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Winter Park FL Real Estate & Homes For Sale

382 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 382 Properties Displayed
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$2,690,000

2219 Azalea Pl Winter Park, FL 32789

Beds:
6
Baths:
8.00
Sq.Ft.:
6,684
Status:
Active
MLS#:
O5152159
Type:
Single Family
Subdivision:
Azalea Place
Lot size:
0.54 Acres
Year built:
2007
A broker reciprocity listing Listing Provided Courtesy Of: KELLER WILLIAMS HERITAGE RLTY
View additional info

Enjoy the Winter Park lifestyle in this gorgeous custom Lakefront home built by Liberty Development. Feels like new! Situated on the lagoon that feeds into Lake Maitland. Beautiful foyer entrance looking into the formal living room with luxurious floor to ceiling fireplace and huge window overlooking pool and lake. Formal dining area with architectural columns and arches. Two wine cellars located off the foyer. Stunning staircase with rich hardwood flooring, iron railings, beautiful chandelier and wood ceiling. Gourmet kitchen with huge island, overlooking spacious family room, great for entertaining with wood beams plus large window looking out to spectacular water views and beautiful sunsets. Two master suites, one upstairs with a Juliet balcony and one downstairs, both with wonderful lake views. Six total bedrooms, six full baths and two half baths plus office located downstairs. Huge loft area with access to spacious balcony with great views. Bonus room adjoins the loft area with wet bar. Exercise room located on the third floor, could be used as a media room. Three car garage and a roof top spa with serene panoramic views of the lake! This spectacular home also features a Summer kitchen, pool and boathouse. Large lot on a quiet street. Walk or boat to the Winter Park Racquet Club.

$2,595,000

1150 N Park Ave Winter Park, FL 32789

Beds:
4
Baths:
4.00
Sq.Ft.:
4,363
Status:
Active
MLS#:
O5137597
Type:
Single Family
Subdivision:
MacDonald Robert Dhu Pk Rep O>
Lot size:
0.82 Acres
Year built:
1942
A broker reciprocity listing Listing Provided Courtesy Of: KELLY PRICE & COMPANY LLC
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WOW!! A Park Avenue Lakefront home only a short stroll to the Park Avenue shops. This magnificent Winter Park chain of lakes home offers the best of the old and new.Totally renovated and updated in 2002. Beautiful hardwood floors throughout. Stunning lake views from most rooms. Gorgeous new kitchen featuring an open kitchen/family room, cherry wood cabinets, granite counters, Sub-Zero refrigerator and freezer drawers, gas cook top, and oversized island. Relax in your spacious family room with built-ins and soaring beamed ceiling and gas fireplace. Master bedroom suite with great custom closets (plenty of closet space). New Master Bath with soaking tub, separate shower, granite counters and Travertine stone floors. Second bedroom is Master bedroom size with two walk-in closets. Very well landscaped 8/10 of an acre gently sloping down to the lake. Open brick patio overlooking pool and lake. New separate outdoor cookingcabana with tile roof and fireplace. Enjoy the cool evenings overlooking Lake Maitland. Nice size pool and deck lead to a long boardwalk down to a newer boat dock with hoist and large sitting area.

$2,399,000

531 Lake Front Blvd Winter Park, FL 32789

Beds:
4
Baths:
6.00
Sq.Ft.:
5,374
Status:
Active
MLS#:
O5143467
Type:
Single Family
Subdivision:
Lords
Lot size:
0.57 Acres
Year built:
2009
A broker reciprocity listing Listing Provided Courtesy Of: EXIT REALTY CENTRAL
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Enjoy fantastic panoramic views in most prestige location and lot of Ski-Lake Killarney. Incredible privacy with a breathtaking setting the piece of land is exquisite with approximately 135 feet of lake-frontage. Almost every room in the home takes advantage of the expansive lake views and sunset. From your private Covered boat dock that includes Boat and jet ski lift you can take advantage of skiing, boating and fishing as well as dine out at the Hillstone Restaurant by taking your boat and/or a private jet. This rare find Rustic-Italian Tuscany Style home is within walking distance to the new "Winter Park Villages" where you can enjoy all the fine restaurants and shopping, minutes to Park Avenue, Farmers Market, Rollins, Winter Park Country Club, I-4, Down Town Orlando and the new Amway that was just recently built. Impeccable craftsmanship, luxurious comfort, privacy and unsurpassed elegancy is what makes this home perfect for a family. Numerous Elegant Architectural Details include: 4 private Balconies, 2 Covered Patios with Summer-kitchen and Natural Gas fireplace, Pool/Spa. Owner Suite on the main floor and second master suite on the second both include Jacuzzi, loaded with countless detail from tray ceiling, niches, hardwood floors, travertine, granite, wood trim, beams. This Paradise also includes built in entertainment centers throughout the home, hidden pantry with additional 2 refrigerators, central vacuum system,... Lots of upgrades to list and yet very clean and modern call for more info...

$2,295,000

1200 Via Salerno Winter Park, FL 32789

Beds:
5
Baths:
6.00
Sq.Ft.:
6,000
Status:
Active
MLS#:
O5144698
Type:
Single Family
Subdivision:
Cloister Grove
Lot size:
0.45 Acres
Year built:
2001
A broker reciprocity listing Listing Provided Courtesy Of: COLDWELL BANKER RESIDENTIAL RE
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This fabulous, timeless estate is situated on a secluded lot in the sought after "Vias" of Old Winter Park. Exquisite craftsmanship, custom built-ins, superb soaring detailed ceilings & top of the line finishes throughout including hardwood, marble, slate & travertine floors, flagstone patios & decks, extensive trim & millwork as well as three fireplaces. First floor has a large master retreat w/ fireplace, walk in cedar closets & elegant bath w/ dual sinks. The office also has a fireplace & custom built-ins. Billiard/Den has a wet bar, wine refrigerator & custom cabinetry. Gracious formal dining w/ fabulous millwork is perfect for entertaining. Gourmet kitchen opens to spacious family room w/soaring beamed ceilings & fireplace. Large breakfast room is light & bright w/ French doors leading to a charming private patio w/ relaxing fountain. Rear staircase leads you to a second floor bonus room w/ brick walls, volume ceiling & large walk in storage rooms. An elegant winding staircase leads you upstairs to four bedrooms & three full baths. You will enjoy most of your entertaining & family living outside w/ a detached covered loggia w/ custom cabinetry, fireplace, refrigerator & flat screen TV. Also outside is a large summer kitchen & attached covered lanai, a fabulous open saltwater pool & roomy separate heated spa as well as a lushly landscaped fenced yard. This immaculate & meticulously maintained one owner home should be shown to your most discriminating buyers.

$2,250,000

851 Georgia Ave Winter Park, FL 32789

Beds:
4
Baths:
4.00
Sq.Ft.:
4,314
Status:
Active
MLS#:
O5134211
Type:
Single Family
Subdivision:
Winter Park Old Town
Lot size:
0.89 Acres
Year built:
1935
A broker reciprocity listing Listing Provided Courtesy Of: FANNIE HILLMAN & ASSOCIATES
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Spectacular 1935 Gamble Rogers home situated on a gorgeous lot in prime downtown Winter Park location. Olde World with a European flare, this home is filled with character and charm. Living room has fireplace and a wall of French doors leading to a brick patio. The Florida room/den has many windows for peaceful views of the grounds and pool. The spacious master also has French doors to a brick patio and a large master bath with marble floors and walls. Additional features include: hardwood floors, plaster walls, high curved ceilings, detached one bedroom guest apartment not included in square footage.

$2,199,000

1099 N Park Ave Winter Park, FL 32789

Beds:
4
Baths:
7.00
Sq.Ft.:
5,706
Status:
Active
MLS#:
O5153496
Type:
Single Family
Subdivision:
Morseland Gardens
Lot size:
0.55 Acres
Year built:
1999
A broker reciprocity listing Listing Provided Courtesy Of: KELLY PRICE & COMPANY LLC
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Elegant two-story brick home located in the heart of Winter Park on one of the most prestigious streets in town. The lovely formal living room features a gas fireplace with marble mantle & built-in cabinets/shelves. The dining room has a wonderful view of Park Avenue and leads into the butler's pantry & wine closet. The spacious kitchen opens up to the family room and breakfast nook ~ all with pool views. The kitchen includes an island with a vegetable sink, 6-burner gas range with flat grill & large impressive hood vent, double oven, integrated refrigerator, built-in microwave & warming drawer. Spacious family room displays a fireplace with a gorgeous wood floor-to-ceiling mantle and built-in entertainment center. The first floor master suite has French doors leading to the pool, gas fireplace, a luxurious bathroom with spa tub, dual vanities, walk-in travertine shower & amazing walk-in closet with coffee bar. The second floor offers two bedroom en-suites with walk-in closets & French doors to the covered balcony, a fourth bedroom, a full bath plus an office/den & studio/nursery. Extras include a secondary staircase, a wonderful first floor bonus/game room, plenty of storage & four-car garage (two-car attached & two-car detached). The lovely landscaped backyard highlights the covered lanai with beautiful wood ceiling & ceiling fans, summer kitchen with bar seating, built-in gas grill, sink & mini-refrigerator & spa w/fountains spilling over into the sparkling open pool.

$2,100,000

315 E New England Ave UNIT 3 Winter Park, FL 32789

Beds:
3
Baths:
4.00
Sq.Ft.:
3,643
Status:
Active
MLS#:
O5071715
Type:
Condo
Subdivision:
Villa Siena
Year built:
2008
A broker reciprocity listing Listing Provided Courtesy Of: STOCKWORTH REALTY GROUP
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No expense was spared in creating this extraordinary one-of-a-kind residence. Elegantly appointed with fine finishes throughout, this corner unit offers 3 bedrooms, 3? baths,a theater, and true gourmet kitchen complete with exquisite handcrafted cabinetryWolf and Subzero appliances, and island with Subzero refrigerated drawers. The theater features $100,000 in upgrades including escalated seating, and fully automated insulated sound board with fabric covered walls providing for the ultimate Hollywood screening experience. Complemented by beautiful hardwood and travertine flooring and crown moulding throughout, additional highlights include wet bar with icemaker, 3 parking spaces, thermal windows and plenty of storage. To view all that this extraordinary residence has to offer, schedule your private viewing today. Located in the heart of Winter Park, Villa Siena reflects the classic architecture of Tuscany's centuries-old Siena, combining Old World design with the modern comforts of estate luxury and convenience of city living. With just four floors, Villa Siena offers an intimate setting with abundant amenities including a club room with bar, billiards and card lounge, fitness center, meeting room and a rooftop terrace. Villa Siena a quintessential turnkey property ideal for part-time residents and those with demanding lifestyles. This coveted address is within walking distance to banking and world class retail, dining, and entertainment offerings.

$2,050,000

1661 Chase Landing Way Winter Park, FL 32789

Beds:
5
Baths:
6.00
Sq.Ft.:
4,976
Status:
Active
MLS#:
O5149951
Type:
Single Family
Subdivision:
Windsong Preserve Point
Lot size:
0.62 Acres
Year built:
2001
A broker reciprocity listing Listing Provided Courtesy Of: ENGEL & VOELKERS ORLANDO
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Traditional Sale in Winter Park. This elegant executive Villa sits lakefront to Lake Berry at the end of a cul-de-sac in Windsong's premier neighborhood of Preserve Point. A large driveway welcomes you as you enter the property and leaves plenty of space for several cars. As you enter this inviting home a 2 story foyer shows off the impressive room heights. The formal living room has French doors for added privacy. This home boasts lake views from the family room, the gourmet kitchen, office, master bedroom and master bath. The master bedroom has a small balcony also overseeing the lake vista. Enjoy the sunsets from the private boat dock off your backyard. The house also has a very large bonus room that could be used for gaming/home theater, etc. Make an appointment today so you can start enjoying this home just in time to waterski on Lake Berry! This custom built home by Parkland Homes with 5 bedrooms and 5.5 baths plus office and bonus room will not disappoint! All room measurements are approximate and should be verified by buyer.

$1,799,000

800 Mayfield Ave Winter Park, FL 32789

Beds:
5
Baths:
8.00
Sq.Ft.:
5,256
Status:
Active
MLS#:
O5147480
Type:
Single Family
Subdivision:
Kronenberger J
Lot size:
0.56 Acres
Year built:
1954
A broker reciprocity listing Listing Provided Courtesy Of: COLDWELL BANKER RESIDENTIAL RE
View additional info

Le Manguier, an incomparable Winter Park estate replicated from a villa in the South of France. This Neo-Classical Regency inspired home is the pinnacle of luxurious comfort, privacy and unsurpassed elegance. Uniquely situated private location with canal frontage to WP chain of lakes. Seven foot high masonry ivy clad walls enclose entire property. House and poolhouse reappointed in 1988 with a new bedroom and bath addition in 2006 and new boathouse in 2004. Numerous Elegant Architectural Details include: Large paneled great room with 16 foot high ceiling. Custom French doors illuminate every room, Formal Loggia and Light-Filled Gallery, 4 marble fireplaces, classically proportioned large rooms, 10 foot high ceilings, superbly crafted millwork throughout. First Floor Master suite with multiple views overlooking pool area and landscaped courtyard. Cast in place faux-coral concrete slabs throughout property are reminiscent of elegant Palm Beach Estate Courtyards. Poolside Guest house with Cathedral ceiling, and butler's kitchen. Heated gunite pool and boathouse with boat lift and terrace. Main house is 4569 htd, guest house is 687 htd. for total of 5256 heated sq. ft.

$1,795,000

2430 Venetian Way Winter Park, FL 32789

Beds:
6
Baths:
7.00
Sq.Ft.:
5,538
Status:
Active
MLS#:
O5110280
Type:
Single Family
Subdivision:
Maitland Shores 1ST Add
Lot size:
0.22 Acres
Year built:
1992
A broker reciprocity listing Listing Provided Courtesy Of: PRESTIGIOUS HOMES REALTY
View additional info

SPACIOUS CANAL FRONT CUSTOM HOME; Winter Park Chain of Lakes. Ideal family home with 4 bed 4.5 baths in main house. Double lot with gorgeous views, outdoor heated pool/spa and pool bath. Covered boat dock & lift. Spacious 3.5 car garage. Luxurious guesthouse with bonus room for exercise, yoga, art studio or home office. Fabulous outdoor living spaces. Excellent public schools: Dommerich, Maitland MIddle, and Winter Park High School. Close to Interlachen Country Club and Winter Park Racquet Club

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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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