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Chester, NY Homes for Sale

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  • 118 Murray Dr, Chester, NY 10918
    118 Murray Dr, Chester, NY 10918
    118 Murray Dr, Chester, NY 10918
    /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
  • 157 Creamery Pond Rd, Chester, NY 10918
    157 Creamery Pond Rd, Chester, NY 10918
    157 Creamery Pond Rd, Chester, NY 10918
    /50

    $859,900 Open Sun 1PM - 3PM

    • 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
  • 2 Laura Dr, Chester, NY 10918
    2 Laura Dr, Chester, NY 10918
    2 Laura Dr, Chester, NY 10918
    /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
  • 174 Creamery Pond Rd, Chester, NY 10918
    174 Creamery Pond Rd, Chester, NY 10918
    174 Creamery Pond Rd, 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
  • 56 Sunset Ridge Rd, Monroe, NY 10950
    56 Sunset Ridge Rd, Monroe, NY 10950
    56 Sunset Ridge Rd, Monroe, NY 10950
    /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
  • 12 Bianca Blvd, Chester, NY 10918
    12 Bianca Blvd, Chester, NY 10918
    12 Bianca Blvd, 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
  • 138 Dug Rd, Chester, NY 10918
    138 Dug Rd, Chester, NY 10918
    138 Dug Rd, Chester, NY 10918
    /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
  • 4 Camelback Rd, Chester, NY 10918
    4 Camelback Rd, Chester, NY 10918
    4 Camelback Rd, Chester, NY 10918
    /35

    $899,900

    • 4 Beds
    • 4 Baths
    • 4,854 Sq Ft

    4 Camelback Rd, Chester, NY 10918

    Stunning 4-Bedroom Home with Breathtaking Mountain Views!This is the one you've been waiting for! Nestled on a serene, tree-lined cul-de-sac, this luxurious 4-bedroom, 4-bath home offers the perfect blend of elegance, comfort, and spectacular mountain views.Step inside to a sun-drenched living room, where gleaming hardwood floors create an inviting ambiance. The spacious family room

    Veronica Goldzberg 2Win Realty LLC

    4 Camelback Rd, Chester, NY 10918
  • 20 Hubshop Rd, Chester, NY 10918
    20 Hubshop Rd, Chester, NY 10918
    20 Hubshop Rd, 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
  • 92 Pickerel Rd, Monroe, NY 10950
    92 Pickerel Rd, Monroe, NY 10950
    92 Pickerel Rd, Monroe, NY 10950
    /33

    $569,000

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    92 Pickerel Rd, Monroe, NY 10950

    Year end gifts are always wonderful to receive. Welcome to 92 Pickerel road Monroe, New York. A meticulous home awaiting its new owners and features including 3 to 4 bedrooms, 2 full baths, hardwood flooring, recently installed windows, roof, and boiler. A large eat in custom kitchen with granite, stainless appliances and Sub-Zero refrigeration. Dining room is adjacent and well placed.

    Richard Wawrynek Howard Hanna Rand Realty

    92 Pickerel Rd, Monroe, NY 10950
  • 78 Pickerel Rd, Monroe, NY 10950
    78 Pickerel Rd, Monroe, NY 10950
    /2

    $600,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    78 Pickerel Rd, Monroe, NY 10950

    Welcome to this charming Colonial set in the desirable Trout Brook ll subdivision of Monroe. This lovely home offers the perfect balance of privacy and convenience—just minutes to local shops and the village, and a short 10–15 minute drive to all major highways. Plus, you're only an hour from NYC, making it ideal for commuters or weekend getaways. Outdoor enthusiasts will love the close proximity

    Dylan Piazza Howard Hanna Rand Realty

    78 Pickerel Rd, Monroe, NY 10950
  • 4 Wood Rd, Chester, NY 10918
    4 Wood Rd, Chester, NY 10918
    4 Wood Rd, Chester, NY 10918
    /26

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,554 Sq Ft

    4 Wood Rd, Chester, NY 10918

    Welcome to this stunning 4 bedroom ranch situated in sought after Sugar Loaf! As you enter you'll notice the spacious family room with vaulted ceilings, fire place, and hardwood flooring. This home is full of many updates such as a central air system, updated main bathroom, Trex front porch, SS appliances, and new flooring / paint on the lower level. Enjoy entertaining and spending time on the

    Matthew Skowronski HomeSmart Homes & Estates

    4 Wood Rd, Chester, NY 10918
  • 13 Tulip Ln Unit 4, Monroe, NY 10950
    13 Tulip Ln Unit 4, Monroe, NY 10950
    13 Tulip Ln Unit 4, Monroe, NY 10950
    /31

    $549,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,844 Sq Ft

    13 Tulip Ln Unit 4, Monroe, NY 10950

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the heart of Monroe, NY. This inviting property offers an ideal blend of comfort, functionality, and outdoor enjoyment. Step inside to discover a sun-filled living room, formal dining room, and an eat-in kitchen complete with granite countertops, stainless steel appliances, and sliding doors that open to a spacious

    Courtney Tablante Keller Williams Realty

    13 Tulip Ln Unit 4, Monroe, NY 10950
  • 100 Marian Ct, Warwick, NY 10990
    100 Marian Ct, Warwick, NY 10990
    100 Marian Ct, Warwick, NY 10990
    /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
  • 4706 Whispering Hills, Chester, NY 10918
    4706 Whispering Hills, Chester, NY 10918
    4706 Whispering Hills, Chester, NY 10918
    /28

    $305,000

    • 2 Beds
    • 1.5 Baths
    • 1,086 Sq Ft

    4706 Whispering Hills, Chester, NY 10918

    **Welcome to Whispering Hills – Where Comfort Meets Convenience!**Discover your dream home in this charming community, featuring 2 spacious bedrooms and 1.5 well-appointed bathrooms, complemented by a generous 2-car garage. The master suite is a true retreat, boasting a large walk-in closet and soaring cathedral ceilings that create an inviting atmosphere.Step into the heart of

    Jessica Evans Keller Williams Hudson Valley

    4706 Whispering Hills, Chester, NY 10918
  • 18 Miller Dr, Chester, NY 10918
    18 Miller Dr, Chester, NY 10918
    18 Miller Dr, Chester, NY 10918
    /32

    $389,900

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    18 Miller Dr, Chester, NY 10918

    **(10-12 Cancelled- Saturday 4/12 due to weather)** Nestled on a quiet cul-de-sac in the heart of Chester Village, this meticulously maintained 3-bedroom ranch offers all the right elements you're looking for—paired with a village neighborhood location you simply can't beat. With hardwood floors in excellent condition hidden beneath the carpeting, a spacious eat-in kitchen, and the warmth of a

    Jennifer DiCostanzo RE/MAX Town & Country

    18 Miller Dr, Chester, NY 10918
  • 19 Taurus Ave, Monroe, NY 10950
    19 Taurus Ave, Monroe, NY 10950
    19 Taurus Ave, Monroe, NY 10950
    /20

    $375,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,288 Sq Ft

    19 Taurus Ave, Monroe, NY 10950

    Welcome to 19 Taurus Drive, a beautifully updated 3-bedroom, 2 bath ranch in Monroe Woodbury School District. With 1,288 sq ft of living space, this home blends modern upgrades with timeless charm. Step inside to find brand-new flooring alongside refinished hardwood floors, creating a warm and inviting feel. The updated bathroom features stylish finishes, adding a fresh, modern touch. The

    Christian Baez Keller Williams Hudson Valley

    19 Taurus Ave, Monroe, NY 10950
  • 11 Vista Dr, Chester, NY 10918
    11 Vista Dr, Chester, NY 10918
    11 Vista Dr, Chester, NY 10918
    /26

    $515,000

    • 4 Beds
    • 3 Baths
    • 2,122 Sq Ft

    11 Vista Dr, Chester, NY 10918

    Welcome to 11 Vista Drive, a spacious 4-bedroom, 3-bathroom home nestled in one of Chester’s most desirable neighborhoods. With 2,122 square feet of living space, this property offers plenty of room for a growing family to make lasting memories.Situated on a lovely lot with municipal water and sewer, this home provides both convenience and potential. While some updates are needed—such as a new

    James Feldhaus eXp Realty

    11 Vista Dr, Chester, NY 10918
  • 7 Garden St, Chester, NY 10918
    7 Garden St, Chester, NY 10918
    7 Garden St, Chester, NY 10918
    /30

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,435 Sq Ft

    7 Garden St, Chester, NY 10918

    A/O CTS! Don't let the size of this home fool you. This perfectly proportioned farmhouse has so much to offer. The three nice sized bedrooms offer enough room for those looking for a starter home or even someone looking to downsize but still have extra space. Nice sized extra room on main level is perfect for a home office, den or even a guest bedroom. Two full sized bathrooms, one on each level

    Harmoni VanEtten eXp Realty

    7 Garden St, Chester, NY 10918
  • L30 Lane Rd, Chester, NY 12853
    L30 Lane Rd, Chester, NY 12853
    L30 Lane Rd, Chester, NY 12853
    /5

    $46,900

    • Land
    • 7 Acres
    • $6,634 per Acre

    L30 Lane Rd, Chester, NY 12853

    You won't want to miss out on this opportunity! A little over 7 acres (2 parcels) in the heart of the Adirondacks. Close proximity to all the local lakes (Schroon Lake, Loon Lake, Brant Lake) & 10 minutes from Gore Mountain.

    Julia Pucciarelli Gallo Realty ADK Inc

    L30 Lane Rd, Chester, NY 12853
  • 65 Oxford Springs Rd, Chester, NY 10918
    65 Oxford Springs Rd, Chester, NY 10918
    65 Oxford Springs 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
  • 206 Greycourt Rd Unit 190, Chester, NY 10918
    206 Greycourt Rd Unit 190, Chester, NY 10918
    206 Greycourt Rd Unit 190, 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
  • 16 Ayr Rd, Chester, NY 10918
    16 Ayr Rd, Chester, NY 10918
    16 Ayr Rd, Chester, NY 10918
    /50

    $490,000

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft

    16 Ayr Rd, Chester, NY 10918

    3/31/25 Multiple offers received. Please submit your highest and best by Wednesday, April 2, at 5:00. Include in your offer how any potential appraisal gap will be handled. Thank you for your interest in this home.This beautifully situated ranch style home offers amazing views, privacy, and convenience. The kitchen window displays a huge backyard with beautiful greenery in the spring and

    Luanne McGann Century 21 Full Service Realty

    16 Ayr Rd, Chester, NY 10918
  • 31 Leone Ln, Chester, NY 10918
    31 Leone Ln, Chester, NY 10918
    31 Leone Ln, Chester, NY 10918
    /7

    $120,000

    • Land
    • 8 Acres
    • $16,000 per Acre

    31 Leone Ln, Chester, NY 10918

    7.5 acres located in Leone Industrial Park in Chester. This is raw land and buyer will have to perform their due diligence regarding permits, etc. with town. There are some wetlands on this property, so there will be limitations on what can be built. Due diligence is a must.

    Carole McCann Hudson Heritage Realty

    31 Leone Ln, Chester, NY 10918
  • 3-4 Adirondack Heights Rd, Chester, NY 12817
    3-4 Adirondack Heights Rd, Chester, NY 12817
    3-4 Adirondack Heights Rd, Chester, NY 12817
    /33

    $89,500

    • Land
    • 13 Acres
    • $6,998 per Acre

    3-4 Adirondack Heights Rd, Chester, NY 12817

    Seller financing now available. 12.79 acres of mixed forest and wetlands. Perc tests and engineered plot plans have been completed. APA approved building sites with well & septic locations identified. (2-lots can each be built upon or just have one large lot) Power at the road pedestal box. Tons of hemlock, spruce, and pine trees throughout. Close to Chestertown, 20-minutes to Gore Mountain or

    Walter Swartz Gallo Realty ADK Inc

    3-4 Adirondack Heights Rd, Chester, NY 12817
  • 49 Stone Mountain Trail, Chester, NY 10918
    49 Stone Mountain Trail, Chester, NY 10918
    49 Stone Mountain Trail, Chester, NY 10918
    /45

    $850,000 Open Sun 1:30PM - 3:30PM

    • 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
  • 4503 Whispering Hills, Chester, NY 10918
    4503 Whispering Hills, Chester, NY 10918
    4503 Whispering Hills, Chester, NY 10918
    /41

    $349,999 Open Sat 11AM - 12PM

    • 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
  • 651 Lakes Rd, Monroe, NY 10950
    651 Lakes Rd, Monroe, NY 10950
    651 Lakes Rd, Monroe, NY 10950
    /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
  • 156 Hardscrabble Rd, Chester, NY 10918
    156 Hardscrabble Rd, Chester, NY 10918
    156 Hardscrabble Rd, Chester, NY 10918
    /27

    $319,000

    • 4 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    156 Hardscrabble Rd, Chester, NY 10918

    Attention Skiers and/or Lovers of the Adirondacks -- Enjoy this spacious and warm 4 bedroom home. Natural light enhances the beauty of this home. Master bedroom on main floor, country eat-in kitchen and dining room, new washer and dryer, garage doors. Attic above the mudroom with stairs going up to spacious storage area. Running and play fenced-in area for pets. Screened-in porch and glassed-in

    Carol Monroe Najer Realty

    156 Hardscrabble Rd, Chester, NY 10918
  • 559 Laroe Rd, Chester, NY 10918
    559 Laroe Rd, Chester, NY 10918
    559 Laroe Rd, Chester, NY 10918
    /25

    $525,000 Open Sun 1:30PM - 2:30PM

    • 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
  • 70 Main St, Chester, NY 10918
    70 Main St, Chester, NY 10918
    70 Main St, Chester, NY 10918
    /23

    $499,000

    • 5 Beds
    • 4 Baths

    70 Main St, Chester, NY 10918

    Discover the perfect blend of versatility and charm with this exceptional property featuring two beautifully maintained units. The main house offers three levels of comfortable living, including four bedrooms, three baths, and a spacious kitchen ideal for gathering and entertaining. The thoughtfully renovated barn boasts a cozy one-bedroom, one-bath layout with modern touches that make it an

    Kassandra Mott Keller Williams Hudson Valley

    70 Main St, Chester, NY 10918
  • L37 Blue Bay Rd Unit Lakeview Pt. Lot 40, Chester, NY 12817
    L37 Blue Bay Rd Unit Lakeview Pt. Lot 40, Chester, NY 12817
    /2

    $57,500

    • Land
    • 1.73 Acres
    • $33,237 per Acre

    L37 Blue Bay Rd Unit Lakeview Pt. Lot 40, Chester, NY 12817

    This property has beach rights to two separate beaches. HOA Fee includes maintenance of beaches and road.Blue Bay Road is a Private Road.

    John Palermo John R. Palermo

    L37 Blue Bay Rd Unit Lakeview Pt. Lot 40, Chester, NY 12817
  • L2 Friends Lake Rd, Chester, NY 12817
    L2 Friends Lake Rd, Chester, NY 12817
    L2 Friends Lake Rd, Chester, NY 12817
    /20

    $169,500

    • Land
    • 23 Acres
    • $7,500 per Acre

    L2 Friends Lake Rd, Chester, NY 12817

    Seller financing now available with decent deposit and good credit. Previously approved 4-lot subdivision with beach rights to Murphy Beach on Friends Lake. 8.6 acre lot, 7.5 acre lot, 3.2 acre lot, and a 3 acre lot. Rough house and septic locations have been approved. (reference survey map) Possible views from the upper areas of the property with some select clearing. Make arrangements to walk

    Walter Swartz Gallo Realty ADK Inc

    L2 Friends Lake Rd, Chester, NY 12817
  • 7823 State Route 9, Chester, NY 12860
    7823 State Route 9, Chester, NY 12860
    7823 State Route 9, Chester, NY 12860
    /35

    $226,000

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft

    7823 State Route 9, Chester, NY 12860

    Looking for the perfect getaway close to Gore Mountain and all the Adirondacks has to offer? If so, this could be the place for you. Enjoy the back deck and listen to the babbling creek that runs through the property. This vacation home is being sold fully furnished, you have nothing to do but start your time away! Currently being used as a successful Airbnb with excellent rental history. Well

    Vickie Reed Hunt ERA

    7823 State Route 9, Chester, NY 12860
  • 17 Bonnie Brook Rd, Monroe, NY 10950
    17 Bonnie Brook Rd, Monroe, NY 10950
    17 Bonnie Brook Rd, Monroe, NY 10950
    /24

    $1,900,000

    • 6 Beds
    • 4.5 Baths
    • 3,512 Sq Ft

    17 Bonnie Brook Rd, Monroe, NY 10950

    PICTURE-PERFECT MINI-ESTATE ON 20.6 ACRES - Nestled on a sprawling 20.6-acre parcel, this remarkable mini-estate offers the perfect blend of tranquility and opportunity. The property includes a newly renovated home, a charming older house primed for renovation, and a classic 1900s barn, all set against the backdrop of your own private lake and stunning grounds. Step inside the beautifully

    Michael Canter Keller Williams Hudson Valley

    17 Bonnie Brook Rd, Monroe, NY 10950
  • 1610 Whispering Hills, Chester, NY 10918
    1610 Whispering Hills, Chester, NY 10918
    1610 Whispering Hills, 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
  • 10 El Dorado Trail, Chester, NY 10918
    10 El Dorado Trail, Chester, NY 10918
    10 El Dorado Trail, Chester, NY 10918
    /10

    $289,900

    • Land
    • 6 Acres
    • $46,016 per Acre

    10 El Dorado Trail, Chester, NY 10918

    Amazing opportunity to own this 6.3 Acre Lot in Monroe School District, Drilled Well and Electric on site, drilled well in place, Level lot with panoramic views surrounded by exclusive homes. Come build your dream home only 60 Miles to NYC/Minutes to RT17/17M/I87

    Lisandra Rivera Keller Williams Realty

    10 El Dorado Trail, Chester, NY 10918
  • 71 Carriage Knoll Rd, Chester, NY 12817
    71 Carriage Knoll Rd, Chester, NY 12817
    71 Carriage Knoll Rd, Chester, NY 12817
    /14

    $59,900

    • Land
    • 1.89 Acres
    • $31,693 per Acre

    71 Carriage Knoll Rd, Chester, NY 12817

    Seller financing now available with good credit!!! Beautiful park-like subdivision in a quiet neighborhood 5-minutes outside of Chestertown. Mostly wooded lots with each having unique ADK topography. Some fairly level with others being sloped or having raised areas perfect for a home or cabin. Must walk the properties to appreciate the beauty and serenity. Power and cable available at front of

    Walter Swartz Gallo Realty ADK Inc

    71 Carriage Knoll Rd, Chester, NY 12817
  • 77 Carriage Knoll Rd, Chester, NY 12817
    77 Carriage Knoll Rd, Chester, NY 12817
    77 Carriage Knoll Rd, Chester, NY 12817
    /16

    $74,900

    • Land
    • 4.17 Acres
    • $17,962 per Acre

    77 Carriage Knoll Rd, Chester, NY 12817

    Seller financing now available with good credit!!! Beautiful park-like subdivision in a quiet neighborhood 5-minutes outside of Chestertown. Mostly wooded lots with each having unique ADK topography. Some fairly level with others being sloped or having raised areas perfect for a home or cabin. Must walk the properties to appreciate the beauty and serenity. Power and cable available at front of

    Walter Swartz Gallo Realty ADK Inc

    77 Carriage Knoll Rd, Chester, NY 12817
  • 85 Carriage Knoll Rd, Chester, NY 12817
    85 Carriage Knoll Rd, Chester, NY 12817
    85 Carriage Knoll Rd, Chester, NY 12817
    /16

    $74,900

    • Land
    • 4.05 Acres
    • $18,494 per Acre

    85 Carriage Knoll Rd, Chester, NY 12817

    Seller financing now available with good credit!!! Beautiful park-like subdivision in a quiet neighborhood 5-minutes outside of Chestertown. Mostly wooded lots with each having unique ADK topography. Some fairly level with others being sloped or having raised areas perfect for a home or cabin. Must walk the properties to appreciate the beauty and serenity. Power and cable available at front of

    Walter Swartz Gallo Realty ADK Inc

    85 Carriage Knoll Rd, Chester, NY 12817

Showing Results 1 - 40, Page 1 of 2

New York Chester

Real Estate & Homes for Sale in Chester, NY

Frequently Asked Questions About Chester

What is the average home price in Chester, NY?
Homes for sale in Chester, NY have an average home price of $555,551.
How many homes have sold over the last 12 months in Chester, NY?
136 homes have sold in Chester, NY over the last 12 months.
Is Chester, NY a safe city?
In general, the safest neighborhood in Chester, NY with lower crime scores is Chester.
What are the most popular zip codes in Chester, NY?
The most popular zip codes in Chester, NY include 12550, 10940, 10950, 10901 and 07480.
What are the most popular neighborhoods in Chester, NY?
The most popular neighborhood in Chester, NY with the most homes for sale is Chester.
How much do you need to make to afford a house in Chester?
The median home price in Chester is $499,000. If you put a 20% down payment of $99,800 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $2,610 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $112K a year to afford the median home price in Chester.
How are the schools in Chester, NY?
Chester, NY has highly rated public and private schools. Some of the best schools in Chester based on Niche Grades are Warwick Valley High School, Scotchtown Avenue School and Warwick Valley Middle School. The neighborhood in Chester with the highest rated schools is Chester. Browse all the schools in Chester, NY to learn more.
Learn more about living in Chester

Home Trends in Chester, NY

On average, homes in Chester, NY sell after 67 days on the market compared to the national average of 47 days. The average sale price for homes in Chester, NY over the last 12 months is $515,809, up 8% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)
$493,650
Median Single Family Price
$562,500
Median Townhouse Price
$325,000
Median 2 Bedroom Price
$289,500
Median 1 Bedroom Price
$185,000
Average Price Per Sq Ft
$265
Number of Homes for Sale
26
Last 12 months Home Sales
136
Months of Supply
2.30
Median List Price
$499,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
10%
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