Winter Park, FL Condos for Sale

• 

  

  

  /23

  $139,990

  • 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

  (321) 895-9463

  1695 Lee Rd Unit E103, Winter Park, FL 32789
• Explore Winter Park

• 

  

  

  /19

  $179,700

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft

  1000 S Semoran Blvd Unit 805, Winter Park, FL 32792

  Beautifully updated condo in a prime Winter Park location! This move-in ready unit features a beautifully renovated kitchen, updated bathrooms, and tile flooring throughout, offering a modern and low-maintenance living space. Ideally situated on South Semoran Blvd, you’ll love the convenience of being just minutes to Baldwin Park, Full Sail University, UCF, and Downtown Winter Park, with easy

  

  Carrie Shawfield

  SHAWFIELD REALTY GROUP

  (321) 334-3379

  1000 S Semoran Blvd Unit 805, Winter Park, FL 32792
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  /41

  $245,000

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 229, Winter Park, FL 32789

  DRAMATIC PRICE ADJUSTMENT! Million Dollar Lakefront View of Lake Killarney from Private Balcony and multiple Rooms in the Unit and View of Courtyard with it's Gracious Old Tree and Meandering Walkways from second Private Balcony. Once in a lifetime opportunity to own this meticulously maintained and updated Mid-Century Modern Character that says "Home" when you walk through the Door! Kitchen has

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  (321) 252-5096

  2500 Lee Rd Unit 229, Winter Park, FL 32789
• 

  

  

  /36

  $269,900

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

  2501 Tahoe Cir Unit 32501, Winter Park, FL 32792

  Welcome home to this spacious two-story Winter Park condo located in the sought-after Cedarwood Village community. Tucked away among mature landscaping yet close to everything, this residence offers a comfortable blend of privacy, architectural character, and convenience in a prime Central Florida location.The main living area features soaring 16.5-foot vaulted ceilings, a wood-burning

  

  Sarah Doyer

  COLDWELL BANKER REALTY

  (321) 510-4129

  2501 Tahoe Cir Unit 32501, Winter Park, FL 32792
• 

  

  

  /29

  $290,000

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

  5180 Lazy Oaks Dr, Winter Park, FL 32792

  Welcome to your Florida retreat.Whether you’re searching for the perfect first home or looking to downsize into a low-maintenance lifestyle, this single-story end-unit villa offers the ideal blend of comfort, convenience, and charm. With only one shared wall, it lives and feels like a single-family home.The HOA handles all exterior maintenance—including the roof, which was replaced just a

  

  Farzana Zalil

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 221-5173

  5180 Lazy Oaks Dr, Winter Park, FL 32792
• 

  

  /21

  $255,000

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

  1500 Gay Rd Unit 18A, Winter Park, FL 32789

  REDUCED! Lakefront Community on beautiful Lake Killarney. 2 Bedroom/2 Bath First Floor Unit with Courtyard and Lake Views. Lovingly updated and meticulously maintained. Kitchen has raised ceilings, Maple Cabinets and Granite Counters. Dining Room has Cabinets matching those in Kitchen and Counters with pull-out Drawers for additional Storage. Tile Floors in Living Areas. New Carpets in both

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  (321) 449-7958

  1500 Gay Rd Unit 18A, Winter Park, FL 32789
• 

  

  /21

  $264,000

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

  1500 Gay Rd Unit 24B, Winter Park, FL 32789

  ANOTHER PRICE REDUCTION! OWNER WILL CONSIDER ALL REASONABLE OFFERS!Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas!Don't miss this! Beautifully Renovated 2 Bedroom 2 Bath End Unit. New Kitchen Cabinets and Quartz Counters,

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  (321) 450-8960

  1500 Gay Rd Unit 24B, Winter Park, FL 32789
• 

  

  /33

  $220,000

  • 2 Beds
  • 2 Baths
  • 953 Sq Ft

  225 Lewfield Cir, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. **This property qualifies for a closing cost credit up to $3,300 through the Seller’s preferred lender.** Welcome to this updated 2-bedroom, 2-bath first-floor condo in the heart of Winter Park. Tucked away at the back right corner of the building, this bright unit features hardwood floors throughout and an open living room with sliding glass doors

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 237-3113

  225 Lewfield Cir, Winter Park, FL 32792
• 

  

  /19

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,230 Sq Ft

  7706 Country Place Unit A8, Winter Park, FL 32792

  Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas, 3 bedroom, 2 full bathrooms, 1,230 square feet of living area. Exterior of the home is concrete block and stucco. The eat-in-kitchen sits in the heart of the home which creates a warm and social atmosphere. Nice covered patio with back yard great for relaxing and entertaining

  

  Carmen Vazquez

  REALTY TECH INC

  (321) 339-0107

  7706 Country Place Unit A8, Winter Park, FL 32792
• 

  

  /22

  $262,000

  • 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

  (689) 399-5336

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

  

  /26

  $285,000

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

  2401 Sun Valley Cir, Winter Park, FL 32792

  Welcome to this charming 2-bedroom, 2-bath condo with a versatile loft, perfectly situated just minutes from shopping and the vibrant downtown Winter Park area! This light-filled end unit offers an open floor plan with vaulted ceilings and skylights, creating a bright and airy feel throughout. You’ll appreciate the newer flooring, crown molding, and the comfortable, functional layout. Relax and

  Jamie Vanosdol EXP REALTY LLC

  2401 Sun Valley Cir, Winter Park, FL 32792
• 

  

  /20

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  700 Melrose Ave Unit J1, Winter Park, FL 32789

  Welcome to one of Winter Park's most sought-after addresses — a beautifully updated 2-bedroom, 2-bath condo that perfectly blends timeless Florida charm with modern finishes. Just a stroll from Park Avenue's boutiques and restaurants, the iconic Rollins College campus, the location is truly unmatched.Inside, the open-concept kitchen flows effortlessly into the living area — ideal for

  Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  700 Melrose Ave Unit J1, Winter Park, FL 32789
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  /30

  $257,000

  • 2 Beds
  • 2.5 Baths
  • 959 Sq Ft

  Unlisted Address

  One or more photo(s) has been virtually staged. Welcome to one of the most affordable opportunities to own in the highly sought-after Winter Park High School district. This well-maintained community is tucked into a beautiful setting and is extremely convenient to everything that makes Winter Park one of Central Florida's top lifestyle destinations. This end-unit two bedroom / two-and-a-half bath

  Mike Derenthal DERENTHAL REALTY

  Unlisted Address
• 

  

  /31

  $267,000

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

  1500 Gay Rd Unit 8D, Winter Park, FL 32789

  Welcome to the most beautifully updated 2 Bedroom 2 bath End Unit in a Lakefront Community on Lake Killarney. This home features Quartz counter tops with a Granite Island and stainless steel appliances, along with a beverage refrigerator, and luxury vinyl flooring through out the whole unit. A huge living room offers loads of gathering and entertaining space in this cheerful home. Enjoy Florida

  Trevor Laug. Realtor SOLID OAK REAL ESTATE LLC

  1500 Gay Rd Unit 8D, Winter Park, FL 32789
• 

  

  /40

  $1,630,000

  • 3 Beds
  • 3.5 Baths
  • 3,174 Sq Ft

  101 S New York Ave Unit 302, Winter Park, FL 32789

  Discover unparalleled luxury at The Douglas Grand, a distinguished location just a stone’s throw from Park Ave in Downtown Winter Park. This expansive 2-Story unit boasts 3,174 sq/ft of living space with your private elevator. From the moment you step inside, you’ll be captivated by the exquisite craftmanship and modern comforts that define this exceptional residence. This stunning condo boast

  Julie Scott COLDWELL BANKER REALTY

  101 S New York Ave Unit 302, Winter Park, FL 32789
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  /48

  $168,000

  • 1 Bed
  • 1 Bath
  • 749 Sq Ft

  2929 Antique Oaks Cir Unit 53, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Welcome to this fully renovated residence in the heart of Winter Park, where modern upgrades meet timeless charm in one of Central Florida’s most desirable communities. Located in the sought-after Parkview Village community, this beautifully updated condo offers a fresh, move-in-ready living experience with stylish finishes and enhanced comfort

  Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

  2929 Antique Oaks Cir Unit 53, Winter Park, FL 32792
• 

  /2

  $120,000

  • 2 Beds
  • 1 Bath

  1695 Lee Rd Unit B204, Winter Park, FL 32789

  2 bedroom, 2 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. Unit is long-term tenant occupied, offering immediate rental income for an investor buyer. Interior is in original condition and presents an excellent opportunity for updates and value enhancement. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village,

  Mauricio Toro MTRE GROUPE LLC

  1695 Lee Rd Unit B204, Winter Park, FL 32789
• 

  

  /35

  $165,000

  • 2 Beds
  • 2.5 Baths
  • 1,090 Sq Ft

  3027 Aaron Burr Ave Unit 1, Winter Park, FL 32792

  Step into this beautifully renovated two-story condo offering the perfect blend of modern style and everyday comfort. Featuring 2 spacious bedrooms and 2.5 updated bathrooms, this home has been thoughtfully upgraded from top to bottom. The first floor showcases elegant marble-look tile flooring, creating a sleek and durable living space ideal for both relaxing and entertaining. Upstairs, you’ll

  Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  3027 Aaron Burr Ave Unit 1, Winter Park, FL 32792
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  /27

  $495,000

  • 1 Bed
  • 2 Baths
  • 1,149 Sq Ft

  300 Carolina Ave Unit 207C, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Enjoy the best of downtown Winter Park living in this spacious 1-bedroom, 2-bathroom condominium located in the highly sought-after Park West Condominiums. This well designed residence offers comfortable living with the rare convenience of two full bathrooms. Park West is a gated community known for its exceptional amenities, including a

  Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

  300 Carolina Ave Unit 207C, Winter Park, FL 32789
• 

  

  /34

  $165,000

  • 2 Beds
  • 2.5 Baths
  • 1,108 Sq Ft

  7300 Daniel Webster Dr Unit 7, Winter Park, FL 32792

  Welcome home to this stunningly updated two-story condo that perfectly combines modern elegance with everyday comfort. Featuring 2 spacious bedrooms and 2.5 baths, this home has been thoughtfully updated with high-end designer finishes throughout. The first floor showcases stunning new tile flooring in a striking neutral pattern, creating a modern and inviting living space, while the second floor

  Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  7300 Daniel Webster Dr Unit 7, Winter Park, FL 32792
• 

  

  /39

  $185,000

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  3651 N Goldenrod Rd Unit 101, Winter Park, FL 32792

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom first-floor corner-unit condo in Winter Park, offering comfort, convenience, and peace of mind, with major updates completed in 2026. These upgrades were specifically implemented to enhance the property's aesthetic appeal and energy efficiency.The exterior updates include replacing all windows with single-hung, double-pane, low-E

  REZA Shirzad ANNE ROGERS REALTY GROUP INC

  3651 N Goldenrod Rd Unit 101, Winter Park, FL 32792
• 

  

  /28

  $170,000

  • 1 Bed
  • 1 Bath
  • 793 Sq Ft

  200 Saint Andrews Blvd Unit 312, Winter Park, FL 32792

  Beautifully maintained condo in a prime Winter Park location! This bright and inviting unit has been exceptionally well cared for and shows true pride of ownership. The interior is spotless, featuring a clean, modern feel with comfortable living spaces that make it easy to feel right at home. Enjoy a well-designed layout with plenty of natural light and a welcoming atmosphere throughout. The

  Reinaldo Roman ROMAN'S PRO REALTY LLC

  200 Saint Andrews Blvd Unit 312, Winter Park, FL 32792
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  /25

  $580,000

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

  1807 Hammerlin Ave Unit G, Winter Park, FL 32789

  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, convenience, and charm in one of Orlando’s

  Courtney Dietch ALL REAL ESTATE & INVESTMENTS

  1807 Hammerlin Ave Unit G, Winter Park, FL 32789
• 

  

  /27

  $99,000

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

  278 Scottsdale Square Unit 278, Winter Park, FL 32792

  Welcome to 278 Scottsdale Square in Winter Park, a well-maintained 2-bedroom, 2-bathroom condominium offering over 1,000 square feet of comfortable living space in a highly convenient location. This second-story unit features wood-like laminate flooring throughout, creating a clean and cohesive look that is both stylish and easy to maintain. The home has been carefully cared for and kept in

  Chris Creegan CREEGAN GROUP

  278 Scottsdale Square Unit 278, Winter Park, FL 32792
• 

  

  /21

  $179,000

  • 3 Beds
  • 2 Baths
  • 1,117 Sq Ft

  3217 Oak Lawn Place Unit 211, Winter Park, FL 32792

  3-bedroom, 2-bath second-floor corner unit in the Hidden Oaks community in Winter Park. The functional floor plan offers a spacious living area with windows on three sides, filling the home with natural light. The kitchen includes a brand-new range, while the refrigerator, dishwasher, and washer/dryer were replaced approximately 3 years ago. Conveniently located near Full Sail University, UCF,

  Abby Yelken SHORES REAL ESTATE

  3217 Oak Lawn Place Unit 211, Winter Park, FL 32792
• 

  

  /18

  $144,000

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft

  144 Lewfield Cir, Winter Park, FL 32792

  LOCATION! LOCATION! LOCATION! Beautiful 2nd floor corner condo in desirable Winter Park, featuring 1 bed/1 bath, open concept living/dining area and balcony. Move-in ready and conveniently located near UCF, Rollins College, Valencia College, Park Avenue, and Downtown Orlando. Residents enjoy resort-style amenities including two pools, tennis court, a fitness center, and clubhouse available for

  Sandra Da Silva KELLER WILLIAMS HERITAGE REALTY

  144 Lewfield Cir, Winter Park, FL 32792
• 

  

  /21

  $189,000

  • 2 Beds
  • 2 Baths
  • 1,018 Sq Ft

  2918 Antique Oaks Cir Unit 25, Winter Park, FL 32792

  2 Bedroom 2 bath condo 1 block south of University Blvd great location for UCF or Full Sail University this quiet neighborhood has tree lined streets and a community pool. Great investment opportunity for parents looking to house their and rent out after they graduate.

  Kenneth Warren PREMIER MANAGEMENT GROUP INC

  2918 Antique Oaks Cir Unit 25, Winter Park, FL 32792
• 

  

  /36

  $629,000

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  259 E Canton Ave Unit 259, Winter Park, FL 32789

  Experience elevated living in this rare fifth-floor corner residence, perfectly positioned just one block from the iconic Park Avenue in the heart of Winter Park. With sweeping views of the downtown skyline and abundant natural light from multiple exposures, this residence offers an exceptional blend of comfort, elegance, and location.The thoughtfully updated kitchen features custom shaker

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  259 E Canton Ave Unit 259, Winter Park, FL 32789
• 

  

  /25

  $209,900

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

  4858 Tangerine Ave Unit 4858, Winter Park, FL 32792

  Charming Updated Home in Prime Winter Park Location Welcome to this beautifully updated home located in the highly desirable area of Winter Park. Combining comfort, style, and convenience, this property offers a thoughtfully designed open floor plan that creates a seamless flow between the main living spaces, making it ideal for both everyday living and entertaining. The home features two

  Angelica Diaz Bajo WRA BUSINESS & REAL ESTATE

  4858 Tangerine Ave Unit 4858, Winter Park, FL 32792
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  /26

  $75,000

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

  236 Scottsdale Square Unit 236, Winter Park, FL 32792

  AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS...*** Great value-add opportunity in Winter Park with strong rental potential near local colleges. TWO LEVELS, SPACIOUS 1,085 square feet Condo, 2-BEDROOM, 2 FULL-BATHROOM one located on the second floor and the other full bath on main level, unit building has a convenient location near the front of the community. Unit features a functional layout

  Nellie Peralta KELLER WILLIAMS ADVANTAGE 2 REALTY

  236 Scottsdale Square Unit 236, Winter Park, FL 32792
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  /25

  $179,000

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 122, Winter Park, FL 32789

  PRICE IMPROVEMENT! Welcome home to this updated 1-bedroom 1-bathroom GROUND FLOOR condo, ideally positioned toward the desirable rear of the sought-after Lakeside Manor community. The move-in-ready residence features a spacious, open floor plan enhanced by ceramic tile throughout, elegant crown molding and a thoughtfully updated kitchen complete with modern countertops, soft-close cabinetry, and

  Andrea Aylett-Hosch PINEAPPLE PLACE REALTY, LLC

  2500 Lee Rd Unit 122, Winter Park, FL 32789
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  /31

  $230,000

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

  5130 Lazy Oaks Dr, Winter Park, FL 32792

  Low HOA!!! Spacious 2-bedroom unit offering 1,008 sq ft plus a 16x8 enclosed Florida room and a one-car garage, presenting a great opportunity for an investor or buyer ready to add value. The unit has been professionally cleaned, and following a water heater failure, ServPro inspected and addressed the area—no severe damage reported. As a result, baseboards have been removed throughout, and

  Jacob Zampella PRESTIGE PROPERTY SHOP LLC

  5130 Lazy Oaks Dr, Winter Park, FL 32792
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  /27

  $139,000

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft

  188 Lewfield Cir Unit 188, Winter Park, FL 32792

  Welcome to 188 Lewfield Cir — a beautifully designed 1-bedroom, 1-bath condo located in the highly desirable The Stratford at Winter Park Condominium community. This unit features an open floor plan that creates a bright, spacious feel, perfect for comfortable everyday living or entertaining guests. The layout maximizes functionality while maintaining a modern, low-maintenance lifestyle.

  Johnny Aybar REAL BROKER, LLC

  188 Lewfield Cir Unit 188, Winter Park, FL 32792
• 

  

  /36

  $274,900

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

  2384 Sun Valley Cir, Winter Park, FL 32792

  Great opportunity to own this 3 bedrooms, 2 bathrooms single-story, ground level, end unit condo located within the quaint community of Cedarwood Village with a desirable Winter Park address! This light and bright home features vaulted ceilings in the living room, creating an open and airy feel. The kitchen offers an eat-in space, stainless steel appliances, a convenient pass through to the

  Anna Lohr URBANISTA BROKERS

  2384 Sun Valley Cir, Winter Park, FL 32792
• 

  

  /52

  $180,000

  • 1 Bed
  • 1 Bath
  • 727 Sq Ft

  200 Saint Andrews Blvd Unit 705, Winter Park, FL 32792

  This isn’t your average condo. It’s professionally updated with large rooms and more closet space than you’ll know what to do with. There’s even a washer and dryer right in the unit (no more laundry runs!), newer appliances, and parking right outside your door. On a scale from 1 to 10, this place is easily a TWENTY! Seriously, no expense was spared to make it super comfortable. You’ll love the

  Jonathan Lacko WINTER PARK REAL ESTATE CO LLC

  200 Saint Andrews Blvd Unit 705, Winter Park, FL 32792
• 

  

  /26

  $179,900

  • 2 Beds
  • 1.5 Baths
  • 990 Sq Ft

  7336 Forest Hill Ct Unit 240, Winter Park, FL 32792

  Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained END unit is move in ready: two-story 2 Bedrooms 1.5 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

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  7336 Forest Hill Ct Unit 240, Winter Park, FL 32792
• 

  

  /22

  $249,800

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  7117 Swallow Run Unit G-1, Winter Park, FL 32792

  Welcome home! You've found it, a spacious end unit townhome style condo with private 1 car garage with extra storage space. Open floorplan first floor, when you walk in the front door you walk into a huge living room/dining room combination room with views out the back of your private screened patio overlooking a pond. The kitchen features lots of counter space, breakfast bar on the kitchen

  Greg Traub COMPLETE FLORIDA REALTY LLC

  7117 Swallow Run Unit G-1, Winter Park, FL 32792
• 

  

  /17

  $194,900

  • 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. Fully furnished—just bring your toothbrush. 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
• 

  

  /14

  $122,990

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  1000 S Semoran Blvd Unit 715, Winter Park, FL 32792

  Prime location meets exceptional value in the highly sought-after Winter Park area! This first-floor condo offers unbeatable convenience and strong investment potential in one of Central Florida’s most desirable communities. Ideally positioned just steps from the community pool and on-site laundry facilities, it provides easy, everyday access to key amenities. Whether you’re a first-time

  Lety Morales LPT REALTY, LLC

  1000 S Semoran Blvd Unit 715, Winter Park, FL 32792
• 

  

  /53

  $1,350,000

  • 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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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

Home Trends in Winter Park, FL

On average, homes in Winter Park, FL sell after 66 days on the market compared to the national average of 55 days. The median sale price for homes in Winter Park, FL over the last 12 months is $480,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$480,000

Median Single Family Sale Price

$600,000

Median Townhouse Sale Price

$457,000

Median 2 Bedroom Sale Price

$205,000

Median 1 Bedroom Sale Price

$154,000

Average Price Per Sq Ft

$370

Number of Homes for Sale

308

Last 12 months Home Sales

1,018

Months of Supply

3.60

Median List Price

$530,000

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

2%