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Winter Park FL Real Estate & Homes For Sale

551 Properties Found

The median home value in Winter Park, FL is $297,100. This is higher than 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.


11 - 20 of 551 Properties Displayed
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Beds:
6
Baths:
7.00
Sq.Ft.:
6,763
Status:
Active
MLS#:
O5338507
Type:
Single Family
Subdivision:
Camwood
Lot size:
0.7 Acres
Year built:
1991
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC
View additional info

Grand lakefront pool home with breathtaking views of Lake Maitland. Situated on a prestigious Winter Park street, this six bedroom, six and one half bath home is within walking distance to downtown Park Ave. The open and welcoming foyer and living room features soaring 26 foot ceilings. The dramatic dining room offers awe-inspiring floor to ceiling glass wall with lake views. Expansive chef's dream kitchen featuring top-of-the-line appliances, granite counters and gigantic island that seats 6, all open to the large breakfast nook. Amazing lake views from almost every room and gorgeous 5" Brazilian Ipe wood floors throughout the main living areas. Glamorous master retreat with custom marble wood burning fireplace, sitting room with French doors leading to the pool and lake, "Wow-effect" closet & bathroom with dual sinks, Jacuzzi tub, separate toilet/bidet room & shower. Secondary bedroom on the master wing currently being used as an exercise/hobby room. Living quarters upstairs including a large playroom/media room with full bathroom; four bedrooms each with en-suite bathroom, walk-in closet and sliding doors leading to the sprawling balcony. Covered lanai and sun drenched pool are the perfect setting for watching sunsets over Lake Maitland. Enjoy boating on the largest lake on the Winter Park Chain from your dock featuring a storage room, two floating docks and electric hoist, and remote controlled boat cover. Too many features to list! Please see attached Feature Sheet for additional features.

Beds:
5
Baths:
8.00
Sq.Ft.:
8,342
Status:
Active
MLS#:
O5354125
Type:
Single Family
Subdivision:
Mac Donald Robert
Lot size:
0.35 Acres
Year built:
2004
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC
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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.

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 Courtesy: 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.

Beds:
6
Baths:
6.00
Sq.Ft.:
5,100
Status:
Active
MLS#:
O5352270
Type:
Single Family
Subdivision:
Thomas M Henkels Add
Lot size:
0.38 Acres
A broker reciprocity listing Courtesy: LA ROSA REALTY, LLC
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Waterfront, ARLINGTON HOMES Contemporary masterpiece will be nestled among some of the most distinguished homes in Winter Park. The Builder/Owner is working on a contemporary design that will satisfy the most discriminating buyers. The New, Modern Home Design will offer the best of indoor-outdoor living with features such as: walls of glass, natural textures, natural stones, and many energy efficient materials. You can expect large sweeping lake views, large outdoor living areas with an emphasis on a connection between nature and modern comfort. This masterpiece will sit on the bank of Lake Mizell which is just a short stroll to Park Ave, The Alfond, and Rollins College. ALL PICTURES ARE INTENDED AS MERE EXAMPLES OF WHAT COULD BE BUILT ON THIS WATERFONT LOT. NO PICTURE IS ACCURATE OR SHALL DEPICT THE EXACT HOME INTENDED FOR THIS LOT. Estimated home size shall be 5100 sq/ft and designed for a specific buyer.

Beds:
4
Baths:
6.00
Sq.Ft.:
5,684
Status:
Active
MLS#:
O5332582
Type:
Single Family
Subdivision:
Winter Park
Lot size:
2.7 Acres
Year built:
1977
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES
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LAKEFRONT LIVING at it's FINEST in a SPECTACULAR DOWNTOWN WINTER PARK LOCATION! CHAIN OF LAKES Executive Estate with AMAZING Guest Quarters nestled in the HEART of OLDE WINTER PARK! Sprawling property offers panoramic views from 130 waterfront feet on picturesque Lake Maitland! This Elegant home (totally renovated in 2001) boasts an OUTSTANDING Master Suite with His & Her Bathrooms & walk in closets; SOARING CEILINGS in Foyer & Formal Rooms; a smartly appointed GOURMET KITCHEN with stunning cabinets & granite AND a cozy Breakfast nook; Family Room with exquisite millwork & built-ins PLUS a gas fireplace! The 26 x 17 downstairs bonus room perfect for your home office, game room or In-Law Suite PLUS an incredible Guest Home above the 3 Car Detached Garage includes vaulted ceilings, large bedroom/full bath & fully equipped kitchen & laundry room. STUNNING back yard oasis includes a FABULOUS Patio for entertaining, perfectly manicured landscaping & stone enhanced waterfront with boat dock. WALK to Park Avenue from this serene Cul-de-Sac location! WELCOME HOME!

Beds:
5
Baths:
8.00
Sq.Ft.:
7,988
Status:
Active
MLS#:
O5361957
Type:
Single Family
Subdivision:
Morseland Gardens
Lot size:
0.66 Acres
Year built:
1996
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE
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Park Ave Mediterranean 3 story estate just steps to dining, shopping & golf. Privately gated with immaculate landscaping, fruit trees, koi pond, fountain and screen enclosed pool area with summer kitchen and auto awning. Inside you'll find 5 bedrooms, 7.5 baths, elevator, finished basement and gorgeous features throughout including solid oak hardwood floors with decorative inlays, French solid wood doors, wrought iron fixtures and continuous archways. The dramatic foyer opens into a formal living area complete with French doors leading to lanai. A formal dining room is perfectly situated near the butler's pantry and a gourmet chef's kitchen with built-in shelves and office, commercial 6 burner gas range, 2 Sub-Zero refrigeration systems in wall cabinetry, 6 refrigerator drawers, double full size Thermador ovens, stainless steel appliances, granite counter tops and an ample walk-in pantry. Plenty of counter seating next to the breakfast nook and a spacious family room with vaulted ceiling, built-ins, wet-bar and fireplace. The 1st of 2 master suites is just beyond the well-appointed office with cherry built-ins and fireplace. Both masters feature fireplaces, xtra lrg walk-in closets & cedar closets, double sinks, and separate showers/garden tubs. The 2nd master is upstairs along with 2 bedrooms with private baths, a fully furnished media room and separate loft as well as a separate guest suite above the 3 garage.

Beds:
4
Baths:
6.00
Sq.Ft.:
4,546
Status:
Active
MLS#:
O5346359
Type:
Single Family
Subdivision:
Osceola Shores Sec 01
Lot size:
0.53 Acres
Year built:
2002
A broker reciprocity listing Courtesy: ABSOLUTE REALTY GROUP, INC.
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LAKEFRONT—WINTER PARK CHAIN OF LAKES!!!! Stunning Mediterranean home ideally located on the coveted Winter Park Chain of Lakes offering views of the lake and sunsets from nearly every room in the house. This beautiful, 4 bedroom, 5.5 bath pool home includes 2 offices, each with the ability to serve as additional bedrooms. This property has been impeccably maintained with quality finishes throughout; hardwood floors, granite, marble and stainless steel appliances. Resort style living on this 1/2+ acre lot featuring a spacious covered lanai overlooking the professionally manicured grounds, inviting pool and breathtaking Lake Osceola. Enjoy all that lakefront living offers while relaxing on the dock and custom boathouse or cruising the lake on your own 18' SeaRay boat and two Honda Turbo personal watercraft that convey with property. Walking distance to prestigious Park Avenue with upscale shopping, fine dining and access to Sunrail Train Station plus all the legendary performing arts that Winter Park is famous for.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,681
Status:
Active
MLS#:
O5335563
Type:
Single Family
Subdivision:
Shadow Hill
Lot size:
1.21 Acres
Year built:
1988
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC
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Beautiful, lakefront estate on Lake Virginia and the Winter Park Chain of Lakes, on a quiet street with cul-de-sac and a short walk from Park Avenue shops and restaurants. The 1.2 acre, hillside lot boasts spectacular, elevated views of Lake Virginia, Rollins College and the Windsong Preserve. The incredible views can be enjoyed from nearly every room in the house. High ceilings and hardwood floors are featured throughout the home, and the separate, formal living and dining rooms have fireplaces. A gourmet kitchen, designed by Architectural Artworks, features all Sub-Zero/Wolf/Miele appliances including a natural gas cook top with grill, double wall ovens, wine refrigeration for more than 140 bottles, all-granite counter-tops with a large island, and a built-in breakfast table. French doors across the back of the home invite you to step outside from the living room, kitchen, and spacious family room. A downstairs office/study with closet and full bathroom can serve as a 4th bedroom for guests. Upstairs the master suite has a large, his & hers walk-in closet and a remodeled bathroom with granite counters, double vanity, glass shower and separate tub. Two more bedrooms and an additional two full bathrooms are also upstairs, along with a laundry room.

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 Courtesy: 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.

Beds:
6
Baths:
6.00
Sq.Ft.:
6,378
Status:
Active
MLS#:
O5359279
Type:
Single Family
Subdivision:
Anchorage Estates
Lot size:
0.59 Acres
Year built:
1982
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC
View additional info

Cole Porter's "I Love Paris in the Springtime" resonates in this exquisite French Chateau in the heart of Winter Park. Impeccable care was given when the owners completely restored this estate. From the granite cobblestone motor court, your guests will be greeted as they enter beneath a hand forged grand French inspired copper dome entrance into a formal foyer with Carrera marble flooring inlaid with onyx. This home features five generous bedrooms, three gas fireplaces, four full bathrooms, two half bathrooms, pool cabana with full bathroom and steam sauna, PLUS a separate two bedroom, one bath attached apartment with full kitchen located over the carriage house style three car garage. A grand staircase leads to the five bedrooms including an oversized master retreat with sitting room, luxurious bathroom with marble countertops, gas fireplace and three private master suite balconies. The main floor includes a private sound proof office and conference room, formal den, formal living and dining rooms, large family room and an oversized gourmet kitchen and breakfast room that spans the entire back of the home. The Parisian styled gourmet kitchen with butler's pantry, granite, two subzero refrigerators, pro-grade appliances and large center island overlooks the pool and back garden area. French water fountain, 32 gas lamps, and French gates imported from Paris open to a beautifully landscaped courtyard in addition to a massive private back yard and pool.

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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:

Real Living Good Neighbor Realty
990 N. SR 434, Suite 1132
Altamonte Springs, FL 32714
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