Homes In Miami Florida Real Estate
Homes In Miami Florida Real Estate

Winter Park Rentals - For Rent Winter Park, Florida


(57) PROPERTIES

$1,500

2714 PRINCE JOHN - WINTER PARK, FL

2714 PRINCE JOHN WINTER PARK, FL 32792
5 Beds 2 Baths Square Ft: 1900
Rental - MLS#: O5325001
Subdivision: winter park pines unit 01 rep

5 bedroom 2 bath renovated home located in Winter Park Pines.

$1,500

2552 FIFESHIRE - WINTER PARK, FL

2552 FIFESHIRE WINTER PARK, FL 32792
3 Beds 2 Baths Square Ft: 1906
Rental - MLS#: O5329727
Subdivision: brookshire heights 2nd add

Winter Park Schools - Walking distance to WP Hospital, WP High School and Brookshire Elementary. Nestled between charming Park Av. and Baldwin Park. 3 bdrm 2 bath 60's home, with formal living, dining & family rooms, 2 car garage with washer/dryer hookup, large bedrooms, patio and fenced yard. Mexican tile floors, new carpet. Private fenced back yard with mexican tile open patio. Walk to Cady Way Community Pool and Showalter Field. 1/2 block to Bike Path.

$1,519

2060 LEANNE - WINTER PARK, FL

2060 LEANNE WINTER PARK, FL 32792
3 Beds 2 Baths Square Ft: 1418
Rental - MLS#: O5331496
Subdivision: eastbrook sub unit 15

Enjoy the Orlando lifestyle in this pet friendly, 3 bedroom, 2 bath home in the city of Winter Park. This home offers 1418 square feet of living space. You’ll also have parking for two cars

$1,549

1544 SUGARWOOD - WINTER PARK, FL

1544 SUGARWOOD WINTER PARK, FL 32792
3 Beds 2 Baths Square Ft: 1901
Rental - MLS#: O5327253
Subdivision: amberwood unit 1

Clean, updated beautiful home is calling your name! This house is situated in a great location near schools, shopping, the 417. You don't want to miss this gorgeous rental!!

$1,549

2219 ELSINORE - WINTER PARK, FL

2219 ELSINORE WINTER PARK, FL 32792
3 Beds 2 Baths Square Ft: 1772
Rental - MLS#: O5331690
Subdivision: tanglewood sec 3 rep

Enjoy the Seminole County lifestyle in this pet friendly, 3 Bedroom, 2 Bath home. This home offers 1772 square feet of living space. (*room dimensions are approximate)

$1,549

2069 PONDEROSA - WINTER PARK, FL

2069 PONDEROSA WINTER PARK, FL 32792
3 Beds 2 Baths Square Ft: 1572
Rental - MLS#: O5331502
Subdivision: eastbrook sub unit 08

Enjoy the Orlando lifestyle in this pet friendly, 3 bedroom, 2 bath home in the city of Winter Park. This home offers 1572 square feet of living space. You’ll also have parking for two cars

$1,550

2556 PASSAMONTE - WINTER PARK, FL

2556 PASSAMONTE WINTER PARK, FL 32792
3 Beds 3 Baths Square Ft: 1837
Rental - MLS#: O5327586

WATER VIEW townhome in Winter Park available for lease December 1st! This updated home has 3 bedrooms 2.5 baths, almost 1900 sq ft and a 1-car garage. Lovely premium homesite that sits right on a peaceful pond. Upgraded kitchen is perfect for entertaining and cooking your favorite meals. Large screened in patio off the back overlooks the pond. For the convenience of your guests, there is a half bath downstairs with all bedrooms and bathrooms upstairs to allow for maximum privacy from the living…

$1,595

251 E READING - WINTER PARK, FL

251 E READING WINTER PARK, FL 32789
3 Beds 2 Baths Square Ft: 1308
Rental - MLS#: S4807184
Subdivision: charmont

This rental is minutes from all retail plazas located in Winter Park! This single family home is in a great family neighborhood! This 3 bedroom 1.5 bath home is spacious with large rooms! Enjoy a beautiful yard with patio.

$1,599

1003 MANCHESTER - WINTER PARK, FL

1003 MANCHESTER WINTER PARK, FL 32792
4 Beds 2 Baths Square Ft: 1971
Rental - MLS#: O5331428
Subdivision: howell estates rep

Enjoy the Orlando lifestyle in this pet friendly, 4 bedroom, 2 bath home in the city of Winter Park. This home offers 1971 square feet of living space. (*room dimensions are approximate)

$1,600

2348 MIDDLETON - WINTER PARK, FL

2348 MIDDLETON WINTER PARK, FL 32792
3 Beds 2 Baths Square Ft: 1276
Rental - MLS#: O5326813
Subdivision: brookshire heights

Stunning 3 bedroom 2 bathroom single family home in beautiful Winter Park. Spacious fenced backyard includes large pool and deck! Home boasts a 2 car carport, screened breezeway, and spacious open floor plan.

$1,600

952 DUNRAVEN - WINTER PARK, FL

952 DUNRAVEN WINTER PARK, FL 32792
4 Beds 2 Baths Square Ft: 1659
Rental - MLS#: S4802817
Subdivision: kenilworth shores sec 07

4 bedroom 2 bathroom single family pool home in Winter Park for RENT! Will be available Sept. 15th. Zoned for Brookshire Elementary, Glenridge Middle and Winter Park High. Pool service is included.

$1,600

2309 DUNBURY - WINTER PARK, FL

2309 DUNBURY WINTER PARK, FL 32792
4 Beds 2 Baths Square Ft: 2115
Rental - MLS#: O5314260
Subdivision: cedar ridge unit 2

Winter Park Large 4 Bedroom 2 Bath Large 2100sqft Large fenced in back yard. Pets OK. No HOA Available Now

$1,650

1022 PRINCESS GATE - WINTER PARK, FL

1022 PRINCESS GATE WINTER PARK, FL 32792
4 Beds 2 Baths Square Ft: 1869
Rental - MLS#: O5330457
Subdivision: howell estates rep

Spacious 4 bedroom split plan home with separate family room, living room and office off master bedroom. Updated master bath and walk-in closet. Wood laminate floors throughout home other than bedrooms which are carpeted. All appliances including new refrigerator. W/D hookups in the two car garage. Screen patio opens to large fenced yard.

$1,695

- WINTER PARK, FL

WINTER PARK, FL 32792
4 Beds 3 Baths Square Ft: 1708
Rental - MLS#: O5322842
Subdivision: winter park estates

For a limited time, this property is on special - First month half off (no partial months)!! This beautiful 4/3 (possible 5 beds) home is in great condition and located in desirable Winter Park. Home sits on a large corner lot on a cul-de-sac and dead end. Great features of the home include porcelain tile floors throughout with coordinating mosaic tile on kitchen counters and backsplash, two master bedrooms, private office (great for telecommuting/home office) could be used as a 5th bedroom and…

$1,900

3000 NORTHWOOD - WINTER PARK, FL

3000 NORTHWOOD WINTER PARK, FL 32789
4 Beds 2 Baths Square Ft: 1787
Rental - MLS#: O5329062
Subdivision: northwood terrace

Winter Park House for RENT. This spectacular property has been completely renovated in 2007. Located in Winter Park next to Baldwin Park area . This updated home consist of 4 beds, 2 baths. The property boasts some of the most unique features available in the area. You are welcome into this property with a double pocket grandiose door. Upon entry, your guests well instantly notice a foyer, with and built part on the wall adjacent to this area. Next your guest will transaction to a sitting area.…

$2,000

470 CLARENDON - WINTER PARK, FL

470 CLARENDON WINTER PARK, FL 32789
3 Beds 2 Baths Square Ft: 2307
Rental - MLS#: O5330065
Subdivision: virginia heights rep

This Olde Winter Park beauty is ready for any discriminating prospect. Walk to Park Avenue. Reworked original hardwoods, spacious, open rooms, fireiplace, two A/C units, washer & dryer, screened oversized patio plus entertainment patio overlooking mature landscaping. Lawn service included. Exterior to be painted within two weeks.

$2,000

1146 WASHINGTON - WINTER PARK, FL

1146 WASHINGTON unit 190 WINTER PARK, FL 32789
2 Beds 3 Baths Square Ft: 2083
Rental - MLS#: S4805469
Subdivision: quarters at winter park condo

Beautiful townhouse for rent in the heart of Winter Park! Location is key! Walking distance to Park Ave and Rollins College. Townhouse has plenty of windows for natural lighting. HUGE master bedroom suite! Bedroom #2 has French doors which lead out to the balcony. Large open space upstairs which can be used for a home office. Cherry hardwood floors throughout the 1st floor and stairway. Brand new carpets on second floor. Beautiful wood burning fireplace. Property has a large 2 car garage and a outdoor…

$2,000

1755 CAROLLEE - WINTER PARK, FL

1755 CAROLLEE WINTER PARK, FL 32789
3 Beds 2 Baths Square Ft: 2025
Rental - MLS#: O5331591
Subdivision: green terrace

Wonderful three bedroom two bath home on a beautiful and quiet street in Olde Winter Park. This home has been updated and features a split floor plan, a kitchen with newer appliances and cabinets, a spacious family room, a beautiful addition with fireplace and a two-car garage. Additional highlights include a fully fenced and beautifully maintained over sized lot and tons of storage space. Lawn service, pest control and alarm services are all included.

$2,250

735 MARYLAND - WINTER PARK, FL

735 MARYLAND unit Front WINTER PARK, FL 32789
4 Beds 3 Baths Square Ft: 2242
Rental - MLS#: O5322435
Subdivision: trotter rep

*** FURNISHED*** 3 Story, Townhome for rent in the heart of Winter Park! Walk to Park Ave and Rollins College. Nice light kitchen with stainless appliances and eat-in breakfast area. Downstairs is the living room and kitchen with small secluded patio. The middle floor is a spacious family room with deck (current tenant is using the family room as a bedroom) plus 2 bedrooms and full bathroom, the whole top floor is the master suite with master bedroom, master bath, large closet, office or 4th bedroom…

$2,500

2522 CHANTILLY - WINTER PARK, FL

2522 CHANTILLY WINTER PARK, FL 32789
3 Beds 3 Baths Square Ft: 1920
Rental - MLS#: O5327670
Subdivision: winter park village

Rent in highly-desired Winter Park on a peaceful cul-de-sac. This home has been fully transformed since 2007, having almost tripled in size with the addition of a master retreat with en-suite bathroom, a sizable living room, a large bonus room, a mudroom, an over-sized garage, extra storage, and a large rear lanai overlooking a beautiful private pool, spa and paver deck. Monthly lawn and pool service is included.

$2,500

938 CAMELLIA - WINTER PARK, FL

938 CAMELLIA WINTER PARK, FL 32789
4 Beds 2 Baths Square Ft: 2057
Rental - MLS#: O5322277
Subdivision: garden acres

This charming Winter Park home has been lovingly updated and has newer stainless steel appliances, kitchen cabinets, granite countertops, baths, roof, crown molding, AC, gutters and interior paint.Location is minutes to Park Avenues boutiques and restaurants as well as College Park and Downtown Orlando's business district. Formal living is light and bright and features cozy wood burning fireplace. Formal dining has custom built in cabinetry and French Doors. This home is perfect for family or entertaining…

$2,750

616 OLOLU - WINTER PARK, FL

616 OLOLU WINTER PARK, FL 32789
3 Beds 3 Baths Square Ft: 1676
Rental - MLS#: O5329148
Subdivision: killarney circle

Enjoy Incredible Sunsets on Lake Killarney. This quaint home has three bedrooms, three baths, hardwood floors, inside utility with washer and dryer included, attached 2 car garage and a separate one car carport. The kitchen has a dining area beside it and adjoins the living room. The living/family room has a wood burning fireplace and opens up to a great covered porch. The beautifully landscaped backyard slopes down to the shores of Lake Killarney. It is a large,very clean private lake. This home…

$2,800

- WINTER PARK, FL

WINTER PARK, FL 32789
5 Beds 5 Baths Square Ft: 3558
Rental - MLS#: O5328005
Subdivision: sevilla

Expansive five bedroom pool home in wonderful Sevilla neighborhood near Park Avenue. This home features a spacious family room with wood beams and fireplace, huge screened lanai, and large loft space with built-in desk shelving and bed. New carpet throughout, fenced yard, 2 car garage, inside utility, and split bedrooms. Lawn and pool service included.

$3,295

1236 VIA DEL MAR - WINTER PARK, FL

1236 VIA DEL MAR WINTER PARK, FL 32789
3 Beds 3 Baths Square Ft: 2117
Rental - MLS#: O5329054
Subdivision: tuscany terr

Available immediately for short term rental. Fabulous opportunity in upscale Via's of Winter Park. Renovated Baths. Brazilian Walnut Floors, Granite in Kitchen and Master Bath. All new crown moulding & trim work. Brand new Stainless Steel appliances. Sunroom overlooks pool and cabana area.This 3 Bedroom 2 Bath home with pool and cabana are perfect for entertaining. Very private courtyard at entry. Courtyard and Cabana are pre-wired for stereo. A short walk to the Winter Park Racquet Club. Property…

$4,300

960 GEORGIA - WINTER PARK, FL

960 GEORGIA WINTER PARK, FL 32789
4 Beds 4 Baths Square Ft: 3654
Rental - MLS#: O5322242
Subdivision: osceola place

Classically beautiful Winter Park Home!! Don't miss the opportunity to rent this Winter Park treasure. Located on a pristine corner lot with more than a half-acre of land just steps away from Park Avenue! This home currently offers 3,600 square feet of living space, four bedrooms, four baths, formal living and dining rooms, three fireplaces, a brick sunroom, and floor to ceiling windows that allow for gorgeous natural light. Downstairs master suite has French doors that lead to private courtyard…

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