$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
193
Homes for Rent in ZIP Code 32789
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Starting at $4,995 Per Month
- 3 Beds
770 Annesley Place, Winter Park, FL 32789
770 Annesley Place, Winter Park, FL 32789Oxford at Winterpark
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$1,695 Per Month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Townhouse for Rent
1720 Miller Ave, Winter Park, FL 32789
1720 Miller Ave, Winter Park, FL 32789 -
Starting at $1,710 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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$2,300 Per Month
- 3 Beds
- 2 Baths
- 1,432 Sq Ft
- House for Rent
524 N Lakemont Ave, Winter Park, FL 32792
524 N Lakemont Ave, Winter Park, FL 32792 -
Starting at $1,599 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 $1,594 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 $2,111 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 $1,330 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 $1,443
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 $1,622 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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$1,750
Total Monthly Price
- 1 Bed
- 1 Bath
- 500 Sq Ft
- House for Rent
276 Cambridge Blvd, Winter Park, FL 32789
276 Cambridge Blvd, Winter Park, FL 32789This is a 1 Bedroom and 1 Bathroom DUPLEX, There are two of these Unique Houses on the Property, both are 1 bedroom homes. The Place has been updated, Ceiling Fan in the Bedroom. You can walk between them, The website does not offer Duplex as a listing choiceThis is down the street from Park Ave, Austins Coffee House is in walking distance, and is so close to I-4 that you can be Downtown in
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$4,572
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 $4,572/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 8, 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
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$2,810
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 $2,811/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 4, 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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$3,995 Per Month
- 3 Beds
- 3.5 Baths
- 1,810 Sq Ft
- House for Rent
735 Minnesota Ave, Winter Park, FL 32789
735 Minnesota Ave, Winter Park, FL 32789Property Id: 2900442 Enjoy the best of Winter Park living at 735 Minnesota Avenue—a spacious, move-in-ready 3-bedroom, 4-bathroom home located just minutes from the shops, restaurants and charm of Park Avenue. This unfurnished, two-story home offers approximately 1,810 square feet of comfortable living space. The open living area and modern kitchen provide plenty of room for relaxing,
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$2,300
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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$2,150 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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$1,550 Per Month
- 1 Bed
- 1 Bath
- House for Rent
741 Minnesota Ave, Winter Park, FL 32789
741 Minnesota Ave, Winter Park, FL 32789Property Id: 2902819 Enjoy comfortable, fully furnished living in a quiet and convenient Winter Park location. This private bedroom with a private bathroom offers the comfort and privacy you need, without the expense or responsibility of renting an entire house. 741 Minnesota Avenue is ideal for professionals, healthcare workers, interns, students and others looking for a clean,
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$1,900 Per Month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Condo for Rent
1250 S Denning Dr, Winter Park, FL 32789
1250 S Denning Dr, Winter Park, FL 32789Property Id: 346094 First floor, spacious living area, quiet neighborhood, shaded and screened patio faces a courtyard/garden w/ seating. Incredible location short distance to Park Avenue, Rollins College, Trader Joes/Whole Foods/Publix, I4 exit, & shopping plazas. Ten minute drive to Downtown. -One reserved parking spot in front of unit door. Several visitor parking spots along side
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$1,663 Per Month
- 1 Bed
- 1 Bath
- House for Rent
741 Minnesota Ave, Winter Park, FL 32789
741 Minnesota Ave, Winter Park, FL 32789Property Id: 2902767 Enjoy this comfortable, fully furnished home in a quiet and convenient Winter Park location. This private bedroom with a private bathroom offers the comfort and privacy you need, without the expense or responsibility of renting an entire house. 741 Minnesota Avenue is ideal for professionals, healthcare workers, interns, students and others looking for a clean,
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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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$3,995 Per Month
- 3 Beds
- 3.5 Baths
- 1,819 Sq Ft
- House for Rent
737 Minnesota Ave, Winter Park, FL 32789
737 Minnesota Ave, Winter Park, FL 32789Property Id: 2902595 Enjoy the best of Winter Park living at 737 Minnesota Avenue—a spacious, move-in-ready 3-bedroom, 4-bathroom home located just minutes from the shops, restaurants and charm of Park Avenue. This unfurnished, two-story home offers approximately 1,810 square feet of comfortable living space. The open living area and modern kitchen provide plenty of room for relaxing,
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$4,999 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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$5,900 Per Month
- 3 Beds
- 3.5 Baths
- 2,415 Sq Ft
- Unit
835 W Canton Ave, Winter Park, FL 32789
835 W Canton Ave, Winter Park, FL 32789This property is available. Please inquire on this site to schedule a showing. Discover sophisticated living at this stunning two-story residence located at 835 West Canton Avenue in the highly sought-after Winter Park, FL 32789. The home's charming exterior features a welcoming blue front door, elegant columns, and meticulously maintained landscaping, hinting at the quality within. Step
Unit
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$4,450
Total Monthly Price
- 3 Beds
- 2.5 Baths
- 2,300 Sq Ft
- House for Rent
4062 Markham Place, Orlando, FL 32814
4062 Markham Place, Orlando, FL 32814Baldwin Park single-family house;2300 sq. ft., 3 BR 2-1/2 BATH Large fenced backyard;Vinyl flooring throughout;Stainless steel appliances;Front side opens to Bailey Square Park;Walking distance to Glenridge Middle School and Blue Jacket Park;Community swimming pool and gymOwner pays for landscaping and association fee;The renter pays for utilities;No
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$1,800 Per Month
- 2 Beds
- 1 Bath
- 1,604 Sq Ft
- Townhouse for Rent
1618 Indiana Ave, Winter Park, FL 32789
1618 Indiana Ave, Winter Park, FL 32789et on a friendly street in the heart of Winter Park, this freshly remodeled duplex delivers easy, low-maintenance living in one of Central Florida's most sought-after zip codes. Inside, 805 square feet of thoughtfully refreshed space welcomes you with brand-new appliances, a crisp new A/C system, and a casual breakfast bar top perfect for quick meals or morning coffee. Two comfortable bedrooms
Brock Stocksett HOMEVEST REALTY
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$1,750
Total Monthly Price
- 2 Beds
- 1.5 Baths
- 1,000 Sq Ft
- Condo for Rent
1331 Harmon Ave Unit 1331 Harmon Ave, Winter Park, FL 32789
1331 Harmon Ave Unit 1331 Harmon Ave, Winter Park, FL 32789Updated and adorable condo/ townhome with hardwood floors and travertine floors, 2 bedrooms, 1.5 bath with 2 patios, storage, fans, and beautiful natural light through large windows.
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$1,800 Per Month
- 2 Beds
- 1 Bath
- 802 Sq Ft
- Townhouse for Rent
1618 Indiana Ave Unit 1616, Winter Park, FL 32789
1618 Indiana Ave Unit 1616, Winter Park, FL 32789Freshly reimagined and ready for its next resident, this newly remodeled duplex in the heart of Winter Park pairs modern updates with an unbeatable central location. Offering two bedrooms, one bathroom, and 805 square feet of thoughtfully arranged living space, this half of a charming duplex feels both smart and welcoming from the moment you step inside. This duplex has been recently updated from
Brock Stocksett HOMEVEST REALTY
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$2,400 Per Month
- 2 Beds
- 2.5 Baths
- 1,243 Sq Ft
- Townhouse for Rent
920 Aragon Ave, Winter Park, FL 32789
920 Aragon Ave, Winter Park, FL 32789Charming 2-Bedroom Townhouse in Prime Winter Park Location**Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhouse with a one-car garage, ideally located in one of Winter Park\'s most sought-after neighborhoods. Just minutes from I-4, Orange Avenue, and downtown Winter Park, this home offers both convenience and comfort.This two-story residence features two spacious
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$1,270 Per Month
- 1 Bed
- 1 Bath
- 620 Sq Ft
- Townhouse for Rent
1600 Indiana Ave, Winter Park, FL 32789
1600 Indiana Ave, Winter Park, FL 32789This 1 bedroom, 1 bathroom home is located in the heart of Winter Park. Enjoy the best 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 tile throughout the main living area, dining room, utility room with washer/dryer hookups, and a
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
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$2,295 Per Month
- 2 Beds
- 2 Baths
- 1,074 Sq Ft
- House for Rent
700 Melrose Ave, Winter Park, FL 32789
700 Melrose Ave, Winter Park, FL 32789Beautifully 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
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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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$1,995 Per Month
- 2 Beds
- 1.5 Baths
- 988 Sq Ft
- House for Rent
937 Aragon Ave, Winter Park, FL 32789
937 Aragon Ave, Winter Park, FL 32789ONE MONTH FREE! Beautiful home located on a quaint, tree-lined brick street in desirable Winter Park. Step inside to a large family room featuring a wood-burning fireplace and an open kitchen with beautiful new granite countertops and backsplash.The home features two bedrooms with walk-in closets and a split bathroom with two vanities and two toilets. Fresh interior paint
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$1,575 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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$3,995 Per Month
- 3 Beds
- 3 Baths
- 300 Sq Ft
- Condo for Rent
737 Minnesota Ave Unit A, Winter Park, FL 32789
737 Minnesota Ave Unit A, Winter Park, FL 32789Elegant Single Family Home Located in Winter Park Exquisite two-story home located in one of Winter Park's most desirable neighborhoods. This spacious residence boasts 3 bedrooms and 3.5 bathrooms, with each bedroom having its own private en-suite bathroom, as well as a convenient half bath on the main floor for guests. The primary suite is conveniently situated on the first floor,
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$12,000 Per Month
- 4 Beds
- 3.5 Baths
- 3,553 Sq Ft
- House for Rent
541 W Canton Ave, Winter Park, FL 32789
541 W Canton Ave, Winter Park, FL 32789Timeless elegance meets boutique craftsmanship at 541 W Canton Ave., an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Near Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm. From its dormer windows and custom-carved wood
Bianca Rey PREMIER SOTHEBY'S INTL. REALTY
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$2,100 Per Month
- 2 Beds
- 2 Baths
- 1,153 Sq Ft
- House for Rent
250 Carolina Ave, Winter Park, FL 32789
250 Carolina Ave, Winter Park, FL 32789**Elegant Winter Park Condo in a Desirable Location**Welcome to this inviting condo a in Winter Park, offering comfortable living in a convenient and desirable location. This residence features a practical layout with welcoming living spaces and easy access to restaurants, cafés, shopping, parks, entertainment, and everyday amenities.The living area provides a comfortable setting
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$1,850 Per Month
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
- Condo for Rent
1695 Lee Rd Unit E215, Winter Park, FL 32789
1695 Lee Rd Unit E215, Winter Park, FL 32789Discover your ideal home in this newly renovated 3-bedroom, 2-bathroom condo at Waterfall Cove in Winter Park, FL. Enjoy fresh paint, modern stainless steel appliances, and a fully upgraded kitchen that makes cooking a delight. Each spacious room offers plenty of natural light and comfort. This condo comes equipped with a washer and dryer, and includes cable and internet for your convenience. The
Jenaia Fowlkes FOWLKES REALTY CO
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