, it’s a perfect blend of historic elegance and modern potential—offering the opportunity to update the kitchen and bathrooms to your own taste. The sunken living room, with its soaring ceiling and cozy fireplace, sets the tone for a warm, inviting space. With 5 generously sized bedrooms, a huge terrace room with a cathedral ceiling, formal dining room, and two playrooms, there is no shortage of space for family, guests, and entertaining. Outside, enjoy the tranquil surroundings with a patio and an oversized 2-car garage. The property is located on a corner lot on a dead-end street, offering added privacy and peacefulness. It borders the Pruyn Sanctuary, a 92-acre nature preserve with over two miles of scenic hiking trails, providing a picturesque setting and an abundance of outdoor activities right at your doorstep. Conveniently located near schools, Gedney Park, shops, a bike trail, and major parkways, this home offers both seclusion and accessibility. Don't miss out on the chance to own a piece of history in one of the most serene and sought-after locations. There are no audio recording devices inside this property.

Beds:
2
Baths:
4.00
Sq.Ft.:
3,432
Status:
Active
MLS#:
837740
Type:
Townhouse
Subdivision:
Chappaqua Crossing Carriages
Year built:
2022
A broker reciprocity listing Courtesy: Toll Brothers Real Estate Inc. 914-456-3531
View additional info

ADDITIONAL INFORMATION

FULLY DECORATED AND FURNISHED MODEL HOME FOR SALE. 2 BR Byram Farmhouse. This model home includes an array of upgrades, which you can enjoy and move into this school year (Fall 2025). The Byram includes a finished basement with half bath and many more luxurious finishes. 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 gas fireplace, 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, outdoor pool, clubhouse which will open this Spring, and much more!

Beds:
5
Baths:
5.00
Sq.Ft.:
6,495
Status:
Active
MLS#:
829665
Type:
Single Family
Subdivision:
Hardscrabble Lake
Lot size:
0.93 Acres
Year built:
1995
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

NEW PRICE!! Don't miss this majestic 5-bedroom, 4 1/2 bath, 6,495 sq ft Colonial, located in the sought after Hardscrabble Lake neighborhood within the renowned Chappaqua School District. This home features a spacious, sun drenched open floor plan accented by large rooms, high ceilings, refined hardwood floors, walls of windows, and exquisite detailing throughout. As one enters, the expansive cathedral ceiling front foyer, they are introduced to the inviting spaces within this home. At the center of this elegant home is a substantial chef's kitchen, flooded with natural light, with breakfast area, top-of-the-line stainless steel appliances, an oversized center island, desk area, and custom white wood cabinetry. The kitchen opens to a vast bluestone patio and rear yard making it perfect for seamless indoor-outdoor living. This special home transitions seamlessly between formal and casual living spaces, ensuring comfort and luxury in every corner. The home offers a substantial 2,105 sq ft walkout finished lower-level, which includes a fitness room, billiard room, and additional entertainment areas, complemented by a full bath. The home's private backyard is an idyllic retreat featuring meticulous perennial gardens, intricate stonework, and level play areas with probable pool site, ideal for outdoor gatherings. Storage is plentiful throughout the home, from walk-in closets to designated spaces. Spacious 3-car garage w/built in cabinetry for ample parking, private laundry room, whole house generator, whole house surround sound system, high pressure booster water system, full exterior irrigation system, outdoor lighting, and more. A must see!!

Beds:
4
Baths:
3.00
Sq.Ft.:
4,500
Status:
Active
MLS#:
828030
Type:
Single Family
Lot size:
0.97 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-762-7200
View additional info

ADDITIONAL INFORMATION

Custom design your dream home in a seamless process with ZappiCo, Westchester County's premier Real Estate Developer! This luxurious home is to-be-built in the highly desirable Chappaqua school district. With 4 spacious bedrooms and 2.5 beautifully appointed bathrooms, this home will be meticulously crafted with the finest materials and attention to detail. As you enter, you will be greeted by an open concept living and dining area, perfect for entertaining guests or relaxing with loved ones. The gourmet kitchen will feature an open layout with granite countertops and semi-custom cabinetry. The open concept main level will also offer a family room & living room - perfect for those who work from home or need a quiet space to study. Upstairs, you will find a spacious master suite complete with a spa-like en suite bathroom and walk-in closet, as well as three additional bedrooms with ample closet space. Other features of this home will include hardwood flooring throughout, energy efficient windows, 2-zone central air, and a finished basement ready for your enjoyment! Outside, landscaping is included to create your own oasis. Level lot set back from the street offers added privacy. Located just a short distance from local restaurants, shops, and parks, this home offers the perfect blend of luxury living and convenience. With the ability to customize your finishes and personal touches, this to-be-built home is the perfect opportunity to create your dream home in Chappaqua. Photos are representative of previously built/sample home and may show options not included in the Elite Spec package. Other home layouts & sizes can be built on this lot as well.

Beds:
6
Baths:
6.00
Sq.Ft.:
5,234
Status:
Active
MLS#:
818295
Type:
Single Family
Lot size:
1.2 Acres
Year built:
1929
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-238-4766
View additional info

ADDITIONAL INFORMATION

Elegant 6-Bedroom Colonial Tudor on One of Chappaqua’s Most Coveted Streets. Grandly sited on a beautiful tree-lined street, this stately 6-bedroom Colonial Tudor exudes timeless elegance and historic charm. Built in 1929, this meticulously maintained brick residence showcases a classic tile roof, soaring ceilings, intricate period moldings, and expansive sunlit interiors. Set on a beautifully landscaped and level 1.2-acre lot, the property boasts stunning specimen plantings and an exquisite stone patio with a charming bridge leading to a park-like setting—a landscape masterpiece designed by renowned architect Ned Baldwin. Designed for both grand entertaining and comfortable living, the spacious living and dining rooms seamlessly flow into a sun-drenched sunroom and a serene screened-in porch, creating the perfect blend of indoor and outdoor living. This is a rare opportunity to own a distinguished home in one of Chappaqua’s most desirable neighborhoods. Experience the perfect balance of classic architecture and modern luxury in this extraordinary residence.

Beds:
5
Baths:
9.00
Sq.Ft.:
7,055
Status:
Active
MLS#:
H6285557
Type:
Single Family
Lot size:
7.29 Acres
Year built:
1906
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 203-869-0700
View additional info

ADDITIONAL INFORMATION

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. Additional Information: Amenities:Guest Quarters,Marble Bath,Storage,ParkingFeatures:3 Car Attached,

Beds:
7
Baths:
6.00
Sq.Ft.:
6,814
Status:
Active
MLS#:
H6272239
Type:
Single Family
Lot size:
9 Acres
Year built:
1969
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-328-8400
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ADDITIONAL INFORMATION

Come experience not only an extraordinarily designed residence, additionally enjoy a home set atop quite possibly one of the highest viewpoints in Chappaqua. Commissioned by the Mechner family in 1969, architect John Koster worked closely with present owners to develop a property like no other. Sited on 8.86 wooded acres with vintage log cabin and sculptural stone outcroppings inspired a multifaceted built home which now offers an incredible opportunity to renew an envisioned masterpiece. An architectural smooth curved arc ceiling immediately excites the senses and draws you into an inviting, flowing living space complimented by a bank of windows arranged to capture the surrounding dynamic landscape. Juxtaposed to this stunning view is a rising wall of glass looking into a one-of-a-kind resplendent domed indoor pool oasis anchoring the home and presenting an exceptionally private retreat. The original open living concept is immediately present with the kitchen, awaiting its reawakening, flowing with ease to a generous gathering room with deck for memorable family and friends indoor-outdoor entertaining. The upstairs of the two-level bedroom wing incorporates a primary bedroom suite with dressing room, its own office and a plumbed bath waiting a new owner's vision. Additionally, there are two bedrooms which share a bath. Stepping into the lower level, with open living space for media and play, smartly complimenting the additional bedrooms and baths. Design. Structure. Nature. Let one's creative spirit soar

Beds:
6
Baths:
6.00
Sq.Ft.:
7,978
Status:
Active
MLS#:
L3506993
Type:
Single Family
Year built:
1991
A broker reciprocity listing Courtesy: Oxford Property Group USA 212-300-6412
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ADDITIONAL INFORMATION

Significant price adjustment! 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., Additional information: ExterioFeatures:Tennis,Interior Features:Guest Quarters,Lr/Dr,Marble Bath

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, AndreaD.Conner@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067
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Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025, OneKey MLS, Inc. All Rights Reserved.



Chappaqua Real Estate

Chappaqua is located in New York. Chappaqua, New York has a population of 3,062. Chappaqua is more family-centric than the surrounding county with 35.47% of the households containing married families with children. The county average for households married with children is 35.32%.

The median household income in Chappaqua, New York is $196,141. The median household income for the surrounding county is $105,387 compared to the national median of $69,021. The median age of people living in Chappaqua is 44.3 years.

Chappaqua Weather

The average high temperature in July is 82.7 degrees, with an average low temperature in January of 20.6 degrees. The average rainfall is approximately 50.2 inches per year, with 32.5 inches of snow per year.

Chappaqua Map

Chappaqua Real Estate Market Conditions

  • Median sales price

    $1,313,550
    10.6%
    change since last quarter
  • # Active listings

    22
    30-day change

Chappaqua Schools and Demographics

Education near Chappaqua, NY

City County
High School Graduates 98.63 88.85
College Degree - 2 year 0 6.61
College Degree - 4 year 82.49 50.65
Graduate Degree 30.75 17.54
Expenditures per Student 31,362 31,362
Students per Teacher 12.7 12.7

Elementary Schools near Chappaqua, NY

Grades Students P/T Ratio ZIP
Bedford Road School KG - 04 598 12.7 10570
Brookside School 01 - 02 743 15.5 10562
Claremont School 03 - 05 750 16.6 10562
Columbus Elementary School 03 - 05 446 12.6 10594
Douglas G Grafflin School KG - 04 414 13.8 10514
Mount Kisco Elementary School PK - 05 641 12.1 10549
Roaring Brook School KG - 04 464 14.1 10514

Middle Schools near Chappaqua, NY

Grades Students P/T Ratio ZIP
Anne M Dorner Middle School 06 - 09 1,050 14.1 10562
Pleasantville Middle School 05 - 08 558 13.2 10570
Robert E Bell School 05 - 08 633 12.9 10514
Roosevelt School 05 - 05 344 18.1 10562
Seven Bridges Middle School 05 - 08 620 12.4 10514
Westlake Middle School 06 - 08 463 10.7 10594

High Schools near Chappaqua, NY

Grades Students P/T Ratio ZIP
Horace Greeley High School 09 - 12 1,331 12.3 10514
Ossining High School 09 - 12 1,343 13.7 10562
Pleasantville High School 09 - 12 601 11.8 10570
Westlake High School 09 - 12 589 13.1 10594

Ungraded Schools near Chappaqua, NY

Grades Students P/T Ratio ZIP
Edenwald School 01 - 12 107 6.7 10570
Mount Pleasant-Cottage School KG - 12 133 10.2 10570

Real estate near Chappaqua