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Chester, NY Homes for Sale with Fireplace

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  • /50

    $799,900

    • 5 Beds
    • 4 Baths
    • 3,418 Sq Ft

    118 Murray Dr, Chester, NY 10918

    Nestled on 2.8 acres of lush, mature landscaping that borders the serene Goosepond Mountain State Park, this custom-designed contemporary ranch showcases a timeless blend of materials, with stone and brick construction lending both character and durability. Crafted by its original owners with meticulous attention to detail, the home offers a harmonious connection to its natural surroundings. A

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 409-8716

    118 Murray Dr, Chester, NY 10918
  • /50

    $859,900

    • 4 Beds
    • 3.5 Baths
    • 4,021 Sq Ft

    157 Creamery Pond Rd, Chester, NY 10918

    Welcome to Creamery Estates of Sugarloaf, where your dream home awaits just an hour’s drive from New York City. Nestled within walking distance of the charming downtown hamlet of Sugarloaf, this lovely residence is minutes away from schools, boutique shops, restaurants, grocery stores, the Sugar Loaf Performing Arts Center, wineries, breweries, apple orchards, the Appalachian trails, local

    Carla Terranova Keller Williams Realty

    157 Creamery Pond Rd, Chester, NY 10918
  • /42

    $719,000

    • 4 Beds
    • 4 Baths
    • 3,626 Sq Ft

    56 Sunset Ridge Rd, Monroe, NY 10950

    Welcome to 56 Sunset Ridge Road which sits by the private cozy cul-de-sac, a Magnificent backdrop on five luscious acres that envelope this tremendous center hall colonial. A beautiful driveway brings you home to your rocking chair front porch. Two story foyer gives way to the main level formal spaces. Living room, Dining Room, & a separate office leads you to an easy flowing, beautiful, recently

    Moses Schreiber MS Realty Group USA, Inc

    56 Sunset Ridge Rd, Monroe, NY 10950
  • /33

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 2,452 Sq Ft

    138 Dug Rd, Chester, NY 10918

    Welcome home to this beautifully maintained Dutch Colonial situated on 2.6 serene acres within the desirable Monroe-Woodbury School District. This inviting home offers 4 spacious bedrooms, 2.5 bathrooms, and 2,452 square feet of well-appointed living space, thoughtfully designed for both comfort and functionality. Upon entering, you'll notice the natural light accentuating the gleaming hardwood

    Jake Garay Serhant LLC

    138 Dug Rd, Chester, NY 10918
  • /38

    $747,900

    • 5 Beds
    • 3.5 Baths
    • 3,464 Sq Ft

    65 Oxford Springs Rd, Chester, NY 10918

    One-of-a-kind custom built Country Contemporary Home on 2.3 Acre on top of the hill. This Unique Open Floor plan welcomes bright warm sunlight in each of the 10 rooms. Top of the line hardwood floors and trim throughout the house, Large open kitchen with modern appliances and plenty of counter space including the granite island. 5 Bedrooms, 3.5 Bathrooms. Master bedroom with fireplace and walk

    Yoel Schwarz Glilos

    65 Oxford Springs Rd, Chester, NY 10918
  • /45

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 3,656 Sq Ft

    49 Stone Mountain Trail, Chester, NY 10918

    Nestled in a peaceful and private cul-de-sac, this stunning three-story contemporary colonial offers the perfect blend of elegance, space, and modern comfort. Set on an over 7 acre expansive lot, this home features a sprawling front and backyard, ideal for outdoor activities year-round—whether it’s summer fun by the pristine inground pool or winter ice sliding across the gentle slopes. A 2-car

    Leon Klein Keller Williams Hudson Valley

    49 Stone Mountain Trail, Chester, NY 10918
  • /7

    $899,900

    • 4 Beds
    • 2 Baths
    • 2,466 Sq Ft

    651 Lakes Rd, Monroe, NY 10950

    Build and Customize your dream home today on this compound in Monroe, Only one of its kind! The owner/builder has three plans for you tochoose from starting at 2600 sq feet - 5000 sq feet. This elegant, multi-family property consists of 3 residences nestled on over 3.5 statelylandscaped acres affording you peace and privacy. Surrounded by the original stone walls of this compound, this

    Frank Golio Howard Hanna Rand Realty

    651 Lakes Rd, Monroe, NY 10950
  • /36

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    100 Marian Ct, Warwick, NY 10990

    Step into a MINT beautiful 3-bedroom end-unit Townhouse gem, perfectly perched with panoramic views in Kings Estates! This spacious townhouse is move-in ready and offers the ideal blend of space, privacy, and everyday convenience. Enjoy municipal water, sewer, natural gas, central air, and NO HOA fees. Just one hour to NYC, it’s a commuter’s dream and ideally situated. Inside, you’ll find a

    Jennifer DiCostanzo RE/MAX Town & Country

    100 Marian Ct, Warwick, NY 10990
  • /39

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 2,592 Sq Ft

    2 Laura Dr, Chester, NY 10918

    Fall in love with this stunning updated 4-bedroom Colonial located in Sugar Loaf Heights within the Warwick School District. You will feel like you apparated into the latest issue of Better Homes & Gardens the moment you enter. Agents - better schedule extra long showings as your clients will never want to leave! Step into the inviting living room featuring warm hardwood floors, soft recessed

    Virginia Corbett eXp Realty

    2 Laura Dr, Chester, NY 10918
  • /47

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,608 Sq Ft

    174 Creamery Pond Rd, Chester, NY 10918

    Welcome to this beautifully maintained 4 bedroom, 2.5 bath Colonial nestled in the historic craft village of Sugar Loaf and award winning Warwick Valley Schools. This classic home offers timeless curb appeal, a spacious layout perfect for entertaining. The great room features an elegant stone fireplace, perfect for cozy evenings. A flowing layout with separate living, dining and great rooms

    Michele Tobin Keller Williams Realty

    174 Creamery Pond Rd, Chester, NY 10918
  • /38

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    12 Bianca Blvd, Chester, NY 10918

    Charming Colonial with Endless Potential – Priced to Sell!This stately Colonial is bursting with character and waiting for the right owner to bring it back to life! Nestled in a desirable neighborhood, this home offers classic architectural details, generous living spaces, and a layout perfect for modern living. While it needs some TLC, the potential here is undeniable—original hardwood

    Aoife Freeman Howard Hanna Rand Realty

    12 Bianca Blvd, Chester, NY 10918
  • /49

    $1,900,000

    206 Greycourt Rd Unit 190, Chester, NY 10918

    **Endless Opportunities Await on This Rare 3.2-Acre Property!** For the first time in over 50 years, this prime piece of real estate is hitting the market! Nestled right off Route 17 with unbeatable exposure, this unique 3.2-acre property offers **unlimited potential** for investors, developers, or those looking for a special place to call home. Featuring **four structures**—a

    Susan McMullen eXp Realty

    206 Greycourt Rd Unit 190, Chester, NY 10918
  • /36

    $624,242

    • 4 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    20 Hubshop Rd, Chester, NY 10918

    CAPTIVATING CAPE COD! 1.5 Private Acres! 4 Bedrooms! 2 1/2 Bathrooms! 1 Car Garage! Gorgeous Updated Eat In Kitchen with Granite Counter Tops, Stainless Steel Appliances & Breakfast Nook! Master Bedroom Suite with Walk In Closet Located on the First Floor! Living Room with Double Sided Fireplace! Gleaming Hard Wood Floors! New Carpeting! Recessed Lighting! Laundry Room! Full Basement! Rocking

    Amanda Dnistrian ARC Realty 1 in Sales

    20 Hubshop Rd, Chester, NY 10918
  • /41

    $349,999

    • 3 Beds
    • 2.5 Baths
    • 1,331 Sq Ft

    4503 Whispering Hills, Chester, NY 10918

    WELCOME TO WHISPERING HILLS CONDOMINIMUM COMMUNITY!!! Check out this 3 Bedroom, 2.5 Bathroom Condominium nestled in the Village of Chester and in the Chester School District. This Condo is located a mile from the Village of Chester featuring a variety of Village amenities including local restaurants, shopping centers, medical offices, banking services, home improvement stores, close to

    Richard Baxter Keller Williams Realty

    4503 Whispering Hills, Chester, NY 10918
  • /25

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    559 Laroe Rd, Chester, NY 10918

    Welcome to this stunning home located in the heart of Chester NY. Completely renovated, Spacious bedrooms, full baths, plenty of closets, Living/Dining room, Office room, bright kitchen, granite countertops, dishwasher oven and refrigerator, Situated on a relaxing property, while enjoying the peaceful views throughout, in addition to benefiting from a healthy living environment, Close to major

    Eliezer Safdie Sage Realty Center LLC

    559 Laroe Rd, Chester, NY 10918
  • /36

    $334,900

    • 3 Beds
    • 2.5 Baths
    • 1,331 Sq Ft

    1610 Whispering Hills, Chester, NY 10918

    Discover your perfect commuter condo in the Whispering Hills Neighborhood of Chester! This beautiful end unit features three spacious bedrooms and two and a half baths. As you step inside, you'll find a bright and airy open living space that showcases the well maintained hardwood floors and charming fireplace, which provides a cozy atmosphere for gatherings during the cooler months. Off the side

    Patricia Sassi RE/MAX Benchmark Realty Group

    1610 Whispering Hills, Chester, NY 10918
  • /70

    $329,900

    • Land
    • 166 Acres
    • $1,988 per Acre

    L9 Atateka Rd, Chester, NY 12817

    This is a fantastic opportunity to own your own patch of beautiful Adirondack woods, nearly 166 acres, complete with a perennial stream, beaver pond, mature timber, and plenty of wild game. Use this property as your own recreational playground or build your dream home or camp in this peaceful, wooded retreat. The Potter Brook Timberlands property has abundant large, mature native tree

    John O'Donnell Timberland Realty

    L9 Atateka Rd, Chester, NY 12817
  • /78

    $699,900

    • Land
    • 337 Acres
    • $2,077 per Acre

    L 13.2 Friends Lake Rd, Chester, NY 12817

    With nearly 2,200 feet of frontage along the Upper Hudson River, a wild, whitewater backcountry river, and immediate access to nearly 1,600 acres of State Forest Preserve, the Hudson River Woods & Wildwater property is the "complete package" of Adirondack property. With over 4,500 feet of road frontage (with electric) on Friends Lake Road, it's an ideal location for a camp, second

    John O'Donnell Timberland Realty

    L 13.2 Friends Lake Rd, Chester, NY 12817
  • /28

    $360,000

    • 3 Beds
    • 2.5 Baths
    • 1,698 Sq Ft

    326 Heritage Ln, Monroe, NY 10950

    Great starter or downsizer! 3 bedroom 2.5 bath End Unit Townhouse in sought after Windridge! Main living area offers spacious living room with wood burning fireplace & sliding doors to rear patio,1/2 bath, Large kitchen with plenty of counter, cabinet space & eat in area. Upper living are has a huge primary bedroom with balcony overlooking rear yard, primary bath & walk-in closet. 2 additional

    Ernie Acampora River Realty Services, Inc.

    326 Heritage Ln, Monroe, NY 10950

Home Trends in Chester, NY

Home Trends

Median Price (12 Mo)
$484,125
Median Single Family Price
$555,000
Median Townhouse Price
$335,000
Median 2 Bedroom Price
$289,500
Median 1 Bedroom Price
$185,000
Average Price Per Sq Ft
$259
Number of Homes for Sale
21
Last 12 months Home Sales
136
Months of Supply
1.90
Median List Price
$489,900
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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