Homes for Rent in ZIP Code 32789

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  $1,579 - $1,599 per month

  Elon Winter Park

  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

  712 Nicolet Ave, Winter Park, FL 32789
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  $1,683 - $9,184 per month

  Juno Winter Park

  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,

  1305 Morgan Stanley Ave, Winter Park, FL 32789
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  $1,467 - $3,912 per month

  Berkshire Winter Park

  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

  1874 Harmon Ave, Winter Park, FL 32789
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  $1,991 - $6,413 per month

  Paseo at Winter Park Village

  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

  940 W Canton Ave, Winter Park, FL 32789
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  $1,356 - $3,474 per month

  Bainbridge Winter Park

  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.

  1400 Morgan Stanley Ave, Winter Park, FL 32789
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  $1,680 - $3,372 per month

  Seven41 Winter Park

  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.

  741 Clay St, Winter Park, FL 32789
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  $1,330 - $1,380 per month

  Park East - Park Knowles Apartments

  Studio - 2 Beds

  311 N Knowles Ave, Winter Park, FL 32789

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

  311 N Knowles Ave, Winter Park, FL 32789
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  $1,555 - $2,175 per month

  The Lofts of Winter Park Village

  1 Bed

  520 N Orlando Ave, Winter Park, FL 32789

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

  520 N Orlando Ave, Winter Park, FL 32789
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  $1,100 per month

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

  1925 S Lakemont Ave, Winter Park, FL 32792

  Enjoy lakefront living in this charming waterfront Studio B apartment with beautiful views of Baldwin Lake, offering a desirable Winter Park address and the highly sought-after Baldwin Park lifestyle. Located directly across from the Lake Baldwin Trail, you’ll love being near scenic surroundings and stunning sunsets over the water. This studio includes a private bathroom and a brand new

  Elena Sanchez BALDWIN PARK REALTY LLC

  1925 S Lakemont Ave, Winter Park, FL 32792
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  $2,150 per month

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

  1250 S Denning Dr Unit 112, Winter Park, FL 32789

  Nestled in one of Winter Park’s most desirable pockets, the Mead Garden Condominium offers the perfect blend of tranquility and convenience. Set beside the lush, 47-acre Mead Botanical Garden, the community provides a peaceful, nature-rich backdrop while keeping you just minutes from everything that makes Winter Park exceptional. This ground floor unit boasts its own washer/dryer combo for

  Catherine Williams COLDWELL BANKER RESIDENTIAL RE

  1250 S Denning Dr Unit 112, Winter Park, FL 32789
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  $1,590 per month

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

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

  Updated 2 bedrooms 1 bath conveniently located next to Winter Park Village and Trader Joes shopping center. Lake Killarney Condo is right between N Orlando Ave and Lake Killarney, offering access to the private lake. Unit can be furnished and is also for sale.

  Mike Wang LOKATION

  151 N Orlando Ave Unit 226, Winter Park, FL 32789
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  $1,361 - $2,151 per month

  Westmount at Winter Park

  Studio - 3 Beds

  1701 Lee Rd, Winter Park, FL 32789

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

  1701 Lee Rd, Winter Park, FL 32789
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  $2,200 per month

  • 3 Beds
  • 3.5 Baths
  • 1,182 Sq Ft
  • Condo for Rent

  195 Sandlewood Trail, Winter Park, FL 32789

  Property Id: 2072784Freshly painted, all new flooring, 3-bedroom, 3.5-bathroom townhouse located in the Winter Park school district. Dedicated parking, community pool and located beside a park and community playground.

  195 Sandlewood Trail, Winter Park, FL 32789
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  $17,000 per month

  • 4 Beds
  • 5 Baths
  • 3,658 Sq Ft
  • House for Rent

  1742 Temple Dr, Winter Park, FL 32789

  An Enduring Work of Art: Winter Park’s Modern MasterpieceThis is more than just a property; it is an iconic masterpiece. Tucked within one of Winter Park’s most exclusive enclaves, this stunning four-bedroom, five-bathroom ground-up renovation offers a refined lifestyle where modern luxury and intelligent functionality converge.From the moment you enter it’s clear this home was designed

  Mark Anthony Buot ROI AVE LLC

  1742 Temple Dr, Winter Park, FL 32789
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  /20

  $1,795 per month

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

  419 Westminster St, Orlando, FL 32803

  This lovely 2- bedroom 1- bathroom home is located within the Orwin Manner Community. Upon entering the home, the first thing you will notice is the tasteful tile floors, and plenty of natural light throughout. There is both a living room, and a dining room just off the kitchen with access to the back patio and garage. There are 1304 total square feet with 971 under air. This charming home also

  Joe English, Jr WILSON MANAGEMENT GROUP

  419 Westminster St, Orlando, FL 32803
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  $11,500 per month

  • 3 Beds
  • 3 Baths
  • 2,462 Sq Ft
  • Condo for Rent

  311 E Morse Blvd Unit 1-5, Winter Park, FL 32789

  Enjoy elevated lakeside living in this top-floor residence overlooking tranquil Lake Osceola in downtown Winter Park. Located on the top level of the Whispering Waters condominium community, this fully remodeled home features three spacious bedrooms (one currently used as a den), three full baths and an open layout designed to showcase expansive water views. The primary suite features an

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  311 E Morse Blvd Unit 1-5, Winter Park, FL 32789
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  $2,880 per month

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • House for Rent

  2992 Chantilly Ave, Winter Park, FL 32789

  Welcome to this inviting 3-bedroom, 2-bath single-family pool home. In addition to the main living areas, the home features a large bonus room that can easily be used as an extra bedroom, game room, home office, or entertainment space to fit your lifestyle. Enjoy year-round relaxation in the bright sunroom, which opens directly to the private pool, creating the perfect indoor-outdoor living

  Randy Pierre LEMUEL PROPERTY MANAGEMENT LLC

  2992 Chantilly Ave, Winter Park, FL 32789
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  $2,650 per month

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

  Unlisted Address

  Historic 2-bedroom home walking distance to Park Avenue and Rollins College. This well-maintained rental features a living room fireplace, fresh interior paint, and new cordless blinds throughout. The kitchen includes stainless steel appliances and a gas stove. Enjoy a screened front porch, fully fenced yard, and ample rear parking. Prime Winter Park location with classic charm and modern updates.

  Catherine Mitchell SANDRONI HOLDINGS REAL ESTATE LLC

  Unlisted Address
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  $3,150 per month

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • House for Rent

  1835 Edwin Blvd, Winter Park, FL 32789

  Charming bungalow on a brick street in beautiful Winter Park, available January 12, 2026. This 3-bedroom, 2-bathhome offers a great split floorplan and newer finishes. The kitchen and both primary en-suite and secondary bathroomshave been completely remodeled with premium finishes. The home boasts a newer roof, hardwood and stone floorsthroughout, with granite counters, white

  Vincent Scarlatos CORCORAN PREMIER REALTY

  1835 Edwin Blvd, Winter Park, FL 32789
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  $4,495 per month

  • 3 Beds
  • 2.5 Baths
  • 2,317 Sq Ft
  • Townhouse for Rent

  438 W Swoope Ave, Winter Park, FL 32789

  $4495.00 for a 15 MO LEASE$4695.00 12 MO LEASE Nestled within the exclusive 400 West enclave intimate community of just nine residences, just moments from Park Avenue this modern townhome seamlessly combines superior craftsmanship, elegant interiors, and outstanding walkability. Entering through either the private garage or the charming garden-style front path, you're welcomed into a

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  438 W Swoope Ave, Winter Park, FL 32789
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  $2,250 per month

  • 3 Beds
  • 3 Baths
  • 1,328 Sq Ft
  • Condo for Rent

  1718 Gulfview Dr Unit 429 B, Maitland, FL 32751

  3 Bedroom/3Bathroom two story condo with a one car garage. The main living areas are on the first level, including a laundry room, living/dining combo and a kitchen with lots of cabinets, one bedroom overlooking the back patio, and a full bath. There are two bedrooms upstairs with their own private bathrooms. The front bedroom has a balcony overlooking the green space and wooded area. The back of

  Dawn Slaughter TRUSTHOME PROPERTIES INC

  1718 Gulfview Dr Unit 429 B, Maitland, FL 32751
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  /15

  $1,350 per month

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

  1695 Lee Rd Unit B210, Winter Park, FL 32789

  This great second floor one bedroom 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and

  giuseppina moriconi GM SUNSHINE REALTY LLC

  1695 Lee Rd Unit B210, Winter Park, FL 32789
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  $3,275 per month

  • 3 Beds
  • 1.5 Baths
  • 1,058 Sq Ft
  • House for Rent

  304 Granada Dr, Winter Park, FL 32789

  Property Id: 2306077Welcome to our renovated Winter Park home! This modern one-story property features 3 bedrooms plus a Loft. Enjoy the large backyard with an extra-large pool , furnished Gazebo and outdoor shower. Great Neighborhood with amazing schools. This home has an EV charger energy efficient appliances, security alarm and security cameras.To many feature’s and amenities to

  304 Granada Dr, Winter Park, FL 32789
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  $3,950 per month

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft
  • House for Rent

  1302 Michigan Ave, Winter Park, FL 32789

  Please visit our website at www.ORLrent.com you will find photos of our homes, tenant application, pet application, sample lease and more information. If applying for any of our homes all adult applicants over the age of 18 must submit a fully completed Application online. Application fee is $95.00 for each adult. An application reservation fee must be paid in the amount of one month's rent (in

  Mo Jabr RE/MAX 200 REALTY

  1302 Michigan Ave, Winter Park, FL 32789
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  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Property for Rent

  1315 Westchester Ave, Winter Park, FL 32789

  Improved Price! Wow, expect to be impressed. This home has been lovingly updated and features handscraped wood floors and tile throughout...no carpeting! In addition, there is an expansive ceiling in the living room, updated kitchen with tumbled marble backsplash, sleek appliances, granite counters and lots of wood cabinetry for storage. This home has double pane windows, updated bathrooms with

  Kristin Haughwout-Osorio PARKSIDE PROPERTIES, LLC

  1315 Westchester Ave, Winter Park, FL 32789
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  $1,700 per month

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

  1550 Michigan Ave, Winter Park, FL 32789

  Welcome to your future home in the charming district of Winter Park, FL! This inviting property offers a warm atmosphere perfect for relaxation and convenience, surrounded by a vibrant community.This residence boasts spacious living equipped with essential comforts. With ample bedrooms and bathrooms, it accommodates various lifestyles. You'll appreciate the central heating and cooling

  1550 Michigan Ave, Winter Park, FL 32789
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  $1,350 per month

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

  1250 S Denning Dr Unit 208, Winter Park, FL 32789

  A+++ Location in Winter Park. Remodeled 1 bedroom and bath apartment. Close to everything Advent Health, Park Avenue, Rollins College, Orange Avenue, Fairbanks, 17-92 and 1-4. No pets please.

  Ruth Harris COLDWELL BANKER RESIDENTIAL RE

  1250 S Denning Dr Unit 208, Winter Park, FL 32789
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  /20

  $4,495 per month

  • 4 Beds
  • 3.5 Baths
  • 2,604 Sq Ft
  • Townhouse for Rent

  438 W Swoope Ave, Winter Park, FL 32789

  SPECIAL!! $500 OFF THE 1ST MO RENT IF YOU MOVE IN BEFORE 2/28!!$4495.00 for a 15 MO LEASE$4695.00 12 MO LEASENestled within the exclusive 400 West enclavean intimate community of just nine residences just moments from Park Avenuethis modern townhome seamlessly combines superior craftsmanship, elegant interiors, and outstanding walkability. Entering through either the private

  438 W Swoope Ave, Winter Park, FL 32789
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  $1,695 per month

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

  1695 Lee Rd Unit C216, Winter Park, FL 32789

  Available for immediate move-in, this comfortable second-floor corner condo offers a peaceful setting with playground and pool views. The home features a fully carpeted interior, a spacious kitchen with a pantry closet, and a newer refrigerator. Washer and dryer are included for added convenience. Great balcony for relaxing on the cooler Florida days! Located in desirable Winter Park, you'll

  Yarmmys Vargas ZEN LIVING HOMES LLC

  1695 Lee Rd Unit C216, Winter Park, FL 32789
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  /20

  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Condo for Rent

  1500 Gay Rd Unit 3B, Winter Park, FL 32789

  Lakefront Living at Its Best: Renovated 1st Floor End Unit on Lake KillarneyExperience the charm and convenience of lakefront living in this recently renovated first-floor end unit, nestled in a picturesque community on Lake Killarney.Key Features:Stunning Sunset Views: Enjoy breathtaking sunsets from the lakefront deck, perfect for relaxing evenings.Water Activities: Benefit from

  1500 Gay Rd Unit 3B, Winter Park, FL 32789
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  $3,800 per month

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

  101 S Interlachen Ave Unit 104, Winter Park, FL 32789

  FOR RENT! SUPER RARE, GROUND FLOOR, DOWNTOWN WINTER PARK CONDO AT LACHEN HOUSE! This gorgeous 2 bedroom, 2 bath condo has been completely remodeled and features new laminate flooring, bright recessed lighting, and a stunning gourmet kitchen. Each bedroom is oversized with ample closet space. A charming courtyard off the back bedrooms provides a relaxing outdoor space to enjoy year round. Enjoy

  Kelly Price KELLY PRICE & COMPANY LLC

  101 S Interlachen Ave Unit 104, Winter Park, FL 32789
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  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,195 Sq Ft
  • House for Rent

  1891 Oglesby Ave, Winter Park, FL 32789

  Beautifully maintained home in the highly desirable Winter Park 32789 neighborhood. This charming property offers an inviting floor plan with abundant natural light, spacious living and dining areas, and a well-appointed kitchen with generous counter space and modern finishes. Comfortable bedrooms provide ample storage, and the primary suite offers a private and peaceful retreat. Flexible bonus

  

  Paul Jimenez

  URBANISTA BROKERS

  (321) 977-5674

  1891 Oglesby Ave, Winter Park, FL 32789
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  /20

  $3,600 per month

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • House for Rent

  220 Overlook Rd, Winter Park, FL 32789

  Charming Cape Cod–style home available for lease in the heart of Winter Park. Ideally located just one block from Lake Mizell and moments from Park Avenue and Rollins College, this residence offers an exceptional lifestyle surrounded by premier shops, dining, and local amenities.The home features a spacious and inviting floor plan with a large living room, sunroom or dining area, and two

  Julie Bombardo PREMIER SOTHEBY'S INTL. REALTY

  220 Overlook Rd, Winter Park, FL 32789
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  $7,000 per month

  • 4 Beds
  • 5 Baths
  • 3,302 Sq Ft
  • House for Rent

  519 Park North Ct, Winter Park, FL 32789

  Discover refined single-story living at 519 Park North Court, an exceptional luxury rental in the heart of Winter Park. This beautifully appointed four-bedroom, three-and-a-half-bath residence offers an ideal blend of elegance and comfort, with a thoughtfully designed split floor plan that ensures both privacy and functionality for modern living.The home welcomes you with a formal living room

  Kelly Price KELLY PRICE & COMPANY LLC

  519 Park North Ct, Winter Park, FL 32789
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  /15

  $1,895 per month

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

  250 Carolina Ave Unit 307, Winter Park, FL 32789

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

  Rod Arzouni VERANDA PARK REALTY LLC

  250 Carolina Ave Unit 307, Winter Park, FL 32789
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  $19,000 per month

  • 5 Beds
  • 5.5 Baths
  • 5,164 Sq Ft
  • House for Rent

  1221 Richmond Rd, Winter Park, FL 32789

  Owner/Builder/Agent - An Award-Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence located in the coveted Virginia Heights neighborhood of Winter Park—offering deeded lake access to the Winter Park Chain of Lakes. This architectural showpiece was honored as the 2024

  Christopher Salhab LA ROSA REALTY LLC

  1221 Richmond Rd, Winter Park, FL 32789
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  $1,270 per month

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

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

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

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  2183 Crandon Ave Unit 1/2, Winter Park, FL 32789
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  $3,950 per month

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

  1275 Michigan Ave, Winter Park, FL 32789

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

  Brandon Geers COMPASS FLORIDA LLC

  1275 Michigan Ave, Winter Park, FL 32789
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  $7,000 per month

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

  1400 S Pennsylvania Ave, Winter Park, FL 32789

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

  Jack Keller JACK KELLER INC

  1400 S Pennsylvania Ave, Winter Park, FL 32789
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  $3,700 per month

  • 5 Beds
  • 3 Baths
  • 2,132 Sq Ft
  • House for Rent

  730 W Swoope Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Charming Winter Park Corner Home for Rent - 730 W Swoope Ave Experience the best of Winter Park living in this beautifully renovated corner home! Located just three blocks from the iconic Park Avenue, this spacious 5-bedroom, 3 bathroom residence offers over 2,200 square feet of updated living space. The bright, open design and private rooms provide

  Andres Ospina Rivera LPT REALTY, LLC

  730 W Swoope Ave, Winter Park, FL 32789

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