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Houses for Rent in ZIP Code 32789

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  • /15

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 1,118 Sq Ft
    • House for Rent

    779 W Lyman Ave, Winter Park, FL 32789

    Charming 3BR/2BA Home in the Heart of Winter Park – Walk to Park Ave & Hannibal Square!Rent: $2,950/monthAvailable: 8/1/2025Location: Winter Park, FL 32789Discover this cozy and well-maintained 3-bedroom, 2-bathroom home nestled in one of Winter Park’s most desirable neighborhoods. Just a short stroll to Park Avenue and Hannibal Square, you'll enjoy premier shopping,

    779 W Lyman Ave, Winter Park, FL 32789
  • /46

    $7,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,394 Sq Ft
    • House for Rent

    1368 Hibiscus Ave, Winter Park, FL 32789

    Experience sophisticated living in the heart of prestigious Winter Park with this stunning 4-bedroom, 2-bath single-family home. Designed with both comfort and elegance in mind, every detail has been thoughtfully crafted to create an inviting, high-end retreat.From the moment you step inside, natural light floods the open-concept layout, illuminating sleek ceramic tile floors and a warm,

    Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

    1368 Hibiscus Ave, Winter Park, FL 32789
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    $2,749 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    881 Julian St, Winter Park, FL 32789

    This home is currently undergoing exciting renovations and will be ready for you soon. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2 bathrooms, and approximately 1,300 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon

    881 Julian St, Winter Park, FL 32789
  • /45

    $6,000 per month

    • 4 Beds
    • 3 Baths
    • 3,296 Sq Ft
    • House for Rent

    2330 Westminster Ct, Winter Park, FL 32789

    Welcome to 2330 Westminster Court, a stunning 5-bedroom, 3-bathroom residence nestled in the heart of Winter Park. This beautifully, fully updated home offers a perfect blend of modern elegance and classic charm, making it an ideal retreat for families and entertainers alike. Step inside to discover a spacious, light-filled interior featuring top-to-bottom renovations that include a stylish

    Brandon Geers COMPASS FLORIDA LLC

    2330 Westminster Ct, Winter Park, FL 32789
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    $800 per month

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

    1450 Cavendish Rd, Winter Park, FL 32789

    Property Id: 2051407Charming 1938 Deco influenced design - block home with cottage feel - in coveted Winter Park side of historic Orwin Manor - on a very quiet street. Newly renovated. New standing seam metal roof & galvanized rain gutters, new windows, new 2" white vinyl blinds, new front door, new closet doors, entire house is newly painted inside & out (including kitchen cabinets with

    1450 Cavendish Rd, Winter Park, FL 32789
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    $2,300 per month

    • 2 Beds
    • 1.5 Baths
    • 1,091 Sq Ft
    • House for Rent

    2011 Cornell Ave, Winter Park, FL 32789

    Charming 3-Bedroom Home for Rent in Winter ParkThis beautiful 3-bedroom, 1-bathroom home has been completely renovated and is available for rent in the heart of Winter Park. Featuring spacious living areas and modern appliances, it offers a comfortable and convenient living environment. Located in a quiet, family-friendly neighborhood, it provides easy access to local shops, restaurants,

    Andres Ospina Rivera LPT REALTY, LLC

    2011 Cornell Ave, Winter Park, FL 32789
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    $2,875 per month

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

    2843 Riddle Dr, Winter Park, FL 32789

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    2843 Riddle Dr, Winter Park, FL 32789
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    $4,199 per month

    • 3 Beds
    • 2 Baths
    • 1,499 Sq Ft
    • House for Rent

    1681 Walnut Ave, Winter Park, FL 32789

    Fully furnished with dishes and all ! Tastefully decorated !Can be rented unfurnished if needed .Also month to a year lease is ok !Two separate living quarters en suite with private entrance and small fridge and microwave /dining /living area ( or master )Fully renovated this adorable 3 bedroom, 2 bath bungalow home is a rare find in one of Winter Park's most sought-after neighborhoods.Fully

    Natalie Citarelli CITARELLI REALTY GROUP LLC

    1681 Walnut Ave, Winter Park, FL 32789
  • /7

    $2,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    1399 Miller Ave, Winter Park, FL 32789

    Property Id: 1795045Charming 1926 bungalow. 2 bedroom/1 bathroom house in prime location of Winter Park. Wood floors throughout the home, cast iron bathtub, hexagon tile in bathroom. Short drive to I-4, Park Ave, Rollins College, shopping, restaurants, downtown Orlando, hospitals, and more. Extra large front porch, fireplace, full kitchen, and washer and dryer.Renter responsible

    1399 Miller Ave, Winter Park, FL 32789
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    $2,999 per month

    • 3 Beds
    • 2 Baths
    • 1,641 Sq Ft
    • House for Rent

    101 S Lakemont Ave, Winter Park, FL 32792

    Welcome to this beautifully renovated 3-bedroom, 2-bathroom single-family home, perfectly positioned just minutes away from shopping, dining, and all the charm of Winter Park. This home combines modern luxury with everyday convenience. As you step inside, you're greeted by the elegance of Calacatta Quartz countertops, sleek waterproof flooring, and top-of-the-line appliances that set the tone for

    Robert Isaac Rodriguez RE/MAX DOWNTOWN

    101 S Lakemont Ave, Winter Park, FL 32792
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    $2,349 per month

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • House for Rent

    324 Lake Fair Ln, 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 $2493.90. That covers your base rent, $2349.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    324 Lake Fair Ln, Winter Park, FL 32789
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    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft
    • House for Rent

    1816 Mizell Ave, Winter Park, FL 32789

    Welcome to this charming 3-bedroom, 2-bath home in the heart of Winter Park, complete with a 1-car garage and unbeatable location. Just minutes from Park Avenue, Winter Park Hospital, top-rated shopping, and dining, convenience is at your doorstep. Start your mornings with peaceful strolls through the beautiful Windsong neighborhood and take in the serene views of Lake Mizell. Whether you're

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    1816 Mizell Ave, Winter Park, FL 32789
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    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    860 N Denning Dr, Winter Park, FL 32789

    AVAILABLE NOW !! 30 Day minimum! Fully furnished all utilities included and high speed internet !! You can't beat it!! NEW CONSTRUCTION Luxury Home north of Downtown Orlando in the heart of Winter Park steps from Winter Park Village near the Famous Park Ave where you'll find unlimited entertainment choices including dining, shopping, nightlife, axe throwing etc You WILL LOVE this custom home!! NO

    860 N Denning Dr, Winter Park, FL 32789
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    $3,600 per month

    • 4 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • House for Rent

    1846 Barker Dr, Winter Park, FL 32789

    Welcome to 1846 Barker Dr- a charming and well maintained single family home located in one of Winter Park's most desirable neighborhoods. This inviting 4- bedrooms, -2 bath residence offers a perfect blend of comfort and convenience, just minutes from top-rated schools, beautiful parks, shopping, dining and all amenities of the sought-after Winter Park-Baldwin Park lifestyle. Enjoy a bright and

    Cliff Glansen FLATFEE.COM

    1846 Barker Dr, Winter Park, FL 32789
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    $2,780 per month

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

    630 N Lakemont Ave, 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

    630 N Lakemont Ave, Winter Park, FL 32792
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    $9,995 per month

    • 4 Beds
    • 3.5 Baths
    • 4,188 Sq Ft
    • House for Rent

    2020 Venetian Way, Winter Park, FL 32789

    This RARE LAKEFRONT retreat is located on a quiet, tree-lined street in the highly sought-after Vias of Winter Park. Custom-built and elevated on a prime lot with 90 feet of frontage on Lake Maitland, this one-of-a-kind mid-century home offers sweeping views of Lake Maitland and the Isle of Sicily. It combines timeless design, complete privacy, and a premier location just minutes from Park Avenue

    Nadia Moayeri PALMANO GROUP RE BROKERAGE LLC

    2020 Venetian Way, Winter Park, FL 32789
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    $2,500 per month

    • 2 Beds
    • 2 Baths
    • 1,286 Sq Ft
    • House for Rent

    689 Overspin Dr, Winter Park, FL 32789

    Welcome to 689 Overspin Rd – a beautifully maintained 2-bedroom, 2-bathroom home in the heart of Winter Park! This inviting residence features stunning hardwood floors throughout, creating a warm and stylish ambiance from the moment you walk in. Enjoy cooking and entertaining in the large open kitchen, complete with stainless steel appliances, ample counter space, and plenty of storage. Cozy up

    Megan Teal MAINFRAME REAL ESTATE

    689 Overspin Dr, Winter Park, FL 32789
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    $6,200 per month

    • 4 Beds
    • 4 Baths
    • 3,654 Sq Ft
    • House for Rent

    960 Georgia Ave, Winter Park, FL 32789

    Quintessential Winter Park Stunner. This well appointed home is situated on a half acre corner lot just two blocks away from Winter Park's shopping and dining district, Park Avenue. Surrounded by majestic oak trees you find this classic 4 bedroom, 4 bath home with 3600sq ft of living space. An abundance of natural light welcomes you in the homes central hub, the Family Room. Anchored by one of

    Alison Ashby CORCORAN PREMIER REALTY

    960 Georgia Ave, Winter Park, FL 32789
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    $5,050 per month

    • 4 Beds
    • 3 Baths
    • 2,422 Sq Ft
    • House for Rent

    2627 Verona Trail, Winter Park, FL 32789

    Beautiful 4 bedroom/ 3 bath Pool home for rent in Winter Park Range, D/W, Disposal, Central Heat and A/C.

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    2627 Verona Trail, Winter Park, FL 32789
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    $2,730 per month

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft
    • House for Rent

    460 Cambridge Blvd Unit A, Winter Park, FL 32789

    Fully renovated 3-bedroom, 2-bath home in the heart of Winter Park—available for immediate move-in! This charming unit features an updated kitchen with stainless steel appliances, durable vinyl plank flooring throughout, and a full-sized washer and dryer for added convenience. Enjoy private parking and an oversized fenced backyard, perfect for entertaining or relaxing outdoors. Located near

    Amy Fouraker 4 ACRE REALTY LLC

    460 Cambridge Blvd Unit A, Winter Park, FL 32789
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    $5,600 per month

    • 4 Beds
    • 2.5 Baths
    • 2,406 Sq Ft
    • House for Rent

    1580 Oakhurst Ave, Winter Park, FL 32789

    Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting to relax on your sprawling front porch. Upon entering you are

    Lisa Gould KELLER WILLIAMS WINTER PARK

    1580 Oakhurst Ave, Winter Park, FL 32789
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    $2,600 per month

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft
    • House for Rent

    1513 Harmon Ave, Winter Park, FL 32789

    New Kitchen Updates completing SOON!!!! This fantastic 2/2 plus office Orwin Manor home features hardwood flooring throughout with tile in kitchen and Florida Room/Sunroom areas. Florida Room/sunroom is perfect light and bright area for home office/workspace/flex/fitness room. Great Room is a generous space for larger modular or L-couch layout. Newer interior paint throughout. Primary suite is

    Vincent Scarlatos CORCORAN PREMIER REALTY

    1513 Harmon Ave, Winter Park, FL 32789
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    $4,340 per month

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • House for Rent

    332 N Phelps Ave, Winter Park, FL 32789

    Discover the allure of this Winter Park retreat! Nestled in a prime location, this delightful 3 bedroom, 2 bathroom abode boasts a sunlit open floor plan that invites comfort and relaxation. Adorned with warm wood flooring and custom millwork, the home exudes charm at every turn. The heart of this residence is its inviting kitchen, complete with ample counter space, abundant storage, and a

    David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

    332 N Phelps Ave, Winter Park, FL 32789
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    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,152 Sq Ft
    • House for Rent

    957 Dupont Ave, Winter Park, FL 32789

    Nestled in the heart of Winter Park's most desirable zip code, this beautifully maintained 3-bedroom, 2.5-bath home is a rare find. Located at 957 Dupont Ave, Winter Park, FL 32789, this charming residence offers 1,289 sq. ft. of living space on a generous 7,875 sq. ft. lot, complete with a 1-car attached garage. This home is move-in ready and brimming with updates. Step inside to discover an

    Stephanie Barber HOME & HIVE REALTY

    957 Dupont Ave, Winter Park, FL 32789
  • /20

    $5,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • House for Rent

    2227 Howard Dr, Winter Park, FL 32789

    Zoned for Audubon K-8 and Winter Park High. Move in just in time for the school year!! Single-story LAKEFRONT gem in Winter Park! This beautifully renovated mid-century home sits on an oversized waterfront lot minutes from downtown Winter Park, Audubon Park, and Baldwin Park. Enjoy access to top public and private schools. Step into nearly 2,200 square feet of beautifully maintained living space.

    Julian Correa REALTY ONE GROUP MAGIC CITY

    2227 Howard Dr, Winter Park, FL 32789
  • /32

    $2,900 per month

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • House for Rent

    648 W Swoope Ave, Winter Park, FL 32789

    FOR RENT - 648 W. SWOOPE AVENUE, WINTER PARK | OFFERED AT $2,900/MO - Stunning Home, Completely Remodeled, and Professionally Designed! Super cute 3 bedroom, 1 bath home in downtown Winter Park. Updated flooring, paint, windows, newer HVAC unit, updated kitchen cabinets, stainless steel appliances, Quartz countertops, beautiful bathroom tile work & fixtures, and interior washer/dryer. Open

    Kelly Price KELLY PRICE & COMPANY LLC

    648 W Swoope Ave, Winter Park, FL 32789
  • /26

    $3,040 per month

    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft
    • House for Rent

    333 Cambridge Blvd, Winter Park, FL 32789

    Welcome to your dream home in Winter Park, Florida! Nestled in the heart of sunshine and sophistication, this charming 3-bedroom, 2-bathroom residence offers the perfect blend of comfort and style. Step inside to discover an inviting living space flooded with natural light, perfect for relaxing with loved ones or entertaining guests. The spacious kitchen boasts modern appliances and ample

    David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

    333 Cambridge Blvd, Winter Park, FL 32789
  • /33

    $4,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft
    • House for Rent

    336 Blue Heron Dr, Winter Park, FL 32789

    AVAILABLE NOW!!! Charming Waterfront home in Winter Park's established community featuring 3 bedrooms, 2 full bathrooms and 1 half bathroom. Boasting open floor plan with bamboo flooring. Enjoy a renovated kitchen and stunning lake views. Mature trees surround this serene property on Lake Kearney. Embrace classic charm with modern comforts. Conveniently located near Winter Park Village Shopping

    Claudia Montes LPT REALTY, LLC

    336 Blue Heron Dr, Winter Park, FL 32789
  • /15

    $2,550 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    2176 Crandon Ave, Winter Park, FL 32789

    Fully furnished and Turnkey/Renovated in-town home. Close to downtown Winter Park, Advent and Orlando Health.Newly renovated kitchen with Sub-Zero/Cafe appliances. Monthly rental only…2 bedrooms sleeps 4. Nice covered/screened porch. Available now. Weekly to monthly rental.

    Dan Haber CORCORAN PREMIER REALTY

    2176 Crandon Ave, Winter Park, FL 32789
  • /2

    $1,500 per month

    • House for Rent

    987 Cherokee Ave, Winter Park, FL 32789

    The landlord seeks a long term tenant or a joint venture from a developer or someone with a home to move.Contact us now and let's discuss this opportunity. Vacant LandIncredible opportunity to bring your own home to this prime Winter Park building lot with all utilities stubbed at the curb from a previous home that was removed. The current owner of 987 Cherokee Avenue, Winter Park is willing to

    John R. Gordon EXP REALTY LLC

    987 Cherokee Ave, Winter Park, FL 32789
  • /21

    $6,800 per month

    • 3 Beds
    • 2.5 Baths
    • 2,008 Sq Ft
    • House for Rent

    2237 Howard Dr, Winter Park, FL 32789

    We are focused on short term rentals. Contact owner / agent for dates already booked. You will be amazed by the natural beauty of the waterfront and century oaks that welcome you every time you come through your front door. Come see this fully furnished, masterfully remodeled, 3 bedroom, 2 bath, with a hidden half bath in the office. A Mid-modern home that represents everything that is lakefront

    Ryan Feely COLEDEV REAL ESTATE LLC

    2237 Howard Dr, Winter Park, FL 32789
  • /32

    $2,500 per month

    • 2 Beds
    • 1 Bath
    • 1,032 Sq Ft
    • House for Rent

    626 Baffie Ave, Winter Park, FL 32789

    Great location, very near I-4 access just off Fairbanks in College Park/Winter Park. Oversized paver driveway and parking area. 2 bedrooms with one bathroom, and an extra room that could be used as an office. Bathroom has shower/tub combination, Home was built in 1938 and is charming and well maintained. Large screen porch with ceiling fans covers the entire front of the house. Home has

    Kathleen Penkacik GRACE REALTY, INC.

    626 Baffie Ave, Winter Park, FL 32789
  • /2

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • 1,091 Sq Ft
    • House for Rent

    2011 Cornell Ave Unit 2, Winter Park, FL 32789

    Cozy Efficiency for Rent in Winter ParkThis charming efficiency unit at 2011 Cornell Ave is perfect for those seeking a comfortable and affordable living space. Recently renovated, the unit features modern appliances, a spacious living area, and plenty of natural light. Located in a peaceful neighborhood with easy access to downtown Winter Park, shopping, dining, and parks, this

    Andres Ospina Rivera LPT REALTY, LLC

    2011 Cornell Ave Unit 2, Winter Park, FL 32789
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    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • House for Rent

    1902 Azalea Ave, Winter Park, FL 32792

    Welcome to 1902 Azalea Street, a beautifully maintained 3-bedroom, 2-bathroom home in the heart of Winter Park. This delightful property blends classic Florida charm with modern updates, offering a bright and inviting interior. Nestled on a quiet, tree-lined street, the home is perfect for relaxing or entertaining. Just minutes from Park Avenue, Rollins College, and top-rated schools, you’ll

    Alison Ashby CORCORAN PREMIER REALTY

    1902 Azalea Ave, Winter Park, FL 32792
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    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    641 S Lakemont Ave, Winter Park, FL 32792

    Property has been updated and is move in ready for you! This delightful Winter Park home could be the perfect fit for you! Conveniently located near excellent public schools, shopping centers, and essential healthcare facilities, this remodeled 1450 square foot residence features 3 bedrooms and 2 full baths. The kitchen is brand new, boasting updated appliances, while the bathrooms have been

    Alisa Hildebrand WEICHERT REALTORS HALLMARK PROPERTIES

    641 S Lakemont Ave, Winter Park, FL 32792
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