323

Winter Park, FL Homes for Sale

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  • /24

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft

    801 Ellendale Dr, Winter Park, FL 32792

    Step into this light, bright Mid-Century gem tucked inside Winter Park Estates, one of Winter Park’s most desirable neighborhoods. With top A-rated schools and that classic community feel everyone wants, this is the home you have been waiting for. This solid concrete block 3-bedroom, 2-bath home offers 1,516 square feet of well-designed, under-air living space, blending timeless character with

    Liz Jones MAINFRAME REAL ESTATE

    801 Ellendale Dr, Winter Park, FL 32792
  • /29

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,050 Sq Ft

    1030 N Lakemont Ave, Winter Park, FL 32792

    Visit this charming one-story Winter Park home across from the Winter Park YMCA. Enter this adorable single-story home with a comfortable primary suite and two oversized bedrooms. The home boasts a wonderful backyard for outdoor living and a welcoming front porch that welcomes you in. The home has new Hybrid vinyl laminate throughout the home and terrazzo flooring in the baths. When you enter the

    Nathalie Bates PREMIER SOTHEBY'S INTL. REALTY

    1030 N Lakemont Ave, Winter Park, FL 32792
  • /43

    $845,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 2,116 Sq Ft

    1251 Arlington Place, Winter Park, FL 32789

    Welcome to this rare find in the heart of Winter Park — a beautifully updated 3-bedroom, 3.5-bath townhome that lives like a single-family home, and best of all, there’s no HOA. Step inside to soaring 20-foot ceilings in the foyer and living room, complemented by elegant hardwood floors, crown molding, and expansive windows that fill the space with natural light. The open-concept design is both

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    1251 Arlington Place, Winter Park, FL 32789
  • /13

    $2,289,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,334 Sq Ft

    2722 Eastern Pkwy, Winter Park, FL 32789

    Under Construction. Masterfully designed new construction by LUIH Luxury Homes, where architectural elegance and refined livability meet an unbeatable lifestyle. Located in the Audubon Park School District just a short stroll from the iconic East End Market. From its captivating façade to its meticulously curated interiors, every element of this residence has been crafted for those who expect the

    Christopher Christensen COMPASS FLORIDA LLC

    2722 Eastern Pkwy, Winter Park, FL 32789
  • /32

    $409,999

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    5563 Garden Grove Cir, Winter Park, FL 32792

    Lovely pool home in the desirable community of Winter Park, conveniently located near shopping, medical offices, and UCF.Freshly painted inside and out, this home features a kitchen with tile and granite, and all appliances included. The kitchen opens to the great room, which offers easy-care tile flooring throughout the main living areas. Enjoy the enclosed porch (not included in the square

    Anne Jones COLDWELL BANKER HUBBARD HANSEN

    5563 Garden Grove Cir, Winter Park, FL 32792
  • /17

    $175,000

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4892 Tangerine Ave, Winter Park, FL 32792

    Discover the perfect blend of comfort and convenience in this charming 1-bedroom, 1-bath condo located in the Wrenwood community of Winter Park. Tucked away in a peaceful setting, this home offers a serene view of a lush green, park-like courtyard—ideal for picnics, morning walks, or simply unwinding in nature. Enjoy the outdoors year-round from your private screened enclosure, complete with a

    Jenelle Ferrer EXP REALTY LLC

    4892 Tangerine Ave, Winter Park, FL 32792
  • /16

    $569,990 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    2189 Sussex Rd, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. -AC 2023-New Roof to be installed (2004)-Brand new kitchen to be installed. See attachment. Welcome to your new home at 2189 Sussex Rd, a beautifully home in the Winter Woods community. The primary suite offers its own private balcony that overlooks the pool and spacious backyard. It is a quiet

    William Vega LPT REALTY, LLC

    2189 Sussex Rd, Winter Park, FL 32792
  • /17

    $235,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    151 N Orlando Ave Unit 226, Winter Park, FL 32789

    Newly updated 2 Bedrooms and 1 Bathroom conveniently located in Winter Park/Orlando next to all of shops and restaurants. With private lake access to launch and dock your watercraft within the community for boating and fishing. Walk to Trader Joes next door and Winter Park Village to enjoy great number of restaurants, movie theater, retail shops and grocery stores.

    Mike Wang LOKATION

    151 N Orlando Ave Unit 226, Winter Park, FL 32789
  • /25

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    3083 Crane Strand Dr, Winter Park, FL 32792

    2024 ROOF! NO HOA!! This 3 bedroom, 2 bathroom property offers a split plan bedroom arrangement with walk-in closets in every room. There are ceiling fans in every bedroom & common area, and the floors throughout have tile or luxury vinyl plank (LVP) - no carpets! The primary suite and dining room both exit out onto a covered, screen-enclosed back porch with custom-built elevated hot tub deck.

    Sheri Malin REDFIN CORPORATION

    3083 Crane Strand Dr, Winter Park, FL 32792
  • /58

    $1,750,000

    • 3 Beds
    • 4.5 Baths
    • 3,164 Sq Ft

    1630 Chestnut Ave, Winter Park, FL 32789

    Discover a fresh take on modern living in one of Winter Park's most admired neighborhoods - the "Tree Streets." This custom three-story LunDev home marries modern minimalism with subtle Dutch Colonial influences, creating a distinctive and inviting retreat. The carefully curated neutral palette sets a relaxed tone throughout, blending timeless design elements with contemporary

    Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1630 Chestnut Ave, Winter Park, FL 32789
  • /50

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 1,838 Sq Ft

    5343 Brady Ln, Orlando, FL 32814

    Welcome to 5343 Brady Lane — a beautifully updated David Weekley home in the heart of Baldwin Park, offering charm, privacy, and a picture-perfect front porch overlooking a peaceful park with no homes directly in front. This 3-bedroom, 2.5-bath home spans 1,838 sq ft and features a spacious, light-filled layout with thoughtful upgrades throughout. The inviting front porch is ideal for rocking

    Cara Edwards ALL REAL ESTATE & INVESTMENTS

    5343 Brady Ln, Orlando, FL 32814
  • /33

    $249,900 Open Sun 1AM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,580 Sq Ft

    7470 Canford Ct Unit 23, Winter Park, FL 32792

    Beautifully updated three bedroom two and a half bath townhome in the heart of Winter Park with one thousand five hundred eighty square feet of bright and open living space. This move in ready end unit features a spacious living area with sliding doors that open to a private fenced courtyard, perfect for relaxing or entertaining. The kitchen includes modern appliances, plenty of cabinet space,

    Sam Nguyen FLORIDA REALTY INVESTMENTS

    7470 Canford Ct Unit 23, Winter Park, FL 32792
  • /26

    $1,399,990

    • 7 Beds
    • 5.5 Baths
    • 5,021 Sq Ft

    1445 Via Sangro Place, Winter Park, FL 32792

    Welcome to your dream home in the highly sought-after Lakeside Estates neighborhood of Winter Park!This elegant 7-bedroom, 5.5-bathrooms, 2-laundry rooms, 2 primary suites residence offers a perfect blend of modern comfortand timeless sophistication for the family. From the moment you enter, you’ll be captivated by theopen-concept design, high ceilings, and an abundance of natural

    Suzanne Seenandan PREFERRED RE BROKERS III

    1445 Via Sangro Place, Winter Park, FL 32792
  • /26

    $347,500

    • 3 Beds
    • 2 Baths
    • 1,285 Sq Ft

    1605 Puritan Ave, Winter Park, FL 32792

    Charming Winter Park block home featuring 3 bedrooms, 2 bathrooms, and a versatile enclosed Florida room—perfect for a home office, playroom, or additional living space. Recently updated with a brand-new roof (June 2025), fresh paint, and remodeled interior, this home is move-in ready. Ideally located on the border of Winter Park and Orlando, just minutes from Park Avenue, boutiques, dining, and

    Denise San Miguel REALTY LYNK INC

    1605 Puritan Ave, Winter Park, FL 32792
  • /53

    $975,000 New Construction

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

    870 Carver St, Winter Park, FL 32789

    Welcome to 870 Carver Street, a versatile three-bedroom, three-bath residence offering privacy, thoughtful design, and two distinct living experiences in the heart of Winter Park. With 1,875 square feet under air, the property includes a 1,209-square-foot, two-bedroom, two-bath main home and a 666-square-foot, one-bedroom, one-bath garage apartment, ideal for multigenerational living, rental

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    870 Carver St, Winter Park, FL 32789
  • /88

    $1,195,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 3 Baths
    • 3,057 Sq Ft

    1092 Wading Waters Cir, Winter Park, FL 32792

    Experience resort-style living every day in this stunning Meritage Homes masterpiece, perfectly situated on a premium waterfront lot in the highly sought-after Water’s Edge section of Hawk’s Crest. This elegant home offers breathtaking pond and fountain views, especially enchanting at sunset, and an unparalleled combination of luxury, comfort, and energy efficiency.Step into your private

    Tara Haefner KELLER WILLIAMS HERITAGE REALTY

    1092 Wading Waters Cir, Winter Park, FL 32792
  • /31

    $185,000

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

    2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792

    Welcome to Parkview Village — one of Winter Park’s most convenient and sought-after condo communities! This move-in ready 2-bedroom, 2-bathroom first-floor end unit offers a perfect blend of comfort and location. Step inside to find a bright, open-concept living and dining area with tile flooring throughout the main spaces and new luxury vinyl plank in both bedrooms for easy maintenance. The

    Chris Bessette KELLER WILLIAMS CLASSIC

    2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792
  • /43

    $785,000

    • 4 Beds
    • 3 Baths
    • 2,192 Sq Ft

    2074 Laurelwood Way, Winter Park, FL 32792

    Discover your next home in the heart of Winter Park! Welcome to 2074 Laurelwood Way, a stunning one-story Pomelo model by Meritage Homes, perfectly situated towards the end of a cul de sac in the gated community called Hawks Crest, near Lake Howell. This well maintained 2019 built home has 4-bedrooms and 3-bathrooms and is move-in ready, the residence combines elegant design, thoughtful upgrades,

    Janki Thakkar EXP REALTY LLC

    2074 Laurelwood Way, Winter Park, FL 32792
  • /24

    $199,900

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

    626 Saint Johns Ct Unit S, Winter Park, FL 32792

    Beautiful Winter Park Townhome with 2 bedrooms, one upstairs with full bath and one downstairs with full bath making this the perfect floorplan for family or roommates. This unit has tile and vinyl flooring throughout, all appliances included, kitchen with pass through to dining area, large living room, inside laundry area and patio with fenced yard. Amenities with the HOA include pool,

    Sandi McCutcheon COLDWELL BANKER REALTY

    626 Saint Johns Ct Unit S, Winter Park, FL 32792
  • /34

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    2218 King Richards Ct, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome home to 2218 King Richards Court — a beautifully updated pool home tucked away on a quiet cul-de-sac in the highly desirable Winter Woods community of Winter Park. This charming 3-bedroom, 2-bathroom residence offers the perfect blend of modern updates, comfort, and location. Step inside and immediately notice the brand-new flooring that

    Steve Montgomery EXP REALTY LLC

    2218 King Richards Ct, Winter Park, FL 32792
  • /56

    $2,350,000 New Construction

    • 5 Beds
    • 6.5 Baths
    • 4,506 Sq Ft

    2412 Chantilly Ave, Winter Park, FL 32789

    Step into a world of modern elegance in this newly completed estate in the heart of Winter Park. Masterfully constructed, this five-bedroom residence with six full and one half baths spans over 4,500 square feet of luxurious design and comfort. From the moment you enter the soaring foyer, light pours through expansive windows that frame every angle of the open floor plan, creating a seamless

    Josh Hill THE AGENCY ORLANDO

    2412 Chantilly Ave, Winter Park, FL 32789
  • /64

    $2,295,000

    • 5 Beds
    • 3.5 Baths
    • 3,691 Sq Ft

    1885 Temple Dr, Winter Park, FL 32789

    Update! ALL NEW Black Steel doors installed 11/2025 and windows with low e-dual pane glass to be installed ($150k value!). Black interior and exterior Anderson windows: Dual Pane Low-E Smart Sun Standard Argon Fill Simulated Divided Light (SDL). Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home

    Jennifer Sloan COMPASS FLORIDA LLC

    1885 Temple Dr, Winter Park, FL 32789
  • /14

    $369,000

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

    5110 N Woodcrest Dr, Winter Park, FL 32792

    SELLER MOTIVATED! Discover the perfect blend of comfort and convenience in this beautifully remodeled 3-bedroom, 2-bath home located in Winter Park’s desirable Woodcrest neighborhood. Featuring quartz countertops, stainless steel appliances, and thoughtful modern updates throughout! Newer roof (2018), plumbing (2021), and windows (2019)! This home is truly move-in ready. Enjoy relaxing on the

    DANIELLE RICHARDSON LPT REALTY, LLC

    5110 N Woodcrest Dr, Winter Park, FL 32792
  • /29

    $395,000

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

    1229 Park Green Place, Winter Park, FL 32789

    This 2 bedroom, 2 bathroom townhome offers 1,495 square feet of beautifully designed space in a highly sought-after location. Enjoy a bright living area featuring a gorgeous tiled fireplace, built-in bookshelves, and two sets of French doors that open to your private patio and fenced backyard with brick pavers and turf grass. The home includes a spacious double vanity bathroom, custom shelving

    Steven Koleno BEYCOME OF FLORIDA LLC

    1229 Park Green Place, Winter Park, FL 32789
  • /43

    $535,000

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    422 S Ranger Blvd, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. ?? Mid-Century Modern Gem in Sought-After Winter Park Pines Lovingly maintained and move-in ready, this Mid-Century Modern 4-bedroom, 2-bath home (just under 1,700 sq. ft.) offers light-filled living and timeless style in the heart of Winter Park Pines. Set beneath graceful mature oaks, the landscaped front yard provides a welcoming canopy. Step

    David Perez COLDWELL BANKER RESIDENTIAL RE

    422 S Ranger Blvd, Winter Park, FL 32792
  • /20

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,201 Sq Ft

    3383 Hamlet Loop, Winter Park, FL 32792

    Welcome to this beautifully renovated 3-bedroom, 2-bath home tucked inside a quiet Winter Park neighborhood—just minutes from Park Avenue’s shops, dining, and charm. Located on a spacious CORNER lot, this property stands out with the only PRIVATE POOL in the community—a rare find in this area! Inside, you’ll find a FULLY UPDATED kitchen with new appliances, stylish tilework, and modern finishes.

    Jason Asa LPT REALTY, LLC

    3383 Hamlet Loop, Winter Park, FL 32792
  • /19

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,146 Sq Ft

    1033 Hamlet Dr, Maitland, FL 32751

    This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's

    Bennie Olivo BOX REAL ESTATE LLC

    1033 Hamlet Dr, Maitland, FL 32751
  • /9

    $699,000

    • Land
    • 0.32 Acre
    • $2,184,375 per Acre

    763 Overspin Dr, Winter Park, FL 32789

    Ideally located near Dubsdread Golf Course, this property sits amid the charming, oak-canopied neighborhoods of Winter Park and College Park. Enjoy convenient access to boutique shopping, popular attractions, I-4, and top-rated neighborhood schools: Princeton Elementary, College Park Middle, and Edgewater High. The 100' wide x 140' deep lot is zoned R-1A, with the following setbacks: 25' front,

    Jill Miles Sunshine Realty & Vacation Rentals, LLC

    763 Overspin Dr, Winter Park, FL 32789
  • /53

    $950,000

    • 4 Beds
    • 3 Baths
    • 2,838 Sq Ft

    210 Laurel Park Ct, Winter Park, FL 32792

    Welcome to 210 Laurel Park Court—a thoughtfully designed, single-story residence offering 4 bedrooms, 3 bathrooms, and a dedicated home office. Nestled on a ?-acre lot with a beautiful lake view of Lake Ann, this exquisite home is part of a private, gated enclave of just eight custom-built homes, perfectly situated close to everything you love about Winter Park living. Built by Arthur Rutenberg

    Alireza Partovi EXP REALTY LLC

    210 Laurel Park Ct, Winter Park, FL 32792
  • /30

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft

    7728 Glenmoor Ln, Winter Park, FL 32792

    This is the Opportunity of Winter Park 2025 !!All the Big items are Fresh and Ready New Shingles on the Roof in 2018, HVAC System is from 2017, Hot Water Heater is 2019, Interior was just Completely repainted,Stainless Steel Appliance package. Bathrooms have been updated as well. Side Entry Garage on 1/4 Acre Lot with extra Parking pad/driveway.Boat Trailer storage behind fence at end of 2nd

    Keith Finnerty KMF REALTY ADVOCATES LLC

    7728 Glenmoor Ln, Winter Park, FL 32792
  • /51

    $1,499,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,459 Sq Ft

    102 Bell Place, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Dreams Do Come True! This spectacular brand-new 2025 block construction home, crafted with steel framing instead of wood, combines modern luxury with timeless design in one of Winter Park’s up incoming desirable areas—just moments from Interlachen Country Club and the Lakemont Heights neighborhood an NO HOA!Step through the double-door entry

    Agent Photo

    Freddie Crespo

    INVESTOR'S REAL ESTATE LLC

    (321) 490-4832

    102 Bell Place, Winter Park, FL 32792
  • /58

    $2,350,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,330 Sq Ft

    525 S Lakemont Ave, Winter Park, FL 32792

    Under Construction. Winter Park Luxury Awaits You! Welcome to your dream home—a stunning custom-built luxury residence offering the perfect blend of elegance, comfort, and modern design. Featuring 4 spacious bedrooms and 4 beautifully appointed bathrooms, this masterpiece showcases custom cabinetry and closets throughout, ensuring every space is both functional and refined. The chef’s kitchen is

    Nicole D. Cates KELLER WILLIAMS ADVANTAGE III

    525 S Lakemont Ave, Winter Park, FL 32792
  • /50

    $1,375,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 4 Baths
    • 3,024 Sq Ft

    2015 Summerfield Rd, Winter Park, FL 32792

    Experience refined Winter Park living in Kenilworth Shores, a highly sought after neighborhood near Baldwin Park, Lake Baldwin trails, and the dining and boutiques of Park Avenue. This location places you close to Rollins College, Winter Park High, and the cultural center of Winter Park FL. Inside, natural light moves through open living spaces finished with wide porcelain tile floors. The

    Christina Fata REAL BROKER, LLC

    2015 Summerfield Rd, Winter Park, FL 32792
  • /89

    $2,900,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 7 Baths
    • 5,483 Sq Ft

    1401 Green Cove Rd, Winter Park, FL 32789

    Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, including a private guest casita and a fully finished basement. Total area including outdoor spaces: 6,821

    Adriana Oyarce ANCHOR REAL ESTATE

    1401 Green Cove Rd, Winter Park, FL 32789
  • /67

    $439,000

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    1900 Erudite Way, Winter Park, FL 32792

    Seller offering $10,000 credit to buyer at closing—may be applied toward buyer’s rate buy-down, closing costs, or prepaid expenses (subject to lender approval).Step into effortless style and comfort in this beautifully crafted 2024 townhome located in Winter Park's desirable Grayson Square community. From the moment you arrive, you’ll appreciate the home’s modern curb appeal and smart features,

    Erica Diltz BALDWIN PARK REALTY LLC

    1900 Erudite Way, Winter Park, FL 32792
  • /41

    $1,625,000

    • 4 Beds
    • 3 Baths
    • 2,785 Sq Ft

    1450 Glencoe Rd, Winter Park, FL 32789

    Comfort, charm, and LOCATION are KEY for this unique, one-story, KEY West-style pool home with deeded access to Lake Virginia! Nestled on a brick-lined street in the highly sought-after Virginia Heights neighborhood, this location is truly one-of-a-kind, engulfed in the beloved culture and history of Winter Park, and within true walking distance of Rollins College, Park Avenue, and all the lively

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1450 Glencoe Rd, Winter Park, FL 32789
  • /34

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,719 Sq Ft

    2401 Antilles Dr, Winter Park, FL 32792

    Fantastic end unit with enclosed Florida Room in the sought after Windward Square! This 3/2 features several updates including a, updated kitchen with 42" wood cabinets, granite counters and a center island! Most rooms have upgraded ceiling fans from Dan”s Fans with a lifetime guarantee. This is a wonderful space and great to prep for a dinner party! Open floor concept with dining room and family

    George Freelove KELLER WILLIAMS WINTER PARK

    2401 Antilles Dr, Winter Park, FL 32792
  • /19

    $199,999

    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft

    7480 Woodburn Ct Unit 39, Winter Park, FL 32792

    **Seller may consider buyer concessions if made in an offer**Welcome home to Hidden Oaks, a PEACEFUL COMMUNITY tucked away in desirable Winter Park! This MOVE-IN READY 3-bedroom, 2.5-bath townhouse-style condo offers comfortable living with stylish updates and a CONVENIENT LOCATION close to everything Winter Park has to offer. This home has been thoughtfully maintained with RECENT UPDATES

    Jennifer Wemert WEMERT GROUP REALTY LLC

    7480 Woodburn Ct Unit 39, Winter Park, FL 32792
  • /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
  • /58

    $1,525,000

    • 4 Beds
    • 4 Baths
    • 3,237 Sq Ft

    1408 Chapman Cir, Winter Park, FL 32789

    Nestled in the Elizabeth’s Walk subdivision in the highly desirable Windsong community of Winter Park, this renovated four-bedroom, four-bathroom pool home offers exceptional privacy and refined updates. Quiet interior street and mature landscaping the home feels secluded. Recent improvements include a new roof (2023), two new AC systems 4-ton Carrier Infinity downstairs and a 2.5-ton Trane

    Jennifer Sloan COMPASS FLORIDA LLC

    1408 Chapman Cir, Winter Park, FL 32789

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Frequently Asked Questions

What is the average home price in Winter Park, FL?
Homes for sale in Winter Park, FL have an average home price of $954,649.
How many homes have sold over the last 12 months in Winter Park, FL?
1,051 homes have sold in Winter Park, FL over the last 12 months.
What are the most popular zip codes in Winter Park, FL?
The most popular zip codes in Winter Park, FL include 32789, 32751, 32792, 32803 and 32814.
How much do you need to make to afford a house in Winter Park?
The median home price in Winter Park is $534,950. If you put a 20% down payment of $107,000 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $2,630 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $113K a year to afford the median home price in Winter Park. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Winter Park, FL?
Winter Park, FL has highly rated public and private schools. Some of the best schools in Winter Park based on Niche Grades are Trinity Preparatory School, Audubon Park School and Baldwin Park Elementary. Browse all the schools in Winter Park, FL to learn more.

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$485,000
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$460,500
Median 2 Bedroom Sale Price
$226,000
Median 1 Bedroom Sale Price
$151,000
Average Price Per Sq Ft
$366
Number of Homes for Sale
290
Last 12 months Home Sales
1,051
Months of Supply
3.30
Median List Price
$534,950
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
3%
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