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$3,199,900

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,400 Sq. Ft.
  • 3 Car Garage

Next open house:

Open House: 1:00 PM - 3:00 PM

Sunday 1/18 1:00 PM - 3:00 PM

69 Winding Way,Little Silver, NJ 07739

69 Winding WayLittle SilverNJ07739

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Discover exceptional craftsmanship in this custom-built masterpiece by a premier local builder. Designed with only the finest materials and an eye for detail, this 5-bedroom, 4.5-bath home delivers stunning architecture, soaring ceilings, and a modern open floorplan ideal for both everyday living and memorable entertaining. Step inside to a bright, expansive interior highlighted by dramatic ceiling heights and seamless flow. The high-end custom kitchen serves as the heart of the home, offering premium cabinetry, top-tier appliances, an oversized island, and thoughtfully integrated details throughout. Adjacent sits the impressive two-story family room, featuring custom built-in shelving with integrated LED lighting and abundant natural light. The elegant formal dining room elevates every gathering with its tray ceiling accented by soft LED lighting. The first floor also features a versatile in-law suite, perfect for multigenerational living, extended guests, or a private office setup. An additional laundry room and direct-entry garage add convenience and practicality without sacrificing style. Upstairs, the primary suite is a true retreatexpansive, serene, and beautifully appointed. The luxury bath showcases a soaking tub, double vanity, and an enormous walk-in shower, creating a spa-like experience at home. A second junior ensuite impresses with its vaulted ceiling, providing comfort and architectural charm. Two additional bedrooms share a well-designed Jack-and-Jill bath, ideal for family living. Completing the second level is a dedicated laundry room, thoughtfully placed for ease and efficiency. From the millwork and lighting to the layout and finishes, every element has been curated with intention and executed with uncompromising quality. This home stands out as a rare offeringstunning, functional, and built to the highest standard by one of the area's most trusted names.

Full Property Details for 69 Winding Way

General

  • Price: $3,199,900
  • Taxes: $15,086 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Monmouth
  • MLS ID: 22536443
  • Updated: 12/28/2025
  • Added to Site: 20 day(s) ago

Interior

  • Number of Rooms: 13
  • Interior Features: Attic with Pull-Down Stairs, Bonus Room, Built-in Features, High Ceilings (9 Feet or More) First Floor, High Ceilings (9 Feet or More) Second Floor, Clerestories, Decorative Molding, In-Law Floorplan, Eat-in Kitchen, Recessed Lighting
  • Fireplace: Yes
  • Number of Fireplaces: 1

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Bathrooms-L2: 3
  • Bathrooms-L1: 2

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Foyer/Entry: Wood Floor, Double Door Entry, Two Story
  • Living Room: Built-Ins, Electric Fireplace, Wood Floor, French Doors, Tray/Vaulted/Cathedral Ceiling, Two Story
  • Kitchen: Breakfast Nook/Dining Area, Butler's Pantry, Center Island, Dinette, Eat-In, Granite/Stone Counter, Kitchen/Dine, Newer, Tray/Vaulted/Cathedral Ceiling
  • Dining Room: Wood Floor, Tray/Vaulted/Cathedral Ceiling

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking Features: Storage Above, Direct Access, Asphalt, Driveway, Off-Street
  • Garage Description: Attached, Detached, Direct Entry, Other (See Remarks), Storage Above

Location

  • Area: Little Silver (LIT)
  • Municipality: Little Silver (LIT)
  • County: Monmouth
  • Subdivision: None

School Information

  • Other School: Red Bank Cath

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Zoned Air Conditioning (3 or More Zones)
  • Heating Type: 3+ Zoned Heat

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Water/Sewer: Public Sewer, Public Water

Structural Information

  • Architectural Style: Custom, Detached, Colonial
  • Exterior Const.: Other
  • Roof: Shingle
  • Square Feet: 4,400
  • Living Area: 4,400 Sq. Ft.

Lot Features

  • Lot Size (Acres): 0.53
  • Lot Size (Sq. Ft.): 23,086.8
  • Lot Dimensions: 129 x 180
  • Zoning: Residential, Single Family

Financial Considerations

  • Price Per Sq. Ft.: $727.25
  • Assessment Amount: $1,049,800
  • Tax Amount: $15,086
  • Tax Year: 2025

Disclosures and Reports

  • Inclusions: Outdoor Lighting, Washer, Dishwasher, Dryer, Light Fixtures, Microwave, Refrigerator, Gas Cooking
  • Property ID: 25-00059-0000-00035
  • Section: None

Listed by C21 Thomson & Co., Gary Thomson

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Listing agent

— 69 Winding Way —

  • Gary Thomson

    C21 Thomson & Co.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 69 Winding Way

School Districts:Little Silver Borough School District, Red Bank Regional School District
NameGradesDistance
Point Road School
357 Little Silver Point Road, Little Silver, NJ 07739
PK-40.4 mi
Markham Place Elementary School
95 Markham Place, Little Silver, NJ 07739
5-81 mi
Red Bank Reg High School
101 Ridge Road, Little Silver, NJ 07739
9-121.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 69 Winding Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/28/2025
Listed
$3,199,900
259.54%
MLS
2/18/2025
Sold
$890,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 69 Winding Way

Year
Property Taxes
Change
Tax Assessment
Change
2024
$14,286
7%
$1,049,800
24%
2023
$13,298
17%
$846,300
15%
2022
$11,384
5%
$738,800
18%
2021
$10,802
—
$625,500
5%
2021
$10,802
—
$596,400
1%
2021
$10,802
-7%
$591,100
2%
2018
$11,572
1%
$579,200
1%
2017
$11,502
2%
$572,800
1%
2016
$11,259
-4%
$567,500
-4%
2019
$11,737
5%
$589,800
6%
2015
$11,136
-1%
$554,300
6%
2014
$11,240
6%
$522,800
11%
2013
$10,560
—
$470,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by C21 Thomson & Co., Gary Thomson

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69 Winding Way, Little Silver, NJ 07739 (MLS# 22536443) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 69 Winding Way is currently listed for $3,199,900 and was received on December 28, 2025. Want to learn more about 69 Winding Way? Do you have questions about finding other Single Family real estate for sale in Little Silver? You can browse all Little Silver real estate or contact a Coldwell Banker agent to request more information.

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