Briarcliff, NY Homes for Sale

/38
$1,175,000
- 3 Beds
- 3 Baths
- 3,728 Sq Ft
57 Hamilton Dr, Chappaqua, NY 10514

Welcome to a sleek contemporary home that seamlessly blends indoor comfort with an exceptional outdoor retreat. From the moment you enter, you'll appreciate the design's focus on chic, easy living, bathed in natural light and showcasing exposed beams, custom built-ins, and premium appointments. This home boasts an open concept and has been fully updated, living generously like a 4 or 5-bedroom

Sherry Wiggs

Houlihan Lawrence Inc.

(914) 862-7931

57 Hamilton Dr, Chappaqua, NY 10514
Selling your home? Sell it faster and for more with a Homes.com Boost.
Learn More
/26
$825,000
- 3 Beds
- 1.5 Baths
- 1,895 Sq Ft
46 Walnut St, Pleasantville, NY 10570

Calling all builders, dreamers or buyers who want their home and property to be their sanctuary! This 1920's three bedroom colonial is nestled on an oversized property with a buildable lot. It is surrounded by beautiful flowers, mature plantings, trees and rock gardens! This house and property offer endless possibilities including a subdivision or perhaps add a built-in pool or keep the

Loretta Fleming Chiavetta

Coldwell Banker Realty

(914) 386-2323

46 Walnut St, Pleasantville, NY 10570
/27
$6,795,000
- 6 Beds
- 8 Baths
- 7,447 Sq Ft
79 Richmond Hill Rd, Greenwich, CT 06831

Completely renovated exquisitely designed Colonial-style home, nestled on 4 park-like acres. Custom millwork, built-ins, designer lighting, and European fixtures. Light-filled family dining area featuring a 20-foot curved sliding glass wall that opens to the patio and pool. The Primary Suite boasts private balcony, large dressing room, and luxurious bath complete with radiant heated floors,

Kevin Stone

Sotheby's International Realty

(475) 255-6696

79 Richmond Hill Rd, Greenwich, CT 06831
/49
$1,575,000 Open Sat 12PM - 2PM
- 4 Beds
- 3.5 Baths
- 3,726 Sq Ft
41 Carlton Dr, Mount Kisco, NY 10549

Welcome to 41 Carlton Drive, Mount Kisco, NY. Mount Kisco Chase community. Located just below the cul-de-sac, this stunning colonial offers the perfect blend of classic elegance and modern comfort.The first floor features an expansive formal living room and dining room, and a beautifully updated kitchen (2020) that boasts a double oven, gas cooktop with mounted pot filler, large island with

Samantha Ortiz

Howard Hanna Rand Realty

(914) 928-2339

41 Carlton Dr, Mount Kisco, NY 10549
/29
$1,200,000
- 4 Beds
- 3 Baths
- 3,162 Sq Ft
18 Halsey Place, Valhalla, NY 10595

This well-maintained home, available for the first time in over 40 years, sits on nearly 1 acre of land, offering spacious living both inside and out. The main level includes a cozy living room with fireplace, an updated eat-in kitchen with stainless steel appliances, and a formal dining room. The primary suite features an attached bath, plus there’s an additional full bath with double vanity. A

Ken Wile Redfin Real Estate

18 Halsey Place, Valhalla, NY 10595
/44
$1,790,000
- 3 Beds
- 3.5 Baths
- 3,614 Sq Ft
21 Wallace Way, Chappaqua, NY 10514

Better than new at Chappaqua Crossings Carriages! Be among the first to experience this spectacular new community featuring a delightful and charming village atmosphere in the heart of Westchester, Chappaqua, NY. This stunning “Byram Newhaven model” situated in a prime location within the community, offers great curb appeal with its expansive front porch, stone walls and specimen plantings; and

Kimberly Renzi Redfin Real Estate

21 Wallace Way, Chappaqua, NY 10514
/7
$3,195,000 Open Sun 11AM - 1PM
- 5 Beds
- 5.5 Baths
- 6,128 Sq Ft
10 East Ln, Armonk, NY 10504

Welcome to 10 East Lane -your future modern villa nestled on over an acres of private land in an exclusive new 3 -Lot subdivision in Armonk. With a 9- month construction timeline, you can look forward to moving in by March 2026. Now is the ideal moment to secure your dream home and personalize every detail to suit your lifestyle.Designed to embrace the best of the outdoors, this home embodies

Jaimme Pudalov Houlihan Lawrence Inc.

10 East Ln, Armonk, NY 10504
/40
$3,225,000
- 6 Beds
- 7 Baths
- 6,520 Sq Ft
63 Buckout Rd, White Plains, NY 10604

Set on a sprawling one-acre private lot, surrounded by Silver Lake Preserve, this beautifully crafted new home blends luxury and elegance in every detail. With over 6,500 sq ft (including basement) of living space and an open floor plan, it’s designed for both comfort and style.The main level features 9-foot ceilings with crown molding, a spacious living room, formal dining with Butler’s pantry,

David White Owner Entry.com

63 Buckout Rd, White Plains, NY 10604
/38
$2,130,000
- 4 Beds
- 3.5 Baths
- 4,219 Sq Ft
39 N Greenwich Rd, Armonk, NY 10504

Welcome to this young, one of a kind, high-end custom Armonk home set on 1.14 acres of beautifully landscaped, lush grounds with curated specimen plantings, stone patios, and a built-in fire pit-ideal for both relaxation and entertaining. Inside, the home is flooded with natural light thanks to oversized windows and multiple French doors that create seamless indoor-outdoor living. Thoughtful

Amy Singer Houlihan Lawrence Inc.

39 N Greenwich Rd, Armonk, NY 10504
/36
$2,225,000
- 6 Beds
- 6 Baths
- 5,234 Sq Ft
50 Overlook Dr, Chappaqua, NY 10514

50 Overlook Drive, an elegant 6-bedroom colonial Tudor set in a quiet, tree-lined neighborhood. With fresh upgrades completed this month, including interior repainting, carpet-removal to expose wood floors. This one-of-a-kind home is a must see. Meticulously maintained heating and cooling systems, brick exterior, and a classic-tile roof are some of the exceptional features this home can offer.

Wendy Nolan Houlihan Lawrence Inc.

50 Overlook Dr, Chappaqua, NY 10514
/6
$1,950,000
- 4 Beds
- 3.5 Baths
- 4,004 Sq Ft
4 Circle Dr, Mount Kisco, NY 10549

Brand New Construction in the award-winning Chappaqua School District set on over one level acre. Ready for occupancy at the end of July or early August 2025 – just in time for the new school year. With 4 bedrooms and 3.1 bathrooms, it offers a flexible and functional layout with spacious, sunlit interiors that feel welcoming and refined. The open-concept living and dining areas are complemented

Aurora Banaszek Compass Greater NY, LLC

4 Circle Dr, Mount Kisco, NY 10549
/28
$3,495,000
- 6 Beds
- 8 Baths
- 5,613 Sq Ft
4 Mountain Laurel Dr, Greenwich, CT 06831

Stately Georgian brick home on a private cul-de-sac with 2 landscaped acres. Approach via a gated entrance to a circular driveway. Elegant, beautifully decorated home boasts 5,613 SF (add. 1000+/- sf in finished part of garden level), high ceilings, hardwood & stone floors & 5 fireplaces. Spacious entry foyer leads to gourmet kitchen w/Sub Zero, Viking & Bosch appliances, adj. family room has

Barbara Wells Houlihan Lawrence

4 Mountain Laurel Dr, Greenwich, CT 06831
/42
$4,350,000
- 5 Beds
- 7 Baths
- 5,257 Sq Ft
331 Round Hill Rd, Greenwich, CT 06831

Built in 1758 and thoughtfully updated, this exceptional residence offers a rare blend of historic craftsmanship and modern luxury. Original wide-plank hardwood floors, hand-hewn beams, and wood-burning fireplaces preserve its character, while the reimagined kitchen with premium appliances and elegant, updated baths provide a high standard of comfort. The interiors are expansive yet inviting,

Jack Sarsen Compass Connecticut, LLC

331 Round Hill Rd, Greenwich, CT 06831
/36
$2,000,000 Open Sun 1:30PM - 3:30PM
- 3 Beds
- 4.5 Baths
- 5,030 Sq Ft
34 Evergreen Row, Armonk, NY 10504

Welcome to this beautifully expanded and meticulously maintained residence in the sought-after Windmill Farms neighborhood of Armonk. Lush and private, the expansive flat yard is a perfect soccer field - bring your ball! With over 5,000SF of living space, this home offers the flexibility of Living Like a 5-Bedroom, 4 and a half baths, plus a home office - perfect for today's lifestyle. The

Amy Singer Houlihan Lawrence Inc.

34 Evergreen Row, Armonk, NY 10504
/35
$3,450,000
- 4 Beds
- 6 Baths
- 4,534 Sq Ft
30 Buckfield Ln, Greenwich, CT 06831

Just off Round Hill Road in an extremely attractive elevated setting - 30 Buckfield Lane is the back country opportunity you've been waiting for. More charm than you can imagine, and an old world farmhouse feel, perfect for the discerning buyer looking for their country home. Enter the upper floor from the beautifully planted front of the property and notice the double height living room below.

Robert Johnson Brown Harris Stevens CT, LLC

30 Buckfield Ln, Greenwich, CT 06831
/32
$1,890,000
- 4 Beds
- 5 Baths
- 4,051 Sq Ft
50 Kerry Ln, Chappaqua, NY 10514

Nestled on a coveted lane in Chappaqua, this expanded 4-bedroom Colonial offers an unparalleled blend of privacy, luxury, and charm. Set on over 2 acres of meticulously landscaped grounds, this exceptional property features a stunning gunite heated saltwater pool, lush mature plantings, and a picture-perfect setting that defines upscale suburban living. Step inside to discover a beautifully

Amy Singer Houlihan Lawrence Inc.

50 Kerry Ln, Chappaqua, NY 10514
/48
$2,149,000
- 4 Beds
- 4.5 Baths
- 4,543 Sq Ft
56 Annandale Rd, Chappaqua, NY 10514

Welcome to 56 Annandale Road – a sleek & sophisticated Contemporary Colonial tucked into the prestigious Lawrence Farms East enclave, with panoramic views of the Mount Kisco Country Club’s fairways & pool. This rare offering delivers a perfect blend of privacy, style, & convenience in one of Westchester’s most sought-after communities. Set on almost an acre & a half of beautifully landscaped

Michael Levy eXp Realty

56 Annandale Rd, Chappaqua, NY 10514
/44
$1,999,000
- 4 Beds
- 5 Baths
- 5,153 Sq Ft
2 Patriots Farm Ct, Armonk, NY 10504

Your dream home is finally within reach - welcome to 2 Patriots Farm Ct, Armonk NY , where your new chapter begins. Ideally located on a peaceful cul-de-sac street in one of Armonk's most sought-after enclaves. Impeccable professional landscaping greets you at the front of the circular driveway and extends seamlessly across the entire property. Privately set apart from the main residence, a

Jaimme Pudalov Houlihan Lawrence Inc.

2 Patriots Farm Ct, Armonk, NY 10504
/35
$2,450,000
- 5 Beds
- 4.5 Baths
- 5,800 Sq Ft
224 Chestnut Ridge Rd, Mount Kisco, NY 10549

Set on over four private and picturesque acres in the esteemed Byram Hills School District, this exquisitely updated carriage house masterfully blends historic character with modern luxury. From its antique beamed ceilings and vintage chandeliers to its graciously proportioned living spaces, every detail of this residence has been thoughtfully curated to offer both elegance and comfort.The

Sari Shaw Compass Greater NY, LLC

224 Chestnut Ridge Rd, Mount Kisco, NY 10549
/44
$2,495,000
- 4 Beds
- 3.5 Baths
- 4,936 Sq Ft
25 Round Hill Rd, Armonk, NY 10504

Experience luxury living in this newly fully renovated, turn-key home set on the prestigious Round Hill Rd in Armonk, with the added bonus of the opportunity of joining the Windmill Club. Boasting an expansive open floor plan, large rooms, vaulted ceilings, wide planked white oak hardwood floors, this designer inspired home is filled w/ high end finishes throughout. The large open living room &

Robin Levine Julia B Fee Sothebys Int. Rlty

25 Round Hill Rd, Armonk, NY 10504
/41
$2,300,000
- 5 Beds
- 4.5 Baths
- 5,183 Sq Ft
3 Boulder Trail, Chappaqua, NY 10514

Turn-key, custom-built 5-bedroom center-hall colonial in Chappaqua’s desirable Hardscrabble Lake community. First floor includes an open floor plan between the updated kitchen and family room with wood-burning fireplace and sliders to the oversized, new Trex deck, a large living room with french doors to the library with access to the deck, formal dining room, powder room, mudroom and door to

Nancy Strong Douglas Elliman Real Estate

3 Boulder Trail, Chappaqua, NY 10514
/50
$1,989,000
- 8 Beds
- 7 Baths
- 4,983 Sq Ft
22 Clark St, Pleasantville, NY 10570

Discover the perfect blend of classic charm and modern versatility in this impressive Colonial home, ideally located in the picturesque town of Pleasantville. Exterior siding and trim has been completely painted and repaired and new roof installed in 2022! This expansive residence offers not only six spacious bedrooms but also features a two bedroom accessory apartment above a detached garage,

Imma Carletto Christie's Int. Real Estate

22 Clark St, Pleasantville, NY 10570
/40
$1,995,000 Open Sat 12PM - 2PM
- 5 Beds
- 3 Baths
- 4,655 Sq Ft
35 Palmer Ln, Thornwood, NY 10594

This meticulously maintained custom home offers refined interior finishes and a private backyard oasis ideal for entertaining. Inside, enjoy refinished oak flooring, vaulted ceilings, a grand entry, and spacious formal and casual living areas. The gourmet kitchen features granite countertops, custom cabinetry, high-end appliances, and a large center island.Step outside to a stunning resort-style

Andrea Outar Today Realty Corp.

35 Palmer Ln, Thornwood, NY 10594
/9
$1,679,000
- 2 Beds
- 3.5 Baths
- 3,269 Sq Ft
10 Carriage Ln Unit 85, Chappaqua, NY 10514

Home Under construction! Move-in by Summer 2025' 3269 square feet ! 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.

10 Carriage Ln Unit 85, Chappaqua, NY 10514
/9
$1,699,000
- 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
/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
/33
$1,999,000
- 5 Beds
- 5.5 Baths
- 4,150 Sq Ft
6 Tripp Ln, Armonk, NY 10504

New construction five-bedroom home with large level yard. This environmentally friendly and energy efficient geothermal home has an open floor plan, large windows, wonderful light, attractive wood floors and great finishes. The heart of the house is the kitchen with stainless steel appliances, large island, separate dining area and doors to the deck, and is open to the family room. The dining

Julie Schneider Compass Greater NY, LLC

6 Tripp Ln, Armonk, NY 10504
/28
$1,849,999
- 4 Beds
- 2.5 Baths
- 4,500 Sq Ft
0 Gray Rock Ln Unit KEY828030, Chappaqua, NY 10514

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

Mary Ann Tighe Houlihan Lawrence Inc.

0 Gray Rock Ln Unit KEY828030, Chappaqua, NY 10514
/35
$1,875,000
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
162 Bedford Rd Unit 16, Armonk, NY 10504

Welcome to Armonk Close, a luxurious condo community in the heart of Armonk, New York. This exclusive development, completed in 2024, offers 20 modern units designed for sophisticated living. Each townhouse features a private 2-car garage, private balcony, and 400 SF rooftop deck, perfect for enjoying the surrounding views. High-end finishes include Bosch stainless steel appliances, gas cooking,

Sandra Scarano William Raveis Real Estate

162 Bedford Rd Unit 16, Armonk, NY 10504
/33
$1,850,000
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
162 Bedford Rd Unit 15, Armonk, NY 10504

Welcome to Armonk Close, a luxurious condo community in the heart of Armonk, New York. This exclusive development, completed in 2024, offers 20 modern units designed for sophisticated living. Each townhouse features a private 2-car garage, private balcony, and 400 SF rooftop deck, perfect for enjoying the surrounding views. High-end finishes include Bosch stainless steel appliances, gas cooking,

Sandra Scarano William Raveis Real Estate

162 Bedford Rd Unit 15, Armonk, NY 10504
/32
$1,925,000
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
162 Bedford Rd Unit 13, Armonk, NY 10504

Welcome to Armonk Close, a luxurious condo community in the heart of Armonk, New York. This exclusive development, completed in 2024, offers 20 modern units designed for sophisticated living. Each townhouse features a private 2-car garage, private balcony, and 400 SF rooftop deck, perfect for enjoying the surrounding views. High-end finishes include Bosch stainless steel appliances, gas cooking,

Sandra Scarano William Raveis Real Estate

162 Bedford Rd Unit 13, Armonk, NY 10504
/46
$1,425,000
- 4 Beds
- 3.5 Baths
- 3,598 Sq Ft
11 Indian Hill Rd, West Harrison, NY 10604

Welcome to your private sanctuary in West Harrison, set on 1.14 acres of beautifully wooded land with serene, private views. This updated and spacious Colonial combines timeless charm with modern updates and premium features. Step into the foyer with slate flooring, leading to a large formal living room and a spacious formal dining room complete with custom built-ins and a wine refrigerator—ideal

Judith Kelly Houlihan Lawrence Inc.

11 Indian Hill Rd, West Harrison, NY 10604
/50
$1,435,000 Open Sat 12PM - 2PM
- 4 Beds
- 3.5 Baths
- 2,600 Sq Ft
31 Pierce Dr, Pleasantville, NY 10570

Welcome to a half acre of heaven. You will fall in love with the incredible landscaping and gardening that has entertained garden club members. The glorious interior is light and bright with lots of windows strategically placed for viewing the beautiful outdoors. Plus, there is additional recessed lighting. The main level consists of a gracious entry foyer and guest closet, along with a

Miriam Dunn RE/MAX Prime Properties

31 Pierce Dr, Pleasantville, NY 10570
/45
$749,000
- 3 Beds
- 2 Baths
- 1,605 Sq Ft
5 Ridgeview Dr, Pleasantville, NY 10570

Welcome to 5 Ridgeview Drive – where comfort, charm, and convenience meet. Set upon a quiet cul-de-sac and surrounded by lush greenery, this beautifully maintained ranch offers easy living in a serene setting. Step inside to discover timeless hardwood floors, an abundance of natural light, and a desirable open-concept layout that invites effortless everyday living and entertaining. The spacious

Matthew Valvano Berkshire Hathaway HS NY Prop

5 Ridgeview Dr, Pleasantville, NY 10570
/50
$1,795,000
- 5 Beds
- 3.5 Baths
- 6,382 Sq Ft
125 Park Ln, West Harrison, NY 10604

Exquisite Contemporary Masterpiece in Prestigious West Harrison — A Grand Estate of Unrivaled Elegance and Expansive Living! Nestled majestically on 1.7 acres of meticulously landscaped grounds in the coveted town of West Harrison, this extraordinary contemporary split-level estate redefines sophisticated living. Spanning over 6,382 square feet and boasting an unparalleled 23 impeccably appointed

Gino Bello Howard Hanna Rand Realty

125 Park Ln, West Harrison, NY 10604
/43
$977,700
- 3 Beds
- 2 Baths
- 1,695 Sq Ft
290 Mountain Rd, Pleasantville, NY 10570

Modern Living Meets Natural Beauty in the Heart of Pleasantville. Perched above the charming village of Pleasantville, this modern masterpiece has been completely rebuilt from the ground up, offering a one-of-a-kind blend of contemporary design and character. Set on nearly three-quarters of an acre, the home offers privacy and serenity—yet is located under a mile from Metro North, with express

Matthew Valvano Berkshire Hathaway HS NY Prop

290 Mountain Rd, Pleasantville, NY 10570
/30
$865,000
- 4 Beds
- 1 Bath
- 1,890 Sq Ft
414 Bear Ridge Rd, Pleasantville, NY 10570

Charming Historic Colonial built in 1870 with original hardwood floors throughout and unique moldings that showcase artisanal craftsmanship from the mid-19th century. Every room has its own character, just waiting for you to fill it with your own touches and memories. Kitchen has been updated with plenty of storage. Large front porch with tons of privacy. Expansive newer windows throughout

Stacy Weinberg Giner Real Estate Inc.

414 Bear Ridge Rd, Pleasantville, NY 10570
/44
$1,280,000
- 3 Beds
- 3.5 Baths
- 3,434 Sq Ft
17 Country Club Ln, Pleasantville, NY 10570

Welcome to Pleasantville Country Club, where luxury and convenience unite to create an extraordinary lifestyle. This beautifully appointed 3-bedroom townhome, complete with an attached garage, is perfectly located across from the Clubhouse, pool, restaurant, and pro shop—putting world-class amenities just steps away. Step inside and be greeted by gleaming wood floors and sun-drenched spaces, as

Kile Boga-Ibric Houlihan Lawrence Inc.

17 Country Club Ln, Pleasantville, NY 10570
/4
$795,000
- Land
- 2.43 Acres
- $327,160 per Acre
7 Vincent Ln, Armonk, NY 10504

Rare opportunity to build your dream home on a quiet cul-de-sac in a premier area of $3M + estates in Armonk. Bring your architect/builder to create your vision. Had BOH approval in the late 1990's for approval for 5 bedroom septic with pump system. Neighborhood homes have drilled wells and oil tanks above ground. Building lot shares driveway with 2 other gated homes already built. Just

Harriet Libov Houlihan Lawrence Inc.

7 Vincent Ln, Armonk, NY 10504
/45
$1,125,000
- 5 Beds
- 4 Baths
- 2,916 Sq Ft
27 Bedford Rd, Pleasantville, NY 10570

Set in the desirable Village of Pleasantville, this enchanting Colonial home, built in 1830 and sited on .78 acres, offers timeless character, unique architectural details, and endless potential. A true diamond in the rough, this residence, dubbed "Pierce House", is ready to be transformed into something truly spectacular. Far from cookie-cutter, this home tells a story. With its original charm

Grace LoBello William Raveis Real Estate

27 Bedford Rd, Pleasantville, NY 10570

Showing Results 1 - 40, Page 1 of 4

New York Briarcliff

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

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

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