Map location of
Flora Park, Winter Park, FL, USA

Winter Park, Florida, United States

Homes for sale near Flora Park, Winter Park, FL, USA

Address Bed / Bath Listing Price
Picture of 2665 TIERRA CIRCLE
2665 TIERRA CIRCLE
Welcome to 2665 Tierra Circle, a captivating Mediterranean-inspired residence nestled in the desirable Casa Aloma neighborhood of Winter Park. This thoughtfully maintained 4-bedroom, 2-bath home spans 1,885 square feet and has been lovingly cared for by a single owner for the past 23 years, evident
WINTER PARK, FL
Living Area: 1885 Sqft.
4 Beds, 2 Baths
$539,000
Picture of 1780 BRYAN AVENUE
1780 BRYAN AVENUE
Discover a truly unique offering in the heart of Winter Park! This property, located at 1780 Bryan Avenue, is being offered along with the adjoining lots at 1760 and 1770 Bryan Avenue. While available together as a rare collection of three consecutive parcels, each lot is also being sold separately
WINTER PARK, FL
Living Area: 1617 Sqft.
4 Beds, 2 Baths
$800,000
Picture of 2503 VERSAILLES AVENUE
2503 VERSAILLES AVENUE
Beautifully updated and offered for the first time, this 2015 David Weekley home sits on a rare cul-de-sac in the heart of Winter Park, zoned for Dommerich Elementary and Winter Park schools. This 5-bedroom, 5-bath home features an office, large bonus room, covered lanai with full summer kitchen, an
WINTER PARK, FL
Living Area: 4026 Sqft.
5 Beds, 5 Baths
$2,775,000
Picture of 1600 PALMER AVENUE
1600 PALMER AVENUE
Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Park. Offered at $1,200,000, this stunning home seamlessly blends modern luxury with thoughtful design. The heart of this home features a customized chef's kitchen with top-of-the-l
WINTER PARK, FL
Living Area: 2550 Sqft.
3 Beds, 3 Baths
$1,200,000
Picture of 1985 JAPONICA ROAD
1985 JAPONICA ROAD
One or more photo(s) has been virtually staged. One or more photos were edited virtually. Welcome to 1985 Japonica Rd—your newly reimagined Winter Park retreat! This beautifully updated 4-bedroom, 2-bath home offers a perfect blend of contemporary design, comfort, and smart living. Featuring a NEW
WINTER PARK, FL
Living Area: 2096 Sqft.
4 Beds, 2 Baths
$659,900
Picture of 350 N PHELPS AVENUE
350 N PHELPS AVENUE
Beautifully Updated Home in the Heart of Winter Park and Its Top-Rated Schools! Welcome to 350 North Phelps Avenue! This stunning move-in-ready home sits in the heart of Winter Park, offering four bedrooms, three full bathrooms, an open split floor plan, a bonus room with French doors, and a larg
WINTER PARK, FL
Living Area: 2267 Sqft.
4 Beds, 3 Baths
$900,000
Picture of 2632 MANDAN TRAIL
2632 MANDAN TRAIL
Charming traditional ranch located in the desirable “Hills” neighborhood of Winter Park! Step into a welcoming foyer that opens to a spacious floor plan accented by mid-century glass block dividers. The comfortable family room features an entertainment wall, a wood-burning fireplace, and a seaml
WINTER PARK, FL
Living Area: 2441 Sqft.
4 Beds, 3 Baths
$799,900
Picture of 1807 YORKSHIRE DRIVE
1807 YORKSHIRE DRIVE
Under Construction. Location, location, location! Nestled in Winter Park, this home is convenient to the best in shopping, dining and entertainment! The two-story Easterly design hosts four bedrooms, four full bathrooms, one half baths, study and sits on an oversized homesite. The open concept livin
WINTER PARK, FL
Living Area: 3565 Sqft.
4 Beds, 5 Baths
$1,450,000
Picture of 2217 SUSSEX ROAD
2217 SUSSEX ROAD
4 BEDROOMS with OFFICE POOL HOME. MOTIVATED SELLERS. MOVE IN READY! THIS HOME WILL NOT LAST! COME, SEE AND BRING YOUR OFFERS TODAY! This home boasts a large open concept as you walk in from the front door. Tons of natural lighting. Kitchen equipped with modern appliances, granite counter tops, an
WINTER PARK, FL
Living Area: 2092 Sqft.
4 Beds, 2 Baths
$530,000
Picture of 1205 MAYFIELD AVENUE
1205 MAYFIELD AVENUE
One or more photo(s) has been virtually staged. This beautiful two-story residence is located in the highly desired Temple Heights neighborhood in the heart of Winter Park. Situated on an expansive double lot, this well-maintained home offers over 3,900 sq ft of heated living space and features 5 be
WINTER PARK, FL
Living Area: 3948 Sqft.
5 Beds, 4 Baths
$2,490,000
Picture of 2189 SUSSEX ROAD
2189 SUSSEX ROAD
One or more photo(s) has been virtually staged. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. One or more photo(s) has been virtually staged. Welcome to 2189 Sussex Road, a home with strong potential located in the Winter Woods community of Winter Park. This property presents an opportunity for i
WINTER PARK, FL
Living Area: 1776 Sqft.
4 Beds, 3 Baths
$395,000
Picture of 1630 CHESTNUT AVENUE
1630 CHESTNUT AVENUE
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
WINTER PARK, FL
Living Area: 3164 Sqft.
3 Beds, 5 Baths
$1,750,000
Picture of 2218 KING RICHARDS COURT
2218 KING RICHARDS COURT
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 mode
WINTER PARK, FL
Living Area: 1562 Sqft.
3 Beds, 2 Baths
$450,000
Picture of 2525 NATIVE COURT
2525 NATIVE COURT
One or more photo(s) has been virtually staged. Welcome Home!Don’t miss this fabulous opportunity to own a beautiful ranch-style home in one of the area’s most sought-after communities! Located on a quiet cul-de-sac, this spacious 2,240 sq ft residence sits on a generous 0.4-acre lot and feature
MAITLAND, FL
Living Area: 2240 Sqft.
4 Beds, 3 Baths
$599,000
Picture of 1885 TEMPLE DRIVE
1885 TEMPLE DRIVE
Update! ALL NEW Black Steel doors installed 11/2025 and windows with low e-dual pane glass to be installed 12/25 ($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
WINTER PARK, FL
Living Area: 3691 Sqft.
5 Beds, 4 Baths
$2,295,000
Picture of 102 BELL PLACE
102 BELL PLACE
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
WINTER PARK, FL
Living Area: 2459 Sqft.
4 Beds, 4 Baths
$1,499,000
Picture of 2412 CHANTILLY AVENUE
2412 CHANTILLY AVENUE
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 pour
WINTER PARK, FL
Living Area: 4506 Sqft.
5 Beds, 7 Baths
$2,350,000
Picture of 2299 VIA TUSCANY
2299 VIA TUSCANY
Stunning 4-bedroom, renovated pool home with new Architectural shingle roof (2023) on a generous .40 acre lot in the highly coveted Winter Park Vias with bright open living areas, high ceilings, hardwood oak floors, two fireplaces, and a chef’s kitchen offering premium appliances including SubZero
WINTER PARK, FL
Living Area: 3986 Sqft.
4 Beds, 4 Baths
$2,345,000
Picture of 473 FLETCHER PLACE
473 FLETCHER PLACE
Welcome to the best of Winter Park living, where luxury meets lifestyle and every day feels like a getaway. This stunning custom home, built by Lundev, sits on a quiet, tree-lined street just a mile from Park Avenue and only steps from beautiful Lake Osceola. Imagine walking to brunch on Park Ave, t
WINTER PARK, FL
Living Area: 4296 Sqft.
5 Beds, 6 Baths
$3,250,000
Picture of 550 PALMER AVENUE
550 PALMER AVENUE
Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceive
WINTER PARK, FL
Living Area: 5939 Sqft.
5 Beds, 7 Baths
$7,200,000
Picture of 708 THUNDER TRAIL
708 THUNDER TRAIL
Welcome to 708 Thunder Trail in beautiful Maitland, Florida — a stunning 4-bedroom, 2-bath pool home nestled in the sought-after Dommerich neighborhood, with NO HOA! This charming single-story residence perfectly blends mid-century character with modern updates, featuring polished TERRAZZO FLOORS,
MAITLAND, FL
Living Area: 1907 Sqft.
4 Beds, 2 Baths
$635,000
Picture of 1816 IVY LANE
1816 IVY LANE
NEW REDUCED PRICE BELOW MARKET IN DESIRABLE TANGLEWOOD WINTER PARK COMMUNITY WITH NO HOA! ALLOWS SHORT TERM RENTALS (STR). LOW TAX DISTRICT. This is probably the closet you can get to Winter Park (Park Ave) without having to pay the Winter Park taxes or conform to their restrictions! This property h
WINTER PARK, FL
Living Area: 1725 Sqft.
4 Beds, 2 Baths
$435,000
Picture of 1422 TIERRA CIRCLE
1422 TIERRA CIRCLE
PRICE IMPROVEMENT! INCREDIBLE OPPORTUNITY! 5.75% ASSUMABLE MORTGAGE Interest Rate Available, making it an excellent opportunity for qualified Buyers. Welcome to 1422 Tierra Circle, beautifully refreshed immaculate pool home located in the well-established community of Casa Aloma, featuring 4 bedro
WINTER PARK, FL
Living Area: 1827 Sqft.
4 Beds, 2 Baths
$499,000
Picture of 1540 PALM AVENUE
1540 PALM AVENUE
Welcome to this stunning SINGLE STORY five-bedroom home with high ceilings, in one of Winter Park’s most desirable neighborhoods, where charming restorations and luxury new builds create a vibrant community feel. Designed with both beauty and comfort in mind, this open-concept home offers bright,
WINTER PARK, FL
Living Area: 3423 Sqft.
5 Beds, 4 Baths
$1,999,000
Picture of 1920 CARRIGAN AVENUE
1920 CARRIGAN AVENUE
Welcome home to 1920 Carrigan Avenue! Located in the highly desirable Winter Park section of Seminole County, this beautifully updated 3-bedroom, 2-bathroom home sits on an oversized 0.22-acre lot with mature trees and no HOA. Inside, you’ll find a modern and inviting space featuring remodeled bat
WINTER PARK, FL
Living Area: 1242 Sqft.
3 Beds, 2 Baths
$315,000
Picture of 702 VIA BELLA
702 VIA BELLA
Welcome to 702 Via Bella, an impressive 2025 English cottage estate by Floridian Custom Homes that captures the essence of timeless architecture exemplifying elegance and artisan craftsmanship. In one of Winter Park’s desirable residential corridors, warmth and beauty abound in this four-bedroom,
WINTER PARK, FL
Living Area: 3720 Sqft.
4 Beds, 6 Baths
$4,250,000
Picture of 2514 TUSCARORA TRAIL
2514 TUSCARORA TRAIL
Welcome Home to Your Private Lakeside Oasis! ? Step into the lifestyle you’ve been dreaming of! This stunning 4-bedroom, 2.5-bath single-family home perfectly blends modern updates with peaceful lakefront living. From the moment you arrive, you’ll feel the warmth and serenity that makes this ho
MAITLAND, FL
Living Area: 3000 Sqft.
4 Beds, 3 Baths
$849,000
Picture of 1150 VIA SALERNO
1150 VIA SALERNO
In the heart of Winter Park’s coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Designed and developed by Steve and Jodie Warrick Konold of Scout & Co., the 3,850 sf layout offers 4 bedrooms &
WINTER PARK, FL
Living Area: 3850 Sqft.
4 Beds, 6 Baths
$4,750,000
Picture of 1742 TEMPLE DRIVE
1742 TEMPLE DRIVE
In one of Winter Park’s desirable neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 automation offers a blend of luxury and function. Designed with sleek lines and open-concept living, the home showcases Italian engineered wood flooring throughout, creating an e
WINTER PARK, FL
Living Area: 3658 Sqft.
4 Beds, 6 Baths
$3,600,000
Picture of 2211 Azalea Pl
2211 Azalea Pl
Luxurious waterfront estate in one of Winter Park’s most prestigious neighborhoods, offering 7,278 SF of elegant living with direct canal access to Lake Maitland. This 5-bedroom, 6.5-bath home features all en-suite bedrooms, including two on the main floor, a gourmet kitchen with Viking appliances
Winter Park, FL
Living Area: 7278 Sqft.
5 Beds, 7 Baths
$5,495,000
Picture of 2607 Lafayette Ave
2607 Lafayette Ave
Welcome to 2607 Lafayette Avenue—a stunning custom home in one of Winter Park’s most desirable neighborhoods. This 4-bedroom, 3.5-bath residence features 2,770 SqFt of open living space with a modern kitchen offering quartz countertops, new appliances, shaker cabinets, and a large island. The fi
Winter Park, FL
Living Area: 2770 Sqft.
4 Beds, 4 Baths
$1,095,000
Picture of 2211 AZALEA PLACE
2211 AZALEA PLACE
Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence
WINTER PARK, FL
Living Area: 7278 Sqft.
5 Beds, 7 Baths
$5,495,000
Picture of 446 ALBERTA DRIVE
446 ALBERTA DRIVE
Charming Opportunity in Prime Winter Park – 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits on a double lot that is .35 acres. Only a mile stroll to the famous Park Ave shops, dining and entertaining. Home site over looks Lake Osceola and the multi million dollar home
WINTER PARK, FL
Living Area: 3263 Sqft.
4 Beds, 3 Baths
$1,750,000
Picture of 1807 MAGNOLIA AVENUE
1807 MAGNOLIA AVENUE
Under Construction. Under construction with estimated completion in March 2026. New construction in the City of Winter Park! This home has been thoughtfully designed, but there is still time to make personalized finish selections if desired. This deep lot is Winter Park's best kept secret, located i
WINTER PARK, FL
Living Area: 2618 Sqft.
5 Beds, 3 Baths
$1,201,000
Picture of 2607 LAFAYETTE AVENUE
2607 LAFAYETTE AVENUE
Welcome to 2607 Lafayette Avenue – a stunning custom-built residence nestled in one of Winter Park’s most desirable neighborhoods. This beautifully crafted home offers 4 spacious bedrooms, 3.5 bathrooms, and 2,770 square feet of refined living space designed for modern comfort and effortless ent
WINTER PARK, FL
Living Area: 2770 Sqft.
4 Beds, 4 Baths
$1,095,000
Picture of 952 MOSS LANE
952 MOSS LANE
Back on market at no fault of the seller! Brand new Roof and HVAC systems 2025. Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and modern comfort. This captivating 4-bedroom, 3-bathroom home exudes warmth and sophistication, creat
WINTER PARK, FL
Living Area: 3474 Sqft.
4 Beds, 4 Baths
$1,369,950
Picture of 913 MOSS LANE
913 MOSS LANE
***Lease purchase available | Remodeled in 2023 | Furniture package available | Short term rental allowed*** Discover Your Dream Retreat at 913 Moss Lane, Winter Park, FL – A 2023 Masterpiece Awaits! Step into luxury living at 913 Moss Lane, a breathtakingly renovated 3-bedroom, 2-bath haven in th
WINTER PARK, FL
Living Area: 1887 Sqft.
3 Beds, 2 Baths
$975,000
Picture of 1399 ALOMA AVENUE
1399 ALOMA AVENUE
***Price Adjustment *** Charming 1948 Winter Park Home! This 3-bedroom, 2-bathroom gem is full of timeless charm and unlimited potential! Set on a private lot in the heart of Winter Park, moments from Rollins College, Park Avenue, and Winter Park Hospital. Just a short walk provides coveted access
WINTER PARK, FL
Living Area: 1804 Sqft.
3 Beds, 2 Baths
$665,000
Picture of 1400 ALABAMA DRIVE
1400 ALABAMA DRIVE
Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .71-acre corner lot in one of Winter Park's most sought-after locations. This 7,916 SF property includes a main residence of over 7,100 SF, a detached guest house, and a poolside catering suite. The private covered boat dock is
WINTER PARK, FL
Living Area: 7916 Sqft.
5 Beds, 9 Baths
$5,895,000
Picture of 1660 PALMER AVENUE
1660 PALMER AVENUE
New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps arou
WINTER PARK, FL
Living Area: 6406 Sqft.
5 Beds, 7 Baths
$4,950,000
Picture of 1660 WALNUT AVENUE
1660 WALNUT AVENUE
Under Construction. Elegant and modern new construction home perfectly situated in beautiful Winter Park. Scheduled for completion in December 2025, this brand new construction home offers a perfect blend of luxury, comfort, and contemporary design. With 4 spacious bedrooms, 3.5 beautifully appointe
WINTER PARK, FL
Living Area: 2172 Sqft.
4 Beds, 4 Baths
$1,759,000
Picture of 2661 VIA TUSCANY
2661 VIA TUSCANY
CALLING HIGHEST AND BEST BY 09/26/2025!! SELLER FINANCING AVAILABLE WITH VERY ATTRACTIVE TERMS Introducing a Unique, Stunning Modern Home A groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ce
WINTER PARK, FL
Living Area: 4636 Sqft.
4 Beds, 5 Baths
$6,600,000
Picture of 2550 VENETIAN WAY
2550 VENETIAN WAY
"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build, d
WINTER PARK, FL
Living Area: 4875 Sqft.
4 Beds, 5 Baths
$2,499,000