Off Market Dec 2015 for $1.2M

$3,275,014

Est. refi paymentEst. refi $8,050/mo

•

4,716

sq ft

372 Oak Summit Rd, Millbrook, NY 12545

About this home

If there is such a thing as one of a kind - this is truly it. Hand laid fieldstone exterior construction, enclosing recycled 19th century architectural detailing and materials, and sited right on the edge of a swimmable pond. Possibly the finest views and sunsets in Millbrook. Long driveway approach, total privacy, superb location with large, high valuation, neighbors. For the oenophile, a working 6 acre vineyard (currently leased out) with Pinot Noir, Cabernet Franc and Chardonnay viticulture (go to www.oaksummitvineyard.com to see more),FLOORING:Wood,Heating:Central Heat,Zoned,Level 1 Desc:D RM/FAMILY RM., BATH, WINE CELLAR, LARGE PANTRY, UTILITIES,AboveGrade:4064,Level 3 Desc:MSTR BDRM/BTH,, BDRM/BATH, BDRM/BATH,FOUNDATION:Stone,Concrete,Other School:DUTCHESS DAY,ExteriorFeatures:Cabana,Gazebo,Landscaped,Outside Lighting,APPLIANCES:Water Softener,Unfinished Square Feet:602,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,InteriorFeatures:Beamed Ceilings,Some Window Treatments,Walk-In Closets,Level 2 Desc:LIV. RM, K, OFFICE, BATH,ROOF:Asphalt Shingles

Single-familyProperty Type

1990Year Built

39.35 acresLot Size

$694Est. Price/Sq.Ft.

Listing by Kevin Battistoni • BHHS Hudson Valley Properties

Bought with John Friend • Houlihan Lawrence Inc.

Redfin checked: a few seconds ago

•Source:OneKey® MLS as Distributed by MLS Grid #M338202

Redfin Estimate

$3,275,014

$2.0M since sold in December 2015$167K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 134.3% higher than the average sale price ($1.40M) of 6 comparable homes.

SOLD MAY 5, 2026
$1,400,000
A
3 beds4.5 baths5,113 sq ft
34 Guernsey Hill Rd, Lagrangeville, NY 12540
Listing by Houlihan Lawrence Inc.
SOLD AUG 11, 2026
$2,725,000
B
3 beds5 baths4,134 sq ft
97 Valley Farm Rd, Millbrook, NY 12545
Listing by George T Whalen Real Estate
SOLD DEC 19, 2025
$1,900,000
C
3 beds2.5 baths4,548 sq ft
3598 Route 82, Millbrook, NY 12545
Listing by Rouse + Co Real Estate LLC
SOLD JUN 12, 2026
$620,000
D
3 beds3 baths2,688 sq ft
686 Traver Rd, Pleasant Valley, NY 12569
Listing by RE/MAX Ace Realty
SOLD FEB 13, 2026
$830,000
E
3 beds3.5 baths2,567 sq ft
69 Brown Rd, Pleasant Valley, NY 12569
Listing by George T Whalen Real Estate
SOLD APR 7, 2026
$910,000
F
4 beds3 baths3,506 sq ft
121 Valley Farm Rd, Millbrook, NY 12545
Listing by Legacy Land & Homes LLC

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Earn from this home

Refinance

Est. cash available

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Market trends in 12545, NY

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

104.7%

+1.6% MoM

Median sale price

$850K

$25K MoM

Avg. days on market

33d

0 days MoM

Recently sold homes

1 MoM

New listings for sale

$1,375,000
4 beds3 baths3,962 sq ft
663 Camby Rd, Millbrook, NY 12545
Listing by William Pitt Sothebys Int Rlty
See all

Provided by Redfin

Sale history for 372 Oak Summit Rd

Year

Property tax

Land + Additions

Assessment*

2025

$33,064 (+1.8%)

$743,900 + $806,600

$1,550,500

2024

$32,491 (+3.8%)

$743,900 + $806,600

$1,550,500

2023

$31,291 (+0.3%)

$743,900 + $806,600

$1,550,500

2022

$31,197 (−3.4%)

$743,900 + $806,600

$1,550,500

2021

$32,299 (+11.4%)

$743,900 + $806,600

$1,550,500

2020

$28,998 (−0.2%)

$743,900 + $806,600

$1,550,500

2019

$29,055 (+3.5%)

$743,900 + $806,600

$1,550,500

2018

$28,082 (+2.1%)

$743,900 + $806,600

$1,550,500

2017

$27,510 (+1.3%)

$743,900 + $806,600

$1,550,500

2016

$27,158 (+6.5%)

$743,900 + $806,600

$1,550,500

2015

$25,509 (+0.8%)

$743,900 + $806,600

$1,550,500

2014

$25,308

$743,900 + $806,600

$1,550,500

Tax history for 372 Oak Summit Rd

Year

Property tax

Land + Additions

Assessment*

2025

$33,064 (+1.8%)

$743,900 + $806,600

$1,550,500

2024

$32,491 (+3.8%)

$743,900 + $806,600

$1,550,500

2023

$31,291 (+0.3%)

$743,900 + $806,600

$1,550,500

2022

$31,197 (−3.4%)

$743,900 + $806,600

$1,550,500

2021

$32,299 (+11.4%)

$743,900 + $806,600

$1,550,500

2020

$28,998 (−0.2%)

$743,900 + $806,600

$1,550,500

2019

$29,055 (+3.5%)

$743,900 + $806,600

$1,550,500

2018

$28,082 (+2.1%)

$743,900 + $806,600

$1,550,500

2017

$27,510 (+1.3%)

$743,900 + $806,600

$1,550,500

2016

$27,158 (+6.5%)

$743,900 + $806,600

$1,550,500

2015

$25,509 (+0.8%)

$743,900 + $806,600

$1,550,500

2014

$25,308

$743,900 + $806,600

$1,550,500

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

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

39.35 Acres

Year renovated

—

Sq. Ft.

4,236

Year built

1985

Style

Vacant Land

County

Dutchess County

APN

135889A00676300007007100000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 31, 2026.

Property details

Parking

Parking Information
Parking Features: Detached, Garage

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 2

Heating & Cooling
Cooling: Central Air, Wall/Window Unit(s)

Interior Features
Interior Features: High Ceilings,Primary Bathroom
Window Features: Skylight(s)
Appliances: Dishwasher, Dryer, Refrigerator, Washer
Patio And Porch Features: Deck

Room Information
Basement YN: No
Basement: None

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 2

Exterior

Exterior Features
Exterior Features: Balcony
Construction Materials: Frame, Stone
Fencing: Fenced
Other Structures: Barn(s), Shed(s)
Waterfront YN: Yes

Lot Information
Additional Parcels YN: No
Lot Features: Level, Sloped, Views, Wooded
Zoning: R10

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

Financial

Tax Information
Tax Year: 2015
Tax Annual Amount: $25,308

Financial Information
Buyer Financing: Cash, Conventional

Location

School Information
Elementary School: Elm Drive Elementary School
Middle Or Junior School: Millbrook Middle School
High School: Millbrook High School
High School District: Millbrook

Location Information
Directions: From Millbrook Village, NYS Rte. 343 East, right on Altamont Rd. to end, left on Oak Summit Rd., 2nd drive on left, stone pillars Oak Summit Vineyard sign
County Or Parish: Dutchess County

Community Information
Community Features: Golf

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 4,236
Stories: 2.0
Lot Size: 39.35 acres
Style: Vacant Land
Year Built: 1985
Year Renovated: —
County: Dutchess County
APN: 135889A00676300007007100000

Home facts updated by county records on Jul 31, 2026

Around this home

Schools

Alden Place Elementary School

Public 3-5 • Assigned • 2.6mi

8/10

Millbrook Middle School

Public 6-8 • Assigned • 2.5mi

5/10

Millbrook High School

Public 9-12 • Assigned • 2.5mi

9/10

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

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 94° expected this year, 15 days in 30 years

4/10 Wind Factor

15% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Millbrook, NY • 12545

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 3.9 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.11M – $3.77M

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Nearby similar homes

$3,750,000

7 beds6 baths6,138 sq ft

151 Benson Hill Rd, Dover Plains, NY 12522

Listing by Houlihan Lawrence Inc.

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Listing by River Realty Services, Inc.

$1,650,000

4 beds4 baths4,604 sq ft

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Listing by George T Whalen Real Estate

3D WALKTHROUGH

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Listing by KW Hudson Valley United

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Listing by Coldwell Banker Realty

$595,000

3 beds2.5 baths2,409 sq ft

20 Craig Ln, Dover Plains, NY 12522

Listing by K. Fortuna Realty, Inc.

New listings for sale in 12545

$1,375,000

4 beds3 baths3,962 sq ft

663 Camby Rd, Millbrook, NY 12545

Listing by William Pitt Sothebys Int Rlty

Home values near 372 Oak Summit Rd

Data from public records.

Address	Redfin Estimate
390 Oak Summit Road, Millbrook, NY 3 Beds \| 3.5 Baths \| 3580 Sq. Ft.	$1,590,019
263 Oak Summit Road, Millbrook, NY 3 Beds \| 1 Baths \| 1610 Sq. Ft.	$559,277

Address	Redfin Estimate
213 Oak Summit Road, Millbrook, NY 3 Beds \| 1 Baths \| 2188 Sq. Ft.	$572,589
249 Oak Summit Road, Millbrook, NY 3 Beds \| 3 Baths \| 2042 Sq. Ft.	$665,919

Address	Redfin Estimate
441 Oak Summit Road, Millbrook, NY 3 Beds \| 3 Baths \| 2492 Sq. Ft.	$1,551,179
231 Oak Summit Road, Millbrook, NY 3 Beds \| 1 Baths \| 2080 Sq. Ft.	$525,100

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2015. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 12545, NY

Sale history for 372 Oak Summit Rd

Tax history for 372 Oak Summit Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12545

Home values near 372 Oak Summit Rd

More real estate resources