163 Hapeman Hill Road
Red Hook, NY 12571
4 Beds
5.5 Baths
4,960 sqft (on 3.15 acres)
4 Beds
5.5 Baths
4,960 sqft
(on 3.15 acres)
Local Information
© Google
-- mins to
Description
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.
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.
Home Highlights
Parking
Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$504
Listed
16 days ago
Last check for updates: about 18 hours ago
Listing by: BHHS Hudson Valley Properties, (845) 876-8600
Sean C. Eidle, (845) 546-6077
Source: OneKey® MLS as distributed by MLS GRID, MLS#988928
Home Details for 163 Hapeman Hill Road
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Interior Details Basement: Finished,Full,Storage Space,Walk-Out AccessNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 2, Bathroom 3, Bathroom 4, Dining Room, Exercise Room, Family Room, Kitchen, Living Room, Media Room, Office |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 4960 Square Feet |
Appliances & Utilities Utilities: Cable Connected, Electricity Connected, Phone Connected, Propane, Trash Collection Private, Underground Utilities, Water ConnectedAppliances: Dishwasher, Dryer, Electric Oven, Electric Water Heater, Exhaust Fan, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater, Washer, Water Softener OwnedDishwasherDryerLaundry: Washer/Dryer Hookup,Electric Dryer Hookup,Laundry Room,Washer HookupMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Hot Water,Propane,RadiantHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Hot Water |
Fireplace & Spa Number of Fireplaces: 2Fireplace: Gas, Living RoomHas a Fireplace |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Flooring: Ceramic Tile, Wood |
Levels, Entrance, & Accessibility Levels: TwoFloors: Ceramic Tile, Wood |
Security Security: Video Cameras |
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Exterior Home Features Patio / Porch: Deck, PatioOther Structures: Cabana, Garage(s), Guest House, Outdoor KitchenHas a Private Pool |
Parking & Garage Number of Garage Spaces: 5Number of Carport Spaces: 1Number of Covered Spaces: 5Has a CarportHas a GarageHas Open ParkingParking Spaces: 6Parking: Attached,Detached,Driveway,Garage,Garage Door Opener,Heated Garage,Oversized |
Pool Pool: Fenced, In Ground, Pool CoverPool |
Frontage Road Frontage: Municipal |
Water & Sewer Sewer: Septic Tank |
Farm & Range Not Allowed to Raise Horses |
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Cumulative Days on Market: 11Days on Market: 16 |
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Year Built Year Built: 2013 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial,Contemporary |
Building Construction Materials: Foam Insulation, HardiPlank TypeNot Attached Property |
Property Information Parcel Number: 1348896372008757770000 |
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Price List Price: $2,500,000Price Per Sqft: $504 |
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MLS Status: Active |
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Direction & Address City: Red Hook |
School Information Elementary School: Mill Road-Primary GradesJr High / Middle School: Linden Avenue Middle SchoolHigh School: Red Hook Senior High SchoolHigh School District: Red Hook |
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Listing Agent Listing ID: 988928 |
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Building Area Building Area: 4960 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 3.15 Acres |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 988928Attic: Full, Pull Stairs, UnfinishedAttribution Contact: 845-876-8600Showing Requirements: 24 Hour Notice, Appointment Only, Call Listing Agent |
Price History for 163 Hapeman Hill Road
| Date | Price | Event | Source |
|---|---|---|---|
| 05/22/2025 | $2,500,000 | PriceChange | OneKey® MLS as distributed by MLS GRID #864055 |
| 05/16/2024 | $2,199,000 | PriceChange | OneKey® MLS as distributed by MLS GRID #H6288409 |
| 02/12/2024 | $2,200,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #H6288409 |
| 01/23/2024 | $2,495,000 | ListingRemoved | BHHS broker feed #415466 |
| 05/12/2023 | $2,495,000 | Listed For Sale | MHMLS #415466 |
| 03/03/2023 | $2,795,000 | ListingRemoved | MHMLS #409980 |
| 07/23/2022 | $2,795,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #H6200541 |
| 01/07/2017 | $1,175,000 | ListingRemoved | Agent Provided |
| 09/03/2016 | $1,175,000 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $1,063,900 |
Home facts updated by county records
Comparable Sales for 163 Hapeman Hill Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.17 | Single-Family Home | $1,065,000 | 03/27/26 | 3 | 3.5 | 3,960 | |
0.22 | Single-Family Home | $640,000 | 11/12/25 | 4 | 2.5 | 2,657 | |
0.71 | Single-Family Home | $999,000 | 02/11/26 | 4 | 3 | 4,500 | |
0.43 | Single-Family Home | $625,000 | 03/06/26 | 3 | 2 | 1,400 | |
0.84 | Single-Family Home | $2,300,000 | 04/22/26 | 5 | 4.5 | 3,200 | |
0.63 | Single-Family Home | $534,900 | 01/26/26 | 3 | 2 | 1,920 | |
0.45 | Single-Family Home | $350,000 | 10/14/25 | 2 | 1 | 996 | |
1.19 | Single-Family Home | $3,450,000 | 09/25/25 | 4 | 3.5 | 4,110 | |
1.16 | Single-Family Home | $440,000 | 08/29/25 | 3 | 2 | 2,088 | |
1.05 | Single-Family Home | $1,900,000 | 12/10/25 | 3 | 3 | 3,300 |
Assigned Schools
These are the assigned schools for 163 Hapeman Hill Road.
- Mill Road Intermediate Grades
- 3-5
- Public
- 636 Students
5/10GreatSchools RatingParent Rating AverageThe school makes you feel like a family and the teachers are caring and loving. There are no racism in this school.Student Review9y ago - Linden Avenue Middle School
- 6-8
- Public
- 391 Students
5/10GreatSchools RatingParent Rating AverageToo much bullying and administration/staff don’t handle it wellOther Review3mo ago - Red Hook Senior High School
- 9-12
- Public
- 549 Students
5/10GreatSchools RatingParent Rating AverageMy daughter has been a student in the Red Hook schools since Kindergarten, and she's had an excellent experience all the way through. We could have sent her to a private school, but because she has thrived at Red Hook, we chose not to. The HS prepares students well, offering a first-rate, high-caliber curriculum that students are encouraged to take advantage of. The majority of her classmates are academically gifted and ambitious, and my daughter has benefitted from the challenging atmosphere. She'll be graduating with an International Baccalaureate diploma, and applying to top-tier colleges. Yes, an auditorium needs to be built, but in the meantime, the Red Hook band has been holding some performances at the world-class Fisher Center at Bard College. Not too shabby! If your child is talented, bright, motivated, and comes from a supportive home, she/he will do well!Parent Review11y ago 
Check out schools near 163 Hapeman Hill Road.
What Locals Say about Red Hook
At least 63 Trulia users voted on each feature.
91 % Say car is needed
88 % Say parking is easy
83 % Say yards are well-kept
81 % Say it's dog friendly
81 % Say people would walk alone at night
79 % Say there's wildlife
76 % Say it's quiet
69 % Say there's holiday spirit
68 % Say kids play outside
65 % Say neighbors are friendly
59 % Say they plan to stay for at least 5 years
57 % Say it's walkable to restaurants
45 % Say there are community events
38 % Say streets are well-lit
37 % Say it's walkable to grocery stores
31 % Say there are sidewalks
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Sean C. Eidle, BHHS Hudson Valley Properties, (845) 876-8600
Agent Phone: (845) 546-6077
Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information
163 Hapeman Hill Road, Red Hook, NY 12571 is a 4 bedroom, 6 bathroom, 4,960 sqft single-family home built in 2013. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Apr 22, 2026. The MLS # for this home is MLS# 988928.