Off Market Dec 2025 for $399K

$487,033

Est. refi paymentEst. refi $1,982/mo

•

1,944

sq ft

21 Overlook Rd, Poughkeepsie, NY 12603

About this home

Look no further, this is a truly charming home built in 1812, seamlessly blending historic character with modern conveniences. This beautifully maintained property features an expansive lawn, vibrant flower gardens, and a welcoming new covered porch perfect for relaxing afternoons. Inside, you’ll find plenty of daylight streaming through the many windows, highlighting the warmth and elegance of the original architecture. Formal living room with a fireplace, Extra large dining room for ultimate entertaining. The home offers several extra rooms ideal for a home office, library, or den. With its timeless charm and thoughtful updates, this unique property is a rare find. Some of the updates include all in 2022: new siding and roof on house and garage, new septic tank and fields, solar panels, Navien high efficiency natural gas unit for heat and hot water and 200 amp electrical service. The charm and beauty of this home is waiting just for you. Home is in Arlington School District and across the street from Adams Fairacre Farm. 24 hours requested for showing appointments, there is a dog in residence.

Single-familyProperty Type

1812Year Built

0.72 acresLot Size

$251Est. Price/Sq.Ft.

2 garage spacesParking

Listing by Robyn Tricinelli • Century 21 Alliance Realty Grp

Bought with Non Non Member-MLS • Buyer Representation Office

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #859031

Redfin Estimate

$487,033

$88K since sold in December 2025$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.5% higher than the average sale price ($433K) of 6 comparable homes.

SOLD MAR 27, 2026
$533,000
A
3 beds2 baths1,705 sq ft
36 Vassar View Rd, Poughkeepsie, NY 12603
Listing by Century 21 Alliance Rlty Group
SOLD AUG 11, 2026
$530,000
B
3 beds2 baths1,620 sq ft
10 Edwin Rd, Poughkeepsie, NY 12603
Listing by KW MidHudson
SOLD JUL 20, 2026
$400,000
C
3 beds2 baths1,536 sq ft
15 Short Hill Dr, Poughkeepsie, NY 12603
Listing by BHHS Hudson Valley Properties
SOLD JAN 30, 2026
$400,000
D
3 beds2 baths1,736 sq ft
4 Verven Rd, Poughkeepsie, NY 12603
Listing by eXp Realty
SOLD FEB 19, 2026
$350,000
E
3 beds1 bath1,602 sq ft
85 Overocker Rd, Poughkeepsie, NY 12603
Listing by eXp Realty
SOLD FEB 3, 2026
$385,000
F
3 beds1 bath1,841 sq ft
354 Van Wagner Rd, Poughkeepsie, NY 12603
Listing by REO Edge LLC

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Earn from this home

Sell

$141,993

Est. take-home

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Refinance

Est. cash available

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Rent

$2,341/mo

Redfin rental estimate

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Market trends in 12603, NY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.0%

+0.0% MoM

Median sale price

$460K

$898 MoM

Avg. days on market

33d

5 days MoM

Recently sold homes

13 MoM

New listings for sale

COMING SOON
$649,500
3 beds3 baths2,288 sq ft
27 Frieda Ln, Poughkeepsie, NY 12603
Listing by KW MidHudson
NEW 18 HRS AGO
$524,000
4 beds2.5 baths2,067 sq ft
31 Old Farms Rd, Poughkeepsie, NY 12603
Listing by Magic Of Great Neck Realty Inc
NEW 20 HRS AGO
$450,000
3 beds1 bath2,302 sq ft
24 Schoolhouse Ln, Poughkeepsie, NY 12603
Listing by Cornerstone Realty Group LLC
NEW 25 HRS AGO
$139,900
3 beds2 baths1,300 sq ft
42 Feller Ct, Lagrangeville, NY 12603
Listing by BHHS Hudson Valley Properties
$449,888
3 beds1.5 baths2,117 sq ft
80 Colburn Dr, Poughkeepsie, NY 12603
Listing by Realty Center Hudson Valley
$475,000
3 beds1.5 baths1,660 sq ft
60 Sutton Park Rd, Poughkeepsie, NY 12603
Listing by Century 21 Alliance Rlty Group
OPEN SAT, 11AM TO 1PM
$395,000
3 beds2 baths1,316 sq ft
36 Peckham Rd, Poughkeepsie, NY 12603
Listing by Compass Greater NY, LLC
COMING SOON
$795,000
3 beds3 baths2,926 sq ft
37 Hornbeck Rdg, Poughkeepsie, NY 12603
Listing by eXp Realty
$560,000
3 beds3 baths2,300 sq ft
16 Exeter Rd, Poughkeepsie, NY 12603
Listing by eRealty Advisors, Inc
$85,000
1 bed1 bath850 sq ft
26 Cooper #403, Poughkeepsie, NY 12603
Listing by Inspire Realty
See all

Provided by Redfin

Sale history for 21 Overlook Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #859031

Dec 3, 2025

Sold

$399,000

$205/sq ft

Oct 28, 2025

Pending

—

Jul 17, 2025

Price Changed

$399,999

$206/sq ft

Jul 7, 2025

Price Changed

$415,000

$213/sq ft

Jun 17, 2025

Price Changed

$425,000

$219/sq ft

May 7, 2025

Listed

$435,000

$224/sq ft

HGMLS #3107749

Apr 8, 2014

Price Changed

$134/sq ft

Mar 28, 2011

Delisted

—

Mar 16, 2011

Listed

$136/sq ft

Public Records

May 27, 2011

Sold

$265,000

$136/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$16,114 (+0.3%)

$86,100 + $284,900

$371,000

2024

$16,061 (+4.8%)

$86,100 + $284,900

$371,000

2023

$15,324 (+1.8%)

$86,100 + $279,900

$366,000

2022

$15,053 (+8.7%)

$78,200 + $251,300

$329,500

2021

$13,845 (+30.7%)

$78,200 + $196,300

$274,500

2020

$10,591 (+12.4%)

$78,200 + $183,800

$262,000

2019

$9,424 (−4.1%)

$78,200 + $183,800

$262,000

2018

$9,824 (+9.0%)

$78,200 + $183,800

$262,000

2017

$9,015 (−1.4%)

$78,200 + $178,300

$256,500

2016

$9,147 (+5.8%)

$78,200 + $171,300

$249,500

2015

$8,644 (+1.9%)

$78,200 + $185,800

$264,000

2014

$8,483

$82,500 + $159,000

$241,500

Tax history for 21 Overlook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$16,114 (+0.3%)

$86,100 + $284,900

$371,000

2024

$16,061 (+4.8%)

$86,100 + $284,900

$371,000

2023

$15,324 (+1.8%)

$86,100 + $279,900

$366,000

2022

$15,053 (+8.7%)

$78,200 + $251,300

$329,500

2021

$13,845 (+30.7%)

$78,200 + $196,300

$274,500

2020

$10,591 (+12.4%)

$78,200 + $183,800

$262,000

2019

$9,424 (−4.1%)

$78,200 + $183,800

$262,000

2018

$9,824 (+9.0%)

$78,200 + $183,800

$262,000

2017

$9,015 (−1.4%)

$78,200 + $178,300

$256,500

2016

$9,147 (+5.8%)

$78,200 + $171,300

$249,500

2015

$8,644 (+1.9%)

$78,200 + $185,800

$264,000

2014

$8,483

$82,500 + $159,000

$241,500

*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

1.7

Lot width

—

Lot depth

—

Lot size

0.72 Acres

Year renovated

1990

Sq. Ft.

1,944

Year built

1812

Style

Single Family Residential

County

Dutchess County

APN

134689A00626100025659490000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 31, 2026.

R-20

Residence, Single-family 20,000 Square Foot District

This district recognizes and is intended to preserve the principally single-family residential development pattern within the Town's established neighborhoods by promoting continuing opportunity for single-family residential and smaller-scale community facility uses within these neighborhoods consistent with their established character. To the extent undeveloped land within this district is available for major subdivision, the use of open space preservation techniques such as clustering of homes is encouraged in order to establish links to existing open space areas.

Permitted uses

Include but are not limited to:

Housing-Group
Housing-Single unit

Property details

Parking

Parking Information
Carport YN: No
Parking Total: 6
Parking Features: Detached, Garage, Off Street

Garage Information
Garage Spaces: 2
Has Garage

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 1
Fireplace Features: Living Room

Heating & Cooling
Cooling: Wall/Window Unit(s)
Heating: ENERGY STAR Qualified Equipment

Interior Features
Interior Features: Beamed Ceilings,Built-in Features,Eat-in Kitchen,Entrance Foyer,Formal Dining
Window Features: Wall of Windows
Laundry Features: In Kitchen
Appliances: Dishwasher, Dryer, Range, Refrigerator, Tankless Water Heater, Washer
Levels: Two
Patio And Porch Features: Covered, Porch

Room Information
Basement YN: Yes
Attic: Full,Pull Stairs
Rooms Total: 10
Basement: Storage Space
Additional Rooms: Home Office,Library/Den

Bathroom Information
Bathrooms Full: 1
Bathrooms Half: 1

Exterior

Exterior Features
Exterior Features: Garden, Mailbox
Construction Materials: Clapboard, Vinyl Siding
Other Structures: Garage(s)
Waterfront YN: No

Lot Information
Lot Features: Back Yard, Corner Lot, Front Yard, Garden, Landscaped, Near Public Transit, Near School

Property Information
Living Area Source: Public Records
Living Area (Sq. Ft.): 1944.00
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2024
Tax Source: Municipality
Tax Annual Amount: $12,520

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Central Hudson
Sewer: Septic Tank
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected

Location

School Information
Elementary School: Overlook Primary School
Elementary School District: Arlington
Middle Or Junior School: Lagrange Middle School
Middle Or Junior School District: Arlington
High School: Arlington High School
High School District: Arlington

Location Information
Directions: From LaGrange, West on Route 55 to right on to Burnett Boulevard. Right on to Overocker Road. Overocker to four way stop at Overlook Road. Right on to Overlook, Number 21 first house on left. Sign on.
County Or Parish: Dutchess County

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 1,944
Stories: 1.7
Lot Size: 0.72 acres
Style: Single Family Residential
Year Built: 1812
Year Renovated: 1990
County: Dutchess County
APN: 134689A00626100025659490000

Home facts updated by county records on Jul 31, 2026

Around this home

Schools

Overlook Primary School

Public K-2 • Assigned • 0.9mi

Lagrange Middle School

Public 6-8 • Assigned • 4.9mi

3/10

Arlington High School

Public 9-12 • Assigned • 4.3mi

6/10

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

4/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

4/10 Wind Factor

15% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Poughkeepsie, NY • 12603

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

8.8 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$463,000 – $561,000

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Nearby similar homes

$599,000

Land— sq ft

24 Villa Ln, Poughkeepsie, NY 12603

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Listing by BHHS Hudson Valley Properties

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Listing by Curasi Realty, Inc.

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Listing by Century 21 Hudson Valley Rlty.

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New listings for sale in 12603

COMING SOON

$649,500

3 beds3 baths2,288 sq ft

27 Frieda Ln, Poughkeepsie, NY 12603

Listing by KW MidHudson

NEW 18 HRS AGO

$524,000

4 beds2.5 baths2,067 sq ft

31 Old Farms Rd, Poughkeepsie, NY 12603

Listing by Magic Of Great Neck Realty Inc

NEW 20 HRS AGO

$450,000

3 beds1 bath2,302 sq ft

24 Schoolhouse Ln, Poughkeepsie, NY 12603

Listing by Cornerstone Realty Group LLC

NEW 25 HRS AGO

$139,900

3 beds2 baths1,300 sq ft

42 Feller Ct, Lagrangeville, NY 12603

Listing by BHHS Hudson Valley Properties

$449,888

3 beds1.5 baths2,117 sq ft

80 Colburn Dr, Poughkeepsie, NY 12603

Listing by Realty Center Hudson Valley

$475,000

3 beds1.5 baths1,660 sq ft

60 Sutton Park Rd, Poughkeepsie, NY 12603

Listing by Century 21 Alliance Rlty Group

OPEN SAT, 11AM TO 1PM

$395,000

3 beds2 baths1,316 sq ft

36 Peckham Rd, Poughkeepsie, NY 12603

Listing by Compass Greater NY, LLC

COMING SOON

$795,000

3 beds3 baths2,926 sq ft

37 Hornbeck Rdg, Poughkeepsie, NY 12603

Listing by eXp Realty

$560,000

3 beds3 baths2,300 sq ft

16 Exeter Rd, Poughkeepsie, NY 12603

Listing by eRealty Advisors, Inc

Home values near 21 Overlook Rd

Data from public records.

Address	Redfin Estimate
29 Overlook Road, Poughkeepsie, NY 3 Beds \| 1 Baths \| 1568 Sq. Ft.	$420,817
34 Overlook Road, Poughkeepsie, NY 2 Beds \| 1 Baths \| 1008 Sq. Ft.	$361,821

Address	Redfin Estimate
18 Overlook Road, Poughkeepsie, NY 4 Beds \| 2.5 Baths \| 3243 Sq. Ft.	$729,886
35 Overlook Road, Poughkeepsie, NY 3 Beds \| 2 Baths \| 2070 Sq. Ft.	$468,050

Address	Redfin Estimate
31 Overlook Road, Poughkeepsie, NY 3 Beds \| 2 Baths \| 1680 Sq. Ft.	$588,249
39 Overlook Road, Poughkeepsie, NY 3 Beds \| 2 Baths \| 1890 Sq. Ft.	$423,946

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2025. 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 12603, NY

Sale history for 21 Overlook Rd

Tax history for 21 Overlook Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12603

Home values near 21 Overlook Rd

More real estate resources