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Winter Park FL Real Estate & Homes For Sale

523 Properties Found

The median home value in Winter Park, FL is $226,800. This is higher than 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.


11 - 20 of 523 Properties Displayed
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$3,525,000

1316 Green Cove Road Winter Park, FL 32789

Beds:
6
Baths:
7.00
Sq.Ft.:
6,763
Status:
Active
MLS#:
O5302334
Type:
Single Family
Subdivision:
Camwood Sub
Lot size:
1.65 Acres
Year built:
1991
A broker reciprocity listing Listing Provided Courtesy Of: WAYCOOL REAL ESTATE
View additional info

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.

$3,399,000

110 Osceola Court Winter Park, FL 32789

Beds:
5
Baths:
6.00
Sq.Ft.:
6,713
Status:
Active
MLS#:
O4853377
Type:
Single Family
Subdivision:
Osceola Court
Lot size:
0.38 Acres
Year built:
2004
A broker reciprocity listing Listing Provided Courtesy Of: KELLY PRICE & COMPANY LLC
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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.

$2,995,000

405 Lakewood Drive Winter Park, FL 32789

Beds:
4
Baths:
3.00
Sq.Ft.:
4,208
Status:
Active
MLS#:
O5197207
Type:
Single Family
Subdivision:
Osceola Shores
Lot size:
1.21 Acres
Year built:
2008
A broker reciprocity listing Listing Provided Courtesy Of: KELLY PRICE & COMPANY LLC
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Exquisite, custom designed lakefront estate on the Winter Park Chain of Lakes. Inspired by Anglo-Caribbean architecture, this stunning four bedroom, three bath home combines indoor/outdoor living and inspires elegance beneath its cathedral ceilings and exposed trusses. Designer gourmet kitchen features custom cabinetry with Carrara Marble counter tops, Viking Professional appliances, Sub-Zero refrigerator, dual dishwashers, and a large walk-in pantry with felt lined silver sideboard and full china cabinet. Private staircase leads to master retreat with breathtaking lake views, large sitting area, and his and her dressing rooms. Master bath is adorned in Akdo marble mosaic tiles and appointed with walk-in shower and soaking tub. Guest suite with full bath is located downstairs, with two additional bedrooms and full bath on second floor. Travertine tile and Brazilian Walnut floors are installed throughout the home and exterior entertainment areas where an outdoor kitchen and fireplace add to the tranquil surroundings of lakefront living. No expense was spared in the design and creation of this magnificent home. Professional landscaping, paved motor court, oversized 3-car garage, privacy gate, security system, pre-engineered elevator capabilities, and original designer touches throughout make this home one-of-a-kind and a truly uplifting place to call home.

$2,995,000

511 W Canton Avenue Winter Park, FL 32789

Beds:
5
Baths:
8.00
Sq.Ft.:
8,410
Status:
Active
MLS#:
O5192956
Type:
Single Family
Subdivision:
Town Of Winter Park
Lot size:
0.86 Acres
Year built:
2013
A broker reciprocity listing Listing Provided Courtesy Of: FANNIE HILLMAN & ASSOCIATES
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Prepare to be amazed! Contemporary Mark Nasrallah masterpiece in the Heart of Winter Park is the ultimate in privacy and security. This home is unique in countless respects. Among its many features this residence offers today's buyer a home office, agrand auto garage for the luxury car collector RV or boat enthusiast with space for up to 19 cars! In addition, there is high quality security for the traveling homeowner, an opportunity to purchase the adjacent 50 Ft. by 250 Ft. lot, an exquisite and dramatic front elevation with a paver driveway featuring graphite slate accents, and a 50 year metal roof. A resort style interior courtyard designed by the famed landscape architect Scott Redmon can be enjoyed from all interior rooms. Both the main living areas of the home as well as the Master Suite have beautiful 32"X32" porcelain tile. The remaining bedrooms have bamboo wood flooring. Automatic shades are built into all bedrooms and are remote controlled. Stunning tongue and groove ceilings rise from 10'to13' throughout the home with grand views of the pool and spa. An exceptional gourmet kitchen is commercial grade with 72 cubic feet of refrigeration and 72 cubic feet of freezer space within the butler's pantry. Extraordinary kitchen cabinetry is by Hanssem. The kitchen is further equipped with a 60" gas range and a stand alone convection oven. Bedrooms are spacious and lovely with a Master Suite having 32'X32' of opulent living space and expansive closets. Owner financing is available.

$2,950,000

699 Osceola Avenue Winter Park, FL 32789

Beds:
5
Baths:
4.00
Sq.Ft.:
5,409
Status:
NEW LISTING
MLS#:
O5308629
Type:
Single Family
Subdivision:
Town Of Winter Park
Lot size:
0.77 Acres
Year built:
1930
A broker reciprocity listing Listing Provided Courtesy Of: BHHS FLORIDA REALTY
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One of the original Winter Park Spanish Mediterranean estate homes built in 1930 to the Sinclair Oil family and noted in Winter Park history. This home has been renovated within its original design, authentic to every detail. Situated on Lake Osceola and part of the Winter Park chain of lakes it cannot be matched. Inside you will notice cypress woodwork, original tile, plaster walls, and all the details you would expect. Large rooms with expansive lake views including a large Master Suite downstairs. Upstairs four additional bedrooms all with privacy and views of the lake as well. Kitchen and bathrooms all renovated with today's modern requirements including a whole house generator system. Large yard with a large swimming pool and dock for your enjoyment of Lake Osceola. Call today for your private showing.

$2,900,000

847 Old England Avenue Winter Park, FL 32789

Beds:
4
Baths:
6.00
Sq.Ft.:
7,308
Status:
Active
MLS#:
O5169149
Type:
Single Family
Subdivision:
Golfview Terr
Lot size:
0.65 Acres
Year built:
2001
A broker reciprocity listing Listing Provided Courtesy Of: FANNIE HILLMAN & ASSOCIATES
View additional info

Walk to Park Avenue from one of Winter Park's crown jewels built by Maroon Fine Homes in 2001. Over 7300 square feet of perfection including 2 downstairs master suites, wonderful garden house, beautiful pool, large double lot, brand new gourmet kitchen.Gorgeous details in all rooms, Weathershield wood custom windows, eight Trane AC's, 3 separate water systems, central vac, Baldwin brass throughout home, Koehler top of line fixtures, conventionally framed using TJI's for all ceiling joists & rafters. 10' ceilings downstairs and 9' ceilings upstairs plus 9" baseboards.

$2,850,000

1167 Preserve Point Drive Winter Park, FL 32789

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
O5204823
Type:
Land
Subdivision:
Windsong Preserve Point
Lot size:
1.62 Acres
A broker reciprocity listing Listing Provided Courtesy Of: CENTURY 21 CARIOTI
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THINKING ABOUT BUILDING YOUR DREAM HOUSE? THERE IS NO BETTER PLACE! LOCATED IN DESIRABLE WINTER PARK, THIS LOT ABUTTS LAKE VIRGINIA. NEAR SHOPPING. A-RATED SCHOOLS. BEAUTIFUL LAKE BALDWIN IS JUST WALKING DISTANCE AWAY. CALL TODAY!

$2,695,000

1260 Alabama Drive Winter Park, FL 32789

Beds:
4
Baths:
6.00
Sq.Ft.:
6,026
Status:
Active
MLS#:
O5220331
Type:
Single Family
Subdivision:
Kronenberger J
Lot size:
0.57 Acres
Year built:
1991
A broker reciprocity listing Listing Provided Courtesy Of: COLDWELL BANKER RESIDENTIAL RE
View additional info

Elegant "canal front" Estate on "Chain of Lakes" recently completely remodeled & tastefully enhanced with modern transitional interiors... Premier setting walking distance to Park Avenue on an oversized lot... Magnificent, lushly landscaped grounds and private boat house property on canal near entrance to Lake Maitland... No detail or expense has been spared in this well executed & artfully designed renovation. Home is extremely well built with masonry walls, plus brick and solid stone surround accents. The impressive entry welcomes you with a 2-story wall of glass in the main gathering room with wet bar, extensive trim & moldings, cabinet grade built-ins, 2 fireplaces, iron railings, gorgeous dark walnut floors, winding staircase, and exquisite contemporary lighting... Home has a crisp/clean, bright/open design ideal for entertaining and pleasant to the eye in every direction... The kitchen is absolutely stunning and has every modern convenience of an award winning European style and function including sleek sophisticated cabinetry, fabulous accent lighting, aquarium & top grade commercial appliances... Lavish master retreat with fireplace, sitting/exercise room, picturesque "spa like" bath & wonderful large island closet... There is a separate formal dining room, media area and gentleman's study for relaxing and a 2-story Florida/billiards room... The outdoor living is enhanced by a tranquil setting with tropical landscaping, koi pond & fountain, 3-car garage, extra storage & motor court.

$2,599,900

117 Genius Drive Winter Park, FL 32789

Beds:
6
Baths:
7.00
Sq.Ft.:
5,377
Status:
Active
MLS#:
O5172272
Type:
Single Family
Subdivision:
Ardmore/Windsong
Lot size:
0.93 Acres
Year built:
1991
A broker reciprocity listing Listing Provided Courtesy Of: KELLER WILLIAMS HERITAGE RLTY
View additional info

Winter Park lake front living at its finest. Elegant lake front estate on triple lot with private clay tennis court! Located in the sought-after Windsong Northshore area, this fabulous home is surrounded by grandfather oaks on a brick- lined street with tranquil pond and fountain across the street. This two story Palm Beach style home on 1 acre w/196' of lake frontage is equipped with a clay hydro tennis court, oversized pool, covered dock w/electric hoist. The prime Winter Park location on a quiet street just minutes from Park Avenue shops and restaurants. The next homeowner will love the private tennis court. Huge bay windows grace the master and living rooms with marble fireplaces, allowing panoramic views and sunsets on Lake Mizell. Wrought Iron spiral exterior staircase leads from pool to second floor balcony. Two bedrooms downstairs en-suite would make perfect nanny quarters or in-law suite. Fabulous unique bamboo style gourmet kitchen w/gas range and double ovens, built-in fridge w/separate large casual eating area overlooking lake. Built-in bookshelves in library/computer room. Several bedrooms have built-in furniture. This is truly a "one of a kind " Winter Park chain of lakes residence.

$2,500,000

1741 Lookout Landing Circle Winter Park, FL 32789

Beds:
5
Baths:
5.00
Sq.Ft.:
5,500
Status:
Active
MLS#:
O5228046
Type:
Single Family
Subdivision:
Windsong-Lookounit Landing 1S>
Lot size:
0.54 Acres
Year built:
2014
A broker reciprocity listing Listing Provided Courtesy Of: COLDWELL BANKER RESIDENTIAL RE
View additional info

Stunning new one story 5,500 sf house on HUGE private 23,835 sf lot. Open adn modern plan bt 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.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.
Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2011, My Florida Regional MLS

Winter Park FL Real Estate Listings Provided By:

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7208 W. Sand Lake Road
Orlando, FL 32819
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