Southeast, NY Homes

• 

  $1,200,000

  Sold Jun 15, 2026

  45 Stallion Trail, Brewster, NY 10509

  • 4 Beds
  • 3.5 Baths
  • 4,125 Sq Ft
  • Built 1990

  Last Sold Summary

  • 20% Above List Price
  • $291/SF
  • 13 Days On Market

  Current Estimated Value $996,478

  Last Listing Agent Celia Garrett William Raveis Real Estate

  45 Stallion Trail, Brewster, NY 10509
• 

  Est $750,953

  Not Listed For Sale

  2 Lookout Dr, Brewster, NY 10509

  • 4 Beds
  • 5 Baths
  • 4,569 Sq Ft
  • Built 1960

  2 Lookout Dr, Brewster, NY 10509

  Last Sold Summary

  • 84 Days On Market
• 

  

  

  /23

  $579,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 3,696 Sq Ft

  155 N Brewster Rd, Brewster, NY 10509

  Breathtaking sunsets and seasonal lake views set the tone for this spacious Colonial, which lives like a 3-bedroom and offers a versatile layout with generous square footage throughout. Designed for flexibility, the expansive finished walk-out lower level with soaring 10-foot ceilings presents endless possibilities, ideal for extended living, plus ample storage. This special home features wood

  Theresa Falcaro Houlihan Lawrence Inc.

  155 N Brewster Rd, Brewster, NY 10509
• 

  $530,000

  Sold Sep 17, 2025

  14 Prospect St, Brewster, NY 10509

  • 4 Beds
  • 2 Baths
  • 2,518 Sq Ft
  • Built 1868

  Last Sold Summary

  • $210/SF
  • 53 Days On Market

  Current Estimated Value $574,950

  Last Listing Agent Valerie Cascione Compass Greater NY, LLC

  14 Prospect St, Brewster, NY 10509
• 

  Est $604,309

  Not Listed For Sale

  2 Dogwood Ln, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 2,094 Sq Ft
  • Built 1973

  2 Dogwood Ln, Brewster, NY 10509

  Last Sold Summary

  • 14 Days On Market
• 

  

  /46

  $455,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,460 Sq Ft

  2106 Martingale Dr, Carmel, NY 10512

  Welcome to the sought after community of Hunter’s Glen! This Foxwood-model townhouse offers a bright, open layout designed for comfortable everyday living and easy entertaining. The kitchen features beautiful cherry cabinets, granite countertops, a breakfast bar, stainless steel appliances, crown moldings, and opens directly to the dining room so you can stay connected with guests while you cook.

  Jennifer Molino Keller Williams Realty

  2106 Martingale Dr, Carmel, NY 10512
• 

  $537,000

  Sold Jul 14, 2025

  21 Rhinecliff Rd, Brewster, NY 10509

  • 2 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1940

  Last Sold Summary

  • 7% Above List Price
  • $279/SF
  • 26 Days On Market

  Current Estimated Value $543,402

  Last Listing Agent Diana Murphy HomeSmart Homes & Estates

  21 Rhinecliff Rd, Brewster, NY 10509
• 

  Est $531,416

  Not Listed For Sale

  4 Dogwood Ln, Brewster, NY 10509

  • 3 Beds
  • 1.5 Baths
  • 1,686 Sq Ft
  • Built 1974

  4 Dogwood Ln, Brewster, NY 10509

  Last Sold Summary

  • 13 Days On Market
• 

  

  /42

  $585,000

  Open Sat 1PM - 3PM Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,576 Sq Ft

  25 Harmony Rd, Brewster, NY 10509

  Nestled at the end of a peaceful no-outlet road, this spacious home offers privacy, comfort, and exceptional outdoor living. A large front yard framed by mature privacy bushes creates a welcoming first impression, while the two-car garage, oversized driveway with parking for four additional vehicles, and nearby street parking provide ample space for guests. A new roof was installed in 2021 for

  Rosanaly Diaz-Scott Houlihan Lawrence Inc.

  25 Harmony Rd, Brewster, NY 10509
• 

  $90,000

  Sold Sep 19, 2025

  62 Sherwood Hill Rd, Southeast, NY 10509

  • Land
  • 1.47 Acres
  • $61,224 per Acre

  Last Sold Summary

  • 38% Below List Price
  • 702 Days On Market

  Current Estimated Value $202,667

  Last Listing Agent Brian McGrath McGrath Realty Inc

  62 Sherwood Hill Rd, Southeast, NY 10509
• 

  Est $554,988

  Not Listed For Sale

  157 Brewster Hill Rd, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1974

  157 Brewster Hill Rd, Brewster, NY 10509

  Last Sold Summary

  • 108 Days On Market
• 

  

  /26

  $359,900

  Pending

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  3203 Village Dr Unit 3203, Brewster, NY 10509

  Beautifully maintained 2 bedroom, 2 bath condominium located in the Blackberry Hill community in Brewster. This desirable end-unit features one assigned parking space, plus a rare 1 car detached garage - a standout feature within the complex. The interior features a spacious layout, complete with a brand new kitchen, newly updated bathrooms, a wood-burning fireplace, a washer and dryer in the

  Lisa Bucolo Houlihan Lawrence Inc.

  3203 Village Dr Unit 3203, Brewster, NY 10509
• 

  $575,000

  Sold Feb 04, 2026

  747 Milltown Rd, Brewster, NY 10509

  • 3 Beds
  • 3 Baths
  • 2,613 Sq Ft
  • Built 1983

  Last Sold Summary

  • 4% Below List Price
  • $220/SF
  • 34 Days On Market

  Current Estimated Value $626,622

  Last Listing Agent Joseph Lukic Compass Greater NY, LLC

  747 Milltown Rd, Brewster, NY 10509
• 

  Est $597,804

  Not Listed For Sale

  2 Balsam Dr, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 2,202 Sq Ft
  • Built 1984

  2 Balsam Dr, Brewster, NY 10509

  Last Sold Summary

  • 10 Days On Market
• 

  

  /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 early stages of construction with framing underway, the home features a gracious blend of formal and informal living areas, highlighted by

  Mark Boyland Keller Williams Realty Partner

  31 Tea House Ln, Southeast, NY 10509
• 

  $370,000

  Sold Aug 26, 2025

  401 Chestnut Dr, Carmel, NY 10512

  • 1 Bed
  • 1.5 Baths
  • 1,087 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Above List Price
  • $340/SF
  • 17 Days On Market

  Current Estimated Value $364,676

  Last Listing Agent Janine Hennigan Compass Greater NY, LLC

  401 Chestnut Dr, Carmel, NY 10512
• 

  Est $659,792

  Not Listed For Sale

  30 Minor Rd, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 2,694 Sq Ft
  • Built 1978

  30 Minor Rd, Brewster, NY 10509

  Last Sold Summary

  • 40 Days On Market
• 

  

  /35

  $839,000

  $36K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,942 Sq Ft

  18 Bradley Ct, Brewster, NY 10509

  Welcome Home! This Colonial sits on a quiet culdesac in a highly sought after neighborhood. The flat grounds are well maintained and landscaped. Stone walls align the driveway and the walkway that directs you to the covered front porch. As you step onto the porch, you'll be greeted by glass paned double doors. Inside, hardwood floors flow throughout and natural light fills up the space. The

  Karyne Aabel Briante Realty Group, LLC

  18 Bradley Ct, Brewster, NY 10509
• 

  $1,112,500

  Sold Sep 15, 2025

  2 Sherwood Hill Rd, Brewster, NY 10509

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft
  • Built 1790

  Last Sold Summary

  • 11% Below List Price
  • $293/SF
  • 39 Days On Market

  Current Estimated Value $1,066,522

  Last Listing Agent Shaylene Neumann Houlihan Lawrence Inc.

  2 Sherwood Hill Rd, Brewster, NY 10509
• 

  Est $477,642

  Not Listed For Sale

  112 Sodom Rd, Brewster, NY 10509

  • 3 Beds
  • 3 Baths
  • 1,813 Sq Ft
  • Built 1936

  112 Sodom Rd, Brewster, NY 10509

  Last Sold Summary

  • 76 Days On Market
• 

  

  /25

  $475,000

  Pending

  • 2 Beds
  • 3.5 Baths
  • 2,172 Sq Ft

  4401 Hickory Hollow Ln, Carmel, NY 10512

  End-unit 2-bedroom townhouse offering comfortable and versatile living across multiple levels. The first level features a bright living room that flows seamlessly into the dining area, which opens to the kitchen—ideal for everyday living and entertaining. Sliding glass doors from the dining room lead to a private deck overlooking a wooded setting, perfect for dining al fresco or relaxing

  Raymond Lopez Howard Hanna Rand Realty

  4401 Hickory Hollow Ln, Carmel, NY 10512
• 

  $400,000

  Sold Jul 16, 2025

  405 Driftway Ln, Brewster, NY 10509

  • 2 Beds
  • 1.5 Baths
  • 1,113 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Above List Price
  • $359/SF
  • 36 Days On Market

  Current Estimated Value $412,842

  Last Listing Agent Jackie Calhoun Coldwell Banker Realty

  405 Driftway Ln, Brewster, NY 10509
• 

  Est $705,988

  Not Listed For Sale

  8 Scenic Ridge Dr, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 1988

  8 Scenic Ridge Dr, Brewster, NY 10509

  Last Sold Summary

  • 48 Days On Market
• 

  

  /30

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  204 Autumn Ln Unit 4204C, Brewster, NY 10509

  Welcome to this freshly painted and spaciously updated second-floor condo in the highly sought-after Reed Farm community. This bright and inviting home features 2 bedrooms plus a loft all with newly re-finished hardwood floors throughout—perfect as a potential 3rd bedroom, home office, or den. The open-concept living room offers soaring ceilings, a cozy wood-burning fireplace, and sliding doors

  Patty Wagner Compass Greater NY, LLC

  204 Autumn Ln Unit 4204C, Brewster, NY 10509
• 

  $555,000

  Sold May 11, 2026

  195 Peach Lake Rd, Brewster, NY 10509

  • 3 Beds
  • 1.5 Baths
  • 1,643 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $338/SF
  • 22 Days On Market

  Current Estimated Value $576,167

  Last Listing Agent Julie Minnix Coldwell Banker Realty

  195 Peach Lake Rd, Brewster, NY 10509
• 

  Est $839,210

  Not Listed For Sale

  143 Old Milltown Rd, Brewster, NY 10509

  • 5 Beds
  • 5.5 Baths
  • 4,035 Sq Ft
  • Built 1895

  143 Old Milltown Rd, Brewster, NY 10509

  Last Sold Summary

  • 103 Days On Market
• 

  

  /4

  $1,095,000

  • 4 Beds
  • 4 Baths

  59 Birch Hill Rd, Brewster, NY 10509

  Nestled at the end of a quiet cul-de-sac, this exceptional custom-built Colonial offers over 5,200 square feet of refined living space on more than 2 acres of beautifully landscaped property. Designed with quality craftsmanship and thoughtful details throughout, this home provides the perfect blend of luxury, comfort, and privacy - all just minutes from commuter routes and the Brewster train

  Mizan Ayers THE AYERS GROUP LLC

  59 Birch Hill Rd, Brewster, NY 10509
• 

  $560,000

  Sold Sep 12, 2025

  273 N Brewster Rd, Brewster, NY 10509

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Above List Price
  • $391/SF
  • 13 Days On Market

  Current Estimated Value $563,456

  Last Listing Agent Laura Damore Iconic Pros

  273 N Brewster Rd, Brewster, NY 10509
• 

  Est $404,078

  Not Listed For Sale

  305 Virginia Woods Dr, Brewster, NY 10509

  • 2 Beds
  • 1.5 Baths
  • 1,980 Sq Ft
  • Built 1994

  305 Virginia Woods Dr, Brewster, NY 10509

  Last Sold Summary

  • 22 Days On Market
• 

  

  /29

  $460,000

  $40K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  17 Wilson Rd, Brewster, NY 10509

  This charming ranch-style home which sits on a quarter acre of property offers a wonderful opportunity for homebuyers looking for great potentional in a desirable location. Set on a quiet street with mountain views, this property features a living room/bay window, dining area/sliders to the deck, updated kitchen, 3 bedrooms and a modern bathroom as well as a den/sliders to the deck and one-car

  Jeffrey Hanrahan Keller Williams Realty Group

  17 Wilson Rd, Brewster, NY 10509
• 

  $635,000

  Sold Nov 25, 2025

  50 Maple Wood Dr, Brewster, NY 10509

  • 3 Beds
  • 3.5 Baths
  • 2,542 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $250/SF
  • 116 Days On Market

  Current Estimated Value $656,239

  Last Listing Agent Stephen Mele Houlihan Lawrence Inc.

  50 Maple Wood Dr, Brewster, NY 10509
• 

  Est $428,310

  Not Listed For Sale

  21 Brewster Woods Dr, Brewster, NY 10509

  • 2 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1978

  21 Brewster Woods Dr, Brewster, NY 10509

  Last Sold Summary

  • 11 Days On Market
• 

  

  /50

  $499,000

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft

  47 Tonetta Lake Way, Brewster, NY 10509

  A perfect condo alternative with the freedom of your own space, this charming 2-bedroom, 1-bath home offers easy living in a beautiful lake community setting. Thoughtfully maintained and full of warmth, the home features beautiful wood floors, an updated kitchen and bath, and a spacious family room ideal for everyday comfort and relaxed gatherings. Enjoy the flexibility of a walk-up attic with

  Hope Ross Mazzola Coldwell Banker Realty

  47 Tonetta Lake Way, Brewster, NY 10509
• 

  $575,000

  Sold May 13, 2026

  50 Oak St, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 1,960 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Above List Price
  • $293/SF
  • 32 Days On Market

  Current Estimated Value $555,404

  Last Listing Agent Lisa Cozzi Westchester Dream Home Realty

  50 Oak St, Brewster, NY 10509
• 

  Est $629,965

  Not Listed For Sale

  39 Shore Dr, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 2,530 Sq Ft
  • Built 1979

  39 Shore Dr, Brewster, NY 10509

  Last Sold Summary

  • 179 Days On Market
• 

  

  /34

  $4,295,000

  • 9 Beds
  • 6.5 Baths
  • 6,000 Sq Ft

  283-289 Starr Ridge Rd Unit 283-289 and 299, Brewster, NY 10509

  OldWalls is one of the area’s finest historic properties, originally envisioned by the legendary American sculptor Chester Beach and his artist wife Eleanor. Completed in 1918, the estate was constructed of massive hand-laid native stone with walls over two feet thick, crowned by a slate roof — a testament to old-world craftsmanship rarely seen today.The compound includes nine bedrooms across

  Claudia Atkinson Ginnel Real Estate

  283-289 Starr Ridge Rd Unit 283-289 and 299, Brewster, NY 10509
• 

  $520,000

  Sold Sep 18, 2025

  67 Reed Rd, Brewster, NY 10509

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

  Last Sold Summary

  • 10% Below List Price
  • $285/SF
  • 13 Days On Market

  Current Estimated Value $519,506

  Last Listing Agent Anna Proctor Compass Greater NY, LLC

  67 Reed Rd, Brewster, NY 10509
• 

  Est $416,851

  Not Listed For Sale

  80 Fairview Rd, Brewster, NY 10509

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1920

  80 Fairview Rd, Brewster, NY 10509

  Last Sold Summary

  • 16 Days On Market
• 

  $415,000

  Sold Sep 30, 2025

  204 Virginia Woods Dr Unit 204, Brewster, NY 10509

  • 2 Beds
  • 1.5 Baths
  • 2,328 Sq Ft
  • Built 1994

  Last Sold Summary

  • $178/SF
  • 33 Days On Market

  Current Estimated Value $424,385

  Last Listing Agent Howard Payson RE/MAX Town & Country

  204 Virginia Woods Dr Unit 204, Brewster, NY 10509
• 

  Est $441,739

  Not Listed For Sale

  92 Cooledge Dr, Brewster, NY 10509

  • 2 Beds
  • 2 Baths
  • 1,229 Sq Ft
  • Built 1957

  92 Cooledge Dr, Brewster, NY 10509

  Last Sold Summary

  • 26 Days On Market

Showing Results 321 - 360, Page 9 of 18