Residential Single Family Residence in Winter Park, $400K – $600K

Browse residential single family residence for sale in Winter Park priced $400K – $600K. Active listings updated daily from the MLS.

8 Properties Found

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Single Family Residence

$595,000

1741 WESTCHESTER AVE

3 Bed2 BathMFRO6399014 MLS ID1,434 Sq Ft

PREMIER SOTHEBY'S INTL. REALTY

Single Family Residence

$500,000

1850 ASTER DR

4 Bed3 BathMFRTB8513990 MLS ID1,656 Sq Ft

EXP REALTY LLC

Single Family Residence

$425,000

2642 TIERRA CIR

3 Bed2 BathMFRO6279358 MLS ID1,715 Sq Ft

FANNIE HILLMAN & ASSOCIATES

Single Family Residence

$408,500

942 HANOVER AVE

2 Bed2 BathMFRTB8344901 MLS ID1,345 Sq Ft

HOME SOLD REALTY LLC

Single Family Residence

$479,000

2207 WINTER WOODS BLVD

4 Bed2 BathMFRO6274389 MLS ID1,710 Sq Ft

COLDWELL BANKER REALTY

Single Family Residence

$449,900

3425 BALSAM DR

3 Bed2 BathMFRG5090195 MLS ID1,516 Sq Ft

COAST TO COAST REAL ESTATE PRO

Single Family Residence

$543,000

4026 TENITA DR

4 Bed2 BathMFRO6262359 MLS ID2,122 Sq Ft

OPENDOOR BROKERAGE LLC

Single Family Residence

$449,000

1566 LAWNDALE CIR

3 Bed2 BathMFRG5089688 MLS ID1,592 Sq Ft

TERZA REAL ESTATE

As of September 7, 2026 there are 8 active properties for sale in Winter Park with an average listing price of $481,175.

The highest-priced property listing is $595,000, while the lowest priced property can be purchased for $408,500.

Homes for sale in Winter Park have an average price of $298 per square foot, based on listings with an average of 3.3 bedrooms, 2.1 bathrooms, 1,636 square feet of living space.

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Search all real estate for sale in Winter Park. See today's new listings and search by beds, baths, home and lot size, listing status and days on market. See all areas in the Cities directory.

Want to purchase a home in Winter Park? Call Aubrey Sawyer at 2345678900 — your local real estate experts are here to help with the Winter Park housing market.