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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.

Highlights

  • Residential
  • Single Family Residence
  • Built in 2013
  • 3.15 Acre Lot
  • 5 Car Garage
  • 200 days on Market

  • Bedrooms
    4
  • Bathrooms
    5 full · 1 half
  • Year Built
    2013
  • Architectural Style
    Contemporary, Colonial
  • Construction Materials
    Frame, HardiPlank Type, Foam Insulation
  • Garage Spaces
    5.0
  • Parking Features
    Driveway, Attached, Oversized, Garage Door Opener, Garage, Detached, Heated Garage
  • Living Area
    4960.0
  • Interior Features
    High Speed Internet, Ceiling Fan(s), Eat-in Kitchen, Walk-In Closet(s), Pantry, Storage, In-Law Floorplan, Master Downstairs, Granite Counters, Breakfast Bar, Double Vanity, Recessed Lighting, High Ceilings, Entrance Foyer, Crown Molding, Tray Ceiling(s), Smart Thermostat, Built-in Features, His and Hers Closets, Soaking Tub, Sound System, Wired for Sound
  • Appliances
    Dryer, Dishwasher, Electric Water Heater, Microwave, Refrigerator, Washer, Tankless Water Heater, Gas Cooktop, Oven, Water Softener Owned, Electric Oven, Stainless Steel Appliance(s), Exhaust Fan
  • Flooring
    Ceramic Tile, Wood
  • Patio And Porch
    Patio, Deck
  • Pool Features
    Fenced, In Ground, Pool Cover, Private
  • Cooling
    Central Air, Zoned
  • Heating
    Propane, Hot Water, Radiant Floor, Radiant
  • Basement
    Finished, Full, Walk-Out Access, Storage Space

  • Acres
    3.15
  • Lot Features
    Near Golf Course, Private, Landscaped, Back Yard, Front Yard
  • Utilities
    Cable Connected, Electricity Connected, Water Connected, Underground Utilities, Propane, Phone Connected
  • Water
    Public, Private, Well

  • County
    Dutchess
  • City
    Red Hook
  • Zip Code
    12571
  • High School
    Red Hook Senior High School
  • Middle School
    Linden Avenue Middle School
  • Elementary School
    Mill Road-Primary Grades

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Frequently Asked Questions

How do I schedule a tour of 163 Hapeman Hill Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 163 Hapeman Hill Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 163 Hapeman Hill Rd?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 5 bath, listed for $2,294,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Red Hook, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 163 Hapeman Hill Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 163 Hapeman Hill Rd at around $14,257. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 163 Hapeman Hill Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Dutchess County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 163 Hapeman Hill Rd?

In most cases, yes. Whether 163 Hapeman Hill Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Red Hook's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 163 Hapeman Hill Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Red Hook and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $2,294,000 with 4,960 sqft of space—that comes out to approximately $463 per square foot.

How long has this property been on the market?

163 Hapeman Hill Rd was listed on April 22, 2026, which means it's been on the market for 200 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 2013, making it approximately 13 years old.

What is the lot size of this property?

163 Hapeman Hill Rd sits on a 3.15-acre lot, which is 137,214 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Mill Road-Primary Grades
  • Middle: Linden Avenue Middle School
  • High: Red Hook Senior High School

Want to see how these schools compare? Check out our Dutchess County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 163 Hapeman Hill Rd?

The most recent public record shows annual property taxes for 163 Hapeman Hill Rd were approximately $21,822. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 163 Hapeman Hill Rd still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.

Last Updated: November 08, 2026 at 02:16PM | Source: OneKey MLS | MLS#: 988928