Winter Park, FL Homes for Rent

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  $4,750 per month

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • House for Rent

  2227 Howard Dr, Winter Park, FL 32789

  Prime location Winter Park mid-century home sits on an oversized WATERFRONT CORNER lot minutes from downtown WP, Audubon Park, and Baldwin Park. Enjoy access to top public and private schools. Step into nearly 2,200 square feet of beautifully maintained living space. Your home features a thoughtful split-bedroom floor-plan with formal living and dining rooms, a spacious family room with

  Julian Correa REALTY ONE GROUP MAGIC CITY

  2227 Howard Dr, Winter Park, FL 32789
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  $2,700 per month

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • House for Rent

  648 W Swoope Ave, Winter Park, FL 32789

  FOR RENT - 648 W. SWOOPE AVENUE, WINTER PARK | OFFERED AT $2,700/MO - Stunning Home, Completely Remodeled, and Professionally Designed! Super cute 3 bedroom, 1 bath home in downtown Winter Park. Updated flooring, paint, windows, newer HVAC unit, updated kitchen cabinets, stainless steel appliances, Quartz countertops, beautiful bathroom tile work & fixtures, and interior washer/dryer. Open

  Kelly Price KELLY PRICE & COMPANY LLC

  648 W Swoope Ave, Winter Park, FL 32789
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  $2,640 per month

  • 3 Beds
  • 2 Baths
  • 1,651 Sq Ft
  • House for Rent

  333 Cambridge Blvd, Winter Park, FL 32789

  Welcome to your dream home in Winter Park, Florida! Nestled in the heart of sunshine and sophistication, this charming 3-bedroom, 2-bathroom residence offers the perfect blend of comfort and style. Step inside to discover an inviting living space flooded with natural light, perfect for relaxing with loved ones or entertaining guests. The spacious kitchen boasts modern appliances and ample

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  333 Cambridge Blvd, Winter Park, FL 32789
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  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft
  • Condo for Rent

  1000 S Semoran Blvd Unit 115, Winter Park, FL 32792

  Welcome to Golfside Villas. This community is nestled near Downtown Orlando, Full Sail, UCF, Lynx bus stop, major shopping centers, restaurants, I-4, 408, & Orlando International Airport. This condominium features an open floor plan that consist of 2 bedrooms, 2 bathrooms, and a screened in patio. Over 1000 sqft of living space awaits you with a few upgrades. This neighborhood features a laundry

  Damon Mayers MAYERS REAL ESTATE LLC

  1000 S Semoran Blvd Unit 115, Winter Park, FL 32792
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  $2,875 per month

  • 3 Beds
  • 2 Baths
  • 1,130 Sq Ft
  • Condo for Rent

  644 N Knowles Ave Unit 8, Winter Park, FL 32789

  Welcome to your private retreat in the heart of Downtown Winter Park. This exclusive address affords views of the world famous Winter Park 9 course, and the timeless Casa Feliz, right from your balcony! This wonderful 3/2 LARGE condo features: a FULLY renovated kitchen, equipped with designer touches, and top of the line stainless steel appliances, solid surface flooring throughout, clean and

  Raul Veitia BELMONT REALTY

  644 N Knowles Ave Unit 8, Winter Park, FL 32789
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  $1,500 per month

  • House for Rent

  987 Cherokee Ave, Winter Park, FL 32789

  The landlord seeks a long term tenant or a joint venture from a developer or someone with a home to move.Contact us now and let's discuss this opportunity. Vacant LandIncredible opportunity to bring your own home to this prime Winter Park building lot with all utilities stubbed at the curb from a previous home that was removed. The current owner of 987 Cherokee Avenue, Winter Park is willing to

  John R. Gordon EXP REALTY LLC

  987 Cherokee Ave, Winter Park, FL 32789
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  $12,480 per month

  • 3 Beds
  • 5 Baths
  • 3,180 Sq Ft
  • Townhouse for Rent

  649 N Park Ave, Winter Park, FL 32789

  Now offered for lease, this luxury brownstone at northern end of Park Avenue delivers an exceptional lifestyle in the heart of Winter Park. In Park Hill, a distinguished collection of residences, the home is ideally positioned between upscale boutiques, acclaimed dining, cultural landmarks and historic Winter Park Golf Course. As the only brownstones in this prestigious location, this residence

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  649 N Park Ave, Winter Park, FL 32789
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  $1,400 per month

  • 2 Beds
  • 2 Baths
  • 1,066 Sq Ft
  • Condo for Rent

  3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792

  Great Investment Opportunity!Updated 2-bed, 2-bath condo in the Colonies community featuring brand-new stainless-steel appliances, granite countertops, walk-in closets, and a new balcony. Enjoy amenities like a pool and playground.Close to UCF, Valencia, and Full Sail, with easy access to dining, shopping, and major highways.Schedule a showing today!

  Paola Ramirez ROBERT SLACK LLC

  3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792
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  $1,525 per month

  • 2 Beds
  • 2.5 Baths
  • 1,090 Sq Ft
  • Condo for Rent

  3007 George Mason Ave Unit H-3D, Winter Park, FL 32792

  Move-in ready and beautifully updated, this two-story condo in the desirable Colonies Community offers 2 bedrooms and 2.5 bathrooms, with each bedroom featuring its own private en-suite bath. All bedrooms are located upstairs. While a convenient half bath is located on the first floor. The home features fresh interior paint, new flooring in many rooms, and numerous upgrades throughout. The

  Alex Zweydoff ALLEGIANT MANAGEMENT GROUP INC

  3007 George Mason Ave Unit H-3D, Winter Park, FL 32792
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  $2,600 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  850 W Canton Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. This beautifully maintained single-family home offers 2 bedrooms, 2 full bathrooms, a bright sunroom, and a versatile bonus room perfect for a home office, guest space, or hobby room. Easy-care tile flooring runs throughout, creating a clean and modern feel.The galley-style kitchen shines with granite countertops, stainless steel appliances,

  Carissa Lawhun FLORIDA REALTY INVESTMENTS

  850 W Canton Ave, Winter Park, FL 32789
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  $2,950 per month

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  690 Osceola Ave Unit 502, Winter Park, FL 32789

  Immaculate renovated lakefront condo with partial views of Lake Virginia and the Downtown skyline. Location, location, location!! Walking distance to Winter Park’s iconic Park Avenue and Rollins College. Open concept living space includes new chef’s kitchen with quartz counter tops, stainless steel Samsung appliances, recessed lighting and expansive bar seating. The large living space allows for

  Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

  690 Osceola Ave Unit 502, Winter Park, FL 32789
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  $1,650 per month

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

  1695 Lee Rd Unit B114, Winter Park, FL 32789

  The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great location. Don’t miss the

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit B114, Winter Park, FL 32789
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  $1,450 per month

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft
  • Townhouse for Rent

  1512 Indiana Ave Unit B, Winter Park, FL 32789

  Spacious ONE BEDROOM , one bath CONDO available now! This is a first floor apartment with a spacious living room and dining room and Kitchen complete with all appliances included and great counter space. The master bedroom is spacious and bright with a large walk-in closet that also leads into the bathroom! Bathroom with shower. Washer and dryer combo included! Just a mile away from the amazing

  Valentina Rodriguez LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

  1512 Indiana Ave Unit B, Winter Park, FL 32789
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  $2,000 per month

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

  1695 Lee Rd Unit E115, Winter Park, FL 32789

  Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit E115, Winter Park, FL 32789
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  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 1,037 Sq Ft
  • Condo for Rent

  668 Montego Bay Ct Unit 668, Winter Park, FL 32792

  Welcome to this beautifully updated corner-unit condo in Winter Park featuring 2 bedrooms, 2 baths and a thoughtfully designed layout that maximizes space and comfort. Light and bright with plenty of windows, this home offers a spacious living room with vaulted ceilings, a cozy wood-burning fireplace, and a built-in bar—perfect for entertaining. The dining area flows easily into the kitchen,

  Fabian Berastegui P & C PROPERTIES

  668 Montego Bay Ct Unit 668, Winter Park, FL 32792
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  $2,475 per month

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft
  • Townhouse for Rent

  2748 Bright Bird Ln, Winter Park, FL 32792

  2023 Townhome with 3 bedrooms and 2.5 bathrooms located in gated community a resort-style pool with a cabana. High-speed 1GB fiber optic internet and 75 cable channels are included in the rent. Enclosed attached 1 car garage and driveway parking. Stone countertops, SS appliances, and tile floors on level one, all bedrooms and laundry are upstairs.

  Hasan Shahab EXP REALTY LLC

  2748 Bright Bird Ln, Winter Park, FL 32792
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  $4,750 per month

  • 3 Beds
  • 3.5 Baths
  • 2,589 Sq Ft
  • Townhouse for Rent

  1742 Ridgewood Ave Unit S, Maitland, FL 32751

  This extraordinary Santa Barbara-inspired townhome offers an unparalleled blend of elegance, comfort, and location, situated just moments from world-class shopping, fine dining, Park Avenue, and the iconic Enzian Theater. Designed and constructed by the esteemed Exclusive Collection Fine Homes, the residence showcases exceptional craftsmanship, an abundance of natural light, and an impressive

  Nicole Howell FANNIE HILLMAN & ASSOCIATES

  1742 Ridgewood Ave Unit S, Maitland, FL 32751
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  $3,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Townhouse for Rent

  2955 Upper Park Rd, Orlando, FL 32814

  Beautiful three-bedroom, two-and-a-half-bath townhome featuring a spacious two-floor layout. Enjoy modern amenities, abundant natural light, and a lovely backyard perfect for relaxing or entertaining. Recently updated and ideally located in Baldwin Park. Steps from Blue Jacket Park and minutes to restaurants and shops. It's zone to A+ schools. The community feature pools, biking trails, parks,

  Natalia Salgado DLS INTERNATIONAL REALTY

  2955 Upper Park Rd, Orlando, FL 32814
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  $2,995 per month

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft
  • Condo for Rent

  4392 Wardell Place Unit 303, Orlando, FL 32814

  Welcome home to this Baldwin Park Beauty! This stunning 3rd floor condo, located in the heart of Orlando, FL, offers a luxurious living experience. With 3 spacious bedrooms and 2 full bathrooms, this condo is designed with a split plan for optimal space utilization. The open kitchen, equipped with stainless steel appliances and spacious countertops, is perfect for culinary enthusiasts. The condo

  Justin Recca INNOVATIVE REALTY, LLC

  4392 Wardell Place Unit 303, Orlando, FL 32814
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  $4,995 per month

  • 4 Beds
  • 4.5 Baths
  • 3,597 Sq Ft
  • House for Rent

  2875 Dorell Ave, Orlando, FL 32814

  BALDWIN PARK Home. Elegant home with pond view! This gorgeously maintained home with 3/4-bedroom, 4.5-bath boasts an open floorplan and plenty of space. The home has a formal living and dining rooms and a family room that is open to the kitchen and sizable eat in kitchen area. Beautiful hard-wood floors throughout. The master suite boasts a jacuzzi tub, double sinks and a walk-in shower. The

  Mo Jabr RE/MAX 200 REALTY

  2875 Dorell Ave, Orlando, FL 32814

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