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Winter Park, FL Homes for Rent

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  • 1636 Lawndale Cir, Winter Park, FL 32792
    1636 Lawndale Cir, Winter Park, FL 32792
    1636 Lawndale Cir, Winter Park, FL 32792
    /18

    $3,745 per month

    • 3 Beds
    • 2.5 Baths
    • 1,990 Sq Ft
    • House for Rent

    1636 Lawndale Cir, Winter Park, FL 32792

    This beautiful 3 bedroom, 2.5 bathroom, lakefront home on Lake Florence is located on a quiet street in Winter Park's Country Lane community near local shops, restaurants, and schools. The home features a spacious floorplan with a formal living room, dining room, and family room. Enjoy the gorgeous kitchen with beautiful cabinetry, stone countertops, and breakfast bar along with custom finishes

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1636 Lawndale Cir, Winter Park, FL 32792
  • 1509 Springtime Loop, Winter Park, FL 32792
    1509 Springtime Loop, Winter Park, FL 32792
    1509 Springtime Loop, Winter Park, FL 32792
    /19

    $2,495 per month

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • House for Rent

    1509 Springtime Loop, Winter Park, FL 32792

    This beautiful 3 bedroom, 2 bath home is located in the desirable Autumn Glen neighborhood in Winter Park. Newly Renovated bathrooms, ceramic tile floors for the whole house and freshly painted interior. The entire house has new rooms doors, closets doors and new blinds. Vaulted ceilings throughout the home with skylights. Nice recently renovated kitchen with Stainless steel appliances. Beautiful

    1509 Springtime Loop, Winter Park, FL 32792
  • 1500 Michigan Ave Unit B, Winter Park, FL 32789
    1500 Michigan Ave Unit B, Winter Park, FL 32789
    1500 Michigan Ave Unit B, Winter Park, FL 32789
    /10

    $1,549 per month

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    1500 Michigan Ave Unit B, Winter Park, FL 32789

    This charming 2-bedroom, 1-bathroom apartment offers comfortable living space in a prime Winter Park location. Situated just around the corner from Orlando and Orange Avenues, residents enjoy easy access to downtown Orlando, Florida Hospital's main campus, I-4, and a variety of dining and entertainment options that make Winter Park one of the most desirable places to live. The home features a

    Steve Simpson 407 PROPERTIES

    1500 Michigan Ave Unit B, Winter Park, FL 32789
  • 2804 Dike Rd, Winter Park, FL 32792
    2804 Dike Rd, Winter Park, FL 32792
    2804 Dike Rd, Winter Park, FL 32792
    /11

    $4,350 per month

    • 4 Beds
    • 3.5 Baths
    • 2,503 Sq Ft
    • House for Rent

    2804 Dike Rd, Winter Park, FL 32792

    This house centrally located between Winter Park, Winter Springs and very accessible but secluded at the same time. The main areas featured in section 1 is the house which is for rent and section 2 could additionally be rented as needed.

    2804 Dike Rd, Winter Park, FL 32792
  • 2843 Riddle Dr, Winter Park, FL 32789
    2843 Riddle Dr, Winter Park, FL 32789
    2843 Riddle Dr, Winter Park, FL 32789
    /16

    $2,760 per month

    • 4 Beds
    • 2.5 Baths
    • 1,970 Sq Ft
    • House for Rent

    2843 Riddle Dr, Winter Park, FL 32789

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    2843 Riddle Dr, Winter Park, FL 32789
  • 3250 Bishop Park Dr, Winter Park, FL 32792
    3250 Bishop Park Dr, Winter Park, FL 32792
    3250 Bishop Park Dr, Winter Park, FL 32792
    /25

    $1,201 - $2,977 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
  • 700 Melrose Ave Unit K32, Winter Park, FL 32789
    700 Melrose Ave Unit K32, Winter Park, FL 32789
    700 Melrose Ave Unit K32, Winter Park, FL 32789
    /32

    $1,300 per month

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

    700 Melrose Ave Unit K32, Winter Park, FL 32789

    Discover Winter Park Gardens, an exclusive 55+ community nestled in the heart of historic Winter Park! Welcome to your private oasis at this one-bedroom, one-bathroom condo on the tranquil third floor, accessible by elevator. Enjoy sweeping views of the pool and beautifully landscaped courtyard from your unit, which includes a spacious storage closet in the foyer. Convenience is key with elevator

    Erica Diltz BALDWIN PARK REALTY LLC

    700 Melrose Ave Unit K32, Winter Park, FL 32789
  • 5216 N Indiana Ave, Winter Park, FL 32792
    5216 N Indiana Ave, Winter Park, FL 32792
    5216 N Indiana Ave, Winter Park, FL 32792
    /17

    $2,235 per month

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft
    • House for Rent

    5216 N Indiana Ave, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2379.90. That covers your base rent, $2235.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    5216 N Indiana Ave, Winter Park, FL 32792
  • 200 Sandlewood Trail Unit 4, Winter Park, FL 32789
    200 Sandlewood Trail Unit 4, Winter Park, FL 32789
    200 Sandlewood Trail Unit 4, Winter Park, FL 32789
    /19

    $1,895 per month

    • 2 Beds
    • 2.5 Baths
    • 1,133 Sq Ft
    • Townhouse for Rent

    200 Sandlewood Trail Unit 4, Winter Park, FL 32789

    ovely, light and airy home with newer appliances, fresh paint through out and newer laminate flooring upstairs. The kitchen shines with natural light and eat-in space, large window that floods the room with natural light. The spacious living and dining features a corner fireplace - tile flooring and over-sized sliders that open to back patio and greens space...pool is short walk across the yard.

    Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

    200 Sandlewood Trail Unit 4, Winter Park, FL 32789
  • 1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789
    1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789
    1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789
    /20

    $4,868 per month

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • Condo for Rent

    1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789

    Welcome to this cozy and inviting 2-bedroom, 1-bathroom home, perfect for couples, small families, or solo travelers eager to explore Central Florida. Situated just 3 miles from Downtown Orlando, 12 miles from Universal Studios, and 8 miles from Disney, this location is unbeatable.This charming property features two spacious queen bedrooms, a full bathroom with a walk-in shower, and a working

    1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789
  • 955 Minnesota Ave, Winter Park, FL 32789
    955 Minnesota Ave, Winter Park, FL 32789
    955 Minnesota Ave, Winter Park, FL 32789
    /17

    $2,550 per month

    • 3 Beds
    • 1 Bath
    • 1,349 Sq Ft
    • House for Rent

    955 Minnesota Ave, Winter Park, FL 32789

    Welcome to your new home at 955 Minnesota Avenue, nestled in the heart of charming Winter Park. This beautiful 3 bedroom, 1 bathroom home perfectly balances timeless character and thoughtful updates while offering incredible proximity to Park Avenue, Orange Avenue, Hannibal Square, and the city’s historic district. Step inside to a light-filled living room showcasing gleaming wood floors and a

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    955 Minnesota Ave, Winter Park, FL 32789
  • 7145 Timber Dr, Winter Park, FL 32792
    7145 Timber Dr, Winter Park, FL 32792
    7145 Timber Dr, Winter Park, FL 32792
    /20

    $2,670 per month

    • 4 Beds
    • 2 Baths
    • 2,088 Sq Ft
    • House for Rent

    7145 Timber Dr, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2934.90. That covers your base rent, $2670.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    7145 Timber Dr, Winter Park, FL 32792
  • 645 Huntington Ave Unit 7, Winter Park, FL 32789
    645 Huntington Ave Unit 7, Winter Park, FL 32789
    645 Huntington Ave Unit 7, Winter Park, FL 32789
    /17

    $2,395 per month

    • 2 Beds
    • 2.5 Baths
    • 1,204 Sq Ft
    • Townhouse for Rent

    645 Huntington Ave Unit 7, Winter Park, FL 32789

    Live in style in this renovated 2-bedroom, 2.5-bath townhome located in the heart of Winter Park. The modern kitchen features stainless steel appliances, granite counters, and upscale finishes. Both bedrooms have private balconies, and the master includes a versatile loft space, great for a workspace or lounge. The home also comes equipped with a front-load washer and dryer. Outside, enjoy a

    Summer Hornburg BELMONT REALTY

    645 Huntington Ave Unit 7, Winter Park, FL 32789
  • 630 N Lakemont Ave, Winter Park, FL 32792
    630 N Lakemont Ave, Winter Park, FL 32792
    /2

    $2,780 per month

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft
    • House for Rent

    630 N Lakemont Ave, Winter Park, FL 32792

    Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

    630 N Lakemont Ave, Winter Park, FL 32792
  • 2891 Clever Ln, Winter Park, FL 32792
    2891 Clever Ln, Winter Park, FL 32792
    2891 Clever Ln, Winter Park, FL 32792
    /34

    $2,375 per month

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

    2891 Clever Ln, Winter Park, FL 32792

    Welcome home to 2891 Clever Lane, a three bedroom, two and a half bath town home with a one car garage! The kitchen overlooks the main living area and features a full suite of stainless steel appliances including the refrigerator, range, over the range microwave and dishwasher as well as plenty of cabinetry and counter top space. The half bath is located on the first floor, easily accessible for

    Justin Recca INNOVATIVE REALTY, LLC

    2891 Clever Ln, Winter Park, FL 32792
  • 1427 Broad Wing Ln, Winter Park, FL 32792
    1427 Broad Wing Ln, Winter Park, FL 32792
    1427 Broad Wing Ln, Winter Park, FL 32792
    /17

    $2,595 per month

    • 3 Beds
    • 2.5 Baths
    • 2,378 Sq Ft
    • House for Rent

    1427 Broad Wing Ln, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2654.90. That covers your base rent, $2595.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

    1427 Broad Wing Ln, Winter Park, FL 32792
  • 2340 Sun Valley Cir Unit 2340, Winter Park, FL 32792
    2340 Sun Valley Cir Unit 2340, Winter Park, FL 32792
    2340 Sun Valley Cir Unit 2340, Winter Park, FL 32792
    /26

    $2,400 per month

    • 2 Beds
    • 2.5 Baths
    • 1,495 Sq Ft
    • Condo for Rent

    2340 Sun Valley Cir Unit 2340, Winter Park, FL 32792

    Welcome to 2340 Sun Valley Circle, Winter Park, FL 32792, a stylish 2-bedroom, 2-bath condo featuring a bonus loft that’s perfect for a office or guest space. Step into an updated layout boasting vaulted ceilings, modern luxury flooring, a remodeled kitchen, and a sleek, refreshed bathroom that feels both contemporary and timeless. In-unit laundry, two dedicated parking spaces, and smart,

    Melissa Johnson EXP REALTY LLC

    2340 Sun Valley Cir Unit 2340, Winter Park, FL 32792
  • 1601 Aster Dr, Winter Park, FL 32792
    1601 Aster Dr, Winter Park, FL 32792
    1601 Aster Dr, Winter Park, FL 32792
    /11

    $2,390 per month

    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft
    • House for Rent

    1601 Aster Dr, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2654.90. That covers your base rent, $2390.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1601 Aster Dr, Winter Park, FL 32792
  • 1205 Mayfield Ave, Winter Park, FL 32789
    1205 Mayfield Ave, Winter Park, FL 32789
    1205 Mayfield Ave, Winter Park, FL 32789
    /27

    $6,995 per month

    • 4 Beds
    • 5 Baths
    • 3,948 Sq Ft
    • House for Rent

    1205 Mayfield Ave, Winter Park, FL 32789

    Great rental opportunity in Winter Park, FL! This two-story residence is located in the TEMPLE HEIGHTS neighborhood. This large well maintained family home comes with 5 bedrooms and 4 baths in the main home with over 3,900 sqft. The home also features a separate large pool home or in-law suite. The Pool home / In-Law Suite comes with its own bathroom and kitchenette. The home has wood / vinyl

    Mo Jabr RE/MAX 200 REALTY

    1205 Mayfield Ave, Winter Park, FL 32789
  • 5351 Cypress Dr, Winter Park, FL 32792
    5351 Cypress Dr, Winter Park, FL 32792
    5351 Cypress Dr, Winter Park, FL 32792
    /13

    $2,185 per month

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • House for Rent

    5351 Cypress Dr, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2329.90. That covers your base rent, $2185.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    5351 Cypress Dr, Winter Park, FL 32792
  • 235 Sandlewood Trail Unit 5, Winter Park, FL 32789
    235 Sandlewood Trail Unit 5, Winter Park, FL 32789
    235 Sandlewood Trail Unit 5, Winter Park, FL 32789
    /18

    $2,000 per month

    • 3 Beds
    • 3.5 Baths
    • 1,413 Sq Ft
    • Townhouse for Rent

    235 Sandlewood Trail Unit 5, Winter Park, FL 32789

    WINTER PARK: Sandlewood Creek Community - AVAILABLE NOW!! Welcome home to this great 3 bedroom, 3.5 bath, 3 story townhome in Winter Park. The kitchen is open, light and bright with all appliances, a breakfast bar and is open to the living room/dining area. The living room features a fireplace and sliding glass doors that open out onto the screened porch. Downstairs you will also find the half

    Kelly Carr CFRP REALTY LLC

    235 Sandlewood Trail Unit 5, Winter Park, FL 32789
  • 123 Oak Grove Rd, Winter Park, FL 32789
    123 Oak Grove Rd, Winter Park, FL 32789
    123 Oak Grove Rd, Winter Park, FL 32789
    /4

    $1,860 per month

    • 3 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • House for Rent

    123 Oak Grove Rd, Winter Park, FL 32789

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2004.90. That covers your base rent, $1860.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    123 Oak Grove Rd, Winter Park, FL 32789
  • 690 Osceola Ave Unit 407, Winter Park, FL 32789
    690 Osceola Ave Unit 407, Winter Park, FL 32789
    690 Osceola Ave Unit 407, Winter Park, FL 32789
    /30

    $2,250 per month

    • 1 Bed
    • 1.5 Baths
    • 915 Sq Ft
    • Condo for Rent

    690 Osceola Ave Unit 407, Winter Park, FL 32789

    Welcome to breathtaking waterfront living at Lake Virginia Condo community in Winter Park. Gorgeous water views from every room in this fourth floor, 915 sqft, 1-bedroom, 1.5-bathroom end unit overlooking Lake Virginia and the Lake Virginia-Osceola Canal. Step inside and immediately you’re greeted by Lake Virginia through the large floor to ceiling sliders. The roomy bedroom and bathroom provide

    Delaney Heidenescher CREEGAN GROUP

    690 Osceola Ave Unit 407, Winter Park, FL 32789
  • 2667 Rook Cove Unit 2667 Rook Cove, Winter Park, FL 32792
    2667 Rook Cove Unit 2667 Rook Cove, Winter Park, FL 32792
    2667 Rook Cove Unit 2667 Rook Cove, Winter Park, FL 32792
    /20

    $1,795 per month

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Condo for Rent

    2667 Rook Cove Unit 2667 Rook Cove, Winter Park, FL 32792

    Property Id: 1997988Newly Remodeled Home in the Heart of Winter Park! - 2667 Rook Cove, Winter Park, FLWelcome to this stunning 2-bedroom, 1.5-bathroom home, nestled in a quiet cul-de-sac in the highly sought-after Winter Park area. Just remodeled, this unit features a brand-new kitchen with modern shaker-style cabinets, sparkling white granite countertops, and all-new stainless

    2667 Rook Cove Unit 2667 Rook Cove, Winter Park, FL 32792
  • 8162 Lazy Bear Ln, Winter Park, FL 32792
    8162 Lazy Bear Ln, Winter Park, FL 32792
    8162 Lazy Bear Ln, Winter Park, FL 32792
    /76

    $3,195 per month

    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft
    • House for Rent

    8162 Lazy Bear Ln, Winter Park, FL 32792

    4 bedroom, 2 bath home set on a perfectly manicured 1/4 acre corner lot, located in the new Winter Park gated community Enclave at Aloma. Open floor plan is enhanced by the Hardwood Floors throughout living areas, volume ceilings, light and bright kitchen, family room with lots of windows, and slider that opens onto the spacious lanai. Energy efficient double pane insulated windows and high rated

    Elio Serpa AUTHENTIC REAL ESTATE TEAM

    8162 Lazy Bear Ln, Winter Park, FL 32792
  • 2631 Ambergate Rd, Winter Park, FL 32792
    2631 Ambergate Rd, Winter Park, FL 32792
    2631 Ambergate Rd, Winter Park, FL 32792
    /14

    $2,495 per month

    • 3 Beds
    • 2 Baths
    • 1,405 Sq Ft
    • House for Rent

    2631 Ambergate Rd, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2639.90. That covers your base rent, $2495.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2631 Ambergate Rd, Winter Park, FL 32792
  • 1288 Michigan Ave, Winter Park, FL 32789
    1288 Michigan Ave, Winter Park, FL 32789
    1288 Michigan Ave, Winter Park, FL 32789
    /9

    $3,500 per month

    • 6 Beds
    • 3 Baths
    • 2,722 Sq Ft
    • House for Rent

    1288 Michigan Ave, Winter Park, FL 32789

    5 bedrooms, 3 bathrooms super close to Winter Park Village and conveniently located close to all Winter Park activities. Lots of remodeling!! No garage, large treed backyard!

    Eric Weigand CQ ORLANDO REALTY INC

    1288 Michigan Ave, Winter Park, FL 32789
  • 2536 Eastbrook Blvd, Winter Park, FL 32792
    2536 Eastbrook Blvd, Winter Park, FL 32792
    /2

    $3,049 per month

    • 4 Beds
    • 2 Baths
    • 2,018 Sq Ft
    • House for Rent

    2536 Eastbrook Blvd, Winter Park, FL 32792

    A Pool Maintenance Fee of $150 per month applies to any home with a private pool.Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms,

    2536 Eastbrook Blvd, Winter Park, FL 32792
  • 640 N Park Ave Unit 4, Winter Park, FL 32789
    640 N Park Ave Unit 4, Winter Park, FL 32789
    640 N Park Ave Unit 4, Winter Park, FL 32789
    /31

    $2,000 per month

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

    640 N Park Ave Unit 4, Winter Park, FL 32789

    MORE PICTURES TO COME! Welcome to the heart of Winter Park! This beautiful first floor condo is located in one of the town’s most iconic buildings, Park Aire. Nestled between the famous Winter Park Golf Course and downtown area where shopping and dining are a must! Other close by attractions include, the Morse Museum, Central Park, Hannibal Square and Scenic Boat Tours. This updated condo

    Flory Clark UNITED REAL ESTATE PREFERRED

    640 N Park Ave Unit 4, Winter Park, FL 32789
  • 423 Ololu Dr, Winter Park, FL 32789
    423 Ololu Dr, Winter Park, FL 32789
    423 Ololu Dr, Winter Park, FL 32789
    /16

    $3,850 per month

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • House for Rent

    423 Ololu Dr, Winter Park, FL 32789

    Property Id: 2129677Ready to move-in! This fully furnished home offers comfort, space, and style perfect for families or professionals seeking a turnkey rental in a premium location.Home Features: * 3 Bd | 3 Full BR Including a luxurious master suite with walk-in closet * Fully Furnished Option Available with $4,100 rent * Beautiful Updated Kitchen Featuring newer

    423 Ololu Dr, Winter Park, FL 32789
  • 1500 Gay Rd Unit 3B, Winter Park, FL 32789
    1500 Gay Rd Unit 3B, Winter Park, FL 32789
    1500 Gay Rd Unit 3B, Winter Park, FL 32789
    /15

    $2,050 per month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Apartment for Rent

    1500 Gay Rd Unit 3B, Winter Park, FL 32789

    Lakefront Living at Its Best: Renovated 1st Floor End Unit on Lake KillarneyExperience the charm and convenience of lakefront living in this recently renovated first-floor end unit, nestled in a picturesque community on Lake Killarney.Key Features:Stunning Sunset Views: Enjoy breathtaking sunsets from the lakefront deck, perfect for relaxing evenings.Water Activities: Benefit from

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    1500 Gay Rd Unit 3B, Winter Park, FL 32789
  • 7116 Green Needle Dr, Winter Park, FL 32792
    7116 Green Needle Dr, Winter Park, FL 32792
    7116 Green Needle Dr, Winter Park, FL 32792
    /17

    $2,269 per month

    • 3 Beds
    • 2 Baths
    • 1,578 Sq Ft
    • House for Rent

    7116 Green Needle Dr, Winter Park, FL 32792

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,578 square feet, this well-maintained home offers a high standard of

    7116 Green Needle Dr, Winter Park, FL 32792
  • 430 Ololu Dr, Winter Park, FL 32789
    430 Ololu Dr, Winter Park, FL 32789
    430 Ololu Dr, Winter Park, FL 32789
    /16

    $2,900 per month

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft
    • House for Rent

    430 Ololu Dr, Winter Park, FL 32789

    Interested in trying out the lake life in Winter Park? 430 Ololu is available FOR RENT beginning October 1st on Lake Killarney! This 2 bedroom, 1 bath home has a brand new metal roof, a newly renovated kitchen with new appliances, a newer washer and dryer, and a DREAM backyard with views of and private access to Lake Killarney. Bring your kayak, jet ski, boat, or even a seaplane and make your way

    Ellen Hencken MILLER GRANT AND COMPANY

    430 Ololu Dr, Winter Park, FL 32789
  • 7296 Daniel Webster Dr Unit 1, Winter Park, FL 32792
    7296 Daniel Webster Dr Unit 1, Winter Park, FL 32792
    7296 Daniel Webster Dr Unit 1, Winter Park, FL 32792
    /20

    $1,645 per month

    • 2 Beds
    • 2.5 Baths
    • 1,230 Sq Ft
    • Condo for Rent

    7296 Daniel Webster Dr Unit 1, Winter Park, FL 32792

    Welcome to 7296 Daniel Webster Dr Unit 1, a spacious and well-kept 2-bedroom, 2.5-bath townhome offering 1,230 sq ft of comfortable living in the heart of Winter Park. The main floor features a bright living and dining area with wood-style flooring, a half bath, a dedicated laundry room with washer/dryer hookups, and a beautifully updated kitchen with rich wood cabinetry, granite countertops, and

    7296 Daniel Webster Dr Unit 1, Winter Park, FL 32792
  • 1368 Blue Stem Ln, Winter Park, FL 32792
    1368 Blue Stem Ln, Winter Park, FL 32792
    1368 Blue Stem Ln, Winter Park, FL 32792
    /64

    $4,750 per month

    • 4 Beds
    • 3.5 Baths
    • 2,589 Sq Ft
    • House for Rent

    1368 Blue Stem Ln, Winter Park, FL 32792

    Available December 1st, 2025 - Distinctive, private, unique and full of character is what sets this estate apart from all other properties on the market. Welcome home to your freshly built and highly updated Anastasia plan in the fabulous newer Winter Park community of Hawk's Crest. Located only minutes from the iconic and historic Winter Park Avenue with plentiful shopping, amazing venues, epic

    Stephen Downes ECO LUXE REALTY

    1368 Blue Stem Ln, Winter Park, FL 32792
  • 7413 Fieldcrest Ave, Winter Park, FL 32792
    7413 Fieldcrest Ave, Winter Park, FL 32792
    7413 Fieldcrest Ave, Winter Park, FL 32792
    /16

    $2,195 per month

    • 3 Beds
    • 2 Baths
    • 1,585 Sq Ft
    • House for Rent

    7413 Fieldcrest Ave, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2339.90. That covers your base rent, $2195.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    7413 Fieldcrest Ave, Winter Park, FL 32792
  • 2774 Bright Bird Ln, Winter Park, FL 32792
    2774 Bright Bird Ln, Winter Park, FL 32792
    2774 Bright Bird Ln, Winter Park, FL 32792
    /34

    $3,500 per month

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

    2774 Bright Bird Ln, Winter Park, FL 32792

    Brand new townhouse professionally decorated, and available today! Built in 2024, this property offers a great floorplan: with a lot of natural light and coziness. Fall in love with the modern and spacious house located in a prestigious area! Close to shops and markets this is an amazing opportunity for those looking for a quiet neighborhood but close to everything at the same time! Schedule a

    Ana Sampaio Pereira Willeman FLORIDA CONNEXION PROPERTIES

    2774 Bright Bird Ln, Winter Park, FL 32792
  • 2218 Winter Woods Blvd, Winter Park, FL 32792
    2218 Winter Woods Blvd, Winter Park, FL 32792
    2218 Winter Woods Blvd, Winter Park, FL 32792
    /9

    $2,545 per month

    • 4 Beds
    • 2.5 Baths
    • 1,792 Sq Ft
    • House for Rent

    2218 Winter Woods Blvd, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2689.90. That covers your base rent, $2545.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2218 Winter Woods Blvd, Winter Park, FL 32792
  • 731 Bongart Rd, Winter Park, FL 32792
    731 Bongart Rd, Winter Park, FL 32792
    731 Bongart Rd, Winter Park, FL 32792
    /17

    $2,295 per month

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft
    • House for Rent

    731 Bongart Rd, Winter Park, FL 32792

    This 3 bedroom, 2 bath pool home with 2 car garage includes: Living Room, Dining Room, Family Room, Carpet & Vinyl on a nice corner lot! Great Location! Pool service is included with monthly rent!. *Bonus Amenity Included* - All RE/MAX 200 Realty Property Management Division residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit

    Mo Jabr RE/MAX 200 REALTY

    731 Bongart Rd, Winter Park, FL 32792
  • 7666 Glenmoor Ln, Winter Park, FL 32792
    7666 Glenmoor Ln, Winter Park, FL 32792
    7666 Glenmoor Ln, Winter Park, FL 32792
    /15

    $2,640 per month

    • 3 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • House for Rent

    7666 Glenmoor Ln, Winter Park, FL 32792

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    7666 Glenmoor Ln, Winter Park, FL 32792

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