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.
"The difference is in the details" is the statement Marc-Michaels Interior Design has built their reputation upon since they began creating interiors for discerning clients in 1985. The end result is their personal magnificent estate home. The estate was completed in June of 2000 and takes its name from the eagles which live on the grounds. Palazzo delle Aquile (Italian for "Palace of the Eagles") is situated on the eastern shore of Lake Osceola. Beholding aesthetic views through almost every window of the home, the site is one of Florida's finest lake front properties. Located within a short walk of the Winter Park shopping district and five miles from downtown Orlando, the estate maintains a secluded ambiance, yet is in the "heart of the city." It has easy access to local art and antique districts, dining and cultural attractions. Architectural Digest featured the home in their September 2001 issue that displayed "Interior Designers' Own Homes!" Highlighting the Venetian-Gothic inspired architecture that is present throughout the interior spaces and exterior elevations of the home, the article included eight pages of beautiful photography. A few months later, Architectural Digest in their January 2002 issue named Marc-Michaels to their prestigious list they call their "AD 100" - the world's top 100, most talented interior designer firms. This stunning 5-bedroom, 5-full bath (plus 2-half bath) home includes extraordinary amenities and "layers of luxury" that one has dreams of calling "the ultimate home."
Magnificent Tuscan Mediterranean lakefront estate in premier setting on Lake Maitland - Chain of 6 Lakes... This home takes full advantage of panoramic elevated sunset views across Lake Maitland from most every room. This new ultra sophisticated residence has a bright/open floor plan with transitional modern interiors. There is extensive use of elegant casement windows and French doors flooding light in all the living spaces. The original home was a 1920's Gamble Rogers and recently been tirelessly refurbished entirely, equipped and finished to the highest level of standards, both in craftsmanship & materials. The spacious, elegant public areas of this home set just the right tone for fabulous evenings and entertaining. The chef's island kitchen is a highlight of this property with a breakfast room along curved bay of windows and absolutely stunning cabinetry and design. Another impressive room is the lounge with custom dark wood built ins, theater surround and fully equipped bar. The fabulous master retreat is breathtaking with sitting area, his/her baths, dressing areas/closets and private terrace with the ultimate property & lake views... The outdoor lifestyle is no less impressive with expansive lawn & gardens, lavish use of stone/travertine terraces, grand sized classic pool & spa & boathouse. The grounds around this imposing residence are exquisitely manicured with the ultimate in privacy.
As beautiful inside as it is outside, this magnificent one-of-a-kind lakefront estate is located in the Gated Estate Section of Windsong, one of Winter Park's most desirable addresses. This custom one-owner home was built in 2005 by award-winning Rial Jones and designed by Bernie Johnson. The 2+ acre estate is surrounded by water on both sides, with Lake Mizell in the front and Lake Virginia in the rear, with the back illuminated at night by Rollins College and downtown Orlando. The floor plan is masterfully laid out with 6 bedroom suites plus an office suite, media room, and many bonus areas. Features include ceilings artfully designed with wood beams and exquisite detail; coquina baseboards; Venetian plaster and sueded walls; professionally organized closets; custom carpentry; travertine and distressed wood floors; and meticulous detail and top of the line amenities in every room. Gourmet kitchen has 6 burner gas stove, double ovens, uniquely designed wood burning grill, 2 dishwashers, and adjacent butler's pantry with 3rd dishwasher plus attached wine room. Upstairs and downstairs laundry. Downstairs master suite overlooks lake and has gas fireplace, attached sitting room, and walk-in closet "rooms", plus His & Her sinks and toilet rooms. Four themed bedroom suites upstairs also include attached offices for each. Backyard includes pool with water features, 1260sf covered lanai with gas fireplace and summer kitchen, all overlooking lush lawn and lake. Truly one of the finest homes in Central Florida.
A once in a lifetime opportunity to own a 1925 historic estate on one of Winter Park's most beautiful streets, steps to downtown Park Avenue. This property sits on over 2 acres with amazing views of Lake Osceola and professionally landscaped grounds. Amenities include original wood floors, original staircase & banister, chandeliers, crown molding, high ceilings, wood burning fireplaces & French doors. Living spaces are large and accomdating with great flow for entertaining. Updated kitchen. Billiard room, office, music room, den/family room & powder bath are also located on the main level of this estate. Second floor features an elegant master retreat with private sun deck, screened porch & updated bath as well as 4 additional spacious bedrooms, three baths, an office & a hobby room. Third floor features a huge bonus room. The backyard feels like a luxury spa with amazing lake views, cabana & summer kitchen, screened lanai, and newly renovated heated pool/spa. Expansive lake frontage is complete with volleyball court & boat dock.
Premier lakefront estate in the heart of the Vias on Lake Maitland and built by Charles Clayton Construction... 1st time offered for sale! This Winter Park Chain of Lakes estate takes advantage of the elevated topography. Inspired by the magnificent transitional estate homes of the Northeast, this home boasts panoramic views of Lake Maitland with 120' of water frontage on over an acre lot. There are 5 en suite bedrooms, 8 baths in the main house, plus a detached 1 bedroom/1 bath full guest apartment over the three car garage. Downstairs commences with a grand entry overlooking the lake thru an impressive 2-story living & music room, guest suite, gentleman's library, dining room, butler's pantry, and an elegant chef's kitchen open to the gathering roomand breakfast room with 2-story beamed ceilings. Upstairs is highlighted by an expansive private master retreat with luxurious bath & dressing area, along with a wonderful "tree-top" sitting room to enjoy the elevated views of the lake. Additionally,you will find 3 more bedroom suites, large bonus room, and laundry room. Outdoor living spaces include a 2-story screened in sitting room, multiple covered lanais around the pool area, summer kitchen, and a beautiful winding path down to a boat house with storage room. There are top quality finishes inside and out including Pella windows & doors, oak hardwood floors, extensive trim & detailed craftsmanship, and Monier tile roof. Walking distance to the WP Racquet Club and Park Avenue!
This exquisite lakefront gated estate custom built by Charles Clayton in 2001 is situated on an amazing 1.5 acre meticulously manicured lot with 157 ft on the shores of Lake Maitland of the exclusive Winter Park Chain of Lakes. Spectacular lake views and quality craftsmanship throughout . Downstairs master suite with sitting room and fireplace. Downstairs guest suite with private entrance. Rich mahogany paneled office/library with fireplace. Gourmet kitchen boasts delightful breakfast nook. Fantastic living room with 20 ft ceilings. Cozy family room has a fireplace and walk-in wet bar. Upstairs are three bedroom suites, a soundproof media room with theatre seating and state of the art electronics as well as a large bonus/game room and exercise room. Enjoy stunning sunsets year-round from the large covered lanai with screened solar and gas heated pool , fountain, spa and summer kitchen. Private boat dock and lift make this home perfect for entertaining or family living! The oversized three car garage with separate air conditioned one car garage plus additional storage building will hold your cars, boat, motorcycles and more. Absolutely no detail overlooked. Excellent Winter Park location in the heart of Olde Winter Park . CREATIVE SELLER FINANCING AVAILABLE.
Enter the private gate to find this sophisticated contemporary home along the shores of Lake Maitland. Outstanding features adorn this 2006 totally remodeled home. The front door opens to this beautiful open floor plan drawing your attention past the Dining Room to a most beautiful view of Lake Maitland. Foyer leads to an attractive Office with fireplace and built in shelves and an open Living Room, currently enjoyed as a Music Room, with piano and seating. Large Family Room with another gas fireplace and a wall of windows overlooks the Pool. Kitchen features double refrigerators, gas cook top, wine refrigeration room, center island and a breakfast area with built in desk. Off the Kitchen is a Guest Suite with full bath. Toward the back of the home is a Gathering Room with a wet bar and more views of the lake. The Master is located downstairs with a large Master Bath and closets. Electric shades can be open or shut with the push of a button. Upstairs hosts three en suite Bedrooms, one currently used as a Media Room. An added bonus is located between two bedrooms and currently used as an Art Studio, also perfect for a writer or convert to a playroom, with a scenic view of the lake. The outside area has a wrap around terrace with a Summer Kitchen off the Family Room and a Gathering Area off the Master with another gas fireplace. Dock includes a covered Boat House with hoist. Please view the virtual tour for more details.
Spectacular Winter Park Chain-of-Lakes Pool Home. Step inside to experience the true grandeur of this home~ the first view from the foyer is breath-taking with the 2-story formal living room showcasing views of the pool, grounds and Lake Maitland. Originally built & designed by Randy Reyna in 1991, and renovated by Charles Clayton in 2004, this home has incredible living spaces. The kitchen offers top-of-the-line appliances including a Meile 6-burner gas range, double ovens & two side-by-side integrated Subzeros and a breakfast room/2nd dining room with a custom bar with a 52-bottle wine fridge. The private master suite has a sitting area/office, a marble fireplace, a 20x16 closet & a luxurious bath suite. A bedroom is adjacent to the master suite, and can be a fitness room, office or nursery. The formal dining room and family room complete the first floor, and creates the perfect space for entertaining with floor-to-ceiling windows. The expansive lanai overlooks the grounds and beautiful lake. The second floor has four bedroom en suites ~ three with access to the balcony that spans the width of the home. Extras include, but are not limited to: a great dock & boat house w/hoist, a 3-car garage w/storage space, two laundry rooms (one on each floor), Lutron lighting & surround-sound speakers throughout the first floor, and a state-of-the-art security system with video surveillance. Located in a premier Winter Park neighborhood~ walking distance to fine dining and shopping on Winter Park's renowned Park Ave.
Breathtaking appointments at every turn, collaboration between Maroon Fine Homes and Marquis Fine Homes offers a fully furnished classic estate on prestigious Park Avenue. Three stories of living space includes a fully equipped gym, temperature controlled wine cellar, game room inclusive of full wet bar and pool table with four televisions, and movie theater. Nothing would be complete without a temperature-controlled lanai, summer kitchen, heated pool, spa, and outdoor fireplace. Recent additions include internet-based security cameras, copper gutters, and hurricane shutters.
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.
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