27

Winter Park Homes under $200,000

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  • /15

    $189,900

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

    1695 Lee Rd Unit B216, Winter Park, FL 32789

    Lovely 3 bedroom 2 bathroom second floor unit at Waterfall Cove in the heart of Winter Park, close to shopping, restaurants, schools and major roadways. The end unit features a nice open floorplan with lots of natural light. The kitchen is spacious and has lots of cabinet storage and countertop space it overlooks the large living room with sliding glass doors that lead out to the balcony with a

    Agent Photo

    Martha Grasty

    RE/MAX ASSURED

    (321) 381-3262

    1695 Lee Rd Unit B216, Winter Park, FL 32789
  • /24

    $100,000

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

    126 Scottsdale Square Unit B126, Winter Park, FL 32792

    Great location!! Discover the charm of this beautifully maintained condo at 126 Scottsdale Square, nestled in a serene and convenient Orlando community. This condo boasts 3 bedrooms and 2 bathrooms thoughtfully designed with a spacious layout perfect for comfortable living. From the bright and open living area to the modern kitchen with upgraded appliances. Every detail has been tailored for

    Thomas Hicks, Sr LPT REALTY, LLC

    126 Scottsdale Square Unit B126, Winter Park, FL 32792
  • /25

    $195,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 232, Winter Park, FL 32789

    Just steps from the shore of Lake Killarney, welcome to Lake Killarney Living! This charming 1-bedroom, 1-bath end-unit condo offers lake access to the beautiful Winter Park Chain of Lakes along with partial lake views. Enjoy community amenities including a lakefront pool and clubhouse with stunning views, plus a private boat ramp to launch your boat and explore the water. The serene central

    Wendy Rodriguez COLDWELL BANKER RESIDENTIAL RE

    2500 Lee Rd Unit 232, Winter Park, FL 32789
  • /15

    $165,000 Open Sat 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 749 Sq Ft

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

    Prime Location and Zip Code are key! Low HOA! Welcome home to 3019 Antique Oaks Circle Unit 124 at Parkview Village Winter Park, FL. This well-maintained community offers mature landscaping and scenic views. This beautiful 1-bedroom, 1-bathroom condo in the heart of Winter Park, Florida has become available and ready to receive a new owner. Located on the second floor, the home offers a quiet,

    Kelly Flores COLDWELL BANKER REALTY

    3019 Antique Oaks Cir Unit 124, Winter Park, FL 32792
  • /24

    $179,000

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft

    200 Saint Andrews Blvd Unit 2206, Winter Park, FL 32792

    Welcome to the beautiful community of Four Seasons! This well-established condominium complex is coveted for its fantastic location in Winter Park, excellent schools, proximity to restaurants, grocery stores, shopping and Park Avenue. Four Seasons is a 20-acre, park-style neighborhood featuring tranquil courtyards with mature landscaping and majestic oak trees. Four Seasons amenities include 3

    Jill Healey KELLER WILLIAMS WINTER PARK

    200 Saint Andrews Blvd Unit 2206, Winter Park, FL 32792
  • /25

    $180,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 237, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. LOCATION, LOW HOA FEES AND NO ASSESSMENT FEES! excellently maintained turnkey 1 Bedroom/ 1 bathroom Condo at highly desired LAKESIDE MANOR community, with DOCK ACCESS to Lake KILLARNEY , true Florida living. This Low Maintenance Condo with LOW HOA FEES AND NO ASSESSMENT FEESi includes ground keeping and exterior / roof maintenance with an affordable

    Layla Zayed MARK SPAIN REAL ESTATE

    2500 Lee Rd Unit 237, Winter Park, FL 32789
  • /41

    $169,900

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

    1695 Lee Rd Unit D116, Winter Park, FL 32789

    MOTIVATED SELLER - CAN CONTRIBUTE TOWARDS CLOSING COSTS!Location, location, location!! And priced to sell!! This 3 bedroom 2 bathroom corner unit condo is conveniently located within a short drive distance to Rollins College, UCF, Valencia College, hospitals, shopping, dining, and entertainment! The unit is located on the first floor and has an open floor plan, spacious kitchen with plenty

    Madalay Fleming LA ROSA REALTY KISSIMMEE

    1695 Lee Rd Unit D116, Winter Park, FL 32789
  • /20

    $179,900

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft

    200 Saint Andrews Blvd Unit 2607, Winter Park, FL 32792

    Welcome to “Four Seasons” condominiums in Winter Park. This 2nd floor 2-bedroom 2 bath unit has a great view of the pool, tennis and shuffle court and is right outside your front door. The floor plan offers a nice-sized living dining area plus a spacious primary bedroom. Updates to the condo are... roof replaced in 2023, Re-piped 2025, new water heater 2025, AC 2017. Granite counter tops in the

    Evelyn Pilchick RE/MAX 200 REALTY

    200 Saint Andrews Blvd Unit 2607, Winter Park, FL 32792
  • /23

    $169,900

    • 1 Bed
    • 1 Bath
    • 727 Sq Ft

    200 St Andrews Blvd Unit 601, Winter Park, FL 32792

    Welcome to this spacious and beautifully updated first-floor condo with 1 bedroom, 1 bathroom in the heart of Winter Park, the highly sought after Four Seasons community. This unit offers the convenience of walk-up access and a covered carport just steps from your private screened patio and laundry inside the unit. The kitchen was remodeled in 2021 and features white shaker-style cabinetry, a

    Amy Turner KELLER WILLIAMS WINTER PARK

    200 St Andrews Blvd Unit 601, Winter Park, FL 32792
  • /17

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft

    1000 S Semoran Blvd Unit 604, Winter Park, FL 32792

    This second floor Winter Park Condo has been beautifully renovated. The kitchen renovation includes beautiful cabinets, newer stainless-steel appliances, granite counter tops, and removing two walls for an open concept feature exposing complete view to the dining and living room. Both bathrooms have been renovated. Guest bathroom has a tiled wall in the tub/shower and new vanity. Primary bathroom

    Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

    1000 S Semoran Blvd Unit 604, Winter Park, FL 32792
  • /12

    $165,000

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft

    1000 S Semoran Blvd Unit 814, Winter Park, FL 32792

    Huge Price Reduction!!! on this Fully remodeled unit. Reduced to sell. This fully updated Condo is minutes from Baldwin Park, Full Sail, UCF, and all of Winter Park has to offer. Don't miss the opportunity to own an amazing home or investment opportunity. Low HOAs are hard to find, especially in Winter Park Zip codes. Don't forget that this home has a fully updated kitchen, bathrooms, and new

    Benjamin Berry EXP REALTY LLC

    1000 S Semoran Blvd Unit 814, Winter Park, FL 32792
  • /15

    $174,900

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    108 Scottsdale Square Unit A108, Winter Park, FL 32792

    This beautiful second to third floor condo has the feel of a townhouse/residential treehouse! The gorgeous clerestory windows accent the cathedral primary bedroom ceilings and laminate flooring along with two balconies for morning coffee, cappucino and reflection. Kitchen features breakfast bar serve through area which opens to a combination living dining area which easily converts to a large

    Tim Van Antwerp PREMIUM PROPERTIES REAL ESTATE

    108 Scottsdale Square Unit A108, Winter Park, FL 32792
  • /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
  • /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. 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 (washer and dryer included). Both bedrooms are

    Gisela Gaztambide Balzac EMPIRE NETWORK REALTY

    1695 Lee Rd Unit D113, Winter Park, FL 32789
  • /27

    $135,000

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit C206, Winter Park, FL 32789

    Welcome to a delightfully bright and inviting 2-bedroom, 1-bathroom condo nestled in the peaceful Waterfall Cove community at 1695 Lee Rd, Unit C206, Winter Park, FL 32789. Thoughtfully designed, this home features a covered balcony that invites relaxing mornings or cozy evenings outdoors, while the spacious primary bedroom offers the convenience of a walk-in closet—perfectly blending comfort and

    Justin Adams EXP REALTY LLC

    1695 Lee Rd Unit C206, Winter Park, FL 32789
  • /32

    $160,000

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    200 St Andrews Blvd Unit 5, Winter Park, FL 32792

    Excellent location. You can walk to grocery stores, banks, pharmacies in the area. Short drive to Full Sail and Rollins College as well as Park avenue where you have many restaurants, coffee shops, retail.

    Didem Isik Widener PARK AVENUE REALTY LLC

    200 St Andrews Blvd Unit 5, Winter Park, FL 32792
  • /18

    $137,000

    • 1 Bed
    • 1 Bath
    • 796 Sq Ft

    1000 S Semoran Blvd Unit 716, Winter Park, FL 32792

    PRICED TO SELL! Whether you're looking for a great home or an investment opportunity, THIS IS IT! This great unit has a LOW HOA, THAT INCLUDES THE WATER, adding even more value to it!! This AMAZING CONDO features an UPDATED KITCHEN and BATHROOM, along with beautiful WOOD FLOORING THROUGHOUT for a modern look. LOCATION, LOCATION! Ideally situated near Baldwin Park, Full Sail University, and Winter

    Nathalie Romero HOME WISE REALTY GROUP, INC.

    1000 S Semoran Blvd Unit 716, Winter Park, FL 32792
  • /28

    $200,000

    • 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
  • /19

    $199,900

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 134, Winter Park, FL 32789

    Introducing a captivating 1-bedroom, 1-bathroom condo in a prime location, granting access to the serene Lake Killarney, complete with an array of enticing features and community perks. This condo promises a cozy and convenient living experience and it is situated on the first floor. Some features include luxury vinyl throughout, decorative electric fireplace, remodeled kitchen with breakfast

    Jesus Garcia YOUR HOME SOLD GUARANTEED REALTY LLC

    2500 Lee Rd Unit 134, Winter Park, FL 32789
  • /22

    $120,000

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

    316 Scottsdale Square Unit 316, Winter Park, FL 32792

    Welcome to 316 Scottsdale Square, a delightful 2-bedroom, 1 and half bathroom condo located in desirable Winter Park. This home features a spacious open floor plan with natural light, ideal for comfortable living. The kitchen includes modern appliances and overlooks the cozy living area, perfect for entertaining. The utility room is equipped with a washer and dryer, plus extra storage space for

    Tyann Huynh JADE KEY REALTY LLC

    316 Scottsdale Square Unit 316, Winter Park, FL 32792
  • /12

    $149,000

    • 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!!..Spacious Other units currently available in same complex MLS: R4909222, R4909220, 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 and other

    Scott Butts KIMBRIDGE REALTY, LLC

    1000 S Semoran Blvd Unit 408, Winter Park, FL 32792
  • /6

    $149,000

    • 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!!..Spacious Other units currently available in same complex MLS: R4909222, R4909221 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 and other

    Scott Butts KIMBRIDGE REALTY, LLC

    1000 S Semoran Blvd Unit 404, Winter Park, FL 32792
  • /13

    $149,000

    • 1 Bed
    • 1 Bath
    • 796 Sq Ft

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

    Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Spacious Other units currently available in same complex MLS: R4909220, R4909221 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 and other

    Scott Butts KIMBRIDGE REALTY, LLC

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

    $185,000

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

    1695 Lee Rd Unit E215, Winter Park, FL 32789

    Move-in Ready Renovated Condo – Prime Location!This beautifully renovated condo offers both style and convenience, situated right next to the community pool and playground. Enjoy modern upgrades throughout, along with the added assurance of a Home Warranty America coverage plan, valued up to $500, for extra peace of mind. Plus, you'll be just minutes from restaurants, shopping, major roads,

    Kerem Munoz- Franquiz LA ROSA REALTY CENTRAL FLORIDA

    1695 Lee Rd Unit E215, Winter Park, FL 32789
  • /9

    $130,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    334 Scottsdale Square Unit 334, Winter Park, FL 32792

    CASH ONLY. Desirable Winter Park Location with highly rated schools! Down the street Full Sail University, close to famous Park Ave, Rollins College, short drive to UCF and International Airport. Leased until 07/31/2025 to Long term tenant paying $1700 a month willing to stay. This spacious well maintained property features an amazing open floor plan with a full bedroom and bathroom downstairs,

    John Sheynkman CHARLES RUTENBERG REALTY ORLANDO

    334 Scottsdale Square Unit 334, 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
  • /19

    $179,900

    • 1 Bed
    • 1 Bath
    • 653 Sq Ft

    1250 S Denning Dr Unit 122, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. **MAJOR PRICE DROP – UNBEATABLE VALUE IN WINTER PARK!**Don’t miss this rare opportunity to own a beautifully updated 1st-floor condo in one of Winter Park’s most desirable communities—now priced to sell! Step inside to find a stylish, move-in ready home with a bright, inviting layout and modern finishes throughout. Enjoy the ease of

    Kristal Mason ORLANDO HOME DEALER LLC

    1250 S Denning Dr Unit 122, Winter Park, FL 32789

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$675,000
Median Single Family Sale Price
$922,500
Median Townhouse Sale Price
$782,500
Median 2 Bedroom Sale Price
$240,950
Median 1 Bedroom Sale Price
$165,000
Average Price Per Sq Ft
$440
Number of Homes for Sale
210
Last 12 months Home Sales
625
Months of Supply
4.00
Median List Price
$725,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
2%
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