3 Bedroom homes for sale & real estate in Chester, NY

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FLOOR PLAN

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
Welcome to 94 Booth Road! Set on a beautiful, level 1.8-acre lot, this home offers a peaceful setting with plenty of space to enjoy both indoors and out. Head upstairs to the main living level, where beautiful hardwood floors flow throughout the living room and hallway. Andersen windows throughout the home add to the quality, while bringing in plenty of natural light. The well-appointed kitchen features stainless steel appliances and a functional layout that flows right into the dining area. Just off the dining room, french doors lead to the three-season sunroom, surrounded by windows and perfect for morning coffee, reading or simply relaxing. A propane fireplace adds warmth and makes this

$525,000

3 beds2.5 baths2,441 sq ft

94 Booth Rd, Chester, NY 10918

1.8 acre lot • Propane fireplace • Andersen windows

Listing by Howard Hanna Rand Realty

COMING SOON

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
9.6 ACRES OF OPEN LAND & DEVELOPMENT POTENTIAL IN BLOOMING GROVE! This expansive property offers a rare opportunity to own nearly 10 acres in a beautiful Orange County setting, with broad open lawn, mature trees, established landscaping and plenty of room to create something of your own. The property currently features a well-maintained 3-bedroom, 2.5-bath raised ranch offering approximately 2,404 square feet of living space, hardwood floors, spacious living areas, central air and an attached 2-car garage. The home is surrounded by a remarkable amount of open land, providing privacy, flexibility and numerous possibilities for future use. The acreage is the true highlight, with a large

$1,850,000

3 beds2.5 baths2,404 sq ft

7 Greycourt Rd, Chester, NY 10918

Broad open lawn • Mature trees • 9.6 acre lot

Listing by KW Hudson Valley United

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
PRICED TO SELL! Bright and spacious 3-bedroom, 2-bath end-unit townhouse in Whispering Hills, offered at an attractive price compared with other condos in the community. Enjoy a cozy fireplace, double patio sliders to a private patio and open yard, generous bedrooms, ample storage, and a private garage with direct entry. Whispering Hills offers resort-style amenities, including a pool, tennis, basketball, dog runs, and fitness center. Conveniently located near Route 17, the NYS Thruway, Route 84, shopping, restaurants, and major attractions. A wonderful opportunity for first-time buyers, downsizers, or investors. Don't miss this value!

$299,900

3 beds2 baths1,316 sq ft

1223 Whispering Hls, Chester, NY 10918

Tennis • Open yard • Private patio

Listing by KW Hudson Valley United

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
UNLOCK UNLIMITED POTENTIAL IN WARWICK VALLEY SCHOOLS! Are you ready to stop renting, build instant equity, and design your dream home from the ground up? This hidden gem off Gibson Hill Road is your golden ticket into one of Orange County’s most desirable school districts at a rare and unbeatable entry-level price! Whether you are a savvy investor looking for your next high-margin flip, a contractor seeking a prime project, or a first-time homebuyer eager to earn serious sweat equity, the upside potential here is off the charts! Nestled in a peaceful setting with a shared private access setup off well-maintained Speranza Ct, you get the perfect balance of serene rural living with ea

$374,900

3 beds1.5 baths1,644 sq ft

260 Gibson Hill Rd, Chester, NY 10918

Private access • Countryside retreat • Peaceful setting

Listing by Keller Williams Realty

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
If open concept and bountiful space is what you are looking for, STOP right here—you have found it! Spectacular contemporary-designed ranch with nearly 3,000 sq ft of finished living space, offering room for everyone and every lifestyle. Set on approximately 2 acres and conveniently located near schools, shopping, and transportation, this home delivers the perfect combination of space, flexibility, privacy, and convenience! Step inside to a bright, open-concept main level with soaring vaulted ceilings, a welcoming living room with fireplace, and a dining area featuring custom lighting. The beautifully appointed kitchen offers granite countertops, breakfast island, stainless steel appl

$635,999

3 beds3 baths2,902 sq ft

3561 Rte 94, Chester, NY 10918

2 acre lot • 5 parking spots • Built 1985

Listing by Howard Hanna Rand Realty

Property at 38 Shore Dr, Blooming Grove, NY 10914, 3 beds, 3 baths

$949,000

3 beds3 baths3,591 sq ft

38 Shore Dr, Blooming Grove, NY 10914

Listing by KW Hudson Valley United

Property at 2921 Whispering Hls, Chester, NY 10918, 3 beds, 2.5 baths

$364,900

3 beds2.5 baths1,331 sq ft

2921 Whispering Hls, Chester, NY 10918

Listing by ARC Realty 1 in Sales

Property at 4704 Whispering Hls, Chester, NY 10918, 3 beds, 2.5 baths

$370,000

3 beds2.5 baths1,331 sq ft

4704 Whispering Hls, Chester, NY 10918

Listing by Sahagian Realty LLC

Property at 412 Laroe Rd, Chester, NY 10918, 3 beds, 2 baths

$605,000

3 beds2 baths1,848 sq ft

412 Laroe Rd, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 50 Hambletonian Ave, Chester, NY 10918, 3 beds, 2 baths

$550,000

3 beds2 baths1,583 sq ft

50 Hambletonian Ave, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 173 Creamery Pond Rd, Chester, NY 10918, 3 beds, 2.5 baths

$669,000

3 beds2.5 baths2,533 sq ft

173 Creamery Pond Rd, Chester, NY 10918

Listing by Keller Williams Realty

Property at 33 Meadow Ave, Chester, NY 10918, 3 beds, 1 bath

$370,000

3 beds1 bath1,561 sq ft

33 Meadow Ave, Chester, NY 10918

Listing by River Realty Services, Inc.

Property at 66 Whitetail Run, Chester, NY 10918, 3 beds, 1.5 baths

$435,000

3 beds1.5 baths1,500 sq ft

66 Whitetail Run, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 11 Chandler Dr, Chester, NY 10918, 3 beds, 2.5 baths

$499,999

3 beds2.5 baths1,908 sq ft

11 Chandler Dr, Chester, NY 10918

Listing by Coldwell Banker Realty

Property at 2522 Whispering Hls, Chester, NY 10918, 3 beds, 2.5 baths

$359,000

3 beds2.5 baths1,331 sq ft

2522 Whispering Hls, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 1367 Kings Hwy, Chester, NY 10918, 3 beds, 1.5 baths

$440,000

3 beds1.5 baths1,728 sq ft

1367 Kings Hwy, Chester, NY 10918

Listing by Greene Realty Group

Property at 44 Sayer Rd, Blooming Grove, NY 10914, 3 beds, 1.5 baths

$539,000

3 beds1.5 baths2,332 sq ft

44 Sayer Rd, Blooming Grove, NY 10914

Listing by Sage Realty Center LLC

Property at 70 Main St, Chester, NY 10918, 3 beds, 2 baths

$469,000

3 beds2 baths1,357 sq ft

70 Main St, Chester, NY 10918

Listing by Curasi Realty, Inc.

Property at 3318 State Route 94, Chester, NY 10918, 3 beds, 2 baths

$549,900

3 beds2 baths2,138 sq ft

3318 State Route 94, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 220 Oxford Rd, Chester, NY 10918, 3 beds, 3.5 baths

$894,000

3 beds3.5 baths3,535 sq ft

220 Oxford Rd, Chester, NY 10918

Listing by Blooming Realty

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FLOOR PLAN

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
Welcome to 4 Lindsay Road in Warwick! This 3-bedroom, 2.5-bath townhouse is ready for occupancy and offers an excellent opportunity to make a home your own in a wonderful Warwick community. With a little TLC and some cosmetic updates, this property has tremendous potential and could truly become a sight for sore eyes. Recent improvements include a brand-new roof, brand-new hot water heater, and brand-new carpeting upstairs throughout the bedroom areas. The home also features a spacious deck, perfect for relaxing, entertaining, or enjoying the surrounding community. One of the major advantages of this property is that it is a townhouse—not a condominium—so there is no HOA. With

$399,999

3 beds2.5 baths1,384 sq ft

4 Lindsey Rd, Warwick, NY 10990

Brand-new carpeting • Brand-new roof • Spacious deck

Listing by eXp Realty

COMING SOON

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
Welcome to 57 Osseo Park Road, a charming 3-bedroom ranch offering lake rights and access to beautiful Walton Lake. Lovingly maintained by its longtime owner, this inviting home offers comfortable one-level living in a peaceful lake community. A welcoming enclosed porch provides additional space to relax and enjoy the surroundings, while the fenced yard and corner lot offer plenty of room for outdoor entertaining, gardening or simply unwinding. Recent improvements include a newer roof, furnace, hot water heater, refrigerator and cooktop. Additional features include a partial basement, oil heat, community well and a paved driveway with parking for two cars. Located in the Monroe-Woodbury Sch

$398,500

3 beds1 bath1,136 sq ft

57 Osseo Park Rd, Monroe, NY 10950

Fenced yard • Newer roof • Lake rights

Listing by Weichert Realtors

COMING SOON

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
Rare Village of Goshen opportunity! This charming 4-bedroom, 2-full-bath Ranch home is ideally located on a quiet street just minutes from downtown Goshen. Offering the convenience of Village living with shops, restaurants, parks, schools, and community amenities close by, this home combines location and value. Many rooms feature beautiful hardwood floors, adding warmth and character throughout. Major recent improvements include a brand-new furnace and septic system, offering peace of mind for years to come. With four bedrooms, two full bathrooms, and a desirable Village location, this home provides plenty of space and flexibility for today’s buyer. Opportunities to own a home in the

$429,000

3 beds2 baths1,288 sq ft

22 Sunrise Hts, Goshen, NY 10924

Quiet street • Community amenities • Brand-new furnace

Listing by Hudson Valley Griffith

FLOOR PLAN

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
Built in 1851, this three-bedroom, two-bath home is filled with warmth, character, and local history. Box pews from an 1813 meeting house are said to have been reused as siding for the home, with a pew also thoughtfully incorporated into the staircase, just one of the many unique details that make this home truly special. The formal living room features a fireplace, beautiful wood floors, floor-to-ceiling built-in bookshelves, and a cozy reading nook, creating a warm and inviting space to relax. The formal dining room offers wood floors and plenty of charm, while the bright eat-in kitchen features a large bay window and a separate set of stairs leading to the primary bedroom. The primary be

$655,000

3 beds2 baths2,653 sq ft

180 N Church St, Goshen, NY 10924

0.5 acre lot • Built 1851 • Listed 4 days

Listing by Keller Williams Realty

FLOOR PLAN

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
Welcome to 2 Garden Terrace, Goshen, NY 10924—a charming and meticulously maintained home offering the perfect blend of comfort and style. This delightful property features 3 spacious bedrooms and 2 modern bathrooms, thoughtfully designed to meet all your living needs. With just over 1,600 square feet of living space, you'll appreciate the updated kitchen, complete with contemporary finishes ideal for culinary enthusiasts. Gleaming hardwood floors flow seamlessly throughout, adding warmth and elegance to every room. The partially finished basement provides versatile space for a home office, playroom, or additional storage, adapting easily to your lifestyle. Step outside to enjoy the i

$499,000

3 beds2 baths1,634 sq ft

2 Garden Ter, Goshen, NY 10924

Cozy side deck • Inviting front porch • Updated kitchen

Listing by Wansor Realty

ABOUT THIS HOME
3 Bedroom Homes for Sale in Chester, NY
Set in a welcoming neighborhood on just over half an acre, this spacious raised ranch style home offers the perfect place to start a new chapter. Featuring 3 spacious bedrooms, including a primary en-suite, eat-in kitchen, dining room, and inviting living room with wood fireplace with gas insert. The finished lower level adds a family room, extra flex space for a home office, exercise area or guests, plus a half bath. Enjoy outdoor living on the large deck overlooking the level yard with a fenced area for your furry friend, while the generous yard offers space for gardening, entertaining, and fun. Conveniently located and close to all that Warwick has to offer, including its charming villa

$599,900

3 beds2.5 baths2,034 sq ft

17 High Hill Ave, Warwick, NY 10990

Large deck • Level yard • Fenced area

Listing by Howard Hanna Rand Realty

Property at 124 Barnes Rd, Washingtonville, NY 10992, 3 beds, 1.5 baths

$479,999

3 beds1.5 baths1,924 sq ft

124 Barnes Rd, Washingtonville, NY 10992

Listing by MS Realty Group USA, Inc

Property at 12 San Marcos Dr, Monroe, NY 10950, 3 beds, 2.5 baths

$699,000

3 beds2.5 baths1,696 sq ft

12 San Marcos Dr, Monroe, NY 10950

Listing by Mount Realty

Property at 10 San Marcos Dr, Monroe, NY 10950, 3 beds, 2.5 baths

$699,000

3 beds2.5 baths1,764 sq ft

10 San Marcos Dr, Monroe, NY 10950

Listing by Mount Realty

Property at 8 San Marcos, Monroe, NY 10950, 3 beds, 1 bath

$699,000

3 beds1 bath1,824 sq ft

8 San Marcos, Monroe, NY 10950

Listing by Mount Realty

Property at 4 San Marcos Dr, Monroe, NY 10950, 3 beds, 1.5 baths

$699,000

3 beds1.5 baths1,858 sq ft

4 San Marcos Dr, Monroe, NY 10950

Listing by Mount Realty

Property at 2 San Marcos Dr, Monroe, NY 10950, 3 beds, 1 bath

$699,000

3 beds1 bath1,572 sq ft

2 San Marcos Dr, Monroe, NY 10950

Listing by Mount Realty

Property at 6 White Oak Ter, Campbell Hall, NY 10916, 3 beds, 1 bath

$319,000

3 beds1 bath1,104 sq ft

6 White Oak Ter, Campbell Hall, NY 10916

Listing by Curasi Realty, Inc.

Property at 255 Mine Rd, Monroe, NY 10950, 3 beds, 1 bath

$449,900

3 beds1 bath1,216 sq ft

255 Mine Rd, Monroe, NY 10950

Listing by Hudson Valley Home Connection

Property at 17 Merriewold Ln N, Monroe, NY 10950, 3 beds, 2 baths

$765,000

3 beds2 baths2,175 sq ft

17 Merriewold Ln N, Monroe, NY 10950

Listing by Tuxedo Hudson Realty Corp

Property at 1 Beer Moshe #001, Monroe, NY 10950, 3 beds, 2 baths

$575,000

3 beds2 baths1,536 sq ft

1 Beer Moshe #001, Monroe, NY 10950

Listing by Mount Realty

Property at 27 Margaret Rd, Monroe, NY 10950, 3 beds, 2.5 baths

$679,900

3 beds2.5 baths3,128 sq ft

27 Margaret Rd, Monroe, NY 10950

Listing by Weichert Realtors

Property at 30 Glenmere Ave, Florida, NY 10921, 3 beds, 2 baths

$479,000

3 beds2 baths1,590 sq ft

30 Glenmere Ave, Florida, NY 10921

Listing by J C Realty International Inc.

Property at 27 Ash St, Monroe, NY 10950, 3 beds, 1.5 baths

$419,900

3 beds1.5 baths1,159 sq ft

27 Ash St, Monroe, NY 10950

Listing by HomeSmart Homes & Estates

Property at 41 Police Dr, Goshen, NY 10924, 3 beds, 2 baths

$425,000

3 beds2 baths2,191 sq ft

41 Police Dr, Goshen, NY 10924

Listing by Compass Greater NY, LLC

Based on information submitted to the MLS GRID as of Tue Sep 29 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.

3 Bedroom Homes for Sale in Chester

There are currently 20 3 bedroom homes in Chester. 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 35 days and receive 4 offers. This map is refreshed with the newest listings in Chester every 15 minutes.

In the past month, 3 homes have been sold in Chester. In addition to houses in Chester, there were also 15 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.

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