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4-Bedroom Homes for Rent in Winter Park, FL

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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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    $33,300 per month

    • 4 Beds
    • 3 Baths
    • 2,064 Sq Ft
    • House for Rent

    2680 Fitzhugh Rd, Winter Park, FL 32792

    Beautifully remodeled and ideally located, this 4-bedroom, 3-bathroom home in Winter Park Pines offers the perfect blend of comfort, style, and convenience. Situated on a quiet, tree-lined street, the home welcomes you with spacious living areas, including a separate family room and living room—perfect for entertaining or relaxing. The heart of the home is the expansive kitchen, boasting

    Troy Hensley BHHS FLORIDA REALTY

    2680 Fitzhugh Rd, Winter Park, FL 32792
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    $2,840 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 $3104.90. That covers your base rent, $2840.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    7145 Timber Dr, Winter Park, FL 32792
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    $7,495 per month

    • 4 Beds
    • 3.5 Baths
    • 3,470 Sq Ft
    • House for Rent

    1841 Harland Park Dr, Winter Park, FL 32789

    Welcome home to the prestigious community of Windsong in Winter Park. Upon entering this Toll Brothers-built home, you will notice no detail has been spared. Soaring ceilings greet you as you enter the foyer. This 4-bedroom 3.5-bathroom home is loaded with upgrades. The office includes beautiful wood and detailed custom bookshelves with a double door for privacy. The formal dining room features a

    Craig Luiz SELECTIVE REALTY GROUP LLC

    1841 Harland Park Dr, Winter Park, FL 32789
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    $2,549 per month

    • 4 Beds
    • 2 Baths
    • 2,288 Sq Ft
    • House for Rent

    3330 Coleus Ct, 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 $2813.90. That covers your base rent, $2549.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3330 Coleus Ct, Winter Park, FL 32792
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    $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
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    $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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    $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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    $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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    $2,850 per month

    • 4 Beds
    • 2 Baths
    • 2,234 Sq Ft
    • House for Rent

    3300 Bennington Ct, Winter Park, FL 32792

    Winter Park Rental Home in Bennington Estates. Home offers 4 Bedrooms, 2 Baths, Split plan, Large Eat-in Kitchen w/Island, 2 Car Garage, 2234 Sqft under air, Tile & Laminate Wood flooring throughout home, Formal Dining Room & Formal Living Room with Bay Window. Enclosed Rear Patio that can be cooled, Large Backyard. The formal living area makes a great Den or Office space. Location offers

    Emily Lemieux RE/MAX TOWN & COUNTRY REALTY

    3300 Bennington Ct, Winter Park, FL 32792
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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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    $4,000 per month

    • 4 Beds
    • 3 Baths
    • 2,818 Sq Ft
    • House for Rent

    1289 Heavenly Cove, Winter Park, FL 32792

    Welcome to this move in ready 4-bedroom, 3-bath, 3-car garage pool home located in the exclusive gated community of Eden Point, a desirable Winter Park address! From the moment you arrive, you'll be impressed by the gorgeous elevation, paver driveway, and inviting front porch. This home offers a thoughtful split floor plan, tray ceilings, and rich Bamboo floors, creating a sense of space and

    Shahrin Alam COLDWELL BANKER RESIDENTIAL RE

    1289 Heavenly Cove, Winter Park, FL 32792
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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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    $3,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,442 Sq Ft
    • House for Rent

    650 S Lakemont Ave, Winter Park, FL 32792

    Welcome to 650 S Lakemont Avenue WINTER PARK! COME SEE THIS SPECTACULAR WINTER PARK HOME COMPLETELY UPDATED INCLUDING A STUNNING KITCHEN! This home has SOLAR PANELS IN PLACE WHICH HAVE ALLOWED OWNERS LAST COUPLE OF UTILITIES BILLS TO BE AROUND $60 PER MONTH FOR WATER, SEWER, ELECTRIC AND TRASH COMBINED! This four bedroom two and a half bath home has been meticulously updated and cared for! This

    Lori Gilmore LORI GILMORE REAL ESTATE LLC

    650 S Lakemont Ave, Winter Park, FL 32792
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    $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
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    $5,400 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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    $6,995 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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    $3,995 per month

    • 4 Beds
    • 2.5 Baths
    • 3,316 Sq Ft
    • House for Rent

    2514 Tuscarora Trail, Maitland, FL 32751

    JUST REDUCED! Welcome to your dream home in the highly sought-after Dommerich Estates. This stunning 4-bedroom lakefront property offers a perfect blend of luxury and comfort. Enjoy the beautifully resurfaced pool, ideal for relaxation and entertaining against the backdrop of serene lake views. Inside, you will find a spacious designer kitchen complete with modern finishes and top-of-the-line

    Melissa Dietz Levering TRUSTHOME PROPERTIES INC

    2514 Tuscarora Trail, Maitland, FL 32751
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