Southeast, NY Homes

• 

  Est $877,212 Not Listed For Sale

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

  294 Starr Ridge Rd, Brewster, NY 10509

  294 Starr Ridge Rd, Brewster, NY 10509
• 

  

  

  /27

  $749,900 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,356 Sq Ft

  51 Sherwood Hill Rd, Brewster, NY 10509

  Welcome home to this updated contemporary split level! Sitting on over 1.5 acres, it offers privacy, lots of entertainment space, mountain views, a large yard, as well an XL deck and patio to enjoy the weather. Although a legal 3 BR, it lives like a 4 BR and has the potential for an in-law suite downstairs. Replete with a statement flagstone fireplace and quartz countertops in the kitchen, the

  Komal Garewal Winwin Realty

  51 Sherwood Hill Rd, Brewster, NY 10509
• 

  $550,000 Sold Jun 05, 2025

  293 Tonetta Lake Rd Unit 295, Brewster, NY 10509

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

  Last Sold Summary

  • 19% Below List Price
  • $231/SF
  • 44 Days On Market

  Current Estimated Value $575,901

  Last Listing Agent Marianna Ashley Coldwell Banker Realty

  293 Tonetta Lake Rd Unit 295, Brewster, NY 10509
• 

  Est $950,997 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,990 Sq Ft

  232 Starr Ridge Rd, Brewster, NY 10509

  232 Starr Ridge Rd, Brewster, NY 10509
• 

  

  /2

  $399,999 Pending

  • 4 Beds
  • 1,584 Sq Ft

  534 N Main St, Brewster, NY 10509

  Investor special in the heart of Brewster Village! This two-family home offers a 2-bedroom unit over another 2-bedroom unit with separate utilities and above-ground oil heat. The property needs work—the first-floor apartment requires flooring and general TLC—making it ideal for cash or renovation loan buyers. With solid bones, great layout, and a prime location walking distance to the Brewster

  Bryan Dale eXp Realty

  534 N Main St, Brewster, NY 10509
• 

  $357,000 Sold Aug 29, 2025

  307 Eagles Ridge Rd Unit 307, Brewster, NY 10509

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1987

  Last Sold Summary

  • 8% Below List Price
  • $286/SF
  • 89 Days On Market

  Current Estimated Value $372,554

  Last Listing Agent Christina Zottoli Millennium Realty Solutions

  307 Eagles Ridge Rd Unit 307, Brewster, NY 10509
• 

  Est $586,664 Not Listed For Sale

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

  391 N Salem Rd, Brewster, NY 10509

  391 N Salem Rd, Brewster, NY 10509
• 

  

  /9

  $10,000,000

  • Land
  • 66.5 Acres
  • $150,376 per Acre

  2 Nichols Rd, Brewster, NY 10509

  Your story begins here... Lot 2- 66.5 acres of vast fields-Welcome to Salem View Farms, a 400-acre haven of high, open fields, vintage stone walls, and stunning vistas. This former working farm offers an unparalleled opportunity to craft dream equestrian estates with 5 parcels comprised of 38-66+ acres of cleared, established farmland. Located on the North Salem/Southeast border, Salem

  Sally Slater Douglas Elliman Real Estate

  2 Nichols Rd, 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 $374,936

  Last Listing Agent Melissa Terman River Realty Services, Inc.

  233 Peaceable Hill Rd, Brewster, NY 10509
• 

  Est $927,527 Not Listed For Sale

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

  287 Turk Hill Rd, Brewster, NY 10509

  287 Turk Hill Rd, Brewster, NY 10509
• 

  

  /18

  $409,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  32 Bloomer Rd, Brewster, NY 10509

  Split style home with 3 bedrooms, 1 bath and a one car garage in Brewster Heights. Hardwood floors in living room and bedrooms, large eat in kitchen and cathedral ceilings in living room. Level yard with patio and fenced area for a pets. This home is served by public water and sewer. Perfect location, close to train and highways, schools and shopping. Reservoir views from the bedrooms. Don't let

  James Bergstraser RE/MAX Classic Realty

  32 Bloomer Rd, Brewster, NY 10509
• 

  $462,500 Sold Feb 10, 2025

  1708 Eagles Ridge Rd Unit 1708, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 2,141 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Above List Price
  • $216/SF
  • 20 Days On Market

  Current Estimated Value $477,845

  Last Listing Agent Jackie Calhoun Coldwell Banker Realty

  1708 Eagles Ridge Rd Unit 1708, Brewster, NY 10509
• 

  Est $1,109,298 Not Listed For Sale

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

  40 Guinea Rd, Brewster, NY 10509

  40 Guinea Rd, Brewster, NY 10509
• 

  

  /38

  $479,900

  • 2 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  5603 Applewood Cir, Carmel, NY 10512

  Opportunity Knocks At Hunters Glen Condominium! Truly Move-In Condition, Newly Painted & Appointed Tri-Level Briton Style Townhouse on Quiet Cul de Sac In The Community's Newest Section. Prime Privacy, Backs on Woods and Stream. Beautiful Hardwood Floors, Fireplace, Central AC, Newer Appliances & Utilities. Full Finished Walkout Basement With 10' Ceilings in Two Large Rooms, Full Bathroom + Ample

  Michael Catalano Douglas Elliman Real Estate

  5603 Applewood Cir, Carmel, NY 10512
• 

  $442,500 Sold May 16, 2025

  704 Essex Ct, Brewster, NY 10509

  • 2 Beds
  • 2.5 Baths
  • 1,336 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $331/SF
  • 64 Days On Market

  Current Estimated Value $447,487

  Last Listing Agent Christine Cecere Century 21 Alliance Realty Grp

  704 Essex Ct, Brewster, NY 10509
• 

  Est $454,125 Not Listed For Sale

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

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

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

  

  /42

  $999,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  69 Vails Lake Shore Dr, Brewster, NY 10509

  Welcome to Your Peach Lake Retreat! Experience lakeside living at its finest in this turnkey 2-bedroom home that lives like a 3-bedroom, set within the sought-after Vails Grove Lake Community, offering breathtaking views and direct water access for all your lake toys. Enjoy boating, swimming, and fishing in the summer, or ice skating and ice fishing in the winter. One of the few

  Mark Boyland Keller Williams Realty Partner

  69 Vails Lake Shore Dr, Brewster, 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

  Last Listing Agent Michael Miller eXp Realty

  4A Garden St, Brewster, NY 10509
• 

  Est $504,208 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,615 Sq Ft

  603 Orchard Hill Ln Unit 9603E, Brewster, NY 10509

  603 Orchard Hill Ln Unit 9603E, Brewster, NY 10509
• 

  

  /31

  $275,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,045 Sq Ft

  502 Holly Stream Ct, Brewster, NY 10509

  Discover a unique opportunity in the highly sought-after Holly Stream condo complex with this aggressively priced 2 bedroom, 1 bath second-floor unit spanning 1,045 square feet on a single level. Ready for your personal touch, this condo offers a canvas for cosmetic updates while already boasting a thoughtful, spacious layout in a serene garden-style setting where each building houses just four

  Claudia Jiskra McGrath Realty Inc

  502 Holly Stream Ct, Brewster, NY 10509
• 

  $445,000 Sold Feb 03, 2025

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

  • 2 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $276/SF
  • 168 Days On Market

  Current Estimated Value $482,029

  Last Listing Agent Cheryl Neuburger Ginnel Real Estate

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

  Est $389,009 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,086 Sq Ft

  503 Orchard Hill Ln Unit 9503C, Brewster, NY 10509

  503 Orchard Hill Ln Unit 9503C, Brewster, NY 10509
• 

  

  /32

  $600,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,482 Sq Ft

  610 Farm To Market Rd, Brewster, NY 10509

  Welcome to this picturesque 4-bedroom, 2-bath Cape Cod-style home, offering the perfect blend of classic charm and modern comfort. Nestled on just under 2 acres of serene land, this property is a relaxing escape from the everyday hustle, yet conveniently located near all amenities. Step inside to discover an inviting main floor, featuring a cozy bedroom currently being used as a playroom, a

  Michael LaMorte Christie's Int. Real Estate

  610 Farm To Market Rd, Brewster, NY 10509
• 

  $519,900 Sold Jan 24, 2025

  14 Shoreham Dr, Brewster, NY 10509

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1942

  Last Sold Summary

  • $236/SF
  • 32 Days On Market

  Current Estimated Value $543,759

  Last Listing Agent Sylvia Woods

  14 Shoreham Dr, Brewster, NY 10509
• 

  Est $436,671 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,585 Sq Ft

  404 Orchard Hill Ln, Brewster, NY 10509

  404 Orchard Hill Ln, Brewster, NY 10509
• 

  

  /42

  $895,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,496 Sq Ft

  135 Turk Hill Rd, Brewster, NY 10509

  Set on beautifully landscaped grounds, this 4-bedroom, 3.5-bath home delivers all the private getaway vibes with a natural spring-fed pond, perennial gardens, a gunite pool - Back on the market with a new roof, new chimney and a refreshed basement.Inside, you’ll find a layout that’s as functional as it is stunning—anchored by a soaring Great Room with 20-foot ceilings and a wood-burning stove

  Diana Polack Compass Greater NY, LLC

  135 Turk Hill 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

  Last Listing Agent Rocco Cambareri Coldwell Banker Realty

  297 Farm To Market Rd, Brewster, NY 10509
• 

  Est $470,645 Not Listed For Sale

  • 1 Bed
  • 2.5 Baths
  • 1,800 Sq Ft

  502 Apple Tree Ln Unit 8502B, Brewster, NY 10509

  502 Apple Tree Ln Unit 8502B, Brewster, NY 10509
• 

  

  /43

  $2,950,000

  • 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
• 

  $375,000 Sold Jul 24, 2025

  202 Essex Ct, Brewster, NY 10509

  • 2 Beds
  • 2.5 Baths
  • 1,960 Sq Ft
  • Built 1988

  Last Sold Summary

  • $191/SF
  • 160 Days On Market

  Current Estimated Value $402,367

  Last Listing Agent Dina DiPaola-Gulli Keller Williams Realty Group

  202 Essex Ct, Brewster, NY 10509
• 

  Est $417,829 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,585 Sq Ft

  102 Apple Tree Ln, Brewster, NY 10509

  102 Apple Tree Ln, Brewster, NY 10509
• 

  

  /29

  $450,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,145 Sq Ft

  1206 Eagles Ridge Rd Unit 1206, Brewster, NY 10509

  Welcome to this sun-filled 3-bedroom, 2.5-bath townhouse built in 2006, offering an ideal blend of comfort, convenience, and community living. Featuring hardwood floors, a fireplace and a great open layout, this home is designed with both style and functionality in mind. Abundant windows bring in plenty of natural light, creating a warm and inviting atmosphere throughout. The finished walkout

  Teresa Chang Houlihan Lawrence Inc.

  1206 Eagles Ridge Rd Unit 1206, Brewster, NY 10509
• 

  $999,999 Sold Jun 25, 2025

  38 Stallion Trail, Brewster, NY 10509

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

  Last Sold Summary

  • 1% Above List Price
  • $256/SF
  • 14 Days On Market

  Current Estimated Value $1,052,310

  Last Listing Agent Deanna LaBarbara Coldwell Banker Realty

  38 Stallion Trail, Brewster, NY 10509
• 

  Est $404,426 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,385 Sq Ft

  101 Stonewall Ln, Brewster, NY 10509

  101 Stonewall Ln, Brewster, NY 10509
• 

  

  /33

  $1,200,000

  • 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, 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 reflects quality and character. Imagine summer days lounging

  Beth Yoon Sherwood Hill Realty LLC

  7 Fox Hollow Rd, Brewster, NY 10509
• 

  $925,000 Sold Apr 29, 2025

  100 Guinea Rd, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 3,296 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Above List Price
  • $281/SF
  • 14 Days On Market

  Current Estimated Value $982,435

  Last Listing Agent Kathleen Lomino Briante Realty Group, LLC

  100 Guinea Rd, Brewster, NY 10509
• 

  Est $451,854 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,553 Sq Ft

  306 Driftway Ln Unit 7306B, Brewster, NY 10509

  306 Driftway Ln Unit 7306B, Brewster, NY 10509
• 

  

  /37

  $399,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  31 Brewster Woods Dr Unit 31, Brewster, NY 10509

  Move Right In...Brewster Woods is where you want to live, a meticulously maintained community. This condo # 31 has the most spectacular scenic views, picture yourself daily gazing at the tree tops, sunrise and sunsets! A Tri-Level Condo freshly painted with brand new flooring and spacious Living areas, Bedrooms, and Kitchen. Brand new Hardwood style floors. Sliding glass doors to the oversized

  Barbara Nicotra Burroni Houlihan Lawrence Inc.

  31 Brewster Woods Dr Unit 31, Brewster, NY 10509
• 

  $699,000 Sold Sep 26, 2025

  8 Killian Ln, Brewster, NY 10509

  • 4 Beds
  • 2.5 Baths
  • 2,502 Sq Ft
  • Built 1999

  Last Sold Summary

  • 6% Below List Price
  • $279/SF
  • 109 Days On Market

  Current Estimated Value $724,666

  Last Listing Agent Luke Joachim Redfin Real Estate

  8 Killian Ln, Brewster, NY 10509
• 

  Est $399,614 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,077 Sq Ft

  303 Ridgetop Ln, Brewster, NY 10509

  303 Ridgetop Ln, Brewster, NY 10509

Showing Results 121 - 160, Page 4 of 18