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Winter Park, FL Condos for Sale

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  • /24

    $129,000

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit E211, Winter Park, FL 32789

    HUGE $15,900 PRICE DROP! Discover your perfect home in this two-bedroom, one-bath second-floor unit at Waterfall Cove, ideally situated in the heart of Winter Park. This inviting open-concept layout features large windows that fill the space with natural light, along with cozy carpeting throughout and stylish tile in the bathroom. Each bedroom offers a comfortable retreat, while sliding glass

    David Small KELLER WILLIAMS REALTY SMART 1

    1695 Lee Rd Unit E211, Winter Park, FL 32789
  • /33

    $229,000

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 204, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Investors Dream with Minimal Lease Restrictions! Back on Market. Buyer financing fell through. Welcome to the Lake Killarney Condo Community! This two-bedroom, one-bathroom condo features sold surface countertops in the kitchen, complete bathroom renovation with updated fixtures, newer floors in some rooms, washer/dryer hookups, newer kitchen

    Eddie Cooper MAINFRAME REAL ESTATE

    151 N Orlando Ave Unit 204, Winter Park, FL 32789
  • /32

    $399,000

    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    240 Killarney Bay Ct Unit 4, Winter Park, FL 32789

    Welcome to Killarney Bay—Winter Park’s best-kept secret for tranquil lakeside living, and just steps from the city’s finest shopping and dining!This beautifully updated and spacious 2-bedroom, 2.5-bath townhome-style condo offers a rare blend of modern upgrades and classic charm. Enjoy a BRAND NEW WATER HEATER, vaulted ceilings, a wood-burning fireplace, and rich wood-like flooring

    Blaike Gill KELLER WILLIAMS WINTER PARK

    240 Killarney Bay Ct Unit 4, Winter Park, FL 32789
  • /8

    $110,000

    • 1 Bed
    • 1 Bath
    • 785 Sq Ft

    311 Scottsdale Square Unit 311, Winter Park, FL 32792

    This 1 bedroom, 1 bath condo at 311 Scottsdale Sq, Winter Park, FL 32792 is leased to a reliable long-term tenant paying $1,450 / month. Located on the first floor in the established Winter Park Woods community, this unit features an open-concept layout as soon as you walk in. The HOA includes water, access to two community pools, a playground, and tennis courts. Winter Park Woods is also zoned

    Omar Rodriguez EMPIRE NETWORK REALTY

    311 Scottsdale Square Unit 311, Winter Park, FL 32792
  • /32

    $179,900

    • 2 Beds
    • 2 Baths
    • 953 Sq Ft

    224 Lewfield Cir Unit 224, Winter Park, FL 32792

    Welcome to easy, low-maintenance living in the heart of highly sought-after Winter Park! This charming 2-bedroom, 2-bath second-floor condo features a smart, functional layout and an unbeatable location just minutes from everything Central Florida has to offer. Major updates include a 2019 water heater, HOA-completed roofing and plumbing improvements (2019), plus a whole-home warranty for added

    Chris Creegan CREEGAN GROUP

    224 Lewfield Cir Unit 224, Winter Park, FL 32792
  • /19

    $89,900

    • Studio
    • 1 Bath
    • 549 Sq Ft

    3071 George Mason Ave Unit 5, Winter Park, FL 32792

    NEW PRICE!!! Charming Studio Condo Near UCF & Full Sail – Ideal Investment or Cozy Retreat!Welcome to this well-maintained ground-floor studio condo, offering 549 square feet of comfortable living space in a prime location near UCF and Full Sail University. Perfect for a student, professional, or investor, this move-in-ready unit features tile flooring throughout, making it clean and easy to

    Katherine Bordelon CASTLE & COTTAGE REALTY LLC

    3071 George Mason Ave Unit 5, Winter Park, FL 32792
  • /62

    $1,675,000

    • 2 Beds
    • 2 Baths
    • 1,511 Sq Ft

    315 E New England Ave Unit 7, Winter Park, FL 32789

    Located on the second floor of Villa Siena, this two-bedroom, two-bath residence offers 1,511 square feet of elegantly appointed living space with two balconies overlooking New England Avenue’s tree-lined brick streets in the heart of Winter Park. A split-bedroom layout ensures privacy, with wood flooring and tray ceilings defining the open-concept living and dining areas. The kitchen features

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    315 E New England Ave Unit 7, Winter Park, FL 32789
  • /41

    $123,000

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit C214, Winter Park, FL 32789

    Charming 2-bedroom, 1-bath condo located in the heart of Winter Park. This well-maintained unit offers comfortable living with an open layout, ample natural light, and convenient access to shopping, and dining. Enjoy the community pool and beautifully landscaped grounds, perfect for relaxing or entertaining. Ideal for first-time buyers, investors, or anyone looking to enjoy the Winter Park

    Diana Perez PROFESSIONAL REAL ESTATE TEAM

    1695 Lee Rd Unit C214, Winter Park, FL 32789
  • /49

    $195,000

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 208, Winter Park, FL 32789

    This charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfort and convenience. Featuring tile and luxury vinyl plank flooring throughout, this home provides durability and style for modern living. The HVAC was replaced in 2020 and water is included in the monthly COA fee. Located in a picturesque community ON THE SHORES OF A SKI LAKE, residents will enjoy access to

    Debbie Fussell KELLER WILLIAMS REALTY AT THE PARKS

    2500 Lee Rd Unit 208, Winter Park, FL 32789
  • /24

    $219,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 808 Sq Ft

    851 Miles Ave Unit 13, Winter Park, FL 32789

    Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor condo in the heart of charming Winter Park, FL 32789! Meticulously updated since 2023, this home blends modern luxury with effortless comfort and is truly move-in ready.As you step inside, you’ll be greeted by elegant porcelain tile flooring throughout—offering both durability and a look that’s easy to

    Eric Campbell LPT REALTY, LLC

    851 Miles Ave Unit 13, Winter Park, FL 32789
  • /41

    $879,000

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft

    100 S Interlachen Ave Unit 503, Winter Park, FL 32789

    Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 503, Winter Park, FL 32789
  • /12

    $157,000

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    296 Lewfield Cir, Winter Park, FL 32792

    1 bed, 1 bath condo in Winter Park

    Jonathan Minerick HOMECOIN.COM

    296 Lewfield Cir, Winter Park, FL 32792
  • /26

    $355,000

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    150 Killarney Bay Ct Unit 5, Winter Park, FL 32789

    Tucked away in the hidden gem of Killarney Bay, this move-in ready condo offers the perfect blend of privacy, style, and unbeatable location. Just one block from Winter Park Village and only a mile from Park Avenue, you’ll enjoy walkable access to some of the area’s best dining, shopping, and entertainment. Located on the first floor, this beautifully renovated 2-bed, 2-bath home features an open

    Brandon Geers COMPASS FLORIDA LLC

    150 Killarney Bay Ct Unit 5, Winter Park, FL 32789
  • /26

    $635,000

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    101 S Interlachen Ave Unit 104, Winter Park, FL 32789

    FIRST TIME ON THE MARKET! ULTRA-RARE GROUND FLOOR CONDO IN DOWNTOWN WINTER PARK'S LACHEN HOUSE – AVAILABLE FOR RENT OR PURCHASE! This is your chance to secure a highly coveted ground floor unit in one of Winter Park's most desirable locations. Available for rent at $3,800/month or purchase at $635,000 with quick move-in or quick closing possible!This stunning 2-bedroom, 2-bath condo has been

    Kelly Price KELLY PRICE & COMPANY LLC

    101 S Interlachen Ave Unit 104, Winter Park, FL 32789
  • /7

    $100,000

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    107 Scottsdale Square, Winter Park, FL 32792

    First floor, Move in ready unit! Tile floors throughout. Perfect for a first time buyer or an investor. Close to great schools, restaurants, major highways and more! Call or text to schedule a showing!

    Cristina Burgos REALSOURCE PROPERTY MANGNT LLC

    107 Scottsdale Square, Winter Park, FL 32792
  • /34

    $158,000

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit D113, Winter Park, FL 32789

    Welcome to this charming 2-bedroom, 1-bathroom first-floor condo conveniently located in the heart of Winter Park. Ideal for investors as it is currently leased. This home offers a spacious open layout with plenty of natural light, NO CARPET, and a functional floor plan perfect for comfortable living.The kitchen features ample cabinet space and next to it you will find the laundry closet

    Gisela Gaztambide Balzac EMPIRE NETWORK REALTY

    1695 Lee Rd Unit D113, Winter Park, FL 32789
  • /19

    $210,000

    • 2 Beds
    • 1.5 Baths
    • 1,393 Sq Ft

    7471 Canford Ct Unit 19, Winter Park, FL 32792

    This 2 bedroom, 1.5 bathroom condo features a townhome style layout with spacious living areas. Recent enhancements include the removal of dated laminate to reveal ceramic tile flooring throughout the main level, installation of stylish luxury vinyl plank on the upper level, new carpeting on the staircase and landing, and a full interior repaint. In addition, the sliding glass doors were

    Karen Salter IAD FLORIDA LLC

    7471 Canford Ct Unit 19, Winter Park, FL 32792
  • /35

    $297,500

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

    2384 Sun Valley Cir, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to your dream home in beautiful Winter Park, Florida! This charming 3-bedroom, 2-bath corner unit is just half a mile from Casselberry Commons, offering shopping, dining, and everyday convenience right at your doorstep. Enjoy peace of mind with a new roof (2023), new thermostat and fan (2024), and updated AC ducts and insulation (2023). The

    Yvette Hernandez THE REALTY EXPERIENCE POWERED BY LRR

    2384 Sun Valley Cir, Winter Park, FL 32792
  • /40

    $359,000

    • 1 Bed
    • 1 Bath
    • 482 Sq Ft

    311 E Morse Blvd Unit 7-5, Winter Park, FL 32789

    Major Price Improvement! Here is your rare opportunity to own a studio apartment in Whispering Waters, a 55+ iconic Condominium located just steps from Park Avenue and fabulous historic downtown Winter Park! This architectural mid-century beauty was built in 1960 and has survived every major hurricane since then. Whispering Waters has passed the Milestone and Structural Integrity Reserve Study

    Jeff Dodds CHARLES RUTENBERG REALTY ORLANDO

    311 E Morse Blvd Unit 7-5, Winter Park, FL 32789
  • /39

    $239,990

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 202, Winter Park, FL 32789

    2/2 * IMMACULATE CONDO * LOW HOA * LIVE ON LAKE KILLARNEY * ENJOY PARK AVE IN WINTER PARK * 3 MILES TO ROLLINS COLLEGE * NEW AC * NEW WATER HEATER * NEW INTERIOR PAINT * NEW LIGHTING * Immaculate updated 2 bedroom 2 bathroom Condo in a prime location on beautiful Lake Killarney, a serene oasis in Winter Park. A walkable Lake community providing Residents with direct Lake Access, Private Dock with

    Alison Maltby THE ANDERSON GROUP & CO PL

    2500 Lee Rd Unit 202, Winter Park, FL 32789
  • /21

    $159,000

    • 1 Bed
    • 1 Bath
    • 749 Sq Ft

    2905 Antique Oaks Cir Unit 6, Winter Park, FL 32792

    For Sale – Beautifully Remodeled 1 Bedroom / 1 Bath Condo – Parkview Village, Winter Park Beautifully remodeled 1-bedroom, 1-bath condo featuring elegant wood floors and fresh paint throughout. Spacious living and dining areas open to a lovely screened patio — perfect for relaxing. Located in Parkview Village, a quiet and convenient community in front of to Full Sail University, and just minutes

    Clara Herrera CLARA HERRERA REALTY

    2905 Antique Oaks Cir Unit 6, Winter Park, FL 32792
  • /43

    $570,000

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft

    151 N Orlando Ave Unit 212, Winter Park, FL 32789

    Experience luxury lakefront living in this stunning and truly unique 3-bedroom, 2-bathroom second-floor condo. This expansive 1,875 SF residence blends modern European design with artistic detail. Designed by a local artist in collaboration with a local architect, every element of this home reflects thoughtful craftsmanship and sophistication. The condo features newer plumbing, electrical wiring,

    Brian Hyser THE AGENCY ORLANDO

    151 N Orlando Ave Unit 212, Winter Park, FL 32789
  • /25

    $109,999

    • 1 Bed
    • 1 Bath

    7309 Daniel Webster Dr Unit 2B, Winter Park, FL 32792

    Remodeled 1-bedroom, 1-bathroom condo in Winter Park, FL. Newly installed A/C ensures year-round comfort. Located in a tranquil complex with amenities including a tennis court, pool house, laundry room, and clubhouse. unit has a washer and dryer hookup, ideal for investors and owner users with no pet or long term rental restrictions. Conveniently located near shopping centers and various dining

    Robert Castro RE/MAX - City Centre Realty

    7309 Daniel Webster Dr Unit 2B, Winter Park, FL 32792
  • /2

    $210,000

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

    1695 Lee Rd Unit C202, Winter Park, FL 32789

    This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This

    Hoover Yap PRIMESTATE REALTY, INC.

    1695 Lee Rd Unit C202, Winter Park, FL 32789
  • /32

    $675,000

    • 3 Beds
    • 3.5 Baths
    • 2,083 Sq Ft

    1134 Washington Ave Unit 13C, Winter Park, FL 32789

    Discover this generously sized 3-bedroom, 3.5-bath townhome offering 2,083 square feet of flexible living space in one of Winter Park's most coveted locations. This two-story residence features a semi-attached 2-car garage and thoughtful room layouts perfect for today's lifestyle.The main level welcomes you with formal living and dining rooms, ideal for entertaining. The separate family room

    Kelly Price KELLY PRICE & COMPANY LLC

    1134 Washington Ave Unit 13C, Winter Park, FL 32789
  • /36

    $329,000

    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    311 E Morse Blvd Unit 6-3, Winter Park, FL 32789

    Discover your new downtown Winter Park ground-floor pied-à-terre. Two blocks from Park Avenue, the 1960s mid-century modern Whispering Waters Condominiums are a Winter Park landmark. Your remodeled end-unit studio features an updated open kitchen with plentiful wood cabinets, ceramic tile flooring throughout, new dual-pane windows, a stylish updated bathroom with a step-in shower, and wood

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    311 E Morse Blvd Unit 6-3, Winter Park, FL 32789
  • /63

    $631,400

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft

    265 E Canton Ave Unit GE, Winter Park, FL 32789

    RARE CORNER TOP-FLOOR CONDO WITH AMAZING VIEWS – FULLY FURNISHED AND IN THE HEART OF WINTER PARK! Discover the perfect blend of comfort, style, and unbeatable location! This beautifully maintained 2-bedroom, 2-bath corner unit sits on the top floor of the desirable Villages of Winterset, offering expansive views and abundant natural light throughout. Enjoy the convenience of two elevators, a

    Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

    265 E Canton Ave Unit GE, Winter Park, FL 32789
  • /20

    $168,150

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    3651 N Goldenrod Rd Unit 102, Winter Park, FL 32792

    PRICE IMPROVEMENT!! Welcome to this beautifully maintained 2-bedroom, 2-bathroom first-floor condo, offering comfort, convenience, and peace of mind with major updates completed in 2023. This move-in-ready home features a brand-new TRANE A/C unit (2023), a new roof (2023), and new exterior paint (2023)—ensuring long-term efficiency and a fresh, modern look from the moment you arrive. Step inside

    Ashley Fulford CHARLES RUTENBERG REALTY ORLANDO

    3651 N Goldenrod Rd Unit 102, Winter Park, FL 32792
  • /24

    $179,900

    • 1 Bed
    • 1 Bath
    • 653 Sq Ft

    1250 S Denning #122 St Unit 122, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Come take a lovely stroll to Mead Gardens(47 acres), located just around the corner from this adorable condo in one of Winter Park’s most popular communities! The pool is located directly behind this condo! This cozy first-floor unit features brand-new luxury vinyl flooring that gives it a fresh, welcoming feel. The spacious living room has sliders

    Leah Laboy EDEN CREST REALTY, LLC

    1250 S Denning #122 St Unit 122, Winter Park, FL 32789
  • /32

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,267 Sq Ft

    100 S Interlachen Ave Unit 415, Winter Park, FL 32789

    Residence 415 at The Cloisters offers a rare opportunity to own a comprehensively rebuilt home in one of Winter Park’s enduring lakefront communities. Set on the fourth floor, just one block from Park Avenue, this residence blends timeless architecture with newly reimagined design. Taken thoughtfully down to its original structure and meticulously reconstructed with longevity in mind, this

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 415, Winter Park, FL 32789
  • /28

    $450,000

    • 1 Bed
    • 1 Bath
    • 673 Sq Ft

    640 N Park Ave Unit 5, Winter Park, FL 32789

    Location, Location, Location!Charming first floor 1 bedroom, 1 bath condo ideally located on North Park Avenue in the retro-chic Park Aire complex. Beautifully overhauled in 2018 with quartz counters, new cabinetry, new appliances, custom mosaic kitchen detail, new flooring, new lighting, updated electrical, with picturesque views of the Winter Park Golf Course and Casa Feliz.Enjoy a

    David Auerbach PARK TOWN REAL ESTATE LLC

    640 N Park Ave Unit 5, Winter Park, FL 32789
  • /7

    $196,400

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

    2923 Antique Oaks Cir Unit 37, Winter Park, FL 32792

    Condo in Winter Park, FL. 2923 Antique Oaks Cir, Unit 37. Updated 1,105 sq. ft. first-floor, North West corner condo. 2 bedrooms, 2 bathrooms. Located in the Winter Park School District: Updated Interiors: Recently remodeled with modern finishes, including brand-new appliances (convection oven, refrigerator, dishwasher), and a new LG stackable washer/dryer in the interior laundry room. Outdoor

    Cliff Glansen FLATFEE.COM

    2923 Antique Oaks Cir Unit 37, Winter Park, FL 32792
  • /25

    $99,900

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

    126 Scottsdale Square Unit B126, Winter Park, FL 32792

    Excellent opportunity to own this second-floor, 2-bedroom, 1/1-bath condo in a Conveniently location close to healthy centers, excellent schools, restaurants and shopping with easy access to Costco, Walmart, and various dining options. Only 4 miles from Winter Park SunRail Train Station and 20 minutes from Orlando International Airport.This unit offers a cozy living/dining area with sliding

    Maria Batista LPT REALTY, LLC

    126 Scottsdale Square Unit B126, Winter Park, FL 32792
  • /29

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,087 Sq Ft

    1601 Grove St Unit 552, Maitland, FL 32751

    One or more photo(s) has been virtually staged. **2024 ROOF** Discover this stunning, newly renovated one story end unit boasting over 1,000 sq ft of modern living space. This spacious 2 bedroom, 2 bath condo features luxury vinyl plank flooring throughout, a stylish new kitchen with white shaker cabinets, quartz countertops, and stainless steel appliances, plus all new light fixtures and fresh

    Chris Creegan CREEGAN GROUP

    1601 Grove St Unit 552, Maitland, FL 32751
  • /42

    $285,000

    • 3 Beds
    • 3 Baths
    • 1,328 Sq Ft

    1618 Gulfview Dr Unit 417, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to this exquisitely renovated home offering the best value in the maintenance-free community of Park Lake Grove! This stunning 3-bedroom, 3-bathroom property features 1,328 square feet of beautifully updated living space and a rear-facing, fully enclosed one-car garage. Every inch of this home has been thoughtfully renovated with quality and

    Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

    1618 Gulfview Dr Unit 417, Maitland, FL 32751

Showing Results 41 - 75, Page 2 of 2

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