Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
Listing photo for 163 Hapeman Hill Road, Red Hook, NY
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163 Hapeman Hill Road,

Red Hook, NY

$2,500,000

4 Beds
5 Baths
4,960 Sqft
3.15 Acres
5 Garages

Nestled in the heart of the Hudson Valley, this striking custom-built compound offers a rare combination of luxury, privacy, and serenity. Set on 3.15 acres of beautifully landscaped grounds, the estate includes a main residence, a legal accessory apartment/guest house, a commercial-sized detached garage, an in-ground heated pool, a pool pavilion, and multiple outdoor living spaces—all thoughtfully designed for relaxation, entertaining, and comfort. The 4,900+ sq ft main house is a showcase of design and craftsmanship, featuring a grand entry foyer, formal living and dining rooms, and an expansive open-concept family room with a cozy fireplace. The gourmet kitchen, outfitted with granite counters and stainless-steel appliances, is perfect for culinary enthusiasts. A charming breakfast nook offers scenic views and opens to a deck ideal for al fresco dining. The luxurious first-floor primary suite boasts vaulted ceilings, custom closets, a spa-like bath with soaking tub and separate shower, and private access to the deck. A laundry room, half bath, and a convenient back staircase to the heated 3-car garage complete the main level. Upstairs, you’ll find three spacious bedrooms and two full baths, plus a welcoming sitting nook and a professional home office—ideal for remote work or creative pursuits. The fully finished, walk-out lower level is an entertainer’s dream, complete with a second full kitchen, gym, home theater with seating for nine, and a full bath. This level also offers ample storage and dedicated mechanical rooms for added convenience. The separate 36'x32' heated garage features a second-floor office and full bath, providing flexible space for vehicles, storage, or a private workspace. Attached is a beautifully appointed two-story guest house with its own private entrance, covered stone patio, fireplace, full kitchen, living room, laundry, and two bathrooms. This self-contained space is perfect for extended family, a caretaker, or short-term rental income. It includes a private garden, dedicated parking, and was recently approved for Airbnb-style rentals—providing a valuable opportunity to offset taxes or maintenance costs. The backyard feels like a private oasis, centered around a 38'x30' heated in-ground pool with a custom stone border, walkways, and ornamental plantings. The heated and air-conditioned pool house includes a changing room and luxury bath with shower. A striking covered cabana/gazebo features custom bench seating and a full outdoor kitchen with gas grill, refrigerator, microwave, and sink—perfect for entertaining on warm Hudson Valley evenings. Additional features include a charming vegetable and herb garden, a cozy stone fire pit, invisible fencing, and a custom-built kennel or chicken coop—both practical and picturesque. For RV, boat, or overflow parking, a second gated driveway is discreetly tucked behind a stacked-stone retaining wall. Thoughtfully upgraded with 9-foot and vaulted ceilings, radiant floor heating throughout (including the attached garage), Marvin Integrity windows, Viessmann high-efficiency boiler (95% efficiency rating), crown molding throughout, LED recessed lighting, and spray foam insulation, this home balances comfort with energy efficiency. Conveniently located just minutes from the Taconic Parkway, Rhinebeck (10 min), Red Hook (5 min), golf courses, wineries, spas, and fine dining, this one-of-a-kind property offers the perfect blend of seclusion, sophistication, and accessibility. Located in the Red Hook Central School District.

Facts & Features
MLS® # 864055
Price $2,500,000
Bedrooms 4
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 4,960
Acres 3.15
Year Built 2013
Type Residential
Sub-Type Single Family Residence
Style Colonial, Contemporary
Status Active
MLS hgmls
Community Information
Address 163 Hapeman Hill Road
City Red Hook
County Dutchess
State NY
Zip Code 12571
Amenities
Utilities Cable Connected, Electricity Connected, Phone Connected, Propane, Trash Collection Private, Underground Utilities, Water Connected
Parking Attached, Detached, Driveway, Garage, Garage Door Opener, Heated Garage, Oversized
# of Garages 5
Is Waterfront No
Has Pool Yes
Pool Fenced, In Ground, Pool Cover
Interior
Interior Ceramic Tile, Wood
Interior Features First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Built-in Features, Ceiling Fan(s), Crown Molding, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, In-Law Floorplan, Primary Bathroom, Master Downstairs, Open Kitchen, Pantry, Recessed Lighting, Smart Thermostat, Soaking Tub, Sound System, Storage, Tray Ceiling(s), Walk-In Closet(s), Washer/Dryer Hookup, Wired for Sound
Appliances 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
Heating Hot Water, Propane, Radiant, Radiant Floor
Cooling Central Air, Zoned
Has Basement Yes
Basement Finished, Full, Storage Space, Walk-Out Access
Fireplace Yes
# of Fireplaces 2
Fireplaces Gas, Living Room
Exterior
Lot Description Back Yard, Front Yard, Landscaped, Near Golf Course, Near Shops, Private
Construction Foam Insulation, Frame, HardiPlank Type
School Information
District Red Hook
Elementary Mill Road-Primary Grades
Middle Linden Avenue Middle School
High Red Hook Senior High School
Additional Information
Date Listed May 22nd, 2025
Days on Market 51
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of BHHS Hudson Valley Properties
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Listing information last updated on July 13th, 2025 at 9:50am EDT.