Winter Park, FL Homes for Rent with Pool

/24
$2,350 per month
- 2 Beds
- 1 Bath
- 1,260 Sq Ft
- House for Rent
206 Tyree Ln, Winter Park, FL 32792

Modern midcentury for lease! Enjoy location and lifestyle in this professionally managed property. You will love this recently renovated, one-story, two-bedroom and one-bath home situated on a large fenced-in lot with a pool. Tile and wood laminate floors throughout! This well-designed home offers plenty of communal living spaces with a formal living area at the front of the house, large windows

Bruce Kalin

JC FLORIDA REALTY LLC

(321) 467-7673

206 Tyree Ln, Winter Park, FL 32792
/43

$1,757 - $3,655 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
/16
$1,200 per month
- 1 Bed
- 1 Bath
- 785 Sq Ft
- Condo for Rent
123 Scottsdale Square Unit B123, Winter Park, FL 32792

Conveniently located in the Winter Park Woods Condominium community, 123 Scottsdale Square #123 offers a blend of comfort and convenience in the heart of Winter Park, Florida. This cozy first floor unit features an open floor plan with kitchen, dining, living and a spacious bedroom. Brand new washer and dryer are in a separate laundry room. Resident can also relax and have outdoor activities in a

Guanhua Zhang KN PREMIER REALTY, INC

123 Scottsdale Square Unit B123, Winter Park, FL 32792
/42

$1,939 - $5,307 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
/20
$1,200 per month
- 1 Bed
- 1 Bath
- 581 Sq Ft
- Condo for Rent
7341 Daniel Webster Dr Unit D, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Welcome to your new home in Winter Park, FL! This spacious and convenient 1 bedroom apartment is a rare find and won't last long. Located on the 2nd floor, this unit offers privacy and tranquility. Step inside and be greeted by laminate floors that add a touch of elegance to the space. The tiled shower in the bathroom provides a modern and sleek

Jacob Hara TRANSCEND REALTY

7341 Daniel Webster Dr Unit D, Winter Park, FL 32792
/110

$1,475 - $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
/21
$4,400 per month
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
- House for Rent
820 W Canton Ave, Winter Park, FL 32789

Welcome to 820 W Canton Ave — a brand-new home in a classic shell, completely reimagined from the foundation up by acclaimed architect Mark K. Straite. This stunning residence blends modern luxury with timeless design, all just steps from Winter Park Village, Park Avenue, and Hannibal Square. Expanded from under 1,000 sq ft to over 1,440 sq ft, this light-filled home features:Block foundation for

Maximiliano Garcia MIAMI BEACH REAL ESTATE GROUP

820 W Canton Ave, Winter Park, FL 32789
/28

Call for Price

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
/34
$2,500 per month
- 3 Beds
- 2 Baths
- 1,460 Sq Ft
- Townhouse for Rent
1714 Winter Green Blvd, Winter Park, FL 32792

Welcome to this beautifully remodeled 3-bedroom, 2-bathroom townhome in the desirable Winter Green community of Winter Park. This move-in-ready home combines comfort, style, and function with modern upgrades throughout.Recent updates include a new roof (2021), new water heater, new vinyl plank flooring, new fence, and a washer and dryer that are just 3 years old. The open-concept living and

Justin Poritzky EXP REALTY LLC

1714 Winter Green Blvd, Winter Park, FL 32792
/103

$2,061 - $4,545 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
/15
$1,700 per month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Condo for Rent
3651 N Goldenrod Rd Unit 207, Winter Park, FL 32792

Beautifully Updated 2-Bed/2-Bath Condo Near UCF & Full Sail!Step into this stylish and freshly updated second-floor condo, featuring two spacious bedrooms and two modern bathrooms. You'll love the new luxury vinyl plank flooring and fresh paint throughout, creating a clean, contemporary feel.Enjoy the light and airy open-concept living space, filled with natural sunlight and perfect for both

Melissa Vance MAINFRAME REAL ESTATE

3651 N Goldenrod Rd Unit 207, Winter Park, FL 32792
/41

$1,221 - $1,865 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
/23
$2,795 per month
- 3 Beds
- 2.5 Baths
- 1,755 Sq Ft
- Townhouse for Rent
1355 Merrydale Way, Winter Park, FL 32792

1355 Merrydale Way is a beautiful 3 bedroom, 2.5 bath two story town home located in the Enclave at Hawks Crest gated community in Winter Park. Upon entry, you are welcomed into the oversized living area overlooking the kitchen and dining area. The kitchen features a full suite of stainless steel appliances including refrigerator, dishwasher, stove top and over the range microwave as well as

Justin Recca INNOVATIVE REALTY, LLC

1355 Merrydale Way, Winter Park, FL 32792
/76

$1,399 - $2,599 per month

Sapphire Winter Park

1-3 Beds

1743 Semoran Cir N, Winter Park, FL 32792

Sapphire Winter Park offers the ultimate luxury oasis as a sanctuary of good living tucked away on 26-acres of lush landscaping. Located in the city of Winter Park, Florida, select apartments offer brand new washer & dryer, modern white shaker cabinets, quartz countertops, contemporary light & utility fixtures, stainless-steel appliances and vinyl wood floors in main areas with carpet in each

1743 Semoran Cir N, Winter Park, FL 32792
/35
$1,799 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 229, Winter Park, FL 32789

LOCATION, LOCATION, LOCATION with partial Lake View! Experience the perfect blend of modern upgrades, prime location, and lakefront living in this beautifully renovated Winter Park condominium. Nestled along Lake Killarney, this two-bedroom, one-bathroom residence offers an ideal mix of comfort, investment potential, and exclusive community amenities. Thoughtfully updated in 2018, the home

Justin Adams EXP REALTY LLC

151 N Orlando Ave Unit 229, Winter Park, FL 32789
/23

$1,892 - $6,760 per month

Juno Winter Park

Studio-3 Beds

1305 Morgan Stanley Ave, Winter Park, FL 32789

Limited-Time Offer: Up to 2-weeks free on Select Units! 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

1305 Morgan Stanley Ave, Winter Park, FL 32789
/14
$1,600 per month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Condo for Rent
3651 N Goldenrod Rd Unit 109, Winter Park, FL 32792

2/2 condo in Lancelot at WINTER PARK!! This 1st floor unit has been updated and includes GRANITE in the kitchen and baths, as well as stainless steel appliances. Flooring is ALL TILE, washer and dryer hookups in the unit. Owner will consider one small pet. Location is convenient to UCF, Valencia, FULL SAIL, Downtown and Winter Park. Water is included in the rent. W/D hookups in unit. Community

Christopher McMahon BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

3651 N Goldenrod Rd Unit 109, Winter Park, FL 32792
/47

$1,620 - $3,873 per month

Cranes Landing Apartments

1-3 Beds

3440 N Goldenrod Rd, Winter Park, FL 32792

Cranes Landing invites you home to spacious open-concept living in beautiful Winter Park, Florida. Our community offers an array of one, two, and three bedroom floorplans, including newly renovated homes with premium appliances, all tailored to fit your lifestyle.Choose Cranes Landing for a pet friendly community that boasts a full suite of fantastic amenities.Our brand new resident

3440 N Goldenrod Rd, Winter Park, FL 32792
/19
$2,975 per month
- 3 Beds
- 2.5 Baths
- 1,964 Sq Ft
- Townhouse for Rent
2449 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

2449 Firstlight Way, Winter Park, FL 32792
/50

$1,577 - $4,317 per month

Berkshire Winter Park

Studio-2 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
/20
$1,600 per month
- 2 Beds
- 1.5 Baths
- 990 Sq Ft
- Condo for Rent
3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792

Why settle for just any rental when you can enjoy this well-maintained, low-maintenance 2-bedroom, 1.5-bathroom home in the centrally located Hidden Oaks community—zoned for top-rated Winter Park High School! This spacious two-story unit features an open living room, kitchen, and dinette area on the main floor, offering a comfortable and functional layout. Step outside to your own private, fully

Naf Zaman THE FIRM RE

3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792
/50

$1,308 - $3,428 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
/45
$4,500 per month
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
- Condo for Rent
690 Osceola Ave Unit 502, Winter Park, FL 32789

Immaculate renovated lakefront condo with partial views of Lake Virginia and the Downtown skyline. Location, location, location!! Walking distance to Winter Park’s iconic Park Avenue and Rollins College. Open concept living space includes new chef’s kitchen with quartz counter tops, stainless steel Samsung appliances, recessed lighting and expansive bar seating. The large living space allows for

Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

690 Osceola Ave Unit 502, Winter Park, FL 32789
/36

$1,194 - $3,153 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
/4
$2,800 per month
- 3 Beds
- 2.5 Baths
- 1,755 Sq Ft
- Townhouse for Rent
1615 Little Wren Ln, Winter Park, FL 32792

Location, Location!!! This gorgeous Townhome in a Gated Community features 3 Bedrooms 2 1/2 Bathrooms 2 Car Garage, This property offers a stylish and comfortable lifestyle. Additionally, the neighborhood includes a community pool, and convenient access to shopping and dining options in Downtown Winter Park. Close to all major Highways.

Carlos Sanchez MAX C INVESTMENTS GROUP LLC

1615 Little Wren Ln, Winter Park, FL 32792
/50

$1,200 - $1,715 per month

Winter Park Woods

Studio-3 Beds

7200 Aloma Ave, 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.

7200 Aloma Ave, Winter Park, FL 32792
/12
$2,300 per month
- 3 Beds
- 2 Baths
- 1,468 Sq Ft
- Property for Rent
3445 Bowman Dr, Winter Park, FL 32792

Very nice and well maintained 4 bedrooms, 2 bath home in the wonderful Winter Park! The home boasts tile flooring, a spacious living and dining area, upgraded light fixtures, new appliances, a walk-in closet in the master suite, and a kitchen window overlooking the front yard. Great-sized screened patio in the backyard with an open pool. This home is nestled in a well-established residential

Carissa Lawhun FLORIDA REALTY INVESTMENTS

3445 Bowman Dr, Winter Park, FL 32792
/50

$1,477 - $1,998 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
/13
$1,795 per month
- 2 Beds
- 1.5 Baths
- 1,085 Sq Ft
- Condo for Rent
300 Scottsdale Square Unit 300, Winter Park, FL 32792

Charming 2-bedroom, 1.5-bathroom townhouse in Winter Park’s Winter Park Woods community. This two-story unit features new flooring throughout, an upgraded kitchen and bathrooms, vaulted ceilings, a spacious master bedroom with a walk-in closet, and a private balcony overlooking the courtyard. Washer/dryer hook-up included. Enjoy community amenities such as a pool and playground. Conveniently

Edward Lee LA ROSA REALTY ORLANDO LLC

300 Scottsdale Square Unit 300, Winter Park, FL 32792
/12

$1,194 - $3,707 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
/23
$1,650 per month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit B114, Winter Park, FL 32789

The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great location. Don’t miss the

Yigit Orer EMPIRE NETWORK REALTY

1695 Lee Rd Unit B114, Winter Park, FL 32789
/26

$1,195 - $2,065 per month

Central Place At Winter Park

1-3 Beds

7000 University Blvd, Winter Park, FL 32792

Central Place at Winter Park, where contemporary living meets convenience in a vibrant locale in Winter Park, FL. Our one, two, and three-bedroom apartment community offers a prime location on University Blvd. near Full Sail University and just moments away from the charming downtown Winter Park area. Experience the essence of modern living in our thoughtfully designed residences, featuring

7000 University Blvd, Winter Park, FL 32792
/59
$10,500 per month
- 6 Beds
- 3.5 Baths
- 3,554 Sq Ft
- House for Rent
2234 Via Luna, Winter Park, FL 32789

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Newly Renovated Home in the Beautiful Via’s of Winter Park! Designed and built by Groninger Custom Homes. Privately located on a large wrap around corner lot. It is meticulously maintained with eye-catching curb appeal with mature magnolia trees and beautiful landscaping with newly installed lighting

Iram Hashmi LOKATION

2234 Via Luna, Winter Park, FL 32789
/50

$1,211 - $1,572 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
$1,650 per month
- 2 Beds
- 2 Baths
- 1,003 Sq Ft
- Condo for Rent
1000 S Semoran Blvd Unit 813, Winter Park, FL 32792

This roomy 2/2 condo located in Golf side Villas, off South Semoran Boulevard, minutes away from shopping and Baldwin Park, Golf side Villas has a community pool and laundry facilities are conveniently located in the community, close to this unit. The unit features tile floors throughout, offers a nice size family room and dining area. The kitchen has granite counter tops, a large stainless steel

Caroline Perotti BELLA VIEW REALTY LLC

1000 S Semoran Blvd Unit 813, Winter Park, FL 32792
/50

$1,680 - $3,154 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
/8
$1,250 per month
- 1 Bed
- 1 Bath
- 785 Sq Ft
- Condo for Rent
293 Scottsdale Square Unit 293, Winter Park, FL 32792

Welcome to your Winter Park cozy ground floor 1 bed 1 bath condo space. This unit features a screened in patio, washer, dryer outside of unit, a nicely kept interior with kitchen, living / dining room combo which is hidden and off the beaten path. Centrally located and in close proximity to Baldwin Park, MCO airport, Advent Health, Full Sail University, an array of restaurants and shopping

Kelly Flores COLDWELL BANKER RESIDENTIAL RE

293 Scottsdale Square Unit 293, Winter Park, FL 32792
/39

$820 - $1,397 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
/20
$1,595 per month
- 2 Beds
- 2 Baths
- 1,003 Sq Ft
- Condo for Rent
1000 S Semoran Blvd Unit S, Winter Park, FL 32792

This newly update and freshly painted. First floor condo in Winter Park offers a perfect blend of comfort and style and outdoor access ..It features two spacious bedrooms and two bathrooms, providing ample space for relaxation and privacy. The open plan living room and updated kitchen create a welcoming atmosphere, ideal for both entertaining and everyday living.. A standout features of this home

Scott Butts KIMBRIDGE REALTY, LLC

1000 S Semoran Blvd Unit S, Winter Park, FL 32792
/42

$1,323 - $2,017 per month

Westmount at Winter Park

Studio-3 Beds

1701 Lee Rd, Winter Park, FL 32789

Westmount at Winter Park has everything you desire and more in prestigious Winter Park. Enjoy access to I-4, shopping and the best restaurants around!

1701 Lee Rd, Winter Park, FL 32789

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