Chappaqua, NY Homes

$1,450,000 Sold Jun 25, 2025
- 2,533 Sq Ft
- $572/SF
- 5 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1950
132 Devoe Rd, Chappaqua, NY 10514

Welcome to this lovely home within the very desirable Hillholme community in Chappaqua. Perfectly maintained and set beautifully on a flat large acre for all to enjoy. The bedrooms are all very spacious, there is a dedicated home office/study that ensures productivity, while the basement adds a great space for a play area. The backyard is a dream - lush green grass, deck and patio for barbecues

Yona Strougo Compass Greater NY, LLC

132 Devoe Rd, Chappaqua, NY 10514
Selling your home? Sell it faster and for more with a Homes.com Boost.
Buy Now

Est $1,878,821 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,958 Sq Ft
7 Jeffrey Ln, Chappaqua, NY 10514

7 Jeffrey Ln, Chappaqua, NY 10514

/10
$1,724,995
- 2 Beds
- 4 Baths
- 3,432 Sq Ft
19 Wallace Way Unit 25, Chappaqua, NY 10514

FULLY DECORATED AND FURNISHED MODEL HOME FOR SALE. 3432’ ‘Square Feet, 2 BR Byram Farmhouse. This model home includes an array of Luxury 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

Andrea Martone Houlihan Lawrence Inc.

19 Wallace Way Unit 25, Chappaqua, NY 10514
$3,000,000 Sold Jun 23, 2025
- 6,333 Sq Ft
- $474/SF
- 21 Days On Market
- 6 Beds
- 7.5 Baths
- Built 1994
66 Kerry Ln, Chappaqua, NY 10514

Welcome Home to Your Dream Colonial in the Chappaqua School District. Discover luxury and comfort in this sunlit center-hall colonial, boasting over 6,333+ square feet of living space. Set back on 2.25 private, level acres, this home features a fenced-in backyard with a heated saltwater pool, an automatic cover, and expansive patio and deck spaces perfect for entertaining and recreation.

Stacey Sporn William Raveis Real Estate

66 Kerry Ln, Chappaqua, NY 10514

Est $1,259,575 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,137 Sq Ft
45 Jeffrey Ln, Chappaqua, NY 10514

45 Jeffrey Ln, Chappaqua, NY 10514

/9
$1,699,000 Pending
- 2 Beds
- 3.5 Baths
- 3,269 Sq Ft
8 Carriage Ln Unit 84, Chappaqua, NY 10514

Home Under construction a spacious 3269’ ! 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

Andrea Martone Houlihan Lawrence Inc.

8 Carriage Ln Unit 84, Chappaqua, NY 10514
$1,402,970 Sold Jun 23, 2025
- 2,945 Sq Ft
- $476/SF
- 142 Days On Market
- 2 Beds
- 3.5 Baths
- Built 2024
8 Dewitt Dr Unit 66, Chappaqua, NY 10514

HOME IS UNDER CONSTRUCTION. MOVE in SUMMER 2025. 2 BR, 3 Full, 1 half primary on main floor, finished basement with full bath and media room. Additional Information: ParkingFeatures:2 Car Attached,

Thomas Jacovino Toll Brothers Real Estate Inc.

8 Dewitt Dr Unit 66, Chappaqua, NY 10514

Est $1,078,870 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,122 Sq Ft
16 Roaring Brook Rd, Chappaqua, NY 10514

16 Roaring Brook Rd, Chappaqua, NY 10514

/42
$1,475,000 Pending
- 4 Beds
- 2.5 Baths
- 2,539 Sq Ft
24 Glen Terrace, Chappaqua, NY 10514

Welcome to 24 Glen Terrace, Chappaqua, a gracious and well-maintained Colonial imbued with country charm serenely set at the end of a quiet cul-de-sac. Welcoming tiled entry foyer introduces expansive front-to-back living room with double French doors, large front-facing bay window and slider to rear deck. Adjoining formal dining room with fireplace easily accommodates feasts or fests. A skylit,

Stacy Levey William Raveis-New York, LLC

24 Glen Terrace, Chappaqua, NY 10514
$1,250,000 Sold Jun 20, 2025
- 2,144 Sq Ft
- $583/SF
- 11 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
64 Stornowaye St, Chappaqua, NY 10514

Inside & outside blend seamlessly together throughout this sleek, modern 3-bed/2-bath contemporary, wrapped by a massive deck front, side & rear, and privately set back from the road on two peaceful, sylvan acres on a cul-de-sac in the sought-after Whippoorwill neighborhood. Great layout for entertaining. Arts & crafts-inspired living room illuminated by large front-facing windows & topped with a

Stacy Levey William Raveis-New York, LLC

64 Stornowaye St, Chappaqua, NY 10514

Est $1,341,848 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 1,951 Sq Ft
406 Bedford Rd, Chappaqua, NY 10514

406 Bedford Rd, Chappaqua, NY 10514

/10
$1,689,995 Pending
- 2 Beds
- 3.5 Baths
- 3,614 Sq Ft
4 Carriage Ln Unit 82, Chappaqua, NY 10514

Under Construction- Summer 2025 Move-in. 3614 square feet ! 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

Andrea Martone Houlihan Lawrence Inc.

4 Carriage Ln Unit 82, Chappaqua, NY 10514
$2,450,000 Sold Jun 20, 2025
- 6,495 Sq Ft
- $377/SF
- 46 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1995
11 Boulder Trail, Chappaqua, NY 10514

Spectacular 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

Cindy Glynn Compass Greater NY, LLC

11 Boulder Trail, Chappaqua, NY 10514

Est $1,318,401 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,356 Sq Ft
416 Bedford Rd, Chappaqua, NY 10514

416 Bedford Rd, Chappaqua, NY 10514

/20
$1,624,995 Pending
- 2 Beds
- 3.5 Baths
- 3,353 Sq Ft
6 Dewitt Dr Unit 65, Chappaqua, NY 10514

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

Andrea Martone Houlihan Lawrence Inc.

6 Dewitt Dr Unit 65, Chappaqua, NY 10514
$1,500,000 Sold Jun 17, 2025
- 3,230 Sq Ft
- $464/SF
- 25 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1964
23 Round Hill Rd, Chappaqua, NY 10514

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

Michael Levy eXp Realty

23 Round Hill Rd, Chappaqua, NY 10514

Est $2,275,266 Not Listed For Sale
- 5 Beds
- 6 Baths
- 5,098 Sq Ft
1186 Hardscrabble Rd, Chappaqua, NY 10514

1186 Hardscrabble Rd, Chappaqua, NY 10514

/33
$1,525,000 Pending
- 4 Beds
- 3.5 Baths
- 4,099 Sq Ft
7 High Point Cir, Chappaqua, NY 10514

Beautifully positioned at the end of a quiet cul-de-sac, this contemporary home offers style and serenity in a prime Chappaqua location. Designed with today’s lifestyle in mind, the open and airy floor plan features soaring ceilings, floor-to-ceiling windows, and sun-drenched spaces throughout. A beautifully updated modern kitchen flows seamlessly into expansive living and dining areas, ideal for

Cindy Glynn Compass Greater NY, LLC

7 High Point Cir, Chappaqua, NY 10514
$1,610,000 Sold Jun 16, 2025
- 3,858 Sq Ft
- $417/SF
- 10 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1969
52 Old Lyme Rd, Chappaqua, NY 10514

Updated and well appointed 3800+ sq ft, 4 bedroom Colonial on sewer and gas in a Chappaqua, close to town, prime location. This spacious Colonial offers an ideal blend of open flow, comfort, and convenience. A gracious expansive foyer welcomes you to the light-filled living and dining rooms, both featuring bay windows. The gourmet eat-in kitchen boasts top-of-the-line finishes and appliances,

Cindy Glynn Compass Greater NY, LLC

52 Old Lyme Rd, Chappaqua, NY 10514

Est $2,703,265 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 6,422 Sq Ft
6 Hemlock Hollow, Chappaqua, NY 10514

6 Hemlock Hollow, Chappaqua, NY 10514

/7
$1,658,995 Pending
- 2 Beds
- 3.5 Baths
- 3,353 Sq Ft
11 Wallace Way Unit 18, Chappaqua, NY 10514

To be Built! Spring 2025 move-in. 3485 square feet ! 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

Andrea Martone Houlihan Lawrence Inc.

11 Wallace Way Unit 18, Chappaqua, NY 10514
$1,624,995 Sold Jun 13, 2025
- 3,352 Sq Ft
- $485/SF
- 1 Day On Market
- 3 Beds
- 3.5 Baths
- Built 2025
22 Dewitt Dr Unit 73, Chappaqua, NY 10514

Under Construction. 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

Thomas Jacovino Toll Brothers Real Estate Inc.

22 Dewitt Dr Unit 73, Chappaqua, NY 10514

Est $3,028,034 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 6,083 Sq Ft
3 Trails End, Chappaqua, NY 10514

3 Trails End, Chappaqua, NY 10514

/26
$1,549,000 Pending
- 3 Beds
- 3.5 Baths
- 3,814 Sq Ft
33 W Orchard Rd, Chappaqua, NY 10514

Beautiful, spacious, completely renovated three bedroom, four bathroom ranch style home that lives like a five bedroom on a quiet cul-de-sac neighborhood street in the Chappaqua school district. This home has undergone a comprehensive renovation in the last 8 years where every detail has been carefully crafted to blend sophistication, elegance, and functionality. The rear private yard

Amanda Goldberg William Raveis-New York, LLC

33 W Orchard Rd, Chappaqua, NY 10514
$1,649,995 Sold Jun 13, 2025
- 3,269 Sq Ft
- $505/SF
- 46 Days On Market
- 2 Beds
- 3.5 Baths
- Built 2025
9 Dewitt Dr Unit 80, Chappaqua, NY 10514

Move-in Spring 2025! As you enter the Greeley Fairview, the exquisite foyer presents sweeping views of this home's luxurious finishes. The open-concept kitchen and great room provide the ideal space for entertaining. The casual dining area is adjacent to the kitchen and provides a convenient and intimate setting. The great room is the perfect setting for relaxation with its cozy fireplace and

Thomas Jacovino Toll Brothers Real Estate Inc.

9 Dewitt Dr Unit 80, Chappaqua, NY 10514

Est $2,597,929 Not Listed For Sale
- 5 Beds
- 7 Baths
- 7,624 Sq Ft
6 Trails End, Chappaqua, NY 10514

6 Trails End, Chappaqua, NY 10514

/34
$1,375,000 Pending
- 3 Beds
- 3 Baths
- 3,102 Sq Ft
42 Cross Ridge Rd, Chappaqua, NY 10514

Meticulously maintained move-in ready home on a park-like acre with an incredible flat, usable and private backyard with extensive mature trees and landscaping. This 3 bedroom/ 3 full bathroom house with hardwood flooring and recessed lighting throughout, has a perfect option for an additional guest bedroom/ office on the first floor and countless special features such as an in-ground sprinkler

Pamela Akin Douglas Elliman Real Estate

42 Cross Ridge Rd, Chappaqua, NY 10514
$1,826,000 Sold Jun 10, 2025
- 3,962 Sq Ft
- $461/SF
- 7 Days On Market
- 4 Beds
- 4 Baths
- Built 1960
24 Hunting Ridge Rd, Chappaqua, NY 10514

Extremely spacious and meticulously maintained 4 bedroom/ 4 bathroom home with almost 4000sf that lives like a 5 bedroom on a cul de sac in a sought after Chappaqua neighborhood! It has an amazing gourmet Chef's Kitchen with large center island, stainless appliances, a spacious eating area with access to the back patio. The kitchen was renovated in 2024 which included new quartz countertops, new

Pamela Akin Douglas Elliman Real Estate

24 Hunting Ridge Rd, Chappaqua, NY 10514

Est $805,563 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,160 Sq Ft
15 Paula Place, Chappaqua, NY 10514

15 Paula Place, Chappaqua, NY 10514

/34
$1,350,000 Pending
- 4 Beds
- 3.5 Baths
- 3,525 Sq Ft
23 Cross Ridge Rd, Chappaqua, NY 10514

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

Pamela Akin Douglas Elliman Real Estate

23 Cross Ridge Rd, Chappaqua, NY 10514
$2,922,500 Sold Jun 10, 2025
- 5,836 Sq Ft
- $501/SF
- 127 Days On Market
- 5 Beds
- 5 Baths
- Built 1901
51 Granite Ct, Chappaqua, NY 10514

Sophisticated and Stunning Chappaqua Estate! Sure to please the most discerning buyer, this fully modernized Normandy-styled estate, sited on magnificent property, in a a cul-de-sac, walking distance to schools and parks, is one of a kind. This distinctive home, owned by two esteemed art collectors, and dating back to the late 1800s, has been meticulously overhauled with impeccable taste,

Cindy Glynn Compass Greater NY, LLC

51 Granite Ct, Chappaqua, NY 10514

Est $2,023,488 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,541 Sq Ft
28 McKesson Hill Rd, Chappaqua, NY 10514

28 McKesson Hill Rd, Chappaqua, NY 10514

/5
$1,599,995 Pending
- 3 Beds
- 3.5 Baths
- 3,353 Sq Ft
15 Wallace Way Unit 20, Chappaqua, NY 10514

TO BE BUILT. Move-in Spring 2026. Spacious 3485 square feet ! 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

Andrea Martone Houlihan Lawrence Inc.

15 Wallace Way Unit 20, Chappaqua, NY 10514
$1,502,500 Sold Jun 09, 2025
- 2,426 Sq Ft
- $619/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1960
60 Cross Ridge Rd, Chappaqua, NY 10514

Easy living in this comfortable, light-filled, classic split-level home endowed with spacious rooms, an expanded designer kitchen w/windowed breakfast area & adjoining sunroom w/slider to deck set on a useful, flat, 1.37-acre parcel. Welcoming formal living room w/wood burning fireplace and large picture windows front & rear. Centrally-located formal dining room easily accommodates large

Stacy Levey William Raveis-New York, LLC

60 Cross Ridge Rd, Chappaqua, NY 10514

Est $2,399,324 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,527 Sq Ft
14 Wolfs Hill Rd, Chappaqua, NY 10514

14 Wolfs Hill Rd, Chappaqua, NY 10514

/35
$1,525,000 Pending
- 4 Beds
- 2.5 Baths
- 3,365 Sq Ft
55 Old Lyme Rd, Chappaqua, NY 10514

Classic center hall colonial with hilltop setting in desirable cul-de-sac neighborhood offering sewer/natural gas, steps from Grafflin Elem school and close to town and train., Set on gorgeous flat park-like acre surrounded by evergreens, towering trees and specimen plantings with stone walls.. Expansive Ipe deck (2012), patio, and screened porch with transom windows and high ceilings. 3

Sena Baron William Raveis-New York, LLC

55 Old Lyme Rd, Chappaqua, NY 10514
$1,800,000 Sold Jun 07, 2025
- 6,814 Sq Ft
- $264/SF
- 43 Days On Market
- 7 Beds
- 6 Baths
- Built 1969
85 Haights Cross Rd, Chappaqua, NY 10514

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

Amy Via Houlihan Lawrence Inc.

85 Haights Cross Rd, Chappaqua, NY 10514

Est $1,709,329 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,577 Sq Ft
10 Hayrake Ln, Chappaqua, NY 10514

10 Hayrake Ln, Chappaqua, NY 10514

/32
$1,425,000 Pending
- 4 Beds
- 3.5 Baths
- 3,219 Sq Ft
10 Glen Terrace, Chappaqua, NY 10514

Discover the perfect blend of elegance and comfort in this beautifully updated four-bedroom colonial, nestled in the coveted Glen Terrace cul-de-sac. This exceptional home is filled with natural light, enhanced by designer-selected colors, stylish light fixtures, and recessed lighting.The heart of the home is the spacious eat-in kitchen, featuring premium finishes such as Emerald Green

Brendan Preston Houlihan Lawrence Inc.

10 Glen Terrace, Chappaqua, NY 10514
$1,320,000 Sold Jun 06, 2025
- 2,628 Sq Ft
- $502/SF
- 6 Days On Market
- 4 Beds
- 3 Baths
- Built 1968
7 Oak Hill Rd, Chappaqua, NY 10514

Welcome to 7 Oak Hill Road, Chappaqua, a spacious and lovingly maintained 4-Bed/3-Bath Raised Ranch set on a flat .67-acre parcel on a neighborly street and buffered by a bird sanctuary. A covered front porch introduces a double-door entry. Large windows front and rear bathe the wide, open living and dining rooms in soft, natural light. Dine casually in the morning-sun-facing breakfast area of

Stacy Levey William Raveis-New York, LLC

7 Oak Hill Rd, Chappaqua, NY 10514

Showing Results 41 - 80, Page 2 of 18

New York Chappaqua

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage