17

Brewster Village, NY Homes for Sale with Pool

Section Image Section Image
  • /45

    $779,000

    • 3 Beds
    • 1.5 Baths
    • 3,800 Sq Ft

    51 - 53 Ivy Hill Rd, Brewster, NY 10509

    Main house plus cottage! Set in a beautiful, private setting near the reservoir and located on a quiet dead-end road, this sprawling ranch offers space, versatility, and endless potential. The main home features 3 bedrooms and 1.5 bathrooms, along with a 3-car garage—two bays together plus a separate third bay, all attached for convenience. The property also offers two separate driveways—one for

    Agent Photo

    Jackie Calhoun

    Coldwell Banker Realty

    (329) 215-0156

    51 - 53 Ivy Hill Rd, Brewster, NY 10509
  • /38

    $600,000

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft

    320 Allview Ave, Brewster, NY 10509

    Welcome home to this inviting 3-bedroom, 2.5-bath raised ranch offering vaulted ceilings and an open-concept layout filled with natural light. The spacious kitchen flows seamlessly into the dining area and features sliders leading to a screened-in porch, perfect for indoor-outdoor living. The living room is warm and welcoming with a wood-burning fireplace and large windows that flood the space

    Agent Photo

    Sharon Sheil

    Coldwell Banker Realty

    (329) 216-8588

    320 Allview Ave, Brewster, NY 10509
  • /37

    $669,000

    • 3 Beds
    • 2.5 Baths
    • 1,996 Sq Ft

    43 Red Fox Ln, Brewster, NY 10509

    Welcome to this beautifully maintained raised ranch set on 0.74 acres in the highly sought-after Brewster School District. Nestled on a quiet, bucolic street, this home offers the perfect blend of comfort, functionality, and outdoor enjoyment, surrounded by lush, mature landscaping. Step inside to an inviting open-concept layout featuring an updated kitchen with stainless steel appliances,

    Agent Photo

    Joanne Debellis

    Debellis Real Estate LLC

    (329) 234-4533

    43 Red Fox Ln, Brewster, NY 10509
  • /45

    $799,000

    Open Sat 12PM - 2PM
    • 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

    Agent Photo

    Shannon Tully

    McGrath Realty Inc

    (329) 224-0189

    731 Milltown Rd, Brewster, NY 10509
  • /44

    $350,000

    • 1 Bed
    • 1 Bath
    • 1,584 Sq Ft

    1203 Greystone Ln, Brewster, NY 10509

    Move right into this stunning, completely updated lower Arden model in the highly desirable Fieldstone Pond community. Immaculately maintained and truly turn-key, this stylish one-bedroom home lives like a two-bedroom with a versatile office/den featuring a closet and French doors. The beautifully renovated kitchen is designed to impress with stylish two-tone cabinetry, granite countertops, glass

    Janyce Selkin Howard Hanna Rand Realty

    1203 Greystone Ln, Brewster, NY 10509
  • /48

    $835,000

    Open Sat 11AM - 1PM Coming Soon
    • 4 Beds
    • 4 Baths
    • 3,356 Sq Ft

    9 Rose Ln, Brewster, NY 10509

    This is the one you’ve been waiting for! The perfect mix of social hub and private sanctuary. Meticulously maintained home nestled on a quiet cul-de-sac along NY-CT border, perfect for family living and entertaining. The home features a spacious yet cozy living room with wood-burning fireplace, chef's kitchen will all new appliances, formal dining room, a private primary suite, and 3 nicely sized

    Donna Kennedy Compass Greater NY, LLC

    9 Rose Ln, Brewster, NY 10509
  • /33

    $999,999

    $200K 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, 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
  • /41

    $800,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 3,277 Sq Ft

    754 Milltown Rd, Brewster, NY 10509

    The Crown Jewel of Milltown Road! Enter through stone pillars accented by a beautiful white picket fence! Set on three private, level, landscaped acres along the Brewster/Danbury border, this custom-built Colonial offers a rare blend of seclusion, convenience, and long-term value—enhanced by the advantage of Danbury taxes. Meticulously built and maintained by its current owners, this home is

    Filiz Dalo Coldwell Banker Realty

    754 Milltown Rd, Brewster, NY 10509
  • /22

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft

    805 Eagles Ridge Rd, Brewster, NY 10509

    Welcome to Eagle’s Ridge—where lifestyle, location, and low-maintenance living come together in a way that’s hard to find and even harder to leave. Opportunities in this highly desirable community don’t come along often... and once you’re here, you’ll understand why.This beautifully maintained 2-bedroom, 2 full bath townhome offers the perfect blend of comfort and convenience—ideal for

    Benjamin Bragg River to Ridge Rlty Associates

    805 Eagles Ridge Rd, Brewster, NY 10509
  • /30

    $669,000

    Open Sun 12PM - 3PM Coming Soon
    • 4 Beds
    • 4 Baths
    • 3,002 Sq Ft

    11 Bradley Dr, Brewster, NY 10509

    Step in to this charming well maintained Colonial that offers the perfect blend of comfort and style on a peaceful and private acre. Filled with natural light, this warm and inviting home features an eat in kitchen complete with updated stainless steel appliances, sliding glass doors that open to a deck overlooking a park like back yard, ideal for enjoying your morning coffee or relaxing at the

    Vicki Reinach BHHS Hudson Valley Properties

    11 Bradley Dr, Brewster, NY 10509
  • /37

    $1,275,000

    • 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
  • /26

    $498,000

    • 2 Beds
    • 2.5 Baths
    • 1,984 Sq Ft

    1403 Brentwood Dr, Brewster, NY 10509

    Welcome to Fieldstone Pond and this beautifully maintained Barclay tri-level townhouse, located in one of the most sought-after communities in the area. This two-bedroom, two-and-a-half-bath home offers a warm, inviting feel throughout and has been thoughtfully updated to create a comfortable and stylish living space you’ll be proud to call home. The main level features a spacious living room

    Mark Karten Karten Real Estate Svcs LLC

    1403 Brentwood Dr, Brewster, NY 10509
  • /34

    $329,900

    $10K PRICE DROP Pre-Foreclosure
    • 1 Bed
    • 1 Bath
    • 1,768 Sq Ft

    201 Bentley Ct, Brewster, NY 10509

    FULLY AVAILABLE, Deal fell through, Great price reduction!Lovely WALK IN level Lower Arden model, with a semi finished basement and walk out to a very nice wooded setting. The Estate has just received permits for a fully finished basement! This unit is being sold AS IS and just needs cosmetic updating and TLC.

    Randy Calano Keller Williams Realty Partner

    201 Bentley Ct, Brewster, NY 10509
  • /44

    $475,000

    • 2 Beds
    • 2.5 Baths
    • 2,311 Sq Ft

    1504 Scarborough Dr, Brewster, NY 10509

    Located in the Fieldstone Pond Community, this two-bedroom, two full and one half bath home has character, light, and flexible living spaces in a setting that offers both comfort and convenience. The main level is designed for everyday ease, with a natural flow between the living room and dining area. The eat-in kitchen is both functional and connected, featuring a pass-through that keeps the

    Alex Mashkin Keller Williams Realty Partner

    1504 Scarborough Dr, Brewster, NY 10509
  • /21

    $450,000

    Open Sat 2PM - 4PM
    • 2 Beds
    • 2.5 Baths
    • 1,336 Sq Ft

    302 Ashbury Way Unit 3302, Brewster, NY 10509

    Welcome to Fieldstone Pond in Brewster, NY, where every day feels like a retreat. This stunning tri-level townhouse is move-in ready and loaded with upgrades. The main level flows seamlessly from a sun-drenched open-concept living and dining area into a show-stopping kitchen featuring newer stainless steel appliances, generous cabinet storage, and plenty of counter space for the home chef in you.

    Travis Wilson Signature Premier Properties

    302 Ashbury Way Unit 3302, Brewster, NY 10509
  • /40

    $330,000

    • 1 Bed
    • 1 Bath
    • 1,800 Sq Ft

    604 Bentley Ct Unit 60604, Brewster, NY 10509

    Tucked within the peaceful charm of Brewster rests a hidden gem known as Fieldstone Pond... a place where life feels a little softer, and home becomes so much more than just four walls. Surrounded by lush nature, this cherished community offers the kind of setting so many long to find. Scenic grounds, a gorgeous pond perfect for quiet reflection or fishing, and serene surroundings instantly calm

    Christine Rowley RE/MAX Classic Realty

    604 Bentley Ct Unit 60604, Brewster, NY 10509
  • /39

    $420,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,092 Sq Ft

    702 Autumn Ln, Brewster, NY 10509

    Architectural charm meets modern elegance in this renovated (2021) upper end unit at Reed Farm. Soaring ceilings, exposed wood beams, and sun-filled open concept living create a true city style feel. A versatile loft offers space for a second bedroom, office, or studio. The updated kitchen features quartz countertops and stainless steel appliances, bathroom with marble tile, skylights, modern

    SUZANNE NAKANO BHHS Hudson Valley Properties

    702 Autumn Ln, Brewster, NY 10509

Home Trends in Brewster Village, NY

Housing Trends

Median Sale Price
$532,500
Median Single Family Sale Price
$635,000
Median Townhouse Sale Price
$407,500
Median 2 Bedroom Sale Price
$385,000
Median 1 Bedroom Sale Price
$350,000
Average Price Per Sq Ft
$294
Number of Homes for Sale
42
Last 12 months Home Sales
178
Months of Supply
2.80
Median List Price
$549,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home