Winter Park, FL Condos for Sale

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  /31

  $230,000

  • 2 Beds
  • 1.5 Baths
  • 1,219 Sq Ft

  200 Saint Andrews Blvd Unit 3206, Winter Park, FL 32792

  **Welcome to Four Seasons — Where Winter Park Living Meets Modern Convenience**This sharp 2-bedroom, 1.5-bath townhome puts you right in the heart of one of Central Florida's most coveted zip codes. With 1,219 square feet of updated, move-in-ready living space, it's the perfect low-maintenance home base for a busy professional who wants style, comfort, and location all in one.The renovated

  

  Ginny Adkins

  EXP REALTY LLC

  200 Saint Andrews Blvd Unit 3206, Winter Park, FL 32792
• Explore Winter Park

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  /24

  $134,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit E103, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. One or more photo(s) has been 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

  

  Jason Price

  RE/MAX SELECT GROUP

  1695 Lee Rd Unit E103, Winter Park, FL 32789
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  /38

  $259,900

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

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

  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 Lighting! Updates include: Water Heater in

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 17D, Winter Park, FL 32789
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  /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
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  /29

  $229,000

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

  7454 Wynnewood Square Unit 188, Winter Park, FL 32792

  Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of this

  

  Manoj Patel

  APPLE REALTY

  7454 Wynnewood Square Unit 188, Winter Park, FL 32792
• 

  

  /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
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  /63

  $230,000

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

  7488 Whisperwood Dr Unit 28, Winter Park, FL 32792

  Welcome to Whisperwood, where space, convenience, and investment potential come together in one exceptional opportunity.This rare gem is a beautifully maintained 2-bedroom, 2.5-bath residence offering a rarely available townhome-style floor plan that combines generous living spaces, exceptional functionality, and outstanding investment potential. The spacious multi-level layout features

  

  Miranda Azer

  PARKVIEW REAL ESTATE

  7488 Whisperwood Dr Unit 28, Winter Park, FL 32792
• 

  

  /22

  $190,000

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

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

  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 and enjoy the

  Steven Pugh EXP REALTY LLC

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

  

  /22

  $184,900

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 222, Winter Park, FL 32789

  Stop searching—your ultimate lifestyle upgrade is here. Perfectly positioned on the tranquil waters of Lake Killarney, this stunning residence offers the rare opportunity to secure a premier waterfront address in the heart of coveted Winter Park. This home is defined by an open, airy layout and sleek, durable engineered wood flooring that flows throughout the living space, creating a seamless

  Christine Bouchard HOMESMART

  2500 Lee Rd Unit 222, Winter Park, FL 32789
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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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  /38

  $280,000

  $5K PRICE DROP

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

  5143 Lazy Oaks Dr, Winter Park, FL 32792

  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 plan with an

  Mindy Machock KELLER WILLIAMS REALTY AT THE PARKS

  5143 Lazy Oaks Dr, 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
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  /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

  $154,900

  $4K 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 KELLER WILLIAMS REALTY FT MYER

  262 Lewfield Cir Unit 262, Winter Park, FL 32792
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  /26

  $240,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,578 Sq Ft

  7484 Canford Ct Unit 8, Winter Park, FL 32792

  This three-bedroom, three-bath updated Winter Park townhome-style condo is located in a quiet complex, a perfect place to call home. It's just minutes away from the University of Central Florida, Full Sail University, & Valencia College. This location makes an excellent investment for a college (or parents of) student. The upgraded kitchen has granite countertops with a custom sink, newer

  Greg Harrison CHARLES RUTENBERG REALTY ORLANDO

  7484 Canford Ct Unit 8, Winter Park, FL 32792
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  /24

  $259,999

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 104, Winter Park, FL 32789

  Beautifully renovated and move-in ready 2-bedroom, 2-bath condominium offers thoughtful upgrades and a seamless open layout in one of Winter Park's most desirable lakefront communities. The heart of the home is the fully renovated kitchen (2025), featuring custom, soft close cabinetry with a built-in refrigerator surround, matching energy-efficient appliances, quartzite countertops, a white

  Stephen Hachey REALTY OF RIVERVIEW LLC

  2500 Lee Rd Unit 104, Winter Park, FL 32789
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  /82

  $135,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft

  1695 Lee Rd Unit E215, Winter Park, FL 32789

  Located in the heart of Winter Park, this charming condo stands ready to welcome you home. This three-bedroom, two-bathroom sanctuary offers a blend of comfort and modern elegance, perfect for those who cherish both relaxation and entertaining. As you step inside, the spacious living and dining areas greet you with an abundance of natural light, creating a warm and inviting atmosphere. Imagine

  Jenaia Fowlkes FOWLKES REALTY CO

  1695 Lee Rd Unit E215, Winter Park, FL 32789
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  /26

  $185,000

  $25K PRICE DROP

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

  3370 Cedar Springs Place Unit 156, Winter Park, FL 32792

  Ideally situated just minutes from Full Sail University, UCF, and major retailers, this well-appointed 2-bedroom, 2.5-bath townhome-style condo offers both comfort and convenience. No rear neighbors. The main floor features a spacious living and dining area with a breakfast nook, a guest half bath, and updated appliances. Upstairs, you’ll find two generously sized master suites, each with its own

  Qing Lin SPRINGHILL PROPERTIES LLC

  3370 Cedar Springs Place Unit 156, Winter Park, FL 32792
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  /26

  $144,500

  $31K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 749 Sq Ft

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

  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 piece of prime real

  Kelly Flores COLDWELL BANKER REALTY

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

  $114,000

  $16K 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
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  /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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  /58

  $1,899,900

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,807 Sq Ft

  106 S Interlachen Ave Unit 518, Winter Park, FL 32789

  Designer-Curated Coastal Renovation with Exceptional Lakefront Vistas! This sophisticated reimagining was taken down to original framework and meticulously rebuilt with elevated design and superior finishes throughout. The result is an expansive openness illuminated with natural light and accented by European oak wide-plank flooring, Level 5 smooth-finish walls and ceilings, architectural

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  106 S Interlachen Ave Unit 518, Winter Park, FL 32789
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  /53

  $1,299,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft

  100 S Interlachen Ave Unit 101, Winter Park, FL 32789

  On the first floor within The Cloisters, this three-bedroom, two-bath residence offers 1,734 square feet of renovated living space in one of Winter Park’s accessible lakefront communities. An oversized tiled patio, partially covered and ideal for outdoor dining or morning coffee, extends the living space and enhances everyday functionality. Renovated in 2021 by Charles Clayton Construction, an

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  100 S Interlachen Ave Unit 101, Winter Park, FL 32789
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  /35

  $180,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft

  4798 Tangerine Ave, Winter Park, FL 32792

  Welcome to this charming and well-maintained condominium located in the desirable Winter Park area, offering the perfect blend of comfort, convenience, and low-maintenance living. This inviting residence features a spacious and functional layout filled with natural light, creating a warm and welcoming atmosphere ideal for everyday living or entertaining. Enjoy an open living and dining area that

  Vincenza Di Cesare De Vieira LPT REALTY, LLC

  4798 Tangerine Ave, Winter Park, FL 32792
• 

  

  /26

  $250,000

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

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

  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 throughout - tile and

  Heather Frazee FANNIE HILLMAN & ASSOCIATES

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

  $515,000

  $65K 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
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  /28

  $390,000

  • 2 Beds
  • 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
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  /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
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  /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
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  /25

  $299,000

  $90K 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
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  /29

  $299,000

  $30K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,133 Sq Ft

  184 Sandlewood Trail Unit 2, Winter Park, FL 32789

  Tucked inside one of Winter Park's most sought-after zip codes, this fully renovated two-story condo lives like a townhome — and feels like new construction. The main floor flows from a beautifully updated kitchen with new stainless appliances, contemporary finishes, and butcher block bar top into a bright open living space, with a convenient half bath for guests. Upstairs, both bedrooms are true

  Tom Noelke NOELKE REALTY

  184 Sandlewood Trail Unit 2, Winter Park, FL 32789
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  /22

  $298,000

  • 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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  /55

  $1,295,000

  $200K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft

  106 S Interlachen Ave Unit 118, Winter Park, FL 32789

  Experience lakefront living in the heart of Winter Park. One of only two residences in The Cloisters with soaring 9-foot ceilings, this first-floor, three-bedroom, two-bath home offers a rare blend of privacy, scale and panoramic Lake Osceola views. Just two blocks from Park Avenue and adjacent to the Alfond Inn, this condominium lives like a private residence with unmatched access to boutique

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  106 S Interlachen Ave Unit 118, Winter Park, FL 32789
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  /12

  $295,000

  • 2 Beds
  • 2 Baths
  • 1,669 Sq Ft

  2336 Sun Valley Cir Unit BLDG 20, Winter Park, FL 32792

  PRICED TO SELL!!! This is the largest floorplan in the community. Two bedrooms, two bathrooms, and a loft that you can use as a third bedroom, home office, or gym. Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this two-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering 1,669

  Elizabeth Beaudoin PR REAL ESTATE SERVICES

  2336 Sun Valley Cir Unit BLDG 20, Winter Park, FL 32792
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  /23

  $169,000

  $6K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 237, Winter Park, FL 32789

  BRING ALL OFFERS! Welcome to lakeside living! This cozy one-bedroom, one-bathroom condo offers a blend of amenities and convenience. This perfectly located condominium has low HOA FEES and has no assessment fees! Enjoy your days fishing, boating, or hanging out by the pool overlooking gorgeous Lake Killarney, a 240 acre spring-fed lake! Cherish living on the shores of Lake Killarney, complete

  Lydia Cassaro LPT REALTY LLC (DB)

  2500 Lee Rd Unit 237, Winter Park, FL 32789
• 

  

  /20

  $250,000

  Open Sat 3PM - 5PM

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  2503 Tahoe Cir, Winter Park, FL 32792

  This charming one story condo is located in the desirable Cedarwood Village. This unique home boasts an open layout that is different from many others in the community. The home showcases engineered hardwood floors, skylights and wonderful natural light. The kitchen provides ample cabinet space, granite counters, built-in wine rack and beautiful custom tile work. The kitchen overlooks the dining

  Beth Logullo KELLER WILLIAMS WINTER PARK

  2503 Tahoe Cir, Winter Park, FL 32792
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  /33

  $248,900

  • 2 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  193 Lewfield Cir, Winter Park, FL 32792

  Welcome to 193 Lewfield Cir, Winter Park, FL 32792, a spacious two-story end-unit townhome offering 2 bedrooms, 2.5 bathrooms, and 1,300 square feet of comfortable living space in the Stratford A Winter Park Condo community. This 2-bed townhouse in Winter Park features an open floorplan with a large living and dining area, updated wood-look flooring throughout the main living spaces and bedrooms,

  Efrain Reyes COLDWELL BANKER REALTY

  193 Lewfield Cir, Winter Park, FL 32792
• 

  

  /43

  $155,000

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft

  189 Lewfield Cir, Winter Park, FL 32792

  Experience the best of the Winter Park lifestyle in this beautifully updated first-floor condo that blends comfort, convenience, and value in one irresistible package. Step inside to a bright, welcoming living space filled with natural light from oversized sliding glass doors that lead to your private, covered, and screened-in porch — complete with its own storage closet. It’s the perfect spot

  Yusmila Adames RE/MAX 200 REALTY

  189 Lewfield Cir, Winter Park, FL 32792
• 

  

  /17

  $179,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 753 Sq Ft

  4768 Tangerine Ave Unit 4768, Winter Park, FL 32792

  Stunning renovated 1-bedroom in Winter Park! Enjoy all-new flooring, fresh paint, knockdown ceilings, and a sleek bath and kitchen with new cabinets and stainless appliances. Community was freshly painted and roads repaved in 2025. Prime location near top dining, shopping, and parks. Move-in ready perfection!

  Christopher Franqui PROPERTY OUTLET INTERNATIONAL

  4768 Tangerine Ave Unit 4768, Winter Park, FL 32792

Showing Results 1 - 40, Page 1 of 2

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 $197,691, and there are 80 condo listings available for sale.

Condo Price Trends

Median Condo Price $197,691	Median 1-Bedroom Condo Price $154,450
Median 2-Bedroom Condo Price $200,000	Median 3-Bedroom Condo Price $480,000