Homes with Pools for Sale in Brewster, NY

20 homes

Sort:

Recommended

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
Charming modernized and light-filled home set on 1.5 acres of serene, level, park-like grounds with mature trees, a fenced yard, a stone wall entrance, and an in-ground pool that creates a private outdoor retreat. Features include 4 bedrooms (and a bonus room), 2.5 baths, a main-level primary bedroom, a living room with a wood-burning fireplace, a dining room, a kitchen with a breakfast bar, and a sunroom that offers a lovely space to relax and enjoy views of the surrounding grounds. Additional highlights include a 2-car garage, ample driveway parking, and a deck off the kitchen. Numerous recent improvements include a new primary bathroom, new flooring in upstairs bonus room, new main roof,

$750,000

4 beds2.5 baths3,108 sq ft

222 Allview Ave, Brewster, NY 10509

In-ground pool • Fenced yard • 1.5 acres

Listing by Julia B Fee Sothebys Int. Rlty

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
Welcome to 2606 Village Drive. A sought after end unit in the Condominium Development of Blackberry Village. This tri-level home offers the abundance of over 1900 sq ft of modern day living Your main level features a large open living space for a living room/ dining room combo. Wood burning fireplace is there for you to enjoy on cold winter evenings. The 8 foot slider entices you to sit out on the deck on warm days to enjoy foliage. Newly renovated powder room, new flooring on main level plus freshly painted interior make this a must see. Second level boasts 2 spacious bedrooms. Walk in closet for primary bedroom and a double closet for the secondary. Bathroom has been tastefully updated.

$439,000

2 beds2.5 baths1,928 sq ft

2606 Village Dr, Brewster, NY 10509

$370 HOA • Parking • Community pool

Listing by Axen Realty LLC

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
End unit at Eagles Ridge in Brewster with 2 bedrooms, 2 full baths, and a wood-burning fireplace. The roofs in the community have been replaced (2026). The upper level has the kitchen and living room. Both bedrooms are on the lower level. The primary bedroom has its own full bath and a sliding glass door, and the second full bath is at the bottom of the stairs. The unit has hardwood floors, an updated kitchen, renovated bathrooms, central air conditioning, select replacement windows, an updated water heater, new light fixtures, and an updated front door and storm door. The unit has one assigned parking space, with visitor parking. The community has an outdoor pool, tennis courts and a clubh

$400,000

2 beds2 baths1,237 sq ft

101 Eagles Ridge Rd, Brewster, NY 10509

Renovated bathrooms • Updated water heater • Updated kitchen

Listing by Keller Williams Realty Partner

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
Nestled within the highly desirable Indian Wells neighborhood of Brewster, 62 Indian Wells Road offers an exceptional combination of privacy, elegance, and versatile living. Surrounded by a picturesque setting, this distinctive residence features generous interiors, striking architectural details, and a flexible floor plan suited to a variety of lifestyles. The impressive interior showcases soaring cathedral ceilings, a dramatic stone fireplace, and a gourmet kitchen featuring an inviting breakfast area, creating an atmosphere for both everyday living and entertaining. A first-floor primary suite offers a private retreat, while the adaptable layout provides options for guests, extended fami

$1,549,000

5 beds5.5 baths5,427 sq ft

62 Indian Wells Rd, Brewster, NY 10509

Flexible floor plan • Heated gunite pool • Expansive decking

Listing by Houlihan Lawrence Inc.

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
Welcome Home to 52 Mountain Brook Drive, Southeast, NY Immaculate, distinctive, and beautifully maintained, this exceptional 4-bedroom, 2-bath home in Southeast offers a rare combination of generous living space, versatile accommodations, and a stunning park-like setting on over an acre of land. Lustrous hardwood floors, abundant natural light, and thoughtfully designed spaces create a warm and inviting atmosphere throughout. The main level features a sun-filled living area with expansive picture windows framing beautiful views of the sprawling backyard. The spacious kitchen and dining area offers wood cabinetry, granite countertops, stainless steel appliances, and an impressive walk-in pan

$725,000

4 beds2 baths2,958 sq ft

52 Mountain Brook Dr, Brewster, NY 10509

Summer kitchen • Walk-in pantry • Trex deck

Listing by Coldwell Banker Realty

Property at 1308 Eagles Ridge Rd, Brewster, NY 10509, 3 beds, 3.5 baths

$495,000

3 beds3.5 baths2,145 sq ft

1308 Eagles Ridge Rd, Brewster, NY 10509

Listing by Houlihan Lawrence Inc.

Property at 306 Orchard Hill Ln, Brewster, NY 10509, 2 beds, 2 baths

$499,000

2 beds2 baths1,610 sq ft

306 Orchard Hill Ln, Brewster, NY 10509

Listing by Coldwell Banker Realty

Property at 806 Orchard Hill Ln, Brewster, NY 10509, 2 beds, 2 baths

$469,000

2 beds2 baths1,610 sq ft

806 Orchard Hill Ln, Brewster, NY 10509

Listing by Keller Williams Realty Partner

Property at 26 Mill Farm Ln, Brewster, NY 10509, 4 beds, 4.5 baths

$985,000

4 beds4.5 baths4,944 sq ft

26 Mill Farm Ln, Brewster, NY 10509

Listing by Houlihan Lawrence Inc.

Property at 103 Kensington Ct, Brewster, NY 10509, 2 beds, 2.5 baths

$399,000

2 beds2.5 baths2,110 sq ft

103 Kensington Ct, Brewster, NY 10509

Listing by Serhant LLC

Property at 501 Village Dr, Brewster, NY 10509, 1 bed, 1 bath

$275,000

1 bed1 bath1,080 sq ft

501 Village Dr, Brewster, NY 10509

Listing by William Raveis-New York LLC

Property at 43 Drewsclift Dr #26, Brewster, NY 10509, 5 beds, 5 baths

$1,336,000

5 beds5 baths3,930 sq ft

43 Drewsclift Dr #26, Brewster, NY 10509

Listing by Toll Brothers Real Estate Inc.

Property at 117 Enoch Crosby Rd, Brewster, NY 10509, 4 beds, 2.5 baths

$965,000

4 beds2.5 baths3,642 sq ft

117 Enoch Crosby Rd, Brewster, NY 10509

Listing by Briante Realty Group, LLC

Property at 10 Pheasant Crossing Ln, Brewster, NY 10509, 4 beds, 3.5 baths

$995,000

4 beds3.5 baths4,005 sq ft

10 Pheasant Crossing Ln, Brewster, NY 10509

Listing by Elyse Harney Real Estate

Property at 803 Village Dr, Brewster, NY 10509, 2 beds, 2.5 baths

$429,900

2 beds2.5 baths1,924 sq ft

803 Village Dr, Brewster, NY 10509

Listing by Coldwell Banker Realty

Property at 8 Bridey Ln, Brewster, NY 10509, 5 beds, 6 baths

$1,875,000

5 beds6 baths7,400 sq ft

8 Bridey Ln, Brewster, NY 10509

Listing by Century 21 Alliance Realty Grp

Property at 65 Indian Wells Rd, Brewster, NY 10509, 5 beds, 4.5 baths

$1,675,000

5 beds4.5 baths6,620 sq ft

65 Indian Wells Rd, Brewster, NY 10509

Listing by Compass Greater NY, LLC

Property at 63 South Rd, Brewster, NY 10509, 3 beds, 3.5 baths

$685,000

3 beds3.5 baths2,808 sq ft

63 South Rd, Brewster, NY 10509

Listing by K. Fortuna Realty, Inc.

Property at 584 Milltown Rd, Brewster, NY 10509, 10 beds, 6 baths

$999,000

10 beds6 baths8,251 sq ft

584 Milltown Rd, Brewster, NY 10509

Listing by Compass Greater NY, LLC

Property at 39 Farrell Dr, Brewster, NY 10509, 4 beds, 3 baths

$650,000

4 beds3 baths2,975 sq ft

39 Farrell Dr, Brewster, NY 10509

Listing by Coldwell Banker Realty

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

OPEN SAT, 11AM TO 3PM

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
The Edgemont! Enjoy an open-concept layout featuring a dramatic two-story foyer, spacious great room, gourmet kitchen with oversized island and walk-in pantry, and private office. Upstairs, a versatile loft complements two secondary bedrooms and a luxurious primary suite with a spa-inspired bath and walk-in closet. With thoughtful details throughout, this stunning home is ready for you to design!

$699,000

3 beds2.5 baths2,274 sq ft

4052 Fairways Dr #293, Carmel, NY 10512

Private office • Two-story foyer • Gourmet kitchen

Listing by Toll Brothers Real Estate Inc.

OPEN SAT, 11AM TO 3PM

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
Move-In Ready Luxury! The Harrison Elite is complete and showcases designer-appointed finishes throughout! Enjoy an open-concept layout featuring a dramatic two-story foyer, spacious great room, gourmet kitchen with oversized island and walk-in pantry, and private office. Upstairs, a versatile loft complements two secondary bedrooms and a luxurious primary suite with a spa-inspired bath and walk-in closet. With thoughtful details throughout, this stunning home is ready for you to move in and enjoy!

$869,000

3 beds2.5 baths2,309 sq ft

4004 Fairways Dr #296, Carmel, NY 10512

Private office • Two-story foyer • Gourmet kitchen

Listing by Toll Brothers Real Estate Inc.

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
Beautifully Renovated & Move-In Ready at Vista on the Lake! Discover the perfect combination of modern updates, comfort, and convenience in this beautifully refreshed second-floor, two-bedroom condominium. Step inside to find a bright, inviting interior featuring brand-new laminate flooring, fresh paint throughout, and a newly renovated bathroom. The updated kitchen boasts new appliances, while the convenience of an in-unit washer and dryer makes everyday living effortless. Step outside onto your private deck, the perfect spot to enjoy your morning coffee or unwind at the end of the day. Additional highlights include a playground, in-ground pool and clubhouse, separate storage room an

$335,000

2 beds1 bath1,115 sq ft

702 Vista On The Lk #702, Carmel, NY 10512

Private deck • In-ground pool • Renovated bathroom

Listing by Serhant LLC

OPEN SAT, 11AM TO 3PM

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
Move-In Ready Luxury! The Edgemont Elite is complete and showcases designer-appointed finishes throughout! Enjoy an open-concept layout featuring a dramatic two-story foyer, spacious great room, gourmet kitchen with oversized island and walk-in pantry, and private office. Upstairs, a versatile loft complements two secondary bedrooms and a luxurious primary suite with a spa-inspired bath and walk-in closet. With thoughtful details throughout, this stunning home is ready for you to move in and enjoy!

$799,000

3 beds2.5 baths2,274 sq ft

4038 Fairways Dr #299, Carmel, NY 10512

Private office • Two-story foyer • Gourmet kitchen

Listing by Toll Brothers Real Estate Inc.

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
Welcome to Hunters Glen! This well-maintained, freshly painted two bedroom, two and a half bath, two-level condo offers a comfortable and functional layout for a variety of lifestyles. The main level includes a bright living area with fireplace, a separate dining room with a sliding door to the rear patio, a kitchen offering an abundance of cabinets and a powder room. The upper level offer generously sized rooms, an ensuite bedroom and a second bedroom and hall bathroom. There are walk-in closets in each bedroom. The laundry room completes the second level. Enjoy the carefree, lifestyle this community has to offer. Amenities include, pool, tennis courts, basketball court, playground, clubho

$419,000

2 beds2.5 baths1,460 sq ft

3103 Morgan Dr, Carmel, NY 10512

Ensuite bedroom • Separate dining room • Walk-in closets

Listing by Houlihan Lawrence Inc.

ABOUT THIS HOME
Home with a Pool for sale in Brewster, NY:
Welcome to 37 Valhalla Road! This charming 3 bedroom, 2 bath home offers comfortable living and versatility in the heart of Carmel with deeded lake rights and access for row boating, kayaking, and canoeing! Enter inside to an inviting layout featuring a cozy fireplace in the main living space and a sun filled eat-in kitchen with an adjacent, enclosed sun room with heating and cooling, overlooking scenic lake views. Finished lower level, with full bathroom and walk-out access to patio. Outside, enjoy seamless outdoor living with a spacious deck, heated above-ground pool, and a private setting. Complete with central air, an attached garage, plus an additional detached 2 garage/workshop across

$549,999

3 beds2 baths1,472 sq ft

37 Valhalla Rd, Carmel, NY 10512

Deeded lake rights • Enclosed sun room • Finished lower level

Listing by Howard Hanna Rand Realty

Property at 19 Warrington Round #19, Danbury, CT 06810, 3 beds, 3 baths

$749,000

3 beds3 baths2,466 sq ft

19 Warrington Round #19, Danbury, CT 06810

Property at 4103 Fairways Dr #152, Carmel, NY 10512, 3 beds, 2.5 baths

$649,000

3 beds2.5 baths1,914 sq ft

4103 Fairways Dr #152, Carmel, NY 10512

Listing by Toll Brothers Real Estate Inc.

Property at 4101 Fairways Dr #151, Carmel, NY 10512, 3 beds, 3.5 baths

$749,000

3 beds3.5 baths2,141 sq ft

4101 Fairways Dr #151, Carmel, NY 10512

Listing by Toll Brothers Real Estate Inc.

Property at 2012 Summit Loop #42, Carmel, NY 10512, 2 beds, 2 baths

$799,000

2 beds2 baths1,948 sq ft

2012 Summit Loop #42, Carmel, NY 10512

Listing by Toll Brothers Real Estate Inc.

Property at 1 W Cross Trl #120, Danbury, CT 06810, 3 beds, 2.5 baths

$649,900

3 beds2.5 baths1,680 sq ft

1 W Cross Trl #120, Danbury, CT 06810

Property at 9 Wykagyl Ct, Carmel, NY 10512, 4 beds, 2 baths

$549,000

4 beds2 baths2,006 sq ft

9 Wykagyl Ct, Carmel, NY 10512

Listing by Keller Williams NY Realty

Property at 317 Fox Run Ln Unit 317, Carmel, NY 10512, 1 bed, 1 bath

$195,000

1 bed1 bath706 sq ft

317 Fox Run Ln Unit 317, Carmel, NY 10512

Listing by Compass Greater NY, LLC

Property at 19 Saint Michaels Ter, Carmel, NY 10512, 3 beds, 2 baths

$569,900

3 beds2 baths2,060 sq ft

19 Saint Michaels Ter, Carmel, NY 10512

Listing by Coldwell Banker Realty

Property at 29 Duke Dr, Carmel, NY 10512, 5 beds, 2.5 baths

$949,000

5 beds2.5 baths3,908 sq ft

29 Duke Dr, Carmel, NY 10512

Listing by HomeSmart Homes & Estates

Property at 11 Holly Ridge Way Dr Lot 3, Danbury, CT 06810, 2 beds, 2 baths

$1,167,000

2 beds2 baths1,948 sq ft

11 Holly Ridge Way Dr Lot 3, Danbury, CT 06810

Property at 1 Rivington Way #306, Danbury, CT 06810, 2 beds, 2 baths

$565,000

2 beds2 baths1,549 sq ft

1 Rivington Way #306, Danbury, CT 06810

Property at 3 Humber Hill Rd #3, Danbury, CT 06810, 3 beds, 3.5 baths

$774,900

3 beds3.5 baths2,956 sq ft

3 Humber Hill Rd #3, Danbury, CT 06810

Property at 160 Couch Rd, Patterson, NY 12563, 6 beds, 5 baths

$1,950,000

6 beds5 baths5,226 sq ft

160 Couch Rd, Patterson, NY 12563

Listing by Century 21 Alliance Realty Grp

Property at 24 Hearthstone Way Lot 26, Danbury, CT 06810, 3 beds, 2.5 baths

$1,011,000

3 beds2.5 baths2,865 sq ft

24 Hearthstone Way Lot 26, Danbury, CT 06810

Based on information submitted to the MLS GRID as of Tue Nov 03 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Brewster

There are currently 20 homes with pools for sale in Brewster at a median listing price of $625K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Brewster stay on the market for 100 days. This map is refreshed with the newest listings in Brewster every 15 minutes.

In the past month, 2 homes have been sold in Brewster. In addition to houses in Brewster, there was also 1 condo, 0 townhouses, and 2 multi-family units for sale in Brewster last month. Find your dream home in Brewster using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Brewster are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Brewster. Our Brewster real estate stats and trends will give you more information about home buying and selling trends in Brewster. If you're looking to sell your home in the Brewster area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Brewster with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Brewster, NY

Nearby Cities

Zip Codes

10509 homes for sale

Nearby Cities with Homes with Pools

More to explore in Brewster, NY

How to buy a house in Brewster, NY

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Buy the right home at the right price near Brewster with a local Redfin real estate agent.

Popular Markets in New York

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.