Cheap Houses for Rent in Winter Park, FL

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ABOUT THIS HOME
Cheap House for Rent in Winter Park:
A large private room with plenty of closet space and fully furnised is available in a warm 3 bedroom 2 bath house. This cosy and spacies one lever house has a recenty renovated kitchen and has tile fl

$950/mo

1 bed1 bath1,768 sq ft

7552 Bent Bow Trl, Winter Park, FL 32792

Cats welcome • Laundry in unit • A/C

ABOUT THIS HOME
Cheap House for Rent in Winter Park:
Welcome to this well-maintained 1-bedroom, 1-bathroom apartment featuring 750 square feet of inviting living space in the sought-after Winter Park area. This home offers the perfect blend of comfort a

$1,250/mo

1 bed1 bath750 sq ft

3002 Antique Oaks Cir Unit 97, Winter Park, FL 32792

Pets welcome

ABOUT THIS HOME
Cheap House for Rent in Winter Park:
This adorable remodeled 755sf Loft is a 2nd-floor attic studio with a kitchenette, full bathroom, dining, and sleeping area. 2nd floor studio measures 11.5' wide x 7' high in the center of the living

$1,295/mo

1 bed1 bath755 sq ft

2326 Wellington Blvd, Winter Park, FL 32789

A/C • Somewhat walkable

ABOUT THIS HOME
Cheap House for Rent in Winter Park:
Winter Park area studio apt 1/1 nice area include Utilities in the rent laundty in unit, parking spot available Owner pays for water, cable,Internet, and Electric. cats allowed. Not Smoking 1 ye

$1,300/mo

1 bed1 bath620 sq ft

2037 Linden Rd, Winter Park, FL 32792

Cats welcome • Laundry in unit • A/C

ABOUT THIS HOME
Cheap House for Rent in Winter Park:
Neat and clean, 2nd floor apartment in the highly desirable Winter Park zip code of 32789. Recent updates include vinyl flooring throughout, refinished bathroom tub, new vanity, newer AC units, newer

$1,325/mo

1 bed1 bath502 sq ft

1950 Killarney Dr Unit 2, Winter Park, FL 32789

Laundry in unit • Parking

ABOUT THIS HOME
Cheap House for Rent in Winter Park:
2 Beds 2 Baths Condo For Rent In Winter Park

$1,400/mo

2 beds2 baths840 sq ft

3651 N Goldenrod Rd Unit F205, Winter Park, FL 32792

Pets welcome

Property at 1512 Indiana Ave Unit B, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$1,450/mo

1 bed1 bath960 sq ft

1512 Indiana Ave Unit B, Winter Park, FL 32789

Property at 7328 Forest Hill Ct, Winter Park, FL, 32792, 2 beds, 2.5 baths, [object Object]

$1,647/mo

2 beds2.5 baths1,031 sq ft

7328 Forest Hill Ct, Winter Park, FL 32792

Property at 7350 Swallow Run, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,650/mo

2 beds2 baths774 sq ft

7350 Swallow Run, Winter Park, FL 32792

Property at 130 N Center St Unit 2, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$1,665/mo

1 bed1 bath1,000 sq ft

130 N Center St Unit 2, Winter Park, FL 32789

Property at 2667 Rook Cv, Winter Park, FL, 32792, 2 beds, 1.5 baths, [object Object]

$1,795/mo

2 beds1.5 baths900 sq ft

2667 Rook Cv, Winter Park, FL 32792

Property at 668 Montego Bay Ct, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,800/mo

2 beds2 baths1,037 sq ft

668 Montego Bay Ct, Winter Park, FL 32792

Property at 3136 Patel Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,825/mo

3 beds2 baths1,300 sq ft

3136 Patel Dr, Winter Park, FL 32792

Property at 3392 Bougainvillea Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,881/mo

3 beds2 baths1,300 sq ft

3392 Bougainvillea Dr, Winter Park, FL 32792

Property at 2111 Conifer Ave, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,885/mo

3 beds2 baths1,409 sq ft

2111 Conifer Ave, Winter Park, FL 32792

Property at 1902 Azalea Ave, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,950/mo

3 beds2 baths1,176 sq ft

1902 Azalea Ave, Winter Park, FL 32792

Property at 5587 Pats Pt, Winter Park, FL, 32792, 4 beds, 2 baths, [object Object]

$2,000/mo

4 beds2 baths1,800 sq ft

5587 Pats Pt, Winter Park, FL 32792

Property at 438 Garfield Ave, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$2,195/mo

3 beds2 baths1,596 sq ft

438 Garfield Ave, Winter Park, FL 32789

Property at 5323 Poinsetta Ave, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,200/mo

3 beds2 baths1,500 sq ft

5323 Poinsetta Ave, Winter Park, FL 32792

Property at 2717 Amsden Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,240/mo

3 beds2 baths1,909 sq ft

2717 Amsden Rd, Winter Park, FL 32792

Property at 523 Shoreview Ave, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$2,250/mo

3 beds2 baths1,202 sq ft

523 Shoreview Ave, Winter Park, FL 32789

Property at 2458 Grand Teton Cir Unit 1, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,250/mo

3 beds2 baths1,457 sq ft

2458 Grand Teton Cir Unit 1, Winter Park, FL 32792

Property at 848 Miles Ave, Winter Park, FL, 32789, 2 beds, 1.5 baths, [object Object]

$2,250/mo

2 beds1.5 baths1,300 sq ft

848 Miles Ave, Winter Park, FL 32789

Property at 7116 Green Needle Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,269/mo

3 beds2 baths1,578 sq ft

7116 Green Needle Dr, Winter Park, FL 32792

Property at 1919 Azalea Ave, Winter Park, FL, 32792, 2 beds, 1 bath, [object Object]

$2,275/mo

2 beds1 bath960 sq ft

1919 Azalea Ave, Winter Park, FL 32792

Property at 731 Bongart Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,295/mo

3 beds2 baths1,526 sq ft

731 Bongart Rd, Winter Park, FL 32792

Property at 632 Gaines Way, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$2,295/mo

1 bed1 bath550 sq ft

632 Gaines Way, Winter Park, FL 32789

Property at 7733 Fox Knoll Pl, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,300/mo

3 beds2 baths1,950 sq ft

7733 Fox Knoll Pl, Winter Park, FL 32792

Property at 454 Shoreview Ave, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$2,300/mo

2 beds2 baths1,100 sq ft

454 Shoreview Ave, Winter Park, FL 32789

Property at 2011 Cornell Ave, Winter Park, FL, 32789, 2 beds, 1.5 baths, [object Object]

$2,300/mo

2 beds1.5 baths1,091 sq ft

2011 Cornell Ave, Winter Park, FL 32789

Property at 7431 Portside Ct, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,490/mo

3 beds2 baths1,448 sq ft

7431 Portside Ct, Winter Park, FL 32792

Property at 5119 Ferncrest Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,495/mo

3 beds2 baths1,500 sq ft

5119 Ferncrest Dr, Winter Park, FL 32792

Property at 2831 Lion Heart Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,500/mo

3 beds2 baths1,978 sq ft

2831 Lion Heart Rd, Winter Park, FL 32792

Property at 1513 Harmon Ave, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$2,500/mo

2 beds2 baths1,375 sq ft

1513 Harmon Ave, Winter Park, FL 32789

Property at 1005 Bradford Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,550/mo

3 beds2 baths1,334 sq ft

1005 Bradford Dr, Winter Park, FL 32792

Property at 955 Minnesota Ave, Winter Park, FL, 32789, 3 beds, 1 bath, [object Object]

$2,550/mo

3 beds1 bath1,349 sq ft

955 Minnesota Ave, Winter Park, FL 32789

Property at 843 W Swoope Ave, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$2,595/mo

3 beds2 baths1,232 sq ft

843 W Swoope Ave, Winter Park, FL 32789

Property at 850 W Canton Ave, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$2,600/mo

2 beds2 baths1,200 sq ft

850 W Canton Ave, Winter Park, FL 32789

Property at 8230 Woodsworth Dr, Orlando, FL, 32817, 4 beds, 2.5 baths, [object Object]

$2,600/mo

4 beds2.5 baths1,994 sq ft

8230 Woodsworth Dr, Orlando, FL 32817

Property at 333 Cambridge Blvd, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$2,640/mo

3 beds2 baths1,651 sq ft

333 Cambridge Blvd, Winter Park, FL 32789

Property at 7666 Glenmoor Ln, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,640/mo

3 beds2 baths1,338 sq ft

7666 Glenmoor Ln, Winter Park, FL 32792

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Based on information submitted to the MLS GRID as of Wed Sep 17 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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