$1,350 Per Month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 244, Winter Park, FL 32789
2500 Lee Rd Unit 244, Winter Park, FL 32789
180
Homes for Rent in ZIP Code 32789
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Call for Price
- 3 Beds
770 Annesley Place, Winter Park, FL 32789
770 Annesley Place, Winter Park, FL 32789The Oxford at Winter Park
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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
1627 Orange Ave, Winter Park, FL 32789 -
Starting at $1,597 Per Month
- 1 Bed
712 Nicolet Ave, Winter Park, FL 32789
712 Nicolet Ave, Winter Park, FL 32789Welcome 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
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Starting at $1,692 Per Month
- 1 - 3 Beds
1400 Morgan Stanley Ave, Winter Park, FL 32789
1400 Morgan Stanley Ave, Winter Park, FL 32789Celebrate 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
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Starting at $2,193 Per Month
- 1 - 3 Beds
940 W Canton Ave, Winter Park, FL 32789
940 W Canton Ave, Winter Park, FL 32789Ready 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
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Starting at $1,695 Per Month
- Studio - 2 Beds
741 Clay St, Winter Park, FL 32789
741 Clay St, Winter Park, FL 32789Welcome 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
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Starting at $1,804 Per Month
- Studio - 3 Beds
1305 Morgan Stanley Ave, Winter Park, FL 32789
1305 Morgan Stanley Ave, Winter Park, FL 32789Situated 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
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Starting at $1,330 Per Month
- Studio - 2 Beds
311 N Knowles Ave, Winter Park, FL 32789
311 N Knowles Ave, Winter Park, FL 32789Park 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
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Starting at $1,475 Per Month
- Studio - 3 Beds
433 W New England Ave, Winter Park, FL 32789
433 W New England Ave, Winter Park, FL 32789We 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
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Starting at $1,355
Total Monthly Price
- Studio - 3 Beds
1701 Lee Rd, Winter Park, FL 32789
1701 Lee Rd, Winter Park, FL 32789There'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
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Starting at $1,613 Per Month
- Studio - 3 Beds
1874 Harmon Ave, Winter Park, FL 32789
1874 Harmon Ave, Winter Park, FL 32789Cultivated 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
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Starting at $1,995 Per Month
- 1 Bed
520 N Orlando Ave, Winter Park, FL 32789
520 N Orlando Ave, Winter Park, FL 32789Discover 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
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$4,400
Total Monthly Price
- 3 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789The advertised rate of $4,401/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 4, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$2,340 Per Month
- 3 Beds
- 2.5 Baths
- 1,277 Sq Ft
- House for Rent
2866 Euston Rd, Winter Park, FL 32789
2866 Euston Rd, Winter Park, FL 32789Welcome 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,
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$1,100
Total Monthly Price
- 1 Bed
- 1 Bath
- 305 Sq Ft
- Condo for Rent
2333 E Winter Park Rd Unit Guest House, Winter Park, FL 32789
2333 E Winter Park Rd Unit Guest House, Winter Park, FL 32789Charming one-bedroom guest house located in a beautiful Winter Park neighborhood. Enjoy a peaceful setting just steps away from local shops, dining, and everyday conveniences. This inviting space offers both comfort and walkability in one of the area’s most desirable locations, along with the convenience of private parking.
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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
1250 S Denning Dr Unit 127, Winter Park, FL 32789Updated 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
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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
151 N Orlando Ave Unit 262, Winter Park, FL 32789Modern 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
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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
151 N Orlando Ave Unit 203, Winter Park, FL 32789FURNISHED 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
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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
130 N Center St Unit NCEN130#1, Winter Park, FL 32789Welcome 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
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$6,000 Per Month
- 2 Beds
- 2.5 Baths
- 1,500 Sq Ft
- Apartment for Rent
301 W Comstock Ave, Winter Park, FL 32789
301 W Comstock Ave, Winter Park, FL 32789Under Construction. Beautiful 2 bedroom, 2.5 bath, laundry in unit, detached two (2) car garage with private guest suite located in Hannibal Square. New Construction.
Sydney Brownlee THE SYDGAN CORP
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$2,499
Total Monthly Price
- 2 Beds
- 1 Bath
- 882 Sq Ft
- Condo for Rent
662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789
662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789The advertised rate of $2,500/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 6, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$2,300 Per Month
- 3 Beds
- 2 Baths
- 1,158 Sq Ft
- House for Rent
301 S Capen Ave, Winter Park, FL 32789
301 S Capen Ave, Winter Park, FL 32789Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue. Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage. Down the hall, you'll find three bedrooms with
Jordan Heidrich CORCORAN PREMIER REALTY
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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
2234 Howard Dr, Winter Park, FL 32789Welcome 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
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$1,650 Per Month
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
- Condo for Rent
1695 Lee Rd Unit A101, Winter Park, FL 32789
1695 Lee Rd Unit A101, Winter Park, FL 32789Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center, Basic tenant requirements: 650+ credit score, no BAD history, no BAD rental history, income 3 times monthly rent as a household. FIRST, LAST and SECURITY DEPOSIT MAY required.
Daniel Zheng CINO INTERNATIONAL INC
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$1,250 Per Month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- House for Rent
2500 Lee Rd, Winter Park, FL 32789
2500 Lee Rd, Winter Park, FL 32789Serene 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
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$2,900 Per Month
- 3 Beds
- 1 Bath
- 1,056 Sq Ft
- House for Rent
540 W Comstock Ave, Winter Park, FL 32789
540 W Comstock Ave, Winter Park, FL 32789Newly Renovated | Prime Winter Park Location | Move-In Ready Opportunity Positioned in one of Central Florida’s most desirable and high-demand areas, this newly renovated residence at 540 W Comstock Ave offers a rare opportunity for tenants seeking both location and lifestyle in the heart of Winter Park. Thoughtfully updated with modern finishes, the home features a clean, refreshed interior
Fredrick Jacobs KELLER WILLIAMS GAINESVILLE REALTY PARTNERS
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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
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
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$1,500 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit B204, Winter Park, FL 32789
1695 Lee Rd Unit B204, Winter Park, FL 327892 bedroom, 1 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. New tile floor was installed and freshly painted. Washer & Dryer in the unit. No min credit score is required. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a pool, dog park, and mature
Mauricio Toro MTRE GROUPE LLC
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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
151 N Orlando Ave Unit 207, Winter Park, FL 32789Welcome 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
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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
1442 Palm Ave, Winter Park, FL 32789Gorgeous 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
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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
1261 Richmond Rd, Winter Park, FL 32789Available 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
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$3,200 Per Month
- 2 Beds
- 1 Bath
- 1,250 Sq Ft
- House for Rent
438 Lakeview Ave, Winter Park, FL 32789
438 Lakeview Ave, Winter Park, FL 32789Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete
Alex Scures COLONIALTOWN REALTY
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$1,795 Per Month
- 3 Beds
- 1 Bath
- 1,038 Sq Ft
- House for Rent
830 Carver St, Winter Park, FL 32789
830 Carver St, Winter Park, FL 32789Fabulous 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
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$2,600 Per Month
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 238, Winter Park, FL 32789
151 N Orlando Ave Unit 238, Winter Park, FL 32789Experience 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
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$2,750 Per Month
- 2 Beds
- 1 Bath
- 2/1 condo on Lake Killarney!!!
151 N Orlando Ave, Winter Park, FL 32789
151 N Orlando Ave, Winter Park, FL 32789Overlooking Lake Killarney, enjoy the beautiful sunsets from your living room! Updated kitchen and bathroom. Located just steps to the Winter Park Village, Trader Joe’s, and 1st Watch!
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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
1368 Hibiscus Ave, Winter Park, FL 32789Discover 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
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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
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
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$2,500 Per Month
- 3 Beds
- 3 Baths
- 1,852 Sq Ft
- House for Rent
521 Ohio St, Winter Park, FL 32789
521 Ohio St, Winter Park, FL 32789WINTER PARK! 3 bedroom/2 bathroom single family home blocks from I-4. Newer luxury vinyl floors installed throughout home. Stainless steel refrigerator and range, new SS dishwasher, separate dining room, family room, living room, and 2 bonus rooms for offices or storage. 2-car carport with private drive. Big yard (1/3 acre lot) corner lot, rear patio. Inside laundry room with washer / dryer
Kathleen Gallagher McIver RE/MAX CENTRAL REALTY
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$1,595 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY
1695 Lee Rd, Winter Park, FL 32789
1695 Lee Rd, Winter Park, FL 32789MOVE-IN SPECIAL – $1,000 RENT CREDIT*Beautiful and move-in ready 2 Bedroom / 1 Bathroom condo located on the second floor in a quiet, well-maintained community.Take advantage of a limited-time move-in special and receive a $1,000 rent credit applied toward your first month's rent. Certain terms and conditions apply.This unit offers the perfect combination of comfort,
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