The median home value in Winter Park, FL is $297,100.
the county median home value of $149,700.
The national median home value is $170,100.
The average price of homes sold in Winter Park, FL is $297,100.
Approximately 55.69% of Winter Park homes are owned,
compared to 32.84% rented, while
11.47% are vacant.
Winter Park real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Winter Park real estate agent to arrange a tour today! Learn more about Winter Park Real Estate.
7.5 Acre Lakefront Winter Park Equestrian Estate Located in the heart of the city. Classic 1960's custom 3br/2.5 bath 2,672 square foot Florida pool home Separate Lakefront Mother-in-Law Efficiency Cottage Working farm and boarding facilities includinga 9 stall Tongue & Groove custom center aisle stable, 125' x 250' Turf Riding Arena, Official 66' Round Training Pen, Shaded Paddocks with Run-In Shelters and 12' x 24' Two Stall Concrete Wash Pad. Broadly Expansive and Extremely Private Lake View underGrandfather Oaks 330' Frontage on Crystal Clear, Spring Fed Lake Florence w/private boat ramp White Sand Beach Horse Swimming Area 5 minutes from Trinity Prep, 10 minutes from Park Maitland On-going agricultural operations uniquely qualify this income producing Winter Park estate for taxes of only $2,200 annually. Limited Owner Financing Possible Subdivide into 4 estate home sites without rezoning, or into 30+/- residential lots by rezoning.
Spectacular, private estate in prestigious Windsong! Built in 2005 & featuring five bedrooms, five & two-half baths, this home boasts 6,175 SF of neoclassical inspired interior details. Grand two-story entry with stone columns invites guests into formal living & dining areas. Polished marble flooring, high ceilings, & magnificent wrought-iron staircase, combined with Illuminating natural light give this formal living area a palatial feel. Luxury continues throughout the home & into the designer kitchen, where solid wood cabinetry with hand-carved trimming, glass doors, granite countertops, & top-of-the-line chef’s appliances make this kitchen truly inspiring. Second living room off kitchen, has gas fireplace & built-in cabinetry with walk-thru to breakfast area & wet bar. Executive office, with floor to ceiling bookshelves & tray ceiling, maintain a studious environment for the professional in this home. Extravagant, downstairs master suite features lavish, two-story, solid-wood closet. Master bath leaves little to be desired with its jetted tub, large walk-in shower, & double vanities. Upstairs provides the perfect retreat for entertaining. Billiard room, with full bar overlooks downstairs living area, & home theater makes movie night at home a cinematic event. Three of the four upstairs bedrooms are generously sized & offer full bath, walk-in closets, & walk-out balcony. Resort style pool & spa, gazebo with summer kitchen, & covered patio exemplify outdoor living at its finest.
Marvelous Craftsman revival on Lake Maitland...Newly constructed in 2010 with Old World character & charm! 1st place Parade of Homes winner for architectural woodwork: Meticulous craftsmanship combines with open bright floor plan that takes advantage of natural beauty of lakefront. Hardwood floors, copper clad bay windows, Arts & Crafts columns, tongue-&-groove cypress ceilings on both covered porches. Historic antique brick covers the exterior (& used inside for a warm dramatic effect) and flows onto classic white-columned porch, terrific for entertaining! Exceptional kitchen w/ fabulous architectural detailing, Carrera marble counters & a 4' x 9' peninsula, with a 2nd full size sink, 2 microwaves, gas cooktop, plus an arched pass-through to dining room & lake views. Two master suites! One master down with 3-tier closet; the upstairs master is entire 2nd floor, perfect for breakfast in bed overlooking Lake Maitland & Isle of Sicily, including sitting room & private lake-view balcony. Downstairs are 3 bedrooms with their own full baths, plus a Den & adjacent guest bath with claw foot tub. One bedroom has separate entry, private patio & access to 3-car garage, perfect for office or mother-in-law suite. Handcrafted floor-to-ceiling cabinetry surrounds a tiled fireplace with room for hidden TV & extra seating with storage beneath. Spectacular sunset views! New dock & boathouse. This home is like no other on the entire Chain of Lakes…it's understated, warm, richly detailed…a completely inspired gem.
Stunning new one story 5,500 sf house on HUGE private 23,835 sf lot. Open and modern plan by Nasrallah Architectural Group and joint venture build by prestigious IBK Construction and Z Properties. Huge living spaces open to gracious outdoor living area and pool with pool cabana and outdoor kitchen. Spacious suites, split plan, no detail will be overlooked - four car garage. Do not miss this opportunity. Please call lisitng agent to schedule appointment to discuss time lines and budget.
This is one of six floor plans available to purchase at Villa Siena. Villa Siena is located in the Historic Downtown section of Winter Park, Florida. Walk to Park Avenue shops, restaurants and parks. In this premier 1st floor location the floor plan takes advantage of a calm garden view. Unit has gas Wolf cooking and Sub-Zero refrigeration. Top quality materials are used throughout. Common areas include expansive club room which includes a large bar area, pool area and party room. The building and unit are fabulous and bright. Attention to detail can be seen throughout the property.
ELEGANT TUSCAN MEDITERANEAN IN THE HEART OF THE "VIA'S"! THIS MAGNIFICENT HOME BOASTS QUALITY THOROUGHOUT. BEAUTIFUL FEATURES INCLUDE ; 5 BEDROOMS/5 FULL BATHS/2 HALF BATHS, GORGEOUS HARDWOOD FLOORS, EXTENSIVE CROWN MOULDING, CUSTOM BUILT-IN ENTERTAINMENT CENTERS, GOURMET KITCHEN, , 4 GAS FIREPLACES, 3 NEW A/C UNITS, MOTHER IN LAW SUITE WITH KITCHENETTE, A 3 CAR GARAGE. DOWNSTAIRS FEATURES FORMAL LIVIING & DINING ROOMS, FAMILY ROOM, BEAUTIFUL MASTER SUITE OVERLOOKING THE POOL, HANDSOME LIBRARY/OFFICE AND A PUB/BAR PERFECT FOR FRIENDS & FAMILY GATHERINGS... UPSTAIRS YOU WILL FIND 3 BEDROOMS/2BATHS AND A GREAT BONUS ROOM. BEAUTIFUL FRENCH DOORS OPEN FROM MOST ROOMS TO THE BEAUTIFUL COVERED LANAI. THE BACKYARD IS A PRIVATE OASIS FEATURING A SALT WATER POOL, CABANA WITH GAS FIREPLACE, EXERCISE ROOM, SAUNA ROOM AND SUMMER KITCHEN. YOU WILL TRULY FEEL LIKE YOU ARE ON VACATION. WALK TO THE WINTER PARK RACQUET CLUB! WINTER PARK "A" SCHOOLS!
THREE LOTS TOGETHER GIVE ONE GREAT LOCATION NEXT TO THE INTERSECTION OF ALOMA AND UNIVERSITY. PERFECT FOR A FULL SERVICE, GAS STATION. LARGE RETAIL PLAZA. OR EVEN AN INDUSTRIAL MANUFACTURING AND SALES. SELLERS MOTIVATED AND CAN LEASE BACK UNTIL NEW CONSTRUCTION BEGINES
Stunning two-story brick estate located in the heart of Winter Park on one of the most prestigious streets. Antique European front doors welcome you to this stately five bedroom home with downstairs master suite & additional mini-master on the first floor. High ceilings & gorgeous wood floors are found throughout the home. Formal living room features gas fireplace with antique Italian marble & built-in cabinets/shelves. Large elegant dining room has wonderful views of Park Avenue & leads into butler's pantry & wine closet. A gourmet kitchen overlooks family room & breakfast nook ~ all with pool views & includes top-of-the-line appliances including six-burner gas range with flat grill & impressive hood, built-in double oven, refrigerator, microwave, warming drawer & island. Spacious family room displays fireplace with a gorgeous antique wood carved floor-to-ceiling mantle. The grand first floor master suite features a fireplace, substantial master bath & sophisticated walk-in closet. Additional first floor mini-master is an option for guests & in-laws that prefer to be on the ground floor. Second story with hardwood floors offers two bedrooms each with its own bathroom & walk-in closet. There is also a third bedroom plus office/den area. Spectacular motorcourt has beautiful wrought iron work on hundred year old European gates, two additional gates lead to pool area & four car garage. Extras include a secondary staircase & abundance of storage. Gorgeous sparkling pool & spa.
Meticulously constructed 4 Bedroom 5 full & 1 half bath 6230 square foot "NEW ORLEANS' style pool home is situated on a beautiful oversized lot on a quiet street just steps away from Lake Maitland. First floor Master Suite w/ fireplace, kitchenette w/ Thermador refrigerator, dishwasher & sink, huge walk in closet & separate laundry room. Master bath has separate vanities, a soaking tub, large walk in shower & fireplace. Gourmet kitchen w/ top of the line commercial style stainless steel appliances, custom cabinetry, granite and marble counter tops & walk in pantry. Billiard/Game room has a fireplace, wet bar w/ wine refrigerator, Thermador refrigerator/freezer & dishwasher. Additional amenities include: Bevolo light fixtures, antique Chinese elm reclaimed wood floors, fabulous ceiling details throughout, extensive custom millwork & built ins, Windsor double insulated energy efficient windows, 2 covered porches & 2 covered balconies, 3 gas fireplaces, ICF (insulated concrete form) construction, Baldwin Estate hardware, Kohler plumbing fixtures, Elevator & 3 laundry rooms. This amazing home is loaded w/ upgrades & extras. Great attention has been paid to the architectural detail & style and should be viewed in person to truly appreciate the quality throughout.
For Sale or Development opportunity -- Trophy location in the heart of Winter Park. One block from the Park Avenue's upscale shops and fine dining restaurants. A short walk to Rollins College, Central Park, the Farmer's Market, Charles Hosmer Morse Museum, the Winter Park Golf Course and much more. The existing property is a two story, five unit condo building at 100% occupancy. The five existing units were completely renovated in 2008/2009. Make the choice to pursue cosmetic improvements to posh appointments and enjoy premium rents and with great upside potential. A new owner will take full advantage of rising market rental rates. Units vary in size and layout. The City has approved this Multifamily (High Density R-4) District site for development of a new luxury condominium project spanning four stories, six units and totaling 23,500 square feet. There is no other multi-family development site this close to Park Avenue available. Additional information available upon request. To schedule a personal viewing appointment, proof of funds or pre-approval letter will be necessary.
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