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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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1129 Minnesota Avenue Winter Park FL 32789
For Rent

MLS Number O6186188

  • Rental
  • Mls Status Active
  • Area Winter Park
  • Subdivision Minnesota Condo
  • Square Feet 1,852

Upgraded townhome, was built in 2005, with 2 car garage, 1 patio upstairs and a spacious outdoor BBQ and Entertainment area. Unit was Completely Renovated in 2021, it features new wood flooring throughout, fresh new pain, new light fixture and much more. Kitchen has all appliances, and full size Washer and Dryer. The property is centrally located close to all shopping and restaurants, Downtown Orlando, Rollins College and well known Park Ave is just minutes away.

Listing Courtesy of HPL REALTY INVESTMENTS

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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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1404 Clay Street Winter Park FL 32789
For Rent

MLS Number O6183453

  • Rental
  • Mls Status Active
  • Area Winter Park
  • Square Feet 1,440
  • Year Built 1948

READY TO MOVE-IN! Secure your home before the new month! Experience the charm of a 1948 Winter Park gem, beautifully updated in the highly-desired Orwin Manors neighborhood. This 3 bedroom 2 bathroom home is the perfect place for anyone looking to live in easy commute to Orlando, Winter Park, and College Park. With great space, you'll have the perfect set up for a living room and dining room area. The kitchen has been remodeled with new appliances, bathrooms have been revamped, and the home has a new water heater! Washer and Dryer included!! Beautiful vinyl flooring throughout the house and great natural lighting! In addition to the home, take advantage of one of the biggest fenced-in backyards!! Those who live on Clay St. will appreciate the convenience of access to I-4. Find some of the best shopping, upscale restaurants, and cultural entertainment in the area. Enjoy being near Publix, Trader Joe's, and Whole Foods! Right down the road from Advent Health, this truly is an ideal location. Don't miss out on this rental opportunity! Call to schedule an appointment today! Note: Two structures on property. Mother In law suite - tenant occupied.

Listing Courtesy of MEP REALTY INVESTMENTS 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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1106 Schultz Avenue Winter Park FL 32789
For Rent

MLS Number O6186660

  • Rental
  • Mls Status Active
  • Area Winter Park
  • Square Feet 1,517
  • Year Built 2004

Available now!!! Amazing 3 bedroom, 2.5 bath townhouse with quaint outside courtyard and all the charm! As soon as you step through the front door you will feel relaxed and excited to be home. Featuring an oversized kitchen, separate laundry room, attached garage, and lawn care included. All 3 bedrooms upstairs, walk in closet in primary bedroom, guest bath downstairs. Desirable locations close to restaurants, Park Avenue or Rollins campus. Convenient to Interstate 4 to make commuting through central Florida a breeze. Won't last long schedule a showing today! Move in before April 7th and you receive a $250 incentive.

Listing Courtesy of TRUSTHOME PROPERTIES INC

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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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2749 Bright Bird Lane Winter Park FL 32792
For Rent

MLS Number O6183205

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Grayson Square
  • Square Feet 1,782

New townhouse in Winter Park's Grayson Square community with a lake view. This two-story residence allows you to relish the lake scenery from your backyard in a highly central location. The community is conveniently situated near various amenities, excellent schools, and features a peaceful neighborhood. Cable and internet services are included.

Listing Courtesy of REALTY ONE GROUP EVOLUTION

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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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2753 Bright Bird Winter Park FL 32792
For Rent

MLS Number S5100647

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Square Feet 1,907
  • Year Built 2024

This is a beautiful new townhouse with nice pond view located in a gated community Grayson Square in the winter park area. It is minutes away from downtown Winter Park! You can find this low-maintenance neighborhood right off Howell Branch Road, featuring gated access, private homesites with pond views, a resort-style pool with a cabana, and 1GB of high-speed internet. Link to the model house : http://www.pulte.com/homes/florida/orlando/winter-park/grayson-square-210839/springdale-ii-694668

Listing Courtesy of MAGICMIND 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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820 Driver Avenue Winter Park FL 32789
Pending

MLS Number O6176866

  • Rental
  • Mls Status Pending
  • Area Winter Park
  • Subdivision Dubsdread Heights
  • Square Feet 2,506

Welcome home! This fantastic 3-bedroom, 2.5-bath home (plus loft and office!) is available on February 22, 2024! Located conveniently in the Dubsdread neighborhood nestled between College Park and Winter Park , this property features a comfortable layout with well apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features including historic built-in cabinetry, original refinished hardwood floors and a backyard to die for! Act now! This one won't last long! All applicants are required to do a credit and background check. Renters insurance is required. Max 2 pets none over 100lbs.

Listing Courtesy of 407 PROPERTIES

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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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2485 Forfarshire Drive Winter Park FL 32792
Pending

MLS Number S5100922

  • Rental
  • Mls Status Pending
  • Area Winter Park/Aloma
  • Square Feet 1,242
  • Year Built 1962

Welcome home! Newly renovated, lovely 3 bedroom 2 bathroom single-family home for rent in beautiful winter park. Zoned for "a" rated schools. This home is located in the brookshire heights community. Located within minutes from advent health winter park, baldwin park, park ave. Shopping, restaurants, and so much more! This property has been freshly painted on the exterior and interior. The home also features brand-new window treatments, a 2-car garage, brand-new washer & dryer, and a screened-in patio. The kitchen has been fully remodeled and features beautiful white cabinets, new stainless steel appliances, and quartz countertops. Bathrooms have been updated and feature brand-new vanities, light fixtures, and new hardware. The home also features brand-new luxury vinyl plank flooring throughout. The home comes with weekly pool service. Don't miss out on this fantastic opportunity to call winter park home! Schedule your showing today.

Listing Courtesy of CENTRAL FLORIDA REALTY MANAGEMENT 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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2711 Bright Bird Lane Winter Park FL 32792
For Rent

MLS Number O6181343

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Square Feet 1,782
  • Year Built 2024

Discover the epitome of modern living in this exquisite brand-new lake view townhome nestled in the highly sought-after Winter Park area. Boasting 3 bedrooms and 2.5 bathrooms, this impeccably designed residence is a must-see for those seeking a perfect blend of style and convenience. The home has all brand new updated appliances and an epoxy garage floor. Enjoy the allure of contemporary architecture and upscale finishes throughout. The primary bedroom overs a scenic view of the fountain lake. You have extra parking to the right of the unit that makes hosting easy and enjoyable. Conveniently located near major highways, this townhome provides easy access to your daily commute while being in close proximity to premier shopping centers. Experience the essence of luxury and comfort in this thoughtfully crafted home, where every detail has been carefully considered to create an unparalleled living experience.

Listing Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

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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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2731 Bright Bird Lane Winter Park FL 32792
For Rent

MLS Number G5079142

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Grayson Square
  • Square Feet 1,782

This smart home is located in the newly developed Grayson Square, a gated community in Winter Park. This charming three-bedroom, two-and-a-half-bathroom end unit townhome is ready to move in. The rent includes high-speed fiber optic internet and Spectrum cable service. As you enter the home, you're led to the large kitchen and living area. The kitchen features stainless steel appliances, including a refrigerator, a dishwasher, a range, a microwave, and quartz countertops. Also on the first floor is the half bath for easy access for guests. Through the sliding glass doors in the living area, is the covered patio where you will enjoy a beautiful water view. Located on the second floor are the primary bedroom suite and two additional bedrooms. The primary suite includes a large walk-in closet, and the primary bathroom features dual vanities and a glass-enclosed standing shower. The additional bedrooms have easy access to the second full bathroom. This home also includes a laundry room and a two-car garage. Enjoy the community pool and playground area-easy access to major roads, shopping, schools, and entertainment.

Listing Courtesy of CAM REALTY & PROPERTY MANAGEME

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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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2502 Fifeshire Drive Winter Park FL 32792
For Rent

MLS Number S5101245

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Square Feet 1,313
  • Year Built 1961

Lovely 3 bedroom 2 bathroom single family home for rent in beautiful winter park. Zoned for "a" rated Schools. This home is located in the brookshire heights community. Located within minutes from advent health winter park, baldwin park, park ave. Shopping, restaurants, and so much more! This property has been freshly painted on the exterior and interior. The home also features a brand-new roof, new window treatments, new water heater, and electrical panels. The kitchen has been fully remodeled and features beautiful white cabinets, new stainless steel appliances, and quartz countertops. Bathrooms have been updated and feature brand-new vanities, light fixtures, and new hardware. The home also features brand-new luxury vinyl plank flooring throughout and a fenced-in backyard. The home comes with washer & dryer hook-ups only. Lawn service is not included. Home is currently tenant-occupied until april 30th.

Listing Courtesy of CENTRAL FLORIDA REALTY MANAGEMENT LLC

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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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2741 Bright Bird Lane Winter Park FL 32792
For Rent

MLS Number O6189062

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Grayson Square
  • Square Feet 1,907

**MOVING SPECIAL**FIRST MONTH DEPOSIT WAIVED AFTER APPROVED APPLICATTION IF YOU MOVE-IN BY OR BEFORE 04/15/24***Welcome to the new community of Grayson Square! **GATED COMMUNITY**QUITE NEW TOWNHOME*! Ready for immediate Move-In. Beautiful 3-Bedroom, 2.5 Baths, SPRINDALE II Floor plan. The first-floor features vinyl-plan all throughout, Quartz countertops in Kitchen & all baths, 42" cabinets with crown molding, stainless-steel appliances, including refrigerator, dishwasher, microwave, washer and Dryer. On the second floor, you will find s generous-spacious master bedroom with a large walk-in closet, this primary suite boosts a beautiful water-view, the master bathroom features dual vanities and glass-enclosed standing shower, 2 additional bedrooms in same floor. Also, on the first floor there is a convenient half bath for guests. Through the sliding glass door in the living area, is the covered patio where you will enjoy an amazing water view. Rent includes ground care, trash collection, high-speed. internet, cable, music channels, pool maintenance, management. This home also includes a laundry closet and 1 car garage. Enjoy the luxury of the Grayson Square near major roadways minutes to shopping and dining options on the desirable Park Avenue in downtown in Winter Park, 3 miles to SR417, 20 minutes to Downtown Orlando and Disney attractions!

Listing Courtesy of PREFERRED REAL ESTATE BROKERS

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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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2654 Amsden Road Winter Park FL 32792
For Rent

MLS Number O6180264

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Winter Park Estates
  • Square Feet 1,602

Charming 3-bedroom, 2-bathroom house in the prime location of Winter Park, Florida. Recently remodeled with laminate floors, brand-new bathrooms, and an open kitchen that seamlessly connects to the living room, dining area, and family room. The property features a spacious fenced patio, perfect for outdoor gatherings and privacy. Conveniently located just minutes away from Winter Park Hospital, Park Ave, Full Sail University, downtown Baldwin Park, and other commercial areas. Don't miss the opportunity to live in this upgraded and well-located home. Contact us for more details and to schedule a viewing.

Listed by FUSILIER MANAGEMENT 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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Based on information submitted to StellarMLS as of March 23, 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.