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Winter Park, FL Condos for Sale

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  • /35

    $260,000

    • 2 Beds
    • 1 Bath
    • 804 Sq Ft

    151 N Orlando Ave Unit 101, Winter Park, FL 32789

    Welcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled on the ground floor of the Lake Killarney Condominiums, Unit 101 offers a seamless blend of comfort, style, and lakeside living. Bright & open layout that flows from the living space into a modern kitchen with a large center island — perfect for entertaining or casual family meals. Granite countertops,

    Agent Photo

    Elizabeth Fowler

    THE FLORIDA PROPERTY SHOP SALE

    (321) 463-4625

    151 N Orlando Ave Unit 101, Winter Park, FL 32789
  • /19

    $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

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    Monica Perlas

    COLDWELL BANKER REALTY

    (321) 449-2749

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792
  • /19

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft

    7706 Country Place Unit A8, Winter Park, FL 32792

    Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas, 3 bedroom, 2 full bathrooms, 1,230 square feet of living area. Exterior of the home is concrete block and stucco. The eat-in-kitchen sits in the heart of the home which creates a warm and social atmosphere. Nice covered patio with back yard great for relaxing and entertaining

    Agent Photo

    Carmen Vazquez

    REALTY TECH INC

    (321) 339-0107

    7706 Country Place Unit A8, Winter Park, FL 32792
  • /15

    $134,900

    • 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) 516-0992

    1695 Lee Rd Unit B216, Winter Park, FL 32789
  • /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
  • /35

    $200,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    623 Saint Johns Ct Unit 623, Winter Park, FL 32792

    If you’re searching for a place that feels like home the moment you walk in—not just another condo—this one might be exactly what you’ve been looking for. Nearby to Full Sail University, UCF, restaurants, shopping, entertainment, and major road access, this property is in a prime location. Step through the covered front porch and into a bright, welcoming space with soaring vaulted ceilings, new

    David Dorman CENTURY 21 CARIOTI

    623 Saint Johns Ct Unit 623, Winter Park, FL 32792
  • /23

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,457 Sq Ft

    2458 Grand Teton Cir, Winter Park, FL 32792

    Welcome to your dream home in Winter Park! This beautifully updated, spacious two-bedroom condo is nestled in the highly sought-after Cedarwood Village Condominium, a well-maintained community known for its charm and appeal. Meticulously cared for, this residence boasts modern elegance with gleaming quartz countertops and premium flooring throughout. The master suite is a true retreat, featuring

    Bryce Jones CHARLES RUTENBERG REALTY ORLANDO

    2458 Grand Teton Cir, Winter Park, FL 32792
  • /23

    $259,900

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    7707 Country Place Unit 4, Winter Park, FL 32792

    Beautifully updated 2BD/2BA single-story condo in peaceful Goldenrod Villas, Winter Park. Enjoy an insulated, screen-enclosed lanai with its own AC unit, plus a brand-new backyard deck and private patio. Both bedrooms offer ensuite baths with updated vanities and large walk-in closets. NEW luxury vinyl plank flooring throughout. Extended kitchen with added cabinets and bar seating. Laundry room

    Stephanie Sanchez WEICHERT REALTORS HALLMARK PRO

    7707 Country Place Unit 4, Winter Park, FL 32792
  • /6

    $99,000

    • Studio
    • 1 Bath
    • 537 Sq Ft

    3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792

    Attention investors! Take a look at this great opportunity to purchase a Cozy Condo located in Winter Park, FL. This studio condo features beautiful tile floors and lots of closet space. First-floor unit with open patio. Minutes away from Downtown Winter Park, expressway, downtown Orlando, Full Sail, and the University of Central Florida. This community offers a pool, tennis court, and clubhouse.

    Lynda Cheros OAKSTRAND REALTY

    3069 Aaron Burr Ave Unit 1, 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
  • /20

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft

    3038 Antique Oaks Cir Unit 166, Winter Park, FL 32792

    This unit was restored, with new kitchen cabinets, new ceramic tile in kitchen, living room, dining room and 2ndbathroom. It has been impeccably maintained. Walking distance from Full Sail and only 6.9 miles to UCF.Spacious bedrooms and baths and very comfortable layout. Lovely screened patio off living room. Complexoffers pool, and club house. A/C unit is brand new, installed on

    Manny Celi YOUNG REAL ESTATE

    3038 Antique Oaks Cir Unit 166, Winter Park, FL 32792
  • /26

    $572,500

    • 2 Beds
    • 2 Baths
    • 858 Sq Ft

    640 N Park Ave Unit 26, Winter Park, FL 32789

    A gem in the heart of the city -was completely renovated in 2024, downtown Winter Park -walk to restaurants and shopping, ample parking and private storage. Laundry on 3rd floor and basement. Can be leased. Lots of south sunlight, #26 is on the 2nd floor overlooking pool area. New appliances. Rare opportunity to own in Park Aire!

    Michael O'Shaughnessy MICHAEL O'SHAUGHNESSY, INC.

    640 N Park Ave Unit 26, Winter Park, FL 32789
  • /22

    $298,000

    • 2 Beds
    • 2 Baths
    • 893 Sq Ft

    609 Gallery Dr Unit 204, Winter Park, FL 32792

    IMMACULATE !!!!! Close to everything from this quiet 2nd floor 2/2 condo at THE GALLERY in Winter Park! Safe 3-minute walk to Publix, restaurants, movies and Crealde Art Center via gated back entrance to complex, Starbucks just outside the other way. Stainless steel and granite, dishwasher, built-in microwave. High ceilings in LR/DR and master. Walk-in closet in master. Screened balcony overlooks

    Olga Ray A2Z REALTY GROUP

    609 Gallery Dr Unit 204, 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
  • /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
  • /52

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    100 S Interlachen Ave Unit 404, Winter Park, FL 32789

    Welcome to The Cloisters, an exclusive lakefront enclave located in the heart of Winter Park, offering a rare combination of walkability, lakefront serenity, and bespoke design. Situated on the fourth floor, this fully reimagined residence is the result of a meticulous, full-scale renovation by W Designs LTD and has never been occupied. A striking entry sets the tone with a black-and-white

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 404, Winter Park, FL 32789
  • /11

    $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 09/30/2026 to Long term tenant paying $1600 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
  • /16

    $158,500

    • 1 Bed
    • 1 Bath
    • 749 Sq Ft

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

    Investment Opportunity calling you!! Are you looking to start a portfolio of properties with monthly income? Now's your chance. Are you tired of paying rent and want to become a homeowner? 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 Unit 124 at Parkview Village Winter Park, FL.

    Kelly Flores COLDWELL BANKER REALTY

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

    $129,900

    • 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
  • /15

    $160,000

    • 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
  • /20

    $275,000

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft

    1250 S Denning Dr Unit 213, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Fully renovated two-bedroom, two-bath residence in the sought-after Mead Garden Condominium community. Spanning 908 square feet, this second-floor home offers a move-in-ready interior with a contemporary open-concept layout and elevated finishes throughout. The kitchen features quartz countertops, soft-close cabinetry, stainless steel appliances, a

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    1250 S Denning Dr Unit 213, Winter Park, FL 32789
  • /22

    $225,000

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft

    1913 Woodcrest Dr Unit B, Winter Park, FL 32792

    Winter Park gem! This tastefully updated 2-bedroom, 2-bath corner unit with a spacious patio offers a rare opportunity in a boutique community of only 11 residences, surrounded by million-dollar homes. The unit was repiped in October 2025 and features high-quality enhancements including plantation shutters, built-in closets, a hurricane-rated sliding glass door, smart recessed lighting

    Irina Paul FUTURE HOME REALTY INC

    1913 Woodcrest Dr Unit B, Winter Park, FL 32792
  • /24

    $179,900

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft

    200 Saint Andrews Blvd Unit 1905, Winter Park, FL 32792

    A Wonderful Opportunity Awaits!! Discover the ease of low-maintenance living in this well-maintained GROUND-FLOOR unit in the always-popular Four Seasons community. Currently leased for $1,800/month to an excellent tenant who would love to stay (month-to-month with 60-day notice), this condo offers built-in stability for investors or a smooth transition for future owner-occupants. Inside, enjoy

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    200 Saint Andrews Blvd Unit 1905, Winter Park, FL 32792
  • /21

    $139,900

    • 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

    $155,000

    • 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
  • /45

    $399,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    311 E Morse Blvd Unit 7-2, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box, now offered at an improved price of $399,000. This fully renovated one-bedroom, one-bathroom condo spans 900 square feet and offers single-story, ground-floor, corner-unit living just steps from Park Avenue. The 2018 full renovation was extensive and included new electrical

    Padgett McCormick KELLY PRICE & COMPANY LLC

    311 E Morse Blvd Unit 7-2, Winter Park, FL 32789
  • /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 AGENT TRUST REALTY CORPORATION

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

    $136,000

    • 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
  • /15

    $239,900

    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft

    7771 Country Place Unit 7, Winter Park, FL 32792

    Fantastic 3-Bedroom, 2-Bathroom Condo Located in the Highly Desirable Winter Park Area! This Home Features an Open Galley Kitchen with a High Vaulted Ceiling and a Convenient Pantry. The Spacious Living/Dining Room Combination Also Boasts Vaulted Ceilings and Fills with Natural Light Through the Sliding Glass Doors, Creating an Inviting Yet Cozy Atmosphere. Beautiful Laminate Flooring Flows

    Ivan Tobon OUTLET REALTY

    7771 Country Place Unit 7, Winter Park, FL 32792
  • /41

    $155,000

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

    1695 Lee Rd Unit D116, Winter Park, FL 32789

    PRICE IMPROVEMENT! Best priced unit in the entire community! Location, location, location!! Priced to sell!! This 3 bedroom 2 bathroom corner unit first floor 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

    Madalay Fleming LA ROSA REALTY KISSIMMEE

    1695 Lee Rd Unit D116, Winter Park, FL 32789
  • /65

    $2,295,000

    • 3 Beds
    • 3.5 Baths
    • 2,714 Sq Ft

    660 Osceola Ave Unit 101, Winter Park, FL 32789

    Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    660 Osceola Ave Unit 101, Winter Park, FL 32789
  • /16

    $40,000

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft

    3028 George Mason Ave Unit 7, Winter Park, FL 32792

    Two-bedroom two bath in the Winter Park School District. Convenient to shopping and bus service. Property needs rehab.

    David Rollins FLORIDA REALTY INVESTMENTS

    3028 George Mason Ave Unit 7, Winter Park, FL 32792
  • /25

    $329,900

    • 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
  • /19

    $739,000

    • 2 Beds
    • 2 Baths
    • 1,305 Sq Ft

    300 Carolina Ave Unit 201, Winter Park, FL 32789

    Experience the best of Winter Park living in this beautifully updated 2-bedroom, 2-bath condominium located in the highly sought-after Park West Condominiums. Perfectly situated just steps from Park Avenue’s restaurants, boutique shops, cafés, and the weekly farmers market, this second-floor residence offers both comfort and convenience in one of Central Florida’s most desirable neighborhoods.

    Teri Webster LPT REALTY, LLC

    300 Carolina Ave Unit 201, Winter Park, FL 32789
  • /22

    $298,000

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 115, Winter Park, FL 32789

    Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake

    Chris Creegan CREEGAN GROUP

    151 N Orlando Ave Unit 115, Winter Park, FL 32789
  • /25

    $179,000

    • 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 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 courtyard feels like a park, providing a

    Wendy Rodriguez COLDWELL BANKER RESIDENTIAL RE

    2500 Lee Rd Unit 232, Winter Park, FL 32789
  • /12

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,669 Sq Ft

    2336 Sun Valley Cir Unit BLDG 20, Winter Park, FL 32792

    PRICED TO SELL!!! This is the largest floorplan in the community. Two bedrooms, two bathrooms, and a loft that you can use as a third bedroom, home office, or gym. Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this two-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering 1,669

    Elizabeth Beaudoin PR REAL ESTATE SERVICES

    2336 Sun Valley Cir Unit BLDG 20, Winter Park, FL 32792
  • /11

    $164,900

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

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

    Perfect for Investor or Owner Occupied. Why pay rent when you can own. This 2nd floor end unit boasts of an open floor plan with the kitchen being open to the living room/dining area and features a breakfast bar. Stainless Appliances, including Refrigerator, Microwave, Flat top Range/oven, Dishwasher, full size front load washer and Dryer in Laundry Closet. Community features a pool/clubhouse.

    Hitesh Khatri CFRP REALTY LLC

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792
  • /17

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 24B, Winter Park, FL 32789

    Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas!Don't miss this 2 Bedroom 2 Bath Beautifully Renovated Unit. New Kitchen Cabinets and Quartz Counters, Stainless Steel Appliances, Raised Ceiling with Lighting, Kitchen Island/Bar!

    Janice Erickson REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 24B, 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

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Why Live in Winter Park

Winter Park, located near Orlando, Florida, began in the 1880s as a planned community appealing to northern ex-pats with its warm winters, good schools, and lively arts scene. Today, it maintains its "City of Arts and Culture" nickname with museums and a vibrant cultural atmosphere. The main commercial district, Park Avenue, features high-end boutiques and bistros, including The Ravenous Pig, a renowned gastropub. Rollins College and The Rollins Museum of Art are local highlights, along with The Alfond Inn, which serves as a social hub. The city’s nearly 30,000 residents enjoy highly rated schools such as Winter Park High and Trinity Preparatory School of Florida. Housing options range from petite bungalows to lakeside mansions, with styles including New Traditional, midcentury-era ranch homes, Colonial Revival, and Contemporary homes. The Winter Park Chain of Lakes offers boating, kayaking, and paddleboarding opportunities, while Central Park provides 11 acres of green space with walking paths and a rose garden. Annual events like the Winter Park Sidewalk Arts Festival and Christmas on Park attract visitors and foster community spirit. Residents have access to Interstate 4, SunRail, and Lynx buses for transportation, with Orlando International Airport about 20 miles away. Winter Park’s crime rates are lower than the national average, making it a safer area compared to nearby Orlando.

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$496,500
Median Single Family Sale Price
$610,000
Median Townhouse Sale Price
$459,000
Median 2 Bedroom Sale Price
$217,500
Median 1 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$371
Number of Homes for Sale
271
Last 12 months Home Sales
1,036
Months of Supply
3.10
Median List Price
$539,950
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
6%
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