Homes with Parking for Sale in Chappaqua, NY

11 homes

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ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
Welcome to 4 Hillside Place, an extensively updated townhome in the desirable Apple Hill Farm community! This recently renovated 3-bedroom, 3-bath home located on a quiet cul-de-sac road offers an abundance of space and natural light, complimented by a private outdoor patio and access to Apple Hill amenities. Enter to a convenient mudroom area leading to a sunlit, open-concept living room with a wood burning fireplace, custom built-ins, and crown molding. The renovated eat-in kitchen, with hardwood flooring and granite countertops, gives way to a private bluestone patio surrounded by trees and shrubs, with a beautifully appointed Lord and Burnham mini-greenhouse with a mahogany workbench. U

$829,000

3 beds2.5 baths1,600 sq ft

4 Hillside Pl, Chappaqua, NY 10514

$716 HOA • Garage • Community pool

Listing by Houlihan Lawrence Inc.

ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
Welcome to The Roaring Brook Estate, a rare Chappaqua retreat set on more than seven private acres of natural beauty, architectural significance, and quiet history. Just about one hour north of Manhattan, this distinctive property offers a remarkable combination of privacy, land, design, and lifestyle. Originally built in 1958, the residence is known in architectural records as the Donald Miller Jr. House, Now the Roaring Brook Estate, and was designed by celebrated American modernist architect Edward Larrabee Barnes. The home was featured in Architectural Record Houses of 1959, with USModernist identifying the original project team as including structural engineer William Atlas, builder O&

$3,088,000

7 beds7 baths5,345 sq ft

301 Roaring Brook Rd, Chappaqua, NY 10514

Private acres • Studio space • Peaceful brook

Listing by EXP Realty

FLOOR PLAN

ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
Welcome to 20 Hitching Post Lane in Chappaqua, New York. This five-bedroom, 4.1 bath Colonial is set on over 2 bucolic acres on a beautiful tree-lined street. An impressive oak floored entry foyer with cherry inlay opens to a spacious formal living room with crown moldings and new windows (2023), warmed by a wood burning fireplace with decorative mantle. The adjacent family room has a second wood burning fireplace, this one brick, spanning floor-to-ceiling with raised hearth. Sliding glass doors lead from the Family Room to an Azek deck installed in 2016. Walk through the formal dining room accented with chair rail and crown molding, into a chef's kitchen with Richmaid cabinetry and tumble

$2,299,000

5 beds4.5 baths4,661 sq ft

20 Hitching Post Ln, Chappaqua, NY 10514

Azek deck • Steam shower • Chef's kitchen

Listing by William Raveis-New York LLC

ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
A long, majestic, illuminated tree-lined driveway introduces this sophisticated Colonial , privately nestled on one of Chappaqua most prestigious cul-de-sac streets. Surrounded by professionally landscaped grounds, mature specimen trees, and lush greenery, this exquisitely renovated and impeccably maintained residence offers over 7,000 square feet of extraordinary living space, unparalleled privacy, and timeless elegance . New hardwood floors, detailed millwork , marble and travertine radiant heated floors, custom built ins , architectural moldings, and modern renovated bathrooms showcase outstanding craftsmanship and attention to detail. A soaring two-story foyer, sweeping staircase with

$3,995,000

5 beds5 baths7,393 sq ft

9 Trails End, Chappaqua, NY 10514

Renovated bathrooms • Sweeping staircase • 3.11 acre lot

Listing by Compass Greater NY, LLC

ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
Welcome to this beautifully maintained almost 3000 sq ft 4 bedroom 4 bath Colonial set on a private, sun-filled one acre property framed by mature trees, a classic stone wall , and meticulously maintained landscaping and plantings. Elegance and craftsmanship are evident throughout with beautiful hardwood floors, generously sized bedrooms and a primary suite with private en-suite bath. At the heart of the home, the kitchen opens to an inviting sitting room with a gorgeous stone fireplace and double doors leading to a seamless indoor-outdoor living experience. The finished walkout lower level offers exceptional additional living and entertaining space, complete with a bathroom and built-in

$1,780,000

4 beds3.5 baths2,913 sq ft

406 Bedford Rd, Chappaqua, NY 10514

Classic stone wall • 1.06 acre lot • 2 garage spots

Listing by Howard Hanna Rand Realty

Property at 20 Bessel Ln, Chappaqua, NY 10514, 6 beds, 5.5 baths

$2,790,000

6 beds5.5 baths7,978 sq ft

20 Bessel Ln, Chappaqua, NY 10514

Listing by Houlihan Lawrence Inc.

Property at 24 Trails End, Chappaqua, NY 10514, 6 beds, 7.5 baths

$5,750,000

6 beds7.5 baths9,247 sq ft

24 Trails End, Chappaqua, NY 10514

Listing by Compass Greater NY, LLC

Property at 131 Douglas Rd, Chappaqua, NY 10514, 3 beds, 3.5 baths

$1,490,000

3 beds3.5 baths2,690 sq ft

131 Douglas Rd, Chappaqua, NY 10514

Listing by Houlihan Lawrence Inc.

Property at 249 Mill River Rd, Chappaqua, NY 10514, 4 beds, 2 baths

$785,000

4 beds2 baths2,100 sq ft

249 Mill River Rd, Chappaqua, NY 10514

Listing by Town and Village Real Estate

Property at 39 Barnes Ln, Chappaqua, NY 10514, 4 beds, 5.5 baths

$2,995,000

4 beds5.5 baths4,589 sq ft

39 Barnes Ln, Chappaqua, NY 10514

Listing by Compass Greater NY, LLC

Property at 33 Greenbriar Dr, Chappaqua, NY 10514, 3 beds, 4 baths

$2,249,000

3 beds4 baths6,115 sq ft

33 Greenbriar Dr, Chappaqua, NY 10514

Listing by Houlihan Lawrence Inc.

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FLOOR PLAN

ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
This meticulously maintained 3-bedroom, 2-bath Raised Ranch features an open floor plan and comfortable living spaces. The updated eat-in kitchen boasts oak cabinetry and a center island, while the living room and dining room open through sliding glass doors to a two-tiered deck with a retractable awning, ideal for outdoor entertaining. The primary bedroom features an updated en suite. The lower level offers a spacious family room, ample storage, a laundry area and access to an oversized two-car garage, with also potential for an additional bathroom. Additional highlights include a whole-house generator, a whole-house water filtration system, hardwood floors on the main level and storage sh

$979,000

3 beds2 baths1,980 sq ft

43 Bainbridge Ave, Thornwood, NY 10594

Open floor plan • Updated en suite • Two-tiered deck

Listing by Howard Hanna Rand Realty

FLOOR PLAN

ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
Welcome to 11 Willow Lane, a beautifully maintained 3-bedroom, 2.5-bath colonial home ideally situated on a quiet cul-de-sac, within the highly-regarded Chappaqua School District. Set on a lovely, private lot with mature landscaping and gardens, this inviting home is the perfect combination of comfort, charm and convenience. Enter into the bright foyer and find a beautiful front-of-house living room with an oversized window. Continue to the eat-in kitchen with a charming breakfast nook, the perfect place to start your day in the countryside. The adjacent dining area, which offers flexible space, features a sliding door to step outside onto the seating-deck set amongst the beauty of the yard

$1,450,000

3 beds2.5 baths2,014 sq ft

11 Willow Ln, Mount Kisco, NY 10549

Breakfast nook • Private lot • Seating-deck

Listing by Houlihan Lawrence Inc.

ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
A beautiful blend of historic charm and timeless character, this sun-drenched four-bedroom center hall Colonial is nestled on a serene, abundant property in the heart of Pleasantville’s coveted Old Village. A large, level backyard—a rare find in the Village—offers exceptional space for outdoor living, entertaining and play, complemented by a beautiful bluestone patio and mature landscaping. Ideally situated near award-winning schools, shops, restaurants and the train, this home offers the charm of a classic Colonial with the convenience of an exceptional Village location. Inside, classic hardwood floors, two fireplaces and gracious living spaces in a sprawling east to west

$1,150,000

4 beds2 baths2,480 sq ft

125 Bedford Rd, Pleasantville, NY 10570

Bluestone patio • Large level backyard • Grand eat in kitchen

Listing by RE/MAX Ace Realty

ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
Frank Lloyd Wright inspired (designed by Edgar Tafel-protege of FLW) country home nestled into spectacular rock outcroppings on wooded 2.35 acre site on private drive walking distance to downtown Armonk w/ Byram Hills SD. 3BR, 2Ba w/ artist studio spaces & multiple viewing decks, patios, w/ multi-level library space. Structurally sound home requires finish carpentry & renovation. Unique fixer upper. Spacious LR w/ wood stove. Flows into EIK. Down the hall is a bathroom & 2BRs, 1 w/ egress to patio. Up half a flight of stairs to private Main BR Suite w/ Bathroom & WIC. From the MBR a pocket door leads to a multi-level library w/ skylights, spiral staircase & egr

$895,000

4 beds2 baths3,059 sq ft

22 Elizabeth Pl, Armonk, NY 10504

Artist studio spaces • Skylights • Spiral staircase

Listing by Owner Entry.com

FLOOR PLAN

ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
Discover a lifestyle that brings together proximity to New York City, neighborhood convenience, outdoor recreation, and Pleasantville’s distinctive community spirit. At 32 Hillview Drive, being near Bedford Road Elementary, the library, and the middle and high schools puts everyday destinations close to home, while easy access to uptown and downtown opens the door to everything the village has to offer. Spend an afternoon exploring local boutiques, stop for coffee, or meet for dinner before a movie at the Jacob Burns Film Center. The in-town Metro-North station makes travel to New York City and White Plains convenient, connecting village living with work and leisure beyond Pleasantvil

$899,000

4 beds2.5 baths1,800 sq ft

32 Hillview Dr, Pleasantville, NY 10570

Outdoor recreation • Local boutiques • 0.5 acre lot

Listing by Douglas Elliman Real Estate

ABOUT THIS HOME
Home with Parking for sale in Chappaqua, NY:
Set at the end of a quiet cul-de-sac on McLain Street in Bedford Corners, this five-bedroom modern residence, built by CG Homes, sits on two acres with scenic views and exceptional privacy. Floor-to-ceiling windows fill the interiors with natural light and frame the surrounding landscape. Spacious decks and patios extend the living areas outdoors, providing inviting spaces for entertaining and relaxing. Inside, clean architectural lines and thoughtfully designed living spaces create a contemporary yet welcoming atmosphere. The layout includes a private guest suite on the main level and four additional en-suite bedrooms upstairs, offering comfort and privacy for family and guests. A three-ca

$2,685,000

5 beds5.5 baths5,951 sq ft

28 Mclain St, Bedford Corners, NY 10549

Spacious decks • Private guest suite • Scenic views

Listing by Greene Realty Group

Property at 54 High View Ter, Pleasantville, NY 10570, 3 beds, 1 bath

$760,000

3 beds1 bath1,246 sq ft

54 High View Ter, Pleasantville, NY 10570

Listing by Julia B Fee Sothebys Int. Rlty

Property at 133 Washburn Rd, Briarcliff Manor, NY 10510, 3 beds, 2 baths

$824,222

3 beds2 baths1,725 sq ft

133 Washburn Rd, Briarcliff Manor, NY 10510

Listing by Mark Seiden Real Estate Team

Property at 126 Mclain St, Bedford Corners, NY 10549, 5 beds, 5.5 baths

$3,595,000

5 beds5.5 baths5,516 sq ft

126 Mclain St, Bedford Corners, NY 10549

Listing by eXp Realty

Property at 94 Todd Ln, Briarcliff Manor, NY 10510, 3 beds, 2.5 baths

$999,999

3 beds2.5 baths2,490 sq ft

94 Todd Ln, Briarcliff Manor, NY 10510

Listing by Houlihan Lawrence Inc.

Property at 295 Spring Pond Rd, Mount Kisco, NY 10549, 5 beds, 3.5 baths

$1,695,000

5 beds3.5 baths3,796 sq ft

295 Spring Pond Rd, Mount Kisco, NY 10549

Listing by eRealty Advisors, Inc

Property at 2 Deer Ridge Rd, Bedford Corners, NY 10549, 2 beds, 1.5 baths

$650,000

2 beds1.5 baths1,325 sq ft

2 Deer Ridge Rd, Bedford Corners, NY 10549

Listing by Julia B Fee Sothebys Int. Rlty

Property at 33 Virginia Ln, Thornwood, NY 10594, 3 beds, 2 baths

$985,000

3 beds2 baths2,030 sq ft

33 Virginia Ln, Thornwood, NY 10594

Listing by Howard Hanna Rand Realty

Property at 32 Eastview Ave, Pleasantville, NY 10570, 4 beds, 3.5 baths

$1,599,999

4 beds3.5 baths2,902 sq ft

32 Eastview Ave, Pleasantville, NY 10570

Listing by Coldwell Banker Realty

Property at 38 Sands St, Mount Kisco, NY 10549, 4 beds, 3.5 baths

$1,799,000

4 beds3.5 baths4,404 sq ft

38 Sands St, Mount Kisco, NY 10549

Listing by William Raveis-New York LLC

Property at 10 Horseshoe Rd, Mount Kisco, NY 10549, 3 beds, 2 baths

$959,000

3 beds2 baths1,581 sq ft

10 Horseshoe Rd, Mount Kisco, NY 10549

Listing by Houlihan Lawrence Inc.

Property at 115 Pinesbridge Rd, Ossining, NY 10562, 4 beds, 2.5 baths

$1,349,500

4 beds2.5 baths3,102 sq ft

115 Pinesbridge Rd, Ossining, NY 10562

Listing by Houlihan Lawrence Inc.

Property at 34 Old Town Xing, Mount Kisco, NY 10549, 3 beds, 3.5 baths

$1,249,000

3 beds3.5 baths3,552 sq ft

34 Old Town Xing, Mount Kisco, NY 10549

Listing by William Raveis-New York LLC

Property at 517A Old Chappaqua Rd, Briarcliff Manor, NY 10510, 5 beds, 4.5 baths

$2,489,222

5 beds4.5 baths5,391 sq ft

517A Old Chappaqua Rd, Briarcliff Manor, NY 10510

Listing by Mark Seiden Real Estate Team

Property at 7 Hopper St, Pleasantville, NY 10570, 3 beds, 2 baths

$850,000

3 beds2 baths1,258 sq ft

7 Hopper St, Pleasantville, NY 10570

Listing by Keller Williams Realty Partner

Based on information submitted to the MLS GRID as of Sun Oct 25 2026. 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.

Homes with Parking for Sale in Chappaqua

There are currently 11 homes with parking homes for sale in Chappaqua at a median listing price of $1.09M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chappaqua stay on the market for 10 days and receive 7 offers. This map is refreshed with the newest listings in Chappaqua every 15 minutes.

In the past month, 3 homes have been sold in Chappaqua. In addition to houses in Chappaqua, there was also 1 condo, 0 townhouses, and 1 multi-family unit for sale in Chappaqua last month. Find your dream home in Chappaqua using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chappaqua are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chappaqua. Our Chappaqua real estate stats and trends will give you more information about home buying and selling trends in Chappaqua. If you're looking to sell your home in the Chappaqua area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chappaqua with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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