16

Homes for Sale near Chester Academy - Middle/High School

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  • /39

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,898 Sq Ft

    25 High St, Chester, NY 10918

    25 High St in Chester, NY, is a Victorian gem rich with character and ready for your personal touch. Step inside to discover original wide-plank wood floors throughout and preserved under carpeting, offering timeless warmth and authenticity. The bright modern kitchen is ready for gatherings, while the spacious formal dining room sets the stage for memorable meals. Two large living rooms provide

    Agent Photo

    Alicia Goldman

    Christie's Int. Real Estate

    (845) 660-6701

    25 High St, Chester, NY 10918
  • /28

    $369,000

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

    4703 Whispering Hills Unit 320, Chester, NY 10918

    Rare end unit in Whispering Hills. 3 bedrooms, 2 1/2 bathroom in spectacular location in the highly sought after Chester School district. Updated kitchen with stainless steel appliances and sliders to private patio. Located close to major highway, NYC bus and shopping. Club house with gym, basketball and tennis courts, playgrounds and 2 inground pools. Attached 2 car garage. Low taxes!

    Agent Photo

    Erin Connolly

    Artisan Realty

    (845) 328-6250

    4703 Whispering Hills Unit 320, Chester, NY 10918
  • /40

    $769,000

    • 4 Beds
    • 2.5 Baths
    • 3,063 Sq Ft

    48 Brennan Ct, Chester, NY 10918

    Welcome to this stunning home nestled on 5 acres near the heart of Chester, NY. Tucked away for ultimate privacy, yet just minutes from shopping, dining, and major highways-it's the perfect blend of seclusion and convenience. Step inside this spacious 4-bedroom 3-bathroom retreat, designed for comfort and style. This open layout flows seamlessly with plenty of natural light pouring in through

    Claude Brischoux Keller Williams Realty

    48 Brennan Ct, Chester, NY 10918
  • /8

    $899,900

    • 4 Beds
    • 2.5 Baths
    • 2,603 Sq Ft

    32 Mountainside Dr, Chester, NY 10918

    A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This will truly be a lovely property with land, privacy and wonderful mountain views! This modern farm house cape features over 2,600 sq ft. and is completely CUSTOM and DELIVERED TURN-KEY ... build this home, or bring your own dream plans/ideas! This ONE LEVEL living

    Karen Gauvin Our House Real Estate Group

    32 Mountainside Dr, Chester, NY 10918
  • /34

    $789,000

    • 4 Beds
    • 3 Baths
    • 4,000 Sq Ft

    5 Allyson Ct, Goshen, NY 10924

    Welcome to this Magnificent Custom Colonial perfectly situated on a quiet cul-de-sac in the sought after historic Town of Goshen, NY. Boasting 4,000 sq. ft. of refined living space, this grand home offers timeless elegance. Step inside and be immediately captivated by the dramatic two-story foyer, setting a tone of sophistication and openness. Natural light pours in from every angle, guiding

    Carol Buchanan BHG Real Estate Green Team

    5 Allyson Ct, Goshen, NY 10924
  • /8

    $799,999

    • 4 Beds
    • 3 Baths
    • 1,867 Sq Ft

    34 Mountainside Dr, Chester, NY 10918

    ONE LEVEL LIVING/ EASY COMMUTE- with additional space upstairs and down! ... Don't miss this beautiful TURN-KEY Arts & Crafts-style FARMHOUSE TO BE BUILT! ..... COME AND FULLY CUSTOMIZE this 4-bdrm, 3 bath, 2,106+/- sq. ft home (including bonus room)! LARGE MAIN FLOOR PRIMARY BEDROOM with ENSUITE BATH & WALK-IN CLOSET plus A SECOND MAIN FLOOR BEDROOM (NURSERY, OFFICE, CRAFT ROOM ETC.).

    Karen Gauvin Our House Real Estate Group

    34 Mountainside Dr, Chester, NY 10918
  • /48

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,355 Sq Ft

    4309 Whispering Hills Dr, Chester, NY 10918

    Welcome to this beautifully updated end-unit condominium in the highly sought-after Whispering Hills community of Chester, NY. This 3-bedroom, 2.5-bath home greets you with gleaming new white marble floors on the main level, a bright and inviting living room with a cozy fireplace, and a well-appointed kitchen featuring new stainless steel appliances and bright with Natural light. Step outside to

    Sean Israelski Howard Hanna Rand Realty

    4309 Whispering Hills Dr, Chester, NY 10918
  • /23

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 1,357 Sq Ft

    70 Main St, Chester, NY 10918

    Discover the perfect blend of versatility and charm with this exceptional property. 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 extends your options with beautifully finished space that carries rustic character alongside modern updates. Whether you

    Kassandra Mott Keller Williams Hudson Valley

    70 Main St, Chester, NY 10918
  • /24

    $489,900

    • 4 Beds
    • 1.5 Baths
    • 1,570 Sq Ft

    22 Bridle Ln, Chester, NY 10918

    This well-maintained 4-bedroom raised ranch located in Surrey Meadows, is just a short walk to a town park and local schools. The home features an updated kitchen and bathrooms, a bright and functional layout, and 400 square feet of finished space in the basement with a family room, bedroom, storage and laundry area. Let’s not forget about the inviting sunroom—perfect for morning coffee,

    Jennifer Lucas Keller Williams Realty

    22 Bridle Ln, Chester, NY 10918
  • /41

    $449,000

    • 4 Beds
    • 1.5 Baths
    • 1,386 Sq Ft

    47 Greycourt Ave, Chester, NY 10918

    Classic farmhouse feel with contemporary updates on a generous 1.3-acre lot, with this home you get it all! This 3/4bedroom, 1.5-bath home combines classic warmth with modern comforts, including a kitchen featuring granite countertops, hardwood flooring and a spacious island perfect for prep and entertaining. along with a huge sunken living room with recessed lighting and a pellet stove to save

    Pedro Garcia Curasi Realty, Inc.

    47 Greycourt Ave, Chester, NY 10918
  • /50

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 3,955 Sq Ft

    90 Main St, Chester, NY 10918

    "The House on the Hill" Proudly offered for the first time in over 70 years. This expansive and character-rich home overlooks the heart of the village while offering nearly 10 acres of space, privacy, and endless potential. Set across three separate parcels totaling 9.68 acres, the property features a main house with approximately 4,000 sq ft, a charming 2-bedroom guest cottage, a large dairy

    STEVEN WROBEL JR. Serhant LLC

    90 Main St, Chester, NY 10918
  • /5

    $279,999

    • Land
    • 20.18 Acres
    • $13,875 per Acre

    32 Mountainside Dr, Chester, NY 10918

    A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This can truly be a mini-estate with near full privacy plus MOUNTAIN VIEWS!! FULLY ENGINEERED with NATURAL GAS, curb cuts! ... Log and Go to walk lot... Site map in photos. This is one of only two remaining lots. Some wet-lands on the property. Drive way is not

    Karen Gauvin Our House Real Estate Group

    32 Mountainside Dr, Chester, NY 10918
  • /8

    $225,900

    • Land
    • 1 Acre
    • $225,900 per Acre

    34 Mountainside Dr, Chester, NY 10918

    Lovely 1-Acre lot w/MOUNTAIN VIEWS & NATURAL GAS in a beautiful newly built SUB-DIVISION. Build out this nearly completely built lovely sub-division, curb-cuts, paved road sloping lot perfect for a WALK-OUT BASEMENT and DECKS FOR BEAUTIFUL VIEWS ... FULLY APPROVED LOT, ESTABLISHED NEIGHBORHOOD, VERY COMMUTABLE location! Close to the vibrant shopping, restaurants, nightlife, shows/events at

    Karen Gauvin Our House Real Estate Group

    34 Mountainside Dr, Chester, NY 10918
  • /4

    $350,000

    • Land
    • 5.4 Acres
    • $64,815 per Acre

    2 Virginia Ln, Goshen, NY 10924

    Town of Goshen 3 commercial lots with road frontage. Selling all 3 lots together. Most likely lot 2 is not buildable due to wetland constraints. Great location with easy build. There is no engineering available. Survey is old and not accurate. Very little infrastructure needed. See brochure in documents. Additional Information: SoilType:Unknown,

    Joe Distelburger Keller Williams Realty

    2 Virginia Ln, Goshen, NY 10924
  • /2

    $500,000

    • Land
    • 0.83 Acre
    • $603,355 per Acre

    0 Main St, Chester, NY 10918

    Open commercial lot directly behind the existing Cumberland Farms and just to the east of the former Brookside carwash. Good use may be for a parking lot for a building built on 42 Brookside.

    Claude Brischoux Keller Williams Realty

    0 Main St, Chester, NY 10918
  • /23

    $455,000

    • 3 Beds
    • 1 Bath
    • 1,561 Sq Ft

    33 Meadow Ave, Chester, NY 10918

    One floor living at it best! Walk out your front door, sit on your rocking chair front porch with your morning coffee & enjoy the mountain views! This 3 bedroom 1 bath ranch offers hardwood flooring throughout main living area & newly update kitchen and bath. Kitchen with plenty of cabinet & counter space.Entertain or BBQ on your private private deck. Plenty of parking in your 1 car garage. Walk

    Ernie Acampora River Realty Services, Inc.

    33 Meadow Ave, Chester, NY 10918
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