Buy
Rent
Sell
Our Agents
New Development
Commercial
More
Menu
SEARCH BY
Neighborhood
City
Counties and Areas
State
Postal Code
Street Address
Building Name
MLS ID
Listing ID
Public School
School District
Agent Name
Office Name
Location
Map
Draw
Radius
Schools
Rentals
(0)
Sales
Rentals
Virtual
(0)
Virtual Tours
Videos
Floor Plans
Period
(0)
August
Extended Season
July
July/August-LD
June
June/July
MD-LD
Monthly
OffSeason
Short Term / Weekly
Winter
Year Round
Price
(0)
Currency :
USD
beds
(0)
All
Studio
1+
2+
3+
4+
5+
baths
(0)
Any
1+
2+
3+
4+
5+
Open House
(0)
Any
Today
Tomorrow
Next 7 Days
Upcoming Weekend
All
Property Type
(0)
Commercial / Office
Condominium
Industrial
Rentals
Single Family Home
Single Family Townhouse
features
(0)
Water View
Contract Status
(0)
Any
Do Not Include Offer Pending
Other
(0)
Keyword
(0)
Filters
More
0
Advanced Search
Cancel
Apply
92 Real Estate Listings for Rent in Winter Park
Gallery
Hybrid
Map
filter: by state
SORT: DEFAULT RENTALS
SORT: NEW LISTINGS FIRST
SORT: PRICE HIGH-LOW
SORT: PRICE LOW-HIGH
SORT: OLD LISTINGS FIRST
SORT: BEDS LOW-HIGH
SORT: BEDS HIGH-LOW
SORT: BATHS LOW-HIGH
SORT: BATHS HIGH-LOW
SORT: SQ FOOT HIGH-LOW
selected listings
select all
remove all
E-mail
Print
Compare
Route Planner
Save
images
2228 WINTER WOODS BLVD BOULEVARD
2228 WINTER WOODS BLVD BOULEVARD
Winter Park
,
FL
32792
$226,700
Monthly
Listing Courtesy of RS EQUITY SERVICE LLC
images
1
of 23
444 W NEW ENGLAND AVENUE, 215
444 W NEW ENGLAND AVENUE, 215
Winter Park
,
FL
32789
$105,602
Monthly
Listing Courtesy of RE/MAX DOWNTOWN
images
Winter Park
,
FL
32792
$60,480
Monthly
Listing Courtesy of C BRENNER INC
images
1
of 17
2340 GLEENWOOD DR
2340 GLEENWOOD DR
Winter Park
,
FL
32792
$60,025
Monthly
Listing Courtesy of COLDWELL BANKER COMMERCIAL PREMIER PROPERTIES
images
1
of 23
2035 GLENWOOD DRIVE
2035 GLENWOOD DRIVE
Winter Park
,
FL
32792
$48,000
Monthly
Listing Courtesy of COLDWELL BANKER REALTY
images
1
of 27
7307 SANDSCOVE COURT
7307 SANDSCOVE COURT
Goldenrod
,
Winter Park
,
FL
32792
$38,880
Monthly
Listing Courtesy of FUSILIER MANAGEMENT GROUP
images
1
of 33
Address Not Available
Address Not Available
Winter Park
,
FL
32789
$20,000
Monthly
5
beds
6
baths
1
Half Bath
Listing Courtesy of CHARLES RUTENBERG REALTY ORLANDO
images
1
of 40
1824 HARLAND PARK DRIVE
1824 HARLAND PARK DRIVE
Windsong
,
Winter Park
,
FL
32789
$18,000
Monthly
6
beds
4
baths
Listing Courtesy of HOMEVEST REALTY
images
1
of 40
2057 VENETIAN WAY
2057 VENETIAN WAY
Winter Park
,
FL
32789
$15,000
Monthly
3
beds
3
baths
2
Half Baths
Listing Courtesy of KELLY PRICE & COMPANY LLC
images
1
of 13
2435 LEE ROAD
2435 LEE ROAD
Albert Lee Ridge
,
Winter Park
,
FL
32789
$14,400
Monthly
Listing Courtesy of CHASE AARON REAL ESTATE LLC
images
1
of 32
644 OSCEOLA AVENUE
644 OSCEOLA AVENUE
Winter Park
,
FL
32789
$9,950
Monthly
4
beds
3
baths
1
Half Bath
Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY
images
1
of 40
1791 GOODRICH AVENUE
1791 GOODRICH AVENUE
Winter Park
,
FL
32789
$7,000
Monthly
4
beds
3
baths
Listing Courtesy of CLARA HERRERA REALTY
Prev
1
2
3
4
5
6
…
8
Next
Google Map Loading...
RLS IDX Data display by Douglas Elliman.
ae6531f61-5921-4bd7-88b8-a24b9ca55de5