Southeast, NY Homes

• 

  $1,530,000

  Sold Aug 10, 2026

  290 Joes Hill Rd, Brewster, NY 10509

  • 5 Beds
  • 5.5 Baths
  • 8,036 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Above List Price
  • $190/SF
  • 17 Days On Market

  Current Estimated Value $1,493,649

  Last Listing Agent Sharon Sheil Coldwell Banker Realty

  290 Joes Hill Rd, Brewster, NY 10509
• 

  Est $1,750,711

  Not Listed For Sale

  3 Woodstone Farms Ln, Brewster, NY 10509

  • 4 Beds
  • 3.5 Baths
  • 5,540 Sq Ft
  • Built 2003

  3 Woodstone Farms Ln, Brewster, NY 10509

  Last Sold Summary

  • 200 Days On Market

  Last Listing Agent Lesa Vogliano Houlihan Lawrence Inc.
• 

  

  

  /13

  $1,299,000

  New Construction $97K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,942 Sq Ft

  45 Drewsclift Dr, 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

  45 Drewsclift Dr, Southeast, NY 10509
• 

  $800,000

  Sold Jun 10, 2026

  127 Brewster Hill Rd, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 1,944 Sq Ft
  • Built 1867

  Last Sold Summary

  • 8% Above List Price
  • $412/SF
  • 20 Days On Market

  Current Estimated Value $612,600

  Last Listing Agent Lisbeth Furke World Homes Realty

  127 Brewster Hill Rd, Brewster, NY 10509
• 

  Est $382,524

  Not Listed For Sale

  24 Orchard Rd, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 1,059 Sq Ft
  • Built 1930

  24 Orchard Rd, Brewster, NY 10509

  Last Sold Summary

  • 85 Days On Market

  Last Listing Agent Crystal Neceda Briante Realty Group, LLC
• 

  

  /47

  $1,099,900

  Pending

  • 4 Beds
  • 3.5 Baths
  • 4,181 Sq Ft

  53 Quail Ln, Brewster, NY 10509

  This meticulously crafted and exquisitely updated home offers a perfect blend of elegance and comfort. Situated on a cul-de-sac, with roughly 3 acres of property, gorgeous landscaping and privacy. The main house boasts over 4000 finished square feet which is has been modernized and styled with many special features such as a gas fireplace, gourmet kitchen with island, pantry, laundry room, and

  Jayne Morelock Howard Hanna Rand Realty

  53 Quail Ln, Brewster, NY 10509
• 

  $370,000

  Sold Oct 15, 2025

  233 Peaceable Hill Rd, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 1,252 Sq Ft
  • Built 1947

  Last Sold Summary

  • 1% Above List Price
  • $296/SF
  • 146 Days On Market

  Current Estimated Value $399,445

  Last Listing Agent Melissa Terman River Realty Services, Inc.

  233 Peaceable Hill Rd, Brewster, NY 10509
• 

  Est $749,557

  Not Listed For Sale

  2 Bass Ln, Brewster, NY 10509

  • 3 Beds
  • 1.5 Baths
  • 3,093 Sq Ft
  • Built 1927

  2 Bass Ln, Brewster, NY 10509

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Joanna DiMauro William Raveis-New York LLC
• 

  

  /4

  $199,900

  Pending

  • Land
  • 6.61 Acres
  • $30,242 per Acre

  91 Sherwood Hill Rd, Brewster, NY 10509

  Rare opportunity to build your dream home on 6.61 private acres in the Brewster School District. This board of health approved parcel allows for a 4-bedroom primary residence plus a 1-bedroom cottage, offering flexibility for extended family, guests, or potential rental income. Whether you’re envisioning a custom estate, a modern farmhouse retreat, or a private compound, this expansive lot offers

  Jason Martinez Keller Williams Realty Partner

  91 Sherwood Hill Rd, Brewster, NY 10509
• 

  $625,000

  Sold Aug 04, 2026

  50 Larkspur Dr, Brewster, NY 10509

  • 4 Beds
  • 1.5 Baths
  • 3,168 Sq Ft
  • Built 1952

  Last Sold Summary

  • 6% Above List Price
  • $197/SF
  • 12 Days On Market

  Current Estimated Value $588,787

  Last Listing Agent Jackie Calhoun Coldwell Banker Realty

  50 Larkspur Dr, Brewster, NY 10509
• 

  Est $412,147

  Not Listed For Sale

  28 Vails Lake Shore Dr, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft
  • Built 1935

  28 Vails Lake Shore Dr, Brewster, NY 10509

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Jackie Calhoun Coldwell Banker Realty
• 

  $1,040,995

  New Construction

  • 4 - 5 Beds
  • 2.5 - 3.5 Baths
  • 3,308 Sq Ft

  Gibson Plan at Fortune Ridge, Southeast, NY 10509

  The stunning Gibson welcomes you with an inviting foyer that flows directly into a sprawling great room. This expansive space flows seamlessly into a gourmet kitchen that features a large center island with a breakfast bar and a sizable walk-in pantry. A formal dining room provides an ideal backdrop for daily meals and hosting. Upstairs, the luxurious primary bedroom features dual walk-in closets

  Toll Brothers, Inc. Builder

  41 Drewsclift Dr Unit 41796261, Southeast, NY 10509
• 

  $405,000

  Sold Dec 05, 2025

  4A Garden St, Brewster, NY 10509

  • 3 Beds
  • 1 Bath
  • 1,408 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Above List Price
  • $288/SF
  • 24 Days On Market

  Current Estimated Value $435,853

  Last Listing Agent Michael Miller eXp Realty

  4A Garden St, Brewster, NY 10509
• 

  Est $432,372

  Not Listed For Sale

  58 Vails Lake Shore Dr, Brewster, NY 10509

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft
  • Built 1930

  58 Vails Lake Shore Dr, Brewster, NY 10509

  Last Sold Summary

  • 38 Days On Market

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

  

  /47

  $1,675,000

  • 5 Beds
  • 4.5 Baths
  • 6,620 Sq Ft

  65 Indian Wells Rd, Brewster, NY 10509

  Custom built in 2001 and set on 3.81 private, tree-lined acres, this 6,620 square foot, five bedroom center hall colonial opens with a two-story entrance and a graceful curved staircase. Off the entrance hall sit a formal living room with its own fireplace and a formal dining room.The kitchen features Bilotta Custom Wood Cabinetry, granite countertops, and stainless steel appliances, centered

  Patricia Breen Compass Greater NY, LLC

  65 Indian Wells Rd, Brewster, NY 10509
• 

  $750,000

  Sold Sep 16, 2026

  415 Allview Ave, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Built 1968

  Last Sold Summary

  • 7% Above List Price
  • $392/SF
  • 21 Days On Market

  Current Estimated Value $702,492

  Last Listing Agent Randy Calano Keller Williams Realty Partner

  415 Allview Ave, Brewster, NY 10509
• 

  Est $888,470

  Not Listed For Sale

  294 Starr Ridge Rd, Brewster, NY 10509

  • 4 Beds
  • 4 Baths
  • 2,870 Sq Ft
  • Built 1979

  294 Starr Ridge Rd, Brewster, NY 10509

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Kyle Neumann Houlihan Lawrence Inc.
• 

  

  /37

  $999,000

  $276K PRICE DROP

  • 10 Beds
  • 6 Baths
  • 8,251 Sq Ft

  584 Milltown Rd, Brewster, NY 10509

  Set on five private, wooded acres in one of Putnam County’s most desirable locations, this exceptional 21-room estate offers rare privacy, scale, and architectural significance. Originally built in 1928 and featured in House Beautiful, the home was designed by Ilonka Karasz, renowned artist and co-founder of MoMA. After serving as a wellness retreat, the property has been thoughtfully restored to

  Frank Schiavone Compass Greater NY, LLC

  584 Milltown Rd, Brewster, NY 10509
• 

  $650,000

  Sold Oct 30, 2025

  297 Farm To Market Rd, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 2,057 Sq Ft
  • Built 1971

  Last Sold Summary

  • 4% Below List Price
  • $316/SF
  • 50 Days On Market

  Current Estimated Value $669,050

  Last Listing Agent Rocco Cambareri Coldwell Banker Realty

  297 Farm To Market Rd, Brewster, NY 10509
• 

  Est $641,329

  Not Listed For Sale

  391 N Salem Rd, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 2,048 Sq Ft
  • Built 1964

  391 N Salem Rd, Brewster, NY 10509

  Last Sold Summary

  • 94 Days On Market

  Last Listing Agent Anna Mantovi Harbor Gray Real Estate LLC
• 

  

  /12

  $1,800,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 5,348 Sq Ft

  31 Tea House Ln, Southeast, NY 10509

  This exceptional new construction showcases elegant Southern Colonial architecture paired with refined, modern luxury, offering approximately 5,348 square feet of thoughtfully designed living space in a coveted end-of-cul-de-sac setting. Currently in the final stages of completion, the home features a gracious blend of formal and informal living areas, highlighted by 9-foot ceilings and 7-foot

  Mark Boyland Keller Williams Realty Partner

  31 Tea House Ln, Southeast, NY 10509
• 

  $925,000

  Sold Jun 01, 2026

  17 Ruby Ln, Carmel, NY 10512

  • 4 Beds
  • 2.5 Baths
  • 3,832 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Below List Price
  • $241/SF
  • 177 Days On Market

  Current Estimated Value $934,140

  Last Listing Agent Ellen Schwartz Julia B Fee Sothebys Int. Rlty

  17 Ruby Ln, Carmel, NY 10512
• 

  Est $674,579

  Not Listed For Sale

  334 Turk Hill Rd, Brewster, NY 10509

  • 4 Beds
  • 2 Baths
  • 2,360 Sq Ft
  • Built 1964

  334 Turk Hill Rd, Brewster, NY 10509

  Last Sold Summary

  • 239 Days On Market

  Last Listing Agent AnnaMarie Russo Houlihan Lawrence Inc.
• 

  /2

  $1,750,000

  $150K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,312 Sq Ft

  118 Scenic Ridge Dr, Brewster, NY 10509

  Prime 98 Acres Estate in the Forest Discover an uncommon 98-acres rolling hills residential property one hour from NYC with untouched woodlands and serene NYC reservoirs. Conveniently located near major highways, commuter rail and daily amenities. This property offers unmatched privacy, security, seclusion and convenience. The property could be subdivided upon approval and is suitable for a

  Jonathan Minerick HomeCoin.com

  118 Scenic Ridge Dr, Brewster, NY 10509
• 

  $1,152,000

  Sold Aug 14, 2026

  136 Guinea Rd, Brewster, NY 10509

  • 4 Beds
  • 4.5 Baths
  • 4,298 Sq Ft
  • Built 1935

  Last Sold Summary

  • 15% Above List Price
  • $268/SF
  • 22 Days On Market

  Current Estimated Value $1,084,279

  Last Listing Agent Grace Vinciguerra RE/MAX Classic Realty

  136 Guinea Rd, Brewster, NY 10509
• 

  Est $587,651

  Not Listed For Sale

  15 Old Farm Ln, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 3,658 Sq Ft
  • Built 1928

  15 Old Farm Ln, Brewster, NY 10509

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Jonathan Gineo Jonathan D. Gineo
• 

  

  /24

  $299,000

  $26K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft

  501 Village Dr, Brewster, NY 10509

  Welcome to this bright and inviting one bedroom (plus office!) condo offering comfortable single-level living in the desirable Blackberry Village community. Step inside to an eat-in kitchen with ample cabinet and counter space, perfect for everyday meals. Just beyond, the dedicated dining area flows seamlessly into the spacious living room, creating an ideal layout for both relaxing and

  Daniel Feldman William Raveis-New York LLC

  501 Village Dr, Brewster, NY 10509
• 

  $367,000

  Sold Apr 09, 2026

  7 Oak St, Brewster, NY 10509

  • 2 Beds
  • 1.5 Baths
  • 1,369 Sq Ft
  • Built 1920

  Last Sold Summary

  • 8% Below List Price
  • $268/SF
  • 111 Days On Market

  Current Estimated Value $388,965

  Last Listing Agent Samantha McCrory Exit Realty Connections

  7 Oak St, Brewster, NY 10509
• 

  Est $960,704

  Not Listed For Sale

  287 Turk Hill Rd, Brewster, NY 10509

  • 4 Beds
  • 4 Baths
  • 3,030 Sq Ft
  • Built 1940

  287 Turk Hill Rd, Brewster, NY 10509

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Aurora Novakaj Sterling Property Solutions
• 

  

  /34

  $918,000

  • 4 Beds
  • 3.5 Baths
  • 4,226 Sq Ft

  276 Daisy Ln, Carmel, NY 10512

  Welcome to 276 Daisy Lane. From summer days by the pool to weekend game nights downstairs, 276 Daisy Lane delivers an unmatched lifestyle in Carmel.The main floor is designed for seamless daily living and easy entertaining, centered around a spacious kitchen with direct access to both the formal dining room and a cozy living room. Bright, open, and functional, this main level provides an

  Nicholas Prisciandaro Compass Greater NY, LLC

  276 Daisy Ln, Carmel, NY 10512
• 

  $3,925,000

  Sold Aug 14, 2026

  4 Star Cobb Ln, Brewster, NY 10509

  • 4 Beds
  • 3 Baths
  • 3,660 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $1,072/SF
  • 72 Days On Market

  Last Listing Agent William Stuart Berkshire Hathaway HS NE Prop

  4 Star Cobb Ln, Brewster, NY 10509
• 

  Est $1,014,688

  Not Listed For Sale

  154 Guinea Rd, Brewster, NY 10509

  • 4 Beds
  • 3.5 Baths
  • 3,432 Sq Ft
  • Built 1948

  154 Guinea Rd, Brewster, NY 10509

  Last Sold Summary

  • 108 Days On Market

  Last Listing Agent Sena Baron William Raveis-New York, LLC
• 

  

  /48

  $349,900

  Pending

  • 1 Bed
  • 1 Bath
  • 1,130 Sq Ft

  2708 Morgan Dr Unit 2708, Carmel, NY 10512

  Welcome home to this rare, immaculate one bedroom PLUS family room end unit in highly sought after Hunters Glen community. This rare Saddler II unit has a separate family room/den/home office/ gym or guest area on lower level. Beautifully maintained and truly move-in ready, this inviting home offers comfort, style and convenience. This home boasts a renovated kitchen with granite counters and SS

  Grace Vinciguerra RE/MAX Classic Realty

  2708 Morgan Dr Unit 2708, Carmel, NY 10512
• 

  $460,000

  Sold Jul 22, 2026

  2705 Village Dr Unit 2705, Brewster, NY 10509

  • 2 Beds
  • 2.5 Baths
  • 1,918 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Above List Price
  • $240/SF
  • 12 Days On Market

  Current Estimated Value $439,938

  Last Listing Agent Michael Vasquez eXp Realty

  2705 Village Dr Unit 2705, Brewster, NY 10509
• 

  Not Listed For Sale

  40 Guinea Rd, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 3,184 Sq Ft
  • Built 1950

  40 Guinea Rd, Brewster, NY 10509

  Last Sold Summary

  • 316 Days On Market

  Last Listing Agent Brad Schneider ERA Insite Realty Services
• 

  

  /30

  $675,000

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  52 South Rd, Brewster, NY 10509

  ------ Contact NINE-ONE-FOUR 5-two-two - 25zero4 ------- Welcome to 52 South Rd, Brewster, NY! Looking for space, comfort, and LOWER PROPERTY TAXES? This charming 4-bedroom, 2.5-bath two-story Colonial sits on nearly a full private acre at the end of a quiet cul-de-sac with a private driveway, 6-car parking, and a semi-finished basement ready for your ideas! Inside, the main level is bright and

  Vitaly Isaacs Statewide Properties LLC

  52 South Rd, Brewster, NY 10509
• 

  $377,000

  Sold Jul 31, 2026

  105 Village Dr, Brewster, NY 10509

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Above List Price
  • $303/SF
  • 21 Days On Market

  Current Estimated Value $361,946

  Last Listing Agent Lisa Laguardia-Tremblay Coldwell Banker Realty

  105 Village Dr, Brewster, NY 10509
• 

  Est $468,658

  Not Listed For Sale

  701 Orchard Hill Ln Unit 9701B, Brewster, NY 10509

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1988

  701 Orchard Hill Ln Unit 9701B, Brewster, NY 10509

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent David Rubin William Raveis Real Estate
• 

  

  /13

  $1,336,000

  New Construction

  • 5 Beds
  • 5 Baths
  • 3,956 Sq Ft

  43 Drewsclift Dr, 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

  43 Drewsclift Dr, Southeast, NY 10509
• 

  $415,000

  Sold Dec 03, 2025

  1704 Windsor Ln, Brewster, NY 10509

  • 2 Beds
  • 1.5 Baths
  • 1,654 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Below List Price
  • $251/SF
  • 60 Days On Market

  Current Estimated Value $449,906

  Last Listing Agent Shannon Tully McGrath Realty Inc

  1704 Windsor Ln, Brewster, NY 10509

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