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Winter Park, FL Homes for Sale under $200,000

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  • /33

    $200,000

    • 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

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 237-3113

    225 Lewfield Cir, Winter Park, FL 32792
  • /18

    $195,000

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft

    200 Saint Andrews Blvd Unit 2302, Winter Park, FL 32792

    Beautiful 2 bedroom / 2 bath first floor condo in Winter Park's Four Seasons community. Great floorplan with large living room, separate dining space, and updated kitchen with white cabinetry and granite countertops. New windows installed, new water heater 2023, new roof 2023, replumbed, AC 2015! Primary bedroom with walk in closet and en-suite bath with walk in shower. Enjoy a cozy screened

    Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

    200 Saint Andrews Blvd Unit 2302, Winter Park, FL 32792
  • /11

    $128,500

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

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

    Priced to sell! This 2 bedroom 2 bathroom condo located in the highly sought after Winter Park area is the perfect opportunity for an investor or a first time buyer. This unit has new luxury vinyl plank flooring throughout, recently upgraded kitchen cabinets, huge living room area and very spacious bedrooms. Located on the 2nd floor, and within steps of the community pool and laundry facility.

    Cristina Burgos REALSOURCE PROPERTY MANGNT LLC

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

    $145,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 243, Winter Park, FL 32789

    Reasons you'll love this condo: convenient, cozy and quiet, you can't beat this community for its location and tranquil setting on Lake Killarney. Add to that the brand new air conditioning system (2025), hot water heater (2025) and fresh paint throughout (2025) and you'll see why this unit is for you. Step into the unit through the brand new front door (2025) and you are in the generous living

    Sue Gilman KELLER WILLIAMS WINTER PARK

    2500 Lee Rd Unit 243, Winter Park, FL 32789
  • /17

    $195,000

    • 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
  • /27

    $145,000

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

    3021 Aaron Burr Ave Unit 3, Winter Park, FL 32792

    Townhouse 2 bedroom 2.5 bath, both bathrooms on the second floor are remodeled. The Townhome is rent $1,600. The unit is located in Winter Park Area and is close to the shopping and dining. It is also close to public transportation. HOME GUARANTY OF AMERICA HWA 13 MONTH INCLUDED.

    Daiana Garcia Medrano LA ROSA REALTY ORLANDO LLC

    3021 Aaron Burr Ave Unit 3, Winter Park, FL 32792
  • /16

    $155,000

    • 1 Bed
    • 1 Bath
    • 749 Sq Ft

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

    Investors and Owner Occupied Welcome! Investors start your portfolio of properties with monthly income today. Now's your chance! This apartment is suited for anyone tired of paying rent and want to become a homeowner. Look no further. This unit is exceptionally located in a great community. Prime Location and Zip Code are key! Low HOA! with minimal stress. Welcome home to 3019 Antique Oaks Circle

    Kelly Flores COLDWELL BANKER REALTY

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

    $127,400

    • 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
  • /21

    $129,900

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft

    3053 George Mason Ave Unit 8, Winter Park, FL 32792

    Updated 2-bedroom, 2-bath condo featuring modern finishes throughout! This condo features laminate floors, sleek granite countertops, and stainless steel appliances in the kitchen. A rare find with an in-unit washer and dryer for added convenience. Step out onto the brand new deck, upgraded with durable composite decking—perfect for relaxing or entertaining. Ideally located just minutes from Full

    Daniel Graves GRAVES REALTY

    3053 George Mason Ave Unit 8, Winter Park, FL 32792
  • /30

    $148,000

    • 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
  • /9

    $177,000

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

    7444 Woodburn Ct Unit 29, Winter Park, FL 32792

    *** SELLER WILL PAY SPECIAL ASSESSMENT AT CLOSING BRING MONTHLY ASSESSMENT TO $420****Sought after Winter Park Location! 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community. 1,031 sq. ft. newer roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes

    Abranette Lopez LPT REALTY, LLC

    7444 Woodburn Ct Unit 29, Winter Park, FL 32792
  • /11

    $198,000

    • 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 WF REALTY CORP.

    3060 George Mason Ave Unit 12, Winter Park, FL 32792
  • /18

    $126,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    7326 Swallow Run Unit 7326, Winter Park, FL 32792

    **** Ground floor 2 bed 2 bath condo in a nice quiet community *** move-in ready with granite tops, upgraded plumbing, on-demand water heater, vinyl plank flooring throughout. One of the best priced units available on MLS. Well maintained community and roof replaced within past two years. Owner is Listing Agent, Broker and Realtor so an efficient sale can be expected. All offers to be on FAR/BAR

    Kevin Mernan CREATIVE HOMES OF ORLANDO

    7326 Swallow Run Unit 7326, Winter Park, FL 32792
  • /17

    $185,000

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

    7426 Wynnewood Square Unit 195, Winter Park, FL 32792

    Excellent opportunity to acquire a 3-bedroom, 2-bath first-floor end-unit condo offering approximately 1,117 sq ft in a well-established community. The unit features a functional layout and a highly desirable location near UCF, Full Sail University, Valencia College, and major shopping and dining. Priced to sell, this property is ideal for investors seeking a light-to-moderate rehab with strong

    Qing Lin SPRINGHILL PROPERTIES LLC

    7426 Wynnewood Square Unit 195, Winter Park, FL 32792
  • /25

    $169,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 232, Winter Park, FL 32789

    Just steps from the shore of 239-acre, spring-fed Lake Killarney, welcome to Lakeside Manor and true lakefront living. This charming 1-bedroom, 1-bath second-floor end-unit condo offers partial lake views, private lake access, and an inviting blend of comfort and convenience. Residents enjoy exceptional community amenities including a lakefront pool and clubhouse with stunning water views, a

    Wendy Rodriguez COLDWELL BANKER RESIDENTIAL RE

    2500 Lee Rd Unit 232, Winter Park, FL 32789
  • /26

    $199,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 222, Winter Park, FL 32789

    Welcome to your next chapter of lakeside living! This charming one-bedroom, one-bathroom condo offers a perfect blend of tranquility and convenience in the heart of Winter Park. Step inside to discover a thoughtfully designed space where comfort meets style. The open-concept living area welcomes you with beautiful engineered wood floors, creating a seamless flow between the living room and

    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

    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 with coveted dock

    Lydia Cassaro LPT REALTY LLC (DB)

    2500 Lee Rd Unit 237, Winter Park, FL 32789
  • /24

    $127,000

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft

    3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792

    Welcome to 3057 Aaron Burr Ave #2, a beautifully updated 2-bedroom, 2-bathroom condo in the desirable Colonies community. Whether you're looking for a stylish home or a fantastic investment opportunity, this property checks all the boxes! Step inside to find brand-new stainless-steel appliances, granite countertops, and spacious walk-in closets. The open layout creates a bright and inviting

    Claudia Villarroel JASON MITCHELL REAL ESTATE FLO

    3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792
  • /14

    $179,900

    • 3 Beds
    • 2 Baths

    7340 Daniel Webster Dr, Winter Park, FL 32792

    This is a 3 bedroom and 2 bathroom condo. This condo has had everything replaced. Don't miss out on this opportunity. Call listing agent today for more information and to schedule a showing.

    Robert Castro RE/MAX - City Centre Realty

    7340 Daniel Webster Dr, Winter Park, FL 32792
  • /37

    $169,000

    • 2 Beds
    • 1 Bath
    • 851 Sq Ft

    2500 Lee Rd Unit 219, Winter Park, FL 32789

    Welcome to life on Lake Killarney, one of Winter Park’s most sought-after lakefront communities! This charming 2-bedroom, 1-bathroom condo offers an unbeatable location and resort-style amenities—perfect for those seeking the true Florida lifestyle.Enjoy direct access to Lake Killarney, where residents can take advantage of boat slips available at a low cost on a first-come, first-serve basis, as

    Nicole Van Treese SUNDIAL REAL ESTATE LLC

    2500 Lee Rd Unit 219, Winter Park, FL 32789
  • /22

    $200,000

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

    2923 Antique Oaks Cir Unit 39, Winter Park, FL 32792

    Condo in Winter Park, FL Welcome to 2923 Antique Oaks Cir, Unit 39 — a beautifully updated 1,105 sq. ft. first-floor condo offering 2 bedrooms, 2 bathrooms, and modern upgrades throughout. Located in the highly sought-after Winter Park School District, this property combines comfort, style, and convenience. Property Highlights: Size & Layout: Spacious 1,105 square feet with a thoughtfully

    Michell Carrasquero GLOBALWIDE REALTY LLC

    2923 Antique Oaks Cir Unit 39, Winter Park, FL 32792
  • /24

    $124,990

    • 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
  • /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
  • /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

    $190,000

    • 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
  • /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
  • /22

    $174,900

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792

    Well maintained 2 bedroom/2 bathroom condo located in Lancelot of Winter Park. This spacious second floor unit with large windows brings in plenty of natural light. The main living areas have wood laminate tile flooring and granite countertops in the kitchen. The bathrooms have been updated with sleek fixtures, modern design elements and newly painted. Nearby, you will find top rated schools and

    Monica Perlas COLDWELL BANKER REALTY

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792
  • /23

    $155,000

    • 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
  • /26

    $165,000

    • 2 Beds
    • 1.5 Baths
    • 990 Sq Ft

    3315 Amber Wood Way Unit 104, Winter Park, FL 32792

    Terrific townhome in the Hidden Oaks community offers an updated interior & it's own privacy fenced patio! Step inside to the bright and spacious living/dining combo w/lovely wood laminate flooring & wet bar, galley style kitchen w/breakfast area, laundry closet w/full size washer & dryer, and 2 terrific bedrooms-one with oversized walk-in closet. Storage under the stairs and in AC closet. Enjoy

    Robert Sinclair 100% REAL ESTATE, INC

    3315 Amber Wood Way Unit 104, Winter Park, FL 32792
  • /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
  • /55

    $171,000

    • 2 Beds
    • 2 Baths
    • 927 Sq Ft

    256 Lewfield Cir Unit 256, Winter Park, FL 32792

    This charming and well-maintained 2 bedroom, second-floor condo in Winter Park is ready for you to call your own! The home features comfortable carpeted living areas throughout. The centrally located galley kitchen offers plenty of cabinet and counter space and connects directly to the dining room. The spacious living room gets plenty of natural light through large sliding glass doors, opening to

    Renee Kumar LLC LA ROSA REALTY LLC

    256 Lewfield Cir Unit 256, Winter Park, FL 32792

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$485,000
Median Single Family Sale Price
$599,499
Median Townhouse Sale Price
$457,000
Median 2 Bedroom Sale Price
$225,000
Median 1 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$371
Number of Homes for Sale
274
Last 12 months Home Sales
1,017
Months of Supply
3.20
Median List Price
$533,950
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
3%
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