25

Houses for Rent in ZIP Code 32789

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  • /57

    $2,900 per month

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft
    • House for Rent

    2128 Sycamore Dr, Winter Park, FL 32789

    MOVE-IN READY! Don’t miss this fantastic opportunity to rent a beautiful 3-bedroom, 2-bathroom home situated on a spacious .23-acre corner lot. This property has undergone a complete upgrade inside and out, making it perfect for those looking for a fresh start. Key Features: • Newer Septic Tank: Ensures peace of mind and efficiency. • 2016 Roof: A reliable roof that adds to the home’s longevity.

    Agent Photo

    Luis Perez Garcia

    EXP REALTY LLC

    (321) 492-0489

    2128 Sycamore Dr, Winter Park, FL 32789
  • /15

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 1,195 Sq Ft
    • House for Rent

    1891 Oglesby Ave, Winter Park, FL 32789

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

    Agent Photo

    Paul Jimenez

    URBANISTA BROKERS

    (321) 977-5674

    1891 Oglesby Ave, Winter Park, FL 32789
  • /20

    $1,650 per month

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

    1550 Michigan Ave, Winter Park, FL 32789

    Welcome to your future home in the charming district of Winter Park, FL! This inviting property offers a warm atmosphere perfect for relaxation and convenience, surrounded by a vibrant community.This residence boasts spacious living equipped with essential comforts. With ample bedrooms and bathrooms, it accommodates various lifestyles. You'll appreciate the central heating and cooling

    1550 Michigan Ave, Winter Park, FL 32789
  • /20

    $6,750 per month

    • 4 Beds
    • 4.5 Baths
    • 3,022 Sq Ft
    • House for Rent

    132 Burks Cir, Winter Park, FL 32789

    Experience refined living in this completely remodeled single story residence in the heart of Winter Park. This home has been impeccably maintained and offers three spacious bedrooms and three beautifully appointed baths in the main residence. A one bedroom studio is compelete with a beautiful bath and totallly equipped kitchenette. Lots of light enhances this 384 sf. apt. A washer/dryer and

    Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS

    132 Burks Cir, Winter Park, FL 32789
  • /25

    $5,500 per month

    • 4 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • House for Rent

    1815 Barker Dr, Winter Park, FL 32789

    Available for Monthly Rentals | Furnished or UnfurnishedWelcome to your luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath residence features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. ( for shorter terms only 3 bedrooms, a fourth bedroom is

    Cliff Glansen FLATFEE.COM

    1815 Barker Dr, Winter Park, FL 32789
  • /19

    $1,100 per month

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

    1925 S Lakemont Ave, Winter Park, FL 32792

    Enjoy lakefront living in this charming waterfront Studio B apartment with beautiful views of Baldwin Lake, offering a desirable Winter Park address and the highly sought-after Baldwin Park lifestyle. Located directly across from the Lake Baldwin Trail, you’ll love being near scenic surroundings and stunning sunsets over the water. This studio includes a private bathroom and a brand new

    Elena Sanchez BALDWIN PARK REALTY LLC

    1925 S Lakemont Ave, Winter Park, FL 32792
  • /27

    $17,000 per month

    • 4 Beds
    • 5 Baths
    • 3,658 Sq Ft
    • House for Rent

    1742 Temple Dr, Winter Park, FL 32789

    An Enduring Work of Art: Winter Park’s Modern MasterpieceThis is more than just a property; it is an iconic masterpiece. Tucked within one of Winter Park’s most exclusive enclaves, this stunning four-bedroom, five-bathroom ground-up renovation offers a refined lifestyle where modern luxury and intelligent functionality converge.From the moment you enter it’s clear this home was designed

    Mark Anthony Buot ROI AVE LLC

    1742 Temple Dr, Winter Park, FL 32789
  • /50

    $3,150 per month

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft
    • House for Rent

    1835 Edwin Blvd, Winter Park, FL 32789

    Charming bungalow on a brick street in beautiful Winter Park, available January 12, 2026. This 3-bedroom, 2-bathhome offers a great split floorplan and newer finishes. The kitchen and both primary en-suite and secondary bathroomshave been completely remodeled with premium finishes. The home boasts a newer roof, hardwood and stone floorsthroughout, with granite counters, white

    Vincent Scarlatos CORCORAN PREMIER REALTY

    1835 Edwin Blvd, Winter Park, FL 32789
  • /17

    $3,950 per month

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • House for Rent

    1302 Michigan Ave, Winter Park, FL 32789

    This is a unique opportunity to live in this glamorous, impeccably maintained 3 bedrooms, 2.5 baths in the heart of Winter Park (Unfurnished). This beautiful home features formal living and dining rooms that open to the impressive gourmet kitchen fitted with wood cabinetry, stainless steel appliances, granite countertops, a breakfast bar, there is also room for a breakfast nook. Through the

    Mo Jabr RE/MAX 200 REALTY

    1302 Michigan Ave, Winter Park, FL 32789
  • /20

    $3,600 per month

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • House for Rent

    220 Overlook Rd, Winter Park, FL 32789

    Charming Cape Cod–style home available for lease in the heart of Winter Park. Ideally located just one block from Lake Mizell and moments from Park Avenue and Rollins College, this residence offers an exceptional lifestyle surrounded by premier shops, dining, and local amenities.The home features a spacious and inviting floor plan with a large living room, sunroom or dining area, and two

    Julie Bombardo PREMIER SOTHEBY'S INTL. REALTY

    220 Overlook Rd, Winter Park, FL 32789
  • /44

    $7,000 per month

    • 4 Beds
    • 5 Baths
    • 3,302 Sq Ft
    • House for Rent

    519 Park North Ct, Winter Park, FL 32789

    Discover refined single-story living at 519 Park North Court, an exceptional luxury rental in the heart of Winter Park. This beautifully appointed four-bedroom, three-and-a-half-bath residence offers an ideal blend of elegance and comfort, with a thoughtfully designed split floor plan that ensures both privacy and functionality for modern living.The home welcomes you with a formal living room

    Kelly Price KELLY PRICE & COMPANY LLC

    519 Park North Ct, Winter Park, FL 32789
  • /43

    $19,000 per month

    • 5 Beds
    • 5.5 Baths
    • 5,164 Sq Ft
    • House for Rent

    1221 Richmond Rd, Winter Park, FL 32789

    Owner/Builder/Agent - An Award-Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence located in the coveted Virginia Heights neighborhood of Winter Park—offering deeded lake access to the Winter Park Chain of Lakes. This architectural showpiece was honored as the 2024

    Christopher Salhab LA ROSA REALTY LLC

    1221 Richmond Rd, Winter Park, FL 32789
  • /75

    $3,700 per month

    • 5 Beds
    • 3 Baths
    • 2,132 Sq Ft
    • House for Rent

    730 W Swoope Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Charming Winter Park Corner Home for Rent - 730 W Swoope Ave Experience the best of Winter Park living in this beautifully renovated corner home! Located just three blocks from the iconic Park Avenue, this spacious 5-bedroom, 3 bathroom residence offers over 2,200 square feet of updated living space. The bright, open design and private rooms provide

    Andres Ospina Rivera LPT REALTY, LLC

    730 W Swoope Ave, Winter Park, FL 32789
  • /11

    $3,300 per month

    • 4 Beds
    • 2 Baths
    • 1,474 Sq Ft
    • House for Rent

    1690 Dale Ave, Winter Park, FL 32789

    Located in one of the best areas of Winter Park, this home offers top- rated schools, welcoming neighborhood, and unbeatable convenience. just a mile from Park Avenue, you will enjoy easy access to shops, restaurants, and all the charm Winter Park is known for.With plenty to do nearby and a family - friendly environment, this is the perfect place to raise a family and enjoy the Winter Park

    Farzaneh Alijani ZAMIN INC

    1690 Dale Ave, Winter Park, FL 32789
  • /36

    $4,850 per month

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

    1580 Oakhurst Ave, Winter Park, FL 32789

    FOR LEASE START BY 3/01 - $2500 CREDIT ON FIRST MONTHS RENT! 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

    Lisa Gould KELLER WILLIAMS WINTER PARK

    1580 Oakhurst Ave, Winter Park, FL 32789
  • /39

    $7,900 per month

    • 4 Beds
    • 3 Baths
    • 2,476 Sq Ft
    • House for Rent

    300 Killarney Dr, Winter Park, FL 32789

    Exceptional Lakefront Living in the Heart of Winter ParkWelcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle.Property Highlights:Situated on an oversized lot with coveted Lake Killarney

    Kelly Price KELLY PRICE & COMPANY LLC

    300 Killarney Dr, Winter Park, FL 32789
  • /49

    $6,995 per month

    • 4 Beds
    • 5 Baths
    • 3,478 Sq Ft
    • House for Rent

    1350 Lyndale Blvd, Winter Park, FL 32789

    Gorgeous, Custom & recently renovated! This home features 4 bedrooms, 3 full baths & 2 half baths. Spacious, light & bright with 10’ ceilings, Brazilian cherry floors, and a gourmet kitchen. The kitchen is a chef's dream and perfect for entertaining. It boasts natural wood cabinets, large center island, dual fuel six-burner range, wine fridge and a built-in refrigerator. It overlooks a casual

    Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

    1350 Lyndale Blvd, Winter Park, FL 32789
  • /42

    $3,149 per month

    • 3 Beds
    • 2 Baths
    • 1,747 Sq Ft
    • House for Rent

    1807 N Park Ave, Winter Park, FL 32789

    Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open living space in the heart of desirable Winter Park. This charming home features a spacious layout with a warm and inviting living area, a functional kitchen with plenty of storage, and comfortable bedrooms — each with its own bath, offering added privacy and convenience. Step

    Jason Hamilton THE REALTY MEDICS

    1807 N Park Ave, Winter Park, FL 32789
  • /18

    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,282 Sq Ft
    • House for Rent

    1148 Park Green Place, Winter Park, FL 32789

    Single family home in Winter Park! Close to shopping, theater, malls! Single family three bedroom two bath home Fully tiled interior, all appliances including washer and dryer. Fenced courtyard and patio. Two car garage with remote! Home is currently occupied. Call ahead for showing appointments

    Linda Baez DON ASHER & ASSOCIATES, INC.

    1148 Park Green Place, Winter Park, FL 32789
  • /33

    $2,500 per month

    • 3 Beds
    • 1.5 Baths
    • 1,351 Sq Ft
    • House for Rent

    1622 Arbor Park Dr, Winter Park, FL 32789

    Offering a $500 move-in incentive if moved in by the end of February! Come view this 3 bed/1.5 bath home in Winter Park! With easy access to Lake Howell Rd and Lakemont Ave, it's close to several restaurants, surrounded by schools, parks, and lakes, Interlachen Country Club, AdventHealth, and Kraft Azalea Garden. Aloma and Old Winter Park are also nearby. Inside, you'll find a large living room

    Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

    1622 Arbor Park Dr, Winter Park, FL 32789
  • /90

    $15,500 per month

    • 8 Beds
    • 6 Baths
    • 7,000 Sq Ft
    • House for Rent

    1860 Via Contessa, Winter Park, FL 32789

    Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Viasneighborhood,offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcomingatmosphere.Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The

    Sylvester Harding SIERRA REALTY GROUP LLC

    1860 Via Contessa, Winter Park, FL 32789
  • /25

    $8,500 per month

    • 4 Beds
    • 3.5 Baths
    • 3,341 Sq Ft
    • House for Rent

    1530 Via Tuscany, Winter Park, FL 32789

    Newly Remodeled Pool home located on premier street in Winter Park. This 4 bedroom home has just been totally updated with very tasteful upgrades. Notable items include: new paint in and out, new flooring in foyer, kitchen, baths. All baths remodeled, new light fixtures, new pavers on rear patio and pool, new landscaping package. The kitchen features new stone counters and backsplash. Also there

    Dan Haber CORCORAN PREMIER REALTY

    1530 Via Tuscany, Winter Park, FL 32789
  • /15

    $2,000 per month

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

    2011 Cornell Ave, Winter Park, FL 32789

    Charming 2-Bedroom Home for Rent in Winter Park This charming 2-bedroom, 1-bathroom home has been completely renovated and is available for rent in the heart of Winter Park. The main home offers a functional and comfortable layout, ideal for everyday living. The property also includes a separate efficiency unit and a rear unit, both currently rented and featuring independent entrances, providing

    Andres Ospina Rivera LPT REALTY, LLC

    2011 Cornell Ave, Winter Park, FL 32789
  • /2

    $2,650 per month

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

    Unlisted Address

    Historic 2-bedroom home walking distance to Park Avenue and Rollins College. This well-maintained rental features a living room fireplace, fresh interior paint, and new cordless blinds throughout. The kitchen includes stainless steel appliances and a gas stove. Enjoy a screened front porch, fully fenced yard, and ample rear parking. Prime Winter Park location with classic charm and modern updates.

    Catherine Mitchell SANDRONI HOLDINGS REAL ESTATE LLC

    Unlisted Address
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