89

Winter Park, FL Homes for Rent with Pool

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  • /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

    Agent Photo

    Rustina Gibson

    RE/MAX VANTAGE

    (321) 252-2868

    2500 Lee Rd Unit 244, Winter Park, FL 32789
  • /25

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Townhouse for Rent

    3070 Autumn Ct, Winter Park, FL 32792

    Ideally located in Winter Park, this beautifully remodeled 3-bedroom, 2-bathroom villa offers the perfect blend of modern upgrades and prime convenience. Step inside to find a remodeled kitchen featuring updated appliances and sleek cabinetry, complemented by fresh interior paint and a bright, open-concept layout. The primary suite and guest rooms are move-in ready.Enjoy the best of Florida

    Agent Photo

    Rick Brown

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 341-3191

    3070 Autumn Ct, Winter Park, FL 32792
  • /16

    $1,300 per month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Condo for Rent

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792

    This well-maintained 2 bedroom, 2 bathroom condo is located in the desirable Lancelot community of Winter Park. The spacious second-floor unit features large windows that fill the home with abundant natural light, creating a bright and inviting atmosphere. Wood laminate flooring flows throughout the main living areas, while the kitchen offers elegant granite countertops and ample cabinet space.

    Agent Photo

    Monica Perlas

    COLDWELL BANKER REALTY

    (321) 274-9829

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792
  • /110

    $1,295 - $2,025 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
  • /7

    $1,325 per month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Condo for Rent

    3651 N Goldenrod Rd Unit 103, Winter Park, FL 32792

    Ground floor, 2 bedrooms, 2 bath spacious condo. This unit has a spacious living room, eat-in kitchen with breakfast bar, and roommate floor plan with separated bedrooms. Enjoy top of the line washer & dryer for laundry care at your convenience. In addition, it's conveniently located near shopping, restaurants, and minutes away from University of Central FL(UCF), Valencia College, Full Sail

    Abel Henriquez AMERICAN REALTY EXPERTS

    3651 N Goldenrod Rd Unit 103, Winter Park, FL 32792
  • /75

    $1,609 - $3,663 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
  • /11

    $1,495 per month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Condo for Rent

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792

    2 Bedroom/2 Bathroom 2nd Floor Unit at Lancelot. Location, Location, Location... with only a few minutes to downtown Orlando, UCF, Valencia, Full Sail, Rollins College, theme parks, beaches, airport, highways 417 & 408, entertainment, dining & shopping. This 2nd floor end unit boasts of an open floor plan with the kitchen being open to the living room/dining area and features a breakfast bar.

    Kelly Carr CFRP REALTY LLC

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792
  • /28

    $1,549 - $1,596 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
  • /20

    $1,950 per month

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Spacious, updated 3-bedroom, 2-bath corner two-story townhome located in the highly desirable Winter Park Villas. This residence features high-end finishes and numerous upgrades, including tile and wood flooring throughout the living areas, vaulted ceilings, and a modern open kitchen with granite countertops. Additional highlights include a cozy wood-burning fireplace, screened back patio, and

    Debbie Bahamon Synergy International Realty, Inc.

    Unlisted Address
  • /53

    $1,850 - $9,035 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
  • /15

    $1,350 per month

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit B210, Winter Park, FL 32789

    This great second floor one bedroom 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and

    giuseppina moriconi GM SUNSHINE REALTY LLC

    1695 Lee Rd Unit B210, Winter Park, FL 32789
  • /103

    $2,027 - $6,413 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
  • /13

    $2,000 per month

    • 2 Beds
    • 1.5 Baths
    • 1,219 Sq Ft
    • Townhouse for Rent

    200 Saint Andrews Blvd Unit 1805, Winter Park, FL 32792

    This condo offers the perfect blend of comfort and contemporary style. With 2 large bedrooms, 1 and a half bathrooms, and a range of brand new upgrades. As you step inside, you'll immediately notice the attention to detail and the modern finishes throughout. The full bath has been fully updated with real marble flooring. The half bath has also been upgraded and continues the LVF put in the

    Alexander Horton LIVE MVRK LLC

    200 Saint Andrews Blvd Unit 1805, Winter Park, FL 32792
  • /42

    $1,103 - $1,785 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
  • /20

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 203, Winter Park, FL 32789

    FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    151 N Orlando Ave Unit 203, Winter Park, FL 32789
  • /74

    $1,732 - $5,139 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
  • /32

    $1,695 per month

    • 2 Beds
    • 1.5 Baths
    • 1,219 Sq Ft
    • Condo for Rent

    200 Saint Andrews Blvd Unit 1803, Winter Park, FL 32792

    2-bedroom, 1.5-bathroom, two-story condo in Four Seasons Condos of Winter Park. This well maintained condo includes a French country kitchen, which has been renovated with a faux tiled backsplash, custom maple cabinets, and complimentary appliances. This unit includes a half bath downstairs and full bathroom upstairs. Windows are double-pane, double-hung with a Pella sliding glass door with

    Amy Spano WILSON MANAGEMENT GROUP

    200 Saint Andrews Blvd Unit 1803, Winter Park, FL 32792
  • /51

    $1,262 - $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
  • /68

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft
    • Townhouse for Rent

    1957 Canny Cove, Winter Park, FL 32792

    Enjoy the Winter Park lifestyle in this 3-bedroom, 21⁄2-bath end-unit townhome located in the Grayson Square community. The open-concept layout benefits from abundant natural light and includes a covered lanai and a well-appointed kitchen with stainless steel appliances and quartz countertops. The home offers ample storage throughout, and the owner’s suite features a walk-in closet and an ensuite

    Denise Del Castillo LPT REALTY, LLC

    1957 Canny Cove, Winter Park, FL 32792
  • /50

    $1,680 - $3,383 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
  • /17

    $1,000 per month

    • 1 Bed
    • 1 Bath
    • 200 Sq Ft
    • House for Rent

    3383 Hamlet Loop, Winter Park, FL 32792

    Beautiful room in Winter Park, excellent location close to everything. The price includes water and electricity, with all new appliances, just minutes from downtown where you'll find excellent restaurants, museums, and entertainment to enjoy on foot.

    Daynell Rodriguez Cardenas LA ROSA REALTY ORLANDO LLC

    3383 Hamlet Loop, Winter Park, FL 32792
  • /40

    $1,065 - $2,099 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
  • /30

    $2,675 per month

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft
    • Townhouse for Rent

    1986 Canny Cove, Winter Park, FL 32792

    This beautiful 3-bedroom, 2.5-bathroom two-story townhome is located in 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. As you enter the home, the entrance leads to the large kitchen and living area. The kitchen features stainless steel appliances, including a refrigerator,

    Vildan Nigro RIVA REALTY GROUP LLC

    1986 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
  • /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
  • /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
  • /15

    $1,345 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
  • /50

    $1,467 - $5,003 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
  • /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
  • /44

    $1,281 - $3,452 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
  • /24

    $2,725 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
  • /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
  • /23

    $1,980 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; furniture removal available upon request.) 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

    Yahui Li FLORIDA REALTY INVESTMENTS

    2918 Antique Oaks Cir Unit 31, Winter Park, FL 32792
  • /35

    $1,194 - $2,996 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
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    $1,695 per month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit C216, Winter Park, FL 32789

    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

    1695 Lee Rd Unit C216, Winter Park, FL 32789
  • /39

    $910 - $1,544 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
  • /14

    $1,445 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
  • /26

    $1,240 - $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
  • /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
  • /16

    $1,499 - $1,699 per month

    The Vista at Winter Park

    2 Beds

    4704 Lucier Ct, Winter Park, FL 32792

    Move in special:$1,000 off!*Restricted units only*App and Admin special for only $175!Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!In a prime location of Winter Park, you will find our small and great community!Keeping the calm and great atmosphere, being able to relax by the lake, and being moments from shopping, dining, andmore,

    4704 Lucier Ct, Winter Park, FL 32792

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