Southeast, NY Homes

• 

  $307,500

  Sold Mar 30, 2026

  3105 Village Dr, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 1,007 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Below List Price
  • $305/SF
  • 112 Days On Market

  Current Estimated Value $311,176

  Last Listing Agent Jason Kerwar William Raveis Real Estate

  3105 Village Dr, Brewster, NY 10509
• 

  Est $662,615

  Not Listed For Sale

  37 Red Fox Ln, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 2,006 Sq Ft
  • Built 1969

  37 Red Fox Ln, Brewster, NY 10509

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Howard Payson RE/MAX Town & Country
• 

  

  

  /37

  $425,000

  • 2 Beds
  • 2.5 Baths
  • 2,110 Sq Ft

  103 Kensington Ct, Brewster, NY 10509

  Welcome to 103 Kensington Court, a beautifully appointed townhome in the highly sought-after Fieldstone Pond community. Offering the ideal blend of comfort, convenience, and resort-style living, this spacious 2-bedroom, 2.5-bath home features thoughtfully designed living spaces across three levels.The main level offers an inviting layout with seamless access to a private back deck,

  Gerard Smith Serhant LLC

  103 Kensington Ct, Brewster, NY 10509
• 

  $377,500

  Sold Dec 04, 2025

  38 Elmwood Dr, Brewster, NY 10509

  • 3 Beds
  • 1 Bath
  • 1,004 Sq Ft
  • Built 1947

  Last Sold Summary

  • 14% Above List Price
  • $376/SF
  • 31 Days On Market

  Current Estimated Value $427,013

  Last Listing Agent Joann Perna Guardian Realty Center, LLC

  38 Elmwood Dr, Brewster, NY 10509
• 

  Est $883,957

  Not Listed For Sale

  114 Starr Ridge Rd, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 3,005 Sq Ft
  • Built 1956

  114 Starr Ridge Rd, Brewster, NY 10509

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Anna Mantovi Harbor Gray Real Estate LLC
• 

  

  /4

  $225,000

  • Land
  • 3.78 Acres
  • $59,524 per Acre

  73 Farm To Market Rd, Brewster, NY 10509

  Build your dream home on this beautiful level 3+ acre parcel, offering the perfect balance of privacy and convenience. This Board of Health approved lot is ready for a 4-bedroom home, providing ample space for a custom residence, outdoor living, and more.Set in a desirable and serene location, the property offers a peaceful setting while remaining just minutes from shopping, dining, and major

  Stacey Cronin Houlihan Lawrence Inc.

  73 Farm To Market Rd, Brewster, NY 10509
• 

  $330,000

  Sold Feb 12, 2026

  5 Orchard Rd, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1925

  Last Sold Summary

  • $337/SF
  • 67 Days On Market

  Current Estimated Value $398,227

  Last Listing Agent Edmond Albano Keller Williams NY Realty

  5 Orchard Rd, Brewster, NY 10509
• 

  Est $551,911

  Not Listed For Sale

  67 Reed Rd, Brewster, NY 10509

  • 2 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 1959

  67 Reed Rd, Brewster, NY 10509

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Anna Proctor Compass Greater NY, LLC
• 

  

  /27

  $699,900

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,438 Sq Ft

  4 Plum Tree Ct, Brewster, NY 10509

  Nestled on a picturesque 1.91-acre parcel along a tranquil cul-de-sac in Harvest Ridge, this pristine, turn-key Colonial offers a seamless blend of architectural charm and modern convenience. This move-in ready home features 3 spacious bedrooms, 2.5 beautifully renovated baths, and a 4-bedroom septic system offering expansion potential.The heart of the home is a light-filled gourmet

  Mark Boyland Keller Williams Realty Partner

  4 Plum Tree Ct, Brewster, NY 10509
• 

  $827,000

  Sold Oct 22, 2025

  243 Dingle Ridge Rd, Brewster, NY 10509

  • 3 Beds
  • 3.5 Baths
  • 2,880 Sq Ft
  • Built 1968

  Last Sold Summary

  • $287/SF
  • 42 Days On Market

  Current Estimated Value $891,763

  Last Listing Agent Doug Tricarico Houlihan Lawrence Inc.

  243 Dingle Ridge Rd, Brewster, NY 10509
• 

  Est $622,599

  Not Listed For Sale

  923 Drewville Rd, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1953

  923 Drewville Rd, Brewster, NY 10509

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Regan Andrews Coldwell Banker Realty
• 

  

  /33

  $549,900

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,206 Sq Ft

  17 Woodland Dr, Brewster, NY 10509

  Nestled within a quiet, private loop in the highly desirable Drewville Heights neighborhood, this rare L-shaped ranch offers a seamless blend of a true single-level layout and exceptional future potential. Unlike the more common raised ranches found throughout the area, this architectural style is a unique find, offering a sprawling and distinct floor plan. The home is situated on a generous,

  John Piazza RE/MAX Classic Realty

  17 Woodland Dr, Brewster, NY 10509
• 

  $716,139

  Sold Sep 04, 2026

  136 Foggintown Rd, Brewster, NY 10509

  • 3 Beds
  • 4 Baths
  • 2,837 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Above List Price
  • $252/SF
  • 34 Days On Market

  Current Estimated Value $570,894

  Last Listing Agent Cindy Aqeel William Raveis-New York LLC

  136 Foggintown Rd, Brewster, NY 10509
• 

  Est $460,954

  Not Listed For Sale

  927 Drewville Rd, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1955

  927 Drewville Rd, Brewster, NY 10509

  Last Sold Summary

  • 184 Days On Market

  Last Listing Agent Rose D'Angelo Coldwell Banker Realty
• 

  

  /5

  $185,000

  Pending

  • Land
  • 23,504 Sq Ft
  • $342,847 per Acre

  33 Hubbard Dr, Brewster, NY 10509

  A rare opportunity to own this great 1/2 acre lot in a established quiet neighborhood with no through traffic cul-de-sac.This lot offers you privacy, naturally wooded & gently slopped with accessibility to all.Location-location conveniently close to metro-north & southeast stations with easy access to N.Y.C. Close to all major highways, I-684, I-84,Rt.22-312 & Connecticut.A quick ride to all

  Susan Stephens Exit Realty Connections

  33 Hubbard Dr, Brewster, NY 10509
• 

  $1,325,000

  Sold Nov 19, 2025

  62 Indian Wells Rd, Brewster, NY 10509

  • 5 Beds
  • 5.5 Baths
  • 5,427 Sq Ft
  • Built 2001

  Last Sold Summary

  • $244/SF
  • 2 Days On Market

  Current Estimated Value $1,358,714

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  62 Indian Wells Rd, Brewster, NY 10509
• 

  Est $661,214

  Not Listed For Sale

  9 Grady Ln, Brewster, NY 10509

  • 3 Beds
  • 3 Baths
  • 2,292 Sq Ft
  • Built 1988

  9 Grady Ln, Brewster, NY 10509

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Jason Clar Coldwell Banker Realty
• 

  

  /14

  $520,000

  • 4 Beds
  • 3 Baths
  • 2,378 Sq Ft

  56 Vails Lake Shore Dr, Brewster, NY 10509

  A place where every day feels like a summer weekend or a vacation. This is updated four bedroom home in the sought-after Vails Grove community on Peach Lake offers the ultimate lakeside lifestyle within the North Salem School District.The main level features a bright, modern kitchen open to a great room that flows seamlessly through glass doors onto an spacious deck. The gardens and

  Patti Howard Compass Greater NY, LLC

  56 Vails Lake Shore Dr, Brewster, NY 10509
• 

  $536,500

  Sold Oct 08, 2025

  66 Sunset Dr, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 2,483 Sq Ft
  • Built 1950

  Last Sold Summary

  • 1% Below List Price
  • $216/SF
  • 25 Days On Market

  Current Estimated Value $584,590

  Last Listing Agent Marlena Mucci The Select Team, LLC

  66 Sunset Dr, Brewster, NY 10509
• 

  Est $580,140

  Not Listed For Sale

  32 Panorama Dr, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • Built 1945

  32 Panorama Dr, Brewster, NY 10509

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Dani Dorman Real Broker NY LLC
• 

  

  /3

  $550,000

  • Land
  • 8.3 Acres
  • $66,265 per Acre

  Lot 5, 74 Root Ave, Brewster, NY 10509

  Welcome to Hummingbird Estates, where modern meets elegance. A five lot subdivision encompassing luxury masterpieces. Situated on nearly two and a half acres, across Centennial Golf Club, a 27-hole championship course. This enchanting property enjoys a cloistered yet convenient locale, with an easy reach of Manhattan. Minutes to several highways and metro north train stations. Builder willing to

  Kile Boga-Ibric Houlihan Lawrence Inc.

  Lot 5, 74 Root Ave, Brewster, NY 10509
• 

  $525,000

  Sold Jun 01, 2026

  2 Farmstead Ln, Brewster, NY 10509

  • 3 Beds
  • 1.5 Baths
  • 1,636 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $321/SF
  • 10 Days On Market

  Current Estimated Value $527,883

  Last Listing Agent Randy Calano Keller Williams Realty Partner

  2 Farmstead Ln, Brewster, NY 10509
• 

  Est $554,480

  Not Listed For Sale

  11 Hillside Terrace, Brewster, NY 10509

  • 3 Beds
  • 1.5 Baths
  • 1,870 Sq Ft
  • Built 1912

  11 Hillside Terrace, Brewster, NY 10509

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Hope Ross Mazzola Coldwell Banker Realty
• 

  

  /27

  $479,000

  • 2 Beds
  • 2 Baths
  • 1,610 Sq Ft

  806 Orchard Hill Ln Unit 9806B, Brewster, NY 10509

  End-unit tri-level townhouse tucked away on a quiet cul-de-sac in the highly sought-after Reed Farm community. As the last townhouse in the development, this desirable Upper Jonathan model enjoys added privacy, extra green space, and sweeping long-range views from its elevated setting. Offering approximately 1,610 square feet of living space across three levels, the home features two bedrooms and

  Mark Boyland Keller Williams Realty Partner

  806 Orchard Hill Ln Unit 9806B, Brewster, NY 10509
• 

  $1,085,147

  Sold Dec 22, 2025

  60 Stone Hollow Dr, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • 33% Above List Price
  • $452/SF
  • 488 Days On Market

  Current Estimated Value $1,087,195

  Last Listing Agent Lawrence Zacks Keller Williams Realty Partner

  60 Stone Hollow Dr, Brewster, NY 10509
• 

  Est $552,770

  Not Listed For Sale

  2593 Carmel Ave, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • Built 1925

  2593 Carmel Ave, Brewster, NY 10509

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Luis Diaz Century 21 Alliance Realty Grp
• 

  

  /49

  $685,000

  • 3 Beds
  • 3.5 Baths
  • 2,808 Sq Ft

  63 South Rd, Brewster, NY 10509

  Welcome to this beautifully maintained home that perfectly blends comfort, style, and functionality. This property offers a warm and inviting atmosphere from the moment you arrive. Step inside to discover a spacious, light-filled interior featuring an open-concept layout with beautiful arches. The modern kitchen boasts sleek granite countertops, ample cabinetry, and stainless steel appliances,

  Stephanie Caballero K. Fortuna Realty, Inc.

  63 South Rd, Brewster, NY 10509
• 

  $785,000

  Sold Jun 19, 2026

  8 Rose Ln, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 2,750 Sq Ft
  • Built 2002

  Last Sold Summary

  • 9% Above List Price
  • $285/SF
  • 25 Days On Market

  Current Estimated Value $774,118

  Last Listing Agent Stacey Cronin Houlihan Lawrence Inc.

  8 Rose Ln, Brewster, NY 10509
• 

  Est $576,383

  Not Listed For Sale

  2597 Carmel Ave, Brewster, NY 10509

  • 3 Beds
  • 1.5 Baths
  • 1,860 Sq Ft
  • Built 1925

  2597 Carmel Ave, Brewster, NY 10509

  Last Sold Summary

  • 140 Days On Market

  Last Listing Agent Luis Diaz Century 21 Alliance Realty Grp
• 

  

  /48

  $365,000

  $10K PRICE DROP Pending

  • 1 Bed
  • 2 Baths
  • 1,650 Sq Ft

  405 Bentley Ct Unit 40405, Brewster, NY 10509

  Welcome to this spacious beautifully maintained end-unit offering 1 bedroom, 2 full baths, and a versatile bonus room that's perfect for a home office, guest room, or additional living space. Enjoy an open and inviting layout featuring a cozy fireplace, generous living areas, and a walkout basement that provides even more room for entertaining, recreation, or storage. Ideally located just minutes

  Susan Salamone Houlihan Lawrence Inc.

  405 Bentley Ct Unit 40405, Brewster, NY 10509
• 

  $316,000

  Sold Sep 30, 2025

  1001 Village Dr Unit 1001, Brewster, NY 10509

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $293/SF
  • 23 Days On Market

  Current Estimated Value $324,516

  Last Listing Agent Jason Kerwar William Raveis Real Estate

  1001 Village Dr Unit 1001, Brewster, NY 10509
• 

  Est $395,829

  Not Listed For Sale

  2555 Carmel Ave, Brewster, NY 10509

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft
  • Built 1940

  2555 Carmel Ave, Brewster, NY 10509

  Last Sold Summary

  • 122 Days On Market

  Last Listing Agent Derek Greene Greene Realty Group
• 

  

  /8

  $1,004,995

  New Construction

  • 4 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,972 Sq Ft

  Emmett Plan at Fortune Ridge, Southeast, NY 10509

  Stunning views, soaring ceilings, and luxury features define the Emmet. You re immediately greeted by a welcoming foyer leading directly to a soaring two-story great room. A casual dining area adjoins the great room and flows seamlessly into a gourmet kitchen. The well-appointed kitchen features a center island with a breakfast bar and a generous walk-in pantry. Upstairs, the primary bedroom

  Toll Brothers, Inc. Builder

  41 Drewsclift Dr Unit 41796263, Southeast, NY 10509
• 

  $550,000

  Sold Apr 27, 2026

  53 Hillcrest Ave, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1954

  Last Sold Summary

  • 5% Above List Price
  • $344/SF
  • 75 Days On Market

  Current Estimated Value $578,864

  Last Listing Agent Sharon Sheil Coldwell Banker Realty

  53 Hillcrest Ave, Brewster, NY 10509
• 

  Est $563,516

  Not Listed For Sale

  29 Ridgeview Rd, Brewster, NY 10509

  • 3 Beds
  • 1 Bath
  • 1,792 Sq Ft
  • Built 1965

  29 Ridgeview Rd, Brewster, NY 10509

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Amanda Racek Serhant LLC
• 

  

  /25

  $499,000

  $51K PRICE DROP Pending

  • 4 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  8 Eastview Ave, Brewster, NY 10509

  Charming Circa-1900 Colonial with Timeless Character and Modern Updates.Step into the perfect blend of historic charm and modern comfort in this beautifully maintained 4-bedroom Colonial. Built in 1900, this home showcases the craftsmanship and character of an earlier time while offering thoughtful updates for today's lifestyle. Freshly painted and move-in ready, the home features updated 1.5

  Lisa Laguardia-Tremblay Coldwell Banker Realty

  8 Eastview Ave, Brewster, NY 10509
• 

  $490,000

  Sold Oct 17, 2025

  254 Farm To Market Rd, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 1,830 Sq Ft
  • Built 2001

  Last Sold Summary

  • 15% Below List Price
  • $268/SF
  • 122 Days On Market

  Current Estimated Value $532,675

  Last Listing Agent James Kogut Serhant LLC

  254 Farm To Market Rd, Brewster, NY 10509
• 

  Est $937,572

  Not Listed For Sale

  184 Turk Hill Rd, Brewster, NY 10509

  • 4 Beds
  • 3 Baths
  • 2,860 Sq Ft
  • Built 1986

  184 Turk Hill Rd, Brewster, NY 10509

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Suzanne Browne-Shilling Coldwell Banker Realty
• 

  

  /33

  $949,999

  $250K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,241 Sq Ft

  7 Fox Hollow Rd, Brewster, NY 10509

  Welcome to your own private retreat in the historic Milltown area of Southeast. This 3-bedroom with a bonus room that could be an office/den or 4th bedroom, 3-bathroom home is set on 1.67 beautifully landscaped acres, offering the perfect balance of privacy, nature, and convenience—just one hour from NYC. Thoughtfully designed and custom-built by a local builder for his own family, every detail

  Beth Yoon Sherwood Hill Realty LLC

  7 Fox Hollow Rd, Brewster, NY 10509
• 

  $375,000

  Sold Dec 09, 2025

  305 Guinea Rd, Brewster, NY 10509

  • 4 Beds
  • 1 Bath
  • 1,512 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Below List Price
  • $248/SF
  • 47 Days On Market

  Current Estimated Value $407,213

  Last Listing Agent Pauline Angrisani Coldwell Banker Realty

  305 Guinea Rd, Brewster, NY 10509

Showing Results 241 - 280, Page 7 of 18