5809 WINTERHAVEN DR, Windcrest, TX 78239
Property image
Property image
FOR SALE

$299,000

Original price: $320,000
  • 3 Beds
  • 2.5 Baths
  • 2,737 sqft

5809 WINTERHAVEN DR, Windcrest, TX 78239

Est. Mortgage $2,161/mo*
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We estimate this home will sell faster than 95% nearby.

Home Highlights

Single-Family Home
Built in 1978
$109/sqft
Garage

Local Information

  • Map ViewExplore the area around 5809 WINTERHAVEN DR.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Updated fixturesNew appliancesNew lightingFresh interior paintUpdated flooringDog run
Nestled on prestigious Winterhaven Drive in highly sought after Windcrest, this beautifully updated garden home offers an exceptional blend of elegance and comfort. 3 bedrooms w/ a study, 2.5 baths, and 2,737 square feet of thoughtfully designed living space, this home showcases extensive recent improvements including a new roof, fresh interior paint, updated flooring, new appliances, multiple new windows, new lighting, updated fixtures, new electrical box/wiring, dog run
Last check for updates: about 4 hours ago
Listing courtesy of Tyler Herman TREC #644952, (210) 213-3225
Home Team of America
Source: LERA MLS, MLS#2017567
Also Listed on LERA MLS.
We estimate this home will sell faster than 95% nearby.

Home Details for 5809 WINTERHAVEN DR

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2737 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Washer, Dryer, Cooktop, Range, Refrigerator, Disposal, Dishwasher, Down DraftDishwasherDisposalDryerLaundry: Main Level,Laundry Room,Washer Hookup,Dryer ConnectionRefrigeratorWasher
Heating & Cooling
Heating: Central,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living Room, Wood Burning, GasHas a Fireplace
Gas & Electric
Electric: CPSGas: CPS
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Saltillo Tile, Ceramic Tile, Vinyl
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: Grab Bars in Bathroom(s)Floors: Saltillo Tile, Ceramic Tile, Vinyl
View
Has a ViewView: Bluff View
Security
Security: Smoke Detector(s), Prewired

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Patio, CoveredFencing: PrivacyVegetation: Mature Trees, Mature Trees (ext feat)Other Structures: Kennel/Dog RunExterior: Rain Gutters, OtherFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Two Car Garage,Garage Door Opener
Pool
Pool: None
Water & Sewer
Sewer: SAWS

Days on Market

Cumulative Days on Market: 1Days on Market: 6

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Brick, 4 Sides MasonryNot a New Construction
Property Information
Condition: Pre-OwnedParcel Number: 054741000190

Price & Status

Price
List Price: $299,000Price Per Sqft: $109
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: New

Location

Direction & Address
City: WindcrestCommunity: Windcrest
School Information
Elementary School: WindcrestElementary School District: North East I.S.D.Jr High / Middle School: Ed WhiteJr High / Middle School District: North East I.S.D.High School: RooseveltHigh School District: North East I.S.D.

Agent Information

Listing Agent
Listing ID: 2017567

Community

Community Features: Golf, Clubhouse, Playground, Jogging Trails
Other
Playground

Lot Information

Lot Area: 6316.2 sqft

Listing Info

Special Conditions: Probate Listing

Offer

Listing Terms: Conventional, FHA, VA Loan, Cash

Miscellaneous

Mls Number: 2017567Attic: Pull Down Storage, Access OnlyAttribution Contact: 210-213-3225

Additional Information

GolfClubhousePlaygroundJogging Trails

Around this home

What Locals Say about Windcrest

At least 40 Trulia users voted on each feature.

  • 94 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 88 % Say parking is easy

  • 83 % Say car is needed

  • 82 % Say there's holiday spirit

  • 76 % Say it's quiet

  • 66 % Say people would walk alone at night

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

  • 57 % Say there are sidewalks

  • 54 % Say neighbors are friendly

  • 52 % Say streets are well-lit

  • 52 % Say kids play outside

  • 45 % Say there's wildlife

  • 33 % Say there are community events

  • 27 % Say it's walkable to restaurants

  • 26 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Roger M.
    "short commute to airport, Ft Sam Houston, and Randolph AFB. Austin TX is less than an hour away. Can be at the coast in about two hours."
    0
    Flag
  • Lizzyturner
    "The neighborhood I live in is very safe. I exercise at night and feel 100% at ease. Lots of people walking dogs and being friendly."
    0
    Flag
  • JoAnne C.
    "it has gotten better over the past 20 years that we have lived here. Roads, Exits and Access roads hove been improved significantly. Easy access to grocery stores, shopping centers, Walmart, Restaurants and Entertainment Venues. Amusement Parks are very close and easy to get to. "
    1
    Flag
  • Joe M.
    "Nice area. Houses tend to have foundation issues for that area. But very nice older homes. Surrounding area is not great but inside Windcrest seems very safe"
    1
    Flag
  • Jamesestes26
    "citywide Christmas decorating contest, Fourth of July , Memorial Day ,and Fiesta parades , Trunk or Treating, Runs and Bike races."
    1
    Flag
  • Roger
    "lived here 4 years...quite, safe, convenient to downtown, the airport, and a short drive north to Austin..."
    1
    Flag
  • Kristine D. S.
    "Speed limit is a FIRM AND ENFORCES 20 MPH. Quiet streets. Municipal golf course is pretty to walk around in side streets "
    1
    Flag
  • Theodore Mylenbusch
    "Windcrest has been a quiet, welcoming neighborhood since 1975 when I moved to nearby San Antonio. I moved to Windcrest in 2004 and I found the people of Windcrest to be the multi-generational “secret sauce” behind all the continuous armth."
    1
    Flag
  • Destinyvelez
    "On the highway it depends but in windcrest the speed limit is always 20 and everyone always follows it"
    1
    Flag
  • Theodore V. M.
    "I’ve lived here for twelve years. I love this area and the access it affords to major thoroughfares and arteries to move about the city easily."
    1
    Flag
  • Jakob S.
    "Quiet and mostly friendly neighborhood. Some neighbors know each other more than others. Yards are kept up. "
    2
    Flag
  • Rjkendricks
    "It's very safe place to stay. they have there own police department and is not far from stores for shopping."
    1
    Flag
  • Roger M.
    "lived here 3 years....quiet neighborhood...Great support from Windcrest city services...easy access to San Antonio and Austin shopping and eating"
    0
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  • carrie
    "Windcrest is a great community with a lot to offer. There are parks, walking trails with exercise equipment, an elementary, middle and high school all very close. Shopping, restaurants, banking, transportation is all right here. The lots are larger and the roads maintained. The people and city are friendly. It has local fire, police and ambulance service, that are friendly and quick to respond. "
    1
    Flag
  • Karen U.
    "We love this quiet neighborhood, with plenty of places to walk and run, a pond very close by and caring neighbors. It is like a tiny jewel of a place, with busy streets and people just a few blocks away, yet people, old and young, enjoy the quiet and small town feel of recognizing almost everyone that you pass. There is a vision for a future here too with constant improvements made by the City of Windcrest. It feels very safe and is a lovely place to live no matter what your age. The underground utilities also give it a very clean, open look. We live in a corner lot very close to the Autumn Sunset pond. The elementary school is very nice here in Windcrest, just being completely rebuilt, and we use private school after that so I can't comment on the secondary schools. "
    0
    Flag

Market trends in Windcrest

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
2MoM

Home Value

Trulia Estimate
$292K
Since last month
Decreased$14K (-4.6%)
Since last year
Decreased$16K (-5.3%)
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 +33% in the last 10 years
MonthEstimated value
2026
September 2026$292K
August 2026$307K
July 2026$357K
June 2026$361K
May 2026$322K
April 2026$322K
March 2026$323K
February 2026$316K
January 2026$313K
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
9202 Jole Cove, Windcrest, TX
0.06
Single-Family Home
-
01/15/26
3
3
2,401
5814 Winterhaven Dr, Windcrest, TX
0.04
Single-Family Home
-
11/04/25
3
2
2,251
9113 BONNY BRK, Windcrest, TX
0.06
Single-Family Home
-
08/19/26
3
2.5
2,331
5806 northgap, Windcrest, TX
0.07
Single-Family Home
-
01/23/26
2
2
2,472
9301 Windboro Dr, Windcrest, TX
0.12
Single-Family Home
-
05/15/26
3
2
2,067
5830 Bronco, San Antonio, TX
0.22
Single-Family Home
-
06/25/26
4
2.5
2,246
9718 Battle Pass, San Antonio, TX
0.28
Single-Family Home
-
04/24/26
5
3
2,527
5922 Windhaven, Windcrest, TX
0.21
Single-Family Home
-
02/12/26
4
3
2,551
5927 WILDWIND DR, Windcrest, TX
0.23
Single-Family Home
-
04/10/26
4
3
2,549
5903 BRONCO WAY, San Antonio, TX
0.27
Single-Family Home
-
10/10/25
5
3
2,584

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
5814 Winterhaven Dr, Windcrest, TX 78239
0.04
$166,100
3
2
2,251
Off Market
5817 Winding Ridge, Windcrest, TX 78239
0.06
$289,000
3
2.5
2,958
For Sale
5806 WINTERHAVEN DR, Windcrest, TX 78239
0.03
$345,000
3
3
2,477
For Sale
9133 BONNY BROOK DR, San Antonio, TX 78239
0.03
$237,900
3
2
2,068
Off Market
5838 Winterhaven Dr, Windcrest, TX 78239
0.08
$265,000
3
2
2,266
For Sale
9202 Jole Cove, Windcrest, TX 78239
0.06
-
3
3
2,401
Recently Sold
9109 Bonny Brook Dr, San Antonio, TX 78239
0.06
$426,000
3
2.5
3,077
Off Market
9105 BONNY BROOK DR, San Antonio, TX 78239
0.07
$325,000
3
2.5
2,558
Off Market
9113 BONNY BRK, Windcrest, TX 78239
0.06
-
3
2.5
2,331
Recently Sold
9214 Jole Cove, Windcrest, TX 78239
0.07
$339,600
3
2.5
2,201
Off Market
9213 JOLE CV, Windcrest, TX 78239
0.06
$325,200
3
2.5
2,426
Off Market

Price and Tax history

DateEventPrice
Sep 1, 2026
Source: LERA MLS #1991478
PriceChange
$299,000
Price decreased by 7%
Aug 5, 2026
Source: LERA MLS #1991478
PriceChange
$320,000
Price decreased by 14%
Jun 12, 2026
Source: LERA MLS #1991478
Listed For Sale
$369,999

LGBTQ Local Legal Protections

Tyler Herman, Home Team of America
Agent Phone: (210) 213-3225
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 5809 WINTERHAVEN DR

  • What is the estimated monthly payment for 5809 WINTERHAVEN DR?
    Based on a $299,000 list price with 20% down at today's rates, the estimated monthly payment for 5809 WINTERHAVEN DR in Windcrest, TX is approximately $2,191 (about $1,675 principal & interest, $441 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Windcrest?
    Residents describe Windcrest, TX as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See homes for sale in Windcrest, TX.
  • What are the closest schools to 5809 WINTERHAVEN DR?
    The closest schools to 5809 WINTERHAVEN DR in Windcrest, TX are Roosevelt High School (rated 4/10), White Middle School (rated 4/10), Windcrest Elementary School (Pre-K, rated 3/10).
  • What is 5809 WINTERHAVEN DR estimated to be worth?
    Trulia's estimated value for 5809 WINTERHAVEN DR in Windcrest, TX is $292,300.
  • Does 5809 WINTERHAVEN DR have air conditioning?
    Yes, 5809 WINTERHAVEN DR in Windcrest, TX has air conditioning.
  • Does 5809 WINTERHAVEN DR have laundry facilities?
    Yes, 5809 WINTERHAVEN DR in Windcrest, TX has in-unit laundry.
5809 WINTERHAVEN DR, Windcrest, TX 78239 is a 3 bedroom, 3 bathroom, 2,737 sqft single-family home built in 1978. This property is currently available for sale and was listed by LERA MLS on Sep 18, 2026. The MLS # for this home is MLS# 2017567.