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

Winter Park Rentals - For Rent Winter Park, Florida


(49) PROPERTIES

$1,499

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

$1,549

6913 JACKMAN - WINTER PARK, FL

6913 JACKMAN WINTER PARK, FL 32792
3 Beds 2 Baths Square Ft: 1380
Rental - MLS#: O5334302
Subdivision: howell branch woods

Enjoy the Orlando lifestyle in this pet friendly, 3 bedroom, 2 bath home in the city of Winter Park. This home offers 1380 square feet of living space. You’ll also have parking for your two cars. (*room dimensions are approximate)

$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!!

$1,550

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.

$1,550

2530 PASSAMONTE - WINTER PARK, FL

2530 PASSAMONTE unit 50 WINTER PARK, FL 32792
3 Beds 3 Baths Square Ft: 1837
Rental - MLS#: O5335587
Subdivision: via lago/hanging moss ph 09

Rare opportunity to rent in Winter Park! Well maintained townhome located in a gated community. Home has private view of pond and a screened patio. Enjoy the convenience and security of this neighborhood offering nearby shopping and also located in the area's top rated school districts. One owner, no previous tenants, neutral décor, ceramic tile, eat in kitchen with all appliances staying including washer and dryer. Home also has a one car garage. Available January 1.

$1,575

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.

$1,595

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)

$1,695

- 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…

$1,750

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.…

$1,995

200 E READING - WINTER PARK, FL

200 E READING WINTER PARK, FL 32789
3 Beds 2 Baths Square Ft: 1821
Rental - MLS#: O5334254
Subdivision: charmont

Charming three bedroom bungalow located in the heart of Olde Winter Park. Conveniently located to Rollins College, Baldwin Park, Park Avenue and Downtown Orlando. Highlights include hardwood floors, one-car garage, fenced yard and a spacious family room with a wood burning fireplace. Land service is included. Students welcome.

$2,200

1791 GOODRICH - WINTER PARK, FL

1791 GOODRICH WINTER PARK, FL 32789
4 Beds 3 Baths Square Ft: 2011
Rental - MLS#: O5333515
Subdivision: sylvan heights

Wonderful 4 bed 3 bath home in Olde Winter Park. This home features an updated kitchen with granite countertops and stainless appliances, split bedroom plan with 2 master suites, circular driveway, large yard, screened patio, lush landscaping, hardwood floors, and private fenced yard…all within a close distance to shops, restaurants, elementary school, YMCA.

$2,300

537 N PHELPS - WINTER PARK, FL

537 N PHELPS WINTER PARK, FL 32789
3 Beds 3 Baths Square Ft: 2153
Rental - MLS#: O5333743
Subdivision: ethel park

Stunning Winter Park Neighborhood home. Completely renovated traditional style 3 bedroom with 3 full baths. Master Suite has soaker tub, separate shower and a walk-in closet with custom built-ins. Original Wood Floors and a completely updated kitchen featuring solid wood cabinets, granite counter tops and an GE Appliance Suite. French doors open to the patio and allow for a relaxing environment, overlooking the professionally landscaped backyard. Located in the heart of Winter Park featuring a fenced…

$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…

$2,800

700 DIXIE - WINTER PARK, FL

700 DIXIE WINTER PARK, FL 32789
4 Beds 3 Baths Square Ft: 2214
Rental - MLS#: O5334452

Terrific pool home in the Park Grove area! Gorgeous wood floors throughout the formal rooms and all the bedrooms. This 4 bed/3 bath has a split bedroom plan layout. Renovated eat-in kitchen with granite countertops and stainless steel appliances is open to the spacious family room. Both overlook the wonderful screened-in pool, which is completely fenced in with a nice side yard, perfect for a garden or play area. Wonderful location and is so close to downtown Park Avenue!

$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.

$3,995

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…

$4,000

432 W SWOOPE - WINTER PARK, FL

432 W SWOOPE unit 4 WINTER PARK, FL 32789
4 Beds 4 Baths Square Ft: 2604
Rental - MLS#: O5335590
Subdivision: winter park

New Mid-Century Modern townhome. Beautifully designed. Enjoy living in this stunning townhome, so close to all of the great dining and shopping on Park Ave. & 17-92.

$4,500

1920 VIA CONTESSA - WINTER PARK, FL

1920 VIA CONTESSA WINTER PARK, FL 32789
4 Beds 3 Baths Square Ft: 3129
Rental - MLS#: O5329107
Subdivision: lugano terrace

Beautiful one story contemporary home in the Via’s of Old Winter Park. This 4 bedroom 3 bath, 3,129 square foot home features gorgeous open & split floor plan. Designed with spacious rooms and elevated ceilings, with European-styled updated bathrooms, other features include wood burning fireplace, crown molding, family room with built-ins, sun room with brick floor and 3 sky lights, sun room has 5 sets of French doors and is approximately 40’ by 11’, guest bathrooms redone 6…

$6,000

1309 GREEN COVE - WINTER PARK, FL

1309 GREEN COVE WINTER PARK, FL 32789
4 Beds 4 Baths Square Ft: 3927
Rental - MLS#: O5313163
Subdivision: camwood sub

This Stunning Custom Mediterranean home is the epitome of luxury Winter Park living. Owners will love the convenience of walking to Park Avenue to enjoy fine dining, spectacular shopping, or a simple glass of wine with friends. Every inch of this amazingresidence is filled with architectural details, from exquisite faux finishes in every room to Fine Arts light fixtures throughout the home. The reception is magnified by a beautiful wrought iron staircase and rich marble floors. The chef in the family…

$6,000

680 OSCEOLA - WINTER PARK, FL

680 OSCEOLA unit 680 WINTER PARK, FL 32789
3 Beds 3 Baths Square Ft: 2866
Rental - MLS#: O5327836
Subdivision: villa del seis condo

A rare opportunity on the Winter Park Chain of Lakes! Fully furnished lakefront 3 bedroom 3 bath townhouse-style condominium boasting over 2800 square feet with gorgeous panoramic views of Lake Virginia! Features an open floor plan with wood floors throughout, beautifully updated kitchen with all appliances & furnishings from around the world. Large master suite overlooks the lake with an additional spacious den. One-car garage with private elevator access to all 3 floors. Covered guest parking.…

$6,999

610 GENIUS - WINTER PARK, FL

610 GENIUS WINTER PARK, FL 32789
5 Beds 6 Baths Square Ft: 5500
Rental - MLS#: O5321189
Subdivision: windsong north shore

Stunning French Provincial, five bedroom estate in prestigious Windsong. This elegant two story home has gorgeous Australian pine floors and crown molding throughout. Welcoming foyer is open to the formal dining and living room with French doors that overlook the pool and a beautiful fireplace. Gourmet kitchen with custom cabinets, granite counters, integrated refrigerator, double oven, island with gas cook-top and breakfast bar, and built-in desk all overlooking the spacious family room. The large…

$7,000

315 E NEW ENGLAND - WINTER PARK, FL

315 E NEW ENGLAND unit 30 WINTER PARK, FL 32789
3 Beds 3.1 Baths Square Ft: 3275
Rental - MLS#: O5227516
Subdivision: villa siena condominium

Penthouse at Villa Siena... Enjoy the convenience of Winter Park living without sacrificing the lifestyle of luxury and comfort that you are accustomed to. Reflecting the classic architecture of Tuscany's centuries-old Siena, Villa Siena combines Old World design with the modern comforts of estate luxury. Each unit is superbly appointed with fine finishes including stone and hardwood floors, private balconies and Sub-Zero and Wolf appliances. With only four floors, Villa Siena provides you with…

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