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Winter Park Homes for Sale

Winter Park, FL is a family friendly, upscale suburban community. The city is located just seven miles northeast of Orlando. Park Avenue has a variety of upscale shops, restaurants, and art galleries. Winter Park Village offers outdoor shopping and restaurants. Popular nightlife attractions include Luma, Prato, Cocina 214, and Boca. Central Park has beautiful fountains, a rose garden, and seasonal events. Homes in Winter Park include condos, townhomes, and single family homes. The city is home to Rollins College, a private coed liberal arts school founded in 1885.

View Winter Park Properties

Explore all properties for sale in Winter Park, FL in the greater Orlando area listed below. As you search through listings please be sure to contact us with any questions or to schedule a viewing.

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1500 Gay Road Winter Park FL 32789
For Rent

MLS Number S5095664

  • Rental
  • Mls Status Active
  • Area Winter Park
  • Subdivision Chateaux Du Lac
  • Square Feet 732

Welcome to Winter Park, FL! This charming one-bedroom, one-bathroom apartment is perfectly situated close to shopping and dining options, making it an ideal location for those seeking convenience. The community offers a refreshing pool where you can relax and unwind, and the lawn care service ensures a well-maintained and picturesque environment. With laundry facilities conveniently located on-site, you can easily take care of your laundry needs. Additionally, this apartment provides lake access, allowing you to enjoy the serene beauty of the nearby lake. Don't miss out on this fantastic opportunity to experience the best of Winter Park living.

Listing Courtesy of REMAX PIONEER

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3041 George Mason Avenue Winter Park FL 32792
For Rent

MLS Number O6173416

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Colonies
  • Square Feet 809

GREAT LOCATION! Beautifully remodeled 1 bedroom, 1 bathroom condo located just minutes from downtown Winter Park. Quick access to UCF, Valencia, Full Sail, Airport, Shopping Centers, Restaurants and more! Large open living space with sliding doors that opens onto an extended back patio that provides lots of natural light. Freshly painted and ceramic tile floors throughout. Brand new stainless steel appliances including washer and dryer! Enjoy the community pool and clubhouse. Call today to schedule a showing as it wont last long!

Listing Courtesy of DIVINE REALTY GROUP,LLC

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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300 Scottsdale Square Winter Park FL 32792
Pending

MLS Number O6168003

  • Rental
  • Mls Status Pending
  • Area Winter Park/Aloma
  • Square Feet 1,085
  • Year Built 1974

Lovely 2- Story townhouse with 2 Bedrooms upstairs & 1.5 Bathrooms. This property features, new floors through out, upgraded bath and kitchen, vaulted ceilings, large master walk-in closet and a balcony in the master bedroom overlooking the courtyard. Lots of privacy. washer/dryer hook up. READY TO MOVE IN!!

Listing Courtesy of GLOBAL KEY REALTY,LLC

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Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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329 Scottsdale Square Winter Park FL 32792
Pending

MLS Number O6172373

  • Rental
  • Mls Status Pending
  • Area Winter Park/Aloma
  • Square Feet 1,020
  • Year Built 1974

This spacious 2 bedroom, 2 bathroom first floor condo is located in Winter Park Woods. Features include an open living area, lovely kitchen, large bedrooms, outdoor storage closet and utility room for the washer/dryer, patio, and community swimming pool. Enjoy all Downtown Winter Park and Baldwin Park has to offer, 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. Only one pet under 20 lbs. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.

Listing Courtesy of REAL PROPERTY MANAGEMENT AND REALTY

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7507 Aloma Avenue Winter Park FL 32792

MLS Number O6151777

  • CommercialLease
  • Property SubType Retail
  • Subdivision Urban Homes
  • Square Feet 450
  • Acreage 0.46

Prime location! Office space with common reception area! Lots of parking! Lowest price per sq ft in high traffic aloma/goldenrod area!! Gross lease includes electricity & water!! Close to shopping centers & sr 417! Surrounded by very successful businesses in the area!! Perfect location for office, great location with potential to acquire new clientele!!

Listing Courtesy of ELTIER 1 REALTY LLC

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2435 Lee Road Winter Park FL 32789

MLS Number G5073203

  • CommercialLease
  • Property SubType Office
  • Square Feet 1,212
  • Acreage 0.27

We are pleased to present you with a great Office Opportunity with an affordable rental rate with flexible space and terms. The location has great visibility on the corner of Lee Rd. and Gloriosa Ave with Sign space available. The office space offers on-site parking with additional parking on the street. The building has been recently painted and new carpet installed. 2435 Suite A, 2435 - Suite B, 2435 Suite C all just for $1,250 a month. The term is very flexible, the minimum term is 6 months. This location is surrounded by business professionals. It is located ONE block from Starbucks and across the street from Foxtail Coffee. The office is less than a quarter mile from I-4 with easy access to major thoroughfares and road ways. This is a great opportunity to have affordable office space in one of the most convenient and sought after zip codes in the Orlando Area.

Listing Courtesy of CHASE AARON REAL ESTATE LLC

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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313 Scottsdale Square Winter Park FL 32792
For Rent

MLS Number S5099389

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Square Feet 785
  • Year Built 1974

Great location near Full Sail University! This 1 bedroom 1 bath condo is located in the Winter Park Woods Condo Community. As you enter this 1st floor condo, you will be greeted by an open floor plan recent renovated. Water included in rent price! Community has two pools, playground, and tennis courts. It is zoned for some of the best schools in Florida. Nearby you'll find Full Sail University, Advent Health, the airport and multiple interstates.

Listing Courtesy of LA ROSA REALTY KISSIMMEE

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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444 W New England Avenue Winter Park FL 32789
Pending

MLS Number O6106714

  • CommercialLease
  • Property SubType Office
  • Subdivision Winter Park
  • Square Feet 2,904
  • Acreage 0.71

Under contract-accepting backup offers. JUST REDUCED!!!! Winter Park - Hannibal Square ! Professional Office Space available to sub lease in the heart of downtown Winter Park. The space is located on the 2nd floor with 6 separate build out offices or conference rooms, kitchen / break area and a large open area. Parking is available in an attached covered parking garage at no additional cost. Very competitive rental rate of $38.00 per SF plus sales tax. The initial term of the lease is a minimum of 24 months with the possibility of renewal. AVAILABLE to move in January 1, 2024

Listing Courtesy of RE/MAX DOWNTOWN

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2340 Gleenwood Drive Winter Park FL 32792

MLS Number GC515852

  • CommercialLease
  • Property SubType Office
  • Square Feet 1,760
  • Acreage 0.19

Presenting a remarkable opportunity in the heart of the city, this 1,715 square-foot medical office standalone building offers an ideal blend of functionality and accessibility. Designed to accommodate diverse medical practices, the space boasts a well-appointed waiting area, multiple examination rooms, administrative offices, and ample parking. well-appointed waiting area, multiple examination rooms, administrative offices, and ample parking. With its modern design, efficient layout, and state-of-the-art facilities, this property is perfectly suited to cater to the needs of healthcare professionals and their patients. Situated within a bustling commercial district, its prime location ensures high visibility and convenient access for clients. Elevate your medical practice in this exceptional space.

Listing Courtesy of COLDWELL BANKER COMMERCIAL PREMIER PROPERTIES

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$
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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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436 N Wymore Road Winter Park FL 32789

MLS Number O6184845

  • CommercialLease
  • Property SubType Business
  • Subdivision Killarney Circle
  • Square Feet 1,736
  • Acreage 0.31

Private commercial office building space with 4 separate offices plus one open air work station, large conference room, kitchen, reception and lobby area all built out with high end finishes in Winter Park 32789. The location could not be more convenient for you and your clients, located directly off of I4, close to fabulous restaurants, office supply stores and many other amenities that will ease your workday.

Listing Courtesy of HOMEVEST REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1740 State Road 436 Winter Park FL 32792

MLS Number U8217796

  • CommercialLease
  • Property SubType Retail
  • Subdivision Art Systems Center
  • Square Feet 15,042
  • Acreage 2.32

Sitting on 2.3 acres on the east side of State Road 436 and north of Aloma Avenue is the Art Systems Business Centre. This sleek retail property boasts a 14,928-square-foot multi-tenant retail center in Winter Park, Florida. Bay door available for suite 132. This property is the perfect retail property for any type of business. From small stores to service-serving businesses, you'll find your perfect partner in a building.

Listing Courtesy of THE OUTLIER GROUP

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$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2228 Winter Woods Boulevard Boulevard Winter Park FL 32792

MLS Number R4906706

  • CommercialLease
  • Property SubType Office
  • Square Feet 88,268
  • Acreage 2.02

Join Winter woods, located east of Winter Park just a 15 min drive to downtown. call canters, tax and insurance. Across the street from Navy Federal Credit Union and seated on an access road just off of 436 and Aloma Avenue. 24/7 Access with ample parking available. Two Story building with elevator access. Spaces available from 600 square feet to 1600 square feet.

Listing Courtesy of RS EQUITY SERVICE LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Based on information submitted to StellarMLS as of March 22, 2024 . All data is obtained from various sources and has not been, and will not be, verified by broker or StellarMLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.