69 Winding Way

Little Silver, NJ 07739

$3,199,900
Price
5
Beds
4,400 Sq. Ft.
$727 / Sq. Ft.
4,400
Sq. Ft.
$727
per Sq. Ft.
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a view of a hallway with wooden floor and a potted plant
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a living room with furniture a fireplace and a flat screen tv
a living room with furniture a fireplace and a flat screen tv
a living room with furniture fireplace and flat screen tv
a living room with furniture large window and a fireplace
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a living room with furniture and a wooden floor
a living room with furniture and a flat screen tv
a living room with furniture fireplace and flat screen tv
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a kitchen with a sink and a refrigerator
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a bathroom with a granite countertop sink a mirror and a shower
a kitchen with a sink and a refrigerator
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a view of a dining room with furniture window and wooden floor
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a living room with furniture and a flat screen tv
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a large white kitchen with a large window
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a bathroom with a sink a toilet and vanity
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a bathroom with a double vanity sink and mirror
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a view of a room with wooden floor and a bathroom
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a front view of house with yard and green space
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Description

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...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.
  1. Listed by Gary Thomson • C21 Thomson & Co.

Property Details for 69 Winding Way

Complex/Subdivision
None
Zoning
Residential, Single Family
Style
Colonial, 2 Story, Custom
Waterview
No
Directions
Seven Bridges Road to Winding Way
LISTING UPDATED: 12/29/2025 09:13 AM

Property Details for 69 Winding Way

StatusActive
MLS #22536443
Days on Market4
Taxes$15,086 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built-
Lot Size0.53 AC / 23,086 SF
CountyMonmouth County

Location

Listing Courtesy of C21 Thomson & Co.
Add your commute

Building Information for 69 Winding Way

Stories2Year Built-Building Size-Lot Size0.53 AC / 23,086 SF

Payment Calculator

$17,069 per month

30 year fixed, 6.28% Interest

Principal and Interest

$15,812

Property Taxes

$1,257

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 69 Winding Way

Summary
Location and General Information
  • Area/Section: None
  • Postal City: Little Silver
  • State: NJ
  • Municipality: Little Silver (LIT)
  • Elementary School: Point Road
  • Middle School: Markham Place
  • High School: Red Bank Reg
  • Other High: Red Bank Cath
  • Block: 59
Parking
  • Garage: Attached, Storage Above, Other - See Remarks, Direct Access, Detached
  • Foyer Level: First
  • Parking: Asphalt, Off Street, Driveway
  • # Car Garage: 3.0
Taxes and HOA Information
  • HOA: No
  • Tax ID#: 25-00059-0000-00035
  • Taxes: $15,086.00
  • Tax Year: 2025
Property
Lot Information
  • Apx SqFt: 4400.0
  • Acreage: 0.53
  • Lot: 35
  • Lot Dimensions: 129 x 180
  • Lot Description: Level
Property and Assessments
  • Assessment - Total: 1049800.0
  • Assessment - Improvements: 230100.0
  • Assessment Status: Assessed
  • Asmnt - Land: 819700.0
  • Possession: At Closing
  • Property Sub-Type: Single Family Residence
Utilities
  • Fireplace: Yes
  • Water Heater: Natural Gas
  • Water/Sewer: Public Sewer, Public Water
Interior and Exterior Features
Exterior Features
  • Pool: No
  • Waterfront: No
  • Roof: Shingle
  • Exterior: Patio, Porch - Open
Interior Features
  • Interior: Attic - Pull Down Stairs, First Floor Bedroom, In-Law Floorplan, Bonus Room, Recessed Lighting, Laundry Tub, French Doors, Dec Molding, Clerestories, Built-in Features, Ceilings - 9Ft+ 2nd Flr, Ceilings - 9Ft+ 1st Flr
  • # Levels: 2
  • Basement: Crawl Space
  • Bathroom Level: First, Second
  • Bedroom Level: First, Second
  • Butler Pantry Level: First
  • Dining Room: Floor - Wood, TRY/VLT/CATH
  • Dining Room Level: First
  • Family Room Level: First
  • Foyer: Double Door Entry, Two Story, Floor - Wood
  • Kitchen: TRY/VLT/CATH, Dinette, Kitchen/Dine, Granite/Stone Counter, Newer, Eat-In, Center Island, Butler Pantry, Bnook/Dining Area
  • Kitchen Level: First
  • Laundry Level: First, Second
  • Living Room: Built-Ins, Two Story, French Doors, TRY/VLT/CATH, Fireplace - Electric, Floor - Wood
  • Mud Level: First
  • Utility Room Level: First
  • Included: Dishwasher, Outdoor Lighting, Washer, Refrigerator, Microwave, Light Fixtures, Gas Cooking, Dryer
  • Bedrooms: 5
  • Total Baths: 4.1
  • Full Baths: 4.0
  • Half Baths: 1.0
  • # Level 1 - Baths: 2.0
  • # Level 2 - Baths: 3.0
  • # Fireplaces: 1.0
  • Siding: Other
  • Rooms: Bathroom, Utility Room, Mud, Primary Bedroom, Laundry, Kitchen, Foyer, Family Room, Dining Room, Butler Pantry, Bedroom, Primary Bathroom
Multi Family
Room1
  • Room Description: Foyer
  • Level1: 1
  • Dimensions1: 17 x 14
  • Length1: 17.0
  • Width1: 14.0
  • Area1: 238.0
Room2
  • Room Description: Family Room
  • Level2: 1
  • Dimensions2: 20 x 20
  • Length2: 20.0
  • Width2: 20.0
  • Area2: 400.0
Room3
  • Room Description: Dining Room
  • Level3: 1
  • Dimensions3: 23 x 20
  • Length3: 23.0
  • Width3: 20.0
  • Area3: 460.0
Room4
  • Room Description: Kitchen
  • Level4: 1
  • Dimensions4: 23 x 20
  • Length4: 23.0
  • Width4: 20.0
  • Area4: 460.0
Room5
  • Room Description: Butler Pantry
  • Level5: 1
  • Dimensions5: 10 x 6
  • Length5: 10.0
  • Width5: 6.0
  • Area5: 60.0
Room6
  • Room Description: Bathroom
  • Level6: 1
  • Dimensions6: 6 x 6
  • Length6: 6.0
  • Width6: 6.0
  • Area6: 36.0
Room7
  • Room Description: Bedroom
  • Level7: 1
  • Dimensions7: 18 x 12
  • Remarks7: Closet in hallway
  • Length7: 18.0
  • Width7: 12.0
  • Area7: 216.0
Room8
  • Room Description: Mud
  • Level8: 1
  • Dimensions8: 14 x 12
  • Length8: 14.0
  • Width8: 12.0
  • Area8: 168.0
Room9
  • Room Description: Bathroom
  • Level9: 1
  • Dimensions9: 9 x 6
  • Length9: 9.0
  • Width9: 6.0
  • Area9: 54.0
Room10
  • Room Description: Laundry
  • Level10: 1
  • Dimensions10: 9 x 8
  • Length10: 9.0
  • Width10: 8.0
  • Area10: 72.0
Room11
  • Room Description: Utility Room
  • Level11: 1
  • Dimensions11: 8 x 6
  • Length11: 8.0
  • Width11: 6.0
  • Area11: 48.0
Room12
  • Room Description: Primary Bedroom
  • Level12: 2
  • Dimensions12: 21 x 17
  • Length12: 21.0
  • Width12: 17.0
  • Area12: 357.0
Room13
  • Room Description: Primary Bathroom
  • Level13: 2
  • Dimensions13: 18 x 12
  • Length13: 18.0
  • Width13: 12.0
  • Area13: 216.0
Room14
  • Room Description: Bedroom
  • Level14: 2
  • Dimensions14: 17 x 12
  • Remarks14: Ensuite
  • Length14: 17.0
  • Width14: 12.0
  • Area14: 204.0
Room15
  • Room Description: Bedroom
  • Level15: 2
  • Dimensions15: 15 x 12
  • Length15: 15.0
  • Width15: 12.0
  • Area15: 180.0
Room16
  • Room Description: Bedroom
  • Level16: 2
  • Dimensions16: 19 x 11
  • Length16: 19.0
  • Width16: 11.0
  • Area16: 209.0
Room17
  • Room Description: Laundry
  • Level17: 2
  • Dimensions17: 12 x 7
  • Length17: 12.0
  • Width17: 7.0
  • Area17: 84.0
Room18
  • Room Description: Bathroom
  • Level18: 2
  • Dimensions18: 8 x 5
  • Length18: 8.0
  • Width18: 5.0
  • Area18: 40.0
Room19
  • Room Description: Bathroom
  • Level19: 2
  • Dimensions19: 12 x 7
  • Length19: 12.0
  • Width19: 7.0
  • Area19: 84.0

Property History for 69 Winding Way

DateEvent & SourcePriceAppreciation
Dec 9, 2025

Listed (Active)

MOMLS #22536443

$3,199,900—
Feb 18, 2025

Closed (Public Record)

Public Record #1553653411

$890,000—
Mar 9, 2001

Closed

MOMLS #2027102

$305,000—
DateEvent & SourcePrice
12/09/2025

Listed (Active)

MOMLS #22536443

$3,199,900
02/18/2025

Closed (Public Record)

Public Record #1553653411

$890,000
03/09/2001

Closed

MOMLS #2027102

$305,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 69 Winding Way

Taxable ValueLand$819,700Additions$230,100Total$1,049,800
Tax Record2024$14,286 ($1,190 / month)
Home Facts
Beds3Total Finished SqFt2,380 SqFtAbove Grade Finished SqFt2,380 SqFtStories1Lot Size23,220 SqFtStyleSingle Family ResidenceYear Built2025ZoningR-2CountyMONMOUTHAPN25 00059-0000-00035Fireplace TypeHas Fireplace

Schools near 69 Winding Way

This home is within Little Silver Boro School District.
Rating
School
Type
Grades
Distance
Point Road School
Public - PK to 4
Markham Place Elementary School
Public - 5 to 8
Red Bank Reg High School
Public - 9 to 12
Vincent S Mastro Montessori Academy
Private - PK to 7
Rating
School
Distance
Point Road School
PublicPK to 4

Markham Place Elementary School
Public5 to 8

Red Bank Reg High School
Public9 to 12

Vincent S Mastro Montessori Academy
PrivatePK to 7

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 69 Winding Way, Little Silver, NJ 07739

69 Winding Way is a single family home for sale in Little Silver, NJ 07739. This property was listed for sale on December 9, 2025 by C21 Thomson & Co., it's currently listed at $3,199,900. It has been on the market for a total of 4 days and was last sold on February 18, 2025. This listing's school districts are Red Bank Regional School District, Little Silver Boro School District. Nearby schools include Point Road School, Markham Place Elementary School and Red Bank Reg High School. 69 Winding Way is a 5-bed, 4.1-bath, 4,400 sqft single family home.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of C21 Thomson & Co.

Based on information from one of the following Multiple Listing Services: BRIGHT, Greater LeHigh Valley Regional MLS, Greator Scranton Board of REALTORS® and Pocono Mountains Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by BRIGHT, Greater LeHigh Valley Regional MLS, Greator Scranton Board of REALTORS® and Pocono Mountains Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.