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Winter Park Homes for Sale

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  • /15

    $169,900

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 732 Sq Ft

    1500 Gay Rd Unit 4D, Winter Park, FL 32789

    PRICE ADJUSTMENT! Lakefront Community! Enjoy Glorious Sunsets, Cocktails on the Deck and the Peace of Water and the Amazing Joy of Nature! All this near the heart of Winter Park and walking distance to all kinds of Shopping!One of few 1 Bedrooms and an Upstairs End Unit! Enjoy Spacious Room Sizes for easy Furniture Placement, Compact Kitchen, Bright Master Bedroom with additional Built-in

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 4D, Winter Park, FL 32789
  • /28

    $199,900

    • 2 Beds
    • 1 Bath
    • 851 Sq Ft

    2500 Lee Rd Unit 220, Winter Park, FL 32789

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2500 Lee Road, Unit 220, in Winter Park, a beautifully maintained condominium offering stylish, low-maintenance living in one of Central Florida's most convenient locations. Inside, the condo features 2 bedrooms

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    2500 Lee Rd Unit 220, Winter Park, FL 32789
  • /81

    $3,600,000

    • 4 Beds
    • 5 Baths
    • 4,202 Sq Ft

    276 Detmar Dr, Winter Park, FL 32789

    Tucked away in the heart of Winter Park, this custom-built residence seamlessly blends modern luxury with the comfort of everyday living. Thoughtfully designed with exceptional attention to detail, the home offers clean, contemporary interiors balanced by beautiful architectural elements, and abundant natural light.The main level offers two bedrooms and three full bathrooms, including a

    Agent Photo

    Melanie Johnston

    CALL IT CLOSED INTL REALTY

    276 Detmar Dr, Winter Park, FL 32789
  • /30

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    410 Saint Dunstan Way, Winter Park, FL 32792

    Welcome to 410 Saint Dunstan Way, a beautifully maintained 3-bedroom, 2-bath home ideally located in desirable Winter Park. Situated on a spacious .22-acre lot with **no HOA**, this property offers an excellent combination of comfort, convenience, and value.Offering 1,519 square feet of thoughtfully designed living space, the home features a functional floor plan with generous living and

    Agent Photo

    Milton James

    COLDWELL BANKER REALTY

    410 Saint Dunstan Way, Winter Park, FL 32792
  • /67

    $575,000

    • 2 Beds
    • 2.5 Baths
    • 1,648 Sq Ft

    1259 Indiana Ave, Winter Park, FL 32789

    Virtually Staged. WINTER PARK, WITHIN REACH. A rare opportunity to step into one of Central Florida’s most coveted lifestyles. Bright, airy, remarkably spacious, this immaculate 2-bedroom townhome lives far larger than its approximately 1,600 sq.ft.suggests. Greet the day with a sunny disposition as morning light fills the oversized, east-facing primary bedroom. Step onto the private lanai with a

    Agent Photo

    Karan Wienker

    COLDWELL BANKER REALTY

    1259 Indiana Ave, Winter Park, FL 32789
  • /22

    $180,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft

    2923 Antique Oaks Cir Unit 34, Winter Park, FL 32792

    PRICE IMPROVEMENT! TOP FLOOR CORNER UNIT in the heart of Winter Park! This well-maintained 2-bedroom, 2-bath condo offers spacious living, abundant natural light, and a functional open layout perfect for everyday living or investment potential. A NEW A/C SYSTEM INSTALLED IN 2026 adds extra peace of mind for the next owner. Step inside to find a bright and airy living and dining area with sliding

    Steven Pugh EXP REALTY LLC

    2923 Antique Oaks Cir Unit 34, Winter Park, FL 32792
  • /20

    $426,000

    $74K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,376 Sq Ft

    501 Heritage Blvd, Winter Park, FL 32792

    Welcome to this beautifully remodeled, move-in-ready home in the highly sought-after Winter Park area. This single-story residence features 4 bedrooms and 2 bathrooms, offering a bright, open floor plan with modern finishes designed for both comfort and functionality.A standout feature of this property is its commitment to sustainable living and energy efficiency. Highlights

    Bernardo Carrasquel B EXP REALTY LLC

    501 Heritage Blvd, Winter Park, FL 32792
  • /86

    $739,000

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft

    250 Carolina Ave Unit 205B, Winter Park, FL 32789

    Discover the ease of Winter Park living in the highly desirable gated community of Park West, ideally located just steps from Park Avenue. From this exceptional location, charming boutiques, sidewalk cafés, award-winning restaurants, and the popular weekly farmers market are all within easy reach—giving you the freedom to leave the car behind and enjoy everything Park Avenue has to offer. This

    Troy Hensley BHHS FLORIDA REALTY

    250 Carolina Ave Unit 205B, Winter Park, FL 32789
  • /41

    $995,000

    • 3 Beds
    • 2.5 Baths
    • 2,486 Sq Ft

    601 Westminster St, Orlando, FL 32803

    Located in the sought-after Orwin Manor Neighborhood, 601 Westminster Street offers the character and craftsmanship of a 1940s home—something increasingly difficult to find in the Orlando and Winter Park area—thoughtfully updated for today’s elevated lifestyle. From the moment you enter the foyer, original wood flooring, crown molding and custom plantation shutters set the tone for a home that

    Shawn Layton SERHANT

    601 Westminster St, Orlando, FL 32803
  • /51

    $2,650,000

    New Construction $150K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,553 Sq Ft

    541 W Canton Ave, Winter Park, FL 32789

    Timeless elegance meets boutique craftsmanship at 541 W Canton Ave., an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Near Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm. From its dormer windows and custom-carved wood

    Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

    541 W Canton Ave, Winter Park, FL 32789
  • /5

    $138,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 776 Sq Ft

    1000 S Semoran Blvd Unit 404, Winter Park, FL 32792

    Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool

    Scott Butts KIMBRIDGE REALTY, LLC

    1000 S Semoran Blvd Unit 404, Winter Park, FL 32792
  • /50

    $1,800,000

    $200K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,065 Sq Ft

    723 Symonds Ave, Winter Park, FL 32789

    Built by Clarkson Concepts and ideally located in the heart of Winter Park just moments from Park Avenue, this sophisticated modern residence blends luxury design, smart-home innovation, and effortless indoor-outdoor living across three thoughtfully designed levels. From the moment you arrive, the striking foyer makes a memorable first impression with its bold geometric detailing, designer

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    723 Symonds Ave, Winter Park, FL 32789
  • /2

    $180,000

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    1695 Lee Rd Unit D107, Winter Park, FL 32789

    Don't miss out the great opportunity to own a unit in the heart of Winter Park Area. A perfect primary or secondary residence or investment home. Waterfall Cove is a great community with spacious pool, playground and lots of lush landscaping. Easy access to Major Highways a minute from I-4, bike away from Downtown Winter Park, close to major theme parks, major shopping area, restaurant, movie

    Hoover Yap PRIMESTATE REALTY, INC.

    1695 Lee Rd Unit D107, Winter Park, FL 32789
  • /10

    $1,250,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,525 Sq Ft

    1870 Staunton Ave, Winter Park, FL 32789

    Pre-Construction. To be built. Discover a rare opportunity to build a fully custom residence in the highly sought-after Killarney Shores neighborhood of Winter Park—one of the last areas where new construction at this level remains attainable below $1.3M. Exclusively curated by The Hope Group, this offering pairs premier design with a seamless build experience alongside Deep Roots Construction,

    Vinny Lay COMPASS FLORIDA LLC

    1870 Staunton Ave, Winter Park, FL 32789
  • /2

    $5,000

    • 3 Beds
    • 2 Baths
    • 1,585 Sq Ft

    2310 Devon Ct, Winter Park, FL 32789

    Foreclosure Auction Ends August 31, 2026 at 11:00 AM EST. Explore this charming 3-bedroom, 2-bath residence set in a peaceful and well-located Winter Park community. The list price is the opening bid for the online auction. Sold As-is.

    Jamie Boone Jamie L Boone LLC

    2310 Devon Ct, Winter Park, FL 32789
  • /53

    $4,250,000

    • 4 Beds
    • 6 Baths
    • 4,431 Sq Ft

    229 Alexander Place, Winter Park, FL 32789

    Envisioned by acclaimed architect Phil Kean and originally commissioned as the International Showcase Home for the National Association of Home Builders, this award-winning contemporary estate is a masterclass in modern design. Tucked away on a prestigious cul-de-sac between Lake Osceola and the iconic Alfond Inn, the residence offers unparalleled privacy just two blocks from Park Avenue's

    Brandon Geers COMPASS FLORIDA LLC

    229 Alexander Place, Winter Park, FL 32789
  • /39

    $574,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft

    1354 Indiana Ave, Winter Park, FL 32789

    Virtually Staged. Fabulous location in Winter Park! Completely remodeled from top to bottom this stunning home blends modern design with everyday comfort in a highly desirable Winter Park location. Thoughtfully updated with stylish and contemporary finishes throughout this home offers a bright and open feel that’s perfect for today’s lifestyle.The beautifully renovated interior features a

    Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

    1354 Indiana Ave, Winter Park, FL 32789
  • /11

    $138,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 776 Sq Ft

    1000 S Semoran Blvd Unit 408, Winter Park, FL 32792

    Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool

    Scott Butts KIMBRIDGE REALTY, LLC

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

    $2,235,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,150 Sq Ft

    926 Enclave Place, Winter Park, FL 32792

    Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a

    Laura Earl CORCORAN PREMIER REALTY

    926 Enclave Place, Winter Park, FL 32792
  • /4

    $2,050,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,813 Sq Ft

    930 Enclave Place, Winter Park, FL 32792

    Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a

    Matthew Burks CORCORAN PREMIER REALTY

    930 Enclave Place, Winter Park, FL 32792
  • /18

    $268,950

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    3220 Netherwood Dr, Winter Park, FL 32792

    BACK ON MARKET!! Buyer financing fell through! **Qualified buyers may be eligible for up to $40,000 in down payment assistance** Welcome home to this fully renovated 2-bedroom, 1.5-bath residence! This home features a brand-new kitchen, new flooring throughout, and beautifully updated bathrooms. Nestled in a quiet neighborhood, it offers a large backyard—perfect for outdoor entertaining or future

    Nimrah Ashraf THE FIRM RE

    3220 Netherwood Dr, Winter Park, FL 32792
  • /47

    $614,500

    $21K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,785 Sq Ft

    2708 Lion Heart Rd, Winter Park, FL 32792

    Welcome to 2708 Lion Heart Rd, where timeless charm meets modern elegance in the heart of Winter Park. This beautifully reimagined home has been thoughtfully renovated from top to bottom, offering a seamless blend of style, comfort, and functionality.Step inside to discover brand-new luxury vinyl plank flooring flowing throughout, creating a warm and cohesive feel in every room. The

    Navid Rokh EQUITYPRO LLC

    2708 Lion Heart Rd, Winter Park, FL 32792
  • /2

    $5,000

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    130 Scottsdale Square Unit C130, Winter Park, FL 32792

    Foreclosure Auction Ends September 4, 2026 at 11:00 AM EST. Explore this charming 2-bedroom, 2-bath residence set in a peaceful and well-located Winter Park community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa.

    Jamie Boone Jamie L Boone LLC

    130 Scottsdale Square Unit C130, Winter Park, FL 32792
  • /53

    $1,725,000

    • 4 Beds
    • 3.5 Baths
    • 3,727 Sq Ft

    1840 Bryan Ave, Winter Park, FL 32789

    Welcome to modern luxury in the heart of Winter Park! This custom 2014-built estate rests on an expansive double lot in the highly sought-after Lakeview Terrace community. Offering nearly 3,800 sq. ft. of sophisticated yet comfortable living space, this 4-bedroom, 3.5-bath residence combines timeless architectural details—including soaring vaulted ceilings, crown molding, and dark hardwood

    Jennifer Draper REAL BROKER, LLC

    1840 Bryan Ave, Winter Park, FL 32789
  • /83

    $1,800,000

    $389K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,382 Sq Ft

    2032 Kimbrace Place, Winter Park, FL 32792

    A PRIVATE BALINESE RESORT IN THE HEART OF WINTER PARK5 Bedrooms | 4 Bathrooms | 3,400+ SF|Saltwater Pool & Spa|Minutes to Park AvenueWelcome to a rare offering where luxury, tranquility, and architectural sophistication converge. Nestled in one of Winter Park's most desirable neighborhoods, just minutes from the boutiques, fine dining, and cultural attractions of Park Avenue, this custom

    Rob Sassos SIMPLICITY: A RE BROKERAGE CO

    2032 Kimbrace Place, Winter Park, FL 32792
  • /37

    $599,000

    $96K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,669 Sq Ft

    1707 Harmon Ave, Winter Park, FL 32789

    A timeless blend of historic charm and modern luxury awaits in this beautifully restored 1927 Florida bungalow, nestled in the highly sought-after and peaceful neighborhood of Orwin Manor in Winter Park. Rich in character and thoughtfully updated throughout, this exceptional residence seamlessly combines the elegance of its original architecture with the comfort and sophistication of modern

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    1707 Harmon Ave, Winter Park, FL 32789
  • /34

    $657,777

    $131K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    2418 Euston Rd, Winter Park, FL 32789

    Welcome to this beautifully updated three-bedroom, two-and-a-half-bath home located in the highly sought-after Winter Park 32789 zip code, just moments from scenic Lake Killarney. Situated on an oversized 0.27-acre lot with no HOA, this exceptional property offers endless possibilities, including ample space to add a pool, guest house/ADU, or create the custom outdoor living space of your dreams.

    Richard Bavec TOLARIS REALTY GROUP LLC

    2418 Euston Rd, Winter Park, FL 32789
  • /27

    $1,574,900

    New Construction Open Fri 2AM - 6PM
    • 5 Beds
    • 4.5 Baths
    • 3,252 Sq Ft

    1526 Miller Ave, Winter Park, FL 32789

    New Construction! New photos coming soon! First photo is a rendering of the new home and the following photos are interiors of a similar model by the builder. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1526 Miller Ave, Winter Park, FL 32789
  • /68

    $820,000

    $30K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,242 Sq Ft

    1927 Eland Ave, Winter Park, FL 32789

    *Ask about a lender provided credit up to $12,500 on this home!*1927 Eland Avenue is a rare single family home for sale in Winter Park FL 32789, located on a quiet dead end street with no rear neighbors. This Winter Park home features a main residence plus a detached in law suite ADU built in 2022, offering exceptional flexibility for multi generational living, guest accommodations, or rental

    Ryan Leitter CHARLES RUTENBERG REALTY ORLANDO

    1927 Eland Ave, Winter Park, FL 32789
  • /38

    $825,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft

    1431 Palm Ave, Winter Park, FL 32789

    Welcome to this beautifully maintained 1960s home nestled in one of Winter Park’s desirable neighborhoods, where classic charm meets thoughtful modern updates. Set along picturesque brick streets shaded by mature trees, this inviting home offers a warm, light-filled interior and a private backyard oasis. From the moment you enter, you’ll notice the abundance of natural light and the large windows

    Kelsey Payton ALL REAL ESTATE & INVESTMENTS

    1431 Palm Ave, Winter Park, FL 32789
  • /27

    $424,400

    $51K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 767 Sq Ft

    644 N Knowles Ave Unit 3, Winter Park, FL 32789

    Virtually Staged. LOCATION! LOCATION! LOCATION! Welcome to Knowles Manor...a charming 11 unit condo perched on quiet brick street in the heart of Olde Winter Park...just steps from the Winter Park 9 golf course, Casa Feliz, and the boutiques, restaurants, and vibrant lifestyle of Park Avenue, this location is hard to beat. This delightful first-floor residence is the perfect place to call home or

    Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    644 N Knowles Ave Unit 3, Winter Park, FL 32789
  • /12

    $1,699,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,530 Sq Ft

    2308 Mulbry Dr, Winter Park, FL 32789

    Under Construction. In a coveted Winter Park enclave, this masterful LUIH residence balances contemporary grandeur with effortless livability. Spanning 2,500 square feet of open-concept living space, the home features four bedrooms and three-and-a-half lavish bathrooms. Framed by hand-selected architectural stone, the elegant entryway reveals a luminous interior anchored by wide-plank light oak

    Brandon Geers COMPASS FLORIDA LLC

    2308 Mulbry Dr, Winter Park, FL 32789
  • /59

    $2,195,000

    $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,691 Sq Ft

    1885 Temple Dr, Winter Park, FL 32789

    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 effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich

    Jennifer Sloan COMPASS FLORIDA LLC

    1885 Temple Dr, Winter Park, FL 32789
  • /31

    $669,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,605 Sq Ft

    2833 Prince John Rd, Winter Park, FL 32792

    Virtually Staged. Welcome to a residence where timeless design meets modern sophistication in the highly sought-after Winter Park Pines community—one of Winter Park's most established neighborhoods, celebrated for its tree-lined streets, oversized homesites, exceptional schools, and proximity to world-class dining, shopping, golf, and cultural attractions. With no HOA, this thoughtfully renovated

    Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

    2833 Prince John Rd, Winter Park, FL 32792
  • /59

    $1,999,990

    New Construction $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,330 Sq Ft

    525 S Lakemont Ave, Winter Park, FL 32792

    Thoughtfully designed with an uncompromising commitment to quality, craftsmanship, and detail, this exceptional new construction residence is an expression of luxury living. Defined by its striking architecture and refined contemporary design, the home makes an unforgettable first impression with a dramatic two-story foyer featuring soaring ceilings, a statement staircase with custom millwork,

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    525 S Lakemont Ave, Winter Park, FL 32792
  • /8

    $2,700,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,588 Sq Ft

    648 Worthington Dr, Winter Park, FL 32789

    Under Construction. Located in the Kenilworth Shores neighborhood, this stunning new residence brings an elevated level of new construction to an increasingly desirable pocket of Winter Park. A sophisticated modern farmhouse façade creates an impressive first impression, framed by a sweeping double-entry curved driveway that gives the home a commanding yet welcoming presence. Inside, the

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    648 Worthington Dr, 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
  • /66

    $3,265,000

    • 5 Beds
    • 5.5 Baths
    • 4,924 Sq Ft

    1761 Legion Dr, Winter Park, FL 32789

    One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combination of timeless design, modern sophistication, and an unbeatable location. Completed in 2017 and first sold in 2018, this 5-bedroom, 5.5-bath home has been meticulously maintained by its original owner and enhanced with high-end designer finishes. Much of the interior was

    Harry Pool, III COLDWELL BANKER REALTY

    1761 Legion Dr, Winter Park, FL 32789
  • /10

    $1,749,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,715 Sq Ft

    2525 Lafayette Ave, Winter Park, FL 32789

    Under Construction. Currently under construction by LUIH Luxury Homes, this exceptional new construction residence is anticipated for completion in November 2026 and brings contemporary design and elevated living to one of Winter Park's most desirable neighborhoods. Offering 4 bedrooms, 3.5 bathrooms, and 2,715 square feet of thoughtfully designed living space, the home blends clean architectural

    Matt Tomaszewski CORCORAN PREMIER REALTY

    2525 Lafayette Ave, Winter Park, FL 32789
  • /17

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,197 Sq Ft

    3302 Royal St, Winter Park, FL 32792

    Come see this 3 bedroom 2 bath split plan home. All tile throughout home. Granite kitchen countertops. Eat in area in kitchen.Kitchen bar opens to great room. Huge corner lot great for handyman with trailer, boat, RV or truck to park in backyard.Easy access to add on garage in backyard. Cathedral ceilings great room. NO HOA.

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    3302 Royal St, Winter Park, FL 32792

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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.

Winter Park, FL, FL Home Prices vs. Nearby Neighborhoods

Winter Park Maitland College Park Colonialtown North
Median Home Price
$750,000
$599,000
$659,000
$525,000
Median Sale Price
$669,250
-1% YoY
$567,000
+3% YoY
$610,000
+11% YoY
$484,990
-1% YoY
Median Single Family Price
$899,000
$766,500
$687,450
$502,500
Median Townhouse Price
$660,000
$410,000
$597,500
$547,000
Median Condo Price
$215,000
$240,000
$472,600
$278,000
Total Active Listings
235 listings
60 listings
72 listings
21 listings
Market Conditions
4 Months of Supply
Balanced Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market

Frequently Asked Questions

Is Winter Park a good place to live?
Winter Park is a good place to live, receiving 4.3 stars from its residents. Winter Park is considered somewhat walkable and bikeable with minimal transit options. Winter Park is a suburban neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Winter Park has 24 parks for recreational activities.It is somewhat dense in population with 9.0 people per acre and a median age of 42. The average household income is $119,107 which is above the national average. College graduates make up 53.4% of residents. A majority of residents in Winter Park are home owners, with 48% of residents renting and 52% of residents owning their home. A local real estate agent serving Winter Park can help you decide if this neighborhood is the right one for you. Learn more on our Winter Park neighborhood guide.
Is Winter Park, FL a safe neighborhood?
Winter Park, FL is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in Winter Park?
The median home price in Winter Park is $750,000. If you put a 20% down payment of $150,000 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $3,860 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $165K a year to afford the median home price in Winter Park. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winter Park is $119K.
What are the best public schools in Winter Park?
The best public schools that serve Winter Park are:
What are the best private schools in Winter Park?
The best private schools that serve Winter Park are:
What are the most popular zip codes in Winter Park, Winter Park, FL?
The most popular zip codes in Winter Park, Winter Park, FL include 32789, 32792, 32814, 32803 and 32751.
What are the most popular neighborhoods near Winter Park, Winter Park, FL?
The most popular neighborhoods near Winter Park, Winter Park, FL are Baldwin Park, Lake Howell, Orwin Manor, Audubon Park and Colonialtown North.
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