550 Windermere Dr, Culpeper, VA 22701
Property image
Property image
OFF MARKET

$489,800

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 2,888 sqft

550 Windermere Dr, Culpeper, VA 22701

Est. Refi. Payment $2,799/mo*
Refinance Your Home
Currently Off Market - Sold Sep 12, 2022 for $425,000

Home Value

Trulia Estimate
$490K
Since last month
Decreased$6K (-1.3%)
Since last year
Increased$9K (+1.8%)
Since last sale
Increased$65K (+15.3%)
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 +63% in the last 10 years
MonthEstimated value
2026
August 2026$490K
August 2026$490K
July 2026$496K
June 2026$500K
May 2026$499K
April 2026$496K
March 2026$494K
February 2026$491K
January 2026$485K
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
566 Windermere Dr, Culpeper, VA
0.06
Single-Family Home
$518,900
11/19/25
4
3.5
3,842
581 Windermere Dr, Culpeper, VA
0.11
Single-Family Home
$583,750
08/06/26
5
4
3,078
176 Vaughn Ct, Culpeper, VA
0.22
Single-Family Home
$485,000
03/05/26
4
2.5
2,433
1117 Virginia Ave, Culpeper, VA
0.16
Single-Family Home
$472,000
08/26/26
4
3
3,557
553 Windermere Dr, Culpeper, VA
0.03
Single-Family Home
$602,564
05/22/26
4
3.5
3,915
487 Kearns Dr, Culpeper, VA
0.19
Single-Family Home
$435,000
02/10/26
3
2.5
2,197
540 Greenbriar Dr, Culpeper, VA
0.04
Single-Family Home
$595,000
09/30/25
6
3.5
4,539
648 Windermere Dr, Culpeper, VA
0.22
Single-Family Home
$475,000
01/27/26
4
2.5
2,156
1141 Virginia Ave, Culpeper, VA
0.22
Single-Family Home
$400,000
10/31/25
3
2.5
2,800
632 Windermere Dr, Culpeper, VA
0.27
Single-Family Home
$525,000
07/24/26
4
3
3,482

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
219 Lesco Blvd, Culpeper, VA 22701
0.04
$387,000
3
2
1,440
Recently Sold
211 Lesco Blvd, Culpeper, VA 22701
0.05
$427,900
3
2.5
1,566
Off Market
546 Windermere Dr, Culpeper, VA 22701
0.05
$465,400
3
2.5
1,865
Off Market
540 Greenbriar Dr, Culpeper, VA 22701
0.04
$609,300
6
3.5
4,539
Off Market
553 Windermere Dr, Culpeper, VA 22701
0.03
$602,564
4
3.5
3,915
Recently Sold
566 Windermere Dr, Culpeper, VA 22701
0.06
$518,900
4
3.5
3,842
Recently Sold
575 Windermere Dr, Culpeper, VA 22701
0.09
$496,000
4
2.5
2,381
Off Market
581 Windermere Dr, Culpeper, VA 22701
0.11
$583,750
5
4
3,078
Recently Sold
1116 Virginia Ave, Culpeper, VA 22701
0.12
$463,100
3
2
1,888
Off Market
315 Lesco Blvd, Culpeper, VA 22701
0.15
$340,000
3
1
1,550
Recently Sold
510 Windermere Dr, Culpeper, VA 22701
0.16
$513,100
4
3.5
2,570
Off Market
1117 Virginia Ave, Culpeper, VA 22701
0.16
$472,000
4
3
3,557
Recently Sold

Local Information

  • Map ViewExplore the area around 550 Windermere Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Living Area
2,888 sqft
Price/Sqft
$170
Parking
Garage

About this House

Wonderful opportunity to call this home! Located in the Redwood Lakes Subdivision, featuring 4 upstairs bedrooms and 2 bathrooms and laundry room on the upper level. High speed Internet - both Comcast cable and FIOS available! Recently updated with new carpet and beautiful kitchen laminate flooring, all three levels have been freshly painted (with Sherwin Williams City Loft), new stove, new microwave. This home is waiting for you and it is MOVE-IN READY!!! Bright, spacious kitchen with plenty of cabinet space and eat-in dining area. Grand, formal dining room with crown molding, chair rail and picture molding. Family Room with wall of windows and a cozy gas fireplace. Formal living room (could also be a great home office). Finished basement with full bathroom, family room and den/office/guest room to expand your living space. Large backyard with patio and great for entertaining. Close to Schools, Shopping and Commuting!
550 Windermere Dr, Culpeper, VA 22701 is a 4 bedroom, 4 bathroom, 2,888 sqft single-family home built in 2005. It last sold for $425,000 on Sep 12, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $489,800, with a rent estimate of $2,846/month.

Home Details for 550 Windermere Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood
Interior Details
Number of Rooms: 8
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: VinylFoundation Type: Concrete
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 9583 sqft

Price and Tax history

DateEventPrice
Sep 12, 2022
Source: Bright MLS #VACU2003074
Sold
$425,000
Sep 9, 2022
Source: Bright MLS #VACU2003074
Pending
$425,000
Aug 12, 2022
Source: Bright MLS #VACU2003074
Contingent
$425,000
Aug 1, 2022
Source: Bright MLS #VACU2003074
PriceChange
$425,000
Price decreased by 3%
Jun 17, 2022
Source: Bright MLS #VACU2003074
PriceChange
$439,900
Price decreased by 2%

Market trends in Culpeper

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$468K
$9KMoM
Sale-to-List Price
100.0%
Price per sq ft
$219
$12MoM
Available listings
141
2MoM

Around this home

What Locals Say about Culpeper

At least 147 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 86 % Say it's dog friendly

  • 81 % Say yards are well-kept

  • 81 % Say parking is easy

  • 74 % Say there's holiday spirit

  • 67 % Say there are sidewalks

  • 66 % Say kids play outside

  • 57 % Say people would walk alone at night

  • 56 % Say streets are well-lit

  • 54 % Say neighbors are friendly

  • 53 % Say it's quiet

  • 51 % Say there's wildlife

  • 48 % Say it's walkable to grocery stores

  • 44 % Say it's walkable to restaurants

  • 41 % Say they plan to stay for at least 5 years

  • 41 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Rita Marie Fernandez
    "A lot going on on main steeet. Farmers market, coffee shop & little shops. Charming little town to explore"
    0
    Flag
  • Unspecified
    "People walking their dogs. Kids playing with dogs. It's a very pet friendly neighborhood. Wildlife such as squirrels, rabbits, skunks snakes along with a slew of other animals."
    8
    Flag
  • Pbijole
    "There’s plenty of space to walk dogs in the neighborhood. There are a few hills and people walk their dogs all the time. There are only sidewalks on one side of the street."
    1
    Flag
  • Lucy M. T.
    "We all look out for each other and we respect our neighbors. It is a very quiet, nice place to live. Been living here for fifty years. "
    2
    Flag
  • Heather J. .
    "I love where I live… I teach here, my kids go to school here, and I feel very safe in this area. My rent has increased and I just want to move to a better place with the yard for my children"
    0
    Flag
  • Elizabeth M.
    "I’ve personally lived here for the past decade or so, but my family goes back generations in this area. With a delightful downtown, great walk-ability, and amazing character this is the perfect community for families and more. "
    1
    Flag
  • Patrick P.
    "Halloween is a very fun time with lots of families participating. Each year we take our two kids and go with 3 other families. "
    0
    Flag
  • Dackota M.
    "Everyone knows just about everyone. Most people are friendly. I lived here for 17 years and after moving I come and visit. I still see people from high school. "
    1
    Flag
  • Nina K.
    "This area has a wonderful park district. The downtown area has some great restaurants and shops and people are very friendly. Unlike some parts of the country, this area is growing quickly and the town is vibrant. "
    1
    Flag
  • Sarah B.
    "It’s not bad if you live in Culpeper but if you have to go into the city then it starts to get rough. "
    0
    Flag
  • Kim Smith
    "Great small town with family roots and wonderful people. Nice place to raise a family. Great schools in the area too. "
    0
    Flag
  • Anonymous
    "I work in Manassas which takes an hour in the morning due to heavy traffic. The ride home at night sometimes takes longer. "
    0
    Flag
  • Trulia User
    "We have quarterly neighborhood garage sales. National night out event. Also we are a huge Halloween neighborhood with lots of houses putting on shows"
    3
    Flag
  • Tammy
    "I commute 25 miles each way everyday to work. My commute to downtown Culpeper is within walking distance. "
    0
    Flag
  • Frank P.
    "Pro: plenty of dog owners;recently installed pet waste stations Con: no dog park in Redwood Lakes subdivision "
    0
    Flag
  • Tammy
    "We live in town and enjoy all the options for shopping and dining. We have also lived in more rural locations and found that very relaxing as well."
    0
    Flag
  • Elder M. N. M.
    "Dog owners like that there are a lot of places to walk Dogs. What they don’t like is that some Streets are not well lit. Plus they must clean up after their Dogs. "
    0
    Flag
  • Aceofstars
    "We have regular community yard sales, HOA meetings, and other neighborhood events. Lived here for 13 years now and love the area. "
    0
    Flag
  • Tammy
    "I have lived here for 2 years and it is very convenient to live in town. I love the shops and restaurants in town as well."
    0
    Flag
  • Sjhall13
    "All my neighbors have dogs and there is a friendly dog park close by. We walk our dog to the close field so he can run and get plenty of exercise"
    0
    Flag
  • Sjsnoderly
    "I don't commute for work. if you do, you need a car. There is no public transportation available. There are minimal delays when working local."
    1
    Flag
  • Elpelon1985
    "I live in this area for 17 years an I love the neighborhood and the people who live here are very kind and there’s a lot of job opportunities for most of the people here"
    0
    Flag
  • Spradlind88
    "Quiet, newer neighborhood, close to amenities. Lived here for 3 years and am very happy with the neighborhood. "
    0
    Flag
  • Meachus
    "I moved to Culpeper from Northern Virginia back in 2001 when Culpeper was still considered a small town, and the I was visited by the welcome wagon when I moved in to my house. After living in Culpeper for 10 years, I moved to Rappahannock county for 7&1/2 yrs, now due to life changes that are out of my control I am moving back to Culpeper and it's definitely grown up from the small town it once was, and I won't be excepting the welcome wagon this time around but it's certainly not Fairfax or Gainesville. Not yet anyway."
    1
    Flag
  • Heathermichelle D.
    "great place to live if like community living. Lots of kids. Family and pet friendly. Ryan homes is currently expanding the neighborhood and things are looking to get better."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 550 Windermere Dr

  • What is 550 Windermere Dr estimated to be worth?
    Trulia's estimated value for 550 Windermere Dr in Culpeper, VA is $489,800.
  • What is the price history for 550 Windermere Dr?
    550 Windermere Dr in Culpeper, VA last sold for $425,000 in September 2022.
  • Is Culpeper a buyer's or seller's market?
    Culpeper is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Culpeper?
    The median sale price in Culpeper is $468K. That is up $9K from the prior month.
  • Does 550 Windermere Dr have air conditioning?
    Yes, 550 Windermere Dr in Culpeper, VA has air conditioning.
  • Does 550 Windermere Dr have laundry facilities?
    Yes, 550 Windermere Dr in Culpeper, VA has in-unit laundry.

Explore by feature - Pet Friendly

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Off Market Homes Near 550 Windermere Dr

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