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Land with Home for Sale in Montgomery, New York

560 Winding Hill Rd, Montgomery, NY 12549

$649,999
15 acres
pending
Under contract

Welcome to 560 Winding Hill Road, a 4-bedroom, 2.5-bath Colonial set on 15 private acres in the desirable Pine Bush School District. This home offers the perfect combination of comfort, functionality, and outdoor enjoyment for everyday living.

A welcoming front porch opens into a bright and spacious interior featuring hardwood floors throughout much of the main level. The living room, anchored by a wood-burning fireplace, creates a warm and inviting gathering space, while the formal dining room is ideal for dinners and celebrations. The naturally sunlit eat-in kitchen offers stainless steel appliances, tile flooring, and plenty of space for daily meals. Upstairs, the oversized primary suite provides a true retreat with a walk-in closet, jacuzzi tub, and separate shower.

Practical features include a 2-car garage, full unfinished basement with endless storage potential, and generator hook-up for peace of mind. Outdoors, the property invites year-round enjoyment--host summer barbecues on the back deck, gather around the firepit on crisp fall evenings, or take advantage of private trails that wind through your very own 15 acres.

All this is just minutes from local parks, restaurants, shopping, fitness centers, and commuter routes--making it easy to balance country living with modern convenience. 560 Winding Hill Road is more than a home; it's a place to grow, relax, and enjoy every season.

2,644
Sq feet
4
Beds
2
Full baths
1
1/2 bath
2002
Built

Location

Street address
560 Winding Hill Rd
School district
Pine Bush
Elevation
492 feet
Coordinates
41.5506, -74.2915

Property details

Acreage
15 acres
MLS #
MLSLI 907550
Posted

Property taxes

2025
$14,113

Parcels

  • 332600-017-000-0001-057.700-0000

Details and features

Listing

Type
Residential
Subtype
Single Family Residence
Franchise
Keller Williams Realty

Exterior

Parking
Garage

Structure

Style
Colonial
Heating
Fireplace(s), Oil
Cooling
Central Air
Materials
Vinyl Siding

Interior

Room Count
10
Rooms
Basement, Bathroom x 3, Bedroom x 4, Dining Room, Family Room, Kitchen, Laundry, Living Room
Flooring
Hardwood, Tile, Vinyl
Appliances
Dishwasher, Microwave, Refrigerator, Washer
Features
Eat-In Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Storage, Walk-In Closet(s), Washer/Dryer Hookup

Nearby schools

NameLevelDistrictDescription
E J Russell Elementary SchoolElementaryPine Bush
Crispell Middle SchoolMiddlePine Bush
Pine Bush Senior High SchoolHighPine Bush

Listing history

DateEventPriceChangeSource
Oct 11, 2025Under contract$649,999MLSLI
Oct 5, 2025Listing removed$649,999Listing agent
Sept 23, 2025New listing$649,999MLSLI
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This 15-acre property is located at 560 Winding Hill Rd in Montgomery, NY 12549. The property is pending sale. It has a 2,644 sq ft 4 bedroom, 2 bath house built in 2002.

Checked 21 mins ago — Updated

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