62

Winter Park Condos for Sale

Section Image Section Image
  • /15

    $184,900

    • 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
  • /28

    $649,900

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    535 N Interlachen Ave Unit 106, Winter Park, FL 32789

    Rare opportunity to own a first floor unit with soaring 9 foot ceilings only steps away from the prestegious Park Avenue! Discover the perfect blend of luxury, comfort, and convenience with this immaculate, move-in-ready condo, in the heart of Winter Park. Recently transformed with meticulous attention to detail, this lock-and-leave gem boasts an elegant, high-end renovation that exudes

    Jonathan Ruiz KELLER WILLIAMS WINTER PARK

    535 N Interlachen Ave Unit 106, 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
  • /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 located 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

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    1250 S Denning Dr Unit 213, Winter Park, FL 32789
  • /28

    $310,000 Open Thu 2AM - 5PM

    • 2 Beds
    • 2 Baths
    • 1,004 Sq Ft

    2411 Gallery View Dr Unit 5, Winter Park, FL 32792

    FIRST-FLOOR LIVING WITH DIRECT WATER VIEWS AND AN UNBEATABLE LOCATION! Located in one of Winter Park’s most convenient and cared-for communities, The Gallery at Winter Park. This 2-bedroom, 2-bath condo showcases a beautifully updated kitchen and refreshed bathrooms. Contemporary luxury vinyl floors extend across the bedrooms and living areas for a clean, cohesive look. The primary suite is at

    Maria Elena Perez MEP REALTY INVESTMENTS LLC

    2411 Gallery View Dr Unit 5, Winter Park, FL 32792
  • /25

    $349,900

    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

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

    Charming Downtown Winter Park Pied-a-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

    $362,500

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    150 Killarney Bay Ct Unit 5, Winter Park, FL 32789

    Tucked away in the hidden gem of Killarney Bay, this move-in ready condo offers the perfect blend of privacy, style, and unbeatable location. Just one block from Winter Park Village and only a mile from Park Avenue, you’ll enjoy walkable access to some of the area’s best dining, shopping, and entertainment.Located on the first floor, this beautifully renovated 2-bed, 2-bath home features

    Brandon Geers COMPASS FLORIDA LLC

    150 Killarney Bay Ct Unit 5, Winter Park, FL 32789
  • /40

    $399,000

    • 1 Bed
    • 1 Bath
    • 482 Sq Ft

    311 E Morse Blvd Unit 7-5, Winter Park, FL 32789

    Major Price Improvement & Motivated Seller! Here is your rare opportunity to own a studio apartment in Whispering Waters, a 55+ iconic Condominium located just steps from Park Avenue and fabulous historic downtown Winter Park! This architectural mid-century beauty was built in 1960 and has survived every major hurricane since then. Whispering Waters has passed the Milestone and Structural

    Jeff Dodds CHARLES RUTENBERG REALTY ORLANDO

    311 E Morse Blvd Unit 7-5, Winter Park, FL 32789
  • /32

    $410,000

    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    240 Killarney Bay Ct Unit 4, Winter Park, FL 32789

    Welcome to Killarney Bay—Winter Park’s best-kept secret for tranquil lakeside living, and just steps from the city’s finest shopping and dining!This beautifully updated and spacious 2-bedroom, 2.5-bath townhome-style condo offers a rare blend of modern upgrades and classic charm. Enjoy a BRAND NEW WATER HEATER, vaulted ceilings, a wood-burning fireplace, and rich wood-like flooring

    Blaike Gill KELLER WILLIAMS WINTER PARK

    240 Killarney Bay Ct Unit 4, Winter Park, FL 32789
  • /28

    $244,999

    • 2 Beds
    • 1.5 Baths
    • 1,219 Sq Ft

    200 Saint Andrews Blvd Unit 3002, Winter Park, FL 32792

    Charming 2-Story Condo in the Heart of Winter ParkLocated in the highly sought-after city of Winter Park, this beautifully maintained 2-bedroom, 1.5-bath condo offers the perfect blend of comfort, convenience, and community living. Along with a dedicated covered carport parking space. Just minutes from Park Avenue, top-rated shopping, and dining destinations, this home puts you at the

    Jessica Geer A+ REALTY PROFESSIONALS, INC

    200 Saint Andrews Blvd Unit 3002, Winter Park, FL 32792
  • /53

    $241,900

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft

    200 Saint Andrews Blvd Unit 2306, Winter Park, FL 32792

    Excellent opportunity in a prime location in Central Florida. This two-bedroom, two-full-bath corner unit is in the Four Seasons Condominiums of Winter Park, just steps from the Cady Way Trail, Showalter Field, Ward Park, the YMCA, medical centers, and shopping. Park Avenue and museums are just minutes away. Four Seasons Condominiums is a 20-acre community located within the Winter Park city

    Lucy Gonzalez Zabala CHARLES RUTENBERG REALTY ORLANDO

    200 Saint Andrews Blvd Unit 2306, Winter Park, FL 32792
  • /82

    $249,000

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 202, Winter Park, FL 32789

    2/2 * 956 SQ FT * LAKE KILLARNEY * CLOSE TO PARK AVE IN WINTER PARK * 3 MILES TO ROLLINS COLLEGE * NEW AC * NEW WATER HEATER * NEW INTERIOR PAINT * NEW LIGHTING *Perfectly located close to Park Ave in Winter Park, Rollins College, and Downtown Orlando. Fully updated, sought-after 956 Sq ft 2/2 Condo, on beautiful Lake Killarney a serene oasis in Winter

    Alison Maltby THE ANDERSON GROUP & CO PL

    2500 Lee Rd Unit 202, Winter Park, FL 32789
  • /41

    $879,000

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft

    100 S Interlachen Ave Unit 503, Winter Park, FL 32789

    Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 503, 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
  • /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
  • /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
  • /52

    $1,200,000

    • 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
  • /15

    $165,000

    • 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
  • /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
  • /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
  • /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
  • /35

    $200,000

    • 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
  • /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
  • /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
  • /54

    $479,000

    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

    SUPERB LOCATION! Don’t miss out on this beautifully updated 2 bedroom 2.5 bath 2-story condo in Killarney Bay. Upon entering, you immediately notice the charm and character of this impeccably maintained condo. Recent updates include a fully renovated screened porch including floor, screen enclosure and roof, new sliding doors and windows, new refrigerator, new dishwasher, newly painted interior

    Lisa Gould KELLER WILLIAMS WINTER PARK

    130 Killarney Bay Ct Unit 5-3, 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
  • /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
  • /24

    $345,000

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft

    260 Killarney Bay Ct Unit 6-6, Winter Park, FL 32789

    Welcome to Killarney Bay! This beautifully updated 2-bedroom, 1-bathroom Second-floor condo offers an airy, modern feel with vaulted ceilings, luxury vinyl plank flooring, and abundant natural light throughout. The open-concept kitchen features white cabinetry, stainless steel appliances, a large island, and quartz countertops, perfect for cooking and entertaining. The spacious bathroom

    Kyle Smith CHARLES RUTENBERG REALTY ORLANDO

    260 Killarney Bay Ct Unit 6-6, Winter Park, FL 32789
  • /32

    $2,495,000

    • 3 Beds
    • 3 Baths
    • 2,143 Sq Ft

    140 E Morse Blvd Unit J, Winter Park, FL 32789

    Experience the pinnacle of luxury living in the heart of downtown Winter Park with this stunning penthouse residence at The Landmark—an exclusive enclave of just 13 finely appointed condominiums along Park Avenue’s iconic brick streets. Amid award-winning restaurants, boutique shops, charming sidewalk cafes and art galleries, this elegant condominium offers the ultimate in urban sophistication

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    140 E Morse Blvd Unit J, Winter Park, FL 32789
  • /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
  • /70

    $2,490,000

    • 3 Beds
    • 3.5 Baths
    • 2,709 Sq Ft

    1602 Alabama Dr Unit 404, Winter Park, FL 32789

    A Jewel Box: Curated for a Life Well Lived. Penthouse 404 at The Alabama is a rare architectural gem—a two-story residence that blends historic provenance w/ design-forward luxury in the heart of Winter Park’s most coveted lakefront setting. Created by combining two original top-floor units, this expansive penthouse is the largest in the building & the only one w/ a private outdoor terrace.

    Padgett McCormick KELLY PRICE & COMPANY LLC

    1602 Alabama Dr Unit 404, Winter Park, FL 32789
  • /43

    $585,000

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft

    151 N Orlando Ave Unit 212, Winter Park, FL 32789

    Experience luxury lakefront living in this stunning and truly unique 3-bedroom, 2-bathroom second-floor condo. This expansive 1,875 SF residence blends modern European design with artistic detail. Designed by a local artist in collaboration with a local architect, every element of this home reflects thoughtful craftsmanship and sophistication. The condo features newer plumbing, electrical wiring,

    Brian Hyser THE AGENCY ORLANDO

    151 N Orlando Ave Unit 212, Winter Park, FL 32789
  • /23

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,448 Sq Ft

    700 Melrose Ave Unit C22, Winter Park, FL 32789

    CLICK ON VIRTUAL TOUR to get an overview of the complex. HUGE PRICE REDUCTION!!!!......Discover a RARE opportunity to own a 3 BEDROOM 2.5 BATH unit at beautiful Winter Park Gardens. One of only seven 3 BEDROOM units so infrequently available. Located on the second floor. Enjoy stunning floor to ceiling views of lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens in

    Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit C22, Winter Park, FL 32789
  • /23

    $315,000

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

    184 Sandlewood Trail Unit 2, Winter Park, FL 32789

    FHA, VA, and DPA approved. Nestled just minutes from the charming boutiques and award-winning restaurants of Park Avenue, this beautifully updated 2-bedroom, 2.5-bathroom condo offers the perfect blend of style, comfort, and location. Zoned for the highly sought-after Dommerich Elementary School, this two-story home is ideal for anyone looking to enjoy the best of Winter Park living.Step

    TOM NOELKE EXP REALTY LLC

    184 Sandlewood Trail Unit 2, 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
  • /18

    $325,000

    • 1 Bed
    • 1 Bath
    • 823 Sq Ft

    1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789

    $25,000 below appraised value! 200 Square feet of external storage at the property. Walk to Park Ave!! Large open private deck overlooking lush Mead Gardens. Unwind beneath vaulted ceilings and skylights, and enjoy life just moments from Rollins College and the vibrant shops and restaurants of Park Avenue. This spacious one-bedroom, one-bath gem features a stylishly updated kitchen with sleek

    Michelle Richardson KELLER WILLIAMS CLASSIC

    1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
  • /34

    $529,000

    • 3 Beds
    • 2.5 Baths
    • 1,775 Sq Ft

    2238 Hawick Ln, Winter Park, FL 32792

    Welcome to 2238 Hawick Lane, where modern living meets timeless charm in Winter Park, FL! This delightful 3-bedroom, 2.5-bathroom end-unit condo, crafted in 2006, blends modern elegance with a dash of wit, making every day a charming escape.Step inside to an open floor plan that exudes warmth and sophistication. The first level boasts high ceilings and chic tile floors, perfect for

    Brian Rotenberger COMPASS FLORIDA LLC

    2238 Hawick Ln, Winter Park, FL 32792
  • /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
  • /28

    $642,900

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft

    265 E Canton Ave Unit GE, Winter Park, FL 32789

    Rare Corner Top-Floor Condo with Expansive Views in Winter Park’s Premier Location!Discover this beautifully maintained 2-bedroom, 2-bath top-floor corner unit in the highly sought-after Villages of Winterset Condominiums. Bathed in natural light and offering stunning broad views, this inviting home combines comfort, privacy, and unbeatable convenience.Enjoy the ease of top-floor

    Daniel Vanzelli D.V REALTY CONSULTANTS

    265 E Canton Ave Unit GE, Winter Park, FL 32789
  • /38

    $564,900

    • 2 Beds
    • 1 Bath
    • 901 Sq Ft

    100 S Interlachen Ave Unit 410, Winter Park, FL 32789

    The Cloisters, one of Winter Park's established and sought-after communities features an ornate architectural design complemented by lush landscaping and an inviting entryway. This fourth-floor two-bedroom, one-bathroom condominium offers approximately 901 square feet with a spacious and modern living experience. Upon entering this residence, you are greeted with a bright and open living area

    Dee Lund COLDWELL BANKER REALTY

    100 S Interlachen Ave Unit 410, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 2

Why Live in Winter Park

Winter Park, a neighborhood rich in history and charm, offers a glimpse into “Old Florida” with its hanging Spanish moss and lakeside views. Originally a resort community for northern business magnates in the 19th century, Winter Park features a mix of architectural styles, from ranchers and midcentury modern to Victorian and Spanish designs. Several homes and districts, including the Hannibal Square District, are listed on the National Register of Historic Places. The Hannibal Square Heritage Center honors the historic African American community with exhibitions and educational programs. The neighborhood is adorned with lush greenery and tranquil lakes, accessible through parks like Mead Botanical Garden, which has walking trails, an amphitheater, and a butterfly garden. Central Park, located in the heart of the shopping district, hosts year-round events and the annual Winter Park Sidewalk Art Festival. The Winter Park community center provides various programs and facilities, including a fitness center and community pool. Daily needs are met by grocery stores like Whole Foods and Trader Joe’s, while niche retailers and dining options, such as Hillstone Restaurant and Bosphorous Turkish Cuisine, are plentiful. Cultural institutions like Casa Feliz and the Charles Hosmer Morse Museum of Art add to the neighborhood's artistic appeal. Winter Park is safer than the national average and offers convenient access to major roadways like Interstate 4 and state Route 50.

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$675,000
Median Single Family Sale Price
$900,000
Median Townhouse Sale Price
$770,000
Median 2 Bedroom Sale Price
$242,850
Median 1 Bedroom Sale Price
$165,000
Average Price Per Sq Ft
$437
Number of Homes for Sale
207
Last 12 months Home Sales
629
Months of Supply
3.90
Median List Price
$725,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
1%
How to Buy a Home How to Finance a Home How to Sell a Home