Studio to 6 Bedroom Homes for Rent in Winter Park, FL

/26
$1,475 per month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 244, Winter Park, FL 32789

Discover easy living at 2500 Lee Road, Unit 244, Winter Park, FL 32789. This charming spacious 1 bedroom, 1 full bathroom condo is located in the heart of Winter Park, offering comfort, convenience, and access to everything you need. Bright kitchen with plenty of storageand an Open living area with natural light Community features may include: Swimming pool, Assigned parking, Landscaped

Rustina Gibson

RE/MAX VANTAGE

(321) 252-2868

2500 Lee Rd Unit 244, Winter Park, FL 32789
Explore Winter Park
/22
$2,800 per month
- 4 Beds
- 2 Baths
- 1,758 Sq Ft
- House for Rent
3326 Young St, Winter Park, FL 32792

Available to view and rent Sept. 7th. Adorable, Newly Renovated 4 Bedroom, 2 Bathroom home with a large fenced yard. Fresh paint and brand-new vinyl flooring throughout. All new energy-efficient windows and doors. Lots of natural light with brand and new cabinets and quartz countertops in the kitchen along with Stainless Steel Appliances. Split bedroom floor plan. The primary bedroom features a

Shelley Davis

REMI EMERSON RESIDENTIAL

(321) 250-5179

3326 Young St, Winter Park, FL 32792
/15
$3,000 per month
- 3 Beds
- 2 Baths
- 1,195 Sq Ft
- House for Rent
1891 Oglesby Ave, Winter Park, FL 32789

Beautifully maintained home in the highly desirable Winter Park 32789 neighborhood. This charming property offers an inviting floor plan with abundant natural light, spacious living and dining areas, and a well-appointed kitchen with generous counter space and modern finishes. Comfortable bedrooms provide ample storage, and the primary suite offers a private and peaceful retreat. Flexible bonus

Paul Jimenez

URBANISTA BROKERS

(321) 977-5674

1891 Oglesby Ave, Winter Park, FL 32789
/15
$1,300 per month
- 1 Bed
- 1 Bath
- 803 Sq Ft
- Condo for Rent
3060 George Mason Ave Unit 10, Winter Park, FL 32792

Welcome to this beautifully updated 1-bedroom, 1-bath condo located in the highly desirable community of Winter Park. This charming unit features an open and inviting layout with abundant natural light, creating a warm and comfortable living space. The kitchen offers modern cabinetry and ample counter space, flowing nicely into the living and dining areas—perfect for both relaxing and

Juliana Garcia Moraes

PRISTINE INTERNATIONAL REALTY LLC

(321) 463-7744

3060 George Mason Ave Unit 10, Winter Park, FL 32792
/110

$1,395 - $2,075 per month

Oak Reserve at Winter Park

1 - 3 Beds

541 Oak Reserve Ln, Winter Park, FL 32792

Welcome home to Oak Reserve at Winter Park Apartments, a quiet community where your needs and wishes are our priority. Covering all the bases for a comfortable living experience, our apartments in Winter Park, FL, are completed by lifestyle-oriented amenities, fantastic services, and a well-connected location within walking distance of Full Sail University. Short-term leases are available,

541 Oak Reserve Ln, Winter Park, FL 32792
/16
$1,950 per month
- 2 Beds
- 2.5 Baths
- 1,200 Sq Ft
- Townhouse for Rent
7765 Fernbrook Way, Winter Park, FL 32792

Come and see your new home!! In a great area. There are lots of updates they make this rental beautiful!! Come see all new bathrooms, new ceramic floors and completely new paint. Large rear yard for entertaining. Call today to see your new home!!!

Jodi Nielsen OVER THE TOP REALTY LLC

7765 Fernbrook Way, Winter Park, FL 32792
/75

$1,593 - $3,557 per month

Bainbridge Winter Park

1 - 3 Beds

1400 Morgan Stanley Ave, Winter Park, FL 32789

Celebrate the power of possibilities. Signature details enhance grand features in expansive homes, all a promise to your heightened prosperity at Bainbridge Winter Park. In the heart of Winter Park, Florida’s lush parks and gardens, museums, festivals, and events - you’re central to the finer things in life.

1400 Morgan Stanley Ave, Winter Park, FL 32789
/40
$2,650 per month
- 3 Beds
- 2.5 Baths
- 1,907 Sq Ft
- Townhouse for Rent
1994 Canny Cove, Winter Park, FL 32792

This beautiful three bedroom, two and a half bath townhome is located in the newly developed Grayson Square, a gated community in Winter Park. High-speed Internet and cable are included. There are no rear neighbors, so you will enjoy relaxing on your back porch with a beautiful water view. As you enter the home, the entrance leads to the large kitchen and living area. The kitchen features

Vildan Nigro RIVA REALTY GROUP LLC

1994 Canny Cove, Winter Park, FL 32792
/85

$1,470 - $4,940 per month

Berkshire Winter Park

Studio - 3 Beds

1874 Harmon Ave, Winter Park, FL 32789

Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment

1874 Harmon Ave, Winter Park, FL 32789
/15
$1,395 per month
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Condo for Rent
3011 George Mason Ave Unit 3, Winter Park, FL 32792

This 2 bedroom, 2 bathroom condo is located in the Colonies community near local shops, restaurants, and schools. Features include a spacious floor plan with a large main living room area, a lovely kitchen, a dining room, a wonderful primary suite, a laundry closet, a rear patio, and a community pool. Schedule a showing or submit an application online. All Real Property Management & Realty

Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

3011 George Mason Ave Unit 3, Winter Park, FL 32792
/28

$1,615 per month

Elon Winter Park

1 Bed

712 Nicolet Ave, Winter Park, FL 32789

Welcome to Elon Winter Park Apartments in Winter Park, Florida, where chic meets serenity in the heart of Winter Park's vibrant tapestry. Nestled within this charming community, our boutique one-bedroom apartments redefine urban living with spacious interiors, a contemporary aesthetic, and designer accents that elevate every moment. Immerse yourself in the allure of Winter Park's entertainment

712 Nicolet Ave, Winter Park, FL 32789
/7
$1,475 per month
- 1 Bed
- 1 Bath
- 653 Sq Ft
- Condo for Rent
1250 S Denning Dr Unit 208, Winter Park, FL 32789

A+++ Location in Winter Park. Remodeled 1 bedroom and bath apartment. Close to everything Advent Health, Park Avenue, Rollins College, Orange Avenue, Fairbanks, 17-92 and 1-4. No pets please.

Ruth Harris COLDWELL BANKER RESIDENTIAL RE

1250 S Denning Dr Unit 208, Winter Park, FL 32789
/53

$1,850 - $8,314 per month

Juno Winter Park

Studio - 3 Beds

1305 Morgan Stanley Ave, Winter Park, FL 32789

Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,

1305 Morgan Stanley Ave, Winter Park, FL 32789
/25
$1,350 per month
- 1 Bed
- 1 Bath
- 803 Sq Ft
- Condo for Rent
3045 Aaron Burr Ave Unit 10, Winter Park, FL 32792

Completely remodeled, come enjoy this amazing 1 bedroom 1 bathroom condo in winter park, Close to UCF, Full Sail University and centrally located to shopping malls, major highways, restaurants and theme parks. Just 11 minutes from Orlando international Airport, COMPLETELY REMODELED BRAND NEW A/C, NEW FLOORS, NEW BASEBOARDS, NEW VANITY, NEW TOILET, NEW PAINTING, NEW APPLIANCES, WASHER AND DRYER

Tatiana Rojas TBO REAL ESTATE PARTNERS INC

3045 Aaron Burr Ave Unit 10, Winter Park, FL 32792
/103

$2,027 - $4,366 per month

Paseo at Winter Park Village

1 - 3 Beds

940 W Canton Ave, Winter Park, FL 32789

Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

940 W Canton Ave, Winter Park, FL 32789
/21
$2,700 per month
- 3 Beds
- 2 Baths
- 1,848 Sq Ft
- House for Rent
216 Rippling Ln, Winter Park, FL 32789

Welcome to this inviting home located in a private neighborhood just minutes from top restaurants, shops, and playgrounds. The open floor plan is filled with natural light, creating a warm and spacious living environment that’s perfect for everyday living and entertaining. Step outside to the gated, oversized backyard, ideal for relaxing, hosting gatherings, or enjoying outdoor activities in a

Lorena Hernandez SAFETYNET REALTY

216 Rippling Ln, Winter Park, FL 32789
/39

$1,316 - $1,696 per month

Seabrook

1 - 2 Beds

3114 Terry Brook Dr, Winter Park, FL 32792

The Seabrook Apartment community is located near the 408 Expressway, close to shopping and dining areas 1/4 mile away, just minutes away from the downtown areas of Orlando and Winter Park. Several renowned schools such as Brookshire Elementary, Glenridge Middle School and Winter Park High School are nearby as well. We offer spacious one and two-bedroom apartments. All of our homes have been

3114 Terry Brook Dr, Winter Park, FL 32792
/24
$2,775 per month
- 3 Beds
- 2.5 Baths
- 1,755 Sq Ft
- Townhouse for Rent
2460 Firstlight Way, Winter Park, FL 32792

This 3 bedroom, 2.5 bathroom townhouse is located in the gated community of Hawks Crest along the southern shores of beautiful Lake Howell, this ideal location provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Avenue and Winter Park Village. The home has an open floor plan with tile flooring throughout the downstairs living

Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

2460 Firstlight Way, Winter Park, FL 32792
/74

$1,681 - $5,232 per month

Vintage Winter Park Apartments

1 - 3 Beds

7490 Dwell Well Way, Winter Park, FL 32792

Dwell well with us. Welcome to quintessential Vintage Winter Park, a residential community featuring One, Two & Three bedroom apartments in Winter Park, FL. Spacious layouts and amenities welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options.

7490 Dwell Well Way, Winter Park, FL 32792
/16
$2,665 per month
- 5 Beds
- 3 Baths
- 2,047 Sq Ft
- House for Rent
3117 Raiders Run, Winter Park, FL 32792

TWO MASTER SUITESThis spacious 5 bedroom 3 bathroom features a split floor plan with double master bedrooms, and a large bonus room with a private entrance. Updated kitchen, new flooring, screened back porch and fenced yard. Fantastic location with easy access to major highways and close to the Winter Park shopping and dining district. Zoned for Lakemont Elementary, Maitland Middle and Winter

Chantel Gutierrez-Davis RISE 24 REAL ESTATE LLC

3117 Raiders Run, Winter Park, FL 32792
/51

$1,176 - $2,026 per month

Cranes Landing Apartments

1 - 3 Beds

3440 N Goldenrod Rd, Winter Park, FL 32792

Experience the perfect blend of comfort and convenience at Cranes Landing Apartments in Winter Park, Florida. Our beautifully designed one-, two-, and three-bedroom apartment homes feature open-concept layouts, modern finishes, and premium appliances to complement your lifestyle.Enjoy a community that’s built around connection and comfort. Relax by the resort-style pool, challenge friends

3440 N Goldenrod Rd, Winter Park, FL 32792
/23
$2,200 per month
- 2 Beds
- 2 Baths
- 1,018 Sq Ft
- Apartment for Rent
2918 Antique Oaks Cir Unit 31, Winter Park, FL 32792

Property Description (For Lease – Fully Furnished) This beautifully updated, fully furnished two-bedroom, two-bathroom ground-floor condominium is available for lease in the highly desirable Parkview Village Community. Designed for comfort and convenience, this move-in-ready home offers a modern living experience in the heart of Winter Park. The open-concept floor plan features premium luxury

Yahui Li FLORIDA REALTY INVESTMENTS

2918 Antique Oaks Cir Unit 31, Winter Park, FL 32792
/50

$1,680 - $3,331 per month

Seven41 Winter Park

Studio - 2 Beds

741 Clay St, Winter Park, FL 32789

Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.

741 Clay St, Winter Park, FL 32789
/24
$1,800 per month
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
- Condo for Rent
Unlisted Address

Available for immediate move-in, this comfortable second-floor corner condo offers a peaceful setting with playground and pool views. The home features a fully carpeted interior, a spacious kitchen with a pantry closet, and a newer refrigerator. Washer and dryer are included for added convenience. Great balcony for relaxing on the cooler Florida days! Located in desirable Winter Park, you'll

Yarmmys Vargas ZEN LIVING HOMES LLC

Unlisted Address
/40

$991 - $2,295 per month

The Taylor at Winter Park

Studio - 3 Beds

2000 Village Ln, Winter Park, FL 32792

5 miles north of Orlando lies The Taylor at Winter Park. Experience true comfort and serenity in a newly renovated 1-, 2-, or 3-bedroom apartment. With spacious home layouts, sleek interior finishes, screened porches, private balconies, and stunning garden-style landscaping, you can enjoy a healthy, Zen lifestyle. Cut your commute and enjoy going out on the town with a prime location near

2000 Village Ln, Winter Park, FL 32792
/27
$2,690 per month
- 3 Beds
- 2.5 Baths
- 1,907 Sq Ft
- Townhouse for Rent
1973 Canny Cove, Winter Park, FL 32792

-HOLIDAY SPECIAL - 1 MONTH FREE if you apply before December 31st! -Spacious townhome in Winter Park with 1 GB Fiber Internet + TV included. Washer & Dryer in-unit. -Gated community with pool and cabana in a quaint neighborhood. -Minutes to all of Orlando's top dining, shopping and attractions. This deal won't last, schedule your showing today!

Krys Guillaume CENTURY 21 CARIOTI

1973 Canny Cove, Winter Park, FL 32792
/50

$1,499 - $2,018 per month

Calibre Bend Apartments

1 - 2 Beds

3924 Calibre Bend Ln, Winter Park, FL 32792

Calibre Bend Apartments offers a wide variety of apartment styles designed to accommodate the demands of today's sophisticated professional, while offering the setting and charm of yesteryear. You can expect unsurpassed amenities that will delight your senses, and a cozy community that makes coming home a breeze. Imagine your meals coming together perfectly in your gourmet kitchen, relaxing on

3924 Calibre Bend Ln, Winter Park, FL 32792
/25
$2,395 per month
- 3 Beds
- 2.5 Baths
- 1,872 Sq Ft
- Townhouse for Rent
7629 Aloma Pines Ct, Winter Park, FL 32792

This home is ready for rental starting March 2026: 3 bedroom, 2 and a half bath townhome located in the gated community of Aloma Trails in Winter Park! The downstairs features an open concept living with a large kitchen with ample storage space, large kitchen island, granite counter tops, walk-in pantry, and stainless steel appliances. The living space offers ample natural light with sliding

Crystal Maier REALTY HUB

7629 Aloma Pines Ct, Winter Park, FL 32792
/50

$1,150 - $2,848 per month

Sovereignty at Winter Park Apartments

1 - 2 Beds

7745 Brandywood Cir, Winter Park, FL 32792

We offer 1 and 2 bedroom apartment homes with fully equipped kitchens, garden tubs, vaulted ceilings, ornamental chair rails, and so much more. Our community has a designer clubhouse, state-of-the-art fitness center, a sparkling pool, planned social activities, a high-speed internet business center, and 24 hour emergency maintenance. Winter Park location convenient to Full Sail, UCF, Valencia,

7745 Brandywood Cir, Winter Park, FL 32792
/14
$1,495 per month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Condo for Rent
3651 N Goldenrod Rd Unit 204, Winter Park, FL 32792

This is a 2 bedroom, 2 bathroom, second floor condo in the Lancelot at Winter Park community near local shops, restaurants, and schools. Features include a spacious main living area, a lovely kitchen, vaulted ceilings, spacious bedrooms, and a laundry closet. Community amenities include a pool, gym, and clubhouse. Schedule a showing or submit an application online. All Real Property Management &

Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

3651 N Goldenrod Rd Unit 204, Winter Park, FL 32792
/44

$1,299 - $3,471 per month

Liv at Winter Park Apartment Homes

Studio - 3 Beds

4755 N Goldenrod Rd, Winter Park, FL 32792

Welcome home to LIV at Winter Park, offering beautiful lakeside apartments for rent. Our Winter Park, Florida community offers your choice of studio, one-bedroom, two-bedroom, and three-bedroom apartment floor plans, with six distinct styles available. Experience the convenience of living just outside of the opportunities and excitement of Orlando, FL. Our spacious floor plans boast modern

4755 N Goldenrod Rd, Winter Park, FL 32792
/15
$1,975 per month
- 4 Beds
- 2 Baths
- 1,180 Sq Ft
- House for Rent
275 N Capen Ave, Winter Park, FL 32789

This unique, old Florida style 4 ba / 2 ba 1180 sqft home features a single car garage, two baths, three smaller bedrooms and a master bedroom with walk in closet. Less than a mile away from desirable Park Avenue, and Rollins Collage. Washer/dryer included. Application Fee: $50 each adult (18+)**Full Credit/Skip/Eviction/Background check is done on all applicants.**Please have the

Kenneth Warren PREMIER MANAGEMENT GROUP INC

275 N Capen Ave, Winter Park, FL 32789
/50

$999 - $1,760 per month

Winter Park Woods

Studio - 3 Beds

349 Scottsdale Square, Winter Park, FL 32792

This community boasts a prime location that effortlessly combines charm with convenience. Nestled in a well established neighborhood, it offers residents easy access to an array of amenities, including local shops, cafes, and restaurants, all just a short stroll away. The mature landscaping creates a tranquil atmosphere, inviting residents to take leisurely walks and enjoy the scenery.

349 Scottsdale Square, Winter Park, FL 32792
/48
$10,950 per month
- 4 Beds
- 3 Baths
- 2,918 Sq Ft
- House for Rent
2220 Via Tuscany, Winter Park, FL 32789

Now available fully furnished, this elegant single-story residence on Winter Park’s prestigious Via Tuscany offers an exceptional opportunity to lease in one of Central Florida’s most coveted neighborhoods. Just steps from the Winter Park Racquet Club, this thoughtfully updated home features four bedrooms, three bathrooms, and designer-appointed interiors curated for both comfort and

Mick Night PREMIER SOTHEBY'S INTL. REALTY

2220 Via Tuscany, Winter Park, FL 32789
/50

$1,232 - $2,949 per month

ARIUM Winter Park

1 - 2 Beds

3250 Bishop Park Dr, Winter Park, FL 32792

Your home oasis awaits at ARIUM Winter Park with our upscale amenities and open-concept 1 and 2-bedroom apartments for rent. Minutes from downtown Winter Park and Orlando's hot spots, our community provides the perfect place to call home.Soak up the sun at our resort-style pool and outdoor kitchen, de-stress in our fitness center, or bring your canine companion to explore our dog

3250 Bishop Park Dr, Winter Park, FL 32792
/22
$1,800 per month
- 3 Beds
- 2 Baths
- 1,020 Sq Ft
- Townhouse for Rent
2552 Gold Ct, Winter Park, FL 32792

Welcome to 2552 Gold Court – Your Perfect Winter Park Rental Home!Discover comfortable living in this beautifully renovated 3-bedroom, 2-bath duplex offering approximately 1,020 square feet of thoughtfully designed space. This move-in ready home combines modern updates with practical amenities to create the ideal rental experience.This charming residence features a bright, open floor plan

Kelly Price KELLY PRICE & COMPANY LLC

2552 Gold Ct, Winter Park, FL 32792
/36

$1,344 - $2,832 per month

Summerlin at Winter Park Apartments

1 - 3 Beds

3207 Rosebud Ln, Winter Park, FL 32792

These apartments for rent in Orlando are close to Full Sail University and the University of Central Florida. Offering pet-friendly apartments one, two, and three-bedroom floorplans, Summerlin at Winter Park envelops residents in convenience and fun. With one of the largest pools in this area, you can beat the heat and relax and then take a visit to our 24-hour fitness center, billiards table, or

3207 Rosebud Ln, Winter Park, FL 32792
/25
$3,800 per month
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Condo for Rent
101 S Interlachen Ave Unit 104, Winter Park, FL 32789

FOR RENT! SUPER RARE, GROUND FLOOR, DOWNTOWN WINTER PARK CONDO AT LACHEN HOUSE! This gorgeous 2 bedroom, 2 bath condo has been completely remodeled and features new laminate flooring, bright recessed lighting, and a stunning gourmet kitchen. Each bedroom is oversized with ample closet space. A charming courtyard off the back bedrooms provides a relaxing outdoor space to enjoy year round. Enjoy

Kelly Price KELLY PRICE & COMPANY LLC

101 S Interlachen Ave Unit 104, Winter Park, FL 32789
/39

$903 - $1,535 per month

San Jose Apartments

1 - 3 Beds

2353 Winter Woods Blvd, Winter Park, FL 32792

Come home to San Jose Apartments and enjoy the advantages of spacious apartments and ample parking. We have a wide variety of living spaces to choose from, all with large closets and modern amenities. You'll love our beautiful swimming pool and clubhouse. Call today to make San Jose Apartments your new home.TDD:711 for hearing impaired assistance.

2353 Winter Woods Blvd, Winter Park, FL 32792
/7
$1,800 per month
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
- Condo for Rent
654 Trinidad Ct Unit 654, Winter Park, FL 32792

LOCATION, LOCATION, Beautiful and well-maintained 2-bedroom, 2-bath condo for rent in the desirable Winter Park Villas community. This spacious unit offers approximately 1,120 sq ft of comfortable living space, featuring an open living/dining layout, updated flooring, ample natural light, and generous storage including walk-in closets. The kitchen comes equipped with essential appliances, and the

Jean Fernandez LA ROSA REALTY KISSIMMEE

654 Trinidad Ct Unit 654, Winter Park, FL 32792

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