1925 Winterhaven Dr, Virginia Beach, VA 23456
OFF MARKET

$796,400

Trulia Estimate
  • 5 Beds
  • 2.5 Baths
  • 3,250 sqft

1925 Winterhaven Dr, Virginia Beach, VA 23456

Princess Anne
Est. Refi. Payment $4,672/mo*
Refinance Your Home
Currently Off Market - Sold Aug 31, 2020 for $535,000

Home Value

Trulia Estimate
$796K
Since last month
Increased$2K (+0.2%)
Since last year
Increased$25K (+3.3%)
Since last sale
Increased$261K (+48.9%)
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 +72% in the last 10 years
MonthEstimated value
2026
August 2026$796K
August 2026$796K
July 2026$795K
June 2026$802K
May 2026$794K
April 2026$792K
March 2026$788K
February 2026$777K
January 2026$765K
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
2548 Windy Pines Bnd, Virginia Beach, VA
0.10
Single-Family Home
$570,000
10/01/25
4
2.5
2,595
2701 Springhaven Dr, Virginia Beach, VA
0.29
Single-Family Home
$685,000
07/31/26
4
3
2,500
2492 Seven Kings Rd, Virginia Beach, VA
0.32
Single-Family Home
$535,000
05/15/26
4
2.5
2,460
2337 Edmenton Dr, Virginia Beach, VA
0.25
Single-Family Home
$721,000
04/13/26
4
3
2,838
2569 Springhaven Dr, Virginia Beach, VA
0.19
Single-Family Home
$600,000
12/16/25
5
3.5
3,469
2564 Penshurst Way, Virginia Beach, VA
0.52
Single-Family Home
$690,000
12/23/25
5
2.5
3,174
2572 Seven Kings Rd, Virginia Beach, VA
0.39
Single-Family Home
$540,000
07/28/26
4
2.5
2,502
2101 Piney Woods Ct, Virginia Beach, VA
0.45
Single-Family Home
$690,000
08/03/26
4
2.5
2,895
1889 Clifton Bridge Dr, Virginia Beach, VA
0.52
Single-Family Home
$500,000
05/15/26
4
2.5
2,210
2548 Farmworth Trl, Virginia Beach, VA
0.40
Single-Family Home
$549,000
04/14/26
4
2.5
2,210

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
2540 Windy Pines Bnd, Virginia Beach, VA 23456
0.10
$684,000
4
3
3,073
Recently Sold
2548 Windy Pines Bnd, Virginia Beach, VA 23456
0.10
$588,400
4
2.5
2,595
Off Market
2524 Windy Pines Bnd, Virginia Beach, VA 23456
0.11
$805,000
4
2.5
3,040
Recently Sold
2485 Windy Pines Bnd, Virginia Beach, VA 23456
0.19
$700,000
5
2.5
3,021
Recently Sold
2480 Windy Pines Bnd, Virginia Beach, VA 23456
0.19
$784,400
5
2.5
3,218
Off Market
2569 Springhaven Dr, Virginia Beach, VA 23456
0.19
$600,000
5
3.5
3,469
Recently Sold
2537 Springhaven Dr, Virginia Beach, VA 23456
0.22
$700,000
6
4
3,697
Recently Sold
2337 Edmenton Dr, Virginia Beach, VA 23456
0.25
$721,000
4
3
2,838
Recently Sold
55 Taylor Rd, Virginia Beach, VA 23464
0.26
$250,000
-
-
-
For Sale
2313 Edmenton Dr, Virginia Beach, VA 23456
0.30
$653,000
4
3
2,854
Recently Sold
2701 Springhaven Dr, Virginia Beach, VA 23456
0.29
$685,000
4
3
2,500
Recently Sold
2328 Edmenton Dr, Virginia Beach, VA 23456
0.30
$620,000
4
2.5
2,693
Recently Sold

Local Information

  • Map ViewExplore the area around 1925 Winterhaven Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
3,250 sqft
$245/sqft
Garage

About this House

This freshly painted and updated home has all the features that you are looking for. The exterior offers professionally landscaped yard by Coastal Landscapes, landscape lights, fenced yard with a saltwater pool surrounded with a concrete deck, plenty of room for your deck furniture and entertaining. A custom built brick grilling area featuring a Weber Summit built in natural gas grill with a separate Weber Side burner and plenty of storage.
Also, there is a 12’ X 16’ insulated shed to store your lawn equipment, bicycles etc.
Stepping inside the front door, you will find the foyer with solid oak flooring that continues around the stairwell and into the half bath with granite countertop, Florida room, kitchen and family room.
There is a formal living room to the right and a formal dining room to the left of the foyer with built-in cabinets and Silestone Quartz countertop.
Moving to the back of the house you will enter the kitchen that was completely remodeled with Home Crest cabinets, Silestone Quartz countertops, an island added and over/under cabinet lighting.
Proceeding into the family room you will see custom built-in cabinets and shelves, dropped crown molding with LED lighting and an outside air source natural gas thermostatically controlled fireplace with granite surround.
On the right side of the kitchen you will find the Florida room with French doors and plenty of light, perfect for a playroom or study.
In the eating area of the kitchen there is a door that leads out onto the 12’ x 23’ screen porch featuring two Minka Aire ceiling fans and a large panoramic view of the back yard. The screen is Florida screen that offers a reflective design to offer privacy and UVA protection.
Moving upstairs you will find 5 bedrooms, one is the room over the garage with walk-in closet, three bedrooms that will each accommodate queen size beds and furniture, with double door closets, and the master bedroom.
A hall bath that was completely remodeled in 2015 with tile floors, new cabinet with granite countertop and custom wainscoting.
The master bedroom has just been updated in March 2020 with new 2 piece crown molding, LED neon lighting, new 6” base molding, 3 1/2” case molding and window casings and plantation shutters.
The master bathroom was remodeled in November 2018 with new freestanding soaking tub, tiled shower with led lighting, tiled floors, soft close cabinets with granite countertop, double sinks all new Delta fixtures, custom wainscoting, plantation shutters, crown molding with LED lighting and Minka LED lighting over the sinks. There is one walk-in closet in the master bedroom and a second walk-in closet in the master bathroom.
The second floor laundry room features natural gas or electric hook up for dryer, and a modular organization system installed August 2016.
All windows were replaced November 2019 with double hung low-e argon filled replacement windows.
All carpeted areas were replaced March 2020. There is custom controlled and automated lighting switches and outlets by Insteon with an ISY controller which enables you to set your own lighting preferences and on/off timing. It is also integrated with Alexa.
The sprinkler system keypad located in the garage is a RainMachine Mini-8 and is controlled by an app on your phone or by the keypad that is linked by WIFI to the weather station for a fully automated system that prevents over and under watering of the grass. Five of the eight zones are currently being used with 3 spare zones for expansion if desired. There is a 1-HP deep well jet pump that provides plenty of water for the lawn.

1925 Winterhaven Dr, Virginia Beach, VA 23456 is a 5 bedroom, 3 bathroom, 3,250 sqft single-family home in Princess Anne, built in 1998. It last sold for $535,000 on Aug 31, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $796,400, with a rent estimate of $4,353/month.

Home Details for 1925 Winterhaven Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood, Linoleum Vinyl
Interior Details
Additional StorageAtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Pantry, Sun RoomStorageCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowave
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Vinyl, BrickFoundation Type: Crawl RaisedLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1998Year Updated: 2020
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Feb 26, 2021
Source: N/A
ListingRemoved
Aug 31, 2020
Source: N/A
Sold
$535,000
Jul 15, 2020
Source: N/A
Pending
$529,900
Jul 1, 2020
Source: N/A
Listed For Sale
$529,900
Dec 27, 2019
Source: Agent Provided
ListingRemoved
$407,400

Market trends in Princess Anne

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$527K
$10.97KMoM
Sale-to-List Price
100.0%
Price per sq ft
$253
$2MoM
Available listings
235

Around this home

Neighborhood Overview

Princess Anne
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Princess Anne

At least 453 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 90 % Say yards are well-kept

  • 89 % Say car is needed

  • 89 % Say parking is easy

  • 84 % Say there's holiday spirit

  • 82 % Say kids play outside

  • 80 % Say there are sidewalks

  • 79 % Say people would walk alone at night

  • 75 % Say streets are well-lit

  • 74 % Say it's quiet

  • 65 % Say neighbors are friendly

  • 63 % Say they plan to stay for at least 5 years

  • 56 % Say there's wildlife

  • 44 % Say it's walkable to restaurants

  • 43 % Say it's walkable to grocery stores

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Ccleenie
    "We are a private neighborhood but I right now and then we will have a community event at the park. We also have a beautiful walking trail."
    0
    Flag
  • Ccleenie
    "Two big parks, scenic trail, close to beach! No private dog park in the neighborhood but there are a few close by. "
    0
    Flag
  • Erin Gooch
    "There are lots of parks in the neighborhood. This area has sidewalks that are well kept. The beach is just a short drive or bike ride away."
    0
    Flag
  • Redwineadvocate
    "Convenient to Naval Bases, beaches, commissary, hospitals, and medical facilities Traffic is not too bad for the population "
    1
    Flag
  • Robert Hutton
    "Major summertime holiday (Memorial Day, Fourth of July, Block parties) all residents welcome to attend. Cookouts and cornhole in a family friendly environment. "
    2
    Flag
  • Erin Philp
    "Neighborhood parades and trick or treating happens yearly. Hunt Club Farms also has events that are cardinal to the community as well."
    0
    Flag
  • Brown.sasha10
    "Best place to license your kids. Quiet with a personal touch from neighbors. Activities for kids on the holidays. "
    5
    Flag
  • Marlene
    "Great school district. Great walking and bike trail. Good police presence. Best school crossing guard. "
    0
    Flag
  • Trulia User
    "We have many neighbors that walk their dog around the neighborhood. Our neighborhood is big so people can walk their pets around."
    0
    Flag
  • Trulia User
    "great parks and lots to do in this area. very walking and pet friendly. safe and quiet as well. love it here!"
    2
    Flag
  • Trulia User
    "I’ve lived here for 6 years, it’s quiet. Many families with young kids. Not many young people. It’s safe and houses are spaced out for privacy. "
    9
    Flag
  • Trulia User
    "It is an older, quiet, and safe neighborhood. The neighbors are friendly, and courteous. This neighborhood is not serviced by city water or sewage. We have well water, and septic tanks."
    2
    Flag
  • Trulia User
    "Very pleasant and inviting area of Virginia Beach. It is the best of community living amidst a large metropolitan area. Friendly and quiet."
    0
    Flag
  • Trulia User
    "I lived in the neighborhood for 4 years, neighbors were friendly and looked out for one another. I felt safe walking during my afternoon walks with my son."
    4
    Flag
  • Trulia User
    "Great people. There are some great private schools. Parks are abundant. Beaches are close. Shopping is close with a lot of variety. Several different grocery stores are close by. "
    1
    Flag
  • Trulia User
    "dogs are always welcome everyone loves the dogs in the neighborhood. There are dogs in almost every house backyards are bug enough for active dogs to get energy out "
    0
    Flag
  • Kate S.
    "There are sidewalks and lots of friendly neighborhoods to walk through. The routes are safe and scenic."
    13
    Flag
  • Kate S. .
    "Easygoing and safe. Access to highways is easy and many options. Shopping close by. 100 characters "
    5
    Flag
  • Sdjarmon
    "My commute is manageable. I’m ten minutes or less from everything i need to get to. There is easy access to public transportation if needed. "
    5
    Flag
  • Thiara A.
    "Great schools, convenient shopping centers, lots of tourism so there tends to be traffic in the warmer months"
    5
    Flag
  • Erin Z.
    "Dogs seem to be very welcome here - we have great sidewalks and a park at the mouth of our neighborhood that’s very nice for a dog walk :)"
    4
    Flag
  • Michael M.
    "I have my own vehicle. Without a car transportation isn’t that great. The bus stop isn’t that close by an the neighborhoods never built sidewalks along the roads to get to the stops an there’s ditches on both sides"
    7
    Flag
  • Sarah P.
    "Great neighborhood and community. I have lived in this area for a long time and I highly recommend this area!"
    16
    Flag
  • Juliegoggin
    "Amazing neighborhood would recommend this neighborhood to anyone great school district too. "
    4
    Flag
  • Erika
    "Great location to live and great schools in the area. Very peaceful area. Lived here for over 20 years. "
    3
    Flag
  • Berger1133
    "Comfortable homes and spacious, well kept yards Neighborhood is kid & pet friendly but quiet at night. Not many community events. "
    1
    Flag
  • Christian M.
    "Great neighbors with great kids. Love the decorations around the holidays and all of the friendly folks that we live around. "
    1
    Flag
  • Ajjbiz
    "Often dogs run loose. They’re not aggressive but can make walking one’s dog difficult and the at large dogs typically defecate in neighbors yards "
    3
    Flag
  • Berger1133
    "like: most neighbors are dog owners and a few take walks with their dogs daily. The dog park is nearby & provides a good option when not able to be on the beach. "
    0
    Flag
  • Jenn G.
    "Trick or treating is fun a lot of the houses get in on the fun and hand out candy and dress up some of them even decorate the house one has a haunted garage. It’s a really good area to let kids grow up in. "
    4
    Flag
  • Robbalee62
    "I’ve lived in this neighborhood for over 27yr .I’ve enjoyed every moment and every year,we’ve had great neighbors. I’ve notice Landstown Lakes has become more transient but I still love it here."
    18
    Flag
  • Mpierce
    "This is one of the coolest neighborhoods I’ve ever lived in. A great mix of young families and seasoned families. Large lots with established trees. Great community! The neighborhood bands together for Halloween, Easter, Christmas decoration etc. Very safe! Great school district. Everyone looks out for each other."
    19
    Flag
  • Mwb77
    "We’ve lived in the neighborhood for 16 years. Everyone maintains their homes beautifully and there is a neighborly feeling. We love it!"
    2
    Flag
  • Robbalee62@gmail.com
    "We have a very strong civic league and crime watch,we also have neighborhood gatherings every year,we’ve lived here over twenty years and has raised four children "
    0
    Flag
  • Dawnsirish
    "I've lived here for four years and we've never had any problems in our neighborhood. Everything I need is within a two mile radius of us."
    6
    Flag
  • Bravodi304
    "We have community spring flings every year. We have a neighborhood park. School bus pick up my kids right outside where I can see them get on the bus. "
    1
    Flag
  • Amanda T.
    "Farmers market, shopping, restaurants, concert venue, sports complex, great healthcare, military friendly, beaches, farmland, great schools"
    0
    Flag
  • Melie813
    "My commute varies and traffic really only gets bad during rush hour traveling on 264 or headed to Sandbridge on saturdays because that’s when the tourists all arrive at the same time for check in. Most days everything I need is within a 10 minute drive. That’s why I love this location so much, "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1925 Winterhaven Dr

  • What is 1925 Winterhaven Dr estimated to be worth?
    Trulia's estimated value for 1925 Winterhaven Dr in Virginia Beach, VA is $796,400.
  • What is the price history for 1925 Winterhaven Dr?
    1925 Winterhaven Dr in Virginia Beach, VA last sold for $535,000 in August 2020.
  • Is Virginia Beach a buyer's or seller's market?
    Virginia Beach is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Virginia Beach?
    The median sale price in Virginia Beach is $527K. That is up $10.97K from the prior month.
  • Does 1925 Winterhaven Dr have air conditioning?
    Yes, 1925 Winterhaven Dr in Virginia Beach, VA has air conditioning.
  • Does 1925 Winterhaven Dr have a pool?
    Yes, 1925 Winterhaven Dr in Virginia Beach, VA has a pool.

Explore by feature - Pet Friendly

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