163 Hapeman Hill Road, Red Hook, NY 12571

$2,500,000

Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a… Read More commercial-sized detached garage, a heated in-ground pool, pool pavilion, and multiple outdoor living spaces designed for both quiet enjoyment and memorable gatherings. The 4,900+ square foot main residence is rich in detail and thoughtful design. A gracious entry foyer welcomes you into formal living and dining rooms, while the expansive open-concept family room, with its inviting fireplace, creates a warm and natural gathering place. The gourmet kitchen, appointed with granite countertops and stainless-steel appliances, is both functional and refined. A charming breakfast nook overlooks a spacious deck and the beautifully landscaped pool complex, offering a serene backdrop for everyday living. The first-floor primary suite is a private sanctuary, with tray ceiling, custom closets, a spa-like bath with soaking tub and separate shower, and private access from the bedroom to the rear deck. A formal dining room with winscot, crown molding and hardwood floors, a well-placed laundry room, powder room, and secondary staircase leading to the heated three-car garage complete the main level. Upstairs, three generously sized bedrooms and three full baths are complemented by a comfortable sitting nook and a dedicated home office, perfectly suited for remote work or creative pursuits. The fully finished walk-out lower level expands the home’s versatility, offering a second full kitchen, fitness area, home theater with seating for nine, and a full bath, along with ample storage and dedicated mechanical spaces. The detached 36' x 32' heated garage offers exceptional flexibility, complete with a second-floor office and full bath, ideal for workspace, hobbies, or additional storage. Attached, the beautifully designed two-story guest house provides a fully self-sufficient living experience, featuring a private entrance, covered stone patio, full kitchen, living room with a striking stone fireplace, laundry, and two and a half baths. With its own garden and dedicated parking, this space presents an outstanding opportunity for extended living or supplemental income (Airbnb approval was never used, but can be renewed). Outdoors, the property truly shines. The backyard is a private oasis centered around a 38' x 30' heated in-ground pool, framed by custom stonework, walkways, and mature plantings. The pool house, both heated and air-conditioned, includes a changing room and a well-appointed bath. A striking covered cabana/gazebo features built-in seating and a full outdoor kitchen, complete with gas grill, refrigerator, microwave, and sink ... creating an effortless setting for summer entertaining. Additional features enhance both charm and functionality, including a small vegetable/herb garden, a gas fire pit, invisible fencing, and a custom-built kennel or chicken coop. A second gated driveway, discreetly positioned behind a stacked-stone retaining wall, provides convenient access for RV, boat, or guest parking. Extensive upgrades include 9-foot and vaulted ceilings, radiant floor heating on levels 1 and 2 (including the attached garage), Marvin Integrity windows, a high-efficiency Viessmann boiler, crown molding, LED recessed lighting, and spray foam insulation—ensuring comfort and energy efficiency year-round. Ideally located just minutes from the Taconic Parkway, Rhinebeck, and Red Hook, as well as area golf courses, wineries, spas, and fine dining, this one-of-a-kind property offers a seamless balance of seclusion and accessibility. Situated within the Red Hook Central School District. Read Less

Listing Courtesy of BHHS Hudson Valley Properties.

Listing Snapshot

Days Online

Last Updated

Apr 24, 2026

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

4,960

Year Built

2013

Property Tax

$21,822

MLS Number

988928

30 Days Snapshot Of 12571

$864k

+13%

(avg) sold price

+28%

homes sold

186

+31%

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: "Dishwasher", "Dryer", "Electric Oven", "Electric Water Heater", "Exhaust Fan", "Gas Cooktop", "Microwave", "Oven", "Refrigerator", "Stainless Steel Appliance(s)", "Tankless Water Heater", "Washer", "Water Softener Owned"

Basement

Description: "Finished", "Full", "Storage Space", "Walk-Out Access"

Building

Area: 4960, Architecture: "Colonial", "Contemporary", Construction Materials: "Foam Insulation", "Frame", "HardiPlank Type", Levels: "Two", Year Built: 2013

Cooling

Details: "Central Air", "Zoned"

Exterior Features

Patio Features: "Deck", "Patio"

Fireplaces

Total Fireplaces: 2

Floors

Flooring: "Ceramic Tile", "Wood"

Garage

Garage Spaces: 5

Heating

Heating: "Hot Water", "Propane", "Radiant", "Radiant Floor"

Laundry

Description: "Electric Dryer Hookup", "Laundry Room", "Washer Hookup"

Lot

Features: "Back Yard", "Front Yard", "Landscaped", "Near Golf Course", "Near Shops", "Private", Acres: 3.15

Parking

Carport Spaces: 1

Property

Description: "Pool Equip/Cover"

Pool

Features: "Fenced", "In Ground", "Pool Cover", Private Pool

Utilities

Sewer: "Septic Tank", Water Source: "Well", "Private", Utilities: "Cable Connected", "Electricity Connected", "Phone Connected", "Propane", "Trash Collection Private", "Underground Utilities", "Water Connected"

Find The Perfect Home

'VIP' Listing Search

Whenever a listing hits the market that matches your criteria you will be immediately notified.

Join The List

Mortgage Calculator

Selling price

Down payment

Term (years)

Interest rate (%)

Monthly Payment

163 Hapeman Hill Road

'VIP' Listing Search

Schools In The Area

Similar Listings

Find My Dream Home

1. Neighborhoods

2. Home Type

3. Send