25

Southeast, NY Homes for Sale with Pool

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  • /43

    $1,000,000

    • 4 Beds
    • 3.5 Baths
    • 4,744 Sq Ft

    394 N Salem Rd, Brewster, NY 10509

    Private Estate Retreat on 2.6 Acres with Resort-Style Grounds. Nestled on 2.6 private acres and set well back from the road, this exceptional estate-like residence offers over 4,000 square feet of living space in a truly serene and picturesque setting. A long, private driveway leads to this one-of-a-kind property, where natural beauty and thoughtful design come together to create an extraordinary

    Agent Photo

    Sharon Sheil

    Coldwell Banker Realty

    394 N Salem Rd, Brewster, NY 10509
  • /40

    $429,900

    • 2 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    803 Village Dr Unit 803, Brewster, NY 10509

    Welcome home to this warm and inviting 2-bedroom, 2.5-bath townhome, ideally located in the desirable Blackberry Hill Village community. Spacious, bright, and thoughtfully designed, this home offers three levels of comfortable living space, with two sets of sliding glass doors that provide a wonderful connection to the outdoors.Convenient access from the parking area makes everyday living

    Agent Photo

    Deborah Glatz

    Coldwell Banker Realty

    803 Village Dr Unit 803, Brewster, NY 10509
  • /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
  • /3

    $1,140,995

    New Construction
    • 4 - 5 Beds
    • 3.5 - 4.5 Baths
    • 3,576 Sq Ft

    Lochlan Plan at Fortune Ridge, Southeast, NY 10509

    Elegance and open spaces define the Lochlan home design. Upon entering through the welcoming porch and foyer, you'll find an expansive great room that flows seamlessly into a casual dining area and a gourmet kitchen with a center island and a walk-in pantry, ideal for daily living and entertaining. A dining room provides a picturesque backdrop for more formal occasions. A gorgeous primary bedroom

    Toll Brothers, Inc. Builder
    41 Drewsclift Dr Unit 41796756, Southeast, NY 10509
  • /12

    $1,336,000

    • 5 Beds
    • 5 Baths
    • 3,930 Sq Ft

    43 Drewsclift Ln Unit 26, Brewster, NY 10509

    Discover luxury living in this stunning Emmett New England home, perfectly situated in one of Brewster's newest communities. Surrounded by picturesque horse farms and riding stables, this exceptional neighborhood offers a peaceful countryside setting just five minutes from the Brewster Metro-North train station, providing the ideal balance of privacy and convenience.Designed with

    Thomas Jacovino Toll Brothers Real Estate Inc.

    43 Drewsclift Ln Unit 26, Brewster, NY 10509
  • /13

    $1,396,000

    New Construction
    • 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
  • 41 Drewsclift Dr Unit 41796261, Southeast, NY 10509

    $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
  • /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 on

    Patricia Breen Compass Greater NY, LLC

    65 Indian Wells Rd, Brewster, NY 10509
  • /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
  • /24

    $324,900

    • 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
  • /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
  • /7

    $1,034,995

    New Construction
    • 4 Beds
    • 2.5 - 3.5 Baths
    • 3,307 Sq Ft

    McCourt Plan at Fortune Ridge, Southeast, NY 10509

    The McCourt is defined by comfort, luxury, and soaring views as soon you walk in. A soaring two-story foyer leads into a sprawling great room, a casual dining space, a gourmet kitchen that s highlighted by a stunning cathedral ceiling throughout. The well-appointed kitchen includes a large center island with a breakfast bar and a generous pantry. A first-floor primary bedroom features a spacious

    Toll Brothers, Inc. Builder
    41 Drewsclift Dr Unit 41796575, Southeast, NY 10509
  • /11

    $459,000

    Pre-Foreclosure
    • 2 Beds
    • 2.5 Baths
    • 1,460 Sq Ft

    3905 Buttonwood Ln Unit 3905, Carmel, NY 10512

    Spacious 2BR/2.5BA townhome in desirable Hunters Glen! 1,460 sq ft, fireplace, great bones — just needs new carpet and some cosmetic TLC to shine. Priced to reflect condition, perfect for buyers ready to add value. Enjoy community pool, fitness center, clubhouse, tennis , with HOA covering exterior maintenance, snow,removal & trash. Minutes to I-84/I-684, Brewster Metro-North, Route 6 shopping,

    Peter Persaud HomeSmart Homes & Estates

    3905 Buttonwood Ln Unit 3905, Carmel, NY 10512
  • /5

    $1,240,995

    New Construction
    • 5 - 6 Beds
    • 4.5 - 5.5 Baths
    • 4,125 Sq Ft

    Roberts Plan at Fortune Ridge, Southeast, NY 10509

    Style, luxury, and comfort unite across two thoughtfully designed floors to define the Roberts. The first floor welcomes you with an inviting foyer that leads to an expansive great room, a gourmet kitchen, and a casual dining area. The well-appointed kitchen is highlighted by a large center island with a breakfast bar and a sizable walk-in pantry, ideal for culinary enthusiasts. A first-floor

    Toll Brothers, Inc. Builder
    41 Drewsclift Dr Unit 41796754, Southeast, NY 10509
  • /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
  • /48

    $365,000

    $10K PRICE DROP
    • 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
  • /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
  • /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
  • /5

    $970,995

    New Construction
    • 4 Beds
    • 2.5 - 3.5 Baths
    • 2,739 Sq Ft

    Croton Plan at Fortune Ridge, Southeast, NY 10509

    The Croton leaves a lasting impression through thoughtful design and lasting features. An inviting foyer greets you as soon as you walk in, leading directly to a lovely great room, ideal for daily living and entertaining. Adjacent to the great room is a casual dining space that seamlessly flows into a gourmet kitchen with a center island and a generous pantry, perfect for culinary enthusiasts.

    Toll Brothers, Inc. Builder
    41 Drewsclift Dr Unit 41796327, Southeast, NY 10509
  • /48

    $1,875,000

    $75K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 7,400 Sq Ft

    8 Bridey Ln, Brewster, NY 10509

    Magnificent Stone & Stucco Tudor Estate nestled on 2 professionally landscaped, manicured acres in Brewster’s historic Milltown area, this custom-built 7,400 sq. ft. Tudor estate effortlessly blends grand elegance with cutting-edge modern luxury. From the moment you step into the soaring 2-story marble and granite foyer, the home’s exceptional craftsmanship is on display. The main level features

    Saile Morales Century 21 Alliance Realty Grp

    8 Bridey Ln, Brewster, NY 10509
  • /4

    $1,189,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,307 Sq Ft

    2 Serenity Ridge Ln, Brewster, NY 10509

    The McCourt is defined by comfort, luxury, and soaring views as soon you walk in. A soaring two-story foyer leads into a sprawling great room, a casual dining space, a gourmet kitchen that s highlighted by a stunning cathedral ceiling throughout. The well-appointed kitchen includes a large center island with a breakfast bar and a generous pantry. A first-floor primary bedroom features a spacious

    Toll Brothers, Inc. Builder
    2 Serenity Ridge Ln, Brewster, NY 10509
  • /34

    $453,000

    • 3 Beds
    • 2 Baths
    • 1,174 Sq Ft

    9 Lawrence Dr, Brewster, NY 10509

    Lake living with room to breathe! Welcome to 9 Lawrence Drive, a spacious 3-bedroom, 2-bath Cape in the Putnam Lake community, where boating, swimming, fishing and laid-back lake days are all part of the lifestyle. This is not your typical lake house! Raised ceilings throughout give the home an unexpectedly open and airy feel.The main level offers a generously sized living room, eat-in

    Nina Collins Howard Hanna Rand Realty

    9 Lawrence Dr, Brewster, NY 10509
  • /12

    $1,396,000

    • 5 Beds
    • 5 Baths
    • 3,930 Sq Ft

    45 Drewsclift Ln Unit 25, Brewster, NY 10509

    Don't miss your chance to own this professionally designed Emmett Modern Farmhouse, available for October 2026 delivery in one of Brewster's most sought-after new home communities. With limited opportunities for new construction in the area, this quick move-in home offers the rare combination of luxury finishes, modern efficiency, and the peace of mind that comes with a comprehensive builder

    Thomas Jacovino Toll Brothers Real Estate Inc.

    45 Drewsclift Ln Unit 25, Brewster, NY 10509
  • /49

    $1,100,000

    • 4 Beds
    • 4.5 Baths
    • 4,919 Sq Ft

    26 Mill Farm Ln, Brewster, NY 10509

    Welcome to 26 Mill Farm Lane, Brewster, NY, an exceptional residence where refined interiors, generous living spaces, and resort-style amenities come together in a private setting. Beautifully sited on nearly two manicured acres at the end of a quiet cul-de-sac, this meticulously maintained 4-bedroom, 4.5-bath home offers an elegant, yet comfortable lifestyle designed for gracious entertaining

    Joseph Franco Houlihan Lawrence Inc.

    26 Mill Farm Ln, Brewster, NY 10509
  • /7

    $1,189,000

    • 4 Beds
    • 2.5 Baths
    • 3,511 Sq Ft

    2 Serenity Ridge Ln Unit 35, Brewster, NY 10509

    Discover luxury living at Homesite #35, featuring the highly sought-after McCourt Modern Farmhouse in Toll Brothers' newest premier community in the Town of Southeast. Perfectly positioned on a desirable corner homesite, this elegant home blends sophisticated design, exceptional craftsmanship, and the opportunity to personalize your dream home from the ground up.The thoughtfully designed

    Thomas Jacovino Toll Brothers Real Estate Inc.

    2 Serenity Ridge Ln Unit 35, Brewster, NY 10509

Home Price Trends

Median Sale Price
$1,276,309
Median Single Family Sale Price
$1,124,997
Average Price Per Sq Ft
$337
Number of Homes for Sale
10
Last 12 months Home Sales
2
Months of Supply
60.00
Median List Price
$1,074,997
Median Change From 1st List Price
-23%
Median Home Sale Price YoY Change
34%
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