Google satellite image for 18 Sleepy Hollow Rd, Monroe, NY 10950

Off market may 2025 for $999K

$584,584

Est. refi paymentEst. refi $12,516/mo

•

2 ba

•

2,371

sq ft

18 Sleepy Hollow Rd, Monroe, NY 10950

About this home

Beautiful ranch on a lovely level lot. With newer vinyl siding, stainless appliances, hardwood floors, new family room with brick accents & updated baths, one with whirlpool tub & other with heated tile floor this 4 bedroom 2 full bath house is a home run!! Super sized living room with brick fireplace/woodstove insert will defray your heating costs considerably. Great 2 car garage with workshop and loft. Monroe/Woodbury Schools. ..

Single-familyProperty Type

1951Year Built

0.88 acresLot Size

$247Est. Price/Sq.Ft.

2 spacesParking

Listing by • Weichert Realtors

Bought with • Weichert Realtors

Source:HGMLS #4409835

Redfin Estimate

$584,584

$414K since sold in May 2025$15K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.4% lower than the average sale price ($612K) of 6 comparable homes.

SOLD OCT 11, 2026
$699,000
A
4 beds2 baths1,644 sq ft
8 Fort Worth Pl, Monroe, NY 10950
Listing by Blooming Realty
SOLD OCT 8, 2026
$635,000
B
4 beds1.5 baths1,428 sq ft
43 Duelk Ave, Monroe, NY 10950
Listing by Howard Hanna Rand Realty
SOLD AUG 31, 2026
$440,000
C
3 beds2 baths1,388 sq ft
515 High St, Monroe, NY 10950
Listing by Howard Hanna Rand Realty
SOLD AUG 11, 2026
$530,000
D
4 beds2.5 baths1,900 sq ft
48 Quaker Hill Rd, Monroe, NY 10950
Listing by MK Realty Inc
SOLD MAR 18, 2026
$515,000
E
3 beds2 baths1,512 sq ft
2 Charlotte Pl, Monroe, NY 10950
Listing by The Middleman Team
SOLD JUL 31, 2026
$850,000
F
5 beds2 baths2,000 sq ft
5 Tappan Dr, Monroe, NY 10950
Listing by eRealty Advisors, Inc

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Earn from this home

Sell

−$228,056

Est. take-home

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Refinance

Est. cash available

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Rent

$3,302/mo

Redfin rental estimate

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Market trends in 10950, NY

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

98.2%

0.3% MoM

Median sale price

$530K

$18K MoM

Avg. days on market

55d

9 days MoM

Recently sold homes

8 MoM

New listings for sale

$479,000
3 beds2 baths1,852 sq ft
450 Nelson Rd, Monroe, NY 10950
Listing by Wansor Realty
$295,000
2 beds2 baths1,235 sq ft
33 Aldo Ct, Monroe, NY 10950
Listing by Howard Hanna Rand Realty
$599,999
3 beds2 baths2,208 sq ft
44 Old Dutch Hollow Rd, Greenwood Lake, NY 10925
Listing by Hudson Valley Home Connection
COMING SOON
$499,000
3 beds2.5 baths1,909 sq ft
627 Stage Rd, Monroe, NY 10950
Listing by eRealty Advisors, Inc
$390,000
3 beds2.5 baths1,228 sq ft
89 Mcbee Ct, Monroe, NY 10950
Listing by Keller Williams Hudson Valley
$225,000
3 beds1 bath1,140 sq ft
11 Woodland Cir N, Monroe, NY 10950
Listing by Weichert Realtors
$510,000
3 beds2 baths1,400 sq ft
17 Rovna Ct #311, Monroe, NY 10950
Listing by MS Realty Group USA, Inc
$269,000
1 bed1 bath969 sq ft
19 Barnett Dr Unit 2-H, Monroe, NY 10950
Listing by Century 21 Realty Center
$900,000
5 beds3.5 baths3,103 sq ft
7 Fort Worth Pl #101, Blooming Grove, NY 10950
Listing by Mount Realty
$490,000
4 beds2 baths1,664 sq ft
55 School Rd, Monroe, NY 10950
Listing by The Middleman Team
See all

Provided by Redfin

Sale history for 18 Sleepy Hollow Rd

Date

Event

Price

Public Records

May 9, 2025

Sold

$999,000

$421/sq ft

Public Records

Sep 30, 2014

Sold

$236,000

$100/sq ft

HGMLS #4409835

Sep 22, 2014

Price Changed

$236,000

$100/sq ft

Sep 22, 2014

Sold

$236,000

$100/sq ft

Sep 17, 2014

Contingent

—

Sep 17, 2014

Price Changed

$249,000

$105/sq ft

May 3, 2014

Listed

$249,000

$105/sq ft

OneKey® MLS as Distributed by MLS Grid #H4409835

Sep 22, 2014

Sold

$236,000

$100/sq ft

May 2, 2014

Listed

$249,000

$105/sq ft

Public Records

Jul 20, 2005

Sold

$270,000

$114/sq ft

Public Records

Mar 16, 1994

Sold

$85,000

$36/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$9,869 (−6.0%)

$10,500 + $25,400

$35,900

2025

$10,495 (+12.3%)

$10,500 + $25,400

$35,900

2024

$9,341 (−34.8%)

$10,500 + $25,400

$35,900

2023

$14,336 (+75.8%)

$10,500 + $25,400

$35,900

2022

$8,153 (−5.9%)

$10,500 + $25,400

$35,900

2021

$8,662 (+49.4%)

$10,500 + $25,400

$35,900

2020

$5,798 (−32.0%)

$10,500 + $25,400

$35,900

2019

$8,531 (+5.9%)

$10,500 + $25,400

$35,900

2018

$8,053 (+3.8%)

$10,500 + $25,400

$35,900

2017

$7,756 (+4.2%)

$10,500 + $25,400

$35,900

2016

$7,442 (−3.6%)

$10,500 + $25,400

$35,900

2015

$7,723 (+14.0%)

$10,500 + $25,400

$35,900

2014

$6,777

$10,500 + $25,400

$35,900

Tax history for 18 Sleepy Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2026

$9,869 (−6.0%)

$10,500 + $25,400

$35,900

2025

$10,495 (+12.3%)

$10,500 + $25,400

$35,900

2024

$9,341 (−34.8%)

$10,500 + $25,400

$35,900

2023

$14,336 (+75.8%)

$10,500 + $25,400

$35,900

2022

$8,153 (−5.9%)

$10,500 + $25,400

$35,900

2021

$8,662 (+49.4%)

$10,500 + $25,400

$35,900

2020

$5,798 (−32.0%)

$10,500 + $25,400

$35,900

2019

$8,531 (+5.9%)

$10,500 + $25,400

$35,900

2018

$8,053 (+3.8%)

$10,500 + $25,400

$35,900

2017

$7,756 (+4.2%)

$10,500 + $25,400

$35,900

2016

$7,442 (−3.6%)

$10,500 + $25,400

$35,900

2015

$7,723 (+14.0%)

$10,500 + $25,400

$35,900

2014

$6,777

$10,500 + $25,400

$35,900

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

Zoning

Rural Residential District

The purpose of this district is to promote the Village's rural character, protect open space and environmentally sensitive resources, and to guide residential development in a manner that is consistent with the Village's Comprehensive Plan.

Zone overlays

Ridgeline Overlay District
Scenic Viewshed Overlay District

Permitted uses

Include but are not limited to:

Equestrian facility

Property details

Interior

Basement Information
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Fuel Type: Electric
Heating Type: Hot Water Steam

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Ranch
Exterior Wall: Aluminum/Vinyl

Property Information
Living Sq. Ft: 2,371
Ground Floor Sq. Ft: 1,248
# of Stories: 1
Legal Description: LT 22 PT LT 24 DELANO HTS

Parking & Garage Information
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 572
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 38,525
Legal Lot Number: 8
Legal Block Number: 1
School Tax District: MONRE-WDBURY
Municipality Name: BLOOMING GROVE
Acres: 0.8844
Depth Footage: 80.7
Front Footage: 141.9
State Use Description: SINGLE FAMILY RESID

Utility Information
Sewer Type: Private
Water Service Type: Private

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,371
Stories: 1.0
Lot Size: 0.88 acres
Style: Single Family Residential
Year Built: 1951
Year Renovated: 1961
County: Orange County
APN: 332003A22000000010080000000

Home facts updated by county records on Oct 8, 2026

Around this home

Schools

K - 12
Preschool & daycare

North Main Street School

Public 2-5 • Assigned • 1.9mi

5/10

Monroe Woodbury Middle School

Public 6-8 • Assigned • 3.9mi

5/10

Monroe Woodbury High School

Public 9-12 • Assigned • 3.9mi

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 97° expected this year, 15 days in 30 years

4/10 Wind Factor

17% 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

Monroe, NY • 10950

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

$556,000 – $673,000

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Listing by Weichert Realtors

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Listing by MS Realty Group USA, Inc

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19 Barnett Dr Unit 2-H, Monroe, NY 10950

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Listing by Century 21 Realty Center

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Home values near 18 Sleepy Hollow Rd

Data from public records.

Address	Redfin Estimate
22 Sleepy Hollow Rd, Monroe, NY 4 Beds \| 1.5 Baths \| 1476 Sq. Ft.	$513,618
35 Sleepy Hollow Rd, Monroe, NY 3 Beds \| 2 Baths \| 1494 Sq. Ft.	$623,739
54 Duelk Ave, Monroe, NY 3 Beds \| 1 Baths \| 1536 Sq. Ft.	$447,053
46 Duelk Ave, Monroe, NY 3 Beds \| 1 Baths \| 1536 Sq. Ft.	$445,676
58 Duelk Ave, Monroe, NY 3 Beds \| 1.5 Baths \| 960 Sq. Ft.	$461,803
48 Duelk Ave Apt 2, Monroe, NY 4 Beds \| 2 Baths \| 1586 Sq. Ft.	$563,274
15 Treza Ln Apt 102, Monroe, NY 5 Beds \| 3.5 Baths \| 4500 Sq. Ft.	—

Address	Redfin Estimate
25 Sleepy Hollow Rd, Monroe, NY 3 Beds \| 2.5 Baths \| 5006 Sq. Ft.	$1,099,600
39 Mountain Rd, Monroe, NY 3 Beds \| 2.5 Baths \| 9129 Sq. Ft.	$965,915
60 Duelk Ave, Monroe, NY 3 Beds \| 2.5 Baths \| 2222 Sq. Ft.	$565,080
31 Mountain Rd, Monroe, NY 3 Beds \| 2.5 Baths \| 4082 Sq. Ft.	—
1 Treza Ln, Monroe, NY 4 Beds \| 2.5 Baths \| 2684 Sq. Ft.	$2,065,848
48 Duelk Ave Apt 101, Monroe, NY 5 Beds \| 3.5 Baths \| 3064 Sq. Ft.	$815,714
22 Treza Ln Apt 101, Blooming Grove, NY 5 Beds \| 3.5 Baths \| 4500 Sq. Ft.	—

Address	Redfin Estimate
23 Sleepy Hollow Rd, Monroe, NY 3 Beds \| 1 Baths \| 1828 Sq. Ft.	$781,169
50 Duelk Ave, Monroe, NY 3 Beds \| 1.5 Baths \| 1536 Sq. Ft.	$498,647
56 Duelk Ave, Monroe, NY 3 Beds \| 1.5 Baths \| 2040 Sq. Ft.	$418,901
52 Duelk Ave, Monroe, NY 3 Beds \| 1 Baths \| 960 Sq. Ft.	$437,435
48 Duelk Ave Apt 1, Monroe, NY 4 Beds \| 2 Baths \| 1586 Sq. Ft.	$564,301
48 Duelk Ave Apt 102, Monroe, NY 5 Beds \| 3.5 Baths \| 3064 Sq. Ft.	$817,279

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