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Recently Sold Homes in 32789

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    $1,785,000 Sold Sep 11, 2025

    • 2,907 Sq Ft
    • $614/SF
    • 29 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1953

    1640 Mayfield Ave, Winter Park, FL 32789

    This elegant one story home is located in highly desirable Winter Park on an oversized .28 acre lot with mature and lush landscaping and NO HOA. It has 10' ceilings and an open floor plan combining kitchen, dining, and living rooms with gorgeous wood floors and plenty of natural light overlooking the secluded & screened salt water pool with cascading water features, gas heated spa, and covered

    Beverly Brown RE/MAX PRIME PROPERTIES

    1640 Mayfield Ave, Winter Park, FL 32789
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    $2,200,000 Sold Sep 09, 2025

    • 3,155 Sq Ft
    • $697/SF
    • 2 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1954

    1554 Lake Knowles Cir, Winter Park, FL 32789

    Exuding timeless charm and Southern elegance, this gorgeous Charleston-style residence sits on a large lot overlooking the tranquil waters of Lake Knowles. Framed by a picturesque brick street lined with beautiful homes, the property boasts striking curb appeal, a 32-foot second-story porch with breathtaking sunset views, and classic architectural details that invite you in at every turn. A

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1554 Lake Knowles Cir, Winter Park, FL 32789
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    $837,500 Sold Sep 08, 2025

    • 1,305 Sq Ft
    • $642/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    200 Carolina Ave Unit 201, Winter Park, FL 32789

    A unique opportunity to own this Winter Park luxury corner condominium unit in the gated Park West community. Resting on the corner of New York Avenue and Carolina, with direct second-floor balcony views of Central Park and Park Avenue, and proximity to the quintessential Winter Park experience. Designed by nationally renowned Soco Interiors, a turnkey opportunity that adds ease to the

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    200 Carolina Ave Unit 201, Winter Park, FL 32789
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    $1,079,000 Sold Sep 05, 2025

    • 2,649 Sq Ft
    • $407/SF
    • 2 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2008

    100 S Virginia Ave Unit 319, Winter Park, FL 32789

    Experience the best of Winter Park living in this distinguished three-bedroom, three-bathroom condominium, located in the secure and sought-after Douglas Grand development—just one block from vibrant Park Avenue. Spanning an impressive 2,649 sq ft on a single level, this third-floor residence blends timeless architectural charm, quality construction, and everyday function. Step inside to an

    Padgett McCormick KELLY PRICE & COMPANY LLC

    100 S Virginia Ave Unit 319, Winter Park, FL 32789
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    $580,000 Sold Sep 04, 2025

    • 1,701 Sq Ft
    • $341/SF
    • 16 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2004

    915 Aragon Ave, Winter Park, FL 32789

    Nestled in a peaceful enclave near Park Avenue in Winter Park, this inviting 3 bedroom, 3 bathroom, 1,701 SF townhome offers classic Florida living with modern comforts. A welcoming entry opens to bamboo wood flooring that flows through the main living areas. The living room and adjacent dining space connect seamlessly to the gorgeous kitchen, featuring 42" wood cabinets, stainless appliances,

    Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    915 Aragon Ave, Winter Park, FL 32789
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    $177,000 Sold Sep 04, 2025

    • 658 Sq Ft
    • $269/SF
    • 75 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1967

    1250 S Denning Dr Unit 108, Winter Park, FL 32789

    This move-in-ready, first-floor condo has been completely updated and is ready for its new owner. Enjoy newer flooring, fresh paint, an in unit washer/dryer, and modern fixtures throughout! Located in a well-maintained community with great amenities, including a pool. Conveniently situated in desirable Winter Park, close to shopping, dining, and major roadways. A great opportunity for homeowners

    Cleve Loveland LOVELAND PROPERTIES

    1250 S Denning Dr Unit 108, Winter Park, FL 32789
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    $1,245,000 Sold Sep 03, 2025

    • 1,683 Sq Ft
    • $740/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1940

    171 Cortland Ave, Winter Park, FL 32789

    Come see this outstanding 15,000 sqft lot surrounded by multi-million dollar homes on one of Winter Parks picturesque tree lined brick streets just a short drive from Park Avenue. This property offers the option of updating and remodeling the existing charming 1,683 sqft 2 bedroom, 2 bath Cottage located on the property or building your dream home in one of the most beautiful residential areas

    Jerry Oller FANNIE HILLMAN & ASSOCIATES

    171 Cortland Ave, Winter Park, FL 32789
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    $355,000 Sold Sep 02, 2025

    • 1,235 Sq Ft
    • $287/SF
    • 26 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    1117 Park Green Place, Winter Park, FL 32789

    Charming One-Story Townhome in Prime Winter Park Location!Welcome to this adorable detached 3-bedroom, 2-bath townhome with a spacious 2-car garage, tucked away in the heart of Winter Park (32789). Just minutes from Winter Park Village, Fleming’s, and the boutiques and dining of Park Avenue, this home blends low-maintenance living with unbeatable convenience.Step inside to find a

    Kelly Sue Stonebreaker RE/MAX TOWN & COUNTRY REALTY

    1117 Park Green Place, Winter Park, FL 32789
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    $1,595,000 Sold Sep 02, 2025

    • 3,267 Sq Ft
    • $488/SF
    • 27 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2025

    1733 Harmon Ave, Winter Park, FL 32789

    Experience the charm and elegance of Winter Park living in this beautifully designed 5-bedroom, 4.5-bath home offering 3,267 square feet of thoughtfully crafted space.This residence combines timeless architectural character with modern functionality,From the moment you enter, you’re welcomed by warm natural light, the first floor features an office with an open and inviting layout, and

    Jordan Freeland SOUTH REALTY, INC

    1733 Harmon Ave, Winter Park, FL 32789
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    $920,000 Sold Sep 02, 2025

    • 2,265 Sq Ft
    • $406/SF
    • 9 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    1764 Mondrian Cir, Winter Park, FL 32789

    Act quickly—only three units remain! We are excited to introduce a beautiful, brand-new modern brownstone located in the heart of Winter Park, with access to Lake Killarney. Nestled in an exclusive community of 30 contemporary townhomes, each residence is thoughtfully designed with exquisite finishes, expansive storefront-style windows, and 11-foot ceilings that welcome an abundance of natural

    Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1764 Mondrian Cir, Winter Park, FL 32789
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    $1,740,000 Sold Aug 29, 2025

    • 2,964 Sq Ft
    • $587/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1983

    443 Beloit Ave, Winter Park, FL 32789

    Welcome to the timeless charm of Beloit Avenue, one of Winter Park’s most desired streets. This classic and elegant 3-bedroom, 2.5-bath residence offers nearly 3,000 square feet of thoughtfully designed living all on one level. Just two blocks from Park Avenue and a short stroll to the Winter Park Golf Course, the location is truly unmatched.Inside, high ceilings, detailed crown molding,

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    443 Beloit Ave, Winter Park, FL 32789
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    $425,000 Sold Aug 29, 2025

    • Land
    • 0.32 Acre
    • $1,328,125 per Acre
    • 3 Days On Market

    1871 Staunton Ave, Winter Park, FL 32789

    A Double Lot Near Lake Killarney! This bungalow nestled on a generous 0.32-acre lot—one of the largest in the neighborhood—just one block from scenic Lake Killarney is perfect for something NEW. With a spacious backyard, mature landscaping, and even a shuffleboard court, this property offers a rare opportunity to create your very own backyard retreat. There's room to add a pool, a pickleball

    Greg Staker WATSON REALTY CORP.

    1871 Staunton Ave, Winter Park, FL 32789
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    $940,000 Sold Aug 29, 2025

    • 2,646 Sq Ft
    • $355/SF
    • 17 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2024

    1840 Biscayne Dr, Winter Park, FL 32789

    Biscayne Bay, a recent Parade of Homes winner, is one of the latest custom builds by the trusted team at Konkol Custom Homes—and it’s ready for its very first owner. Set in a prime Winter Park location, this two-story home offers clean lines, high-end finishes, and a layout that fits real life.With just over 2,600 square feet under air, the home features 4 bedrooms and 3 full bathrooms.

    Jennifer King CORCORAN PREMIER REALTY

    1840 Biscayne Dr, Winter Park, FL 32789
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    $1,800,000 Sold Aug 29, 2025

    • 4,155 Sq Ft
    • $433/SF
    • 32 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2006

    1355 Hibiscus Ave, Winter Park, FL 32789

    Welcome to this beautifully crafted 5 bedroom, 5.1 bathroom traditional single-family home offering over 4,100 SF of living space. Ideally located on a tree-lined street with Winter Park’s signature brick roads, this home sits in one of the area’s most sought-after neighborhoods. Just minutes from the Winter Park Racquet Club in the Vias, Park Avenue shops and dining, YMCA, top hospitals, and

    Nadia Moayeri PALMANO GROUP RE BROKERAGE LLC

    1355 Hibiscus Ave, Winter Park, FL 32789
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    $900,000 Sold Aug 29, 2025

    • 2,406 Sq Ft
    • $374/SF
    • 83 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1965

    3011 Temple Trail, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this exceptional –FULLY UPGRADED / POOL HOME– in the highly sought-after Dommerich Estates, where timeless style meets modern design on a spacious .31 ACRE CONSERVATION LOT with serene WOODED VIEWS! Major updates set this home apart; enjoy year round outdoor living with a large

    Jennifer Wemert WEMERT GROUP REALTY LLC

    3011 Temple Trail, Winter Park, FL 32789
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    $259,000 Sold Aug 29, 2025

    • 908 Sq Ft
    • $285/SF
    • 76 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1967

    1250 S Denning Dr Unit 111, Winter Park, FL 32789

    LOCATION LOCATION!! Now is your chance to own this STUNNING NEWLY RENOVATED 2 bed / 2 full bath FIRST FLOOR condo in the highly desirable MEAD GARDEN COMMUNITY within WALKING/BIKING DISTANCE to Rollins College and the Park Ave Area! This unit was recently renovated to include it's own DEDICATED LAUNDRY CLOSET! (2024) WASHER/DRYER COMBO INCLUDED! NEW ROOF (2022) NEW WATER HEATER (2024) This

    Alayna Phillips EXP REALTY LLC

    1250 S Denning Dr Unit 111, Winter Park, FL 32789
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    $230,000 Sold Aug 29, 2025

    • 1,026 Sq Ft
    • $224/SF
    • 205 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    1500 Gay Rd Unit 7A, Winter Park, FL 32789

    NEW WINDOWS AND SLIDING GLASS DOOR JUST INSTALLED!!! Discover unparalleled comfort in this stunning 2-bed, 2-bath Condominium, nestled in the sought-after Winter Park community with frontage on Lake Killarney. Immerse yourself in luxury with a sparkling community pool and a host of recent upgrades that include upgraded flooring, kitchen cabinets, counter-tops, bathrooms, and more. Positioned on

    Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

    1500 Gay Rd Unit 7A, Winter Park, FL 32789
  • /2

    $1,300,000 Sold Aug 28, 2025

    • 2,303 Sq Ft
    • $564/SF
    • 2 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1957

    1500 Mizell Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. An extraordinary opportunity to own a beautifully renovated home on a prestigious tree-lined street in Winter Park’s 32789. Set on a desirable 13,500 square foot (90 × 150) lot with no HOA and bordering the prestigious Windsong community, this prime property offers the freedom to live comfortably now, expand over time, or build new. This 4-bedroom,

    Lisa Ratanasirintrawoot CHARLES RUTENBERG REALTY ORLANDO

    1500 Mizell Ave, Winter Park, FL 32789
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    $980,000 Sold Aug 28, 2025

    • 2,140 Sq Ft
    • $458/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1974

    1610 Chestnut Ave, Winter Park, FL 32789

    Nestled in the desirable Tree Streets of Winter Park, this stunning Mid-Century Modern residence offers timeless style, thoughtful updates, and effortless indoor-outdoor living. With over 2,100 square feet of beautifully designed space, this 3-bedroom, 2.5-bath home delivers modern functionality with elegant character—just minutes from the heart of Park Avenue.Inside, you'll find an open

    Derek Kammerer THE AGENCY ORLANDO

    1610 Chestnut Ave, Winter Park, FL 32789
  • /2

    $1,110,000 Sold Aug 26, 2025

    • 2,813 Sq Ft
    • $395/SF
    • 7 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1980

    233 Hampden Place, Winter Park, FL 32789

    Vintage original 5-Bed, 3-Bath pool home with new roof on an estate-size lot adorned with mature landscaping and breathtaking views that overlook a natural wooded area in desirable Virginia Heights. This fabulous property could have a full renovation to make best use of the existing home, or the 16,000+ square foot lot offers the perfect opportunity to build the new home of your dreams and

    Frank Ferrell FERRELL REALTY, INC.

    233 Hampden Place, Winter Park, FL 32789
  • /2

    $610,000 Sold Aug 25, 2025

    • 1,627 Sq Ft
    • $375/SF
    • 162 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    2812 Mulford Ave, Winter Park, FL 32789

    Welcome to 2812 Mulford Avenue. This updated 3 bedroom and 2 bath home is located perfectly in Winter Park. Walking distance to East End Market, close to Rollins College, steps from Baldwin Park, 1 mile from Mills 50 area, and close to Mead Gardens, Leu Gardens and Loch Haven Park. The neighborhood is quiet with low traffic, oversized lots, and NO HOA, yet surrounded by amazing schools, local

    Haley Young SYNCHRONICITY REAL ESTATE SOLUTIONS

    2812 Mulford Ave, Winter Park, FL 32789
  • /2

    $1,277,000 Sold Aug 22, 2025

    • 2,595 Sq Ft
    • $492/SF
    • 5 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2009

    2728 Eastern Pkwy, Winter Park, FL 32789

    Welcome to a truly exceptional residence nestled on a quiet, tree-lined street in one of Winter Park’s most desirable neighborhoods. This custom-built gem offers a blend of elegance, craftsmanship, and resort-style comfort, featuring 3 bedrooms, 3.5 baths, and 2,595 square feet of thoughtfully designed living space. As you enter, you'll be immediately drawn to the tranquil, resort-like ambiance

    Kevin Kelly FANNIE HILLMAN & ASSOCIATES

    2728 Eastern Pkwy, Winter Park, FL 32789
  • /2

    $489,020 Sold Aug 22, 2025

    • 1,260 Sq Ft
    • $388/SF
    • 61 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1925

    674 Douglas Ave, Winter Park, FL 32789

    Here is the opportunity to own this beautiful remodeled bungalow in the desirable town of Winter Park. This meticulously maintained two-bedroom, 1.5-bath home is just steps from Hannibal Square and Park Avenue. Enjoy the convenience of Rollins College, shopping, dining and vibrant nightlife, all within short distance. Enter inside this charming bungalow to discover a newly updated kitchen that

    Peter J Yates PREMIER SOTHEBYS INT'L REALTY

    674 Douglas Ave, Winter Park, FL 32789
  • /2

    $440,000 Sold Aug 22, 2025

    • 1,662 Sq Ft
    • $265/SF
    • 98 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1953

    3019 Northwood Blvd, Winter Park, FL 32789

    WINTER PARK 32789 - Mid Century design. Unique neighborhood - walk to shopping, restaurants, entertainment. 3/1.5 Bath with large Florida Room. 2 Car Carport.

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    3019 Northwood Blvd, Winter Park, FL 32789
  • /2

    $412,000 Sold Aug 22, 2025

    • 1,088 Sq Ft
    • $379/SF
    • 127 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    535 N Interlachen Ave Unit 107, Winter Park, FL 32789

    Location, Location, Location - downtown Winter Park condo for under $500K! This dramatic 2 bedroom - 2 Bath ground floor unit is located on corner of Swoop and Interlachen, steps from the Winter Park 9 Golf Course and Park Avenue! Beautiful views, glassed in porch overlooking stunning landscape. This unit offers high ceilings, open, updated kitchen to living areas, sunroom (enclosed porch)

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    535 N Interlachen Ave Unit 107, Winter Park, FL 32789
  • /2

    $2,144,000 Sold Aug 21, 2025

    • 3,462 Sq Ft
    • $619/SF
    • 0 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2004

    1077 N Pennsylvania Ave, Winter Park, FL 32789

    Wonderful home in sought-after Pennsylvania Place. Newer roof (2019), HVAC and Water Heaters

    Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    1077 N Pennsylvania Ave, Winter Park, FL 32789
  • /2

    $1,400,000 Sold Aug 21, 2025

    • 4,181 Sq Ft
    • $335/SF
    • 60 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1979

    1327 Bridgeport Dr, Winter Park, FL 32789

    This 5 bedroom, 4 full bathroom one story refreshed ranch estate boasts nearly 4,200 sq ft and features 3 fireplaces, double primary suites, and sprawls out on an oversized .36 acre lot, overlooking an open air salt water & solar heated pool. Updates & upgrades include: full roof replacement with transferable warranty (2023), new windows with transferable warranty (2023), 4 newer ACs (2 are 2023

    Jennifer Christ RE/MAX TOWN & COUNTRY REALTY

    1327 Bridgeport Dr, Winter Park, FL 32789
  • /2

    $3,350,000 Sold Aug 20, 2025

    • 3,223 Sq Ft
    • $1,039/SF
    • 1 Day On Market
    • 4 Beds
    • 3 Baths
    • Built 1966

    641 Virginia Dr, Winter Park, FL 32789

    Welcome to 641 Virginia Drive, a rare and remarkable lakefront property located in the highly sought-after Timberlane Shores neighborhood of Winter Park. This expansive .48-acre lot offers approximately 100 feet of frontage on Lake Virginia, one of the most desirable lakes on the prestigious Winter Park Chain of Lakes.The existing 4-bedroom, 3-bath home features 3,223 square feet of

    Audra Wilks KELLER WILLIAMS WINTER PARK

    641 Virginia Dr, Winter Park, FL 32789
  • /2

    $4,087,500 Sold Aug 20, 2025

    • 5,847 Sq Ft
    • $699/SF
    • 609 Days On Market
    • 5 Beds
    • 9 Baths
    • Built 1957

    421 Lakewood Dr, Winter Park, FL 32789

    This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    421 Lakewood Dr, Winter Park, FL 32789
  • /2

    $560,000 Sold Aug 19, 2025

    • 789 Sq Ft
    • $710/SF
    • 46 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1953

    1339 Orchid Ave, Winter Park, FL 32789

    A rare find in Winter Park: A charming Bungalow with 3-Car Garage (24x36) and detached finished Shed (10x14) for office & or additional Storage! Walking distance to Mead Gardens and the new Seven Oaks Park. Convenient to Rollins College, Park Avenue and Winter Park Village, featuring multiple local eateries and restaurants. Just one mile to Hospital, Science Center and Museum. Easy access to

    Barbara Allen ABIDE REALTY

    1339 Orchid Ave, Winter Park, FL 32789
  • /2

    $3,000,000 Sold Aug 18, 2025

    • 4,080 Sq Ft
    • $735/SF
    • 313 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2024

    1730 Winchester Dr, Winter Park, FL 32789

    Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    1730 Winchester Dr, Winter Park, FL 32789
  • /2

    $5,225,000 Sold Aug 15, 2025

    • 3,738 Sq Ft
    • $1,398/SF
    • 6 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2023

    1333 Alberta Dr, Winter Park, FL 32789

    An architectural triumph, this one-of-a-kind modern masterpiece was custom designed and built in 2023 by the award-winning Z Properties and is ideally sited on the shores of Lake Osceola, part of the Winter Park Chain of Lakes. Radiating bold sophistication and contemporary elegance, the residence is a curated work of art, where floor-to-ceiling glass walls and striking steel windows and doors

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1333 Alberta Dr, Winter Park, FL 32789
  • /2

    $2,125,000 Sold Aug 15, 2025

    • 2,450 Sq Ft
    • $867/SF
    • 20 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2007

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

    When you enter through the secure and elegant wrought iron gates and walk into in the private central courtyard, you'll feel the sophistication of The Landmark Winter Park. Take the elevator to the second floor and your private entrance balcony overlooking the courtyard. Inside, this spacious corner unit you'll find 2 bedrooms, 3 full bathrooms and a spacious media room/office. From the foyer

    Sue Gilman KELLER WILLIAMS WINTER PARK

    140 E Morse Blvd Unit C, Winter Park, FL 32789
  • /2

    $999,999 Sold Aug 15, 2025

    • 2,348 Sq Ft
    • $426/SF
    • 43 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1957

    2112 Fosgate Dr, Winter Park, FL 32789

    Welcome to 2112 Fosgate Drive, a beautifully updated home nestled on a quiet, tree-lined street in Winter Park. With 4 bedrooms, 3 bathrooms, and just under 2,400 square feet, this residence offers a thoughtful layout with plenty of space to fit your lifestyle. Fully remodeled in 2018, it’s move-in ready with a blend of charm and modern comfort.Step inside and you’ll be welcomed by real

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    2112 Fosgate Dr, Winter Park, FL 32789
  • /2

    $2,550,000 Sold Aug 15, 2025

    • 4,338 Sq Ft
    • $588/SF
    • 82 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2008

    1400 Place Picardy, Winter Park, FL 32789

    1440 Place Picardy, Winter Park, FLCustom-Built Elegance with Timeless FinishesA custom-built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From the moment you step inside, the superior millwork, solid hardwood floors, and elegant design details make a lasting impression.The gourmet kitchen is a chef’s dream, featuring marble

    Jennifer King CORCORAN PREMIER REALTY

    1400 Place Picardy, Winter Park, FL 32789
  • /2

    $1,050,000 Sold Aug 14, 2025

    • 1,492 Sq Ft
    • $704/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    2250 Forrest Rd, Winter Park, FL 32789

    Incredible location in the heart of Winter Park, situated on an oversized lot, on a brick street, close to Park Avenue.

    Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

    2250 Forrest Rd, Winter Park, FL 32789
  • /2

    $1,575,000 Sold Aug 14, 2025

    • 2,958 Sq Ft
    • $532/SF
    • 5 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2002

    1394 Grove Terrace, Winter Park, FL 32789

    Beautiful Sylvan Lake Shores Mediterranean home. Ideally located in quintessential Old Winter Park with its tree lined, brick streets that surround Lake Mizell. This 4 bedroom 3 1⁄2 bath, plus office home features timeless architectural features such as classic wide molding, repeated archways and a custom ironwork stairway. The soaring 10 foot ceilings accentuate the classic feel of this elegant

    Dee Morgan KELLY PRICE & COMPANY LLC

    1394 Grove Terrace, Winter Park, FL 32789
  • /2

    $2,800,000 Sold Aug 14, 2025

    • 3,932 Sq Ft
    • $712/SF
    • 57 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2024

    1891 Lake Spier Dr, Winter Park, FL 32789

    Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson Custom Homes and thoughtfully curated by Kate Voss Interiors, this modern coastal residence offers the perfect setting for those who value both refined living and a vibrant, connected lifestyle. With

    Mike Derenthal LPT REALTY, LLC

    1891 Lake Spier Dr, Winter Park, FL 32789
  • /2

    $493,000 Sold Aug 14, 2025

    • 1,191 Sq Ft
    • $414/SF
    • 67 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1952

    2327 Mulbry Dr, Winter Park, FL 32789

    Charming Mid-Century Ranch in Prime Winter Park Location – Steps from Blue Jacket Park. Ideally situated in the heart of Winter Park and just a stone’s throw from Baldwin Park’s beloved Blue Jacket Park, this tastefully updated 3 BEDROOM, PLUS OFFICE, 1.5 BATHROOM home blends timeless character with modern touches. Enjoy a freshly painted interior, stainless steel appliances, indoor laundry, and

    Charlie Peterson KELLER WILLIAMS HERITAGE REALTY

    2327 Mulbry Dr, Winter Park, FL 32789
  • /2

    $646,000 Sold Aug 12, 2025

    • 1,618 Sq Ft
    • $399/SF
    • 58 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1938

    2711 Parkland Dr, Winter Park, FL 32789

    Welcome to this delightful 1,600 sqft home in one of Winter Park's most coveted neighborhoods. This three-bedroom, two-bathroom home blends classic charm with modern updates. Roof replaced 2023,A/C replaced 2021, double pane windows installed 2020. The beautifully updated kitchen features newer appliances and opens to a cozy living area with a character-rich wood-burning fireplace. The versatile

    Greg Martinez CORCORAN PREMIER REALTY

    2711 Parkland Dr, Winter Park, FL 32789

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