186

Recently Sold Chester, NY Homes

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  • 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
  • L34 Lane Rd, Chester, NY 12853
    L34 Lane Rd, Chester, NY 12853
    L34 Lane Rd, Chester, NY 12853
    /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
  • 2 Fields Ln, Chester, NY 10918

    $415,000 Sold Apr 08, 2025

    • 2,604 Sq Ft
    • $159/SF
    • 24 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    2 Fields Ln, Chester, NY 10918

    Privacy seekers!! Large 3-bedroom ranch with master suite, bright and sunny large living room with fireplace and bow window, hardwood floors and cutout to eat in kitchen. Formal dining room with sliders to rear deck. Large den could be addition sleeping area. Enormous laundry room on living level with lavatory and access to rear yard and walk out garage/basement. Basement adds well over 1000 sq

    Margaret Galatro ARC Realty 1 in Sales

    2 Fields Ln, Chester, NY 10918
  • 3815 Whispering Hills Dr, Chester, NY 10918

    $350,000 Sold Apr 07, 2025

    • 1,331 Sq Ft
    • $263/SF
    • 23 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    3815 Whispering Hills Dr, Chester, NY 10918

    Discover your new haven at this charming 3-bedroom, 2.5-bathroom condo nestled in the vibrant community of Chester, NY. Perfect for those looking to infuse a home with their personal style, this residence offers fantastic potential to make it your own. Let your imagination take the reins and transform this spacious abode into your dream home!The condo is thoughtfully designed with ample

    Frank Golio Howard Hanna Rand Realty

    3815 Whispering Hills Dr, Chester, NY 10918
  • 31 Darin Rd, Warwick, NY 10990

    $420,000 Sold Apr 07, 2025

    • 2,067 Sq Ft
    • $203/SF
    • 24 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    31 Darin Rd, Warwick, NY 10990

    Welcome to your new home in Kings Estates! This end unit townhouse has everything you could want in a home. The entire home was just fully renovated top to bottom! This includes a brand new kitchen (Cabinets, granite countertops, stainless steel appliances, and more), new bathrooms, new floors throughout, new lighting, fresh paint, and much more! The home also has a new fully finished basement

    Devon King HomeSmart Homes & Estates

    31 Darin Rd, Warwick, NY 10990
  • 152 Gibson Hill Rd, Chester, NY 10918

    $782,000 Sold Apr 03, 2025

    • 3,176 Sq Ft
    • $246/SF
    • 230 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1997

    152 Gibson Hill Rd, Chester, NY 10918

    Set back from the road, nestled behind mature native and ornamental trees sits this stately colonial. High ceilings, big windows, and crown molding grace every room of the main floor. Oversized family room with fireplace, wide plank floors and a wall of windows opens up to the custom eat in kitchen with access to the back deck and yard with paver patio. Kitchen offers large island with

    Kimberly Corkum Keller Williams Realty

    152 Gibson Hill Rd, Chester, NY 10918
  • 3111 Whispering Hills Dr, Chester, NY 10918

    $339,000 Sold Apr 01, 2025

    • 1,316 Sq Ft
    • $258/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    3111 Whispering Hills Dr, Chester, NY 10918

    Lovely three-bedroom, two-bath, townhouse with attached one car garage in the sought-after Whispering Hills Community of Chester. This second floor end unit has an inviting woodburning fireplace & vaulted ceiling. The sliding door off the living rm leads to a private deck. The pretty navy & light blue kitchen is adjacent to the dining area & includes granite countertops, black appliances &

    Annmarie Kovacs Howard Hanna Rand Realty

    3111 Whispering Hills Dr, Chester, NY 10918
  • 76 Restdale Rd, Chester, NY 10918

    $715,000 Sold Apr 01, 2025

    • 2,838 Sq Ft
    • $252/SF
    • 20 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1997

    76 Restdale Rd, Chester, NY 10918

    Welcome to 76 Restdale Road, an exquisitely updated 4-bedroom, 2.5-bath home nestled on 1.4 private acres in the highly desirable town of Chester, NY. Located within the award-winning Warwick Valley Central School District, this property offers an ideal combination of modern amenities and serene country living.As you approach the home, you're greeted by a charming wrap-around front porch,

    Philip Szumlaski Keller Williams Realty

    76 Restdale Rd, Chester, NY 10918
  • 3 Sunset Ridge Rd, Monroe, NY 10950

    $701,000 Sold Apr 01, 2025

    • 3,524 Sq Ft
    • $199/SF
    • 94 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1996

    3 Sunset Ridge Rd, Monroe, NY 10950

    Tucked away in a quiet country setting on a private 5+ acre lot is 3 Sunset Ridge Rd! It's a gorgeous colonial home complemented by a lovely front porch and an expansive rear deck with a long driveway and plenty of guest parking for those who love to entertain. Stepping inside, the interior is adorned with charming details such as hardwood flooring. There are two fireplaces: one connected to the

    Nicholas Cuomo Keller Williams Realty

    3 Sunset Ridge Rd, Monroe, NY 10950
  • 101 Mountain Laurel Dr Unit 1A, Monroe, NY 10950

    $285,000 Sold Mar 31, 2025

    • 1,344 Sq Ft
    • $212/SF
    • 57 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1979

    101 Mountain Laurel Dr Unit 1A, Monroe, NY 10950

    Ideal as a starter home or if you are downsizing. This spacious and bright townhouse, located in Windridge Mews offers breathtaking mountain and water views. The living/dining room opens up to a private patio where you can enjoy cool summer evenings while looking out over the pond. Efficient style and inviting warmth in the well-organized kitchen with stainless steel appliances, granite

    Donna Gennaro Howard Hanna Rand Realty

    101 Mountain Laurel Dr Unit 1A, Monroe, NY 10950
  • 2607 Whispering Hills, Chester, NY 10918

    $325,000 Sold Mar 25, 2025

    • 1,086 Sq Ft
    • $299/SF
    • 44 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1984

    2607 Whispering Hills, Chester, NY 10918

    WHISPERING HILLS! LOW TAXES! Cul-de-sac Location! 2 Bedrooms! 1 1 /2 Bathrooms! 2 Car Garage! Master Bedroom with Large Walk in Closet & Cathedral Ceiling! Kitchen with Granite Counter Tops! Living Room with Fireplace! Dining Room! Freshly Painted! Central Air! Patio! Perfect Commuter Location! Walk to NYC Bus & Shopping! Close to Major Highways! Country Club Living! Pools! Clubhouses! Tennis!

    Amanda Dnistrian ARC Realty 1 in Sales

    2607 Whispering Hills, Chester, NY 10918
  • 14 Mari Rd, Chester, NY 10918

    $460,000 Sold Mar 24, 2025

    • 1,926 Sq Ft
    • $239/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1970

    14 Mari Rd, Chester, NY 10918

    Welcome to this beautiful raised ranch that has been lovingly maintained and is ready for its new owners! This home offers 3 bedrooms and 1.5 bathrooms. The living room/dining room offers lots of natural light with vaulted exposed beam ceilings that lead out to a two-tier deck! Nestled in the highly desirable Warwick School District, this home has not been on the market in decades, offering a

    Martha Randazzo Howard Hanna Rand Realty

    14 Mari Rd, Chester, NY 10918
  • 21 Angle Dr, Chester, NY 10918

    $350,000 Sold Mar 24, 2025

    • 2,953 Sq Ft
    • $119/SF
    • 267 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1991

    21 Angle Dr, Chester, NY 10918

    Design your dream home! This property features a gorgeous 2 story home with plenty of opportunity. The stunning landscaping and spacious backyard invites you to spend some time outside. Slide into the pool or enjoy the cozy jacuzzi with family and friends. Enjoy the great weather in the house too. Bask in the sun filled sunroom to get the best of both worlds. Customize the interior of the house

    Avi Samet Avion

    21 Angle Dr, Chester, NY 10918
  • 2910 Whispering Hills, Chester, NY 10918

    $355,000 Sold Mar 22, 2025

    • 1,331 Sq Ft
    • $267/SF
    • 48 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    2910 Whispering Hills, Chester, NY 10918

    OPEN HOUSE - SUNDAY - NOV. 17th - 12PM-1:30PM. (Due to system issues, open houses are not going to the public websites). Spacious End Unit Duplex Townhouse featuring 3 Bedrooms, 2.5 Bathrooms and oversized 2 car garage. The 1st floor layout includes a large living room with fireplace and dining area, adjacent to the kitchen and a half bathroom. The kitchen, complete with sliding door, opens to a

    Nancy Gloss-Nolan eXp Realty

    2910 Whispering Hills, Chester, NY 10918
  • 221 Oxford Rd, Chester, NY 10918

    $900,000 Sold Mar 20, 2025

    • 4,644 Sq Ft
    • $194/SF
    • 132 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2000

    221 Oxford Rd, Chester, NY 10918

    Welcome to this immaculate, custom built colonial within the Monroe Woodbury School District. This stunning home boasts 4 bedrooms, 3.5 bathrooms, and an impressive 4,600+ square feet of living space. Step inside and be greeted by the welcoming 2 story entry with gleaming hardwood floors and custom mouldings throughout. Spacious open floor plan with oversized kitchen with breakfast area, living

    Donna Brunell RE/MAX Benchmark Realty Group

    221 Oxford Rd, Chester, NY 10918
  • 18 Academy Ave, Chester, NY 10918

    $420,000 Sold Mar 14, 2025

    • 1,371 Sq Ft
    • $306/SF
    • 52 Days On Market
    • Built 1900

    18 Academy Ave, Chester, NY 10918

    Welcome to 18 Academy Ave., a rare gem in the heart of the village, offered for sale for the first time in over 40 years. Built in 1900, this historic two-family home exudes character and charm, offering a unique opportunity for both homeowners and investors.The upstairs unit features a thoughtfully renovated open kitchen with stunning quartz countertops and a cozy fireplace that

    Jason Dillon eXp Realty

    18 Academy Ave, Chester, NY 10918
  • 16 Heritage Ln, Chester, NY 12817
    16 Heritage Ln, Chester, NY 12817
    16 Heritage Ln, Chester, NY 12817
    /51

    $810,000 Sold Mar 11, 2025

    • 5,000 Sq Ft
    • $162/SF
    • 25 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2006

    16 Heritage Ln, Chester, NY 12817

    Nestled in the heart of the Adirondack Mountains, 16 Heritage Lane is a hidden gem offering tranquility, comfort, and rustic elegance. This stunning property includes vaulted ceilings, 3 fireplaces, 5 bedrooms, 3 of which have en suite bathrooms, gourmet kitchen, and large living spaces. There is a finished basement with a walkout to a private patio one of the many outdoor relaxation spaces.

    Catherine Delf KW Platform

    16 Heritage Ln, Chester, NY 12817
  • 78 Panther Mtn Rd, Chester, NY 12817
    78 Panther Mtn Rd, Chester, NY 12817
    78 Panther Mtn Rd, Chester, NY 12817
    /33

    $255,000 Sold Mar 03, 2025

    • 876 Sq Ft
    • $291/SF
    • 68 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    78 Panther Mtn Rd, Chester, NY 12817

    Welcome to Grandma's house! Hilltop 1961 ranch with sprawling front lawn that's been in the same family since it was built (and for good reason)! 2/3bd & 1 bath w/ full basement. Two parcels total with detached garage & carport. Horseshoe driveway. Hardwood floors, generac generator, great natural sunlight & convenient location within walking distance to town!

    Angie Mead Gallo Realty ADK Inc

    78 Panther Mtn Rd, Chester, NY 12817
  • 9 Laroc Rd, Chester, NY 10918

    $565,000 Sold Feb 27, 2025

    • 1,810 Sq Ft
    • $312/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1973

    9 Laroc Rd, Chester, NY 10918

    FULLY RENOVATED ~ MODERN HOME WITH LOTS OF UPGRADES!!Prepare to be enchanted by this magnificent Laroc property! No luxury has been spared in this fully renovated, modern bi-level-style residence, boasting over 1800 sqft of pure opulence. As you step through the grand foyer, you are welcomed into a lavish dining room with vaulted ceilings, light tiled floors, and a charming fireplace,

    Nathen Singer MK Realty Inc

    9 Laroc Rd, Chester, NY 10918
  • 27 Darin Rd, Warwick, NY 10990

    $305,000 Sold Feb 24, 2025

    • 1,276 Sq Ft
    • $239/SF
    • 28 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1987

    27 Darin Rd, Warwick, NY 10990

    Welcome to 27 Darin Rd. Located in King Estates in Warwick, NY. Step inside and be greeted by cathedral ceilings that create an airy open spacious atmosphere while Sunkissed skylights bathe the interior with natural light. This 2 bedroom,3 Bath townhome has vaulted ceilings, wood-burning fireplace, skylights, a loft perfect for home office space and full partially finished walkout basement. The

    Lauren Donati Homes By Yara Realty Group LLC

    27 Darin Rd, Warwick, NY 10990
  • 204 Farmingdale Rd, Chester, NY 10918

    $581,000 Sold Feb 19, 2025

    • 2,067 Sq Ft
    • $281/SF
    • 154 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1947

    204 Farmingdale Rd, Chester, NY 10918

    Situated on the south end of Tomahawk Lake, this home is less than 1.5 hours to Manhattan and has private lake frontage and direct access to launch your kayak. This 2 bedroom, 2 full bathroom home and lake property is the quintessential weekend home. It is quiet and private. Enjoy the spectacular lake views from inside the home! The interior space has an open-concept and vaulted ceilings, a

    Andrew Centrone Century 21 Alliance Rlty Group

    204 Farmingdale Rd, Chester, NY 10918
  • 14 Twin Brooks Dr, Chester, NY 10918

    $475,000 Sold Feb 18, 2025

    • 1,692 Sq Ft
    • $281/SF
    • 50 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1968

    14 Twin Brooks Dr, Chester, NY 10918

    Gorgeous setting! One owner since the beginning! Well cared-for in a wonderful location. This peaceful and serine home has been lived-in, loved and maintained by the same family since the year it was built. The house is solid and well-built with a traditional, modest colonial floor plan. Beautiful hardwood floors throughout, fireplace, large windows, spacious rooms and more. 4 bedrooms and one

    Layla Rose Boyles Century 21 Realty Center

    14 Twin Brooks Dr, Chester, NY 10918
  • 1003 Whispering Hills, Chester, NY 10918

    $369,900 Sold Feb 18, 2025

    • 1,331 Sq Ft
    • $278/SF
    • 48 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    1003 Whispering Hills, Chester, NY 10918

    Welcome to this beautiful corner unit townhome located in the highly sought-after Whispering Hills community in Chester, NY. Nestled in the serene neighborhood this beautifully maintained home offers the perfect blend of comfort convenience & community living. Enjoy the suburban charm of Chester with easy access to major highways making it perfect for commuters. Enjoy a host of amenities inc.

    Tristen Sierra Real Broker NY LLC

    1003 Whispering Hills, Chester, NY 10918
  • 6 Silvertail Rd, Chester, NY 10918

    $1,247,500 Sold Feb 14, 2025

    • 5,127 Sq Ft
    • $243/SF
    • 304 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1794

    6 Silvertail Rd, Chester, NY 10918

    Turn-Key Home.... completely updated yet incomparable to any new construction. Current owners took this beauty and did everything that brings it up to the 21st century and better. This brick masterpiece is sited perfectly with sweeping views yet very private. The home is perfectly proportioned. The history of this treasured home along with the connection to one of the most famous breeding horses

    MaryBeth O'Hara Ellis Sotheby's Intl Realty

    6 Silvertail Rd, Chester, NY 10918
  • 220 Glenmere Rd, Chester, NY 10918

    $490,900 Sold Feb 13, 2025

    • 1,268 Sq Ft
    • $387/SF
    • 159 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1972

    220 Glenmere Rd, Chester, NY 10918

    You’re going to love the quiet living in this lovely home! It will give you peace of mind, with all new features! New blue siding makes it the most striking home in the neighborhood+ new roof! Stamped concrete walkway & new entry lead you in. Gorgeous kitchen has quartz counters, stylish cabinets, modern lighting, new appliances, pantry and an island with a breakfast bar! The open floor design

    Kathy Dawson Howard Hanna Rand Realty

    220 Glenmere Rd, Chester, NY 10918
  • 19 Mount Ridge Ct, Monroe, NY 10950

    $602,000 Sold Feb 13, 2025

    • 2,698 Sq Ft
    • $223/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    19 Mount Ridge Ct, Monroe, NY 10950

    Welcome to 19 Mount Ridge Ct., this 4-bedroom, 2.5-bath colonial with a 1.1 acre lot sits on a serene cul-de-sac in the Monroe-Woodbury School District. This spacious residence boasts high ceilings, gleaming hardwood floors, and a cozy, working fireplace. The well-designed kitchen features an island, perfect for gatherings, while the first-floor master bedroom offers convenient main-level living.

    Christian Baez Keller Williams Hudson Valley

    19 Mount Ridge Ct, Monroe, NY 10950
  • 6 Railroad Ave, Chester, NY 10918

    $567,000 Sold Feb 12, 2025

    • 2,922 Sq Ft
    • $194/SF
    • 63 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1850

    6 Railroad Ave, Chester, NY 10918

    BEAUTIFUL DUPLEX!! Very Well Maintained! Two Units! First Floor Unit has 2 Bedrooms and ! 1/2 Bathrooms! Eat In Kitchen with Granite Counter Tops, Breakfast Nook and Stainless Appliances! Gleaming Hard Wood Floors! Fireplace! Formal Dining Room! Master Bedroom!Beautiful Sun Room! Second Floor Unit is 2 Bedrooms and One Full Bathroom! Master Bedroom Suite with Extra Space for Endless

    Amanda Dnistrian ARC Realty 1 in Sales

    6 Railroad Ave, Chester, NY 10918
  • 3 Seely Rd, Chester, NY 10918

    $520,000 Sold Feb 06, 2025

    • 2,208 Sq Ft
    • $236/SF
    • 169 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1988

    3 Seely Rd, Chester, NY 10918

    PERFECT FOR MULTI-GENERATIONAL LIVING! Monroe-Woodbury School District. Retreat to your own private sanctuary in this Raised Ranch home. Greeted by a sweeping lawn, expansive driveway, and nestled on a large, level lot with a partially wooded backyard, privacy and serenity abound. The heart of this home is its beautifully remodeled, sun-filled kitchen, boasting granite countertops, recessed

    Christina Rowan Howard Hanna Rand Realty

    3 Seely Rd, Chester, NY 10918
  • L26 Marina Rd Unit Subdivision Lot 3, Chester, NY 12817
    L26 Marina Rd Unit Subdivision Lot 3, Chester, NY 12817
    L26 Marina Rd Unit Subdivision Lot 3, Chester, NY 12817
    /3

    $58,450 Sold Feb 06, 2025

    • Land
    • 0.89 Acre
    • $65,674 per Acre
    • 16 Days On Market

    L26 Marina Rd Unit Subdivision Lot 3, Chester, NY 12817

    This Lot has Beach Rights to two HOA beaches shown on attached map. Presently beach has space for non-motorized craft only.

    John Palermo John R. Palermo

    L26 Marina Rd Unit Subdivision Lot 3, Chester, NY 12817
  • 14 Country Woods Dr, Chester, NY 10918

    $720,000 Sold Feb 05, 2025

    • 3,955 Sq Ft
    • $182/SF
    • 62 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2002

    14 Country Woods Dr, Chester, NY 10918

    Ambiance surrounds you wherever you are in this wonderful home designed for living and entertaining. The two story center entry hall provides access to the entire home without undue traffic through other rooms. There are formal and informal areas throughout the first floor and tons of windows flooding the space with natural light. Serenity is the mood in the formal dining room. The large living

    Donna Gennaro Howard Hanna Rand Realty

    14 Country Woods Dr, Chester, NY 10918
  • 7 Juniper Ln, Monroe, NY 10950

    $515,000 Sold Jan 30, 2025

    • 2,200 Sq Ft
    • $234/SF
    • 49 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1972

    7 Juniper Ln, Monroe, NY 10950

    Discover the perfect blend of comfort and convenience at 7 Juniper Lane. This spacious 5-bedroom raised ranch offers the ideal living space on a quarter of an acre. Thoughtfully designed, the layout features three bedrooms and a full bathroom upstairs, providing a private retreat for residents. Downstairs, you'll find two additional bedrooms, a full bathroom, and a second living area, offering

    7 Juniper Ln, Monroe, NY 10950
  • 1807 Whispering Hills, Chester, NY 10918

    $285,000 Sold Jan 30, 2025

    • 1,086 Sq Ft
    • $262/SF
    • 91 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1984

    1807 Whispering Hills, Chester, NY 10918

    Welcome to 1807 Whispering Hills, Chester – Your Dream Home Awaits!This 2 bedroom 1.5 bathroom townhome is located in the sought-after Whispering Hills community. Updates include: kitchen with stainless steel appliances, bathroom, hardwood floors throughout, washer/dryer, and new garage door (July 2024) with one-year warranty. Patio furniture included. HOA fee includes trash collection, lawn

    Amanda Rivera Keller Williams Realty

    1807 Whispering Hills, Chester, NY 10918

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New York Chester

Recently Sold Real Estate & Homes 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 $562,480.
What is the average time to sell a house in Chester, NY?
The houses for sale in Chester, NY spend an average of 68 days on the market.
What is the number of active homes for sale in Chester, NY?
There are 18 active homes for sale in Chester, NY.
How many homes have sold over the last 12 months in Chester, NY?
138 homes have sold in Chester, NY over the last 12 months.
Learn more about living in Chester

Home Trends in Chester, NY

On average, homes in Chester, NY sell after 68 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 $522,350, up 5% 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
$315,000
Median 2 Bedroom Price
$287,000
Median 1 Bedroom Price
$185,000
Average Price Per Sq Ft
$259
Number of Homes for Sale
18
Last 12 months Home Sales
138
Months of Supply
1.60
Median List Price
$519,450
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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