ActiveResidential · sale

5809 WINTERHAVEN DR

Windcrest, TX 78239

$299,000

  • 3 beds
  • 3 baths
  • 2,737 sq ft
  • 0.15 acres
  • Built 1978

Listed by Home Team of America · MLS #1991478

5809 WINTERHAVEN DR, Windcrest, TX 78239 — photo 1 View full photo
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5809 WINTERHAVEN DR, Windcrest, TX 78239 · MLS #1991478

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A FEW THINGS TO NOTICE

What stands out.

Details worth a look

OPEN HOUSE SUNDAY 11-2pm 9/13/26 - Nestled on prestigious Winterhaven Drive in highly sought after Windcrest, this beautifully updated garden home offers an exceptional blend of elegance and comfort.

Year built

Built in 1978.

Property size

0.15 acres listed.

Highlights from the listing description and property details. Confirm features with the listing agent.

THE PROPERTY

Get to know the property.

OPEN HOUSE SUNDAY 11-2pm 9/13/26 - 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 and a new garage door! Natural light fills the home through numerous skylight, highlighting the custom craftsmanship throughout. The elegant formal dining room is accented by a stunning chandelier, creating the perfect setting for entertaining. The oversized master bdrm offers a true retreat with a spacious bedroom, large walk in closets, and an expansive dual bath/shower. Built in cabinetry, custom storage solutions, add both character and functionality. A unique interior atrium provides additional charm and creates a peaceful focal point within the residence. Situated on a desirable lot backing directly to Takas Park, residents enjoy immediate access to exceptional amenities including tennis courts, basketball courts, baseball fields, playgrounds, scenic walking trails, and a tranquil pond frequented by local wildlife. Rarely does an opportunity like this arise. This exceptional property combines timeless design, modern updates, and an unbeatable location. Don't miss this one!
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Upcoming open houses

–7:00 pm · Confirm the schedule with the listing team.

THE NEIGHBORHOOD

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5809 WINTERHAVEN DR, Windcrest, TX 78239

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LOCAL MARKET CONTEXT

Bexar County housing market

See the broader conditions surrounding this property through ERA Brokers Consolidated research.

12-month price trend$289,488Down 1.0% vs. the previous 12 months
Months of supply5.712-month average
Days on market8512-month weighted average

Latest available data: August 2026. Research by ERA Brokers Consolidated.

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These figures describe the broader reporting area and do not determine this property’s value, condition, availability, or likely sale price.

THE DETAILS

The details, all in one place.

Property type
Residential
Category
Residential
Year built
1978
Full baths
2
Half baths
1
Cooling
One Central
Heating
Central
Flooring
Saltillo Tile, Ceramic Tile, Vinyl
Exterior
Brick, 4 Sides Masonry
Accessibility
Grab Bars in Bathroom(s)
Pool features
None
Subdivision
WINDCREST
Parcel
054741000190
HOA amenities
Golf Course, Clubhouse, Park/Playground, Jogging Trails
Elementary school
Windcrest
High school
Roosevelt
Annual property tax
$7,927.12

Features and school information are supplied by the listing source. Confirm measurements, school assignments, HOA terms and rental restrictions before making a decision.

OWNERSHIP, WITH A PLAN

Investor outlook.

Explore this property’s rental potential with an all-cash purchase. Monthly rent starts at 5% of the purchase price per year, divided by 12. Adjust it and the other assumptions to explore your scenario.

These are planning assumptions, not a rental appraisal or a loan quote. The starting rent is a price-based estimate; a local leasing professional can help confirm market rent.

Investor outlook assumes an all-cash purchase. No mortgage payment is deducted.

Estimated monthly cash flow · cash purchase$241.18
Estimated monthly rent$1,245.83
Cap rate1.22%

Annual operating income: $3,641.65

HOA: No HOA cost is included because the listing source does not report one. Confirm whether HOA dues apply before relying on this estimate.

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Purchase price
Rental income & operating costs

Purchase price × 5% ÷ 12. Updates with purchase price until you enter a custom rent.

Annual insurance starts at purchase price × 0.25%, rounded to the nearest available amount. Updates with purchase price until you choose another amount.A planning estimate, not an insurance quote. Adjust it for your property and coverage.

Percentages are editable examples, not ERA fee quotes. Management is applied to rent after vacancy; maintenance and capital reserves use scheduled rent. Add owner-paid utilities, mortgage insurance and other recurring expenses under other costs.

How this scenario is calculated

Annual operating income is rent after vacancy, management, maintenance, taxes, insurance, HOA and other operating costs, before financing and capital reserves. Cap rate divides annual operating income by purchase price. Estimated monthly cash flow assumes an all-cash purchase: rent after vacancy, management, maintenance, taxes, insurance, HOA, other operating costs and capital reserves. No mortgage payment is deducted. The mortgage calculator is separate; loan payments would reduce cash flow for a financed purchase. One-time acquisition costs, renovations, income taxes, depreciation and appreciation are excluded.

Mortgage payment calculator

Explore financing separately. These loan settings do not change the all-cash investor outlook.

Mortgage assumptions

20% down and 7% interest are illustrative starting values.

Estimated monthly principal & interest—Loan payment only. Excludes property taxes, homeowners/flood insurance, mortgage insurance and HOA dues.

About this payment estimate

Based on a fixed-rate, fully amortizing loan with monthly payments and the price, down payment, interest rate and term you select. The interest rate is an example, not a current rate offer or APR; APR includes certain loan costs. This is an illustration, not a Loan Estimate, approval, offer of credit or commitment to lend.

Your actual payment, rate and eligibility depend on your lender, credit, loan program and property. Closing costs, points, prepaid expenses and lender fees are not included. Taxes and insurance may change, and mortgage insurance may be required, particularly with a down payment below 20%. Ask your lender for a Loan Estimate and a complete monthly payment including applicable taxes, insurance and fees.

Dollar results are rounded to the nearest cent; calculations retain precision until display. A cash purchase has no loan payment but still has ownership costs. Understand your total home payment (CFPB).

ERA PROPERTY MANAGEMENT

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Have a plan for what follows.

Considering this property as a rental? Start with the numbers, then talk through the day-to-day with a local management team.

  1. Understand the opportunity.

    Review rental pricing, property condition and your ownership goals with a local professional.

  2. Make a strong first impression.

    Bring together property preparation, professional marketing and applicant screening.

  3. Stay connected to your investment.

    Get support with rent collection, resident communication, maintenance coordination and owner reporting.

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Stone-front home with a landscaped lawn and central entry
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Listing information

MLS #1991478 · San Antonio Board of Realtors

Listing brokerage: Home Team of America
Listing agent: Tyler Herman

Listing status: Active. Record updated . Confirm current availability and price with the listing agent.