Brewster Village, NY Homes

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  /29

  $290,000

  $60K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,106 Sq Ft

  2 Eastwood Rd, Brewster, NY 10509

  Great opportunity for experienced investors or renovation-minded buyers. While the home has been well maintained, it requires septic and foundation repairs and is best suited for those comfortable taking on these infrastructure improvements. Adorable and full of charm, this cozy 1-bedroom, 1-bath Cape offers comfortable living with timeless character. Featuring a warm and inviting fireplace,

  

  Lee Kader

  Keller Williams Realty Partner

  2 Eastwood Rd, Brewster, NY 10509
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• 

  

  

  /16

  $3,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft
  • Apartment for Rent

  9 Monticello Dr Unit 17201, Brewster, NY 10509

  2 BR + 2 BA luxury apartment with expansive layout and chic modern style. Reconnect with nature, while being surrounded by all the creature comforts of a perfect home. Enjoy endless amenities, impeccable service and a conveniently located community. Amenities include 2 & 1/2 story clubhouse with large deck & patio, Great room, Package Delivery Center, Fitness Center, dog washing facility, pool,

  Donna Lee Blais Northridge Realty

  9 Monticello Dr Unit 17201, Brewster, NY 10509
• 

  $854,000

  Sold Jan 23, 2026

  424 Gage Rd, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 3,406 Sq Ft
  • Built 2004

  Last Sold Summary

  • $251/SF
  • 18 Days On Market

  Current Estimated Value $902,351

  Last Listing Agent Laura Sterling Coldwell Banker Realty

  424 Gage Rd, Brewster, NY 10509
• 

  Est $896,363

  Not Listed For Sale

  62 Stonehollow Dr, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 2024

  62 Stonehollow Dr, Brewster, NY 10509

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Lawrence Zacks Keller Williams Realty Partner
• 

  

  

  /26

  $299,999

  • 1 Bed
  • 1 Bath
  • 1,007 Sq Ft

  3106 Village Dr Unit 3106, Brewster, NY 10509

  Welcome to 3106 Village Drive, a beautifully maintained, move-in ready condo in the highly desirable Blackberry Hill Village community. The single-level floor plan offers a spacious living and dining area with plenty of natural light and easy access to a private deck, perfect for enjoying your morning coffee or relaxing at the end of the day. In addition to the generously sized primary bedroom,

  

  Rahhim Shillingford

  Houlihan Lawrence Inc.

  3106 Village Dr Unit 3106, Brewster, NY 10509
• 

  

  /17

  $3,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft
  • Apartment for Rent

  9 Monticello Dr Unit 27203, Brewster, NY 10509

  2 BR + 2 BA luxury apartment with expansive layout and chic modern style. Reconnect with nature, while being surrounded by all the creature comforts of a perfect home. Enjoy endless amenities, impeccable service and a conveniently located community. Amenities include 2 & 1/2 story clubhouse with large deck & patio, Great room, Package Delivery Center, Fitness Center, dog washing facility, pool,

  Donna Lee Blais Northridge Realty

  9 Monticello Dr Unit 27203, Brewster, NY 10509
• 

  $520,000

  Sold Dec 05, 2025

  53 Crosby Ave, Brewster, NY 10509

  • 4 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • Built 1931

  Last Sold Summary

  • $363/SF
  • 15 Days On Market

  Current Estimated Value $538,181

  Last Listing Agent Latanya Best eXp Realty

  53 Crosby Ave, Brewster, NY 10509
• 

  Not Listed For Sale

  654-656 Milltown Rd, Brewster, NY 10509

  • 4 Beds
  • 2 Baths
  • 2,286 Sq Ft
  • Built 1740

  654-656 Milltown Rd, Brewster, NY 10509

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Valerie Port McGrath Realty Inc
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  /2

  $150,000

  • Land
  • 7.89 Acres
  • $19,011 per Acre

  2577 Carmel Ave, Brewster, NY 10509

  7.89 acre residential parcel with Route 6 Road Frontage. This land is NOT board of health approved. No survey is available.

  

  Sharon Sheil

  Coldwell Banker Realty

  2577 Carmel Ave, Brewster, NY 10509
• 

  $787,500

  Sold Sep 19, 2025

  1302 New York 22 Unit 1300, Brewster, NY 10509

  • 5 Beds
  • 4.5 Baths
  • 2,970 Sq Ft
  • Built 1920

  Last Sold Summary

  • 21% Above List Price
  • $265/SF
  • 41 Days On Market

  Last Listing Agent Angela Briante Briante Realty Group, LLC

  1302 New York 22 Unit 1300, Brewster, NY 10509
• 

  Est $727,747

  Not Listed For Sale

  53-55 Sodom Rd, Brewster, NY 10509

  • 3 Beds
  • 3 Baths
  • 2,650 Sq Ft
  • Built 2014

  53-55 Sodom Rd, Brewster, NY 10509

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Shawn Mallon Ginnel Real Estate
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  /50

  $825,000

  Pending

  • 4 Beds
  • 3 Baths
  • 4,774 Sq Ft

  282-284 Doansburg Rd, Brewster, NY 10509

  Welcome to 282-284 Doansburg Road — a rare private country retreat set on 2.5 picturesque acres in the heart of Brewster. Offering approximately 4,000 square feet of combined living space between the main residence and separate guest house, this unique property blends charm, flexibility, and endless possibilities. The main home features spacious living areas filled with natural light, a finished

  

  Doug Tricarico

  Houlihan Lawrence Inc.

  282-284 Doansburg Rd, Brewster, NY 10509
• 

  $340,000

  Sold Jul 15, 2026

  1003 Holly Stream Ct Unit C, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 1,045 Sq Ft
  • Built 1975

  Last Sold Summary

  • $325/SF
  • 30 Days On Market

  Current Estimated Value $340,322

  Last Listing Agent Kelly Castiglione Coldwell Banker Realty

  1003 Holly Stream Ct Unit C, Brewster, NY 10509
• 

  Est $341,732

  Not Listed For Sale

  202 Bentley Ct Unit 202, Brewster, NY 10509

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1987

  202 Bentley Ct Unit 202, Brewster, NY 10509

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Raymond Magnani Houlihan Lawrence Inc.
• 

  

  /25

  $579,500

  Pending

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft

  30 Ridgeview Rd, Brewster, NY 10509

  Move-In Ready Raised Ranch with Recent Updates on a Quiet, Private Cul-de-Sac in Brewster Set at the end of a peaceful cul-de-sac in the Village of Brewster, this well-loved 3-bedroom, 2-bath raised ranch offers the ideal combination of thoughtful updates, functional living space, and a private, tree-lined setting. Surrounded by mature landscaping and located adjacent to a luxury neighborhood,

  

  Joseph Frullaney

  Real Broker NY LLC

  30 Ridgeview Rd, Brewster, NY 10509
• 

  $300,000

  Sold Jul 28, 2026

  2 Wagon Ln, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1945

  Last Sold Summary

  • 12% Below List Price
  • $276/SF
  • 7 Days On Market

  Current Estimated Value $347,287

  Last Listing Agent Derek Greene Greene Realty Group

  2 Wagon Ln, Brewster, NY 10509
• 

  Est $462,886

  Not Listed For Sale

  1904 Dunhill Dr Unit 1904, Brewster, NY 10509

  • 2 Beds
  • 2.5 Baths
  • 1,660 Sq Ft
  • Built 1992

  1904 Dunhill Dr Unit 1904, Brewster, NY 10509

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Stacey Cronin Houlihan Lawrence Inc.
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  /49

  $699,000

  $26K PRICE DROP Pending

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

  32 Cobb Rd, Brewster, NY 10509

  Welcome to 32 Cobb Road — this spacious 3 bedroom, 3 bathroom High Oversized Ranch offers far more living space than a typical ranch-style home. A wide staircase leads to the bright and inviting main level featuring a large Living Room with hardwood floors, fireplace, and custom European maple built-ins. The open layout flows into the Dining Room with hardwood floors and sliding glass doors to a

  

  Shannon Tully

  McGrath Realty Inc

  32 Cobb Rd, Brewster, NY 10509
• 

  $522,000

  Sold Dec 12, 2025

  401 Autumn Ln, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 1,858 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Above List Price
  • $281/SF
  • 19 Days On Market

  Current Estimated Value $523,264

  Last Listing Agent Patty Wagner Compass Greater NY, LLC

  401 Autumn Ln, Brewster, NY 10509
• 

  Est $365,795

  Not Listed For Sale

  302 Ridgetop Ln Unit 302, Brewster, NY 10509

  • 1 Bed
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1986

  302 Ridgetop Ln Unit 302, Brewster, NY 10509

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Susan Panny Julia B Fee Sothebys Int. Rlty
• 

  

  /45

  $799,000

  Pending

  • 2 Beds
  • 2 Baths
  • 2,669 Sq Ft

  731 Milltown Rd, Brewster, NY 10509

  Welcome to 731 Milltown Road — this custom Contemporary Ranch offers spacious, light-filled living with exceptional indoor and outdoor entertaining space. A dramatic entry opens into the stunning Living Room featuring soaring cathedral ceilings, hardwood floors, oversized windows, and a striking spiral staircase leading to the loft above. The open-concept layout flows seamlessly into a large

  

  Shannon Tully

  McGrath Realty Inc

  731 Milltown Rd, Brewster, NY 10509
• 

  $753,000

  Sold Jul 01, 2026

  5 Indian Hill Rd, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 2,822 Sq Ft
  • Built 1988

  Last Sold Summary

  • 8% Above List Price
  • $267/SF
  • 27 Days On Market

  Current Estimated Value $701,439

  Last Listing Agent Stacey Cronin Houlihan Lawrence Inc.

  5 Indian Hill Rd, Brewster, NY 10509
• 

  Not Listed For Sale

  Unlisted Address

  • 6 Beds
  • 3.5 Baths
  • 4,000 Sq Ft
  • Built 1964

  Unlisted Address

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Pamela Peralta P & R Key Realty LLC
• 

  

  /38

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,908 Sq Ft

  21 Clematis Rd, Brewster, NY 10509

  Welcome home to this spacious and well maintained 3 bedroom, 2 bath ranch offering approximately 1,900 square feet of living space on a corner lot with .26 acres in the desirable Brewster Heights community. The main level features a welcoming living room with a cozy pellet stove, a dining room open to the kitchen for easy entertaining, three comfortable bedrooms, a full bath, and a versatile den

  

  Sharon Sheil

  Coldwell Banker Realty

  21 Clematis Rd, Brewster, NY 10509
• 

  $310,000

  Sold May 29, 2026

  1404 Brentwood Dr, Brewster, NY 10509

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $238/SF
  • 28 Days On Market

  Current Estimated Value $342,634

  Last Listing Agent Christopher Rose REALHome Services & Solutions

  1404 Brentwood Dr, Brewster, NY 10509
• 

  Est $622,901

  Not Listed For Sale

  293 Tonetta Lake Rd Unit 295, Brewster, NY 10509

  • 4 Beds
  • 2 Baths
  • 2,383 Sq Ft
  • Built 1940

  293 Tonetta Lake Rd Unit 295, Brewster, NY 10509

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Marianna Ashley Coldwell Banker Realty
• 

  

  /40

  $600,000

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  15 Country Hill Rd, Brewster, NY 10509

  Opportunity Knocks in the Carmel Central School District! Bring your vision and unlock the incredible potential of this spacious 2,688 sq ft Colonial, ideally situated on a quiet cul-de-sac and set on a beautiful 3+ acre property. Offering a highly desirable floor plan and plenty of room to grow, this 4 bedroom, 2.5 bath home is the perfect opportunity for buyers seeking space, privacy, and the

  

  Sharon Sheil

  Coldwell Banker Realty

  15 Country Hill Rd, Brewster, NY 10509
• 

  $780,000

  Sold Apr 10, 2026

  353 Turk Hill Rd, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Above List Price
  • $390/SF
  • 18 Days On Market

  Current Estimated Value $779,354

  Last Listing Agent Lisa Laguardia-Tremblay Coldwell Banker Realty

  353 Turk Hill Rd, Brewster, NY 10509
• 

  Est $447,297

  Not Listed For Sale

  205 Driftway Ln, Brewster, NY 10509

  • 1 Bed
  • 2 Baths
  • 1,740 Sq Ft
  • Built 1986

  205 Driftway Ln, Brewster, NY 10509

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Anna Proctor Compass Greater NY, LLC
• 

  

  /25

  $599,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,729 Sq Ft

  635 Milltown Rd, Brewster, NY 10509

  Here your morning coffee comes with a view and everyday living feels just a little more special. While you get ready for your day or wind down for the evening, reflect while looking at your nearly 2 acres of cleared land for all of your outdoor activities this summer. The recently rebuilt deck offers exceptional privacy and plenty of space to relax, dine outdoors, or entertain guests. This

  Luke Joachim Redfin Real Estate

  635 Milltown Rd, Brewster, NY 10509
• 

  $725,000

  Sold Oct 07, 2025

  31 Pumphouse Rd, Brewster, NY 10509

  • 3 Beds
  • 3 Baths
  • 1,956 Sq Ft
  • Built 1976

  Last Sold Summary

  • 16% Above List Price
  • $371/SF
  • 21 Days On Market

  Current Estimated Value $753,605

  Last Listing Agent Kristie Franco Keller Williams Legendary

  31 Pumphouse Rd, Brewster, NY 10509
• 

  Est $447,294

  Not Listed For Sale

  7 Orchard Rd, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1930

  7 Orchard Rd, Brewster, NY 10509

  Last Sold Summary

  • 29 Days On Market

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

  

  /41

  $487,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 2,402 Sq Ft

  1404 Scarborough Dr, Brewster, NY 10509

  Welcome to Fieldstone Pond—one of the most sought-after townhome communities in the Town of Southeast, nestled amid the scenic beauty of Putnam County. Offering an impressive 2,402 square feet of living space across four finished levels, this exceptional townhome combines size, flexibility, and convenience in a way that is rarely available. Complete with its own coveted garage plus two assigned

  Tony Berardi Howard Hanna Rand Realty

  1404 Scarborough 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 $440,301

  Not Listed For Sale

  17 Eastwood Rd, Brewster, NY 10509

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft
  • Built 1932

  17 Eastwood Rd, Brewster, NY 10509

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Fatima Candiotti Houlihan Lawrence Inc.
• 

  

  /44

  $579,000

  $100K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,172 Sq Ft

  5 Equestrian Acres, Brewster, NY 10509

  Welcome to 5 Equestrian Acres Road, a classic 4-bedroom, 2.5-bath Colonial set on 2.36 private acres in one of Brewster’s most peaceful and picturesque residential settings. Built in 1976 and lovingly maintained, this home offers timeless charm, generous living spaces, and an ideal layout for both everyday living and entertaining. Step inside to a warm and inviting main level featuring a spacious

  Daniel Berger RE/MAX Prestige Properties

  5 Equestrian Acres, 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 $371,783

  Not Listed For Sale

  8 Terrace Dr, Brewster, NY 10509

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft
  • Built 1930

  8 Terrace Dr, Brewster, NY 10509

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Jackie Calhoun Coldwell Banker Realty
• 

  

  /38

  $1,100,000

  • 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
• 

  $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

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