Southeast, NY Homes

• 

  

  

  /29

  $469,000

  • 2 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  23 Orchard Rd, Brewster, NY 10509

  If Lake Life Is Calling: This Home on Orchard Road Is for You!Set on the eastern shore of Peach Lake in the sought-after Vails Grove community, this rustic home offers the ultimate lakeside lifestyle within the North Salem School District. With 2 bedrooms, 2.5 baths, a dedicated office, an open living room, kitchen, lower level family room with laundry and a 2-car, heated garage, this is more

  Patricia Hinkley Coldwell Banker Realty

  23 Orchard Rd, Brewster, NY 10509
• 

  $480,000

  Sold Aug 06, 2026

  5703 Applewood Cir, Carmel, NY 10512

  • 2 Beds
  • 2.5 Baths
  • 1,874 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $256/SF
  • 36 Days On Market

  Current Estimated Value $460,210

  Last Listing Agent Geraldine Finan Houlihan Lawrence Inc.

  5703 Applewood Cir, Carmel, NY 10512
• 

  Est $1,462,468

  Not Listed For Sale

  45 Hickory Ridge Rd, Brewster, NY 10509

  • 4 Beds
  • 3.5 Baths
  • 4,560 Sq Ft
  • Built 2005

  45 Hickory Ridge Rd, Brewster, NY 10509

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Lawrence Zacks Keller Williams Realty Partner
• 

  

  

  /38

  $1,050,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,005 Sq Ft

  10 Pheasant Crossing Ln, Brewster, NY 10509

  Designed for effortless everyday living and entertaining, this beautifully maintained and extensively improved home offers generous living spaces, exceptional amenities, and a wonderful connection to the outdoors. Since 2016, the property has undergone significant improvements, including a major whole-home renovation, geothermal heating, solar with battery backup, renovated kitchen and baths, and

  Elisa Waysenson Elyse Harney Real Estate

  10 Pheasant Crossing Ln, Brewster, NY 10509
• 

  $480,000

  Sold Jul 21, 2026

  5203 Applewood Cir Unit 5203, Carmel, NY 10512

  • 2 Beds
  • 2.5 Baths
  • 1,962 Sq Ft
  • Built 1994

  Last Sold Summary

  • 1% Above List Price
  • $245/SF
  • 21 Days On Market

  Current Estimated Value $467,950

  Last Listing Agent Mary Brokate Houlihan Lawrence Inc.

  5203 Applewood Cir Unit 5203, Carmel, NY 10512
• 

  Est $689,712

  Not Listed For Sale

  85 Seven Oaks Ln, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1966

  85 Seven Oaks Ln, Brewster, NY 10509

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Sharon Sheil Coldwell Banker Realty
• 

  

  /29

  $369,900

  Pending

  • 2 Beds
  • 1 Bath
  • 771 Sq Ft

  72 Vails Lake Shore Dr, Brewster, NY 10509

  Enjoy Lake Living on Peach Lake! Lifestyle that beckons you to spend time outdoors, chat with your neighbors, listen to the wind rippling the clear water, all while enjoying the beautiful sunsets- and just over an hour train ride into NYC. 2BR, 1Bth. Bring your motorboat, kayak, canoe, SUP, or even an old school rowboat. Slips available along with winter storage onsite. Beach has lifeguards daily

  Hannah Yates Giner Real Estate Inc.

  72 Vails Lake Shore Dr, Brewster, NY 10509
• 

  $719,000

  Sold Feb 05, 2026

  9 Seven Oaks Ln, Brewster, NY 10509

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Below List Price
  • $360/SF
  • 27 Days On Market

  Current Estimated Value $729,679

  Last Listing Agent Lisa Cozzi Westchester Dream Home Realty

  9 Seven Oaks Ln, Brewster, NY 10509
• 

  Est $1,069,498

  Not Listed For Sale

  38 Stallion Trail, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 3,900 Sq Ft
  • Built 1993

  38 Stallion Trail, Brewster, NY 10509

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Deanna LaBarbara Coldwell Banker Realty
• 

  

  /50

  $619,999

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  41 Bloomer Rd, Brewster, NY 10509

  Nestled on a picturesque property with amazing views of the Middle Branch Reservoir, 41 Bloomer Road offers the perfect blend of privacy, scenic beauty, and everyday convenience. This inviting home provides a tranquil retreat while remaining just minutes from everything you need.Enjoy the charm of a quiet, established neighborhood where tree-lined roads and natural beauty create an

  Edmond Albano Keller Williams NY Realty

  41 Bloomer Rd, Brewster, NY 10509
• 

  $585,000

  Sold Sep 25, 2026

  213 Peaceable Hill Rd, Brewster, NY 10509

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Above List Price
  • $344/SF
  • 48 Days On Market

  Current Estimated Value $571,095

  Last Listing Agent Sharon Sheil Coldwell Banker Realty

  213 Peaceable Hill Rd, Brewster, NY 10509
• 

  Est $1,020,623

  Not Listed For Sale

  50 Stallion Trail, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 3,209 Sq Ft
  • Built 1992

  50 Stallion Trail, Brewster, NY 10509

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Luke Joachim Redfin Real Estate
• 

  

  /3

  $1,140,995

  New Construction

  • 4 - 5 Beds
  • 3.5 - 4.5 Baths
  • 3,576 Sq Ft

  Lochlan Plan at Fortune Ridge, Southeast, NY 10509

  Elegance and open spaces define the Lochlan home design. Upon entering through the welcoming porch and foyer, you'll find an expansive great room that flows seamlessly into a casual dining area and a gourmet kitchen with a center island and a walk-in pantry, ideal for daily living and entertaining. A dining room provides a picturesque backdrop for more formal occasions. A gorgeous primary bedroom

  Toll Brothers, Inc. Builder

  41 Drewsclift Dr Unit 41796756, Southeast, NY 10509
• 

  $725,000

  Sold Sep 03, 2026

  32 Cobb Rd, Brewster, NY 10509

  • 3 Beds
  • 3 Baths
  • 2,668 Sq Ft
  • Built 1974

  Last Sold Summary

  • $272/SF
  • 38 Days On Market

  Current Estimated Value $734,348

  Last Listing Agent Shannon Tully McGrath Realty Inc

  32 Cobb Rd, Brewster, NY 10509
• 

  Est $1,041,057

  Not Listed For Sale

  90 Stallion Trail, Brewster, NY 10509

  • 4 Beds
  • 3.5 Baths
  • 4,478 Sq Ft
  • Built 1989

  90 Stallion Trail, Brewster, NY 10509

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Sharon Sheil Coldwell Banker Realty
• 

  

  /12

  $1,336,000

  • 5 Beds
  • 5 Baths
  • 3,930 Sq Ft

  43 Drewsclift Ln Unit 26, Brewster, NY 10509

  Discover luxury living in this stunning Emmett New England home, perfectly situated in one of Brewster's newest communities. Surrounded by picturesque horse farms and riding stables, this exceptional neighborhood offers a peaceful countryside setting just five minutes from the Brewster Metro-North train station, providing the ideal balance of privacy and convenience.Designed with

  Thomas Jacovino Toll Brothers Real Estate Inc.

  43 Drewsclift Ln Unit 26, Brewster, NY 10509
• 

  $625,000

  Sold Apr 24, 2026

  13 Birch Dr, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft
  • Built 1953

  Last Sold Summary

  • 9% Above List Price
  • $342/SF
  • 20 Days On Market

  Current Estimated Value $607,632

  Last Listing Agent Sharon Sheil Coldwell Banker Realty

  13 Birch Dr, Brewster, NY 10509
• 

  Est $964,210

  Not Listed For Sale

  465 Starr Ridge Rd, Brewster, NY 10509

  • 4 Beds
  • 3 Baths
  • 3,194 Sq Ft
  • Built 1994

  465 Starr Ridge Rd, Brewster, NY 10509

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Juliska Martino Compass Greater NY, LLC
• 

  

  /50

  $1,450,000

  $100K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 5,145 Sq Ft

  9 Hickory Ridge Rd, Brewster, NY 10509

  Stunning 5145 sq ft renovated colonial set on 2.16 private, park-like acres on the Brewster-North Salem border. Enjoy Brewster taxes with sought-after North Salem schools. Perched atop a hill with breathtaking forever panoramic views, this home offers privacy and luxury in a move-in ready package. A long, tree-lined driveway leads to the house, where soaring ceilings, gleaming hardwood floors and

  Grace Vinciguerra RE/MAX Classic Realty

  9 Hickory Ridge Rd, Brewster, NY 10509
• 

  $560,000

  Sold Jul 22, 2026

  2629 Carmel Ave, Brewster, NY 10509

  • 5 Beds
  • 2 Baths
  • 2,046 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Above List Price
  • $274/SF
  • 22 Days On Market

  Current Estimated Value $545,607

  Last Listing Agent Michael A Tarallo Giner Real Estate Inc.

  2629 Carmel Ave, Brewster, NY 10509
• 

  Est $743,380

  Not Listed For Sale

  42 Rockledge Dr, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 2,066 Sq Ft
  • Built 1961

  42 Rockledge Dr, Brewster, NY 10509

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Sam Campolo Compass Greater NY, LLC
• 

  

  /49

  $725,000

  $15K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  33 Orchard Ct, Brewster, NY 10509

  Welcome to 33 Orchard Ct in Brewster, NY — a beautifully maintained Colonial set on nearly one private acre in a peaceful cul-de-sac setting. Built in 1994, this spacious 4-bedroom, 2.5-bath home offers the perfect combination of classic charm, functional living space, and everyday comfort. Inside, you’ll find a bright and inviting layout featuring an open-concept kitchen ideal for both daily

  Edmond Albano Keller Williams NY Realty

  33 Orchard Ct, Brewster, NY 10509
• 

  $369,750

  Sold Aug 14, 2026

  805 Eagles Ridge Rd, Brewster, NY 10509

  • 2 Beds
  • 2 Baths
  • 1,237 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Above List Price
  • $299/SF
  • 18 Days On Market

  Current Estimated Value $347,520

  Last Listing Agent Benjamin Bragg River to Ridge Rlty Associates

  805 Eagles Ridge Rd, Brewster, NY 10509
• 

  Est $715,829

  Not Listed For Sale

  50 Rockledge Dr, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 2,150 Sq Ft
  • Built 1970

  50 Rockledge Dr, Brewster, NY 10509

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Debbie Felton Keller Williams Realty Partner
• 

  

  /29

  $357,900

  $18K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 1,045 Sq Ft

  201 Holly Stream Ct Unit 4B2, Brewster, NY 10509

  Community Pool, Clubhouse, NEW private paver walkout patio, and NEW kitchen highlight this 2 bedroom condo in the best location in the highly sought-after Holly Stream community.This beautifully updated lower-level condo offers the perfect blend of modern comfort, privacy, and convenience with a garage with an automatic opener.Step inside to find a bright and welcoming layout featuring

  Justin Pieragostini Coldwell Banker Realty

  201 Holly Stream Ct Unit 4B2, Brewster, NY 10509
• 

  $550,000

  Sold Dec 03, 2025

  430 Brewster Hill Rd, Brewster, NY 10509

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Built 1966

  Last Sold Summary

  • 10% Above List Price
  • $324/SF
  • 19 Days On Market

  Current Estimated Value $569,386

  Last Listing Agent Sharon Sheil Coldwell Banker Realty

  430 Brewster Hill Rd, Brewster, NY 10509
• 

  Est $1,101,962

  Not Listed For Sale

  297 Dingle Ridge Rd, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 3,344 Sq Ft
  • Built 1998

  297 Dingle Ridge Rd, Brewster, NY 10509

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Marcie Nolletti Coldwell Banker Realty
• 

  

  /43

  $2,795,000

  • 4 Beds
  • 7 Baths
  • 8,220 Sq Ft

  16 Reynwood Dr, Brewster, NY 10509

  Sunny Ridge. Brewster’s most extraordinary offering. Set behind iron gates up a long winding drive, this estate will thrill you. Perched on a peaceful cul-de-sac street in a highly sought-after location on the Southeast/North Salem border - just 60 miles from NYC and 4 miles to the Metro North train station. Set on over 15 acres with commanding panoramic views and a profound sense of privacy -

  William Stuart Berkshire Hathaway HS NE Prop

  16 Reynwood Dr, Brewster, NY 10509
• 

  $407,000

  Sold Dec 16, 2025

  31 Shore Dr, Brewster, NY 10509

  • 3 Beds
  • 1.5 Baths
  • 1,678 Sq Ft
  • Built 1954

  Last Sold Summary

  • 9% Above List Price
  • $243/SF
  • 14 Days On Market

  Current Estimated Value $450,558

  Last Listing Agent Dominick DiFilippo Keller Williams Realty Partner

  31 Shore Dr, Brewster, NY 10509
• 

  Est $697,416

  Not Listed For Sale

  15 Rockledge Dr, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft
  • Built 1968

  15 Rockledge Dr, Brewster, NY 10509

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Debbie Felton Keller Williams Realty Partner
• 

  

  /49

  $1,199,000

  • 4 Beds
  • 3.5 Baths
  • 3,566 Sq Ft

  71 Stallion Trail, Brewster, NY 10509

  Welcome to 71 Stallion Trail, an inviting 4 bedroom, 4 bath Colonial in North Salem School District. This spacious home offers a wonderful combination of comfort, functionality and entertaining space, with a generous floor plan and many updates throughout.The bright and welcoming interior features beautiful hardwood floors, spacious living areas and generously sized bedrooms. The home's

  Cindy Aqeel William Raveis-New York LLC

  71 Stallion Trail, Brewster, NY 10509
• 

  $410,000

  Sold Aug 08, 2026

  22 Grove St, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 1,264 Sq Ft
  • Built 1923

  Last Sold Summary

  • 2% Above List Price
  • $324/SF
  • 44 Days On Market

  Current Estimated Value $399,625

  Last Listing Agent Sharon Sheil Coldwell Banker Realty

  22 Grove St, Brewster, NY 10509
• 

  Est $643,898

  Not Listed For Sale

  33 Seven Oaks Ln, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 1962

  33 Seven Oaks Ln, Brewster, NY 10509

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent John Piazza RE/MAX Classic Realty
• 

  

  /40

  $625,000

  • 4 Beds
  • 6 Baths
  • 2,448 Sq Ft

  8 Wells Woods Ln, Brewster, NY 10509

  24 hour notice minimum to show. Please provide mortgage prequalification and/or proof of funds. Your chance to own a modern two family duplex with full unfinished basement level. Built new in 1989, these apartments feature kitchen, dining, living room and half bath on the first level plus two large bedrooms and two full baths on level 2. One unit features oil heat, the other propane heat. Long

  Mark Anderson Houlihan Lawrence Inc.

  8 Wells Woods Ln, Brewster, NY 10509
• 

  $370,000

  Sold Dec 31, 2025

  808 Chestnut Dr, Carmel, NY 10512

  • 1 Bed
  • 1.5 Baths
  • 1,060 Sq Ft
  • Built 1981

  Last Sold Summary

  • 3% Above List Price
  • $349/SF
  • 32 Days On Market

  Current Estimated Value $373,516

  Last Listing Agent Dina DiPaola-Gulli Keller Williams Realty Group

  808 Chestnut Dr, Carmel, NY 10512
• 

  Est $1,285,185

  Not Listed For Sale

  65 Coventry Ln, Brewster, NY 10509

  • 4 Beds
  • 4 Baths
  • 6,133 Sq Ft
  • Built 1992

  65 Coventry Ln, Brewster, NY 10509

  Last Sold Summary

  • 265 Days On Market

  Last Listing Agent Anne Durante Briante Realty Group, LLC
• 

  

  /26

  $949,000

  • 4 Beds
  • 4 Baths
  • 2,592 Sq Ft

  26 Hickory Ridge Rd, Brewster, NY 10509

  This meticulously maintained classic 4 bedroom Colonial in the North Salem School District makes you feel instantly at ease. 26 Hickory Ridge Road welcomes you with a wide, rocking-chair front porch leading to the interior of the home that perfectly balances traditional charm with a layout designed for modern life. The main level flows seamlessly from light filled entertaining spaces, including a

  Patti Howard Compass Greater NY, LLC

  26 Hickory Ridge Rd, Brewster, NY 10509
• 

  $378,000

  Sold Nov 05, 2025

  3804 Buttonwood Ln, Carmel, NY 10512

  • 2 Beds
  • 1.5 Baths
  • 1,246 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Above List Price
  • $303/SF
  • 24 Days On Market

  Current Estimated Value $403,051

  Last Listing Agent Peggy Ann Kaplan World Homes Realty

  3804 Buttonwood Ln, Carmel, NY 10512
• 

  Est $943,216

  Not Listed For Sale

  105 Coventry Ln, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 3,500 Sq Ft
  • Built 1997

  105 Coventry Ln, Brewster, NY 10509

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Suzette Kraus Compass Greater NY, LLC
• 

  

  /30

  $669,000

  Pending

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

  11 Bradley Dr, Brewster, NY 10509

  Step in to this charming well maintained Colonial that offers the perfect blend of comfort and style on a peaceful and private acre. Filled with natural light, this warm and inviting home features an eat in kitchen complete with updated stainless steel appliances, sliding glass doors that open to a deck overlooking a park like back yard, ideal for enjoying your morning coffee or relaxing at the

  Vicki Reinach BHHS Hudson Valley Properties

  11 Bradley Dr, Brewster, NY 10509

Showing Results 81 - 120, Page 3 of 18