The median home value in Winter Park, FL is $226,800.
the county median home value of $111,200.
The national median home value is $152,300.
The average price of homes sold in Winter Park, FL is $226,800.
Approximately 58.04% of Winter Park homes are owned,
compared to 31.7% rented, while
10.26% 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.
ELEGANT LAKEFRONT ESTATE in the heart of downtown Winter Park! This magnificent showplace estate home is located on 3 lush acres with sweeping views of Lake Osceola and easy walking distance to Park Avenue. The main residence was originally built in 1930, totally renovated in 1994 and then had major additional updating in 2005. New embellishments include remodeled kitchen, covered walkway from the garage to the main house, all new landscaping and irrigation, new boat dock, new tennis court, 6 new AC units including ductwork, new windows in main house, new alarm system and much much more. This one-of-a-kind estate includes a fabulous 1931 square foot 3 bedroom 3 bath guest house with living room and kitchen. Additionally, there is a 1 bedroom 1 bath caretaker's cottage with 582 square feet. Numerous features include koi pond, 3 car garage, tennis court, Jacuzzi, dock with boat house, large dry basement. This luxurious gated showplace is a dream come true for the right buyer. It retains the old world feel of the 1930's with all the comforts of the new millennium.
This beautiful lakefront home brings history and the present day together and will simply take your breath away. Situated in the quaint community of Winter Park it is only one of two houses listed on the "National Register of Historic Places". Surrounded by lavish grounds the extensively updated and renovated home is waiting for the perfect family. Whether you want to spend time enjoying the comforts of your own home by relaxing on your wraparound porch, playing a game of pool, enjoying a movie in your private home theatre or being out on Lake Osceola, this house will cater to those needs. The light and airy Kitchen, usually the hub of any home, has plenty of room with its open floor plan, which the chef of the family will simply adore. A 3500sq ft. ventilated attic gives you the opportunity to add your own touch to the house by converting it into whatever your heart desires, the possibilities are endless! After enjoying the wonderful community of Winter Park, relax and take in the views of the Lake from your master suite or star gaze from the unique widow's balcony, located on the roof of the home. This lovely estate has plenty to offer and is waiting for you!!
Stunning Winter Park Chain-of-Lakes estate. Only a short walk from Park Avenue, this five-bedroom pool home was custom built in 2004 with the finest materials and to the highest of standards and finishes. Brazilian Walnut and natural stone flooring is throughout the entire home. First floor amenities include a formal living room with fireplace, formal dining, a spectacular center-island kitchen overlooking the family room with stone fireplace, paneled library with fireplace and a gorgeous master suite with breath-taking views of Lake Osceola. The second floor features three large bedrooms, three full baths, and laundry. The fourth bedroom, also with a full bath, currently serves as a large playroom. The estate's lower level features large-screen media, billiards, wet bar, and private office. Windows throughout the lower level provide plenty of natural light! Outdoors is like you've never seen before. Gas lamps, a large pool, fountains, English gardens, motor court with three car garage and one of the longest and most beautiful views on the Winter Park Chain. Detailed Features List is available upon request.
Chain of Lakes Executive Estate nestled in the Heart of Olde Winter Park. Sprawling property offers panoramic views of beautiful Lake Maitland. Elegant home remodeled in 2001 boasts a spectacular Master Suite With His & Her Bathrooms and walk-in closets, soaring ceilings in Foyer & Formal Rooms, smartly appointed Gourmet Kitchen with cozy breakfast nook, Family Room with exquisite millwork, built-ins & gas fireplace. The 26x17 downstairs bonus room perfect for your home office/library, game room or In-Law Suite. PLUS incredible Guest House above detached 3 Car Garage includes vaulted ceilings, large Bedroom/Bath and full Kitchen. Stunning back yard oasis complimented with manicured landscaping, amazing patio for entertaining, stone enhanced waterfront & boat dock with hoist. Walk to Park Avenue from this serene cul-de-sac location. Lakefront Living at it's Finest!
Lake Maitland custom home with breathtaking views from every room. This home was built by Gallimore.. It has a very open floor plan.. the double doors at the entrance invite you into the foyer which opens into the living room with very high ceilings. The family room has a fireplace and very nice wood built ins...the kitchen is very spacious with panty and lots of room for storage. There are doors from the living and family room that take you to a very nice pool area that is screened. The master is down with views of the lake...very spacious with a sitting area and lovely master bath...there is also a wonderful office with beautiful wood cabinets....the laundry and mud room are down...there are three bedrooms up stairs with their own baths...Their is a boat house & dock...Winter Park "A" schools..
Coastal Living in Winter Park, Enjoy this 'Santa Barbara' style home with expansive rooms detailed with river washed wood beams, Peruvian travertine and a reclaimed terra cotta roof.This fully furnished show place by Montanna & Associates boasts 5 bedrooms, includes 2 master suites, 5 full and 2 half baths, pool with fire pots, outdoor cigar terrace adjoining the gentlemen's lounge with theatre, and an extraordinary kitchen with every amenity. This fully gated estate is situated on a .58 acre lot, and offers a 3 car garage and extended parking space on a Chinese quartzite driveway. There is a Lutron lighting system, a 1200 bottle wine room, Hurd windows and the home is prewired foran emergency generator with a load management panel. Materials include onyx, Peruvian travertine, granite, copper clad tub, and casement windows. The master suite has a beautiful view of the gardens and the master bath features a rain shower, warming drawer for towels, and an oversized closet with organizers. A hidden passage to the office completes the master wing. A second master suite is located upstairs along with 3 guest suites; all complete with crown moulding, niches, and beautifully detailed baths. Outdoor living includes a pool with water deck, swim shelf and fire pots. There is ample room for pets. Enjoy the evening in the outdoor kitchen, on the cigar terrace or around the fire pit all within walking distance of Park Ave.
Sensational English Manor located on Lake Osceola with magnificent long sunset views... Extensively remodeled & expanded in 2003, this award winning home has tremendous character & charm thruout... Olde World features, extensive moldings & detailed craftsmanship combined with all the conveniences and openness of today's desired floor plans with great entertaining spaces... gorgeous hardwood, stone & marble floors, beautiful stained glass windows, generous room sizes, very high ceilings & casement windows... Spacious grand salon with cathedral ceiling, walnut paneled walls & beams with over sized marble fireplace & 12' high windows overlooking the pool and lake, 1st floor Master retreat with fireplace & sitting area, plus 3 more large bedroom suites, separate gentleman's library, "Aurora Award" winning chef's kitchen w/ top grade appliances including: 48" gas range, warming drawer, 2 dishwashers, beverage center, ice maker, 2 ovens & counter top bar open to fabulous family room with a wall of glass looking out to picturesque lake views, pool area & yard... Note: 3 car garage consist of an oversized 2-car garage & porte-cochere that could be easily enclosed... located on a "chain of 6 lakes"... This home has been published in Orlando Magazine, Orlando Sentinel and Kitchen & Bath Design News...
This highly anticipated Mark Nasrallah designed masterpiece of modern architecture is near completion. Located within walking distance to Park Ave., Hannibal Square, and Winter Park Village, this secured contemporary courtyard home provides the ultimate in privacy and protection. This unique compound commands outstanding versatility for today's buyer by offering numerous options including a home office, an auto garage for the RV enthusiast and car collector, with spaces for up to 19 cars, security for the traveling homeowner, and the option to purchase the adjacent 50x250 lot. The front elevation is avant-garde with a gray paver driveway with graphite slate accents, and a 50 year metal roof. Relax in the resort courtyard designed by famed landscape architect Scott Redmon and viewed from every room. The main living areas of the home and the Master Suite have 32" x 32" porcelain tile while the remaining bedrooms have bamboo wood flooring. Dramatic tongue and groove ceilings rise from 10' to 13' throughout the home overlooking the pool and spa retreat. The gourmet kitchen is commercial grade with 72 cubic feet of refrigeration and 72 cubic ft of freezer space located in the butler's pantry. In addition there is a 60" gas range, a stand alone convection oven all highlighted by Hanssem cabinetry. The Master suite is spectacular with its 32 x 32 ft. of living space and expansive closets. Owner financing available.
First time on the market! Stunning, single story executive home on Lake Maitland. 4 bedroom 4 bathroom and 2 half baths with additional exercise room and enormous game/bonus room. Hardwood floors throughout, extensive built-ins, crown moulding, gas fireplace and slate roof. Three 2 car garages under air. Master suite features his and her bathrooms with a sauna. No expense spared on the construction of this home. Too many features to list.
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