1417 Winfall Dr, Chesapeake, VA 23322
OFF MARKET

$403,900

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,720 sqft (on 0.36 acres)

1417 Winfall Dr, Chesapeake, VA 23322

Great Bridge East
Est. Refi. Payment $2,388/mo*
Refinance Your Home
Currently Off Market - Sold Dec 14, 1999 for $109,000

Home Value

Trulia Estimate
$404K
Since last month
Decreased$6K (-1.5%)
Since last year
Increased$5K (+1.2%)
Since last sale
Increased$294K (+270%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +51% in the last 10 years
MonthEstimated value
2026
August 2026$403K
July 2026$409K
June 2026$418K
May 2026$411K
April 2026$411K
March 2026$406K
February 2026$402K
January 2026$396K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
433 Fairfield Dr, Chesapeake, VA
0.15
Single-Family Home
$255,000
09/17/25
3
2
1,125
436 Fairfield Dr, Chesapeake, VA
0.17
Single-Family Home
$465,000
07/27/26
3
2
1,625
513 Corapeake Dr, Chesapeake, VA
0.14
Single-Family Home
$482,500
06/23/26
3
2
1,470
1448 Pamlico Blvd, Chesapeake, VA
0.28
Single-Family Home
$280,000
06/24/26
4
2
1,480
1404 Pamlico Blvd, Chesapeake, VA
0.27
Single-Family Home
$403,000
08/13/26
3
1.5
1,796
1417 Pamlico Blvd, Chesapeake, VA
0.21
Single-Family Home
$375,000
10/30/25
3
2
1,150
1202 Charisse Ct, Chesapeake, VA
0.54
Single-Family Home
$280,000
04/03/26
3
2
1,426
509 Hatteras Cres, Chesapeake, VA
0.24
Single-Family Home
$475,000
04/01/26
4
2.5
2,120
405 Currituck Drive, Chesapeake, VA
0.36
Single-Family Home
$540,000
12/05/25
4
2.5
2,244
535 Currituck Dr, Chesapeake, VA
0.20
Single-Family Home
$560,000
06/23/26
4
2.5
2,600

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
440 collington Drive, Chesapeake, VA 23322
0.10
$437,200
3
2
1,375
Off Market
436 Fairfield Dr, Chesapeake, VA 23322
0.17
$465,000
3
2
1,625
Recently Sold
513 Corapeake Dr, Chesapeake, VA 23322
0.14
$482,500
3
2
1,470
Recently Sold
441 Corapeake Dr, Chesapeake, VA 23322
0.15
$389,000
3
1.5
1,466
Recently Sold
539 Currituck Dr, Chesapeake, VA 23322
0.19
$596,000
5
3.5
3,600
Recently Sold
535 Currituck Dr, Chesapeake, VA 23322
0.20
$560,000
4
2.5
2,600
Recently Sold
1417 Pamlico Blvd, Chesapeake, VA 23322
0.21
$386,200
3
2
1,150
Off Market
509 Hatteras Cres, Chesapeake, VA 23322
0.24
$475,000
4
2.5
2,120
Recently Sold
1404 Pamlico Blvd, Chesapeake, VA 23322
0.27
$403,000
3
1.5
1,796
Recently Sold
1309 Roanoke Arch, Chesapeake, VA 23322
0.29
$622,800
4
3
2,662
Off Market
605 Corapeake Dr, Chesapeake, VA 23322
0.28
$625,000
5
3
3,000
Recently Sold
1348 Pamlico Boulevard, Chesapeake, VA 23322
0.31
$575,000
4
2.5
2,434
Off Market

Local Information

  • Map ViewExplore the area around 1417 Winfall Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1972
Lot Size
0.36 acres
Living Area
1,720 sqft
Price/Sqft
$235
Parking
Garage

About this House

FANTASTIC Great Bridge Ranch! Newer roof, Flooring, Windows, Bay Windows, Updated Ma. Bath. Huge GORGEOUS CUSTOM KITCHEN, OPEN Dining Room, Office Area & Living Room. Fully fenced backyard! ENJOY ENTERTAINMENT w/ BONUS of PREWIRED 5.1 IN-WALL SPEAKERS&CAT-5 CABLE+QUANTUM FIOS! 2-10 Home Warranty!
1417 Winfall Dr, Chesapeake, VA 23322 is a 3 bedroom, 2 bathroom, 1,720 sqft single-family home in Great Bridge East, built in 1972. It last sold for $109,000 on Dec 14, 1999. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $403,900, with a rent estimate of $2,656/month.

Home Details for 1417 Winfall Dr

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood, Linoleum Vinyl
Interior Details
Number of Rooms: 5Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl, BrickFoundation Type: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.36 acres

Price and Tax history

DateEventPrice
Sep 14, 2016
Source: Agent Provided
ListingRemoved
$267,500
Jul 28, 2016
Source: Agent Provided
PriceChange
$267,500
Price decreased by 2%
Jun 30, 2016
Source: Agent Provided
Listed For Sale
$274,000
Dec 14, 1999
Source: N/A
Sold
$109,000

Market trends in Great Bridge East

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$518K
Sale-to-List Price
100.0%
Price per sq ft
$247
Available listings
65
6MoM

Around this home

Neighborhood Overview

Great Bridge East
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Great Bridge East

At least 103 Trulia users voted on each feature.

  • 97 % Say yards are well-kept

  • 94 % Say car is needed

  • 93 % Say parking is easy

  • 90 % Say people would walk alone at night

  • 89 % Say it's dog friendly

  • 86 % Say it's quiet

  • 81 % Say kids play outside

  • 80 % Say there's holiday spirit

  • 66 % Say streets are well-lit

  • 62 % Say neighbors are friendly

  • 58 % Say they plan to stay for at least 5 years

  • 50 % Say there are sidewalks

  • 40 % Say there's wildlife

  • 40 % Say there are community events

  • 35 % Say it's walkable to grocery stores

  • 21 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Trevor Jacob Upson
    "Peace and quiet is the most special thing about Chesapeake, never wanna move. It’s nice and very subtle here. Very cozy half city, half country. It’s really nice! Visit sometime and you’ll see exactly what I’m talking about."
    0
    Flag
  • Trevor Jacob Upson
    "Honestly walking your dog around here would be great, many people do it at all times of the day. I’m sure anyone would be happy here or near here, specifically in Chesapeake "
    0
    Flag
  • Trevor Jacob Upson
    "Very comfortable and easy living with quiet neighbors. Very southern living, makes it comfortable to most people. Very friendly as well!"
    0
    Flag
  • Trulia User
    "I have lived in the neighborhood for almost six years. Many of the neighbors are friendly and we've always felt welcomed. Our next door neighbors have always looked put for us and we've had several new families with children move into the neighborhood over the past several years, which has been great! We would love to see a new family scoop up this house and join the neighborhood!"
    3
    Flag
  • Trulia User
    "That it’s a safe neighborhood for Children and very low crime … great neighborhood to live in and attend school"
    0
    Flag
  • Trulia User
    "That the neighborhood is very safe for small children and it’s a family oriented neighborhood .. great place to live work and play "
    0
    Flag
  • Trulia User
    "Beautiful community to live in quiet neighborhood great place to raise kids everything is close by beach is minutes away"
    0
    Flag
  • Pgmjulie
    "Long commutes, heavy traffic. Traffic heavy on weekend too.. yards must be well maintained. Lots of golf carts roam the neighborhood. Be prepared to share yard and common area with neighbors but not the work or expense."
    9
    Flag
  • CHERYL L.
    "No sidewalks, main thoroughfare to bypass And sometimes the cars go to quickly. Just another typical great Bridge neighborhood"
    1
    Flag
  • Devan W.
    "This neighborhood is safe, friendly and clean. Dog-friendly as well. There are farms maybe 5 or 6 miles from here and they have awesome food/produce. "
    2
    Flag
  • Tlmaynard
    "The schools are top notch and kids are able to play and bicycle in the neighborhood safely. Shopping and restaurants are very convenient and plentiful. "
    1
    Flag
  • Jim M.
    "Commute can be long when bridge is shut down. Rush hour can be a nightmare. Other commuters may not be as welcoming to let you into traffic. "
    2
    Flag
  • Kjcoolong
    "There are many dogs in this area, so most seem to be pet lovers. We do not own a pet, but are ok with them. My only complaint is some are left out barking to long. Super annoying!"
    0
    Flag
  • Andrew
    "Great schools, quite neighborhood, nice mature neighbors, kids are safe to play outside. Nonsense, anyone looking to live in a safe peaceful neighborhood needs to buy their home in Etheridge Lakes."
    0
    Flag
  • jjs
    "you see dog walkers all the time . This is a very pet friendly neighborhood. we all have pets. ,,,......................"
    1
    Flag
  • Tlmaynard
    "Above average schools as well as a Great place to live and raise a family. Peaceful and mostly very nice neighbors. Easy access to lots of local community events. "
    9
    Flag
  • Kim
    "Great Area! Awesome place to raise children. Kids love it so many friends. Amazing Schools in Hickory District."
    4
    Flag
  • Peggy h. p.
    "Family friendly area, safe and comfortable. Great place to call home. We have loved it here for over 30 years, since our son was one."
    2
    Flag
  • Huber k.
    "We just moved to this area 3 years ago. The neighborhood is a perfect place for a family--great schools, safe, quiet, friendly, and close to everything."
    2
    Flag
  • Jennifer
    "Sought-after school district - Hickory! Beautiful/established neighborhood - Etheridge area. "
    2
    Flag
  • cielostellato1013
    "I have lived within a one mile radius of this home for over thirty years. During this time I have lived in four different homes as my family grew, then grew up and left home. It is an amazing community with lovely homes, well-groomed yards, excellent schools and friendly neighbors."
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1417 Winfall Dr

  • What is 1417 Winfall Dr estimated to be worth?
    Trulia's estimated value for 1417 Winfall Dr in Chesapeake, VA is $403,900.
  • What is the price history for 1417 Winfall Dr?
    1417 Winfall Dr in Chesapeake, VA last sold for $109,000 in December 1999.
  • Is Chesapeake a buyer's or seller's market?
    Chesapeake is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Chesapeake?
    The median sale price in Chesapeake is $518K.
  • Does 1417 Winfall Dr have air conditioning?
    Yes, 1417 Winfall Dr in Chesapeake, VA has air conditioning.
  • How big is the lot at 1417 Winfall Dr?
    The lot at 1417 Winfall Dr in Chesapeake, VA is about 0.36 acres (15,681 sq ft).

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