191

Recently Sold Chester, NY Homes

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  • 56 Sunset Ridge Rd, Monroe, NY 10950

    $725,000 Sold Jun 30, 2025

    • 3,626 Sq Ft
    • $200/SF
    • 34 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1993

    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
  • /9

    $225,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,519 Sq Ft

    242 Meadow Ave, Chester, NY 10918

    Newly listed Triplex. Showings must be okayed by the tenants. Additional Information: HeatingFuel:Oil Above Ground,

    Kathleen Strong Hudson Valley Griffith

    242 Meadow Ave, Chester, NY 10918
  • 904 Swan Hollow Rd, Monroe, NY 10950

    $325,000 Sold Jun 25, 2025

    • 1,320 Sq Ft
    • $246/SF
    • 125 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1979

    904 Swan Hollow Rd, Monroe, NY 10950

    WOW!! WOW!! This home in a private community has been totally renovated from kitchen, bathrooms, flooring, painting and more. One of the great features is you can sit outside on your patio and have a total lake view. This complex includes pools, clubhouse, playground and more. You are also close to all nature activities, shopping and easy access to major highways. HOA is 656.98 and includes

    Stephen Ramundo Keller Williams Valley Realty

    904 Swan Hollow Rd, Monroe, NY 10950
  • 20 Hubshop Rd, Chester, NY 10918

    $624,000 Sold Jun 23, 2025

    • 2,236 Sq Ft
    • $279/SF
    • 66 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1999

    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
  • 3 Woodridge Dr, Chester, NY 10918

    $763,750 Sold Jun 20, 2025

    • 2,500 Sq Ft
    • $306/SF
    • 69 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1995

    3 Woodridge Dr, Chester, NY 10918

    Welcome to this stunning Center Hall Colonial, a true masterpiece of craftsmanship and modern luxury set on a beautifully landscaped 1.3-acre property in a prestigious executive neighborhood. From its grand facade adorned with masterful stonework to the thoughtfully designed interior, every detail of this home has been meticulously crafted for refined living. The outdoor space is a serene oasis,

    Gina Dudgeon Howard Hanna Rand Realty

    3 Woodridge Dr, Chester, NY 10918
  • 1610 Whispering Hills, Chester, NY 10918

    $334,900 Sold Jun 20, 2025

    • 1,331 Sq Ft
    • $252/SF
    • 185 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    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
  • 55 Hudson St, Chester, NY 10918

    $460,000 Sold Jun 18, 2025

    • 1,576 Sq Ft
    • $292/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    55 Hudson St, Chester, NY 10918

    Nestled on a dead end st in the heart of the Village of Chester, and lovingly cared for by the original family since 1956 is this meticulously maintained 3-bedroom ranch offering all the right elements you're looking for set in a village neighborhood location you simply can't beat. First floor consists of a galley kitchen, dining area, large livingroom with fireplace, full bath, office and two

    Lynelle Alessi Keller Williams Hudson Valley

    55 Hudson St, Chester, NY 10918
  • 29 Meadow Ave, Chester, NY 10918

    $899,999 Sold Jun 18, 2025

    • 3,167 Sq Ft
    • $284/SF
    • 163 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2023

    29 Meadow Ave, Chester, NY 10918

    The Fabulous Charlotte Model is up, sided and interior paint and trim/mill work work is completed. This 3167 sf ranch is located in a very favorable commuter locale, 5 minutes to all highways. A 500 sf finished bonus room above the garage. The 4 acres on which the home sits, is an exceptional piece of land to own, corner of Cul de sac for additional privacy. The exterior features front & side

    Nancy Sardo BHG Real Estate Green Team

    29 Meadow Ave, Chester, NY 10918
  • 152 Lake Region Blvd, Monroe, NY 10950

    $551,225 Sold Jun 17, 2025

    • 1,916 Sq Ft
    • $288/SF
    • 38 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1984

    152 Lake Region Blvd, Monroe, NY 10950

    Discover cozy lakeside living in this beautifully updated 4-bedroom, 2.5-bathroom home nestled in the desirable Lake Region Estates community. With 1,916 sq ft of comfortable living space, this move-in ready gem offers the perfect blend of modern updates and serene charm.Enjoy brand new flooring throughout the upstairs, a new roof, Anderson casement windows, and a spacious deck perfect for

    Raynilson Vasquez eXp Realty

    152 Lake Region Blvd, Monroe, NY 10950
  • 157 Creamery Pond Rd, Chester, NY 10918

    $875,000 Sold Jun 13, 2025

    • 4,021 Sq Ft
    • $218/SF
    • 17 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2001

    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
  • /39

    $579,000 Sold Jun 12, 2025

    • 1,665 Sq Ft
    • $348/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    2754 Schroon River Rd, Chester, NY 12817

    Cedar sided contemporary with 955' of direct frontage on the stocked Schroon River! Sprawling 6.5 acres with small beach and dock. This property was made for entertaining with ample outdoor space including screened gazebo and tea room that easily doubles as an additional sleeping area. Home office, ample closet space throughout, attached 2C garage, Defiant Encore woodstove. Come play like the

    Angie Mead Gallo Realty ADK Inc

    2754 Schroon River Rd, Chester, NY 12817
  • /16

    $60,000 Sold Jun 12, 2025

    • Land
    • 5 Acres
    • $11,236 per Acre
    • 30 Days On Market

    116 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

    116 Carriage Knoll Rd, Chester, NY 12817
  • /35

    $210,000 Sold Jun 09, 2025

    • 1,296 Sq Ft
    • $162/SF
    • 165 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1995

    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
  • 118 Murray Dr, Chester, NY 10918

    $800,000 Sold Jun 06, 2025

    • 3,418 Sq Ft
    • $234/SF
    • 110 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1978

    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

    Brian Caplicki Keller Williams Hudson Valley

    118 Murray Dr, Chester, NY 10918
  • 4401 Whispering Hills Dr, Chester, NY 10918

    $290,000 Sold Jun 05, 2025

    • 1,118 Sq Ft
    • $259/SF
    • 30 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1989

    4401 Whispering Hills Dr, Chester, NY 10918

    Move-in ready, this attractive two-bedroom, one-bath townhouse with attached one car garage is located in the sought-after Whispering Hills Community of Chester. This second-floor end unit features hardwood floors in the main living areas, a vaulted ceiling, and inviting wood-burning fireplace. A sliding door off the living room opens to a private deck, perfect for relaxing. The kitchen,

    Annmarie Kovacs Howard Hanna Rand Realty

    4401 Whispering Hills Dr, Chester, NY 10918
  • 53 Gibson Hill Rd, Chester, NY 10918

    $960,000 Sold Jun 05, 2025

    • 5,312 Sq Ft
    • $181/SF
    • 45 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2010

    53 Gibson Hill Rd, Chester, NY 10918

    This house was built custom. You won't find another house like this one. Total privacy with this spectacular home sits in the middle of 3.1 mature acres which includes a beautiful natural waterfall. Surrounded by 400 plus acres of state owned land that can never be developed. Hike from your backyard to the Appalachian trial. Grand entryway with cathedral ceilings and heated marble floors.

    Roxanne Hartman Timothy W. Kramer

    53 Gibson Hill Rd, Chester, NY 10918
  • /12

    $189,500 Sold Jun 02, 2025

    • Land
    • 97 Acres
    • $1,948 per Acre
    • 11 Days On Market

    L47 Cobble Creek Rd, Chester, NY 12853

    Must see property with endless opportunity. 97+ acres with mature timber including close to 40 acres of Maple. Enjoy all your recreational adventures. Dedicated logging road(built wide enough for two vehicles in some places, where needed). Great views of the pond and mountain. Located minutes from Gore Mountain Ski Area, Lake George and the Adirondacks. Build your dream home, enjoy privacy,

    Sara Gallipo-Sammis Century 21 - Adirondacks

    L47 Cobble Creek Rd, Chester, NY 12853
  • 18 Miller Dr, Chester, NY 10918

    $415,000 Sold May 30, 2025

    • 1,144 Sq Ft
    • $363/SF
    • 16 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1978

    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
  • 2 Bell Way, Chester, NY 10918

    $609,000 Sold May 30, 2025

    • 2,032 Sq Ft
    • $300/SF
    • 50 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2019

    2 Bell Way, Chester, NY 10918

    This STUNNING Chester home with Chester Schools that sits on 0.36 acre of privacy is now available for you to call Home!!In the Center of Chester & Great location! Enter into a spacious Living room with with plenty of natural window light.A formal dining room with modern light fixtures & sliders that lead to a back deck. House is built in 2019 !!! fresh out of the box, trendy and modern, & plenty

    Shia Lieberman Blooming Realty

    2 Bell Way, Chester, NY 10918
  • 154 Hambletonian Rd, Chester, NY 10918

    $1,350,000 Sold May 30, 2025

    • 4,350 Sq Ft
    • $310/SF
    • 24 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2013

    154 Hambletonian Rd, Chester, NY 10918

    Welcome to this breathtaking equestrian estate nestled on close to 24 acres of Chester’s picturesque farmland in the Warwick Valley School district. This meticulously maintained colonial home offers 4 bedrooms, a den, and 3.5 baths, blending classic charm with modern luxury. A massive entryway greets you into the home. It boasts a chef’s kitchen featuring a Wolf stove, Sub-Zero refrigerator,

    Claudia Lepore Keller Williams Realty

    154 Hambletonian Rd, Chester, NY 10918
  • 8 Country Woods Dr, Chester, NY 10918

    $700,000 Sold May 23, 2025

    • 3,120 Sq Ft
    • $224/SF
    • 49 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2002

    8 Country Woods Dr, Chester, NY 10918

    Welcome to this freshly painted colonial home, perfectly situated on over 4 acres of private, picturesque land. With its timeless wrap-around porch and breathtaking views, this home combines classic elegance with modern upgrades.Inside, you'll find a grand 2-story entry, hardwood floors, and a thoughtfully designed first-floor layout. The living room, with its gas fireplace on a convenient

    Sheyla Falesto Howard Hanna Rand Realty

    8 Country Woods Dr, Chester, NY 10918
  • 3 Grant Dr, Monroe, NY 10950

    $530,000 Sold May 19, 2025

    • 1,932 Sq Ft
    • $274/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    3 Grant Dr, Monroe, NY 10950

    Welcome to this meticulously cared-for home in the highly sought-after Monroe Woodbury School District, offering a perfect blend of space, comfort, and modern updates. Sitting on a generous, private 1/3-acre lot, this spacious 1,932 sq ft home features three large bedrooms, each with ample closet space, and a dedicated home office ideal for remote work. The home boasts two full bathrooms—one on

    Rosalie Cook Weichert Realtors

    3 Grant Dr, Monroe, NY 10950
  • 1301 Kings Hwy, Chester, NY 10918

    $617,000 Sold May 19, 2025

    • 2,676 Sq Ft
    • $231/SF
    • 146 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1835

    1301 Kings Hwy, Chester, NY 10918

    Located just outside the quaint village of Sugar Loaf sits this 1835 farm house. Situated on 2.3 acres with a creek, this warm and inviting center hall colonial style house offers plenty of authentic character of yesterday, including a covered porch, mud room, 2 fireplaces and wide plank floors. There are 4 bedrooms and 2 full and 1 half baths. Yet modern day upgrades include renovated baths and

    Susan Walski Keller Williams Hudson Valley

    1301 Kings Hwy, Chester, NY 10918
  • 11 N Hudson St Unit N, Chester, NY 10918

    $475,000 Sold May 15, 2025

    • 1,500 Sq Ft
    • $317/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    11 N Hudson St Unit N, Chester, NY 10918

    WOW! Beautiful, sunny, bright and totally RENOVATED home. Brand new kitchen, new floors, new bathrooms (one just added), new driveway, doors, new roof, new stone stairways, new patio and walkways in the front and back and more. Featuring quality construction throughout, enjoy a modern, clean spacious feeling floorplan with the added conveniences of a finished, walk-up attic, full, dry,

    Layla Rose Boyles Century 21 Realty Center

    11 N Hudson St Unit N, Chester, NY 10918
  • 16 Spectrum Dr, Chester, NY 10918

    $750,000 Sold May 15, 2025

    • 2,276 Sq Ft
    • $330/SF
    • 16 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1999

    16 Spectrum Dr, Chester, NY 10918

    Set on 5 private acres, this beautifully maintained Colonial offers the perfect combination of tranquility and convenience. With 2,276 sq. ft. of living space (not including the finished basement), this home features a pristine kitchen, a cozy living room with a fireplace, and a versatile lower level ready to suit your needs—whether as a recreation space, home office, or gym. Designed for both

    John Olivero Keller Williams Realty

    16 Spectrum Dr, Chester, NY 10918
  • 4120 Whispering Hills Dr, Chester, NY 10918

    $338,000 Sold May 15, 2025

    • 1,282 Sq Ft
    • $264/SF
    • 69 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1989

    4120 Whispering Hills Dr, Chester, NY 10918

    Beautiful two bedroom townhouse located in the highly desirable community of Whispering Hills. Nothing to do but move right in to this gorgeous condo in a Pet Friendly community. Recently renovated and freshly painted with an updated kitchen and bathrooms make this a lovely place to call home. Throughout the home is freshly painted, new light fixtures, new cordless shades. The spacious family

    Joseph Paoli Howard Hanna Rand Realty

    4120 Whispering Hills Dr, Chester, NY 10918
  • 30 Meadow Ave, Chester, NY 10918

    $829,000 Sold May 12, 2025

    • 2,700 Sq Ft
    • $307/SF
    • 85 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2024

    30 Meadow Ave, Chester, NY 10918

    NEW CONSTRUCTION @ Warwick Ridge II~LOT 3 is TO BE BUILT. The new BELAIRE model, just under 2700 sf , IS TO BE BUILT; UNDER CONSTRUCTION on an absolutely dreamy, clear 5.23 acre lot in the Town of Warwick, NY. This model offers a first floor bedroom and a 3/4 bathroom, as well..The road is private and home will be at the end of the cul de sac. The pictures shown are from a previously built

    Nancy Sardo BHG Real Estate Green Team

    30 Meadow Ave, Chester, NY 10918
  • 16 Academy Ave, Chester, NY 10918

    $453,000 Sold May 08, 2025

    • 2,358 Sq Ft
    • $192/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1850

    16 Academy Ave, Chester, NY 10918

    Step into timeless charm and modern convenience with this spacious 3-bedroom, 2-bathroom home, offering 2,358 sqft of thoughtfully designed living space. Incredibly spacious first-floor primary suite with a full bathroom offers privacy and convenience. Naturally bright throughout the main level. The kitchen features granite countertops with an island, open-concept dining room and sliding door to

    Celina Rofer Howard Hanna Rand Realty

    16 Academy Ave, Chester, NY 10918
  • 2706 Whispering Hills, Chester, NY 10918

    $315,000 Sold May 06, 2025

    • 1,086 Sq Ft
    • $290/SF
    • 72 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1984

    2706 Whispering Hills, Chester, NY 10918

    Welcome to this beautiful and cozy 2 bedrooms condo with 1.5 bathrooms and 2 car garages in a beautiful neighborhood of Whispering Hills. The 1st level is wonderfully laid out with a great size living room and its fireplace to a dining room with new engineer wood floor throughout the first floor. Fully renovated kitchen with new cabinets, granite countertops & backsplash and great stainless

    Anita S. Cristiano HomeSmart Homes & Estates

    2706 Whispering Hills, Chester, NY 10918
  • 46 Brookview Dr, Monroe, NY 10950

    $869,000 Sold May 05, 2025

    • 4,200 Sq Ft
    • $207/SF
    • 146 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1993

    46 Brookview Dr, Monroe, NY 10950

    4200 sq-ft Mother/Daughter Colonial on 5.7 wooded acres in Trout Brook Estates, a 20 home 5+ acre subdivision in the Town of Chester. Monroe-Woodbury schools. Just minutes from train, bus, highways, and shopping. 5 miles from Village of Monroe. Updated kitchen and bathrooms. New roof (2020). Walk-in closets. Huge finished basement. Amenities include: granite counters, hardwood floors,

    David White Owner Entry.com

    46 Brookview Dr, Monroe, NY 10950
  • 69 High St, Chester, NY 10918

    $560,000 Sold May 02, 2025

    • 2,092 Sq Ft
    • $268/SF
    • 43 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2002

    69 High St, Chester, NY 10918

    This STUNNING Chester home with Chester Schools that sits on 1 acre of privacy is now available for you to call Home!! Enter into a spacious Living room with with plenty of natural window light and a wood burning fireplace. A formal dining room with modern light fixtures & sliders that lead to a back deck. An updated eat-in kitchen with NEW granite counters and island! NEW stainless steel

    Sandra Arnez Keller Williams Hudson Valley

    69 High St, Chester, NY 10918
  • 151 Kings Highway Bypass, Chester, NY 10918

    $1,450,000 Sold May 02, 2025

    • 5,638 Sq Ft
    • $257/SF
    • 327 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2022

    151 Kings Highway Bypass, Chester, NY 10918

    Nestled on a picturesque 14-acre lot overlooking Sugarloaf, the Adirondack timber frame home stood as a testament to impeccable craftsmanship and luxurious living. Every detail of this 4-bedroom, 5-bath retreat exuded elegance and comfort. The great room, with its soaring ceilings and grand stone fireplace, offered breathtaking views of the rolling landscape. No expense was spared in the gourmet

    John Olivero Keller Williams Realty

    151 Kings Highway Bypass, Chester, NY 10918
  • 16 Kerner Dr, Chester, NY 10918

    $405,000 Sold Apr 30, 2025

    • 1,222 Sq Ft
    • $331/SF
    • 35 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1962

    16 Kerner Dr, Chester, NY 10918

    This Kerner Drive classic home is now waiting for its next owner! With 3 bedrooms, this ranch home is brimming with potential and is close to shopping, schools, parks and major roadways. The main level boasts a comfortable layout, while the walk-out lower level provides the perfect opportunity to add extra living space or create a versatile retreat. Hidden beneath the carpeting, the hardwood

    Patricia Sassi RE/MAX Benchmark Realty Group

    16 Kerner Dr, Chester, NY 10918
  • 142 Laroe Rd, Chester, NY 10918

    $607,700 Sold Apr 29, 2025

    • 3,385 Sq Ft
    • $180/SF
    • 107 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1981

    142 Laroe Rd, Chester, NY 10918

    Welcome to a stunning retreat at 142 Laroe Rd, Chester, NY 10918—, offering a harmonious blend of elegance, space, and functionality. Covering a generous floor size of 3,385 square feet on an expansive lot of 69,696 square feet, this magnificent property promises spacious living, comfort, and captivating beauty both indoors and outdoors.This five-bedroom, three-bathroom masterpiece is designed to

    Peter Persaud HomeSmart Homes & Estates

    142 Laroe Rd, Chester, NY 10918
  • /5

    $41,500 Sold Apr 28, 2025

    • Land
    • 3.54 Acres
    • $11,723 per Acre
    • 27 Days On Market

    L34 Lane Rd, Chester, NY 12853

    Great location in the heart of the Southern Adirondacks! Build your dream home on this 3.5 acre parcel with a DRILLED WELL! A culvert has been added, and the pole was installed between the power company's poles. The area is cleared. It is close to Schroon Lake, Loon Lake & Minerva Town Beach. It is 10 minutes from Gore Mountain. The possibilities are endless! Don't miss out on this one!

    Julia Pucciarelli Gallo Realty ADK Inc

    L34 Lane Rd, Chester, NY 12853
  • 1213 Whispering Hills, Chester, NY 10918

    $270,000 Sold Apr 28, 2025

    • 1,084 Sq Ft
    • $249/SF
    • 94 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1984

    1213 Whispering Hills, Chester, NY 10918

    Great 2nd floor corner/end unit with an open floor plan including vaulted ceilings, a wood fireplace for those chilly nights and brand new carpeting to keep your feet warm in this 2nd floor unit. Formal dining room, deck for barbequing, full bathroom with glass tub doors and tile, new paint throughout entire unit. Master suite including walk-in closet and privacy door to the bathroom. Also

    Nicholas D'Aloisio Keller Williams Rlty Integrity

    1213 Whispering Hills, Chester, NY 10918
  • 137 Creamery Pond Rd, Chester, NY 10918

    $750,000 Sold Apr 25, 2025

    • 2,822 Sq Ft
    • $266/SF
    • 53 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    137 Creamery Pond Rd, Chester, NY 10918

    This stunning 4-bedroom, 2.5-bathroom home in Sugar Loaf, NY, offers 2822 sq. ft. of spacious living, nestled within the Warwick School District. The home features a grand fireplace in the great room, a chef’s kitchen, and a walk-out basement with office space. Enjoy breathtaking views of Creamery Pond from the property, creating a tranquil setting for both indoor and outdoor living. Perfectly

    John Stika Keller Williams Realty

    137 Creamery Pond Rd, Chester, NY 10918
  • 16 Fernglade Ct, Chester, NY 10918

    $550,000 Sold Apr 23, 2025

    • 3,327 Sq Ft
    • $165/SF
    • 12 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1973

    16 Fernglade Ct, Chester, NY 10918

    This is a must see home, bring some TLC, design skills and imagination! - This large home, complete with a full walkout basement, situated on 1.5 acres in a cul-de-sac offers so much potential. Two "Primary Bedrooms"! First floor - Large foyer with 2 story entry -primary bedroom w/walk-in closet and full bath, formal living room & dining room, open kitchen w/breakfast nook, guest bedroom, full

    Kim Chiapperino RE/MAX Benchmark Realty Group

    16 Fernglade Ct, Chester, NY 10918
  • 397 Bellvale Rd, Chester, NY 10918

    $475,000 Sold Apr 22, 2025

    • 1,452 Sq Ft
    • $327/SF
    • 45 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    397 Bellvale Rd, Chester, NY 10918

    ** FULLY AVAILABLE ** Discover your sanctuary in the highly coveted Warwick Valley School District! Nestled on nearly 2 breathtaking acres, this charming home offers the perfect blend of privacy and modern comfort. With stunning views of Sugar Loaf Mountain, you’ll feel surrounded by nature while enjoying the convenience of one-level living. Step inside to an inviting open floor plan, ideal for

    Juan Bautista Keller Williams Realty

    397 Bellvale Rd, Chester, NY 10918
  • 2 Grand View Terrace, Chester, NY 10918

    $749,900 Sold Apr 18, 2025

    • 3,480 Sq Ft
    • $215/SF
    • 29 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    2 Grand View Terrace, Chester, NY 10918

    ***Welcome Home to this great commuter location in the desirable Valley View subdivision*** The open floor plan seamlessly connects the living, dining, and kitchen areas, providing the ideal setting for gatherings and entertaining. Every room exudes charm and sophistication. Just moments from home you'll find easy access to transportation, ensuring a smooth commute to work or outings.

    Randolph Rogers eXp Realty

    2 Grand View Terrace, Chester, NY 10918

Showing Results 1 - 40, Page 1 of 5

Frequently Asked Questions

What is the average home price in Chester, NY?
Homes for sale in Chester, NY have an average home price of $583,634.
What is the average time to sell a house in Chester, NY?
The houses for sale in Chester, NY spend an average of 71 days on the market.
What is the number of active homes for sale in Chester, NY?
There are 31 active homes for sale in Chester, NY.
How many homes have sold over the last 12 months in Chester, NY?
145 homes have sold in Chester, NY over the last 12 months.

Home Trends in Chester, NY

Housing Trends

Median Sale Price
$505,000
Median Single Family Sale Price
$575,000
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$290,000
Median 1 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$261
Number of Homes for Sale
31
Last 12 months Home Sales
145
Months of Supply
2.60
Median List Price
$525,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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