New15$1,895/mo
2 bd · 3 ba · 960 sqft
307 Sandlewood Trl, Winter Park, FL
Matthew Kirsch · REAL PROPERTY MANAGEMENT AND REALTY
Rentals Under $4,000/mo for Rent in Winter Park, FL
Hide MapRentals Under $4,000/mo for Rent in Winter Park, FL
24 of 80 Listings
New15$1,895/mo
2 bd · 3 ba · 960 sqft
307 Sandlewood Trl, Winter Park, FL
Matthew Kirsch · REAL PROPERTY MANAGEMENT AND REALTY
17$1,999/mo
3 bd · 2 ba · 1,096 sqft
1603 Winter Green Blvd, Winter Park, FL
Nancy Guadagnino · SPECIALIZED PROPERTY MANAGEMENT
New12$1,525/mo
2 bd · 2 ba · 1,018 sqft
2941 Antique Oaks Cir #80, Winter Park, FL
Summer Hornburg · BELMONT REALTY
18$2,200/mo
3 bd · 2 ba · 1,266 sqft
Address withheld · Winter Park, FL
Kirsten Cantello · TRUSTHOME PROPERTIES INC
24$1,900/mo
2 bd · 2 ba · 1,173 sqft
2503 Tahoe Cir #2503, Winter Park, FL
Carissa Lawhun · FLORIDA REALTY INVESTMENTS
45$2,149/mo
2 bd · 3 ba · 1,250 sqft
2300 Barbados Dr, Winter Park, FL
Cristian Cen Chen · SIMPSON REALTY LLC
26$2,800/mo
3 bd · 3 ba · 2,378 sqft
2305 Shadowland Loop, Winter Park, FL
Laura Lerma · 2 GOOD REALTY
30$2,500/mo
2 bd · 1 ba · 924 sqft
800 W Canton Ave, Winter Park, FL
Kelly Price · KELLY PRICE & COMPANY LLC
20$2,300/mo
4 bd · 3 ba · 1,611 sqft
7487 Canford Ct #5, Winter Park, FL
Jiny Lee · THE FLORIDA LOUNGE REALTY LLC
11$3,995/mo
3 bd · 4 ba · 1,760 sqft
737 Minnesota Ave, Winter Park, FL
Marilyn Kuczynski · FLORIDA HOMES SALES & MANAGEMENT LLC
18$1,600/mo
2 bd · 2 ba · 1,063 sqft
7453 Daniel Webster Dr #a5, Winter Park, FL
Laila Dkhissi · LA ROSA REALTY PREMIER LLC
1$2,800/mo
5 bd · 4 ba · 1,442 sqft
2181 Linden Rd, Winter Park, FL
Paula Chavez · KELLER WILLIAMS ADVANTAGE III
13$1,600/mo
2 bd · 2 ba · 1,020 sqft
163 Scottsdale Sq #163, Winter Park, FL
Simone Pinto de Almeida Santos · NOVA REAL ESTATE SERVICES INC
Price Reduced33$1,895/mo
3 bd · 3 ba · 1,565 sqft
7101 Swallow Run, Winter Park, FL
Jackie O'Leary · FANNIE HILLMAN & ASSOCIATES
21$1,550/mo
2 bd · 2 ba · 1,018 sqft
2918 Antique Oaks Cir #30, Winter Park, FL
Kyle Petteway · EXIT REAL ESTATE RESULTS
17$2,000/mo
2 bd · 2 ba · 1,040 sqft
155 Stefanik Rd, Winter Park, FL
Paul Jimenez · URBANISTA BROKERS
20$3,500/mo
3 bd · 3 ba · 1,715 sqft
1667 Mizell Ave, Winter Park, FL
Justin LaManna · HOMEVEST REALTY
16$2,400/mo
3 bd · 2 ba · 1,570 sqft
2809 W Fairbanks Ave, Winter Park, FL
Anne Coburn · H. & H. REALTY, INC.
Price Reduced19$1,995/mo
3 bd · 2 ba · 1,174 sqft
3217 Royal St, Winter Park, FL
Stephen Murphy · DALTON WADE INC
18$2,200/mo
3 bd · 2 ba · 1,467 sqft
Address withheld · Winter Park, FL
Kirsten Cantello · TRUSTHOME PROPERTIES INC
Price ReducedOpen house Sat, Oct 3 · 11:00 AM33$2,400/mo
3 bd · 2 ba · 1,277 sqft
4870 Seminole Ave, Winter Park, FL
Tamara Mazo Ferro · COLDWELL BANKER REALTY
12$1,395/mo
2 bd · 2 ba · 840 sqft
3651 N Goldenrod Rd #C201, Winter Park, FL
Matthew Kirsch · REAL PROPERTY MANAGEMENT AND REALTY
Price Reduced38$2,798/mo
5 bd · 3 ba · 2,300 sqft
5354 Lanyard Ct, Winter Park, FL
Johanna Chandler · LPT REALTY, LLC
26$2,800/mo
3 bd · 3 ba · 2,308 sqft
2452 Firstlight Way, Winter Park, FL
Yan Zuo · EAST PEARL REALTY
























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