26

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

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  • /15

    $169,900

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 732 Sq Ft

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

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

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 4D, Winter Park, FL 32789
  • /5

    $138,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 776 Sq Ft

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

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

    Scott Butts KIMBRIDGE REALTY, LLC

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

    $180,000

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    1695 Lee Rd Unit D107, Winter Park, FL 32789

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

    Hoover Yap PRIMESTATE REALTY, INC.

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

    $138,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 776 Sq Ft

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

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

    Scott Butts KIMBRIDGE REALTY, LLC

    1000 S Semoran Blvd Unit 408, Winter Park, FL 32792
  • /27

    $425,000

    $50K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 767 Sq Ft

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

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

    Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    644 N Knowles Ave Unit 3, Winter Park, FL 32789
  • /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
  • /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
  • /36

    $149,500

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    262 Lewfield Cir Unit 262, Winter Park, FL 32792

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

    Drew Bishop KELLER WILLIAMS REALTY FT MYER

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

    $139,500

    $36K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 749 Sq Ft

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

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

    Cassandra Kelly Flores COLDWELL BANKER REALTY

    3019 Antique Oaks Cir Unit 124, Winter Park, FL 32792
  • /22

    $115,000

    $14K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 735 Sq Ft

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

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

    Melissa Vance MAINFRAME REAL ESTATE

    1000 S Semoran Blvd Unit 305, Winter Park, FL 32792
  • /28

    $380,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 987 Sq Ft

    700 Melrose Ave Unit J24, Winter Park, FL 32789

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

    Scott Butts KIMBRIDGE REALTY, LLC

    700 Melrose Ave Unit J24, Winter Park, FL 32789
  • /30

    $199,900

    • 1 Bed
    • 1 Bath
    • 582 Sq Ft

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

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

    Chris Creegan CREEGAN GROUP

    151 N Orlando Ave Unit 142, Winter Park, FL 32789
  • /20

    $275,000

    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

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

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

    Andrea Parra FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 6-12, Winter Park, FL 32789
  • /27

    $190,000

    • 1 Bed
    • 1 Bath
    • 658 Sq Ft

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

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

    Randy Wilson FAIRBANKS REALTY

    1250 S Denning Dr Unit 109, Winter Park, FL 32789
  • /25

    $279,000

    $110K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

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

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

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
  • /26

    $184,900

    $14K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 222, Winter Park, FL 32789

    Lakefront Lifestyle in Winter Park—Under $200K! Live the resort life for less! This stunning, move-in ready retreat in the heart of Winter Park offers rare, direct access to the 239-acre, spring-fed Lake Killarney. Enjoy exclusive resident-only amenities, including a private boat launch, boat slips, an updated dock, and a tranquil lakefront gazebo. Perfectly located just minutes from the

    Christine Bouchard HOMESMART

    2500 Lee Rd Unit 222, Winter Park, FL 32789
  • /17

    $174,900

    $24K 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
  • /15

    $88,999

    $1K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    1695 Lee Rd Unit B108, Winter Park, FL 32789

    This charming 1bedroom, 1bathroom condo is a fantastic opportunity for both homeowners and investors. Located in a desirable area close to shopping, restaurants, and everyday conveniences, it offers comfort, convenience, and excellent value.The kitchen comes fully equipped with a refrigerator, stove, dishwasher, and microwave, and the unit also includes a washer and dryer for added

    Brandy Ray LOKATION

    1695 Lee Rd Unit B108, Winter Park, FL 32789
  • /8

    $109,500

    • 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

    $164,999

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    200 Saint Andrews Blvd Unit 704, Winter Park, FL 32792

    Excellent opportunity in the heart of Central Florida! Welcome to this charming 1-bedroom, 1-full-bath condominium located in the desirable Four Seasons Condominiums of Winter Park. Step inside to a spacious living area that flows seamlessly into the dining and kitchen spaces, creating a comfortable and functional layout perfect for everyday living or entertaining. The primary bedroom features a

    Veronica Figueroa EXP REALTY LLC

    200 Saint Andrews Blvd Unit 704, Winter Park, FL 32792
  • /44

    $989,500

    Open Sun 1PM - 3PM
    • 1 Bed
    • 1.5 Baths
    • 1,109 Sq Ft

    269 E Canton Ave Unit 269, Winter Park, FL 32789

    Winterset is celebrated for its boutique scale, mature landscaping, and timeless Winter Park character. Residents enjoy glimpses of Lake Osceola, tranquil surroundings beneath stately oaks, and the privilege of living in a community where privacy and exclusivity are paramount. This fully remodeled Penthouse Suite's location is unmatched—one block to Park Avenue, offering effortless access to fine

    Catherine Williams COLDWELL BANKER REALTY

    269 E Canton Ave Unit 269, Winter Park, FL 32789
  • /13

    $138,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 796 Sq Ft

    1000 S Semoran Blvd Unit 306, Winter Park, FL 32792

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

    Scott Butts KIMBRIDGE REALTY, LLC

    1000 S Semoran Blvd Unit 306, Winter Park, FL 32792
  • /15

    $149,500

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    262 Lewfield Cir, 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 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 everything

    Carl Buck Keller Williams Realty Fort Myers and the Islands

    262 Lewfield Cir, Winter Park, FL 32792
  • /15

    $115,000

    • 1 Bed
    • 1 Bath
    • 796 Sq Ft

    1000 S Semoran Blvd Unit 302, Winter Park, FL 32792

    Virtually Staged. ***Welcome to this exceptionally well-maintained 1-bedroom, 1-bathroom condominium ideally located in Winter Park! Lovingly cared for by its longtime owner, this home offers a wonderful combination of comfort, functionality, and convenience. *WASHER AND DRYER LOCATED IN UNIT* Inside, you'll find a spacious, thoughtfully designed layout featuring a generous living area, an

    Amaal Barakat KELLER WILLIAMS ADVANTAGE III

    1000 S Semoran Blvd Unit 302, Winter Park, FL 32792
  • /27

    $89,000

    $26K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    1695 Lee Rd Unit B210, Winter Park, FL 32789

    This great second floor one bedroom 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and

    giuseppina moriconi GM SUNSHINE REALTY LLC

    1695 Lee Rd Unit B210, Winter Park, FL 32789
  • /26

    $149,000

    $16K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 232, Winter Park, FL 32789

    LAKEFRONT living just steps from the shore of 239-acre, spring-fed Lake Killarney! Welcome to Lakeside Manor and this charming second-floor end-unit condo offering partial lake views, private lake access, and an ideal blend of comfort and convenience.This 1-bedroom, 1-bath unit features a bright and inviting layout with luxury vinyl plank flooring throughout the main living areas,

    Wendy Rodriguez COLDWELL BANKER REALTY

    2500 Lee Rd Unit 232, Winter Park, FL 32789

1-Bedroom Price Trends

Median 1-Bedroom Condo Price
$157,750
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