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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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1000 S Semoran Boulevard Winter Park FL 32792
For Rent

MLS Number O6248063

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Square Feet 1,049
  • Year Built 1969

Wonderful second floor unit you are greeted with a combination kitchen/living room. The master bedroom features an on suite bathroom that has been remodeled. Next, the second bedroom is generous in size as well and the...

Listing Courtesy of DOUGLAS EDMUND REAL ESTATE LLC

$
$
%
$8/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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1000 S Semoran Boulevard Winter Park FL 32792
For Rent

MLS Number O6267959

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Square Feet 1,003
  • Year Built 1969

This ground-floor 2-bedroom, 2-bathroom condo offers a spacious open floor plan, generously sized bedrooms, and numerous upgrades. The kitchen features tile flooring, stainless steel appliances, wood cabinets, and...

Listing Courtesy of ALLIANCE RENTAL HOMES

$
$
%
$8/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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1512 Indiana Avenue Winter Park FL 32789
For Rent

MLS Number R4908685

  • Rental
  • Mls Status Active
  • Area Winter Park
  • Subdivision Lawndale
  • Square Feet 960

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...

Listing Courtesy of LAWHUN ENTERPRISES IV,LLC DBA: FLORIDA REALTY INVESTMENTS IV

$
$
%
$8/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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3651 N Goldenrod Road Winter Park FL 32792
For Rent

MLS Number O6261920

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Lancelot/winter Park
  • Square Feet 840

HALF OFF 1st FULL MONTHS RENT! 2 Bed/2 Bath in Winter Park - $1500 mo/$1500 dep - AVAILABLE NOW! This 2nd floor, 2bedroom/2 bath is an open floor plan with the kitchen being open to the living room/dining area and...

Listing Courtesy of CFRP REALTY LLC

$
$
%
$8/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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1300 Indiana Avenue Winter Park FL 32789
For Rent

MLS Number O6221851

  • Rental
  • Mls Status Active
  • Area Winter Park
  • Subdivision Metzingers Add
  • Square Feet 610

Available NOW!! Cozy and quaint 1/2 duplex unit! 1 Bed/1 Bath located in Winter Park!!! This unit has been lovingly renovated with new kitchen cabinets, appliances, granite counters, new fans, lights, sink, and so much...

Listing Courtesy of ALL COUNTY CFL PROPERTY MGMT

$
$
%
$8/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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200 St Andrews Boulevard Winter Park FL 32792
For Rent

MLS Number O6263126

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Four Seasons Condo
  • Square Feet 727

Located in the heart of Winter Park, this 1-bedroom, 1-bathroom rental offers the perfect combination of convenience and charm. Just minutes from Downtown Winter Park, Rollins College, and Downtown Orlando, you'll enjoy...

Listing Courtesy of EXP REALTY LLC

$
$
%
$8/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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Winter Park FL 32792

Winter Park, FL

Rental Price$1,400

For Rent

MLS Number S5117931

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

Available 2 bedroom and 2 bathroom home in the desired area the Winter Park. Great location near the airport, Schools, and shopping center.

Listing Courtesy of TRANSCONTINENTAL REALTY GROUP

$
$
%
$7/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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4816 Tangerine Avenue Winter Park FL 32792
For Rent

MLS Number O6274027

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Wrenwood Condo
  • Square Feet 753

Winter Park Condo AVAILABLE NOW! This 1 bedroom 1 bath is in an established neighborhood. All Kitchen appliances, living room/dining area combo, inside utility room with washer and dryer included. 1 Dedicated Parking...

Listing Courtesy of CFRP REALTY LLC

$
$
%
$7/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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3069 Aaron Burr Avenue Winter Park FL 32792
For Rent

MLS Number S5118849

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Colonies
  • Square Feet 537

Enjoy this 1 bedroom 1 bathroom condo located at The Colonies in Winter Park. Close to UCF, Full Sail University and centrally located to shopping malls, major highways, restaurants and theme parks. Just 11 minutes from...

Listing Courtesy of ACKLEY FLORIDA PROPERTY MANAGEMENT INC

$
$
%
$7/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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1695 Lee Road Winter Park FL 32789
For Rent

MLS Number O6270687

  • Rental
  • Mls Status Active
  • Area Winter Park
  • Subdivision Waterfall Cove
  • Square Feet 638

Charming 1-bedroom, 1-bathroom condo with an in-unit washer & dryer in the desirable Waterfall Cove community of Winter Park. Enjoy the serene, park-like surroundings and take advantage of the community's...

Listing Courtesy of MTRE GROUPE LLC

$
$
%
$7/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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1695 Lee Road Winter Park FL 32789
For Rent

MLS Number O6269410

  • Rental
  • Mls Status Active
  • Area Winter Park
  • Subdivision Waterfall Cove
  • Square Feet 881

Spacious two-bedroom, one bath condo available now! This is a second-floor apartment with a spacious living room and dining room and a great patio off of the living area! Kitchen complete with all appliances included...

Listing Courtesy of FLORIDA REALTY INVESTMENTS

$
$
%
$7/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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2929 Antique Oaks Circle Winter Park FL 32792
For Rent

MLS Number O6248601

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Parkview Village
  • Square Feet 749

MOVE IN SPECIAL! Please contact Innovative Realty for more information! This beautiful one-bedroom, one bath 749 sqft second floor condo is located in the Parkview Village community near Semoran and Aloma. The...

Listing Courtesy of INNOVATIVE REALTY,LLC

$
$
%
$7/month over 360 payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to StellarMLS as of January 26, 2025 . 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.