OFF MARKET

Off market sep 2020 for $1.4M

$2,617,019

Est. refi paymentEst. refi $6,866/mo

•

4,200

sq ft

38 Winding Way, Little Silver, NJ 07739

About this home

Amazing Custom Seashore Colonial in one of the most coveted neighborhoods in desirable Little Silver. This beautifully appointed home offers an open floor plan, gorgeous trim package, and hard word floors throughout. The first floor includes a stunning eat in kitchen, formal living and dining rooms, and spacious family room with built ins and gas fireplace. The second floor features a wonderful Mater Suite complete with sizable walk in closet and spa like bathroom, 3 additional bedrooms as well as a vast bonus room. The private back yard is perfect for relaxing and entertaining, with an expansive bluestone patio and beautiful inground, gunite pool. Close to beaches, top rated schools and shopping. Convenient commute to NYC via high speed ferry, train or bus. Call today!!

Single-familyProperty Type

2008Year Built

0.69 acresLot Size

$623Est. Price/Sq.Ft.

2 car garageParking

Listed by Emily Valentino • O'Brien Realty, LLC

Bought with Abigail Graham • O'Brien Realty, LLC

Redfin checked: 2 minutes ago

•Source:MOMLS #22022469

Redfin Estimate

$2,617,019

$1.1M since sold in September 2020$21K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.4% higher than the average sale price ($2.01M) of 6 comparable homes.

SOLD SEP 24, 2026
$2,220,000
A
4 beds3 baths4,472 sq ft
573 Prospect Ave, Little Silver, NJ 07739
SOLD NOV 6, 2026
$2,550,000
B
5 beds4.5 baths3,243 sq ft
5 Pirates Cove Rd, Little Silver, NJ 07739
SOLD SEP 23, 2026
$2,125,000
C
6 beds4.5 baths— sq ft
89 N Mitchell Pl, Little Silver, NJ 07739
SOLD MAY 19, 2026
$2,600,000
D
5 beds4 baths4,264 sq ft
73 Northvale Ave, Little Silver, NJ 07739
SOLD AUG 11, 2026
$1,200,000
E
5 beds4 baths2,991 sq ft
100 Westend Ave, Shrewsbury, NJ 07702
SOLD AUG 12, 2026
$1,350,000
F
5 beds2.5 baths2,704 sq ft
253 Arnold Ave, Oceanport, NJ 07757

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Earn from this home

Sell

$1,426,717

Est. take-home

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Refinance

Est. cash available

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Rent

$4,437/mo

Redfin rental estimate

List your home for rent

Market trends in 07739, NJ

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

102.3%

2.4% MoM

Median sale price

$991K

$44K MoM

Avg. days on market

14d

1 days MoM

Recently sold homes

1 MoM

New listings for sale

OPEN TODAY, 12PM TO 2PM
$999,999
3 beds2 baths1,794 sq ft
37 Maple Ave, Little Silver, NJ 07739
See all

Provided by Redfin

Sale history for 38 Winding Way

Year

Property tax

Land + Additions

Assessment*

2025

$25,494 (−19.8%)

$802,800 + $1,209,800

$2,012,600

2024

$31,802

$764,600 + $1,009,500

$1,774,100

2023

$31,779 (+8.2%)

$471,500 + $1,412,500

$1,884,000

2022

$29,375 (+1.3%)

$386,000 + $1,379,500

$1,765,500

2021

$28,994 (+13.0%)

$300,500 + $1,313,500

$1,614,000

2020

$25,656 (+1.0%)

$300,500 + $1,168,300

$1,468,800

2019

$25,394 (+3.3%)

$300,500 + $965,200

$1,265,700

2018

$24,589 (+0.5%)

$300,500 + $975,600

$1,276,100

2017

$24,465 (+2.6%)

$300,500 + $917,900

$1,218,400

2016

$23,857 (+2.3%)

$300,500 + $917,900

$1,218,400

2015

$23,318 (+3.0%)

$300,500 + $902,000

$1,202,500

2014

$22,645 (−4.2%)

$274,900 + $778,400

$1,053,300

2013

$23,636 (+11.3%)

$274,900 + $778,400

$1,053,300

2012

$21,245 (−0.6%)

$274,900 + $778,400

$1,053,300

2011

$21,372 (+1.8%)

$191,400 + $703,900

$895,300

2010

$21,000 (+1.8%)

$191,400 + $738,200

$929,600

2009

$20,628

$191,400 + $738,200

$929,600

Tax history for 38 Winding Way

Year

Property tax

Land + Additions

Assessment*

2025

$25,494 (−19.8%)

$802,800 + $1,209,800

$2,012,600

2024

$31,802

$764,600 + $1,009,500

$1,774,100

2023

$31,779 (+8.2%)

$471,500 + $1,412,500

$1,884,000

2022

$29,375 (+1.3%)

$386,000 + $1,379,500

$1,765,500

2021

$28,994 (+13.0%)

$300,500 + $1,313,500

$1,614,000

2020

$25,656 (+1.0%)

$300,500 + $1,168,300

$1,468,800

2019

$25,394 (+3.3%)

$300,500 + $965,200

$1,265,700

2018

$24,589 (+0.5%)

$300,500 + $975,600

$1,276,100

2017

$24,465 (+2.6%)

$300,500 + $917,900

$1,218,400

2016

$23,857 (+2.3%)

$300,500 + $917,900

$1,218,400

2015

$23,318 (+3.0%)

$300,500 + $902,000

$1,202,500

2014

$22,645 (−4.2%)

$274,900 + $778,400

$1,053,300

2013

$23,636 (+11.3%)

$274,900 + $778,400

$1,053,300

2012

$21,245 (−0.6%)

$274,900 + $778,400

$1,053,300

2011

$21,372 (+1.8%)

$191,400 + $703,900

$895,300

2010

$21,000 (+1.8%)

$191,400 + $738,200

$929,600

2009

$20,628

$191,400 + $738,200

$929,600

*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

103 ft.

Lot depth

200 ft.

Lot size

0.47 Acres

Year renovated

—

Sq. Ft.

4,036

Year built

2008

Style

Single Family Residential

County

Monmouth County

APN

2500061 00019

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Garage: Yes
Garage Spaces: 2.0
Attached Garage: Yes

Interior

Interior Features
Fireplace: Yes
Fireplaces Total: 1

Heating & Cooling
Heating: Yes
Forced Air
Cooling: Yes
Central Air

Bedroom Information
Bedrooms Total: 5

Bathroom Information
Bathrooms Total Integer: 4
Bathrooms Total Decimal: 4.0
Bathrooms Full: 4
Bathrooms Half: 0

Basement Information
Basement: Crawl Space

Room 1 Information
Kitchen
First

Room 2 Information
Family Room
First

Room 3 Information
Living Room
First

Room 4 Information
Dining Room
First

Room 5 Information
Office
First

Room 6 Information
Foyer
First

Room 7 Information
Laundry
First

Room 8 Information
Bonus Room
Second

Room 9 Information
Bedroom
Second

Room 10 Information
Bedroom
Second

Room 11 Information
Bedroom
Second

Room 12 Information
Second

Exterior

Exterior Features
Shingle

Land Information
Topography: Level

Property Information
Living Area: 4200.0
Ownership: Fee Simple

Building Information
Stories Total: 2

Subdivision Information
None
None
Little Silver (LIT)

Financial

Tax Information
Parcel Number: 25-00061-0000-00019
Tax Annual Amount: 25394.0
Tax Assessed Value: 1276100
Tax Block: 61
Tax Lot: 19
Tax Year: 2019

Utilities

Utility Information
Sewer: Public Sewer

Location

HOA Information
None

Location Information
Monmouth
Latitude: 40.330115
Longitude: -74.031045

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 4,036
Stories: —
Lot Size: 0.47 acres
Style: Single Family Residential
Year Built: 2008
Year Renovated: —
County: Monmouth County
APN: 2500061 00019

Home facts updated by county records on Sep 16, 2026

Other

Documents & Disclosures
Documents Change Timestamp: 2020-07-07T17:43:53Z
Documents Count: 0

Listing Information
Photos Count: 125
Closed

Around this home

Schools

K - 12
Preschool & daycare

Point Road School

Public PreK-4 • Assigned • 0.4mi

9/10

Markham Place Elementary School

Public 5-8 • Assigned • 0.9mi

9/10

Red Bank Regional High School

Public 9-12 • Assigned • 1.4mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

4/10 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

7/10 Heat Factor

7 days above 94° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Little Silver, NJ • 07739

Average low and high temperatures (°F)

37°

24°

40°

27°

55°

38°

63°

46°

70°

55°

81°

65°

85°

71°

79°

65°

75°

63°

65°

52°

57°

42°

43°

29°

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

8.6 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.49M – $3.01M

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New listings for sale in 07739

OPEN TODAY, 12PM TO 2PM

$999,999

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First floor bedrooms • Spacious living room • Formal dining room

Home values near 38 Winding Way

Data from public records.

Address	Redfin Estimate
44 Winding Way, Little Silver, NJ 5 Beds \| 4.5 Baths \| 4367 Sq. Ft.	$2,603,084
72 Winding Way, Little Silver, NJ 4 Beds \| 4.5 Baths \| 4583 Sq. Ft.	$3,330,963
16 Winding Way, Little Silver, NJ 5 Beds \| 4.5 Baths \| 3578 Sq. Ft.	$2,459,761
32 Winding Way, Little Silver, NJ 4 Beds \| 2 Baths \| 2549 Sq. Ft.	$1,515,811
53 Winding Way, Little Silver, NJ 4 Beds \| 3.5 Baths \| 6589 Sq. Ft.	$2,643,926
49 Winding Way, Little Silver, NJ 5 Beds \| 3.5 Baths \| 4200 Sq. Ft.	$2,522,492
29 Winding Way, Little Silver, NJ 4 Beds \| 5.5 Baths \| 5185 Sq. Ft.	$3,428,706

Address	Redfin Estimate
52 Winding Way, Little Silver, NJ 4 Beds \| 3 Baths \| 3103 Sq. Ft.	$1,726,608
8 Winding Way, Little Silver, NJ 5 Beds \| 3.5 Baths \| - Sq. Ft.	$2,737,745
20 Winding Way, Little Silver, NJ 4 Beds \| 3 Baths \| 2480 Sq. Ft.	$1,849,618
25 Winding Way, Little Silver, NJ 4 Beds \| 4 Baths \| 4024 Sq. Ft.	$2,824,578
57 Winding Way, Little Silver, NJ 3 Beds \| 4 Baths \| 3733 Sq. Ft.	$2,358,867
35 Winding Way, Little Silver, NJ 4 Beds \| 2 Baths \| 2976 Sq. Ft.	$1,775,992
33 Winding Way, Little Silver, NJ 5 Beds \| 4 Baths \| - Sq. Ft.	$2,580,251

Address	Redfin Estimate
56 Winding Way, Little Silver, NJ 5 Beds \| 5 Baths \| 4582 Sq. Ft.	$2,297,667
12 Winding Way, Little Silver, NJ 4 Beds \| 2.5 Baths \| 2850 Sq. Ft.	$2,119,918
26 Winding Way, Little Silver, NJ 4 Beds \| 4 Baths \| 3102 Sq. Ft.	$2,247,368
19 Winding Way, Little Silver, NJ 4 Beds \| 2 Baths \| 2652 Sq. Ft.	$1,767,171
45 Winding Way, Little Silver, NJ 4 Beds \| 2.5 Baths \| - Sq. Ft.	$2,454,740
41 Winding Way, Little Silver, NJ 3 Beds \| 2 Baths \| 2044 Sq. Ft.	$1,399,910
61 Winding Way, Little Silver, NJ 5 Beds \| 3.5 Baths \| 4206 Sq. Ft.	$3,075,712

Property information provided by MOMLS when last listed in 2020. This data may not match . Learn more.

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