Off market aug 2024 for $589K

$599,991

Est. refi paymentEst. refi $3,669/mo

•

1,287

sq ft

277 Hapeman Hill Rd, Red Hook, NY 12571

About this home

Rustic elegance and tranquility are prominent characteristics of this charming home, nestled on 3.27 acres of bucolic land in Red Hook, NY. A private setting, yet conveniently located minutes away from both Red Hook and Rhinebeck Village, it offers the perfect blend of seclusion & accessibility. One of its very near neighbors is the Red Hook Golf Club on Rte.199. The home was originally built in 1930 and was fully renovated in 2000-2004, retaining many of the distinctive features of its past, but completely reconditioned, w/central air conditioning & upgraded wiring & plumbing. Throughout, custom details add to its warm & charming ambiance, creating an inviting atmosphere for relaxation and enjoyment. As you enter the home, you're greeted by a sunroom overlooking mature plantings that adorn the property, creating a serene ambiance. The sunroom provides a delightful space to enjoy the surrounding beauty throughout the seasons. Inside, boasts wonderful old hardwood flooring that adds to its timeless appeal. The living room features a cozy gas fireplace, perfect for chilly Hudson Valley evenings & flows seamlessly into the inviting dining room, ideal for entertaining guests. The eat-in kitchen is a chef's delight, complete with/ pantry & charming coffee bar, offering both functionality and style. Versatile den or office on the main level, currently serving as a third bedroom, providing flexibility to accommodate various lifestyle needs. The downstairs bathroom contains a cast-iron full-length bathtub.Upstairs you'll find 2 spacious bedrooms and another full bath, offering comfortable accommodations for residents or guests. Outside rear deck extends the living space, providing a perfect spot for outdoor gatherings or simply taking in the expansive views of the surrounding landscape. A large detached two-car garage offers ample space for vehicle storage, while a full unfinished basement provides plenty of room for additional storage needs. The washer and dryer are conveniently located in the basement.In summary, this enchanting home offers a blend of historic charm, modern comforts, and idyllic surroundings, providing a truly exceptional living experience in the heart of the Hudson Valley. Additional Information: Amenities:Pedestal Sink,Soaking Tub,Stall Shower,Storage,ParkingFeatures:2 Car Detached,

Single-familyProperty Type

1931Year Built

3.27 acresLot Size

$466Est. Price/Sq.Ft.

2 spacesParking

Listing by Margaret Santamorena • Houlihan Lawrence Inc.

Contact: psantamorena@houlihanlawrence.com

Bought with Kyla Thomas • Howard Hanna Rand Realty

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6308366

Redfin Estimate

$599,991

$11K since sold in August 2024$7,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.7% lower than the average sale price ($747K) of 6 comparable homes.

SOLD JUN 23, 2026
$680,000
A
3 beds2 baths1,700 sq ft
171 Feller Newmark Rd, Red Hook, NY 12571
Listing by BHHS Hudson Valley Properties
SOLD MAY 27, 2026
$579,750
B
3 beds2 baths1,748 sq ft
563 Spring Lake Rd, Red Hook, NY 12571
Listing by Mondello Upstate Properties
SOLD AUG 27, 2026
$1,300,000
C
3 beds2 baths1,950 sq ft
17 Louise Ter, Rhinebeck, NY 12572
Listing by Compass Greater NY LLC
SOLD OCT 13, 2026
$450,000
D
4 beds2 baths1,344 sq ft
35 Hapeman Hill Rd, Red Hook, NY 12571
Listing by Mondello Upstate Properties
SOLD MAR 6, 2026
$625,000
E
3 beds2 baths1,400 sq ft
26 Saint Paul Rd, Red Hook, NY 12571
Listing by Mondello Upstate Properties
SOLD APR 8, 2026
$849,000
F
3 beds2 baths1,620 sq ft
37 Williams Rd, Red Hook, NY 12571
Listing by William Pitt Sothebys Int Rlty

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Earn from this home

Sell

$111,467

Est. take-home

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Refinance

Est. cash available

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Rent

$2,157/mo

Redfin rental estimate

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Market trends in 12571, NY

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

99.1%

+0.7% MoM

Median sale price

$765K

$40K MoM

Avg. days on market

40d

4 days MoM

Recently sold homes

4 MoM

New listings for sale

$850,000
3 beds2.5 baths2,160 sq ft
14 Old Route 199, Red Hook, NY 12571
Listing by BHHS Hudson Valley Properties
$3,200,000
4 beds3.5 baths3,875 sq ft
40 Old Sycamore Ln, Red Hook, NY 12571
Listing by Compass Greater NY, LLC
$449,000
3 beds1 bath1,792 sq ft
389 Route 199, Red Hook, NY 12571
Listing by Houlihan Lawrence Inc.
$275,000
3 beds2 baths2,345 sq ft
300 W Market St, Red Hook, NY 12571
Listing by Rising Star Realty
$799,000
4 beds2.5 baths3,424 sq ft
30 Old Post Rd, Red Hook, NY 12571
Listing by Mondello Upstate Properties
$875,000
3 beds2.5 baths1,887 sq ft
17 Garden St, Red Hook, NY 12571
Listing by Rouse + Co Real Estate LLC
$415,000
3 beds1 bath1,008 sq ft
79 Cambridge Dr, Red Hook, NY 12571
Listing by BHHS Hudson Valley Properties
See all

Provided by Redfin

Sale history for 277 Hapeman Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$11,352

$186,100 + $399,700

$585,800

2025

$11,352 (+37.6%)

$186,100 + $399,700

$585,800

2024

$8,247 (+1.0%)

$170,700 + $232,100

$402,800

2023

$8,165 (+2.1%)

$161,000 + $219,000

$380,000

2022

$7,998 (+1.8%)

$145,000 + $191,300

$336,300

2021

$7,858 (+10.5%)

$145,000 + $142,400

$287,400

2020

$7,112 (+0.8%)

$145,000 + $131,300

$276,300

2019

$7,054 (+0.7%)

$145,000 + $131,300

$276,300

2018

$7,002 (+1.1%)

$145,000 + $131,300

$276,300

2017

$6,928 (+0.9%)

$145,000 + $131,300

$276,300

2016

$6,866

$145,000 + $131,300

$276,300

2015

$6,871 (+1.9%)

$145,000 + $131,300

$276,300

2014

$6,745

$145,000 + $131,300

$276,300

Tax history for 277 Hapeman Hill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$11,352

$186,100 + $399,700

$585,800

2025

$11,352 (+37.6%)

$186,100 + $399,700

$585,800

2024

$8,247 (+1.0%)

$170,700 + $232,100

$402,800

2023

$8,165 (+2.1%)

$161,000 + $219,000

$380,000

2022

$7,998 (+1.8%)

$145,000 + $191,300

$336,300

2021

$7,858 (+10.5%)

$145,000 + $142,400

$287,400

2020

$7,112 (+0.8%)

$145,000 + $131,300

$276,300

2019

$7,054 (+0.7%)

$145,000 + $131,300

$276,300

2018

$7,002 (+1.1%)

$145,000 + $131,300

$276,300

2017

$6,928 (+0.9%)

$145,000 + $131,300

$276,300

2016

$6,866

$145,000 + $131,300

$276,300

2015

$6,871 (+1.9%)

$145,000 + $131,300

$276,300

2014

$6,745

$145,000 + $131,300

$276,300

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

1.5

Stories

1.5

Lot width

—

Lot depth

—

Lot size

3.27 Acres

Year renovated

2018

Sq. Ft.

1,287

Year built

1931

Style

Single Family Residential

County

Dutchess County

APN

134889A00637300009120730000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 16, 2026.

RD3

Rural Development 3

The Rural Development 3 (RD3) District is intended to allow a mix of agricultural use and compatible moderate-density rural residential development and other conservation, recreation and open space uses consistent with established land use patterns. In order to conserve prime agricultural and other environmentally sensitive lands throughout the RD3 District, as well to maintain the overall rural and scenic character of the district, use of the residential cluster subdivision technique, encouragement of conservation density subdivisions and limitations on the scale of development that may be authorized are provided.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Detached, Driveway, Garage Door Opener, Off Street

Interior

Virtual Tour Information

Heating & Cooling
Cooling: Central Air
Heating: Forced Air, Propane

Interior Features
Interior Features: Eat-in Kitchen,Formal Dining,Open Kitchen,Original Details,Pantry
Window Features: Casement, Screens, Wall of Windows
Laundry Features: Inside
Appliances: Dishwasher, Dryer, Refrigerator, Tankless Water Heater, Washer
Flooring: Hardwood
Levels: Two
Patio And Porch Features: Deck, Porch

Room Information
Basement YN: Yes
Attic: None
Rooms Total: 7
Basement: Bilco Door(s), Full, Unfinished
Additional Rooms: Dining Area,Library/Den

Bathroom Information
Bathrooms Full: 2

Exterior

Exterior Features
Exterior Features: Mailbox
Construction Materials: Frame, Wood Siding
Other Structures: Outbuilding, Shed(s)
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level, Part Wooded, Sloped

Property Information
Other Equipment: Generator
Living Area Source: Other
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2023
Tax Source: Municipality
Tax Annual Amount: $8,165

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Central Hudson
Sewer: Septic Tank
Utilities: Trash Collection Private

Location

School Information
Elementary School: Mill Road-Intermediate(grades 3-5)
Middle Or Junior School: Linden Avenue Middle School
High School: Red Hook Senior High School
High School District: Red Hook

Location Information
Directions: From Rhinebeck Village 308 East, Left on 199, Right on Hapeman Hill to #277. Sign is up.
County Or Parish: Dutchess County

Public facts

Beds: 2
Baths: 1.5
Sq. Ft.: 1,287
Stories: 1.5
Lot Size: 3.27 acres
Style: Single Family Residential
Year Built: 1931
Year Renovated: 2018
County: Dutchess County
APN: 134889A00637300009120730000

Home facts updated by county records on Oct 16, 2026

Around this home

Schools

Mill Road Intermediate Grades

Public PreK-5 • Assigned • 2.7mi

5/10

Linden Avenue Middle School

Public 6-9 • Assigned • 3.1mi

5/10

Red Hook Senior High School

Public 9-12 • Assigned • 3.3mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

4/10 Wind Factor

10% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Red Hook, NY • 12571

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 3.8 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

3.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$570,000 – $690,000

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New listings for sale in 12571

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Listing by BHHS Hudson Valley Properties

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Listing by Compass Greater NY, LLC

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Listing by Houlihan Lawrence Inc.

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Listing by Rising Star Realty

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Listing by Mondello Upstate Properties

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Listing by Rouse + Co Real Estate LLC

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Home values near 277 Hapeman Hill Rd

Data from public records.

Address	Redfin Estimate
288 Hapeman Hill Road, Red Hook, NY 4 Beds \| 2 Baths \| 2624 Sq. Ft.	$709,934
289 Hapeman Hill Road, Red Hook, NY 3 Beds \| 1 Baths \| 1963 Sq. Ft.	$476,788

Address	Redfin Estimate
333 Hapeman Hill Road, Red Hook, NY 4 Beds \| 2 Baths \| 2484 Sq. Ft.	$789,493
221 Hapeman Hill Road, Red Hook, NY 3 Beds \| 2 Baths \| 2672 Sq. Ft.	$719,210

Address	Redfin Estimate
249 Hapeman Hill Road, Red Hook, NY 3 Beds \| 2 Baths \| 2268 Sq. Ft.	$689,836
233 Hapeman Hill Road, Red Hook, NY 1 Beds \| 1 Baths \| 800 Sq. Ft.	$385,692

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2024. This data may not match . Learn more.

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