21,958

South Salem, NY Homes

Section Image
  • /35

    $1,750,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,712 Sq Ft

    4 Wright Dr, Chappaqua, NY 10514

    A rare opportunity to own one of the few true 3-bedroom townhomes in Chappaqua Crossing Carriages, a sold-out luxury community within the highly sought-after Chappaqua School District. With all three bedrooms ideally situated on the second floor — a layout rarely available here — this exceptional end unit combines smart design with high-end finishes and extensive upgrades throughout. The main

    Karin Kimtis Compass Greater NY, LLC

    4 Wright Dr, Chappaqua, NY 10514
  • 14 Brundage St, Armonk, NY 10504

    $375,000 Sold Aug 05, 2025

    14 Brundage St, Armonk, NY 10504

    • Land
    • 15,246 Sq Ft
    • $1,071,429 per Acre

    Last Sold Summary

    • 7% Above List Price
    • 39 Days On Market

    Current Estimated Value $383,905

    Last Listing Agent Aurora Banaszek Compass Greater NY, LLC

    14 Brundage St, Armonk, NY 10504
    • 6 Austin Place, Briarcliff Manor, NY 10510

      Est $2,133,247 Not Listed For Sale

      6 Austin Place, Briarcliff Manor, NY 10510

      • 5 Beds
      • 5.5 Baths
      • 6,102 Sq Ft
      • Built 2006
      6 Austin Place, Briarcliff Manor, NY 10510

      Last Sold Summary

      • 18% Above List Price
      • $296/SF
      • 72 Days On Market
      • Last Sold Price $1,805,000
      • Mar 19, 2024

      Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  • /41

    $1,299,000

    • 4 Beds
    • 3.5 Baths
    • 2,892 Sq Ft

    121 Washburn Rd, Briarcliff Manor, NY 10510

    A true backyard retreat in the Briarcliff Manor School District, this impeccably cared-for and updated 4-bedroom, 3.5-bath home offers more than 2,800 square feet of light-filled, flexible living space in a highly desirable neighborhood. Perfectly positioned near the village, pool, parks, library, and schools, it combines convenience with a sense of privacy and escape. Inside, the main level is

    Cindy Glynn Compass Greater NY, LLC

    121 Washburn Rd, Briarcliff Manor, NY 10510
  • 2 Carriage Ln Unit 81, Chappaqua, NY 10514

    $1,747,995 Sold Sep 19, 2025

    2 Carriage Ln Unit 81, Chappaqua, NY 10514

    • 2 Beds
    • 3.5 Baths
    • 3,269 Sq Ft
    • Built 2024

    Last Sold Summary

    • $535/SF
    • 235 Days On Market

    Current Estimated Value $1,762,682

    Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

    2 Carriage Ln Unit 81, Chappaqua, NY 10514
    • 40 Hyatt Rd, Briarcliff Manor, NY 10510

      Est $1,503,812 Not Listed For Sale

      40 Hyatt Rd, Briarcliff Manor, NY 10510

      • 3 Beds
      • 3 Baths
      • 3,101 Sq Ft
      • Built 1954
      40 Hyatt Rd, Briarcliff Manor, NY 10510

      Last Sold Summary

      • 14% Above List Price
      • $426/SF
      • 9 Days On Market
      • Last Sold Price $1,322,500
      • Jan 05, 2024

      Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  • /32

    $2,750,000

    • 4 Beds
    • 5.5 Baths
    • 4,500 Sq Ft

    38 Bedford Rd, Greenwich, CT 06831

    *Not noise impacted by 684 & insignificant by HPN airport* Welcome to Inspiration Farm, the first time this equestrian property is on the market in over 24 years. Between two stone pillars, enter a private, newly paved driveway, to approach a hidden gem that is ready to be loved by new owners. This house contains 4+ generously sized bedrooms and 5.1 bathrooms with an easy flow floor plan. The

    Stefanie Lacoff BHHS New England Properties

    38 Bedford Rd, Greenwich, CT 06831
  • 6 Algonquin Dr, Chappaqua, NY 10514

    $1,391,022 Sold Oct 23, 2025

    6 Algonquin Dr, Chappaqua, NY 10514

    • 4 Beds
    • 3.5 Baths
    • 3,776 Sq Ft
    • Built 1952

    Last Sold Summary

    • 16% Above List Price
    • $368/SF
    • 30 Days On Market

    Current Estimated Value $1,435,083

    Last Listing Agent Lindsay Rothman Compass Greater NY LLC

    6 Algonquin Dr, Chappaqua, NY 10514
    • 166 Cedar Dr E, Briarcliff Manor, NY 10510

      Est $1,058,657 Not Listed For Sale

      166 Cedar Dr E, Briarcliff Manor, NY 10510

      • 3 Beds
      • 2.5 Baths
      • 1,798 Sq Ft
      • Built 1958
      166 Cedar Dr E, Briarcliff Manor, NY 10510

      Last Sold Summary

      • 20% Above List Price
      • $489/SF
      • 24 Days On Market
      • Last Sold Price $880,000
      • Aug 22, 2023

      Last Listing Agent Diane Mezzatesta ERA Insite Realty Services

  • /49

    $1,639,000

    • 4 Beds
    • 2.5 Baths
    • 2,955 Sq Ft

    280 Bedford Rd, Pleasantville, NY 10570

    Stunning four-bedroom Village Victorian in the heart of Pleasantville, rich with late 1800s character and timeless architectural detail. This exceptional home showcases exquisite original features including ornate crown molding, soaring 10-foot ceilings, bay windows, hardwood floors, and a beautifully crafted wood banister spanning all three levels. The first floor offers a gracious and welcoming

    Maura Mcspedon William Raveis Real Estate

    280 Bedford Rd, Pleasantville, NY 10570
  • 5 Vincent Ln, Armonk, NY 10504

    $3,400,000 Sold Jun 26, 2025

    5 Vincent Ln, Armonk, NY 10504

    • 5 Beds
    • 8 Baths
    • 8,021 Sq Ft
    • Built 2004

    Last Sold Summary

    • 11% Below List Price
    • $424/SF
    • 320 Days On Market

    Current Estimated Value $3,529,291

    Last Listing Agent Harriet Libov Houlihan Lawrence Inc.

    5 Vincent Ln, Armonk, NY 10504
    • 29 Tamarack Place, Briarcliff Manor, NY 10510

      Est $1,427,494 Not Listed For Sale

      29 Tamarack Place, Briarcliff Manor, NY 10510

      • 3 Beds
      • 3.5 Baths
      • 3,144 Sq Ft
      • Built 1960
      29 Tamarack Place, Briarcliff Manor, NY 10510

      Last Sold Summary

      • 18% Above List Price
      • $385/SF
      • 22 Days On Market
      • Last Sold Price $1,210,000
      • Nov 02, 2023

      Last Listing Agent Mary Ann Tighe Houlihan Lawrence Inc.

  • /19

    $1,734,000 Pending

    • 3 Beds
    • 4.5 Baths
    • 2,970 Sq Ft

    16 Fieldstone Knoll Unit 55, Armonk, NY 10504

    PRE-CONSTRUCTION - MODEL WILL BE COMPLETE LATE SPRING 2026! Discover luxury living at Enclave at Armonk by Toll Brothers in esteemed Westchester County. This community is an intimate enclave of two-story townhomes offering luxury features from top brand-name manufacturers such as Kohler fixtures, Century cabinets, stainless steel appliances, and much more. This quick move-in home is a Wilkerson

    Thomas Jacovino Toll Brothers Real Estate Inc.

    16 Fieldstone Knoll Unit 55, Armonk, NY 10504
  • 30 Rambling Brook Rd, Chappaqua, NY 10514

    $732,500 Sold Dec 15, 2025

    30 Rambling Brook Rd, Chappaqua, NY 10514

    • 2 Beds
    • 2.5 Baths
    • 1,244 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $589/SF
    • 24 Days On Market

    Current Estimated Value $734,761

    Last Listing Agent Amanda Acard Nestedge Realty

    30 Rambling Brook Rd, Chappaqua, NY 10514
    • 101 Long Hill Rd E, Briarcliff Manor, NY 10510

      Est $1,474,516 Not Listed For Sale

      101 Long Hill Rd E, Briarcliff Manor, NY 10510

      • 4 Beds
      • 3 Baths
      • 2,934 Sq Ft
      • Built 1947
      101 Long Hill Rd E, Briarcliff Manor, NY 10510

      Last Sold Summary

      • 4% Above List Price
      • $482/SF
      • 9 Days On Market
      • Last Sold Price $1,415,000
      • May 07, 2025

      Last Listing Agent Maya Sheehan Compass Greater NY, LLC

  • /44

    $2,499,000

    • 3 Beds
    • 4 Baths
    • 6,115 Sq Ft

    33 Greenbriar Dr, Chappaqua, NY 10514

    Nestled in a beautifully wooded neighborhood within the highly sought-after Chappaqua school district, this stately 3-bedroom (lives like a 5 bedroom), 4-bathroom colonial is bursting with natural light and distinctive architectural details, presenting like an estate.The striking exterior sets the tone with Juliet balconies, cupolas topped with copper weathervanes, Belgian-block lined

    Wendy Nolan Houlihan Lawrence Inc.

    33 Greenbriar Dr, Chappaqua, NY 10514
  • 31 Wynnewood Rd, Chappaqua, NY 10514

    $1,530,000 Sold Sep 12, 2025

    31 Wynnewood Rd, Chappaqua, NY 10514

    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft
    • Built 1928

    Last Sold Summary

    • 22% Above List Price
    • $632/SF
    • 9 Days On Market

    Current Estimated Value $1,491,259

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    31 Wynnewood Rd, Chappaqua, NY 10514
    • 163 Long Hill Rd E, Briarcliff Manor, NY 10510

      Est $1,352,089 Not Listed For Sale

      163 Long Hill Rd E, Briarcliff Manor, NY 10510

      • 4 Beds
      • 2.5 Baths
      • 2,873 Sq Ft
      • Built 1960
      163 Long Hill Rd E, Briarcliff Manor, NY 10510

      Last Sold Summary

      • 23% Above List Price
      • $383/SF
      • 16 Days On Market
      • Last Sold Price $1,100,000
      • Sep 22, 2023

      Last Listing Agent Sharon Bodnar Briskman Houlihan Lawrence Inc.

  • /40

    $3,649,000 Pending

    • 6 Beds
    • 8 Baths
    • 9,488 Sq Ft

    12 Cowdray Park Dr, Armonk, NY 10504

    A 10-acre estate within the gated community of Conyers Farm with 24-hour security, this 9,488 sq ft residence is set at the end of a long, private, tree-lined drive. Designed for both large-scale entertaining and comfortable living, the home features expansive open spaces, a formal library with fireplace, first-floor guest suite, and a gourmet kitchen flowing into a dramatic family room with

    Gerald Wood New Door Properties LLC

    12 Cowdray Park Dr, Armonk, NY 10504
  • 18 Fox Ridge Rd, Armonk, NY 10504

    $1,440,000 Sold Dec 17, 2025

    18 Fox Ridge Rd, Armonk, NY 10504

    • 5 Beds
    • 3 Baths
    • 2,747 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Below List Price
    • $524/SF
    • 22 Days On Market

    Current Estimated Value $1,433,960

    Last Listing Agent Julie Schneider Compass Greater NY, LLC

    18 Fox Ridge Rd, Armonk, NY 10504
    • 44 Hawthorn Place, Briarcliff Manor, NY 10510

      Est $2,330,295 Not Listed For Sale

      44 Hawthorn Place, Briarcliff Manor, NY 10510

      • 5 Beds
      • 3.5 Baths
      • 4,320 Sq Ft
      • Built 1964
      44 Hawthorn Place, Briarcliff Manor, NY 10510

      Last Sold Summary

      • 8% Below List Price
      • $587/SF
      • 44 Days On Market
      • Last Sold Price $2,535,000
      • Aug 26, 2024

      Last Listing Agent Amy Singer Houlihan Lawrence Inc.

  • /25

    $999,999 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,652 Sq Ft

    2 Brookwood Rd, Bedford, NY 10506

    **Endless Potential in Byram Hills School District** Set on two beautiful acres in Bedford, 2 Brookwood Road offers an incredible opportunity to secure a premium property in the highly sought-after Byram Hills School District. **This home is being sold AS IS.** The existing 1960s-era home features over 3,300 square feet of living space and is waiting for your personal touch. It offers incredible

    Prabjeet Rai Julia B Fee Sothebys Int. Rlty

    2 Brookwood Rd, Bedford, NY 10506
  • /29

    $3,000,000 Sold Dec 19, 2025

    15 Audubon Ln, Greenwich, CT 06831

    • 4 Beds
    • 3.5 Baths
    • 2,682 Sq Ft
    • Built 1967

    Last Sold Summary

    • 3% Below List Price
    • $1,119/SF
    • 27 Days On Market

    Last Listing Agent Ken Wile Redfin Corporation

    15 Audubon Ln, Greenwich, CT 06831
    • 20 Rockledge Rd, White Plains, NY 10603

      Est $801,885 Not Listed For Sale

      20 Rockledge Rd, White Plains, NY 10603

      • 4 Beds
      • 2 Baths
      • 2,283 Sq Ft
      • Built 1915
      20 Rockledge Rd, White Plains, NY 10603

      Last Sold Summary

      • 16% Above List Price
      • $302/SF
      • 10 Days On Market
      • Last Sold Price $690,000
      • Oct 15, 2024

      Last Listing Agent Shpresa Camaj Real Broker NY LLC

  • /44

    $788,000

    • 3 Beds
    • 2 Baths
    • 2,002 Sq Ft

    382 Marietta Ave, Hawthorne, NY 10532

    Welcome to 382 Marietta Avenue in the Hamlet of Hawthorne — offered for the first time in 58 years! This charming Colonial features 3 bedrooms plus bonus room that lives like a 4th bedroom, along with 2 full baths and inviting living areas. An entry way welcomes you to the spacious living room with a cozy wood-burning fireplace and Dutch doors leading to a screened-in side porch. The large eat-in

    Lynn Stoecker Briante Realty Group, LLC

    382 Marietta Ave, Hawthorne, NY 10532
  • 4 Watch Hill Rd, Pleasantville, NY 10570

    $1,425,000 Sold Aug 08, 2025

    4 Watch Hill Rd, Pleasantville, NY 10570

    • 4 Beds
    • 2.5 Baths
    • 3,456 Sq Ft
    • Built 1984

    Last Sold Summary

    • 19% Above List Price
    • $412/SF
    • 7 Days On Market

    Current Estimated Value $1,483,599

    Last Listing Agent Maura Mcspedon William Raveis Real Estate

    4 Watch Hill Rd, Pleasantville, NY 10570
    • 36 Grove Rd, White Plains, NY 10603

      Est $662,848 Not Listed For Sale

      36 Grove Rd, White Plains, NY 10603

      • 2 Beds
      • 1 Bath
      • 1,396 Sq Ft
      • Built 1930
      36 Grove Rd, White Plains, NY 10603

      Last Sold Summary

      • 15% Above List Price
      • $412/SF
      • 99 Days On Market
      • Last Sold Price $575,000
      • Jan 31, 2025

      Last Listing Agent Robert Weiss Howard Hanna Rand Realty

  • /30

    $459,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    590 Bedford Rd Unit 2, Pleasantville, NY 10570

    Welcome to this bright and well-maintained 2-bedroom, 1-bath condo located in the desirable Greenwood Complex. Situated on the second floor, this home overlooks the beautifully landscaped courtyard with mature trees, shrubs, and lush lawns, creating a peaceful setting. The spacious living room features a large triple window that fills the space with natural light and brand-new wall-to-wall

    Patricia DelVecchio William Raveis Real Estate

    590 Bedford Rd Unit 2, Pleasantville, NY 10570
  • 18 Freedom Rd, White Plains, NY 10603

    $1,300,000 Sold Jun 06, 2025

    18 Freedom Rd, White Plains, NY 10603

    • 4 Beds
    • 2.5 Baths
    • 3,442 Sq Ft
    • Built 2001

    Last Sold Summary

    • 8% Above List Price
    • $378/SF
    • 12 Days On Market

    Current Estimated Value $1,287,812

    Last Listing Agent Renata Douglass Houlihan Lawrence Inc.

    18 Freedom Rd, White Plains, NY 10603
    • 12 Freedom Rd, White Plains, NY 10603

      Est $1,160,142 Not Listed For Sale

      12 Freedom Rd, White Plains, NY 10603

      • 4 Beds
      • 3 Baths
      • 2,440 Sq Ft
      • Built 2023
      12 Freedom Rd, White Plains, NY 10603

      Last Sold Summary

      • 16% Above List Price
      • $409/SF
      • 24 Days On Market
      • Last Sold Price $999,000
      • Oct 27, 2023

      Last Listing Agent Renata Douglass Houlihan Lawrence Inc.

  • /22

    $1,780,000 Pending

    • 2 Beds
    • 3.5 Baths
    • 2,945 Sq Ft

    26 Wallace Way, Chappaqua, NY 10514

    Welcome to 26 Wallace Way — a standout residence in the coveted, sold-out Chappaqua Crossings Carriages community. Thoughtfully designed and impeccably finished, this first-floor primary bedroom home elevates townhouse living with refined interiors, dramatic architecture, and a setting that is both private and connected.The main level makes an immediate impression with a dramatic

    Craig DeCecchis Corcoran Legends Realty

    26 Wallace Way, Chappaqua, NY 10514
  • 68 Foxwood Dr Unit 4, Pleasantville, NY 10570

    $795,000 Sold Oct 09, 2025

    68 Foxwood Dr Unit 4, Pleasantville, NY 10570

    • 2 Beds
    • 2 Baths
    • 1,273 Sq Ft
    • Built 1979

    Last Sold Summary

    • 11% Above List Price
    • $625/SF
    • 22 Days On Market

    Current Estimated Value $785,613

    Last Listing Agent Rita Longo Howard Hanna Rand Realty

    68 Foxwood Dr Unit 4, Pleasantville, NY 10570
    • 5 Church St, North White Plains, NY 10603

      Est $622,465 Not Listed For Sale

      5 Church St, North White Plains, NY 10603

      • 3 Beds
      • 1.5 Baths
      • 1,238 Sq Ft
      • Built 1948
      5 Church St, North White Plains, NY 10603

      Last Sold Summary

      • 19% Above List Price
      • $424/SF
      • 43 Days On Market
      • Last Sold Price $525,000
      • Aug 14, 2024

      Last Listing Agent Bejimmy Shehata RE/MAX Prestige Properties

  • /27

    $2,600,000

    • 6 Beds
    • 4 Baths
    • 4,233 Sq Ft

    82 Douglas Rd, Chappaqua, NY 10514

    UNIQUE HIGH-NET INVESTMENT OPPORTUNITY IN CHAPPAQUA SCHOOLS - 5 MIN WALK TO TRAIN. LIVE IN ONE UNIT AND COLLECT INCOME FROM TWO UNITS. LEGAL THREE-FAMILY PROPERTY WITH ONE SINGLE-FAMILY 2BR/2BA RESIDENCE AND A TWO-FAMILY (4BR/2BA) RESIDENCE. HIGH RENTS - $167K ANNUAL GROSS/ $135K NET. ALL UNITS CURRENTLY RENTED BUT TWO OF THREE UNITS EXPIRE 7/31/26, SO THERE IS FLEXIBILITY. SINGLE FAMILY TENANT

    Kristen Renzulli Arch & Gable Realty LLC

    82 Douglas Rd, Chappaqua, NY 10514
  • 52 Stonewall Cir, West Harrison, NY 10604

    $2,325,000 Sold Jul 31, 2025

    52 Stonewall Cir, West Harrison, NY 10604

    • 6 Beds
    • 5 Baths
    • 6,806 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $342/SF
    • 33 Days On Market

    Current Estimated Value $2,368,606

    Last Listing Agent Jennifer Holmes Julia B Fee Sothebys Int. Rlty

    52 Stonewall Cir, West Harrison, NY 10604
    • 3 Dunlap Way, White Plains, NY 10603

      Est $653,279 Not Listed For Sale

      3 Dunlap Way, White Plains, NY 10603

      • 2 Beds
      • 1 Bath
      • 970 Sq Ft
      • Built 1948
      3 Dunlap Way, White Plains, NY 10603

      Last Sold Summary

      • 5% Above List Price
      • $644/SF
      • 17 Days On Market
      • Last Sold Price $625,000
      • Jul 30, 2024

      Last Listing Agent Jeanne Beckley Howard Hanna Rand Realty

  • /29

    $295,000 Pending

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    70 Lawrence Ct Unit B, White Plains, NY 10603

    WELCOME HOME to this Immaculate & Spacious 2 Bedroom in Highly-Sought-After Edgebrook Cooperative! Comfort & Convenience is offered in this First Level Apartment on Quiet Cul-De-Sac in Park-Like setting w/ Benches & Gardens! Inviting Entry Foyer leads to a Kitchen with Breakfast Nook Relax or Entertain in the Grand Livingroom including Dining Area & Over-sized Picture Window with Scenic Views. 2

    Dana Topper ERA Insite Realty Services

    70 Lawrence Ct Unit B, White Plains, NY 10603
  • 322 Brighton Ave, Hawthorne, NY 10532

    $720,000 Sold Mar 09, 2026

    322 Brighton Ave, Hawthorne, NY 10532

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Above List Price
    • $576/SF
    • 29 Days On Market

    Current Estimated Value $669,755

    Last Listing Agent Elisa Bruno-Midili eXp Realty

    322 Brighton Ave, Hawthorne, NY 10532
    • 89 Washington Ave N, White Plains, NY 10603

      Est $820,772 Not Listed For Sale

      89 Washington Ave N, White Plains, NY 10603

      • 5 Beds
      • 3 Baths
      • 2,902 Sq Ft
      • Built 1914
      89 Washington Ave N, White Plains, NY 10603

      Last Sold Summary

      • 6% Above List Price
      • $267/SF
      • 106 Days On Market
      • Last Sold Price $775,000
      • Dec 13, 2024

      Last Listing Agent Betsy Brady William Raveis-New York LLC

  • /48

    $4,500,000

    • 5 Beds
    • 7 Baths
    • 7,608 Sq Ft

    150 Old Farm Rd N, Chappaqua, NY 10514

    1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original

    Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

    150 Old Farm Rd N, Chappaqua, NY 10514

Showing Results 521 - 560, Page 14 of 18

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