WINTER PARK, FLORIDA HOME LOCATOR
Vacation Rental Homes for Sale in Winter Park, Florida
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Discover all available vacation rental homes for sale in Winter Park, Florida, within our comprehensive MLS® and private listings search. Our dynamic MLS updates every 5 minutes, making your home search effortless and up-to-date.
IMPORTANT INFORMATION BEFORE BUYING VACATION RENTALS
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Vacation Rental Homes For Sale, Winter Park, Florida
Welcome to 1830 Gladiolas Drive, a beautiful 3 bedroom, 2 bathroom home in Winter Park’s Garden Lake Estates community. This move-in ready home features a 2023 AC, a 2022...
- 3 Beds
- 2 Baths
- Garden Lake Estates Unit 1 SubDv.
- 32792 Zip Code
Virtually Staged. Welcome to this 3-bedroom, 2-bath pool home in the established Howell Estates neighborhood of Winter Park! Situated on a spacious 0.31-acre lot, this si...
- 3 Beds
- 2 Baths
- Howell Estates Rep SubDv.
- 32792 Zip Code
New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two expansive lots in the heart of Winter Park. This s...
- 4 Beds
- 4 Baths
- Temple Terrace Annex SubDv.
- 32792 Zip Code
Some homes are built, and some are composed. At 1200 Via Salerno, every finish, fixture, & detail was chosen with one goal in mind: a residence that is a pleasure to live...
- 5 Beds
- 6 Baths
- Cloister Grove Sub SubDv.
- 32789 Zip Code
Welcome to 603 Carnation Dr in Winter Park! This 4-bedroom, 2-bathroom home offers 1,427 square feet of living space with an updated kitchen and inviting living and dinin...
- 4 Beds
- 2 Baths
- Eastbrook Sub SubDv.
- 32792 Zip Code
Brand new construction (2023) on a beautifully sized .29± acre lot in the heart of Winter Park. This 5BR/5.5BA estate offers an open-concept layout with high ceilings, ab...
- 5 Beds
- 6 Baths
- Ellno Willo SubDv.
- 32789 Zip Code
1825 Whitehall Drive announces itself in stone. Twin gables of whitewashed stone, a stately brick entry, and striking black-framed windows define its European-inspired ar...
- 4 Beds
- 6 Baths
- Kenilworth Shores Sec 06 SubDv.
- 32789 Zip Code
Welcome to this spacious end unit townhome in Winter Park’s Fernbrook Trails community! Featuring 3 bedrooms and 2.5 bathrooms, this home offers a convenient main floor p...
- 3 Beds
- 3 Baths
- Fernbrook Trails SubDv.
- 32792 Zip Code
Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a produc...
- 5 Beds
- 6 Baths
- Green Oaks Rep SubDv.
- 32789 Zip Code
Solid 1949 bungalow on a usable 50 x 150 lot (approx. 7,553 sq ft) in unincorporated Orange County with a Winter Park mailing address, just blocks from Lake Killarney. A ...
- 3 Beds
- 1 Baths
- Killarney Circle SubDv.
- 32789 Zip Code