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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
  • /36

    $279,900

    • 2 Beds
    • 2 Baths
    • 1,495 Sq Ft

    2501 Tahoe Cir Unit 32501, Winter Park, FL 32792

    Welcome home to this spacious two-story Winter Park condo located in the sought-after Cedarwood Village community. Tucked away among mature landscaping yet close to everything, this residence offers a comfortable blend of privacy, architectural character, and convenience in a prime Central Florida location.The main living area features soaring 16.5-foot vaulted ceilings, a wood-burning

    Agent Photo

    Sarah Doyer

    COLDWELL BANKER RESIDENTIAL RE

    (321) 510-4129

    2501 Tahoe Cir Unit 32501, Winter Park, FL 32792
  • /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
  • /19

    $225,000

    • 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
  • /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

    $255,000

    • 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
  • /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
  • /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
  • /21

    $259,000

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

    1500 Gay Rd Unit 18A, Winter Park, FL 32789

    Lakefront Community on beautiful Lake Killarney. 2 Bedroom/2 Bath First Floor Unit with Courtyard And Lake Views. Lovingly updated and meticulously maintained. Kitchen has raised ceilings, Maple Cabinets and Granite Counters. Dining Room has matching Cabinets and Counters with pull-out Drawers for additional Storage. Tile Floors in Living Areas. New Carpets in both Bedrooms. Windows and Sliding

    Janice Erickson REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 18A, 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
  • /22

    $275,000

    • 2 Beds
    • 2 Baths
    • 893 Sq Ft

    609 Gallery Dr Unit 204, Winter Park, FL 32792

    PRICE REDUCED!!!!!!!!!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.

    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
  • /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
  • /55

    $549,900

    • 2 Beds
    • 2.5 Baths
    • 1,428 Sq Ft

    630 Killarney Bay Ct Unit 3, Winter Park, FL 32789

    Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath, with a convenient half

    Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

    630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
  • /27

    $265,000

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

    1500 Gay Rd Unit 21C, Winter Park, FL 32789

    ***Mortgage savings may be available to some buyers*** Enjoy Low Maintenance LAKEFRONT LIVING in this well appointed 2bedroom/2bathroom second floor condo on Lake Killarney. The Chateaux du Lac community offers an active, easily accessible lakefront lifestyle with a heated community pool, clubhouse, lakefront community deck, BBQ, community laundry, 2 on site saunas and a resident only boat ramp.

    John Callahan REDFIN CORPORATION

    1500 Gay Rd Unit 21C, 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
  • /41

    $255,000

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 229, Winter Park, FL 32789

    Million Dollar Lakefront View of Lake Killarney from Private Balcony and View of Courtyard with it's Gracious Old Tree and Meandering Walkways from second Private Balcony. Once in a lifetime opportunity to own this meticulously maintained and updated Mid-Century Modern Character that says "Home" when you walk through the Door! Kitchen has been improved with raised Ceilings and expansive Wood

    Janice Erickson REALCOM REAL ESTATE SERVICES INC

    2500 Lee Rd Unit 229, Winter Park, FL 32789
  • /30

    $214,990

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

    7744 Country Place Unit C4, Winter Park, FL 32792

    Location, Location, Location! This highly sought-after two-bedroom, two-bath condo in Winter Park won’t last long! Ideally situated close to the University of Central Florida, it's a perfect investment opportunity for parents offering lower monthly payments compared to the high costs of on-campus housing. Upgrades made in 2020 include a new roof, air conditioning system, and enhanced attic

    David Knight EXP REALTY LLC

    7744 Country Place Unit C4, 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
  • /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
  • /49

    $205,000

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft

    7468 Canford Ct Unit 24, Winter Park, FL 32792

    This charming 2-bedroom, 1.5-bath condo offers a desirable townhome-style layout with spacious living areas and thoughtful storage throughout. The community features deluxe vinyl fencing installed by the HOA, along with a clubhouse and a community pool, providing great amenities for residents to enjoy. Inside, you’ll find the convenience of an in-unit washer and dryer combo, ample storage under

    Javier Albelo Rivera EMPIRE NETWORK REALTY

    7468 Canford Ct Unit 24, 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
  • /15

    $229,900

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

    7771 Country Place Unit 7, Winter Park, FL 32792

    Motivated Seller....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

    Ivan Tobon OUTLET REALTY

    7771 Country Place Unit 7, Winter Park, FL 32792
  • /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
  • /23

    $230,000

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft

    1250 S Denning Dr Unit 104, Winter Park, FL 32789

    This ground-floor condo offers a practical layout with comfortable living spaces and easy accessibility. The unit provides a blank canvas for buyers looking to personalize their home or investment.Enjoy the convenience of being just minutes from Park Avenue, Rollins College, dining, shopping making commuting and everyday errands effortless. The community offers a low-maintenance lifestyle,

    John Harbuck SERHANT

    1250 S Denning Dr Unit 104, Winter Park, FL 32789
  • /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
  • /27

    $329,000

    • 2 Beds
    • 2.5 Baths
    • 1,133 Sq Ft

    184 Sandlewood Trail Unit 2, Winter Park, FL 32789

    Located in the heart of Winter Park, this beautifully fully renovated 2-bedroom, 2.5-bath condominium: New Roof, New Hot Water Heater, New Plumbing, New Maytag Washer & Drier offers the perfect blend of modern design and walkable lifestyle. The open-concept floor plan creates a bright and airy living space ideal for both everyday living and entertaining. The completely updated kitchen features

    TOM NOELKE NOELKE REALTY

    184 Sandlewood Trail Unit 2, 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
  • /4

    $299,999

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 118, Winter Park, FL 32789

    Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix,

    Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

    151 N Orlando Ave Unit 118, Winter Park, FL 32789
  • /36

    $1,165,000

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

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

    Located right in the heart of the exclusive Winter Park, one street over from Park Avenue, boasting lake views, you will find this newly completed posh, high end jewel box which has been extensively remodeled with elevated bespoke finishes by W DESIGNS LTD. Every surface has been reimagined and thoroughly thought out featuring, large format Calcutta Gold marble floors, harlequin marble floors,

    Ruth Harris COLDWELL BANKER RESIDENTIAL RE

    100 S Interlachen Ave Unit 404, Winter Park, FL 32789
  • /55

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    106 S Interlachen Ave Unit 118, Winter Park, FL 32789

    OPEN HOUSE - SATURDAY, 02/07, FROM 11 AM TO 1 PM. Experience lakefront living in the heart of Winter Park. One of only two residences in The Cloisters with soaring 9-foot ceilings, this first-floor, three-bedroom, two-bath home offers a rare blend of privacy, scale and panoramic Lake Osceola views. Nestled just two blocks from Park Avenue and adjacent to the Alfond Inn, this condominium lives

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    106 S Interlachen Ave Unit 118, Winter Park, FL 32789
  • /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
  • /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
  • /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
  • /17

    $269,000

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

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

    PRICE REDUCTION!\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,

    Janice Erickson REALCOM REAL ESTATE SERVICES INC

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

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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
$485,000
Median Single Family Sale Price
$599,999
Median Townhouse Sale Price
$457,000
Median 2 Bedroom Sale Price
$227,500
Median 1 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$371
Number of Homes for Sale
273
Last 12 months Home Sales
1,017
Months of Supply
3.20
Median List Price
$534,900
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
3%
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