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 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.
For sale
$2,500,000
163 Hapeman Hill Road, Red Hook, NY 12571
4beds
4,960sqft
Single Family Residence, Residential
Built in 2013
3.15 Acres Lot
$-- Zestimate®
$504/sqft
$-- HOA
What's special
Heated in-ground poolInviting fireplaceDedicated home officeCommercial-sized detached garageCovered stone patioSpacious deckGas fire pit
- 62 days |
- 681 |
- 21 |
Zillow last checked:
Listing updated:
Listed by:
BHHS Hudson Valley Properties 845-876-8600,
Sean C. Eidle 845-546-6077
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 988928
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Description: Private suite, hardwood floors, crown molding, high ceilings, ceiling fan, access to deck, walk-in closets, private bath.
- Level: First
Bedroom 2
- Description: Hardwood floors, high ceiling, walk-in closet, private bath.
- Level: Second
Bedroom 3
- Description: Gracious dimensions, hardwood floors, high ceilings, large palladian window, direct access to hall bath.
- Level: Second
Bedroom 4
- Description: Gracious dimensions, hardwood floors, high ceilings, large palladian window.
- Level: Second
Primary bathroom
- Description: Tile floors, soaking tub, separate tile and glass shower, double vanity, palladian window.
- Level: First
Bathroom 2
- Description: Private to bedroom #2, tile floors, tile and glass shower, double vanity.
- Level: Second
Bathroom 3
- Description: Tiled bath, fine finishes.
- Level: Second
Bathroom 4
- Description: Tiled full bath.
- Level: Basement
Dining room
- Description: Hardwood floors, crown molding, wainscotting, large windows.
- Level: First
Exercise room
- Description: Padded flooring, custom recessed accent lighting, storage benches, TV hookup.
- Level: Basement
Family room
- Description: Hardwood floors, crown molding, large windows.
- Level: First
Kitchen
- Description: Tile floors, soft white cabinetry, stainless appliance package, breakfast bar, dining area overlooking deck, pool and landscaped yard.
- Level: First
Kitchen
- Description: Second full kitchen with soft white cabinetry, stainless appliances, open to dining/living room.
- Level: Basement
Living room
- Description: Hardwood floors, crown molding, gas fireplace, French doors to expansive deck and in-ground pool.
- Level: First
Media room
- Description: Seating for 9, tiered rows, trim package, accent lighting.
- Level: Basement
Office
- Description: Large office/multi-purpose room with hardwoood floors, crown molding, natural light.
- Level: Second
Heating
- Hot Water, Propane, Radiant, Radiant Floor
Cooling
- Central Air, Zoned
Appliances
- Included: 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
- Laundry: Washer/Dryer Hookup, Electric Dryer Hookup, Laundry Room, Washer Hookup
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), Wired for Sound
- Flooring: Ceramic Tile, Wood
- Basement: Finished,Full,Storage Space,Walk-Out Access
- Attic: Full,Pull Stairs,Unfinished
- Number of fireplaces: 2
- Fireplace features: Gas, Living Room
Interior area
- Total structure area: 4,960
- Total interior livable area: 4,960 sqft
Property
Parking
- Total spaces: 6
- Parking features: Attached, Detached, Driveway, Garage, Garage Door Opener, Heated Garage, Oversized
- Garage spaces: 5
- Carport spaces: 1
- Has uncovered spaces: Yes
Features
- Levels: Two
- Patio & porch: Deck, Patio
- Has private pool: Yes
- Pool features: Fenced, In Ground, Pool Cover
Lot
- Size: 3.15 Acres
- Features: Back Yard, Front Yard, Landscaped, Near Golf Course, Near Shops, Private
Details
- Additional structures: Cabana, Garage(s), Guest House, Outbuilding, Outdoor Kitchen
- Parcel number: 1348896372008757770000
- Special conditions: None
- Other equipment: Pool Equip/Cover
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Contemporary
- Property subtype: Single Family Residence, Residential
Materials
- Foam Insulation, Frame, HardiPlank Type
Condition
- Year built: 2013
Utilities & green energy
- Sewer: Septic Tank
- Water: Well, Private
- Utilities for property: Cable Connected, Electricity Connected, Phone Connected, Propane, Trash Collection Private, Underground Utilities, Water Connected
Community & HOA
Community
- Security: Video Cameras
HOA
- Has HOA: No
Location
- Region: Red Hook
Financial & listing details
- Price per square foot: $504/sqft
- Tax assessed value: $1,159,700
- Annual tax amount: $21,822
- Date on market: 4/22/2026
- Cumulative days on market: 63 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/22/2025 | Price change | $2,500,000+13.7%$504/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #864055 Report a problem | ||
| 5/16/2024 | Price change | $2,199,0000%$443/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6288409 Report a problem | ||
| 2/12/2024 | Listed for sale | $2,200,000-11.8%$444/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6288409 Report a problem | ||
| 1/23/2024 | Listing removed | $2,495,000$503/sqft |
Source: BHHS broker feed #415466 Report a problem | ||
| 5/12/2023 | Listed for sale | $2,495,000-10.7%$503/sqft |
Source:  MHMLS #415466 Report a problem | ||
| 3/3/2023 | Listing removed | $2,795,000$564/sqft |
Source: MHMLS #409980 Report a problem | ||
| 7/23/2022 | Listed for sale | $2,795,000+137.9%$564/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6200541 Report a problem | ||
| 1/7/2017 | Listing removed | $1,175,000$237/sqft |
Source: NORTHERN DUTCHESS REALTY RH #351951 Report a problem | ||
| 9/3/2016 | Listed for sale | $1,175,000$237/sqft |
Source: NORTHERN DUTCHESS REALTY RH #352116 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $1,159,700 +9% |
| 2024 | -- | $1,063,900 +6% |
| 2023 | -- | $1,003,700 +13% |
| 2022 | -- | $888,264 +17% |
| 2021 | -- | $759,200 +4% |
| 2020 | -- | $730,000 |
| 2019 | -- | $730,000 |
| 2018 | -- | $730,000 |
| 2017 | $19,902 | $730,000 -12.3% |
| 2016 | -- | $832,000 +107.7% |
| 2015 | -- | $400,500 |
| 2014 | -- | $400,500 +191.3% |
| 2008 | -- | $137,500 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 12571
Nearby schools
GreatSchools rating
- 5/10Mill Road Intermediate GradesGrades: PK-5Distance: 2.9 mi
- 5/10Linden Avenue Middle SchoolGrades: 6-9Distance: 3 mi
- 5/10Red Hook Senior High SchoolGrades: 9-12Distance: 3.2 mi
Schools provided by the listing agent
- Elementary: Mill Road-Primary Grades
- Middle: Linden Avenue Middle School
- High: Red Hook Senior High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Dutchess County
- Red Hook
- 12571
- 163 Hapeman Hill Road
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