Homes for Rent in ZIP Code 32789

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  Starting at $1,355

  Total Monthly Price

  • Studio - 3 Beds

  1701 Lee Rd, Winter Park, FL 32789

  There's 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

  Westmount at Winter Park

  

  1701 Lee Rd, Winter Park, FL 32789
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  Starting at $1,804 Per Month

  • Studio - 3 Beds

  1305 Morgan Stanley Ave, Winter Park, FL 32789

  Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,

  Juno Winter Park

  

  1305 Morgan Stanley Ave, Winter Park, FL 32789
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  Starting at $1,695 Per Month

  • Studio - 2 Beds

  741 Clay St, Winter Park, FL 32789

  Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.

  Seven41 Winter Park

  

  741 Clay St, Winter Park, FL 32789
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  Starting at $1,613 Per Month

  • Studio - 3 Beds

  1874 Harmon Ave, Winter Park, FL 32789

  Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment

  Berkshire Winter Park

  

  1874 Harmon Ave, Winter Park, FL 32789
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  Starting at $1,692 Per Month

  • 1 - 3 Beds

  1400 Morgan Stanley Ave, Winter Park, FL 32789

  Celebrate the power of possibilities. Signature details enhance grand features in expansive homes, all a promise to your heightened prosperity at Bainbridge Winter Park. In the heart of Winter Park, Florida’s lush parks and gardens, museums, festivals, and events - you’re central to the finer things in life.

  Bainbridge Winter Park

  

  1400 Morgan Stanley Ave, Winter Park, FL 32789
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  Starting at $2,193 Per Month

  • 1 - 3 Beds

  940 W Canton Ave, Winter Park, FL 32789

  Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

  Paseo at Winter Park Village

  

  940 W Canton Ave, Winter Park, FL 32789
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  Starting at $1,597 Per Month

  • 1 Bed

  712 Nicolet Ave, Winter Park, FL 32789

  Welcome to Elon Winter Park Apartments in Winter Park, Florida, where chic meets serenity in the heart of Winter Park's vibrant tapestry. Nestled within this charming community, our boutique one-bedroom apartments redefine urban living with spacious interiors, a contemporary aesthetic, and designer accents that elevate every moment. Immerse yourself in the allure of Winter Park's entertainment

  Elon Winter Park

  

  712 Nicolet Ave, Winter Park, FL 32789
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  Starting at $1,330 Per Month

  • 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

  Park East - Park Knowles Apartments

  

  311 N Knowles Ave, Winter Park, FL 32789
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  $1,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit E116, Winter Park, FL 32789

  Beautiful 3-bedroom, 2-bath corner unit in Winter Park featuring brand-new flooring and fresh interior paint throughout. The bright interior offers abundant natural light, spacious living and dining areas, and generously sized bedrooms. A separate laundry room with washer and dryer provides added convenience and storage space. The unit is within walking distance of the community pool and

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit E116, Winter Park, FL 32789
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  $2,750 Per Month

  • 3 Beds
  • 2 Baths
  • 1,030 Sq Ft
  • House for Rent

  1303 Canterbury Rd, Winter Park, FL 32789

  Welcome to this charming 3-bedroom, 2-bathroom home in the highly sought-after Orwin Manor neighborhood of Winter Park. This move-in ready home features an open floor plan, updated kitchen, luxury vinyl flooring, and abundant natural light throughout. Enjoy a spacious corner lot with a private patio and generous backyard, perfect for relaxing or entertaining. Conveniently located just minutes

  Paula Wells PRIMAC GROUP, INC

  1303 Canterbury Rd, Winter Park, FL 32789
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  $2,300 Per Month

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

  151 N Orlando Ave Unit 207, Winter Park, FL 32789

  Welcome to your future home in the heart of Winter Park, located in the desirable Maitland district! This charming property offers a comfortable and convenient lifestyle, with easy access to an array of amenities and attractions.Experience the ease of living with central heating and cooling, complemented by air conditioning and ceiling fans for your comfort throughout the year. This

  151 N Orlando Ave Unit 207, Winter Park, FL 32789
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  $8,295 Per Month

  • 4 Beds
  • 5.5 Baths
  • 3,350 Sq Ft
  • House for Rent

  2234 Howard Dr, Winter Park, FL 32789

  Welcome to an extraordinary two-story, 4-bedroom, 5.5-bath executive estate nestled in one of Winter Park’s most sought-after neighborhoods. Designed with timeless elegance and modern convenience, this expansive home effortlessly blends luxury, comfort, and versatility.Inside, vaulted ceilings create a grand sense of space, while multiple living areas offer flexibility for both formal

  2234 Howard Dr, Winter Park, FL 32789
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  • 3 Beds

  770 Annesley Place, Winter Park, FL 32789

  The Oxford at Winter Park

  

  770 Annesley Place, Winter Park, FL 32789
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  $3,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Winter Park Charmer

  1816 Mizell Ave, Winter Park, FL 32789

  Experience the best of Winter Park living in this charming 3-bedroom, 2-bathroom rental home! Located just minutes from Baldwin Park, Park Avenue, top-rated restaurants, and tons of shopping, this home offers both convenience and style. Enjoy Saturday mornings at the local farmers market and peaceful evening strolls through the beautiful Windsong neighborhood. Plus, UCF and Full Sail University

  1816 Mizell Ave, Winter Park, FL 32789
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  $6,300 Per Month

  • 3 Beds
  • 3 Baths
  • 2,434 Sq Ft
  • Townhouse for Rent

  1136 S Pennsylvania Ave, Winter Park, FL 32789

  Welcome home to this beautifully appointed end-unit Georgetown townhome in the highly desirable Virginia Heights community. Ideally located just minutes from Rollins College, Park Avenue, and the best shopping, dining, and entertainment that Winter Park has to offer, this exceptional residence offers the perfect blend of elegance, comfort, and convenience. Step inside to discover a bright, open

  Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

  1136 S Pennsylvania Ave, Winter Park, FL 32789
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  Starting at $1,475 Per Month

  • Studio - 3 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,

  Hannibal Square

  

  433 W New England Ave, Winter Park, FL 32789
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  $2,750 Per Month

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft
  • House for Rent

  1627 Orange Ave, Winter Park, FL 32789

  Charming 3-bedroom, 2-bath bungalow located in the highly desirable, well-established Orwin Manor neighborhood in the City of Winter Park. Ideally situated between Downtown Orlando and Park Avenue, this home is just minutes from AdventHealth Hospital, Rollins College, and offers convenient access to I-4. The spacious retreat is located just across the hall from a beautifully renovated bathroom.

  

  Peter Dang

  ALLIANCE RENTAL HOMES

  1627 Orange Ave, Winter Park, FL 32789
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  $3,150 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,803 Sq Ft
  • Townhouse for Rent

  1409 Michigan Ave, Winter Park, FL 32789

  Available for September move-in! Welcome home to this spacious 3-bedroom, 2.5-bath townhome in the heart of Winter Park. Thoughtfully designed with an open and functional floor plan, this home offers comfortable living, stylish finishes, and abundant natural light throughout. The first floor features a spacious living area and a separate dining room/flex space, perfect for formal dining, a home

  Kyle Li UNIONE REALTY INC

  1409 Michigan Ave, Winter Park, FL 32789
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  $6,450 Per Month

  • 3 Beds
  • 3.5 Baths
  • 2,415 Sq Ft
  • House for Rent

  835 W Canton Ave, Winter Park, FL 32789

  Now available for lease in the highly desirable Gardens at Park West, this beautifully completed home offers luxury living in the heart of Winter Park. Ideally located within walking distance of Winter Park Village, Park Avenue's renowned dining and shopping, the Winter Park Farmers' Market, and more, this home combines convenience with an exceptional lifestyle. Designed with an open,

  Brian Hyser THE AGENCY FL

  835 W Canton Ave, Winter Park, FL 32789
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  $4,000 Per Month

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

  1815 Barker Dr, Winter Park, FL 32789

  Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals, airports, Winter Park's cultural gems,

  Benjamin Cole, IV SOTERA LIVING

  1815 Barker Dr, Winter Park, FL 32789
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  $3,150 Per Month

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Gorgeous Waterfront 3/2 Mid-century Modern Style Home with a Covered Patio and a Large Backyard i...

  2401 Albert Lee Pkwy, Winter Park, FL 32789

  Gorgeous Waterfront 3/2 Mid-century Modern Style Home with a Covered Patio and a Large Backyard in the Desirable Albert Lee Ridge Community - Winter Park! Available Now!Nestled in Lake Wilderness is a hidden gem, with homes only lining one side of the lake offering picturesque sunsets and views. This gorgeous home welcomes you into a bright and airy living space with a floor plan that

  2401 Albert Lee Pkwy, Winter Park, FL 32789
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  $2,350 Per Month

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • 55+ Winter Park Condo

  700 Melrose Ave, Winter Park, FL 32789

  Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and

  700 Melrose Ave, Winter Park, FL 32789
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  $4,495 Per Month

  • 4 Beds
  • 3 Baths
  • 2,134 Sq Ft
  • 4/3 WINTER PARK POOL HOME WITH WINTER PARK SCHOOLS! (Orange County Winter Park Schools)

  1625 Tioga Trail, Winter Park, FL 32789

  A RARE FIND IN WINTER PARK!! 4 BEDROOMS, 3 BATHROOMS, POOL, AND FENCED BACKYARD.Welcome home to this beautifully updated 4-bedroom, 3-bath pool home nestled on a quiet cul-de-sac in Winter Park Hills. Surrounded by million-dollar homes and zoned for excellent Winter Park schools (Dommerich Elementary, Maitland Middle and Winter Park High), this exceptional rental offers the perfect

  1625 Tioga Trail, Winter Park, FL 32789
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  $7,500 Per Month

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

  1368 Hibiscus Ave, Winter Park, FL 32789

  Discover refined living in the heart of Winter Park in this beautifully appointed 4-bedroom, 2.5-bathroom single-family pool home. Immediately to the right of the entryway, a beautiful private office provides a convenient and quiet space for working from home or studying. Filled with natural light, the home features an inviting open layout, and a spacious living area centered around a cozy

  Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

  1368 Hibiscus Ave, Winter Park, FL 32789
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  $1,495 Per Month

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

  1434 Minnesota Ave, Winter Park, FL 32789

  Renovated two bedroom and one bath Midcentury Modern unit with a garage and laundry room located in the heart of Winter Park's industrial district.

  Ruth Harris COLDWELL BANKER REALTY

  1434 Minnesota Ave, Winter Park, FL 32789
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  Starting at $1,995 Per Month

  • 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

  The Lofts of Winter Park Village

  520 N Orlando Ave, Winter Park, FL 32789
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  $2,450

  Total Monthly Price

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

  151 N Orlando Ave Unit 262, Winter Park, FL 32789

  Modern furnished waterfront 1bdrm/1bath condo rental, move-in ready. Fully renovated, equipped kitchen with smooth stone countertops, stainless steel-appliances (Fridge/Stove/Dishwasher), a sleek under-mount sink, and minimalist cabinetry. In unit full-size stacked washer & dryer, walk-in closet. Remote control blinds throughout, including blackout one in the bedroom.Fresh, modern interior

  151 N Orlando Ave Unit 262, Winter Park, FL 32789
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  $1,600 Per Month

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

  1695 Lee Rd Unit C103, Winter Park, FL 32789

  Charming condo for Lease! location , Location , location ! This 2-bedroom, 1-bathroom apartment offers an open layout with plenty of natural light, a spacious living area, and a well-equipped kitchen with brand new interior paint job.Enjoy the convenience of in-unit laundry and modern amenities throughout. The apartment is situated in a serene community, offering easy access to shopping, dining,

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit C103, Winter Park, FL 32789
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  $9,900 Per Month

  • 5 Beds
  • 6 Baths
  • 2,735 Sq Ft
  • House for Rent

  1442 Palm Ave, Winter Park, FL 32789

  Gorgeous 5-bedroom /6-bathroom Luxury Estate with Guest House & Pool in Winter ParkThis stunning two-story home offers the perfect blend of luxury and comfort right in the heart of Winter Park. At the center of the home is a beautiful open kitchen outfitted with high-end appliances, solid wood cabinets, and granite countertops . A true chef’s layout that flows into the living spaces. You'll

  Magdalena Cuprys KELLER WILLIAMS REALTY AT THE PARKS

  1442 Palm Ave, Winter Park, FL 32789
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  $2,350 Per Month

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • Condo for Rent

  700 Melrose Ave Unit A5, Winter Park, FL 32789

  Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and

  Nicole Howell FANNIE HILLMAN & ASSOCIATES

  700 Melrose Ave Unit A5, Winter Park, FL 32789
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  $2,195 Per Month

  • 2 Beds
  • 2 Baths
  • 988 Sq Ft
  • House for Rent

  937 Aragon Ave, Winter Park, FL 32789

  ***FIRST MONTH FREE***Beautiful home located on a quaint, tree lined, brick street in desirable Winter Park. You will walk in a large family room with a wood burning fireplace and an open kitchen with beautiful new granite countertops and backsplach. Two bedrooms with walk in closets and a split bathroom with 2 vanities and 2 toilets. All new interior paint throughout. Kitchen was updated

  937 Aragon Ave, Winter Park, FL 32789
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  $2,000

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 911 Sq Ft
  • Condo for Rent

  1250 S Denning Dr Unit 127, Winter Park, FL 32789

  Updated 2BR/2BA First-Floor Condo in Winter Park – Pool View, Water Included!1250 S. Denning Drive – Winter Park, FLEnjoy comfortable, low-maintenance living in this beautifully updated 2-bedroom, 2-bathroom condo located in one of Winter Park's most convenient neighborhoods.This 910-square-foot, first-floor unit features luxury vinyl plank flooring throughout, a modern

  1250 S Denning Dr Unit 127, Winter Park, FL 32789
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  $2,099 Per Month

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

  1261 Richmond Rd, Winter Park, FL 32789

  Available on July 29th 2026!! CHARMING AND UNIQUE two bedrooms /one bath home in the heart of Winter Park down street from Mead Botanical Gardens. This home still has a lot of its original charm and features beautiful wood floors extending through out. Tons of natural light that flood the interior from all the windows that wrap the entire exterior, open and airy floor plan that makes it feel

  1261 Richmond Rd, Winter Park, FL 32789
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  $2,500 Per Month

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

  130 N Center St Unit NCEN130#1, Winter Park, FL 32789

  Welcome home to this SPACIOUS living/kitchen combo. You will feel right at home. The GORGEOUS kitchen is perfect for entertaining family and friends. The great sized bedroom features beautiful flooring throughout. The large windows and neutral colors allow for an ample amount of light flow throughout the space. MUST SEE!!! Conveniently located to shopping, restaurants and more.Enjoy the

  130 N Center St Unit NCEN130#1, Winter Park, FL 32789
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  $2,100 Per Month

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

  1618 Indiana Ave, Winter Park, FL 32789

  1618 Indiana Ave, Winter Park, FL 32789
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  $2,100 Per Month

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

  151 N Orlando Ave Unit 203, Winter Park, FL 32789

  FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condooffers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installedbathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  151 N Orlando Ave Unit 203, Winter Park, FL 32789
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  $4,500 Per Month

  • 3 Beds
  • 3 Baths
  • 1,345 Sq Ft
  • House for Rent

  344 Starling Rd, Winter Park, FL 32789

  For Rent – Beautifully Updated Home Near Lake Killarney!Located just minutes from Downtown Winter Park, Park Avenue, I-4, and Maitland, this beautifully updated home offers convenient access to nearby shops and dining. The 3-bedroom, 3-full-bath layout features open living spaces and modern finishes throughout. LVP flooring flows through the entire home, complemented by fresh paint, abundant

  Kelly Price KELLY PRICE & COMPANY LLC

  344 Starling Rd, Winter Park, FL 32789
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  $6,400 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,379 Sq Ft
  • House for Rent

  1403 Michigan Ave, Winter Park, FL 32789

  !PRICE DROP! Graceful, distinctive, and effortlessly inviting, 1403 Michigan Avenue captures the essence of modern Winter Park elegance.A distinctive Winter Park residence offering 4 bedrooms and 3.5 bathrooms, where timeless charm meets a fully elevated modern lifestyle. Beyond its inviting design and prime location, this home has been thoughtfully enhanced with features that

  1403 Michigan Ave, Winter Park, FL 32789
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  $3,200 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,774 Sq Ft
  • House for Rent

  1830 Staunton Ave, Winter Park, FL 32789

  Virtually Staged. STYLISH, STUNNING AND RENOVATED TO THE NINES. This 3-bedroom, 2.5-bath Winter Park home has great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all interior spaces updated, this fantastic home is almost totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. In addition to

  Johnny Hurlburt COLDWELL BANKER REALTY

  1830 Staunton Ave, Winter Park, FL 32789
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  $1,745 Per Month

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit Apartment D215, Winter Park, FL 32789

  *** TENANT OCCUPIED UNTIL 7/31/26 - Showings by appointment ONLY! MOVE-IN SPECIAL! 50% off one month's rent for approved and signed leases by 7/31/2026!! ***This fabulous 3BD/2BTH second-floor condominium end unit. The kitchen features stainless steel appliances, oak cabinets and stunning wood floors greeting you as you enter the unit. Flowing from the living room to the dining room

  1695 Lee Rd Unit Apartment D215, Winter Park, FL 32789

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