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4-Bedroom Homes for Rent in Winter Park, FL

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  • /22

    $2,800 per month

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • House for Rent

    3326 Young St, Winter Park, FL 32792

    Available to view and rent Sept. 7th. Adorable, Newly Renovated 4 Bedroom, 2 Bathroom home with a large fenced yard. Fresh paint and brand-new vinyl flooring throughout. All new energy-efficient windows and doors. Lots of natural light with brand and new cabinets and quartz countertops in the kitchen along with Stainless Steel Appliances. Split bedroom floor plan. The primary bedroom features a

    Agent Photo

    Shelley Davis

    REMI EMERSON RESIDENTIAL

    (321) 250-5179

    3326 Young St, 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
  • /28

    $3,295 per month

    • 4 Beds
    • 2 Baths
    • 1,484 Sq Ft
    • House for Rent

    830 Douglas Ave, Winter Park, FL 32789

    Beautifully renovated home featuring a split floor plan & elegant woodgrain tile flooring throughout. The kitchen is filled with natural light and boasts granite countertops, wood cabinetry and stainless steel appliances. Which seamlessly flows into the spacious living area - perfect for entertaining. Both bathrooms have been tastefully renovated. Next step outside to a large , fully fenced

    Kenneth Warren PREMIER MANAGEMENT GROUP INC

    830 Douglas Ave, Winter Park, FL 32789
  • /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
  • /37

    $2,995 per month

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • House for Rent

    5600 Revelwood Loop, Winter Park, FL 32792

    This beautifully updated 4BR/2BA home features an open floor plan, a modern kitchen with quartz countertops, stainless steel appliances, and soft-close gray cabinets. Enjoy tile flooring in main areas, new carpet in bedrooms, and real wood floors in one room. The spacious master suite includes a huge walk-in closet and a stunning bath with dual sinks and custom tile.Bonus room, French doors,

    Max Donzi IRM INVEST., REAL EST.& MGMT.

    5600 Revelwood Loop, 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
  • /48

    $2,850 per month

    • 4 Beds
    • 2 Baths
    • 1,874 Sq Ft
    • House for Rent

    2682 Tierra Cir, Winter Park, FL 32792

    Charming & Recently Updated 4-Bed / 2-Bath Rental in Winter Park: Welcome to 2682 Tierra Circle, a tasteful and modernized rental situated in the well-known area of Winter Park. This single-story home offers approximately 1,874 square feet of living space, showcasing fresh interior, brand-new flooring, and an intelligently laid-out split floor plan that enhances both privacy and versatility. The

    Bobby Keen KEEN REALTY GROUP, INC.

    2682 Tierra Cir, Winter Park, FL 32792
  • /20

    $2,715 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 $2979.90. That covers your base rent, $2715.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    7145 Timber Dr, Winter Park, FL 32792
  • /97

    $10,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,104 Sq Ft
    • House for Rent

    1661 Hillcrest Ave, Winter Park, FL 32789

    Owner open to 9+ month lease period. Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to rent a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5

    Domenique Lombardo ROYALTY R E BOUTIQUE INC

    1661 Hillcrest Ave, Winter Park, FL 32789
  • /17

    $3,199 per month

    • 4 Beds
    • 2 Baths
    • 1,964 Sq Ft
    • House for Rent

    1821 Carrigan Ave, 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 $3343.90. That covers your base rent, $3199.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1821 Carrigan Ave, 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
  • /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
  • /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
  • /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
  • /29

    $2,550 per month

    • 4 Beds
    • 2.5 Baths
    • 1,701 Sq Ft
    • House for Rent

    2886 Carew Ave, Winter Park, FL 32789

    What a location! Available now for rent! Close to downtown Orlando! This charming home has 4 bedrooms, 2.5 baths, gorgeous wood flooring, family room with fireplace, one car garage, all appliances included! Fenced back yard! Schedule your private tour today!

    Chris Watts THE TEAM REAL ESTATE GROUP INC

    2886 Carew Ave, Winter Park, FL 32789
  • /44

    $4,850 per month

    • 4 Beds
    • 4 Baths
    • 3,714 Sq Ft
    • House for Rent

    1710 Oakhurst Ave, Winter Park, FL 32789

    Gorgeous 4 bed + 4 bath custom built home with numerous upgrades throughout. Separate formal living & dining rooms plus kitchen opens to family room for entertaining. Fantastic kitchen with solid wood cabinets, granite counters, stainless appliances, 5 burner stove & double ovens. Indoor laundry room with newer washer & dryer provided. Spacious & private downstairs master suite with closet

    Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

    1710 Oakhurst Ave, Winter Park, FL 32789
  • /34

    $2,950 per month

    • 4 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • House for Rent

    5037 Lake Howell Rd, Winter Park, FL 32792

    Single family home for rent in the desirable city of Winter Park! This beautiful home features a main house with 3 bedrooms and 1 bathroom, with an in-law suite of 1 bedroom and 1 bathroom, located in the back of the oversized backyard where you can park all your vehicles including your boat or RV as there is no HOA! Enjoy the 0.27 acre lot completely fenced backyard for yourself, friends and

    Rafael Casallas, Pa EMPIRE NETWORK REALTY

    5037 Lake Howell Rd, Winter Park, FL 32792
  • /38

    $8,990 per month

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

    2020 Venetian Way, Winter Park, FL 32789

    Only available for a 4–6 month lease. 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

    Nadia Moayeri PALMANO GROUP RE BROKERAGE LLC

    2020 Venetian Way, Winter Park, FL 32789
  • /30

    $5,600 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
  • /67

    $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
  • /18

    $4,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,856 Sq Ft
    • House for Rent

    2952 de Brocy Way, Winter Park, FL 32792

    Step inside and be amazed by this fully renovated Winter Park Pines home, where modern luxury, stylish finishes, and everyday comfort come together seamlessly. With spacious bedrooms, an open, airy layout, and designer touches throughout, this home is ideal for entertaining or simply enjoying peaceful living. Step out to a screened-in patio overlooking a sprawling backyard and private pool, your

    Summer Hornburg BELMONT REALTY

    2952 de Brocy Way, Winter Park, FL 32792
  • /36

    $4,950 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
  • /14

    $4,995 per month

    • 4 Beds
    • 4.5 Baths
    • 3,597 Sq Ft
    • House for Rent

    2875 Dorell Ave, Orlando, FL 32814

    BALDWIN PARK Home. Elegant home with pond view! This gorgeously maintained home with 3/4-bedroom, 4.5-bath boasts an open floorplan and plenty of space. The home has a formal living and dining rooms and a family room that is open to the kitchen and sizable eat in kitchen area. Beautiful hard-wood floors throughout. The master suite boasts a jacuzzi tub, double sinks and a walk-in shower. The

    Mo Jabr RE/MAX 200 REALTY

    2875 Dorell Ave, Orlando, FL 32814
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