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Winter Park, FL Open Houses

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  • /37

    $835,000

    Open Sat 1:30PM - 3:30PM $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,589 Sq Ft

    1090 Wildmeadow Run, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. This luxurious Modern Style home epitomizes maintenance-free living, featuring a premium, state of the art solar system YOU OWN OUTRIGHT, nearly eliminating your cost of electricity. Ask to see the bill. The premium solar system is PAID OFF with a TRANSFERABLE WARRANTY by manufacturer. This off-grid solar system comes with a WHOLE HOUSE BATTERY

    Agent Photo

    Rod Chevalier

    BHHS FLORIDA REALTY

    (321) 468-9784

    1090 Wildmeadow Run, Winter Park, FL 32792
  • /65

    $1,000,000

    Open Sat 3PM - 5PM $150K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,431 Sq Ft

    1800 Magnolia Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! NO HOA! Experience refined living in this renovated custom designed home on a corner lot in one of the area’s most peaceful and private neighborhoods. Tucked away at the end of a quiet dead-end street, this residence offers an exceptional blend of craftsmanship, sophistication, and modern comfort. With soaring 10-foot ceilings

    Agent Photo

    Kathy Summers

    FLORIDA REALTY INVESTMENTS

    (321) 306-4359

    1800 Magnolia Ave, Winter Park, FL 32789
  • /47

    $1,175,000

    Open Sat 1PM - 3PM $274K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,426 Sq Ft

    1651 Westchester Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Set on a prized corner lot in Winter Parks sought after Orwin Manor Neighborhood, 1651 Westchester Ave is a timeless classic with Cape Cod inspired architecture that has been meticulously reimagined with today’s luxury finishes while preserving its original charm. Refinished Original Pine hardwood flooring and a beautifully updated fireplace welcome

    Shawn Layton SERHANT

    1651 Westchester Ave, Winter Park, FL 32789
  • /42

    $598,000

    Open Sun 12PM - 2PM $26K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,620 Sq Ft

    1822 Yorkshire Dr, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. PRICE REDUCTION...priced to move! Charming three-bedroom, three-bath one-story home features a split floor plan with two primary suites, ideal for multigenerational living or guest flexibility, in a prime Winter Park location. In the desirable Park Manor subdivision, this beautifully designed split floor plan home offers comfort and privacy, perfect

    MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY

    1822 Yorkshire Dr, Winter Park, FL 32792
  • /77

    $1,995,000

    Open Sat 1PM - 3PM
    • 4 Beds
    • 3 Baths
    • 3,696 Sq Ft

    2261 Mulbry Dr, Winter Park, FL 32789

    Welcome to this extraordinary, better-than-new residence in the heart of Winter Park, a thoughtfully designed and impeccably upgraded custom, one-owner home built in 2020 that effortlessly blends timeless elegance with today’s most sought-after luxury features. Situated on a wonderfully deep, private lot with no HOA, this remarkable two-story home was crafted for elevated everyday living,

    Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

    2261 Mulbry Dr, Winter Park, FL 32789
  • /50

    $2,000,000

    Open Sun 1PM - 4PM
    • 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
  • /31

    $429,000

    Open Sat 10AM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,836 Sq Ft

    1842 Puritan Ave, Winter Park, FL 32792

    Modern design , open concept layout , sleek quartz counter top , all new appliances, new luxury vinyl plank flooring, new lanai upgrade. This beautiful 4 bedroom and 2 full bath is situated on a 8,250 square feet lot, which was newly fenced in 2024 which gives a sense of privacy and spaciousness. As you exit the interior through the French door into the lanai . There is two detached shed for your

    Karan Jodha MOBED REALTY, P.A

    1842 Puritan Ave, Winter Park, FL 32792
  • /53

    $2,225,000

    Open Sat 1PM - 3PM $70K 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
  • /14

    $175,000

    Open Sat 1PM - 4PM
    • 2 Beds
    • 1.5 Baths
    • 990 Sq Ft

    3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792

    Welcome to this beautifully maintained 2-bedroom, 1.5-bathroom townhouse-style condominium located in the desirable Hidden Oaks Condominium community. This charming unit features a spacious living and dining area with tile flooring throughout the first floor, along with a well-appointed kitchen, breakfast nook, and convenient indoor laundry room. The home has been freshly updated with new

    Jessie Lin SOGO REAL ESTATE SERVICES LLC

    3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792
  • /36

    $480,000

    Open Sun 1PM - 4PM
    • 3 Beds
    • 2.5 Baths
    • 1,669 Sq Ft

    5530 S Lake Burkett Ln, Winter Park, FL 32792

    This charming two-story home situated on a serene conservation lot within the highly sought-after Trinity Bay community in Winter Park. The inviting entrance showcases a covered portico with decorative beams and brick accents. Inside, the spacious living room boasts soaring cathedral ceilings, distinctive round-top windows, and a cozy wood-burning fireplace. A second-story loft overlooks the

    Mostafa Boulhanna MNT INTERNATIONAL

    5530 S Lake Burkett Ln, Winter Park, FL 32792
  • /52

    $749,900

    Open Sat 11AM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 1,411 Sq Ft

    860 N Denning Dr, Winter Park, FL 32789

    **NEW CONSTRUCTION QUALITY | WALKABLE WINTER PARK | DESIGNER SMART HOME** This is not a remodel — it's a complete architectural transformation completed in September 2022. Taken to the slab and studs, this Winter Park residence was entirely rebuilt with new roof trusses, all-new electrical, new AC system (inside and out), tankless water heater, new plumbing, and smart irrigation — delivering true

    LaDarrius Sanders OUTLET REALTY

    860 N Denning Dr, Winter Park, FL 32789
  • /60

    $1,200,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 2,304 Sq Ft

    241 W Lake Sue Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Beautifully Updated Winter Park Home Near Rollins College, Park Avenue and Lake Virginia!Located in the heart of Olde Winter Park, this exceptional 3-bedroom, 2.5-bath home offers a refined blend of modern comfort and classic charm. Just minutes from Rollins College, the dining and shopping of Park Avenue, and the natural beauty of Lake

    Ken Dalton COLDWELL BANKER REALTY

    241 W Lake Sue Ave, Winter Park, FL 32789
  • /25

    $525,000

    Open Sun 1AM - 3PM $55K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,818 Sq Ft

    1807 Hammerlin Ave Unit G, Winter Park, FL 32789

    **Price Improvement** Welcome home to this beautifully updated two-story end-unit, ideally located just steps from Michelin-star dining, local boutiques, and the vibrant East End Market. On weekends, enjoy leisurely strolls to the area’s popular farmers markets and neighborhood events. Situated in the heart of Winter Park, this residence offers the perfect blend of lifestyle, convenience, and

    Courtney Dietch ALL REAL ESTATE & INVESTMENTS

    1807 Hammerlin Ave Unit G, Winter Park, FL 32789
  • /62

    $4,195,000

    New Construction Open Sun 2PM - 4PM $555K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 3,850 Sq Ft

    1150 Via Salerno, Winter Park, FL 32789

    In the heart of Winter Park, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Now offered at a newly adjusted price, the home presents a compelling opportunity to experience design-forward new construction in the Vias neighborhood. Developed and designed by Steve & Jodie Warrick Konold of Scout & Co., the 3,850-sf

    Padgett McCormick KELLY PRICE & COMPANY LLC

    1150 Via Salerno, Winter Park, FL 32789
  • /48

    $1,139,750

    Open Sun 2PM - 4PM $35K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,656 Sq Ft

    2702 Parkland Dr, Winter Park, FL 32789

    Welcome to this beautifully updated Winter Park home, perfectly positioned on a desirable corner lot and zoned for Audubon Park K-8 and Winter Park High School. With 5 bedrooms and 3 full baths, this spacious residence offers the ideal blend of functionality and style for modern living. Step inside to an open, light filled floor plan featuring luxury vinyl floors and a cozy wood burning fireplace

    Elizabeth Nordquist NORDQUIST & COMPANY INC

    2702 Parkland Dr, Winter Park, FL 32789
  • /39

    $719,000

    Open Sat 12AM - 3PM
    • 4 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2215 Woodcrest Dr, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. This move-in-ready classic ranch-style pool home offers a relaxed 60’s retro vibe with vaulted ceilings, 4 bedrooms, 2 full bathrooms, and light-filled living spaces. Newer manufactured wood flooring flows throughout the main living spaces, complementing the spacious layout that includes a formal living room, dining area, breakfast nook, and a large

    Michael Rains, P.A. ADAIR REALTY INC

    2215 Woodcrest Dr, Winter Park, FL 32792
  • /20

    $275,000

    Open Sat 12PM - 2PM
    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    311 E Morse Blvd Unit 6-12, Winter Park, FL 32789

    Welcome to easy living in the heart of Winter Park. Located just two blocks from Park Avenue, this studio condo puts you right in the center of it all—award-winning restaurants, boutique shopping, coffee shops, museums, and the iconic Winter Park boat tour are all just steps away. Situated on the third floor of Building 6 with convenient elevator access, this light-filled unit offers a

    Andrea Parra FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 6-12, Winter Park, FL 32789
  • /59

    $1,875,000

    Open Sat 1PM - 4PM $120K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,551 Sq Ft

    1813 Harland Park Dr, Winter Park, FL 32789

    Nestled within the highly sought-after Windsong community in Winter Park, this thoughtfully designed residence presents the perfect balance of functionality, comfort, and elevated indoor-outdoor living. This move-in ready home is sure to check all the boxes with 2 NEW HVAC units (2025), a downstairs Primary Suite, a convenient 1st floor private office/flex room, 2nd floor loft & bonus room, plus

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1813 Harland Park Dr, Winter Park, FL 32789
  • /22

    $298,000

    Open Sat 12PM - 1:30PM
    • 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
  • /28

    $338,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 1 Bath
    • 797 Sq Ft

    2006 Cornell Ave, Winter Park, FL 32789

    Welcome home to this charming and fully remodeled 2-bedroom, 1-bathroom gem nestled in the heart of Winter Park AND College Park. Located just minutes away from Downtown Orlando, Disney, Universal and Advent Health, this sought-after location offers convenience and comfort. This home boasts not only a prime location but also a cozy ambiance that will make you feel right at home. With its hardwood

    Stacia Stephenson FLORIDA HOME TEAM REALTY LLC

    2006 Cornell Ave, Winter Park, FL 32789
  • /39

    $355,000

    Open Sun 11AM - 1PM
    • 2 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    2648 Galliano Cir, Winter Park, FL 32792

    Welcome to Winter Park two-story townhome located in the private, gated community of Vistas at Lake Howell. This 2 bedroom, 2.5 bathroom home offers approximately 1,550 sq ft of living space. The kitchen features stainless steel appliances, including dishwasher, range, refrigerator, and microwave. The living and dining room combination provides an open and functional layout. All bedrooms are

    Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC

    2648 Galliano Cir, Winter Park, FL 32792
  • /43

    $1,569,000

    New Construction Open Sat 12PM - 2PM $81K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,249 Sq Ft

    1660 Walnut Ave, Winter Park, FL 32789

    Introducing a standout new construction in Winter Park’s coveted Tree Streets! As you arrive the home’s modern façade is complemented by a charming front porch, creating a warm yet striking introduction that feels both inviting and intentional. Inside, the home unfolds with a highly functional floor plan designed to enhance everyday living while still accommodating entertaining with ease. Clean

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1660 Walnut Ave, Winter Park, FL 32789
  • /37

    $560,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 3.5 Baths
    • 1,937 Sq Ft

    1250 Formosa Ave, Winter Park, FL 32789

    Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after Urban Green Community. Built in 2022, this move-in ready residence showcases sleek, contemporary finishes throughout all three levels. Step up to a welcoming covered and pavered front porch, fenced-in front yard, and into a thoughtfully designed layout. The first floor offers a

    Jeanine Louis-Alcime EXP REALTY LLC

    1250 Formosa Ave, Winter Park, FL 32789
  • /20

    $250,000

    Open Sun 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    2503 Tahoe Cir, Winter Park, FL 32792

    This charming one story condo is located in the desirable Cedarwood Village. This unique home boasts an open layout that is different from many others in the community. The home showcases engineered hardwood floors, skylights and wonderful natural light. The kitchen provides ample cabinet space, granite counters, built-in wine rack and beautiful custom tile work. The kitchen overlooks the dining

    Beth Logullo KELLER WILLIAMS WINTER PARK

    2503 Tahoe Cir, Winter Park, FL 32792
  • /49

    $1,665,000

    New Construction Open Sat 11:30AM - 1:30PM
    • 4 Beds
    • 4 Baths
    • 2,916 Sq Ft

    2430 Chantilly Ave, Winter Park, FL 32789

    Positioned as one of the best values currently available in Winter Park, this exceptional residence designed by renowned architect Gary Hancock is a masterclass in craftsmanship, architecture, and timeless elegance. From the moment you arrive, the home commands attention with a breathtaking facade defined by graceful archways and refined architectural symmetry. Every exterior line and material

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    2430 Chantilly Ave, Winter Park, FL 32789
  • /33

    $248,900

    Open Sun 12PM - 3PM
    • 2 Beds
    • 2.5 Baths
    • 1,300 Sq Ft

    193 Lewfield Cir, Winter Park, FL 32792

    Welcome to 193 Lewfield Cir, Winter Park, FL 32792, a spacious two-story end-unit townhome offering 2 bedrooms, 2.5 bathrooms, and 1,300 square feet of comfortable living space in the Stratford A Winter Park Condo community. This 2-bed townhouse in Winter Park features an open floorplan with a large living and dining area, updated wood-look flooring throughout the main living spaces and bedrooms,

    Efrain Reyes COLDWELL BANKER REALTY

    193 Lewfield Cir, Winter Park, FL 32792
  • /50

    $2,695,000

    Open Sat 1PM - 4PM $155K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 4,389 Sq Ft

    1300 Mayfield Ave, Winter Park, FL 32789

    Tucked behind towering hedges on a coveted brick-lined street, this estate sits on an approximately 1⁄2-acre corner lot, providing modern functionality, Old World charm, and an unmatched lifestyle. The main residence spans over 3,600+ SF with 4 bedrooms, 4 bathrooms, and an attached 2-car garage. Across the brick driveway is a detached, fully-equipped 700+ SF studio apartment (5th bedroom suite)

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1300 Mayfield Ave, Winter Park, FL 32789
  • /58

    $6,900,000

    Open Sun 2PM - 4PM
    • 6 Beds
    • 7 Baths
    • 6,396 Sq Ft

    1260 Alabama Dr, Winter Park, FL 32789

    Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 feet of pristine waterfrontage, this magnificent masonry estate is the pinnacle of refined Florida living — offering 6,396 square feet of meticulously crafted space, a private boathouse, resort-style grounds, and an address mere steps from the best of Park Avenue.From the

    Kelly Price KELLY PRICE & COMPANY LLC

    1260 Alabama Dr, Winter Park, FL 32789
  • /45

    $455,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft

    405 Lake Fair Ln, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Fully rebuilt, not just renovated. This Winter Park home at 405 Lake Fair Ln has been completely transformed from top to bottom, with all major systems updated and no detail overlooked, enhanced by custom architectural wood paneling that gives the exterior a modern, high-end presence and standout curb appeal. Positioned on a quiet dead-end street

    Donnamarie Leiba Gough EXP REALTY LLC

    405 Lake Fair Ln, Winter Park, FL 32789
  • /26

    $235,900

    Open Sun 2PM - 4PM
    • 1 Bed
    • 1 Bath
    • 787 Sq Ft

    700 Melrose Ave Unit F21, Winter Park, FL 32789

    Floor-to-ceiling dazzling views, of sparkling pond, sweepiing oaks, towering cypress trees, and lush gardens — in the center of esteemed Winter Park.This beautifully updated upstairs unit sits within the serene Winter Park Gardens complex, where your views of the shimmering pond and pool anchor a lush sprawling landscape of live oaks draped in Spanish moss, mature manicured gardens, and

    Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit F21, Winter Park, FL 32789
  • /28

    $460,000

    Open Sat 1PM - 4PM $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,606 Sq Ft

    950 Hanover Ave, Winter Park, FL 32789

    Preferred lender credit available. Welcome home to your peaceful retreat tucked away near the end of a quiet street with views of Lake Wilderness. Completely updated in 2017, move-in ready so you can lock and leave with peace of mind to enjoy the everyday lifestyle of Winter Park and Central Florida this amazing location offers. Full updates made in 2017 include new roof, plumbing, electrical,

    Michael Domi COMPASS FLORIDA LLC

    950 Hanover Ave, Winter Park, FL 32789
  • /44

    $499,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 3 Baths
    • 1,526 Sq Ft

    731 Bongart Rd, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Completely renovated pool home on a large corner lot, tucked away on a quiet dead-end street in Winter Park. Solid block construction adds peace of mind, and this one has been updated top to bottom—new laminate flooring throughout, recessed lighting, popcorn ceilings removed, and a fresh, clean feel the moment you walk in. The main living area is

    Ed Klein FANNIE HILLMAN & ASSOCIATES

    731 Bongart Rd, Winter Park, FL 32792
  • /16

    $699,000

    Open Sat 12PM - 2PM
    • Land
    • 20,473 Sq Ft
    • $1,487,234 per Acre

    1009 Lake Bell Dr, Winter Park, FL 32789

    Rare opportunity to build your dream home in one of Winter Park's most desirable locations. Situated on nearly half an acre, this oversized waterfront homesite offers approximately 133 feet of canal frontage on beautiful Lake Bell with direct lake access and skiing permitted. Nestled on a quiet dead-end street, the property provides a private setting while remaining just minutes from Park Avenue,

    Padgett McCormick KELLY PRICE & COMPANY LLC

    1009 Lake Bell Dr, Winter Park, FL 32789
  • /10

    $375,000

    Open Sat 1PM - 3PM $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    2889 Rouen Ave, Winter Park, FL 32789

    Welcome to 2889 Rouen Avenue, Fresh exterior paint and move-in-ready 3-bedroom, 2-bath residence offering approximately 1,140 square feet of comfortable living space. This home features a bright and functional layout, well-sized bedrooms, and a large fenced yard with plenty of room to enjoy the outdoors. Brand New water heater. Brand new Roof is underway. Conveniently located near Rollins

    Dan Farber HELLOSOLD LLC

    2889 Rouen Ave, Winter Park, FL 32789
  • /39

    $1,695,000

    Open Sat 2AM - 4PM
    • 4 Beds
    • 2 Baths
    • 2,640 Sq Ft

    446 Melrose Ave, Winter Park, FL 32789

    A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    446 Melrose Ave, Winter Park, FL 32789
  • /30

    $370,000

    Open Sun 11AM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,245 Sq Ft

    7577 Dockside St, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. FABULOUS 3 bedroom 2 bath RENOVATED home with a 1 car garage located in a PRIME LOCATION!! Perfect for the first time homebuyer, investor or someone looking to downsize. The large family room benefits from natural lighting provided by the NEW WINDOWS installed(2024) throughout the ENTIRE house. The open kitchen overlooks the covered porch and large,

    Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    7577 Dockside St, Winter Park, FL 32792
  • /42

    $675,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,813 Sq Ft

    505 Cornwall Rd, Winter Park, FL 32792

    Welcome to this beautifully updated four-bedroom, two-bathroom pool home offering 1,813 square feet of thoughtfully designed living space in one of Winter Park’s most desirable locations. Perfectly positioned on a spacious lot backing up to the scenic Cady Way Trail, this residence seamlessly blends modern updates, timeless charm, and exceptional outdoor living. Inside, the versatile floor plan

    Amy Turner KELLER WILLIAMS WINTER PARK

    505 Cornwall Rd, Winter Park, FL 32792
  • /78

    $2,500,000

    Open Sat 12PM - 2PM
    • 5 Beds
    • 6 Baths
    • 4,572 Sq Ft

    450 Lakewood Dr, Winter Park, FL 32789

    Sophisticated Lakeside Living in the Heart of Winter Park! Experience the pinnacle of Florida luxury in this meticulously renovated estate, perfectly situated within walking distance of the world-class dining and boutiques of Park Avenue, views of Lake Osceola with easy lake access, with a coveted Winter Park location and top notch schools. This 5-bedroom, 4-full and 2-half-bath pool home

    Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

    450 Lakewood Dr, Winter Park, FL 32789
  • /45

    $1,100,000

    Open Sat 11AM - 3PM
    • 4 Beds
    • 4 Baths
    • 2,916 Sq Ft

    1611 Chestnut Ave, Winter Park, FL 32789

    Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedroom, 4-bath home delivers the rarest combination: the soul of an established neighborhood, unique charm and character, and the bones of new construction. Gutted to the studs and rebuilt with intention, every major system is new — electrical, Carrier ACs, roof, ductwork, drywall,

    Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    1611 Chestnut Ave, Winter Park, FL 32789
  • /44

    $709,000

    Open Sun 2PM - 4PM $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    1701 Goodrich Ave, Winter Park, FL 32789

    Welcome to this thoughtfully updated Winter Park home ideally on a spacious corner lot with a two-car garage offering excellent storage and everyday convenience. This home offers a flexible layout featuring two bedrooms plus an office that can function as a third bedroom, ideal for working from home or accommodating guests. Hardwood floors run throughout, adding warmth and character. Major system

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    1701 Goodrich Ave, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 2

Home Prices in Winter Park, FL

Home Price Trends

Median Sale Price
$480,000
Median Single Family Sale Price
$625,045
Median Townhouse Sale Price
$459,000
Median 2 Bedroom Sale Price
$253,750
Median 1 Bedroom Sale Price
$157,500
Average Price Per Sq Ft
$372
Number of Homes for Sale
328
Last 12 months Home Sales
990
Months of Supply
4.00
Median List Price
$549,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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