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

Winter Park Rentals - For Rent Winter Park, Florida


(49) PROPERTIES

$1,650

7606 WAUNATTA - WINTER PARK, FL

7606 WAUNATTA WINTER PARK, FL 32792
3 Beds 2 Baths Square Ft: 2228
Rental - MLS#: O5327064
Subdivision: lake waunatta village

Great Winter Park location!!!! This home has lots of living space with office/den off master bedroom and huge family room! Enjoy the heated saltwater pool in this private paradise with lush landscaping and fenced yard. The kitchen and baths have been updated with granite counter-tops and new lighting. Eat-in kitchen with new stainless steel appliances. Garage has been professionally converted to create a huge family/media room with fireplace.

$1,650

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.

$1,695

999 ARAGON - WINTER PARK, FL

999 ARAGON WINTER PARK, FL 32789
2 Beds 3 Baths Square Ft: 1609
Rental - MLS#: O5323685
Subdivision: seville park

Great Winter Park Location. Minutes to Rollins. Great 2 bedroom 2.5 bath 2 level townhome with beautiful finishes. Kitchen with granite and cherry cabinets, breakfast bar with pendant lights, stainless appliances, pull outs in pantry. Enclosed porch with window A/C is great office or studio. Lots of daylight. Tile throughout. Master suite with greenhouse balcony, large dressing area off master bath with dual shower heads, granite counter. Second bedroom with front balcony. Laundry upstairs. Rear…

$1,750

2330 COLDSTREAM - WINTER PARK, FL

2330 COLDSTREAM WINTER PARK, FL 32792
3 Beds 2 Baths Square Ft: 1750
Rental - MLS#: O5327621
Subdivision: brookshire heights

Exceptionally maintained 3 bedroom, 2 bathroom single family home with a privately fenced backyard and screened-in porch!! Walking distance to Brookshire Elementary!!

$1,750

- WINTER PARK, FL

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

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 large inside laundry room. This entire home has been upgraded and updated. Relaxing fenced in…

$2,100

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…

$2,200

1850 LAUREL - WINTER PARK, FL

1850 LAUREL WINTER PARK, FL 32789
3 Beds 2 Baths Square Ft: 1877
Rental - MLS#: O5324176
Subdivision: charmont

Spacious three bedroom two bathroom pool home located in Olde Winter Park. Split floor plan, kitchen that opens to the family room, wood & tile floors throughout. Lawn & pool services included.

$2,200

4309 STEED - WINTER PARK, FL

4309 STEED WINTER PARK, FL 32792
4 Beds 3 Baths Square Ft: 2295
Rental - MLS#: O5326112
Subdivision: kings cove

Beautiful and traditional Winter Park pool home in Kings Cove neighborhood! This elegantly renovated home draws on the outstanding architectural features and dynamic vaulted ceilings throughout the main living areas. Dramatic two story foyer is open to the formal living and dining rooms, both featuring gorgeous windows overlooking the landscaped front yard. The stylish kitchen features granite counters, stainless steel appliances and a breakfast bar overlooking the family room with welcoming fireplace…

$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…

$2,300

1140 TOM GURNEY - WINTER PARK, FL

1140 TOM GURNEY WINTER PARK, FL 32789
3 Beds 2 Baths Square Ft: 1781
Rental - MLS#: O5323553
Subdivision: tuscania

Wonderful Via location in great school district. Large fenced yard with back deck. Large storage area in garage. Security system. Owner/Agent. Might consider one small dog.Tenant to pay for pest control. Lawn service included.

$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

Live 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 oversized garage, extra storage, and a large rear lanai overlooking a beautiful private pool, spa and paver deck. Move-in ready homes of this size and price point are a rarity in 32789.

$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…

$2,700

1662 SUMMER - WINTER PARK, FL

1662 SUMMER WINTER PARK, FL 32789
3 Beds 3 Baths Square Ft: 2898
Rental - MLS#: O5309806
Subdivision: swindley

Lake front! Can you imagine having morning coffee on your private 12x30 fot dock as the sun rises over Lake Maitland? The house is an architecturally designed, mid-century modern classic, with beamed vaulted ceilings and an open, airy layout. It comes with a heated 40-foot lap pool surrounded by tropical foliage. The house is situated in one of Winter Park's brick-street neighborhoods, a short walk to the Enzian Theater, the Park-Maitland School, and Park Avenue. It has very large bedrooms, huge…

$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.

$4,000

315 E NEW ENGLAND - WINTER PARK, FL

315 E NEW ENGLAND unit 9 WINTER PARK, FL 32789
2 Beds 2 Baths Square Ft: 1700
Rental - MLS#: O5178905
Subdivision: villa siena

Enjoy the convenience of city 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 the privacy of an intimate setting…

$4,000

315 E NEW ENGLAND - WINTER PARK, FL

315 E NEW ENGLAND unit 12 WINTER PARK, FL 32789
2 Beds 2 Baths Square Ft: 1700
Rental - MLS#: O5326387
Subdivision: villa siena

Enjoy the convenience of city 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 the privacy of an intimate setting…

$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…

$4,500

1350 LYNDALE - WINTER PARK, FL

1350 LYNDALE WINTER PARK, FL 32789
4 Beds 5 Baths Square Ft: 3478
Rental - MLS#: O5323497
Subdivision: dixie terrace unit 02

Elegant Custom Built Home in Winter Park within walking distance from Park Avenue which is famous for its restaurants and shopping. This home is situated on a one way mature tree lined boulevard. The home features Brazilian Cherry wood floor in the formal areas,Tiled Travertine,crown molding, Elegant Powder Room, Plantation Shutters. The Gourmet Kitchen has a Island and with state of the art appliances, including 48' Gas Range, Granite counter tops dishwasher, wine cooler. Dinette/ Breakfast Nook…

$5,000

101 S NEW YORK - WINTER PARK, FL

101 S NEW YORK unit 301 WINTER PARK, FL 32789
3 Beds 3.1 Baths Square Ft: 3176
Rental - MLS#: O5213908
Subdivision: winter park residential condo,

Corner town home. This unit is located on the West corner of the property, Lots of extra sunlight comes thru since there are windows on all sides. Can be leased with furnished or unfurnished. 2 parking spaces in the parking garage, only steps from parking spaces to front door. Great security, with camera's to allow guest in. Ideal for the person that may want to try out Winter Park. Only 1 block to Park Avenue. Shopping and Dinning are at the front door. Every bedroom has its own private bathroom,…

$5,500

1503 SUMMERLAND - WINTER PARK, FL

1503 SUMMERLAND WINTER PARK, FL 32789
4 Beds 5 Baths Square Ft: 4487
Rental - MLS#: O5327947
Subdivision: winflor court rep

Beautifully remodeled 2-story, 4 bdrm, 4.5 bath pool home with 3 car garage on a corner lot, walking distance to Park Ave shops! ALL 4 bedrooms and massive laundry/craft room are on the 2nd floor offering the ultimate in Privacy and Security! The Master Suite features a newly designed bath with massive double shower, jetted tub with heater and LED lighting surrounded by solid Carrara marble floors. The main floor has a huge eat-in kitchen…

$6,000

1309 GREEN COVE - WINTER PARK, FL

1309 GREEN COVE WINTER PARK, FL 32789
5 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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