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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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1250 S Denning Drive Winter Park FL 32789
Pending

MLS Number O6196523

  • Condo
  • Mls Status Pending
  • High School Winter Park High
  • Area Winter Park
  • Year Built 1967

Under contract-accepting backup offers. Condo in the heart of Winter Park! PRICE REDUCED FOR QUICK SALE (Others in area have sold in $260's!) Recently renovated with new bathroom fixtures and fresh paint. Clean and efficiently updated with lots of room, and lots of storage and cabinets! Owner willing to extend up to $7,000 for additional condo updating and new flooring. The best screened back porch Garden views offer privacy & shade - The perfect place to enjoy your coffee, or share a meal! Big screen TV easy-mount remains in large living room for your convenience! Interior laundry room (Washer/Dryer included!) PLEASE NOTE: This is one of only a few units that is allowed to have in-unit washer and dryer!! Stainless Streel Appliances, hard surface counters, extended kitchen counters and storage area--- Beautiful & Convenient (within a block or so) to the new Down Town Winter Park Movie-in-the-park infrastructure being built currently -which features open green areas, garden walkways, and an outside event venue. Condo is about 30 minutes to Orlando International Airport, and other smaller private and public airport(s), shopping malls, main artery roadways, Down Town Orlando and Down Town Winter Park! So much to do! Mead Gardens is in rear of this complex! Please note that NO DOGS are allowed in this complex. However, cats are allowed. Assigned Parking is #210, and plenty of visitor parking also available.

Listing Courtesy of REALTY GROUP SPECIALISTS,LLC

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Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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3043 Antique Oaks Circle Winter Park FL 32792

MLS Number O6237651

  • Condo
  • Mls Status Active
  • High School Winter Park High
  • Area Winter Park/Aloma
  • Subdivision Parkview Village

Stop The Car!!! Here it is!!! A fantastic ground floor 2/2 condominium; in sought after Winter Park, Florida. This lovely home is conveniently located near fine dining, shopping, Baldwin Park, and prestigious schools: Full Sail University, UCF, and Rollins College. Your future home offers an open floor plan with a kitchen looking out to the family room. Your fantastic kitchen is set up with stainless appliances, glazed counters and with ample solid wood cabinets for storage, plus a breakfast bar. It gives you plenty of natural light in the kitchen from the double windows surrounded within, it also has a very pretty backsplash over the sink. Great area beside the kitchen for your dining table with overhead ceiling fan and cute chair rail. The master bedroom has an en-suite full bath with shower and walk-in closet. Both Bathrooms have been remodeled with ceramic tile In shower and tub/shower and glazed vanity tops. The home has its own indoor laundry room with a washer and dryer. Lovely outdoor area off of Living room with screened in porch; so you and your family may enjoy Florida's beautiful evenings and pretty landscaping the community offers. Amenities include a sparkling blue swimming pool and large luxurious spa, that are just within steps of your home. It is only waiting for its new owner; call today!

Listing Courtesy of DALTON WADE INC

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Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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3291 Oak Lake Winter Park FL 32792

MLS Number O6229247

  • Condo
  • Mls Status Active
  • High School Winter Park High
  • Area Winter Park/Aloma
  • Year Built 1984

Walk to Target. This townhhouse style condo with 2 master suites is close to Full Sail, UCF and Valencia. With granite tops in the bathrooms and kitchen. Replumbed in 2014. Open floor plan, inside laundry closet off the dinette. Tile flooring downstairs and capet up, additional exterior storage room and fenced in patio. Water, and garbage are included in the association fee. Hidden Oaks community features community pool & fenced playground area. Zoned for Winter Park Schools. Easy acces to Downtown Orlando, Downtown Winter Park, FL-408 & FL-417

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

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$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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1000 S Semoran Boulevard Winter Park FL 32792

MLS Number O6196852

  • Condo
  • Mls Status Active
  • High School Winter Park High
  • Area Winter Park/Aloma
  • Year Built 1969

JUST PAINTED IN DECEMBER 2023 and NEW A/C UNIT 2022. Great Opportunity to own an income-producing rental unit as it is currently rented. 2 bedrooms and 2 bathroom at Golfside Villas. This unit is located on the 2nd floor facing the interior of the building by the pool. One assigned parking space plus guest parking next to the unit. HOA fees includes grounds maintenance, water and sewer. Laundry room located by pool area. Spacious open style living area. Renovated master bathroom. Key access for the pool and laundry area. No washer no dryer hook up inside the unit. Walking distance to Full Sail University and Baldwin Park Emergency Room. Conveniently located minutes to Winter Park Hospital, shopping and dining areas. Approximately 10-15 minutes away to the airport, UCF, Baldwin Park, Downtown Winter Park.

Listing Courtesy of SPACES & STYLES GROUP

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Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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1250 S Denning Drive Winter Park FL 32789
Pending

MLS Number O6231034

  • Condo
  • Mls Status Pending
  • High School Winter Park High
  • Area Winter Park
  • Subdivision Mead Garden

One or more photo(s) has been virtually staged. This delightful end-unit condo offers the best of both convenience and style, just minutes away from the vibrant Park Avenue with its eclectic shops, fine dining, and local attractions. Whether you prefer a leisurely stroll to nearby parks or a quick bike ride to outdoor venues, this location has it all. The community recently installed a new roof and gutters in 2023, giving you added peace of mind. Step inside to this freshly painted, bright, and open living space, where the kitchen seamlessly overlooks the living and dining room, creating an inviting atmosphere ready for you to make your own. Just off the living space, you'll find a charming screened porch, the perfect spot to unwind with a book while enjoying the tranquil garden courtyard views. The complex amenities including a heated community pool and a convenient on-site laundry facility. Nature lovers will appreciate the proximity to Mead Gardens, with its scenic walking paths right at your doorstep. Additionally, a new outdoor event venue is under construction nearby, adding to the vibrant community atmosphere. Located within easy reach of Trader Joe's, Winter Park Village, Ivanhoe Row, Mills restaurants, and Park Avenue, this condo provides an ideal blend of affordability and prime location. Don't miss this exceptional opportunity to experience the best of Winter Park living with low monthly fees.

Listing Courtesy of BLUE MARLIN REAL ESTATE

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Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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3651 N Goldenrod Road Winter Park FL 32792

MLS Number O6218264

  • Condo
  • Mls Status Active
  • Area Winter Park/Aloma
  • Year Built 1990
  • Square Feet 840

Welcome to your new home at 3651 North Goldenrod Road, #B107, Winter Park, FL 32792! This charming 2-bedroom, 2-bathroom condominium offers the perfect blend of comfort and convenience. Inside, you'll find a well-appointed kitchen featuring solid wood cabinets, ample eating space, and all the essential appliances, including a dishwasher, dryer, microwave, range, refrigerator, and washer. The interior boasts thoughtful details like ceiling fans and window treatments, enhancing the overall comfort and style of the living space. Step outside to enjoy the private pool, a unique amenity that sets this unit apart. Brand new a/c unit 2023!The exterior was freshly painted this year 2024 and the roof was redone in 2023! Additionally, the community offers a larger pool for residents to enjoy, providing plenty of options for relaxation and recreation. Don't miss this opportunity to own a beautiful condo in a sought-after location with excellent amenities. Make 3651 North Goldenrod Road #B107 your new home today!

Listing Courtesy of EXP REALTY LLC

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Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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851 Miles Avenue Winter Park FL 32789

MLS Number O6212692

  • Condo
  • Mls Status Active
  • High School Winter Park High
  • Area Winter Park
  • Subdivision Aragon Condo

Welcome to this inviting first-floor unit in the desirable Aragon Condo community, located in the heart of Winter Park. This charming two-bedroom, one-bath condominium features a newly remodeled bath, fresh paint, and all-new luxury vinyl plank flooring throughout, making it ready for its new owner. The galley-style kitchen seamlessly flows into the open living and dining space, perfect for entertaining or relaxing. Both bedrooms offer built-in closets, providing ample storage space. Additionally, there is a hall closet ideal for linens or extra storage. The unit includes a cozy front patio area, perfect for enjoying your morning coffee or evening unwind. Residents of Aragon Condo enjoy a range of amenities, including a central courtyard, sparkling pool, communal laundry facilities, and both assigned and guest parking. This prime location is convenient to multiple shopping centers and is just across the street from a variety of restaurants, quick-serve options, grocery stores, and retail shops. Experience sophisticated living in a community that embodies the art of the home, offering both tranquility and convenience. This condominium is not just a home, it is a haven for those who appreciate the finer things in life.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

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Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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1000 S Semoran Boulevard Winter Park FL 32792

MLS Number O6197616

  • Condo
  • Mls Status Active
  • High School Winter Park High
  • Area Winter Park/Aloma
  • Year Built 1969

Well maintained 2 Bedroom, 2 bathroom condo in the highly sought after community of Golfside Villas. Spacious living area, updated kitchen with stainless steel appliances and generously sized bedrooms. Both bedrooms have a separate bathroom. Newer Carpet, newer AC, outside screened in porch. Condo is located minutes away from Baldwin Park, Full Sail University and UCF. Community features include Club house and Outdoor Pool area. HOA fees include water and sewer in addition to outside maintenance, pool and other amenities. This is a must see, call now to schedule your showing.

Listing Courtesy of FOLIO REALTY LLC

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$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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851 Miles Avenue Winter Park FL 32789

MLS Number O6183107

  • Condo
  • Mls Status Active
  • Area Winter Park
  • Subdivision Aragon Condo
  • Year Built 1984

Location, Location, Location! Prime Winter Park (you guessed it) LOCATION! You'll walk through an adorable center Courtyard to access your FIRST FLOOR Condo. Ceramic Tile throughout the entire unit. Large Living Room with Separate Dining Space. Kitchen features black Appliances and Laminate Counters. Two Spacious Bedrooms, both with Large Closets. Updated Bathroom Features Pedestal Sink, Walk-in Shower with Slate-look Tile and beadboard wainscoting. Condo comes with one Assigned Parking Space and plenty of Guest Parking. Community Features a Screen Enclosed Swimming Pool and Laundry Facility. Walking distance to Publix and more Stores and Restaurants than one can list! Easy access to Interstate 4. Extremely short commute to Downtown Orlando.

Listing Courtesy of RE/MAX TOWN CENTRE

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$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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3651 N Goldenrod Road Winter Park FL 32792

MLS Number O6202969

  • Condo
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Lancelot/winter Park
  • Year Built 1990

Back on the market, Buyer's financing fell through. Newly remodeled 2 bedroom/2 bathroom condo located in Lancelot of Winter Park. This spacious second floor unit with large windows brings in plenty of natural light. The main living areas boasts of wood laminate tile flooring and granite countertops in the kitchen. The bathrooms have been updated with sleek fixtures and modern design elements. Nearby, you will find top A-rated schools and several dining and shopping centers making this location very convenient for everything you need. There is also a community pool and the HOA includes trash, water, and the exterior maintenance of the property. Don't miss out on this great opportunity, schedule a viewing today!

Listing Courtesy of COLDWELL BANKER REALTY

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$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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1695 Lee Road Winter Park FL 32789

MLS Number O6145789

  • Condo
  • Mls Status Active
  • Area Winter Park
  • Subdivision Waterfall Cove
  • Year Built 1966

Rare 3 bedroom 2 bathroom second floor unit at Waterfall Cove in the heart of Winter Park, close to shopping, restaurants, schools and major roadways. The end unit features a nice open floorplan with lots of natural light. The kitchen is spacious and has lots of cabinet storage and countertop space it overlooks the large living room with sliding glass doors that lead out to the balcony with a treetop view. The primary bedroom is a nice size and has an en-suite bathroom along with a large closet. The other two bedrooms are good sized and share a hallway bathroom. Do not miss your opportunity to own this unit today.

Listing Courtesy of RE/MAX ASSURED

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$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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200 Saint Andrews Boulevard Winter Park FL 32792
Pending

MLS Number O6192703

  • Condo
  • Mls Status Pending
  • High School Winter Park High
  • Area Winter Park/Aloma
  • Subdivision Four Seasons Condo

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Exciting news! We have a great 2-bedroom, 2-bathroom condo up for sale right within the Winter Park city limits. Situated on the ground floor, this cozy unit comes with the convenience of parking just outside your door. While this gem may need a little TLC, we've priced it accordingly. Imagine the potential and value you can add to make it truly your own! Plus, being pet-friendly means your furry friends are more than welcome to enjoy this lovely space with you. Four Seasons Condo Assn. takes pride in offering an unrivaled homeowner experience with a comprehensive list of amenities covered by the HOA, including an on-site property manager, dedicated on-site maintenance crew, carwash area, fitness center, clubhouse access, building maintenance services, and pest control. Additionally, your peace of mind is our priority with coverage for water, sewer, trash services and escrow reserves. But wait - there's more! Enjoy the ultimate in relaxation and recreation with three sparkling pools and a tennis court available exclusively for residents like you. Don't miss out on this amazing opportunity to own a piece of paradise in Winter Park City Limits! Reach out to us today to schedule a viewing or inquire further. Seller is motivated, now is the time to act before is it gone.

Listing Courtesy of WINTER PARK REAL ESTATE CO LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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 September 15, 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.