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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.

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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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700 Melrose Avenue Winter Park FL 32789
Pending

MLS Number O6141927

  • Rental
  • Mls Status Pending
  • Area Winter Park
  • Square Feet 1,379
  • Year Built 1964

Spacious 3 Bedroom, 2.5 Bath Condo in the highly sought after community of Winter Park Gardens . This 2nd Floor unit, with elevator access, has an amazing view of the pond and park-like setting with mature shade trees and manicured landscaping. The condo boasts a large living and dining area, split bedroom plan, generous sized bedrooms and TONs of closet space. Water, grounds maintenance, and community pool are included in the rental amount. The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center and upcoming Winter Park's Progress Point. With its prime location in Winter Park, you'll have easy access to a myriad of dining, shopping, and entertainment options. Whether you're strolling through the charming downtown area of, infamous Park Avenue or Hannibal Square or immersing yourself in the thriving arts and culture scene, with the Orlando Museum of Art right around the corner, you will feel like you are in the center of it all ! Available for occupancy October 1st, with HOA approval. This is a 55 + community and all residents that occupy the unit must be at least 55 or older. No Smoking and No Pets please.

Listing Courtesy of OLDE TOWN BROKERS INC

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Federal 30-year interest rate: 6.63% last updated on Feb 1, 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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2500 Lee Road Winter Park FL 32789
For Rent

MLS Number O6173263

  • Rental
  • Mls Status Active
  • Area Winter Park
  • Square Feet 956
  • Year Built 1969

Step into this delightful condo in the heart of Winter Park, Florida. Located on Lake Killarney, this inviting 2-bedroom, 2-bathroom rental spans 918 sq ft, providing a perfect blend of coziness and style. The interior has had a recent makeover with new floors, paint, and updated bathrooms. Positioned just minutes away from Winter Park's Park Avenue, the location of this condo is simply perfect. Whether you choose to unwind in the comfort of your own home or take in the lake views of Lake Killarney, this residence offers an idyllic retreat. Immerse yourself in the best of both worlds - the serenity of lakeside living and the vibrant ambiance of Winter Park's social scene.

Listing Courtesy of CORCORAN PREMIER REALTY

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Federal 30-year interest rate: 6.63% last updated on Feb 1, 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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221 Jergo Road Winter Park FL 32792
For Rent

MLS Number O6169478

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Slovak Village
  • Square Feet 1,162

Discover serenity in this delightful 3-bedroom, 2-bathroom home, nestled in the heart of Winter Park. This charming residence boasts a distinct layout with a separate living room and large dining area that offers an optimal blend of comfort and functionality. The home features durable tile flooring throughout, providing an aesthetic appeal. The kitchen is a highlight, adorned with beautiful cabinets and stainless steel appliances, including a refrigerator and range. Enjoy dining or entertaining in the Al Fresco outdoor area off of the kitchen. The laundry adjoins the kitchen with like new washer/dryer. The cute third bedroom is perfect for a home office or nursery. Stay cool and comfortable with ceiling fans adorning the brightly lit rooms creating a refreshing ambiance for those sunny Florida days. Located in a prime area, close to shopping, downtown Winter Park, UCF, 417. All applicants are required to do a credit and background check. Renters insurance is required.

Listing Courtesy of 407 PROPERTIES

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Federal 30-year interest rate: 6.63% last updated on Feb 1, 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
For Rent

MLS Number O6169320

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Four Seasons Condo
  • Square Feet 1,322

Spacious 3 bed, 2 bath condo in sought after Four Seasons. This unit is on the second floor, has an in-unit washer & dryer. Recently painted, screened in balcony, built-in bookcase in family room, large dining room, laminate& tile flooring in living area and kitchen. This community has 2 pools, clubhouse, tennis, shuffleboard & fitness center. Amazing location, 5 minutes to downtown Winter Park/Park Avenue as well as close to shopping, restaurants and Advent Hospital Winter Park. No Pets. Please call for your showing today!

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

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Federal 30-year interest rate: 6.63% last updated on Feb 1, 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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4968 Tangerine Avenue Winter Park FL 32792
For Rent

MLS Number O6160093

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Wrenwood Condo
  • Square Feet 1,059

This roomy 2 bed/2 bath condo was just brightened up with a fresh coat of paint. It is ideally located in Winter Park, not far from Full Sail or UCF. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet community with plenty of privacy. Amenities include a pool and workout room.

Listing Courtesy of BENCHMARK REAL ESTATE GRP INC

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Federal 30-year interest rate: 6.63% last updated on Feb 1, 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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7288 Daniel Webster Drive Winter Park FL 32792
For Rent

MLS Number O6170983

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Colonies Ph 03
  • Square Feet 1,230

Only $1850/month Rent for this JUST REMODELED & IMMACULATE, Two-Bedroom, Two-and-Half Bath, Two-Story Townhome Available Immediately! Enjoy Your Privacy with No Visible Neighbors by Having an Expansive Open FIELD for a Front Yard…and a Large, Secluded SCREENED PORCH Overlooking a Quiet FOREST in the Back! HOLY COW! Home is NEWLY REMODELED! Not a Mark on the Walls with Brand New PAINT! Be the first one to Use the NEW SHOWER! Everything is NEW… Including the NEW ROOF, New Light Fixtures with Fancy Ceiling Medallions… all the way down to the New Doorknobs and Light Switch Cover Plates! No Carpeting with Bright CERAMIC TILE Downstairs and BRAND-NEW WOOD Flooring Upstairs! Rent INCLUDES Water and Garbage and all Condo Fees; You Only Pay Electric and Cable, which makes for Affordable Living! Dedicated PARKING SPACE out Front with Lots of Room for Additional Parking! Nice! Amazing Location Just a few Steps from the COMMUNITY POOL and Playground… with Less than a 3-Minute Walk to great close-by Grocery Store, Restaurants, Ice-Cream Stand and BUS STOP on Goldenrod! Sought-After WINTER PARK School-District for your Kids: Cheney Elementary, Glenridge Middle and WINTER PARK High School! Say YES! The Colonies Condos are a Quiet & Safe Community near the Intersection of Goldenrod and University Ave in Winter Park, with Easy Access to both the 417 and 408 Expressways, State Road 436/Semoran, and abundant Shopping & Restaurants! Full Sail University is only a 6-minute Drive away, and it is less than 10-15 minutes to either UCF or Valencia State Colleges East Campus! Be in DOWNTOWN ORLANDO or DOWNTOWN WINTER PARK's Park Avenue in less than 15 minutes, with Orlando International Airport only a few more minutes away! Nice! Property is a TWO-STORY Townhome with both Bedrooms Upstairs. REFRIGERATOR and Washer & Dryer are Included! One or More of the Persons Having an Ownership Interest Hold a Florida Real Estate License & Are Realtors. Room Sizes, Schools & Square Footage are Deemed Accurate, but are not Warranted.

Listing Courtesy of RE/MAX TOWN & COUNTRY REALTY

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Federal 30-year interest rate: 6.63% last updated on Feb 1, 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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7429 Daniel Webster Drive Winter Park FL 32792
For Rent

MLS Number S5098542

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Colonies
  • Square Feet 1,036

What an Opportunity !! A 2 bedrooms 2 bath condo for rent in Winter Park. The unit is freshly painted ready to move in. It is located within waking distance to a strip mall including a supermarket, beauty saloon, restaurants and much more. Don't miss this opportunity before is gone !!

Listing Courtesy of ROCKER'S REAL ESTATE,LLC

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Federal 30-year interest rate: 6.63% last updated on Feb 1, 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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174 Scottsdale Square Winter Park FL 32792
For Rent

MLS Number O6135407

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

Come see this spacious upstairs condo with great natural lighting and open floor plan. The open kitchen has a beautiful newly renovated breakfast bar, with new cabinets and countertops to give it a more modern look. All bedrooms including the master bedroom are located on the second floor which provides more privacy. Community amenities include two swimming pools, tennis court, and playground! rent includes water, ground maintenance, trash removal, sewer and more! Winter Park Woods is centrally located and within minutes of major highways, UCF, Winter Park High school, Full Sail University, Rollins College, VA hospital, Adventist Health hospital, and Downtown Winter Park. The International Airport just 11miles south on SR 436.

Listing Courtesy of KELLER WILLIAMS LEGACY REALTY

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$/month over payments
Federal 30-year interest rate: 6.63% last updated on Feb 1, 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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280 Scottsdale Square Winter Park FL 32792
For Rent

MLS Number O6174146

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

Discover refined living in this elegantly renovated 2-level, 2-bedroom, 1.5-bath condo, exuding a townhouse charm. The high ceilings throughout the unit amplify the sense of space and enhance the influx of natural light, creating a warm and inviting atmosphere. Each level is adorned with accessible balconies that seamlessly extend your living space outdoors, providing tranquil views of the beautifully landscaped courtyard - ideal for relaxation or hosting guests. The heart of this home is the updated kitchen, where new granite countertops, modern cabinets, high-end stainless steel appliances, and chic porcelain tiling converge to create a culinary haven. Bathrooms have been refreshed with sleek, contemporary vanities. The recent replacement of the hot water heater in 2023 guarantees efficiency and comfort. Notably, the convenience of laundry is just steps away, with the laundry room thoughtfully situated on the balcony. Nestled in a prime location, this condo is within easy reach of Full Sail University and is surrounded by well-known educational institutions including Barry University Dwayne O. Andreas School of Law, Herzing University, Keiser University, University of Central Florida, Rollins College, and Valencia College. The neighborhood is a hub of activity with nearby Costco Wholesale, Walmart, Chili's Grill and Bar, and Firehouse Subs. Situated only 4 miles from Winter Park SunRail Train Station, 20 minutes from Orlando International Airport, and with swift access to major highways, this location is perfect for commuters and explorers alike. Your comfort and convenience are further enhanced by the HOA, which covers water, sewer, trash, and exterior pest control. Immerse yourself in the community's vibrant lifestyle with amenities like pools, tennis courts, a playground, and a clubhouse. For those seeking additional convenience, a carport is available for a fee.

Listing Courtesy of CENTURY 21 EDGE

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$/month over payments
Federal 30-year interest rate: 6.63% last updated on Feb 1, 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
For Rent

MLS Number O6175596

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Subdivision Four Seasons Condo
  • Square Feet 1,119

Welcome to Winter Park's Four Seasons Condominiums! This 2 Bedroom, 2 Bath, second-floor, end unit condo features a living room and dining room combo with a balcony. Located off of Aloma Ave near 436/South Semoran Blvd makes this condo convenient to Rollins College, Full Sail University, UCF, restaurants, shopping, and more! Condo features no carpet, spacious bedrooms, a washer and dryer, laminate and new vinyl flooring in the kitchen. The Four Seasons features a pool, clubhouse, fitness center & tennis courts. Rent includes water, sewer, trash, pool, and fitness center. Pets will be considered. Breed restricted. Pet fee required. Renter's insurance required.

Listing Courtesy of CENTURY 21 CARIOTI

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$/month over payments
Federal 30-year interest rate: 6.63% last updated on Feb 1, 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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7332 Forest Hill Court Winter Park FL 32792
For Rent

MLS Number O6150566

  • Rental
  • Mls Status Active
  • Area Winter Park/Aloma
  • Square Feet 990
  • Year Built 1984

Charming 2 bedroom, 1.5 bathroom condo located in the desirable Winter Park. Situated on the second floor, this well-maintained property offers a comfortable and convenient lifestyle. The community pool provides a refreshing oasis for residents to relax and unwind. With its location, this condo offers easy access to a variety of amenities, including shopping centers, restaurants, and entertainment options. Don't miss out on the opportunity to make this Winter Park condo your new home! Schedule a tour and experience the convenience and comfort this unit has to offer. All residents are enrolled in the Resident Benefits Package (RBP) for $35.00/month which includes credit building to help boost the resident's credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery, move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program! More details upon application. **RENTERS INSURANCE REQUIRED ** Washer and Dryer included AS-IS.

Listing Courtesy of CT HOMES REALTY CORPORATION

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$
%
$/month over payments
Federal 30-year interest rate: 6.63% last updated on Feb 1, 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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228 N Park Avenue Winter Park FL 32789

MLS Number O6153080

  • CommercialLease
  • Property SubType Office
  • Square Feet 419
  • Acreage 0.75

Newly painted and updated Class B 2nd floor office space on Park Avenue perfect for professional services. Prime location for professional services in Winter Park's bustling business district. Large glass windows offer plenty of natural light and views of lushly landscaped atrium. Elevator access and stairs lead to Suite G on the second floor which has exposed ceilings, new lighting and prestige vinyl flooring. Space includes one private parking space in rear of building.

Listing Courtesy of COLDWELL BANKER REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 6.63% last updated on Feb 1, 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 February 8, 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.