50 Pleasant Rd, Lake Peekskill, NY 10537

Off Market Dec 2024 for $545K

$595,051

Est. refi paymentEst. refi $4,070/mo

•

1,565

sq ft

50 Pleasant Rd, Lake Peekskill, NY 10537

About this home

Experience breathtaking mountain and lake views from this unique, modernized log-style home. Nestled high above in a charming Lake Peekskill neighborhood, this two-family residence boasts stunning vistas of Lake Peekskill. Once the home of renowned artist Theodore Haupt, known for his work in the New Yorker and various New York galleries, the home features his artistic touch, including eye-catching totem pole supports. The spacious second-floor unit offers access to a large deck perfect for soaking in the incredible scenery, while the lower-level unit includes a generous patio for enjoyment. With ample parking and room for outdoor gatherings, this property is ideal for entertaining. Both units come with cozy fireplaces for winter warmth. The possibilities are endless: live in one unit and rent the other, seize a great investment opportunity by renting both, or explore the potential to convert it into a single-family home.

Multi-familyProperty Type

1940Year Built

0.42 acresLot Size

$380Est. Price/Sq.Ft.

Listing by Marie Wall • Redfin Real Estate

Contact: 631-337-8238

Bought with Robin Butler-Koschei • Hanson Real Estate Partners

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6326866

Redfin Estimate

$595,051

$50K since sold in December 2024$4,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.4% higher than the average sale price ($539K) of 6 comparable homes.

SOLD AUG 13, 2026
$460,000
A
2 beds2 baths1,364 sq ft
118 Hewitt St, Lake Peekskill, NY 10537
Listing by RE/MAX Classic Realty
SOLD JUL 13, 2026
$675,000
B
3 beds2.5 baths1,614 sq ft
70 Oscawana Lake Rd, Putnam Valley, NY 10579
Listing by Compass Greater NY, LLC
SOLD MAY 13, 2026
$540,000
C
2 beds2 baths1,400 sq ft
35 Avon Rd, Lake Peekskill, NY 10537
Listing by HomeSmart Homes & Estates
SOLD FEB 20, 2026
$470,000
D
3 beds2 baths1,340 sq ft
56 Aqueduct Rd, Garrison, NY 10524
Listing by Twin Bridges Properties
SOLD AUG 10, 2026
$620,000
E
3 beds2 baths1,500 sq ft
46 Cardoza Ave, Town Of Cortlandt, NY 10567
Listing by Houlihan Lawrence Inc.
SOLD OCT 24, 2025
$470,000
F
3 beds2 baths1,635 sq ft
347 Lake Dr, Lake Peekskill, NY 10537
Listing by William Raveis Real Estate

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Earn from this home

Sell

$135,810

Est. take-home

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Refinance

Est. cash available

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Market trends in 10537, NY

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.9%

1.1% MoM

Median sale price

$385K

$155K MoM

Avg. days on market

24d

50 days MoM

Recently sold homes

2 MoM

New listings for sale

NEW 20 HRS AGO
$625,000
4 beds2 baths1,700 sq ft
90 Walnut Rd, Lake Peekskill, NY 10537
Listing by William Raveis Real Estate
$719,999
4 beds3 baths2,739 sq ft
297 Lake Dr, Lake Peekskill, NY 10537
Listing by Keller Williams Realty
$399,999
3 beds2 baths1,714 sq ft
88 Becker St, Lake Peekskill, NY 10537
Listing by eXp Realty
$430,000
3 beds1 bath1,148 sq ft
78 Argyle St, Lake Peekskill, NY 10537
Listing by Corcoran Country Living
See all

Provided by Redfin

Sale history for 50 Pleasant Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H6326866

Dec 20, 2024

Sold

$545,000

$348/sq ft

Nov 8, 2024

Pending

—

Oct 10, 2024

Listed

$499,000

$319/sq ft

OneKey® MLS as Distributed by MLS Grid #H6120275

Sep 14, 2021

Sold

$375,000

$240/sq ft

Jun 21, 2021

Pending

—

May 28, 2021

Listed

$375,000

$240/sq ft

Spectacular mountain and lake views from this one of a kind modernized log style home. This two family home is set high above in a quaint lake Peekskill neighborhood with awe inspiring views of Lake Peekskill. Once home to famous artist Theodore Haupt, whose works were common in publications such as the New Yorker as well as on display in New York art galleries. His artistic flare was used to design this home and is evident throughout to include artistic totem pole supports. From the larger 2nd floor unit you can enjoy the large deck with all the spectacular views to go along with it. The lower level unit is spacious and and has a patio with an outdoor fireplace. Plenty of parking and room for outdoor entertaining. Stay cozy in the winter with each unit having a Fireplace! The possibilities are wide open, Live in one and rent the other, jump on the investment opportunity and rent both or examine the possibility of converting it into a single family. Additional Information: HeatingFuel:Oil Above Ground,

Public Records

Jan 28, 1993

Sold

$79,000

$50/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$11,898 (+19.6%)

$92,300 + $284,600

$376,900

2024

$9,951 (+2.5%)

$92,300 + $284,600

$376,900

2023

$9,711 (−2.9%)

$87,100 + $268,500

$355,600

2022

$10,003 (+17.2%)

$53,300 + $234,700

$288,000

2021

$8,532 (+18.8%)

$53,300 + $174,700

$228,000

2020

$7,184 (+1.4%)

$53,300 + $162,700

$216,000

2019

$7,086 (+2.3%)

$53,300 + $156,400

$209,700

2018

$6,923 (+4.0%)

$53,300 + $156,400

$209,700

2017

$6,654 (+0.7%)

$53,300 + $152,300

$205,600

2016

$6,610 (+0.8%)

$53,300 + $144,300

$197,600

2015

$6,559 (−17.8%)

$53,300 + $142,300

$195,600

2014

$7,982 (+25.2%)

$52,800 + $140,900

$193,700

2013

$6,378 (+1.8%)

$53,900 + $145,800

$199,700

2012

$6,264 (−16.5%)

$56,500 + $152,600

$209,100

2011

$7,505 (+235.9%)

$79,200 + $134,200

$213,400

2010

$2,234 (+5.8%)

$79,200 + $147,800

$227,000

2009

$2,112

$79,200 + $152,800

$232,000

Tax history for 50 Pleasant Rd

Year

Property tax

Land + Additions

Assessment*

2025

$11,898 (+19.6%)

$92,300 + $284,600

$376,900

2024

$9,951 (+2.5%)

$92,300 + $284,600

$376,900

2023

$9,711 (−2.9%)

$87,100 + $268,500

$355,600

2022

$10,003 (+17.2%)

$53,300 + $234,700

$288,000

2021

$8,532 (+18.8%)

$53,300 + $174,700

$228,000

2020

$7,184 (+1.4%)

$53,300 + $162,700

$216,000

2019

$7,086 (+2.3%)

$53,300 + $156,400

$209,700

2018

$6,923 (+4.0%)

$53,300 + $156,400

$209,700

2017

$6,654 (+0.7%)

$53,300 + $152,300

$205,600

2016

$6,610 (+0.8%)

$53,300 + $144,300

$197,600

2015

$6,559 (−17.8%)

$53,300 + $142,300

$195,600

2014

$7,982 (+25.2%)

$52,800 + $140,900

$193,700

2013

$6,378 (+1.8%)

$53,900 + $145,800

$199,700

2012

$6,264 (−16.5%)

$56,500 + $152,600

$209,100

2011

$7,505 (+235.9%)

$79,200 + $134,200

$213,400

2010

$2,234 (+5.8%)

$79,200 + $147,800

$227,000

2009

$2,112

$79,200 + $152,800

$232,000

*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

Stories

Lot width

61 ft.

Lot depth

151 ft.

Lot size

0.42 Acres

Year renovated

—

Sq. Ft.

1,565

Year built

1940

Style

Multi-Family (2-4 Unit)

County

Putnam County

APN

372800A08306500010440000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 17, 2026.

Lake Peekskill Residence District.

The LP District is the residential district with the highest density and covers the areas surrounding Lake Peekskill. The purpose and intent of the LP Lake Peekskill District is to provide for the regulation of mixed single-family and multifamily residential areas and resemble a village atmosphere. Regulations for development in the LP District are intended to reflect existing residential densities and patterns and should be restricted to those areas with an adequate supply of water and adequate parking.

Property details

Parking

Parking Information
Parking Features: Driveway

Interior

Virtual Tour Information

Heating & Cooling
Cooling: None
Heating: ENERGY STAR Qualified Equipment, Electric

Interior Features
Patio And Porch Features: Deck, Patio

Room Information
Basement YN: Yes
Basement: Unfinished

Bathroom Information
Bathrooms Full: 2

Multi-Unit Information
# Of 1 Bedrooms: 2

Exterior

Exterior Features
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Views

Property Information
Building Area Source: Public Records
Property Sub Type: Duplex

Financial

Tax Information
Tax Year: 2024
Tax Source: Municipality
Tax Annual Amount: $8,448

Financial Information
Buyer Financing: FHA

Utilities

Utility Information
Electric Company: NYSEG
Sewer: Septic Tank
Utilities: Trash Collection Public

Location

School Information
Elementary School: Putnam Valley Elementary School
Middle Or Junior School: Putnam Valley Middle School
High School: Putnam Valley High School
High School District: Putnam Valley

Location Information
Hamlet: Lake Peekskill
County Or Parish: Putnam County

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,565
Stories: 1.0
Lot Size: 0.42 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1940
Year Renovated: —
County: Putnam County
APN: 372800A08306500010440000000

Home facts updated by county records on Jul 17, 2026

Around this home

Schools
Places
Transit

Putnam Valley Elementary School

Public K-4 • Assigned • 1.2mi

7/10

Putnam Valley Middle School

Public 5-8 • Assigned • 1.5mi

6/10

Putnam Valley High School

Public 9-12 • Assigned • 1.6mi

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

0.31% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

4/10 Wind Factor

21% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Lake Peekskill, NY • 10537

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 8.6 hours in June and 4 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$566,000 – $685,000

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Home values near 50 Pleasant Rd

Data from public records.

Address	Redfin Estimate
38 Pleasant Road, Lake Peekskill, NY 2 Beds \| 1 Baths \| 800 Sq. Ft.	$342,412
64 Pleasant Road, Lake Peekskill, NY 2 Beds \| 2 Baths \| 1436 Sq. Ft.	$336,127

Address	Redfin Estimate
31 Pleasant Road, Lake Peekskill, NY 2 Beds \| 2 Baths \| 1356 Sq. Ft.	$450,390
52 Pleasant Road, Lake Peekskill, NY 2 Beds \| 2.5 Baths \| 1766 Sq. Ft.	$521,223

Address	Redfin Estimate
68 Pleasant Road, Lake Peekskill, NY 2 Beds \| 1 Baths \| 924 Sq. Ft.	$411,421
62 Pleasant Road, Lake Peekskill, NY 1 Beds \| 1.5 Baths \| 1301 Sq. Ft.	$442,024

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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