27

Homes for Sale in Winter Park, FL with 1-Bedroom

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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
  • /17

    $185,000

    • 1 Bed
    • 1 Bath
    • 732 Sq Ft

    1500 Gay Rd Unit 5, Winter Park, FL 32789

    Welcome to Chateaux du Lac, a lakefront community in the heart of Winter Park, FL, offering an active and convenient lifestyle. Residents enjoy an impressive array of amenities including a heated community pool, clubhouse, lakefront community deck, BBQ area, resident-only boat ramp, community laundry facilities, and two on-site saunas. This second-floor one-bedroom, one-bath apartment features

    Jacob Hara TRANSCEND REALTY

    1500 Gay Rd Unit 5, Winter Park, FL 32789
  • /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
  • /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
  • /32

    $144,000

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    291 Lewfield Cir Unit 291, Winter Park, FL 32792

    One of the best 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, water

    Barbara Coy WATSON REALTY CORP

    291 Lewfield Cir Unit 291, Winter Park, FL 32792
  • /16

    $154,000

    • 1 Bed
    • 1 Bath
    • 749 Sq Ft

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

    The Ultimate Winter Park is your every 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 estate in the heart of Winter Park, Florida. This beautifully appointed condo apartment is located within

    Kelly Flores COLDWELL BANKER REALTY

    3019 Antique Oaks Cir Unit 124, 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
  • /43

    $169,000

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792

    **One or more photos were virtually stages**Experience elevated living in this beautifully appointed 1-bedroom, 1-bath residence located on the second floor in the heart of Winter Park, Florida. The home showcases elegant wood-look tile flooring throughout, creating a seamless, upscale aesthetic with both style and durability.The primary bedroom is enhanced with classic plantation shutters,

    Eric Zimmerman RE/MAX Advantage

    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792
  • /30

    $139,000

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    151 Lewfield Cir Unit 4, Winter Park, FL 32792

    Enjoy Winter Park lifestyle in this great, first floor, 1 bedroom 1 bath condo. Built in 1973 with a well-planned 678 sq.ft. floor plan. Featuring Laminate flooring, this condo offers a functional and inviting home. The kitchen comes equipped with a range, refrigerator, dishwasher and microwave. The oversized bedroom comes with stackable washer an dryer and two closets. New bedroom window, new

    Susan Tamlin KELLER WILLIAMS REALTY AT THE PARKS

    151 Lewfield Cir Unit 4, Winter Park, FL 32792
  • /25

    $314,900

    • 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
  • /26

    $189,500

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 222, Winter Park, FL 32789

    Lakefront access in Winter Park under $200K! One of the few condos at this price point offering direct access to Lake Killarney. This move-in ready 1-bedroom, 1-bath residence combines peaceful lakeside living with unbeatable proximity to Winter Park Village shopping, dining, and entertainment. The open-concept living and kitchen area features engineered wood flooring and abundant natural light,

    Christine Bouchard HOMESMART

    2500 Lee Rd Unit 222, Winter Park, FL 32789
  • /23

    $169,000

    • 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
  • /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

    $199,130

    • 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
  • /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
  • /14

    $125,000

    • 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
  • /8

    $109,900

    • 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
  • /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
  • /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
  • /12

    $154,000

    • 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
  • /45

    $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
  • /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
  • /34

    $299,900

    • 1 Bed
    • 1 Bath
    • 482 Sq Ft

    311 E Morse Blvd Unit 7-19, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome to an exceptional opportunity to own a beautifully maintained, move-in ready third-floor, water-view, corner unit studio residence in one of Winter Park’s most coveted locations—directly adjacent to Lake Osceola and just moments from iconic Park Avenue. This rare downtown setting places you

    Mathew Kelly TURN-KEY MOVES REALTY

    311 E Morse Blvd Unit 7-19, Winter Park, FL 32789
  • /23

    $150,000

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    302 Lewfield Cir Unit 302, Winter Park, FL 32792

    Perfectly positioned in the heart of Winter Park, this inviting one-bedroom, one-bath residence offers effortless living in one of Central Florida’s most desirable locations. The thoughtfully designed interior opens to a second-story private balcony, creating a quiet space to unwind or enjoy morning coffee. Natural light fills the home, while the layout provides comfort, functionality, and easy

    Heather Spirazza REGENCY REAL ESTATE LLC

    302 Lewfield Cir Unit 302, Winter Park, FL 32792
  • /25

    $89,000

    • 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
  • /36

    $315,000

    • 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
  • /19

    $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

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$481,250
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$459,500
Median 2 Bedroom Sale Price
$202,500
Median 1 Bedroom Sale Price
$154,500
Average Price Per Sq Ft
$371
Number of Homes for Sale
304
Last 12 months Home Sales
1,016
Months of Supply
3.60
Median List Price
$530,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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