Discover Island living at its best in this beautiful waterfront 3br 2.5 bath Chincoteague Island home with huge bonus room perfect for guests, recreation or home office! Enjoy gorgeous sunsets from multiple levels and relax in the large fenced in back yard and spacious screened in porch ideal for entertaining, pets or soaking in the coastal breeze! Just minutes from Assateague National Seashore, downtown Chincoteague and local shops. This home is perfect whether you're looking for a full-time residence, vacation getaway or investment property! Showing by appointment only.
- VA
- Chincoteague
- 23336
- 5169 Winder Ln
- MLS# 65386
- Date Listed10/28/2025
- Days on Realty 39 Days
- Bedrooms 3
- Bathrooms 2 Full baths, 1 Half baths
- Lot Size 0.86 acres (37,462 sq. ft)
- Sewer Septic Tank
- Subdivision Chincoteague
- County Accomack
- Year Built 1990
- Square Feet 2,168 sq. ft
- Price Per Sq. Ft $322.83
Interior Features
- Appliances Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer
- Flooring Carpet, Vinyl, Hardwood
- Heating Heat Pump
Exterior / Lot Features
- Roof -
- Lot Size Acres 0.86
- Lot Size SQFT 37,461.60
- Lot Features Waterfront
Directions
Turning left from bridge head north on Main street turn left on Winder Lane, follow land to the right, house on left
Financial Considerations
Nearby Schools
Source: School Digger
Chincoteague Elementary School
Public • PK - 5 • Serves this home
0.99 mi
Distance
Public • 6 - 12 • Serves this home
0.99 mi
Distance
Chincoteague Combined
Unknown • 9 - 12 • Serves this home
- mi
Distance
Chincoteague Elementary School
Public • PK - 5 • Serves this home
0.99 mi
Distance
Public • 6 - 12 • Serves this home
0.99 mi
Distance
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price |
|---|---|---|---|---|
| 2486 DRY DOCK COURT | 4 | 3 | Oct 23, 2025 | $333,187 |
| 2447 BRIGANTINE BOULEVARD | 3 | 3 | Oct 18, 2025 | $318,500 |
| 39046 Church ST | 3 | 2 | Oct 23, 2025 | $215,000 |
| 3151 AMIDSHIP DRIVE | 4 | 3 | Nov 20, 2025 | $269,900 |
| 2754 JOLLY RODGER DRIVE | 2 | 1 | Oct 28, 2025 | $239,000 |
| 37430 BAYSIDE DRIVE | 3 | 3 | Oct 28, 2025 | $749,900 |
| 7983 CHURCH STREET | 4 | 3 | Oct 18, 2025 | $584,000 |
| 30600 DEPOT STREET | 2 | 1 | Nov 08, 2025 | $135,000 |
| 37146 SHARK COURT | 3 | 3 | Nov 25, 2025 | $454,975 |
| 6126 TAYLOR STREET | 4 | 2 | Oct 28, 2025 | $425,000 |
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | N/A | N/A | N/A | 335,858,263 |
| Population Density | N/A | N/A | N/A | 95 |
| People per Household | N/A | N/A | N/A | 2.6 |
| Median Age | N/A | N/A | N/A | 39.1 |
| Median Income | N/A | N/A | N/A | $66,222 |
| Average Income | N/A | N/A | N/A | $35,475 |
| Cost of Living Index | 77 | 77 | 86 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | N/A°F | -32768°F | -32768°F | 22.6°F |
| July Avg. High Temp | N/A°F | -32768°F | -32768°F | 86.2°F |
| Annual Precipitation | N/A" | -32768" | -32768" | 38" |
9/100
Car-Dependent
Walk Score ®
47/100
Bikable
Bike Score ®
Overview
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 14/100, Transit Score: 0/100, Bike Score: 50/100.
Property Change History
Points of Interest near 5169 Winder Ln, Chincoteague, VA 23336
0.75 mi
Distance
1.12 mi
Distance
1.13 mi
Distance
1.14 mi
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1.14 mi
Distance
1.15 mi
Distance
0.62 mi
Distance
0.78 mi
Distance
0.89 mi
Distance
1 mi
Distance
1.14 mi
Distance
1.15 mi
Distance
0.22 mi
Distance
0.66 mi
Distance
1.14 mi
Distance
1.15 mi
Distance
739 ft
Distance
0.2 mi
Distance
0.28 mi
Distance
0.36 mi
Distance
0.75 mi
Distance
1.04 mi
Distance
1.05 mi
Distance
1.14 mi
Distance
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Frequently Asked Questions for 5169 Winder Ln
Source: Realty.com
5169 Winder Ln, Chincoteague, VA 23336 is a Single Family 2,168 sq. ft. home listed for sale. Realty.com has 22 photos available of this 3 bed, 3 bath house, listed at $699,900. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 22 photos of 5169 Winder Ln.
Our records indicate that 5169 Winder Ln was built in 1990.
The full address for this home is 5169 Winder Ln, Chincoteague, VA 23336.
5169 Winder Ln has been listed on Realty.com since Tue October 28, 2025
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 14/100, Transit Score: 0/100, Bike Score: 50/100.
There are 3 schools assigned to this home. Check out the schools near 5169 Winder Ln. Chincoteague Elementary School (Grades: PK - 5), Chincoteague High School (Grades: 6 - 12), Chincoteague Combined (Grades: 9 - 12)
Listing provided courtesy of:
Dockside Properties
(tel: 757-336-3200)
Listing agent:
Jackie Tripp
(tel: 757-990-9654)
(#12_141)
This content last refreshed on 2025-12-07 20:05:46. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 5169 Winder Ln, Chincoteague, VA 23336 : MLS# 65386