177

Winter Park, FL Homes for Rent

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    $1,205 - $2,065 per month

    Central Place At Winter Park

    1 - 3 Beds

    7000 University Blvd, Winter Park, FL 32792

    Central Place at Winter Park, where contemporary living meets convenience in a vibrant locale in Winter Park, FL. Our one, two, and three-bedroom apartment community offers a prime location on University Blvd. near Full Sail University and just moments away from the charming downtown Winter Park area. Experience the essence of modern living in our thoughtfully designed residences, featuring

    7000 University Blvd, Winter Park, FL 32792
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    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Condo for Rent

    654 Trinidad Ct Unit 654, Winter Park, FL 32792

    LOCATION, LOCATION, Beautiful and well-maintained 2-bedroom, 2-bath condo for rent in the desirable Winter Park Villas community. This spacious unit offers approximately 1,120 sq ft of comfortable living space, featuring an open living/dining layout, updated flooring, ample natural light, and generous storage including walk-in closets. The kitchen comes equipped with essential appliances, and the

    Jean Fernandez LA ROSA REALTY KISSIMMEE

    654 Trinidad Ct Unit 654, Winter Park, FL 32792
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    $1,170 - $1,975 per month

    Sorrento

    Studio - 3 Beds

    2400 Howell Branch Rd, Winter Park, FL 32792

    2400 Howell Branch Rd, Winter Park, FL 32792
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    $2,195 per month

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

    3007 Ash Park Point, Winter Park, FL 32792

    Beautiful 2BR/2BA home in highly sought-after Winter Park, available immediately. This well-maintained home offers an open and inviting floor plan with abundant natural light, spacious living and dining areas, and a functional kitchen with ample storage. Both bedrooms are generously sized, each with its own full bathroom, providing comfort and privacy for residents. Property features include a

    Todd Norwood BESPOKE REAL ESTATE

    3007 Ash Park Point, Winter Park, FL 32792
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    $1,250 - $1,350 per month

    Eastbrook Apartments

    1 - 2 Beds

    2610-2617 Eastbrook Blvd, Winter Park, FL 32792

    Nestled within the serene and picturesque neighborhood of Lake Howell, Eastbrook Apartments offers a peaceful lakeside living experience with all the conveniences of a big city. This charming community in the Winter Park area is ideal for those seeking a blend of tranquility and accessibility. With 29 exclusive units, Eastbrook provides an intimate living environment with spacious and

    2610-2617 Eastbrook Blvd, Winter Park, FL 32792
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    $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
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    $1,280 - $1,525 per month

    Park East - Park Knowles Apartments

    Studio - 2 Beds

    311 N Knowles Ave, Winter Park, FL 32789

    Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style.Choose from a wide array of floor plans and layouts to find the home that meets your needs. Your fully equipped kitchen opens

    311 N Knowles Ave, Winter Park, FL 32789
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    $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
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    $1,449 - $1,899 per month

    The Vista at Winter Park

    2 Beds

    4704 Lucier Ct, Winter Park, FL 32792

    Move in special:$1,000 off!*Restricted units only*App and Admin special for only $175!Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!In a prime location of Winter Park, you will find our small and great community!Keeping the calm and great atmosphere, being able to relax by the lake, and being moments from shopping, dining, andmore,

    4704 Lucier Ct, Winter Park, FL 32792
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    $1,950 per month

    • 1 Bed
    • 2 Baths
    • 1,153 Sq Ft
    • Property for Rent

    250 Carolina Ave Unit 307, Winter Park, FL 32789

    Spacious One Bedroom two full bathroom condo, open floor plan, two balconies large kitchen, laundry room, outdoor storage area. Third floor unit with elevator and under building parking. This gated community offers tennis courts, large swimming pool and community club.EXCELLENT location, one block away from Park Ave and short walk to the Winter Park sunrail station, Rollins College. Saturday

    Rod Arzouni VERANDA PARK REALTY LLC

    250 Carolina Ave Unit 307, Winter Park, FL 32789
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    $1,250 - $1,800 per month

    Park Apartments

    1 - 3 Beds

    7528 Park Promenade Dr, Winter Park, FL 32792

    WELCOME TO THE PARK APARTMENTS (NEWLY RENOVATED!) Come join us in prestigious Winter Park. You will know as soon as you stroll down the beautiful lined drive, through the gates that you are in a distinctive community. We have five unique apartment floor plans to choose from, each with designer touches. the community has lush landscaping filled with many amenities. relax by either of the two

    7528 Park Promenade Dr, Winter Park, FL 32792
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    $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
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    $1,146 - $1,836 per month

    Solis at Winter Park

    1 - 2 Beds

    7502 Sun Key Blvd, Winter Park, FL 32792

    Property Tours AvailableWe are now welcoming virtual, self-guided, and agent led tours. Please contact us today to schedule your appointment.Solis at Winter Park, FL Apartments boast premier location great for both business and leisure. The wide selection of one and two bedroom apartments ensure you will find a layout that fits your needs perfectly. Every apartment home comes decked out with huge

    7502 Sun Key Blvd, Winter Park, FL 32792
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    $1,400 per month

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

    200 St Andrews Blvd Unit 601, Winter Park, FL 32792

    WELCOME HOME to this beautifully renovated, move-in ready condo in the centrally located Four Seasons Condominium community in Winter Park, FL! Step inside to a bright, spacious living and dining room combo featuring new flooring throughout, fresh paint, totally re-done bathroom with new fixtures in both the bathroom and kitchen. The home includes blinds and ceiling fans, plus a generous walk-in

    Lukasz Sokolowski, PA HOST MANAGEMENT GROUP LLC

    200 St Andrews Blvd Unit 601, Winter Park, FL 32792
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    $1,360 - $1,863 per month

    Atlas at Winter Park

    1 - 3 Beds

    3733 N Goldenrod Rd, Winter Park, FL 32792

    Welcome home to Atlas at Winter Park!

    3733 N Goldenrod Rd, Winter Park, FL 32792
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    $1,295 per month

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft
    • Townhouse for Rent

    2183 Crandon Ave Unit 1/2, Winter Park, FL 32789

    This 2 bedroom, 1 bathroom, 2nd floor unit is located in the heart of Winter Park. Enjoy all of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a spacious living area, a lovely kitchen, a screened patio area, and a shared laundry room

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    2183 Crandon Ave Unit 1/2, Winter Park, FL 32789
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    $1,575 - $1,895 per month

    The Lofts of Winter Park Village

    1 Bed

    520 N Orlando Ave, Winter Park, FL 32789

    Discover urban living at its best in Winter Park's The Lofts! Offering a unique 2-level loft, the allure of high ceilings, oversized windows, and industrial touches reminiscent of New York City's ambiance. Step into the heart of the action, surrounded by Regal Movie Theatre, Crisp & Greens, Jeni's Ice Cream, Cheesecake Factory, Bar Italia, Publix, Free People, and much more. This unique urban

    520 N Orlando Ave, Winter Park, FL 32789
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    $3,950 per month

    • 3 Beds
    • 2.5 Baths
    • 1,866 Sq Ft
    • Townhouse for Rent

    1275 Michigan Ave, Winter Park, FL 32789

    Welcome to this stunning townhome in the heart of Winter Park, built by award-winning Osprey Custom Home Builders. This residence combines timeless design, coastal aesthetic, certified greb construction, energy efficiency, and modern smart-home conveniences. Featuring 3 bedrooms, 2.5 baths, and an open-concept layout, the home is filled with designer finishes and thoughtful details throughout.

    Brandon Geers COMPASS FLORIDA LLC

    1275 Michigan Ave, Winter Park, FL 32789
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    $1,449 - $1,705 per month

    POSTE Winter Park

    1 - 2 Beds

    800 Semoran Park Dr, Winter Park, FL 32792

    Welcome to Poste Winter Park, where the beauty of classic period architecture meets the modern comforts of today. Nestled in the heart of trendy Winter Park, Florida, our community is your gateway to a vibrant, convenient, and tranquil lifestyle. Poste Winter Park offers a boutique feel with newly remodeled facilities, spacious floor plans, and signature customer service. Located just across from

    800 Semoran Park Dr, Winter Park, FL 32792
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    $7,000 per month

    • 4 Beds
    • 3 Baths
    • 2,310 Sq Ft
    • House for Rent

    1400 S Pennsylvania Ave, Winter Park, FL 32789

    A chic and trendy residence and winter park in an incredible location. A fully remodeled, one level four bedroom home with a fence corner lot. This home has an amazing curb appeal with its wide half circle, paved driveway, with plenty of parking flanked with lush mature landscaping. The open floor plan offers today's contemporary living and entertaining, with designer porcelain tile, trendy light

    Jack Keller JACK KELLER INC

    1400 S Pennsylvania Ave, Winter Park, FL 32789
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    $1,750 - $2,750 per month

    Hannibal Square

    2 Beds

    433 W New England Ave, Winter Park, FL 32789

    We have 9 beautiful, and unique buildings located in Hannibal Square: 400, 430, 433, 444, 470 and 558 W. New England Ave., 362 S. Pennsylvania Ave. and 402 W. Welbourne Ave. Onsite parking is available in our 7 story parking garage located at 362 S. Pennsylvania Ave. There are a limited number of storage and garage spaces available as well!Our apartment options include: studio, 1/1, 2/1, 2/2,

    433 W New England Ave, Winter Park, FL 32789
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    $2,150 per month

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 226, Winter Park, FL 32789

    Updated 2 bedrooms 1 bath conveniently located next to Winter Park Village and Trader Joes shopping center. Unit is can be furnished and is also for sale.

    Mike Wang LOKATION

    151 N Orlando Ave Unit 226, Winter Park, FL 32789
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    $1,300 - $1,855 per month

    La Aloma

    1 - 3 Beds

    3040 Aloma Ave, Winter Park, FL 32792

    La Aloma Apartments offers the ideal blend of comfort, convenience, and tranquility in the heart of Central Florida. Perfectly situated just minutes from downtown Winter Park, this centrally located community provides easy access to everything Orlando has to offer—including top attractions, dining, shopping, and entertainment. Whether you're a student or professional, you'll appreciate being just

    3040 Aloma Ave, Winter Park, FL 32792
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    $2,200 per month

    • 3 Beds
    • 2 Baths
    • 1,113 Sq Ft
    • House for Rent

    1931 Carrigan Ave, Winter Park, FL 32792

    An excellent place to call home. This newly renovated 3 bedroom 2 bath house offers a lot of entertainment options; it is sitting on an oversize lot which features ample backyard space which is completely fenced. This home has brand new AC, Plumbing and Electric and offers washer/dryer hookups. Close to A+ schools and is approximately 7 minutes from Park Ave shopping and dining. This will not

    Amanda Beckman RED DOOR INVESTMENT GRP LLC

    1931 Carrigan Ave, Winter Park, FL 32792
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    $991 - $1,737 per month

    Carlton Arms of Winter Park

    Studio - 3 Beds

    300 Jamestown Dr, Winter Park, FL 32792

    *Call or email for today’s availabilityCarlton Arms of Winter Park, a well-established community with lavishly maintained landscaping, rapid response maintenance, and attentive service staff, offers an unusual atmosphere of peaceful, private home dwelling while simultaneously assuring comforts and conveniences of apartment living.

    300 Jamestown Dr, Winter Park, FL 32792
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    $1,250 per month

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

    2948 Antique Oaks Cir Unit 94, Winter Park, FL 32792

    Welcome to this bright and cozy 1-bedroom, 1-bathroom corner unit located in the highly desirable Winter Park area of Orlando. This well-maintained condo features ceramic tile flooring throughout, a spacious walk-in closet in the master bedroom, a laundry closet with washer and dryer included, and modern light fixtures. Enjoy the outdoors on your very nice private balcony, and take advantage of

    SANTIAGO SILVA THE PAMPAS REAL ESTATE GROUP, LLC.

    2948 Antique Oaks Cir Unit 94, Winter Park, FL 32792
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    $1,802 - $2,691 per month

    Rosalia Winter Park 55+ Active Adult Community

    1 - 2 Beds

    3045 Aloma Ave, Winter Park, FL 32792

    Browse our 1 and 2-bedroom luxury 55+ apartments at Rosalia Winter Park, complete with modern appliances and stunning finishes. Stay connected and engaged with countless luxury amenities and activities designed for your lifestyle by our dedicated onsite management team and exciting amenities, including a clubhouse, fitness center, and robust social calendar-all with an attentive team at your

    3045 Aloma Ave, Winter Park, FL 32792
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    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • House for Rent

    332 Harris Ave, Winter Park, FL 32789

    This quaint three-bedroom, two-bathroom residence is ideally situated on a corner lot on a tranquil street. The property has been nicely maintained, both internally and externally. The interior boasts a bright and airy atmosphere, featuring a generously sized great room and a spacious eat-in kitchen with ample cabinetry and storage. Outdoors, residents will discover an oasis of beautifully

    Flory Clark UNITED REAL ESTATE PREFERRED

    332 Harris Ave, Winter Park, FL 32789
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    $1,360 - $2,151 per month

    Westmount at Winter Park

    Studio - 3 Beds

    1701 Lee Rd, Winter Park, FL 32789

    Theres no place like Westmount at Winter Park Apartments in Winter Park, FL. These stylish studio, one, two, and three bedroom apartment homes are thoughtfully designed with features like vinyl plank flooring, large closets, and in-home washers and dryers. With the option of sleek stainless steel or black appliances, your kitchen is as functional as it is modern. Step outside and enjoy the serene

    1701 Lee Rd, Winter Park, FL 32789
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    $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
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    $1,295 - $2,690 per month

    Signal Pointe

    1 - 3 Beds

    2500 Howell Branch Rd, Winter Park, FL 32792

    Come home to the lifestyle you've been dreaming of in a pet-friendly apartment home at Signal Pointe Apartment Homes near Rollins College.Offering the ideal blend of modern apartment features and elevated community amenities, these garden-style Winter Park, Florida, apartments offer the convenience you've been looking for - all within the tranquility of the suburbs. Make your move to

    2500 Howell Branch Rd, Winter Park, FL 32792
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    $2,195 per month

    • 3 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    148 Oak Grove Rd, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Amazing upgraded centrally located in Winter Park home. One story 3 bedrooms and 2 bathrooms. Location is amazing near jobs and main roads of Winter Park, short drive to I4. High ceilings in living and master bedroom and bath. New laminate flooring, being installed, in all bedrooms and common areas. Enjoy with family and friends the spacious and

    Salvatore Cavalieri THE CAVALIERI PROPERTY MANAGEMENT LLC

    148 Oak Grove Rd, Winter Park, FL 32789
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    $1,244 - $2,202 per month

    Venue At Winter Park

    1 - 3 Beds

    5 Autumn Breeze Way, Winter Park, FL 32792

    Come home to Venue—a community nestled in the heart of Winter Park. Venue is designed to make your living experience better than it has ever been before.When it comes to finding the perfect floor plan for your lifestyle, we have you covered. Choose from our newly renovated 1, 2, and 3-bedroom residences offering refined interior finishes and premier features that are sure to fit all of your

    5 Autumn Breeze Way, Winter Park, FL 32792
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    $1,975 per month

    • 2 Beds
    • 2.5 Baths
    • 1,236 Sq Ft
    • Townhouse for Rent

    5169 Lazy Oaks Dr, Winter Park, FL 32792

    Welcome to Lazy Oaks condominium. This townhome features two levels with an open floor plan that consist of 2 bedrooms, 2.5 bathrooms, and a Florida Room. Also, it can be delivered furnished as well! Over 1200 sqft of living space awaits you with a upgraded laminate flooring, baseboards, lighting, and ceiling fans. A prime location that is nestled near Full Sail, UCF, Lynx bus stop, major

    Damon Mayers MAYERS REAL ESTATE LLC

    5169 Lazy Oaks Dr, Winter Park, FL 32792
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    $1,236 - $2,799 per month

    Village Park Senior

    1 - 3 Beds

    550 W Denning Dr, Winter Park, FL 32789

    WINTER PARK VILLAGE, an established lifestyle center located just north of Orlando in the affluent community of Winter Park on 17-92 between Lee Road and Fairbanks Avenue. This is the area’s most exciting destination for upscale shopping, dining, entertainment and just an overall great place to spend time away from the mall madness.

    550 W Denning Dr, Winter Park, FL 32789
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    $3,800 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
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    $976 - $1,373 per month

    Golden Oaks

    2 - 3 Beds

    7701 Acorn Woods Cir, Winter Park, FL 32792

    Golden Oaks Apartments is your destination for quality, affordable living, offering spacious two and three-bedroom apartment options designed to meet your needs. Located in a serene, peaceful area, our community combines the tranquility of a residential neighborhood with the convenience of nearby shopping, dining, and entertainment. With income restrictions in place to ensure affordability,

    7701 Acorn Woods Cir, Winter Park, FL 32792
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    $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
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    $1,325 - $2,620 per month

    Stonecastle Apartment Homes

    1 - 3 Beds

    2015 New Stonecastle Terrace, Winter Park, FL 32792

    Stonecastle Apartments is the community you've been looking for in Winter Park, FL. With spacious one-, two-, and three-bedroom homes complete with in-home washers and dryers, stainless steel appliances, and smart thermostats, you're guaranteed to find a place to live with a lifestyle to love. What's more, as a member of the community you'll also have access to our fitness center, resident

    2015 New Stonecastle Terrace, Winter Park, FL 32792
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    $1,399 per month

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft
    • Townhouse for Rent

    1502 Michigan Ave Unit B, Winter Park, FL 32789

    Tucked along tree-lined Michigan Avenue, Unit B offers a bright, easygoing retreat in a quiet Winter Park setting near parks, shops, and local favorites. Inside, you’ll find a comfortable layout with flexible living space, a practical kitchen, and thoughtful touches that make day-to-day life simple. Natural light, neutral finishes, and a relaxed flow create an inviting backdrop for your style.

    Steve Simpson 407 PROPERTIES

    1502 Michigan Ave Unit B, Winter Park, FL 32789

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