Located in the heart of the Village of Chester, this beautifully updated home offers the rare combination of modern comfort, privacy, and convenience. Just steps from Chester Academy and the Heritage Trail, this property provides easy access to walking, biking, running, local events, and community amenities while offering the peaceful retreat of your own private acreage. Set on 4 private acres, this home is a nature lover’s dream. The expansive property offers the perfect balance of open space and natural beauty, providing endless opportunities for outdoor enjoyment, family
adventures, gardening, recreation, and creating your own private oasis. The large yard gives children plenty of room to play, explore, and connect with nature, while offering the space and flexibility for a hobby farm, gardens, chickens, outdoor activities, or other homesteading dreams. The entire home has been thoughtfully renovated within recent years, offering a fresh, updated feel
throughout. A new HVAC system provides added comfort, efficiency, and peace of mind.
The home also offers excellent future expansion potential with a full walk-out basement ready to be finished—perfect for a recreation room, guest suite, home gym, office, playroom, or media area.
A standout feature is the oversized garage, providing exceptional space for vehicles, storage, hobbies, a workshop, or additional workspace.
Step outside and enjoy the wrap-around back porch, the perfect place to relax, entertain, and take in the peaceful surroundings of your expansive yard. Whether enjoying morning coffee, hosting friends and family, or watching kids explore the outdoors, this space truly embraces the best of country-style living with village convenience.
Property Highlights
• Beautifully renovated home with modern updates
• Just steps from Chester Academy and the Heritage Trail
• Prime Village of Chester location close to schools, shops, and amenities
• 4 private acres with beautiful natural surroundings
• Perfect property for nature lovers and outdoor enthusiasts
• Large yard ideal for kids to play, explore, and create memories
• Endless possibilities for gardens, recreation, and hobby farming
• New HVAC system
• New roof
• Full walk-out basement with finishing potential
• Oversized garage with ample storage and workspace
• Wrap-around back porch overlooking the property
A rare opportunity to own a move-in ready home with land, updates, and endless possibilities—all in one of Chester’s most convenient locations. Whether you’re looking for space to grow, room for your family to explore, or the opportunity to create your own private retreat, 50 Hambletonian Ave offers the lifestyle you’ve been searching for.
- Heating System:
- Natural Gas
- Cooling System:
- Central Air
- Basement:
- Finished, Full, Walk-out Access
- View:
- Open, Trees/woods
- Fence:
- Back Yard
- Patio:
- Porch, Deck, Wrap Around, Covered
- Appliances:
- Dishwasher, Oven, Refrigerator, Microwave, Stainless Steel Appliance(s), Washer, Freezer, Disposal, Water Purifier Owned, Gas Water Heater, Gas Range, Gas Cooktop, Gas Oven
- Exterior Features:
- Mailbox, Lighting, Rain Gutters, Playground
- Fireplaces Total:
- 1
- Flooring:
- Hardwood, Tile
- Garage Spaces:
- 2
- Interior Features:
- Entrance Foyer, Open Kitchen, High Ceilings, Storage, Smart Thermostat, Walk-in Closet(s), Double Vanity, Soaking Tub, First Floor Bedroom, Marble Counters, Primary Bathroom, Ceiling Fan(s), First Floor Full Bath, Recessed Lighting
- Laundry Features:
- In Basement, Gas Dryer Hookup, Washer Hookup, Electric Dryer Hookup
- Lot Features:
- Wooded, Private, Paved, Secluded, Garden, Part Wooded, Near School, Back Yard, Front Yard, Split Possible
- Parking Features:
- Driveway, Garage, Private, Detached, Garage Door Opener, Oversized
- Sewer:
- Public Sewer
- Utilities:
- Water Available, Trash Collection Public, Natural Gas Connected, Cable Connected, Electricity Connected, Sewer Connected
- City:
- Chester Town
- State:
- NY
- Street:
- Hambletonian
- Street Number:
- 50
- Street Suffix:
- Avenue
- Postal Code:
- 10918
- Floor Number:
- 0
- Longitude:
- W75° 43' 22.8''
- Latitude:
- N41° 21' 54.5''
- Directions:
- From NY 17 N, take the Chester exit, drive through two traffic lights, left at the stop sign on to Main St. Drive 1 mile and veer left to High St. Drive 1/2 mile and take left onto Hambletonian Ave. Drive another 1/2 mile and right to 50 Hambletonian Ave.
- PostalCity:
- Chester
- Architectural Style:
- Raised Ranch
- Construction Materials:
- Vinyl Siding
- Elementary School:
- Chester Elementary School
- High School:
- Chester Academy-Middle/High School
- Agent MlsId:
- 166730
- MiddleOrJunior School:
- Chester Academy-Middle/High School
- PhotosCount:
- 13
- Special Listing Conditions:
- No
- Tax Annual Amount:
- $13,121
- Water Source:
- Well
- Office MlsId:
- DERK01
- Carport Spaces:
- 2
Residential - MLS# 1029645
50 Hambletonian Avenue, Chester Town, NY
- Property Type :
- Residential
- Property SubType :
- Single Family Residence
- Listing Type :
- For Rent
- Listing ID :
- 1029645
- Price :
- $619,900
- Rooms :
- 5
- Bedrooms :
- 3
- Bathrooms :
- 2
- Bathrooms Total :
- 2
- Square Footage :
- 1,583 Sqft
- Lot Area :
- 4 Acre
- Year Built :
- 2001
- Status :
- Active
- Listing Agent :
- Derek J. Greene
- Listing Office :
- Greene Realty Group














