Homes with a View for Sale in Chester, NY

15 homes

Sort:

Recommended

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Home with View for sale in Chester, NY:
Welcome to 1 Sanford Avenue, a beautifully designed 4-bedroom, 3-bath Bilonial offering over 2,200 square feet of thoughtfully finished living space in Chester. The inviting exterior features a welcoming entry, attached 2-car garage, and attractive curb appeal. Inside, the open-concept layout is enhanced by soaring high ceilings, hardwood floors throughout, and a tiled foyer. The spacious kitchen features custom cabinetry, granite countertops, and a custom wine rack with wine fridge, creating a stylish and functional space for everyday living and entertaining. The main level includes a bedroom and full bath for added flexibility, while the spacious primary bedroom offers a private ensuite f

$750,000

4 beds3 baths2,280 sq ft

1 Sanford Ave, Chester, NY 10918

Custom cabinetry • Custom wine rack • Granite countertops

Listing by Redfin Real Estate

ABOUT THIS HOME
Home with View for sale in Chester, NY:
Historic Colonial Era Home in the Heart of Sugar Loaf, NY. Located just 60 minutes from NYC. Zoned Residential/Commercial. Step into history with this one-of-a-kind 1,750 sq. ft. Colonial era home, where 18th-century charm meets 21st-century opportunity — right in the heart of the artisan hamlet of Sugar Loaf, NY. Built in 1770, this unique property features:• One of a kind Colonial era home, featuring original exposed hand-hewn beams, barn siding walls, and a fireplace• Two spacious workshops/studios – ideal for artists, entrepreneurs, or makers – currently a woodcarvers workshop. • A must-see, living piece of history full of soul and story• Stunning v

$440,000

3 beds1.5 baths1,728 sq ft

1367 Kings Hwy, Chester, NY 10918

Colonial era home • Barn siding walls • Fireplace

Listing by Greene Realty Group

ABOUT THIS HOME
Home with View for sale in Chester, NY:
Welcome to Whispering Hills! Discover easy living, comfort and privacy while living within a neighborhood community. Perfect for first time home buyers or if you're downsizing for care free, low maintenance living. Enjoy this spacious 3 bedroom, 3 bath townhouse with lots of storage and your private garage with direct entry into your home. Comfortable and spacious bedroom layouts with baths and ample closet space throughout. Cozy up with your living room fireplace anytime you want to relax. Enjoy morning coffee on your patio directly off the kitchen. This very bright end unit offers extra windows and a large open yard area that affords much outdoor space for your enjoyment. Home features a

$369,000

3 beds2.5 baths1,331 sq ft

2522 Whispering Hls, Chester, NY 10918

Private garage • Large open yard • Double patio slider

Listing by Howard Hanna Rand Realty

COMING SOONFLOOR PLAN

ABOUT THIS HOME
Home with View for sale in Chester, NY:
The search for your DREAM HOME ends when you visit this property, since it will check all your boxes ! LOCATION which is perfect for commuters, just a few feet away from the charming Sugar Loaf Craft Village, situated between Warwick and Chester for your enjoyment and convenience of both town's amenities and activities. Corner lot, vinyl siding, deck overlooking the private backyard with a raised bed garden and large storage shed the rocking chair front porch welcomes you into the two story foyer with the living room to the left and formal dining room to the right as you approach the open floor plan space consisting of the large eat in kitchen and family room with a fireplace. More detail

$675,000

3 beds2.5 baths3,202 sq ft

188 Creamery Pond Rd, Chester, NY 10918

Raised bed garden • Vinyl siding • Corner lot

Listing by Keller Williams Realty

FLOOR PLAN

ABOUT THIS HOME
Home with View for sale in Chester, NY:
WELCOME HOME! Beautifully updated and meticulously maintained tri-level home nestled in the desirable Tomahawk Lake community of Blooming Grove. This move-in-ready residence offers a bright and inviting layout with spacious living and dining areas, abundant natural light, and modern finishes throughout. Well-appointed kitchen equipped with s/s appliances, quartz counters, provides ample cabinetry and workspace, featuring comfortable bedrooms, updated bathrooms, and flexible living space, designed to accommodate today's lifestyle, hardwood floors, skylights, and NEW central air unit. Step outside to enjoy the peaceful setting, multi-level screened deck, private rear yard, hot tub, 2 car gara

$540,000

3 beds1.5 baths2,332 sq ft

44 Sayer Rd, Blooming Grove, NY 10914

Hot tub • Private rear yard • Updated kitchen

Listing by Sage Realty Center LLC

Property at 29 Murray Dr, Chester, NY 10918, 3 beds, 3 baths

$650,000

3 beds3 baths2,520 sq ft

29 Murray Dr, Chester, NY 10918

Listing by eXp Realty

Property at 94 Booth Rd, Chester, NY 10918, 3 beds, 2.5 baths

$520,000

3 beds2.5 baths2,083 sq ft

94 Booth Rd, Chester, NY 10918

Listing by Compass Greater NY, LLC

Property at 58 Nancy Ln, Chester, NY 10918, 3 beds, 2.5 baths

$749,999

3 beds2.5 baths2,718 sq ft

58 Nancy Ln, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 1 Oakland Ave, Chester, NY 10918, 4 beds, 2.5 baths

$990,000

4 beds2.5 baths3,955 sq ft

1 Oakland Ave, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 49 Stone Mountain Trl, Chester, NY 10918, 4 beds, 2.5 baths

$875,000

4 beds2.5 baths3,656 sq ft

49 Stone Mountain Trl, Chester, NY 10918

Listing by eRealty Advisors, Inc

Property at 2 Garnett Hill Rd, Chester, NY 10918, 5 beds, 2.5 baths

$999,999

5 beds2.5 baths4,772 sq ft

2 Garnett Hill Rd, Chester, NY 10918

Listing by Platinum Realty Associates

Property at 2 Primrose Ln, Chester, NY 10918, 4 beds, 3 baths

$849,900

4 beds3 baths2,370 sq ft

2 Primrose Ln, Chester, NY 10918

Listing by Weichert Realtors

Property at 16 Lori Ln, Chester, NY 10918, 4 beds, 4 baths

$1,139,900

4 beds4 baths4,624 sq ft

16 Lori Ln, Chester, NY 10918

Listing by eXp Realty

Property at 20 Goshen Rd, Chester, NY 10918, 4 beds, 2.5 baths

$1,725,000

4 beds2.5 baths3,348 sq ft

20 Goshen Rd, Chester, NY 10918

Listing by eXp Realty

Property at 492 Black Meadow Rd, Chester, NY 10918

$399,000

Land46.00 acres (lot)

492 Black Meadow Rd, Chester, NY 10918

Listing by eXp Realty

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

COMING SOON

ABOUT THIS HOME
Home with View for sale in Chester, NY:
Welcome to 41 Forestdale Avenue, Monroe, NY, a spacious 4-bedroom, 2.5-bath Raised Ranch in the Monroe-Woodbury School District. Tucked away on a quiet cul-de-sac in the desirable Maple Knolls neighborhood, this inviting home offers approximately 1,868 sq ft of living space on a private 0.61-acre property. Sidewalk-lined streets invite you to enjoy a bike ride, walk the dog, take a jog, or simply get outside and enjoy the neighborhood. The main level features hardwood floors and a spacious living room with soaring cathedral ceilings, creating an open and airy feel. The living room flows seamlessly into the dining area and NEW eat-in kitchen '21, beautifully updated with new cabinetry, a gor

$562,500

4 beds2.5 baths1,868 sq ft

41 Forestdale Ave, Monroe, NY 10950

New furnace • New hot water heater • New eat-in kitchen

Listing by Absolute Real Estate of NY Inc

FLOOR PLAN

ABOUT THIS HOME
Home with View for sale in Chester, NY:
Set at the end of a quiet cul-de-sac in the prestigious Farmingdale Heights neighborhood, this extraordinary custom-built residence offers an impressive combination of luxury, privacy, and exceptional indoor and outdoor living. From the moment you arrive, the professionally designed landscaping, expansive grounds, and striking architectural details set this home apart. With 5 bedrooms, 4.5 baths, and an abundance of thoughtfully designed living space, this home is built to impress while offering the comfort and privacy of a true retreat. A grand two-story foyer welcomes you with marble floors, an elegant staircase, crystal chandeliers, and dramatic floor-to-ceiling windows. Walnut-stained h

$1,499,000

5 beds4.5 baths3,586 sq ft

34 Woodcrest Ln, Goshen, NY 10924

Marble floors • Elegant staircase • Expansive grounds

Listing by Howard Hanna Rand Realty

3D WALKTHROUGH

ABOUT THIS HOME
Home with View for sale in Chester, NY:
Welcome home to this spacious 4-bedroom, 2.5-bath home located just minutes from the heart of Goshen. A rocking-chair front porch welcomes you in and may quickly become one of your favorite spots. Sit back, enjoy the quiet surroundings, and take in the beautiful view. Inside, the great room features vaulted ceilings and a fireplace, creating a comfortable gathering space. The first-floor primary bedroom includes a private en-suite bath, offering the convenience of one-level living. Upstairs, you'll find three additional bedrooms and a full bath. Additional features include central air, a large two-car garage, and a full unfinished basement with plenty of potential for future finished space,

$625,000

4 beds2.5 baths2,062 sq ft

32 Maiden Ln, Goshen, NY 10924

Level backyard • Great room • Vaulted ceilings

Listing by Century 21 Full Service Realty

ABOUT THIS HOME
Home with View for sale in Chester, NY:
Welcome to Windridge! This well-maintained, move-in-ready 3-bedroom, 2.5-bath townhome offers comfortable, carefree living in a convenient Hudson Valley location. The first floor features a spacious eat-in kitchen with new stainless-steel appliances, a powder room, and an open living/dining area with sliding doors leading to the patio. Upstairs offers two bedrooms, a full bath, and a spacious primary suite with a walk-in closet. Enjoy parking directly in front of your home, along with wonderful community amenities including two pools, two playgrounds, a clubhouse, basketball and tennis courts, and walking trails. Recent updates include brand-new siding, roof, stainless-steel appliances, cen

$355,000

3 beds2.5 baths1,585 sq ft

255 Heritage Ln, Monroe, NY 10950

Walk-in closet • Community amenities • Eat-in kitchen

Listing by Coldwell Banker Realty

ABOUT THIS HOME
Home with View for sale in Chester, NY:
Welcome to 256 Ridge Road! Located in the Town of Hamptonburgh and in the Goshen School District, this 4 bedroom, 2.5 bath colonial will not disappoint. Enjoy scenic views of the surrounding horse farms, mountains and extraordinary sunsets from the covered front porch or second story bedroom picture window. Guests can be entertained in the private backyard, complete with flagstone patios and an 18’ X 36’ inground saltwater pool. The home boasts 2 fireplaces for chilly winter evenings and radiant heated floors. Energy efficient Mitsubishi mini split heating and cooling systems have recently been installed. The home has a finished basement that can function as a recreation room. F

$850,000

4 beds2.5 baths3,110 sq ft

256 Ridge Rd, Campbell Hall, NY 10916

Covered front porch • Private backyard • Finished basement

Listing by Curasi Realty, Inc.

ABOUT THIS HOME
Home with View for sale in Chester, NY:
Welcome Home to 42 Deangelis Drive in Monroe NY where you will find Exceptional Luxury Living in the Estates of Briarcliff. As you drive in to this upscale neighborhood you will find this impressive Brick Center Hall Colonial that offers over 4,000 square feet of beautifully designed living space, in addition a full unfinished basement providing endless potential for additional living, recreation, or storage space. From the moment you arrive, the home's stately curb appeal sets the tone. Inside, elegant architectural details blend seamlessly with comfortable everyday living. The expansive kitchen is the heart of the home, featuring stainless steel appliances, a generous center island, and a

$969,999

4 beds3.5 baths4,342 sq ft

42 Deangelis Dr, Monroe, NY 10950

Gas cooktop • Expansive kitchen • Sunken living room

Listing by Keller Williams Realty

Property at 1 Tappan Dr, Monroe, NY 10950, 4 beds, 2.5 baths

$865,000

4 beds2.5 baths2,006 sq ft

1 Tappan Dr, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 607 Mountain Laurel Dr, Monroe, NY 10950, 3 beds, 2.5 baths

$299,000

3 beds2.5 baths1,320 sq ft

607 Mountain Laurel Dr, Monroe, NY 10950

Listing by Weichert Realtors

Property at 7 Greenfield Dr, Warwick, NY 10990, 6 beds, 4 baths

$2,350,000

6 beds4 baths4,278 sq ft

7 Greenfield Dr, Warwick, NY 10990

Listing by Keller Williams Hudson Valley

Property at 338 Lake Shore Dr #201, Monroe, NY 10950, 5 beds, 2.5 baths

$815,000

5 beds2.5 baths2,822 sq ft

338 Lake Shore Dr #201, Monroe, NY 10950

Listing by MS Realty Group USA, Inc

Property at 1199 Mombasha Rd, Monroe, NY 10950, 4 beds, 3.5 baths

$809,000

4 beds3.5 baths3,505 sq ft

1199 Mombasha Rd, Monroe, NY 10950

Listing by Atelier Properties LLC

Property at 16 Upper Hillman Rd, Warwick, NY 10990, 3 beds, 2 baths

$439,000

3 beds2 baths1,482 sq ft

16 Upper Hillman Rd, Warwick, NY 10990

Listing by Howard Hanna Rand Realty

Property at 7 Lake Ave, Monroe, NY 10950, 5 beds, 3.5 baths

$999,000

5 beds3.5 baths3,758 sq ft

7 Lake Ave, Monroe, NY 10950

Listing by Urbane Brokerage

Property at 213 Eagleton Dr, Monroe, NY 10950, 3 beds, 2.5 baths

$389,900

3 beds2.5 baths1,694 sq ft

213 Eagleton Dr, Monroe, NY 10950

Listing by Keller Williams Valley Realty

Property at 34 Duelk Ave, Monroe, NY 10950, 3 beds, 1.5 baths

$599,999

3 beds1.5 baths960 sq ft

34 Duelk Ave, Monroe, NY 10950

Listing by MS Realty Group USA, Inc

Property at 248 Bellvale Lakes Rd, Warwick, NY 10990, 2 beds, 2.5 baths

$719,000

2 beds2.5 baths1,612 sq ft

248 Bellvale Lakes Rd, Warwick, NY 10990

Listing by Wansor Realty

Property at 154 Eagleton Dr, Monroe, NY 10950, 3 beds, 2.5 baths

$360,000

3 beds2.5 baths1,585 sq ft

154 Eagleton Dr, Monroe, NY 10950

Listing by Keller Williams Realty

Property at 11 Manno Farm Rd, Warwick, NY 10990, 4 beds, 4.5 baths

$1,950,000

4 beds4.5 baths5,327 sq ft

11 Manno Farm Rd, Warwick, NY 10990

Listing by Corcoran Baer & McIntosh

Property at 402 Mountain Laurel Dr, Monroe, NY 10950, 3 beds, 2.5 baths

$345,000

3 beds2.5 baths1,840 sq ft

402 Mountain Laurel Dr, Monroe, NY 10950

Listing by Keller Williams Realty

Property at 110 Purgatory Rd, Campbell Hall, NY 10916

$225,000

Land8.60 acres (lot)

110 Purgatory Rd, Campbell Hall, NY 10916

Listing by Howard Hanna Rand Realty

Based on information submitted to the MLS GRID as of Wed Aug 26 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 a View for Sale in Chester

There are currently 15 homes with a view homes for sale in Chester at a median listing price of $375K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chester stay on the market for 28 days and receive 4 offers. This map is refreshed with the newest listings in Chester every 15 minutes.

In the past month, 4 homes have been sold in Chester. In addition to houses in Chester, there were also 13 condos, 1 townhouse, and 1 multi-family unit for sale in Chester last month. Find your dream home in Chester 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 Chester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chester. Our Chester real estate stats and trends will give you more information about home buying and selling trends in Chester. If you're looking to sell your home in the Chester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chester 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 Chester, NY

Nearby Cities

Zip Codes

Nearby Cities with Homes with a View

More to explore in Chester, NY

How to buy a house in Chester, 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

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.