Winter Park, FL Condos for Sale

• 

  

  

  /22

  $258,000

  $4K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 20D, Winter Park, FL 32789

  LAKEFRONT COMMUNITY WITH SPECTACULAR SUNSETS OVER BEAUTIFUL LAKE KILLARNEY. LOCATED IN THE CHARMING AND ELLEGANT NEIGHBORHOOD OF WINTER PARK, IN A FULLY REVITALIZED AREA.CONVENIENT TO I-4, PARK AVENUE, FARMER'S MARKETS, TRADER JOE'S, AS WELL AS A MOVIE THEATER, BOUTIQUE SHOPS, RENOWNED RESTAURANTS AND A NATIONALLY RATED ART FESTIVAL - ALL WITHIN A SHORT WALKING DISTANCE.BRIGHT SUN-FILLED

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 20D, Winter Park, FL 32789
• Explore Winter Park

• 

  

  

  /36

  $210,000

  $20K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,578 Sq Ft

  7488 Whisperwood Dr Unit 28, Winter Park, FL 32792

  Rare Two-Story 2BR/2.5BA Condo with Two Private Suites in Winter Park. Highlights: Two-story floor plan condominium with a townhome-style layout, 2 spacious bedrooms, each with its own private ensuite bathroom, 2.5 bathrooms, Functional kitchen with stainless steel appliances, Open-concept living and dining area, Private fenced patio – perfect for relaxing, grilling, or entertaining, Covered

  

  Miranda Azer

  PARKVIEW REAL ESTATE

  7488 Whisperwood Dr Unit 28, Winter Park, FL 32792
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  /29

  $278,000

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  2475 Tahoe Cir, Winter Park, FL 32792

  Turnkey Living in the Heart of Winter Park!Welcome to this beautifully maintained 2-bedroom, 2-bath townhome offering the perfect blend of comfort, convenience, and low-maintenance living. Vacant and move-in ready, this home has been freshly painted and features a recently replaced air conditioning system, providing peace of mind for its next owner.Inside, you'll find a thoughtfully

  

  Sarah Doyer

  COLDWELL BANKER REALTY

  2475 Tahoe Cir, Winter Park, FL 32792
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  /24

  $129,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit E103, Winter Park, FL 32789

  Virtually Staged. Virtually Staged. Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the condo, you're greeted by a bright and spacious living area,

  

  Jason Price

  RE/MAX SELECT GROUP

  1695 Lee Rd Unit E103, Winter Park, FL 32789
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  /47

  $239,500

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 17D, Winter Park, FL 32789

  ANOTHER PRICE ADJUSTMENT! AMAZING VALUE!!!Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has Lake and Pool Views. Spacious Living Spaces and Generously-sized Bedrooms. Unique Updated Kitchen has Sub Zero Refrigerator, Bosch Dishwasher, Solid Surface Counters, unbelievable amount of Storage with Corner Cabinets, Drawers, pull-out Shelving and 3 Tiers of

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 17D, Winter Park, FL 32789
• 

  

  /28

  $199,900

  • 2 Beds
  • 1 Bath
  • 851 Sq Ft

  2500 Lee Rd Unit 220, Winter Park, FL 32789

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2500 Lee Road, Unit 220, in Winter Park, a beautifully maintained condominium offering stylish, low-maintenance living in one of Central Florida's most convenient locations. Inside, the condo features 2 bedrooms

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  2500 Lee Rd Unit 220, Winter Park, FL 32789
• 

  

  /15

  $169,900

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 732 Sq Ft

  1500 Gay Rd Unit 4D, Winter Park, FL 32789

  PRICE ADJUSTMENT! Lakefront Community! Enjoy Glorious Sunsets, Cocktails on the Deck and the Peace of Water and the Amazing Joy of Nature! All this near the heart of Winter Park and walking distance to all kinds of Shopping!One of few 1 Bedrooms and an Upstairs End Unit! Enjoy Spacious Room Sizes for easy Furniture Placement, Compact Kitchen, Bright Master Bedroom with additional Built-in

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 4D, Winter Park, FL 32789
• 

  

  /31

  $259,000

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  2433 Grand Teton Cir Unit 112433, Winter Park, FL 32792

  Welcome to 2433 Grand Teton Circle in the sought-after Cedarwood Village community of Winter Park, where move-in ready living, thoughtful updates, and an unbeatable location come together. Featuring the largest floor plan in the community, this spacious condo has been refreshed with brand-new carpet and fresh interior paint, offering a bright, inviting space that’s ready for its next owner. The

  

  Alexis Jacobsen

  EXP REALTY LLC

  2433 Grand Teton Cir Unit 112433, Winter Park, FL 32792
• 

  

  /22

  $180,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft

  2923 Antique Oaks Cir Unit 34, Winter Park, FL 32792

  PRICE IMPROVEMENT! TOP FLOOR CORNER UNIT in the heart of Winter Park! This well-maintained 2-bedroom, 2-bath condo offers spacious living, abundant natural light, and a functional open layout perfect for everyday living or investment potential. Step inside to find a bright and airy living and dining area with sliding glass doors leading to a private screened-in balcony — the perfect spot to relax

  Steven Pugh EXP REALTY LLC

  2923 Antique Oaks Cir Unit 34, Winter Park, FL 32792
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  /5

  $138,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 776 Sq Ft

  1000 S Semoran Blvd Unit 404, Winter Park, FL 32792

  Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool

  Scott Butts KIMBRIDGE REALTY, LLC

  1000 S Semoran Blvd Unit 404, Winter Park, FL 32792
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  /2

  $180,000

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  1695 Lee Rd Unit D107, Winter Park, FL 32789

  Don't miss out the great opportunity to own a unit in the heart of Winter Park Area. A perfect primary or secondary residence or investment home. Waterfall Cove is a great community with spacious pool, playground and lots of lush landscaping. Easy access to Major Highways a minute from I-4, bike away from Downtown Winter Park, close to major theme parks, major shopping area, restaurant, movie

  Hoover Yap PRIMESTATE REALTY, INC.

  1695 Lee Rd Unit D107, Winter Park, FL 32789
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  /11

  $229,900

  • 3 Beds
  • 2.5 Baths
  • 1,151 Sq Ft

  7413 Belle River Ct Unit 3, Winter Park, FL 32792

  Welcome To This Beautifully 3 Bedroom, 2.5 Bathroom Condominium Located in the Desirable Hidden Oaks Community. Offering Updated Living Space, This Home Combines Comfort, Style, and an Unbeatable Location. Step Inside to a Spacious and Inviting Family Room Featuring Beautiful Laminate Flooring, Abundant Natural Light, and an Open, Welcoming Atmosphere. The Updated Kitchen Is Sure to Impress with

  Ivan Tobon OUTLET REALTY

  7413 Belle River Ct Unit 3, Winter Park, FL 32792
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  /42

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,495 Sq Ft

  2372 Sun Valley Cir Unit 2372, Winter Park, FL 32792

  Welcome to this beautifully updated condo, ideally nestled between Winter Park and Maitland. This inviting home features a versatile upstairs loft overlooking the living and dining areas—perfect for a home office, fitness space, craft room, or additional guest accommodations. The bright, cheerful eat-in kitchen is both stylish and functional, showcasing quartz countertops, a glass tile

  Sheila Mathews COLDWELL BANKER REALTY

  2372 Sun Valley Cir Unit 2372, Winter Park, FL 32792
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  /11

  $138,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 776 Sq Ft

  1000 S Semoran Blvd Unit 408, Winter Park, FL 32792

  Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool

  Scott Butts KIMBRIDGE REALTY, LLC

  1000 S Semoran Blvd Unit 408, Winter Park, FL 32792
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  /6

  $99,000

  • Studio
  • 1 Bath
  • 537 Sq Ft

  3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792

  Attention investors! Take a look at this great opportunity to purchase a Cozy Condo located in Winter Park, FL. This studio condo features beautiful tile floors and lots of closet space. First-floor unit with open patio. Minutes away from Downtown Winter Park, expressway, downtown Orlando, Full Sail, and the University of Central Florida. This community offers a pool, tennis court, and clubhouse.

  Lynda Cheros GOLDENCREST REALTY LLC

  3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792
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  /27

  $425,000

  $50K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 767 Sq Ft

  644 N Knowles Ave Unit 3, Winter Park, FL 32789

  LOCATION! LOCATION! LOCATION! Welcome to Knowles Manor...a charming 11 unit condo perched on quiet brick street in the heart of Olde Winter Park...just steps from the Winter Park 9 golf course, Casa Feliz, and the boutiques, restaurants, and vibrant lifestyle of Park Avenue, this location is hard to beat. This delightful first-floor residence is the perfect place to call home or an ideal

  Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  644 N Knowles Ave Unit 3, Winter Park, FL 32789
• 

  

  /41

  $185,000

  • 2 Beds
  • 2.5 Baths
  • 1,031 Sq Ft

  7450 Wynnewood Square Unit 189, Winter Park, FL 32792

  This charming 2-bedroom, 2.5-bathroom townhome style condo offers the perfect blend of comfort and convenience. Enjoy the peace of mind that comes with a new AC (2025), a new roof (2021), newer water heater (2019) and new refrigerator and dishwasher ensuring your home is both energy-efficient and well-maintained. The entire first floor features ceramic tile, while the upstairs boasts beautiful

  Kimberly King GLOBAL PROPERTIES SALES & MGMT

  7450 Wynnewood Square Unit 189, Winter Park, FL 32792
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  /41

  $275,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  5143 Lazy Oaks Dr, Winter Park, FL 32792

  Virtually Staged. Quiet Living in the Desirable Lazy Oaks Community of Winter Park. Welcome to the peaceful, well-established community of Lazy Oaks in highly sought-after Winter Park. This hidden gem offers beautifully landscaped grounds, meticulous maintenance, and the added benefit of a low HOA.This lovingly maintained 2-bedroom, 2-bath home features a spacious, thoughtfully designed floor

  Mindy Machock KELLER WILLIAMS REALTY AT THE PARKS

  5143 Lazy Oaks Dr, Winter Park, FL 32792
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  /33

  $150,000

  • 1 Bed
  • 1 Bath
  • 749 Sq Ft

  2948 Antique Oaks Cir Unit 94, Winter Park, FL 32792

  Welcome to this bright and cozy 1-bedroom, 1-bathroom corner unit located in the highly desirable Winter Park area of Orlando. This well-maintained condo features ceramic tile flooring throughout, a spacious walk-in closet in the master bedroom, a laundry closet with washer and dryer included, and modern light fixtures. Enjoy the outdoors on your very nice private balcony, and take advantage of

  SANTIAGO SILVA THE PAMPAS REAL ESTATE GROUP, LLC.

  2948 Antique Oaks Cir Unit 94, Winter Park, FL 32792
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  /3

  $85,000

  • 2 Beds
  • 1.5 Baths
  • 1,085 Sq Ft

  252 Scottsdale Square Unit 252, Winter Park, FL 32792

  Great location for homeowner or investor. Located close to FullSail and UCF and major roads, shopping, eating and more. Don't hesitate to see this one before it is gone!

  Lisa Wright CHARLES RUTENBERG REALTY ORLANDO

  252 Scottsdale Square Unit 252, Winter Park, FL 32792
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  /32

  $144,000

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft

  291 Lewfield Cir Unit 291, Winter Park, FL 32792

  One of the best patio views in this community. Enjoy easy living in this cozy, open-concept first-floor condo located in a desirable Winter Park community. Step out onto your newly screened-in patio and take in the peaceful, park-like setting — a relaxing extension of your living space and the perfect spot for morning coffee or evening unwinding. Recent 2025 improvements include a new A/C system,

  Barbara Coy WATSON REALTY CORP

  291 Lewfield Cir Unit 291, Winter Park, FL 32792
• 

  

  /20

  $172,000

  $3K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 990 Sq Ft

  3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792

  Welcome to this beautifully maintained 2-bedroom, 1.5-bathroom townhouse-style condominium located in the desirable Hidden Oaks Condominium community. This charming unit features a spacious living and dining area with tile flooring throughout the first floor, along with a well-appointed kitchen, breakfast nook, and convenient indoor laundry room. The home has been freshly updated with new

  Jessie Lin SOGO REAL ESTATE SERVICES LLC

  3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792
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  /36

  $149,500

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft

  262 Lewfield Cir Unit 262, Winter Park, FL 32792

  Walk into this freshly painted, pool view unit. Updates include new vinyl plank flooring throughout, new lighting, window coverings and a new tub/shower fixtures in the bathroom! Residents enjoy access to two pools, lighted tennis courts, fitness center, car care facilities and a clubhouse. The clubhouse can be rented for hosted gatherings. There is a free on-site laundry facility. Location is

  Drew Bishop KW FLORIDA LIVING

  262 Lewfield Cir Unit 262, Winter Park, FL 32792
• 

  

  /23

  $249,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 104, Winter Park, FL 32789

  At under $250,000, this renovated 2-bedroom, 2-bath condominium is truly move-in ready. The heart of the home is the custom kitchen (2025), which features soft-close cabinetry with a built-in refrigerator surround, matching energy-efficient appliances, quartzite countertops, white granite sink, and antique brass hardware. Additional updates include vinyl flooring throughout, renovated primary

  Stephen Hachey REALTY OF RIVERVIEW LLC

  2500 Lee Rd Unit 104, Winter Park, FL 32789
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  /26

  $139,500

  $36K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 749 Sq Ft

  3019 Antique Oaks Cir Unit 124, Winter Park, FL 32792

  PRICE IMPROVEMENT!! What better value! Accepting offers. Clean, Crisp and Fresh! Welcome home! NEWLY RENOVATED BATHROOM on deck. Is Winter Park your destination or desire? Investment Potential, Student Sanctuary or just a long-awaited life. Centrally located at your fingertips. Location, Lifestyle, Luxurious Zip Code, Friends, Culture and Community. Discover an unparalleled opportunity to own a

  Cassandra Kelly Flores COLDWELL BANKER REALTY

  3019 Antique Oaks Cir Unit 124, Winter Park, FL 32792
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  /27

  $108,000

  $22K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit E204, Winter Park, FL 32789

  Welcome to this lovely open-concept 2 bedroom, 1 bathroom condo, perfectly situated in a fantastic area close to plenty of shopping, dining, and everyday conveniences. Ideal for first-time buyers, downsizing, or investors looking for a solid opportunity! This property highlights an open-concept bright interior with great natural light living and dining area. Two spacious bedrooms with 1 bathroom.

  Brandy Ray LOKATION

  1695 Lee Rd Unit E204, Winter Park, FL 32789
• 

  

  /55

  $475,000

  $75K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,428 Sq Ft

  630 Killarney Bay Ct Unit 3, Winter Park, FL 32789

  Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is

  Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

  630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
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  /26

  $244,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 3C, Winter Park, FL 32789

  New Price/Seller Motivated! WINTER PARK LOCATION ALERT with AMAZING WALKABILITY to SO MANY shopping and dining options! Across from the newly renovated WP Shopping Village that includes top-rated restaurants, a movie theater, boutiques, grocery store and more! This 2bedroom/2 bathroom attractive second-story unit offers an updated kitchen and bathrooms with solid countertops. All solid flooring

  Heather Frazee FANNIE HILLMAN & ASSOCIATES

  1500 Gay Rd Unit 3C, Winter Park, FL 32789
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  /29

  $499,000

  $81K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,818 Sq Ft

  1807 Hammerlin Ave Unit G, Winter Park, FL 32789

  Virtually Staged. **Price Improvement** Welcome home to this beautifully updated two-story end-unit, ideally located just steps from Michelin-star dining, local boutiques, and the vibrant East End Market. On weekends, enjoy leisurely strolls to the area’s popular farmers markets and neighborhood events. Situated in the heart of Winter Park, this residence offers the perfect blend of lifestyle,

  Courtney Dietch ALL REAL ESTATE & INVESTMENTS

  1807 Hammerlin Ave Unit G, Winter Park, FL 32789
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  /11

  $198,000

  $2K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft

  3060 George Mason Ave Unit 12, Winter Park, FL 32792

  Welcome to your new home in Winter Park!Completely remodeled unit with luxury finishes, ceramic floors, modern bathrooms, brand new kitchen with steel appliances and a nice quartz counter. Community amenities include pool, tennis and playground. Great Schools - zoned for Winter Park HS. Just minutes to Full Sail, UCF & Valencia. Don’t miss out on this gem!

  Adriana Sanchez AROD PARTNERS REALTY

  3060 George Mason Ave Unit 12, Winter Park, FL 32792
• 

  

  /37

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft

  2450 Grand Teton Cir Unit 2450, Winter Park, FL 32792

  Rare end units like this don't come around often! Welcome to 2450 Grand Teton Circle, tucked away in the well-maintained, established community of Cedarwood Village in Winter Park.This 3-bedroom, 2-bath home is filled with natural light thanks to its end-unit location, and the open layout makes it easy to relax, entertain and enjoy everyday living. The spacious living and dining areas flow

  John Campese CHARLES RUTENBERG REALTY ORLANDO

  2450 Grand Teton Cir Unit 2450, Winter Park, FL 32792
• 

  

  /22

  $115,000

  $14K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  1000 S Semoran Blvd Unit 305, Winter Park, FL 32792

  Freshly Updated 1-Bedroom Condo – Perfect for Homeowners or Investors! Whether you're looking for your first home, downsizing, or adding to your investment portfolio, this move-in-ready 1-bedroom, 1-bath condominium is an excellent opportunity. Featuring brand-new luxury vinyl plank flooring and a freshly painted interior, this home offers a clean, modern feel throughout. The open-concept floor

  Melissa Vance MAINFRAME REAL ESTATE

  1000 S Semoran Blvd Unit 305, Winter Park, FL 32792
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  /3

  $80,000

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  303 Scottsdale Square, Winter Park, FL 32792

  Great location for homeowner or investor. Located close to FullSail and UCF and major roads, shopping, eating and more. Don't hesitate to seethis one before it is gone!

  Lisa Wright CHARLES RUTENBERG REALTY ORLANDO

  303 Scottsdale Square, Winter Park, FL 32792
• 

  

  /28

  $380,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 987 Sq Ft

  700 Melrose Ave Unit J24, Winter Park, FL 32789

  Amazing modern Winter Park Lake Front location! This is a DELUXE corner unit fully remodeled and totally updated one bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center and upcoming

  Scott Butts KIMBRIDGE REALTY, LLC

  700 Melrose Ave Unit J24, Winter Park, FL 32789
• 

  

  /30

  $199,900

  • 1 Bed
  • 1 Bath
  • 582 Sq Ft

  151 N Orlando Ave Unit 142, Winter Park, FL 32789

  **Lakeside Living Meets Urban Convenience in the Heart of Winter Park!** Welcome home to this beautifully updated, turn-key 1-bedroom, 1-bathroom first-floor condominium located in the highly desirable Lake Killarney Condominiums community. Offering the perfect blend of modern interior updates, stress-free maintenance, and an unbeatable location, this unit is an absolute gem for first-time

  Chris Creegan CREEGAN GROUP

  151 N Orlando Ave Unit 142, Winter Park, FL 32789
• 

  

  /20

  $275,000

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  311 E Morse Blvd Unit 6-12, Winter Park, FL 32789

  Welcome to easy living in the heart of Winter Park. Located just two blocks from Park Avenue, this studio condo puts you right in the center of it all—award-winning restaurants, boutique shopping, coffee shops, museums, and the iconic Winter Park boat tour are all just steps away. Situated on the third floor of Building 6 with convenient elevator access, this light-filled unit offers a

  Andrea Parra FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 6-12, Winter Park, FL 32789
• 

  

  /27

  $190,000

  • 1 Bed
  • 1 Bath
  • 658 Sq Ft

  1250 S Denning Dr Unit 109, Winter Park, FL 32789

  Welcome to this beautifully updated one-bedroom, one-bath condo in the heart of Winter Park. Thoughtfully maintained and move-in ready, this inviting home offers a bright, clean interior with tasteful finishes and a functional layout designed for comfortable, low-maintenance living. A spacious screened porch overlooks a serene courtyard, creating the perfect spot to enjoy your morning coffee or

  Randy Wilson FAIRBANKS REALTY

  1250 S Denning Dr Unit 109, Winter Park, FL 32789
• 

  

  /25

  $279,000

  $110K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  311 E Morse Blvd Unit 7-11, Winter Park, FL 32789

  Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue!Welcome to Whispering Waters, a beautifully maintained mid-century community nestled on the shores of Lake Osceola. This light-filled corner studio offers a rare opportunity to own a piece of Winter Park’s most coveted location—just steps from Park Avenue, Central Park, and all the cultural charm the city has to

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
• 

  

  /3

  $80,000

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  263 Scottsdale Square Unit 263, Winter Park, FL 32792

  Great location for homeowner or investor. Located close to FullSail and UCF and major roads, shopping, eating and more. Don't hesitate to see this one before it is gone!

  Lisa Wright CHARLES RUTENBERG REALTY ORLANDO

  263 Scottsdale Square Unit 263, Winter Park, FL 32792
• 

  

  /22

  $290,000

  $8K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft

  151 N Orlando Ave Unit 115, Winter Park, FL 32789

  Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake

  Chris Creegan CREEGAN GROUP

  151 N Orlando Ave Unit 115, Winter Park, FL 32789

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Why Live in Winter Park

Winter Park, located near Orlando, Florida, began in the 1880s as a planned community appealing to northern ex-pats with its warm winters, good schools, and lively arts scene. Today, it maintains its "City of Arts and Culture" nickname with museums and a vibrant cultural atmosphere. The main commercial district, Park Avenue, features high-end boutiques and bistros, including The Ravenous Pig, a renowned gastropub. Rollins College and The Rollins Museum of Art are local highlights, along with The Alfond Inn, which serves as a social hub. The city’s nearly 30,000 residents enjoy highly rated schools such as Winter Park High and Trinity Preparatory School of Florida. Housing options range from petite bungalows to lakeside mansions, with styles including New Traditional, midcentury-era ranch homes, Colonial Revival, and Contemporary homes. The Winter Park Chain of Lakes offers boating, kayaking, and paddleboarding opportunities, while Central Park provides 11 acres of green space with walking paths and a rose garden. Annual events like the Winter Park Sidewalk Arts Festival and Christmas on Park attract visitors and foster community spirit. Residents have access to Interstate 4, SunRail, and Lynx buses for transportation, with Orlando International Airport about 20 miles away. Winter Park’s crime rates are lower than the national average, making it a safer area compared to nearby Orlando.

Learn more about living in Winter Park

Condo Prices in Winter Park, FL

The median price for condos in Winter Park is $196,191, and there are 87 condo listings available for sale.

Condo Price Trends

Median Condo Price $196,191	Median 1-Bedroom Condo Price $157,500
Median 2-Bedroom Condo Price $205,000	Median 3-Bedroom Condo Price $275,000