Homes for Rent in ZIP Code 32789

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  Starting at $1,584 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

  (689) 220-6346

  

  1874 Harmon Ave, Winter Park, FL 32789
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  Starting at $1,479 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

  (689) 219-8568

  

  1400 Morgan Stanley Ave, Winter Park, FL 32789
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  Starting at $1,585 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

  (689) 219-8058

  

  741 Clay St, Winter Park, FL 32789
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  Starting at $1,874 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

  (689) 219-5062

  

  1305 Morgan Stanley Ave, Winter Park, FL 32789
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  Starting at $1,150

  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

  (321) 248-5471

  

  1701 Lee Rd, Winter Park, FL 32789
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  /28

  Starting at $1,599 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

  (689) 219-5245

  

  712 Nicolet Ave, Winter Park, FL 32789
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  /18

  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

  (689) 207-6470

  

  311 N Knowles Ave, Winter Park, FL 32789
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  Starting at $1,911 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

  (689) 219-4397

  

  940 W Canton Ave, Winter Park, FL 32789
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  /20

  $2,195 Per Month

  • 3 Beds
  • 1 Bath
  • 1,290 Sq Ft
  • House for Rent

  447 N Phelps Ave, Winter Park, FL 32789

  Discover this charming 3-bedroom, 1-bathroom home nestled in the heart of Winter Park, offering 1,290 square feet of comfortable living space. This delightful property features a recently remodeled kitchen and fresh flooring throughout, creating a move-in ready atmosphere that's perfect for your next chapter.The real magic happens outdoors, where you'll find a private fenced backyard

  447 N Phelps Ave, Winter Park, FL 32789
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  /14

  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,441 Sq Ft
  • Charming 3 Bedroom, 2 Bath Home in Prime Winter Park Location

  1540 Oneco Ave, Winter Park, FL 32789

  Nestled on a picturesque, tree-lined brick street, this charming 3-bedroom, 2-bath home offers an unbeatable location just minutes from Park Avenue, Rollins College, shopping, dining, and entertainment. Inside, you'll find a spacious floor plan featuring a formal living room, dining room, and family room, providing plenty of space for both relaxing and entertaining. The kitchen is equipped with

  1540 Oneco Ave, Winter Park, FL 32789
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  /14

  $1,595 Per Month

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

  1695 Lee Rd Unit Apartment A103, Winter Park, FL 32789

  2 Bedrooms, 1 Bathroom located on the first floor. Galley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.This property offers an option of a security deposit-free lease

  1695 Lee Rd Unit Apartment A103, Winter Park, FL 32789
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  $2,400 Per Month

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  1603 Alabama Dr, Winter Park, FL 32789

  FOR THE QUICKEST RESPONSE AND ASSISTANCE WITH ANY INQUIRIES, PLEASE CONTACT OUR OFFICE DIRECTLY BY PHONE. Application required prior to scheduling a showing. Available September 7th .Pet-friendly property. The Alabama, an iconic, historic Winter Park landmark on the shores of Lake Maitland. This meticulously fully renovated property perfectly blends timeless Mediterranean architecture with

  Maria Ottinger Maria Ottinger R.E Broker

  1603 Alabama Dr, Winter Park, FL 32789
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  $3,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft
  • Townhouse for Rent

  1105 Minnesota Ave Unit 5, Winter Park, FL 32789

  Beautiful and very spacious 3BR/2.5BA with 2 car garage, large upstairs balcony, fenced patio, New wood flooring throughout the unit, all appliances including side by side refrigerator and full size washer and dryer. This property is centrally located in winter park FL,walking distance to shopping, restaurants, bars, coffee shops, Publix Supermarket, short driving distance to downtown Orlando and

  

  Moshe Sheffi

  HPL REALTY INVESTMENTS

  (321) 341-6463

  1105 Minnesota Ave Unit 5, Winter Park, FL 32789
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  /12

  $2,950

  Total Monthly Price

  • 3 Beds
  • 3.5 Baths
  • 1,400 Sq Ft
  • Townhouse for Rent

  223 Sandlewood Trail, Winter Park, FL 32789

  The townhouse has been renovated, including updates to the kitchen with modern countertops, cabinetry, and stainless steel appliances. The bathrooms are renovated with updated vanities, fixtures, and finishes. Includes community pool access and directly behind the property is a recreational area offering various amenities.

  223 Sandlewood Trail, Winter Park, FL 32789
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  $1,399 Per Month

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

  2500 Lee Rd, Winter Park, FL 32789

  Serene scenes surround the Lakeside Manor, absolutely beautiful through all the seasons. Waterfront Complex on Lake Killarney. Found on the ground floor, the unit opens up to the living room and dining room. Tile is laid all throughout the property, easy to clean and maintain! The bedroom and bathroom are toward the back of the unit. The bedroom features two closets! The community amenities

  2500 Lee Rd, Winter Park, FL 32789
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  $2,895 Per Month

  • 2 Beds
  • 2 Baths
  • 1,529 Sq Ft
  • Condo for Rent

  350 Carolina Ave Unit 407, Winter Park, FL 32789

  Experience maintenance-free living in this spacious 2-bedroom, 2-bath condominium offering 1,529 square feet in the gated Park West community in the heart of Winter Park. Located on the top floor, this spacious residence features vaulted ceilings, hardwood flooring, quartz countertops, stainless steel appliances, walk-in closets, a soaking tub, a stacking washer and dryer, and charming Juliet

  Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

  350 Carolina Ave Unit 407, Winter Park, FL 32789
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  $2,750 Per Month

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

  151 N Orlando Ave Unit 238, Winter Park, FL 32789

  Experience lakefront living at its finest in this exceptional Winter Park condo overlooking beautiful Lake Killarney. Enjoy breathtaking sunset views from your private waterfront retreat, complete with access to a community dock, private boat ramp, and a fenced lakeside pool perfect for relaxing and entertaining. Ideally located just minutes from the heart of Winter Park, this home offers

  Alex Scures COLONIALTOWN REALTY

  151 N Orlando Ave Unit 238, Winter Park, FL 32789
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  /20

  $3,600 Per Month

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft
  • House for Rent

  1741 Goodrich Ave, Winter Park, FL 32789

  Virtually Staged. Charming 3-bedroom, 2-bath home in highly desirable historic Winter Park, situated on a large fenced lot with mature oak canopy, lush landscaping, and inviting outdoor living spaces. This well-maintained home offers a spacious living room, separate dining area, screened rear patio, large wooden deck with lighting, and a private fenced backyard perfect for relaxing or

  Gunnar Barcomb JOHN HARDING REALTY

  1741 Goodrich Ave, Winter Park, FL 32789
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  $2,995 Per Month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  1137 S Pennsylvania Ave, Winter Park, FL 32789

  Location!!Walking distance to Rollins campus and to downtown Winter Park. Beautiful 3-bedroom 2-bathroom home. Recently renovated kitchen and freshly painted. Nearby schools include Audubon Park elementary, Glenridge Middle School, and Winter Park education center school. This house is in the perfect location, close to great restaurants and within walking distance to Winter Park farmer's

  Raquel Elliott COLDWELL BANKER REALTY

  1137 S Pennsylvania Ave, Winter Park, FL 32789
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  /14

  $1,995 Per Month

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft
  • House for Rent

  830 Carver St, Winter Park, FL 32789

  Fabulous Winter Park home with upgraded kitchen. Super adorable 3 bedroom 1 bath home in Winter Park with all tile flooring, screened patio, bonus room and close to Winter Park Village, Park Ave., Rollins College. Fenced yard and plenty of parking. Home available for move-in now. Please call to schedule an appointment to view this wonderful home. All applicants whether you have a pet or not will

  830 Carver St, Winter Park, FL 32789
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  $9,500 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,841 Sq Ft
  • House for Rent

  1760 Alabama Dr, Winter Park, FL 32789

  Behind a gated courtyard entrance in the Vias of Winter Park, just around the corner from Kraft Azalea Garden on the shores of Lake Maitland, this move-in ready residence offers privacy, thoughtful design and exceptional indoor-outdoor living. Surrounded by mature landscaping and accessed from both front and rear driveways, the property provides a rare sense of seclusion while remaining minutes

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  1760 Alabama Dr, Winter Park, FL 32789
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  /12

  $1,990 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • House for Rent

  825 Driver Ave, Winter Park, FL 32789

  APPLICATIONS PENDING: Dubsdread neighborhood...This clean & charming bungalow is located on a quiet street with updated & substantial homes in the Dubsdread neighborhood of Winter Park, less than 1/2 mile to I-4 ramp at Fairbanks. The home features an updated eat-in kitchen (with black stainless appliances) & updated bathrooms. New washer/dryer, a garage, extra parking pad & a covered patio.

  825 Driver Ave, Winter Park, FL 32789
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  /13

  $2,250 Per Month

  • 2 Beds
  • 1 Bath
  • 1,125 Sq Ft
  • House for Rent

  503 Kilshore Ln, Winter Park, FL 32789

  LOCATION! LOCATION! LOCATION! Home well positioned on large 0.28 acre lot in 32789. Gorgeous two bedroom home right in the heart of Winter Park , that just had a new roof put on.. At just a ten minute drive from Orlando, this home is in a very convenient location for anyone who wants to be in and out of the city whenever they'd like. Beautiful interior, with original wood flooring throughout.

  Vincent Paige, PA COLDWELL BANKER REALTY

  503 Kilshore Ln, Winter Park, FL 32789
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  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 786 Sq Ft
  • House for Rent

  747 Maryland Ave, Winter Park, FL 32789

  Welcome to this charming 3-bedroom, 2-bathroom house located in the heart of Winter Park. This lovely home features a spacious back yard and patio perfect for enjoying the outdoors. The kitchen and bathrooms have been remodeled. It is a convenient 4 minute walk to Rollins College, and a 10 minute walk to local shops and restaurants on Park Avenue.

  Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

  747 Maryland Ave, Winter Park, FL 32789
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  /23

  $3,200 Per Month

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

  640 N Park Ave Unit 5, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Welcome to Park Aire, a small iconic condo community located on Park Avenue by the WP9 golf course. 1st floor unit with oversized window views of the golf course and Casa Feliz. This one bedroom unit has an updated kitchen and bath. Amenities include a covered parking space, swimming pool, social room, a guest room for rent, open air patios on the

  Andy Holland PREMIER SOTHEBY'S INTL. REALTY

  640 N Park Ave Unit 5, Winter Park, FL 32789
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  $4,250 Per Month

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • Townhouse for Rent

  1119 S Pennsylvania Ave, Winter Park, FL 32789

  Welcome home to this beautifully updated Cherokee Park townhome, where modern elegance meets comfort in the heart of highly desirable Winter Park. Perfectly situated near some of the area’s best dining, shopping, and entertainment, this home offers both luxury and convenience in one exceptional location. Step inside to a bright and airy open-concept living space featuring wood-style flooring,

  Raquel Elliott COLDWELL BANKER REALTY

  1119 S Pennsylvania Ave, Winter Park, FL 32789
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  $3,060 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft
  • Townhouse for Rent

  1415 Harmon Ave, Winter Park, FL 32789

  In the heart of Winter Park on a quiet cobbled street, this Mediterranean style 3-bedroom, 3-bathroom house is available to rent today. With beautiful Travertine floors throughout the downstairs of the home, granite countertop kitchen, marble countertop bathrooms, and limestone ornate pillars throughout the home, this home boasts character. Upstairs the home enjoys three bedrooms, two bathrooms,

  Moire McKibbin LA ROSA REALTY ORLANDO LLC

  1415 Harmon Ave, Winter Park, FL 32789
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  $2,000 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,133 Sq Ft
  • Condo for Rent

  184 Sandlewood Trail Unit 2, Winter Park, FL 32789

  Welcome to Sandlewood Trail Condo. No Pets

  Tom Noelke NOELKE REALTY

  184 Sandlewood Trail Unit 2, Winter Park, FL 32789
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  $2,250 Per Month

  • 2 Beds
  • 1 Bath
  • 1,131 Sq Ft
  • House for Rent

  1671 Dale Ave, Winter Park, FL 32789

  SMALL PETS ACCEPTEDNestled in a quiet, established neighborhood, this beautifully maintained 2-bedroom, 1-bath home offers 1,131 square feet of comfortable living space with timeless charm and modern conveniences. The refinished original hardwood floors add warmth and character throughout, while abundant natural light enhances every room.A spacious bonus room provides the perfect

  1671 Dale Ave, Winter Park, FL 32789
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  $2,795 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,598 Sq Ft
  • Townhouse for Rent

  1761 Indiana Ave, Winter Park, FL 32789

  Deposit $2795. Monthly Rent $2795. Available June 10th!Discover Luxury Living in the Heart of Winter Park - Stunning 3 Bedroom, 2.5 Bathroom Townhome at 1761 Indiana Avenue!Welcome to your dream home nestled in the prestigious Winter Park community! Step into elegance and comfort with this magnificent 3-bedroom, 2.5-bathroom townhome. Offering a perfect blend of sophistication,

  1761 Indiana Ave, Winter Park, FL 32789
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  $1,495 Per Month

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

  2500 Lee Rd Unit 103, Winter Park, FL 32789

  Welcome to Lakeside Manor on beautiful Lake Killarney! This spacious 2-bedroom, 1-bath condo offers comfortable living in one of the most convenient locations in the Orlando/Winter Park area. The unit features a bright and open living space and generously sized bedrooms.Residents of Lakeside Manor enjoy access to community amenities including private Lake Killarney access, a community

  2500 Lee Rd Unit 103, Winter Park, FL 32789
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  $1,450 Per Month

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

  151 N Orlando Ave, Winter Park, FL 32789

  Discover comfortable living in this charming 1-bedroom, 1-bathroom residential condo at 151 N Orlando Ave, Winter Park, FL. Spanning 600 sq ft, this unit features modern hardwood flooring, large closets, and a private patio perfect for relaxing or entertaining. The kitchen is equipped with a range and refrigerator, complemented by air conditioning for year-round comfort. Water and trash services

  151 N Orlando Ave, Winter Park, FL 32789
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  $2,390 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,277 Sq Ft
  • House for Rent

  2866 Euston Rd, 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 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  (407) 965-3089

  2866 Euston Rd, Winter Park, FL 32789
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  $3,000

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,384 Sq Ft
  • House for Rent

  7 Carver Ct, Winter Park, FL 32789

  Recently renovated and tucked away at the end of a secluded cul-de-sac, this charming home offers the perfect blend of privacy, convenience, and modern comfort in a centrally located Winter Park neighborhood. Leave the car at home and enjoy being just steps from some of the area’s best shopping, dining, and entertainment. Winter Park Village is less than half a mile away — an easy 10-minute walk

  7 Carver Ct, Winter Park, FL 32789
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  $5,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,940 Sq Ft
  • Townhouse for Rent

  784 S Pennsylvania Ave, Winter Park, FL 32789

  Discover modern living in this beautifully designed townhome located in the heart of Winter Park. This residence has a spacious layout with contemporary finishes, high ceilings, modern light fixtures and shades, and abundant natural light. Enjoy the convenience of a well-appointed kitchen, an inviting living area, and a private patio for relaxing, and private access to the community pool! The

  Steven Koleno BEYCOME OF FLORIDA LLC

  784 S Pennsylvania Ave, Winter Park, FL 32789
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  Starting at $1,675 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

  (321) 340-6757

  520 N Orlando Ave, Winter Park, FL 32789
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  Starting at $1,600 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

  (689) 207-6504

  

  433 W New England Ave, Winter Park, FL 32789
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  $9,700 Per Month

  • 4 Beds
  • 5.5 Baths
  • 4,392 Sq Ft
  • House for Rent

  1760 Legion Dr, Winter Park, FL 32789

  Winter Park 1964 Charmer! This wonderful ranch is located just minutes to Downtown Orlando as well as Park Ave. With over 4300 sq ft of living space, this, 4 bed/5.5 bath home is in the prime location. Upon entering you'll notice just how light and bright this home shows, to your right you will find a home office space. Rich dark wood, custom cabinetry and dramatic lighting provide the perfect

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  1760 Legion Dr, Winter Park, FL 32789
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  /13

  Starting at $3,200 Per Month

  • 2 Beds

  1886 Demetree Dr, Winter Park, FL 32789

  Beautifully Remodeled Ground-Floor Townhome — Available Now in Winter ParkWelcome home to this stylish, move-in-ready townhome located in the heart of Winter Park. Enjoy the perfect balance of convenience and comfort—just a short walk to Winter Park Dog Park and Baldwin Park, and minutes from Rollins College, Park Avenue, downtown Orlando, and major hospitals.This thoughtfully

  Waterbridge Subdivision

  (844) 871-1098

  1886 Demetree Dr, Winter Park, FL 32789
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  $1,950 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  520 Holt Ave, Winter Park, FL 32789

  Property Id: 578482One-bedroom / one-bathroom cottage style apartment located within a five-minute walk to Rollins College, Park Avenue, and Hannibal Square. Newly-renovated interior includes condominium grade appliances, upgraded bathroom, and in-unit washer dryer. Unit includes off-street parking and private entry porch. Available for lease beginning of June 2026. Rent includes

  (321) 304-2205

  520 Holt Ave, Winter Park, FL 32789

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