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$9,250,000
5 Beds 6 Baths Cloister Grove Sub SubDv. 32789 Zip Code
Proudly presenting a unique opportunity to acquire one of the most significant lakefront estates in Winter Park, on beloved Via Tuscany, moments from downtown Park Avenue's shopping and restaurants. This iconic and historic property boasts the rarity of 1.57+ acres elevated above Lake Maitland, with 138 feet of waterfrontage and breathtaking views from sunrise to sunset. Built in 1919 in the Georgian Revival style, the home captures the essence and elegance of a bygone era but is resplendent in every aspect to withstand the test of time. Spectacular curb appeal with stunning mature landscaping, a park-like backyard with a gazebo and sweeping lawn to the lake, a boat dock, an outdoor fireplace, and an impressive screened indoor pool provide endless enjoyment and entertaining possibilities. The grand entry foyer welcomes with a balance of informal and formal rooms on the first floor, ideal for large-scale entertaining, both inside and out. The first floor features an oversized living room, a formal dining room, a den, a study, a kitchen, a breakfast room, a Butler's pantry, and two sunporches. Two sets of staircases lead to 5 bedrooms and 4 full baths, plus numerous flex spaces. The upstairs owners' suite is luxurious with a fireplace, a sitting area, oversized walk-in closets, a small bar area, a closet with a second washer/dryer, elevator access, a private porch, and a rooftop terrace. There is also a guest cottage with a bedroom, a bathroom, a living room, and a kitchen. The enormous attic and basement offer large amounts of storage. Features include soaring ceilings (12-14'), heart pine floors, plantation shutters, an elevator, intricate millwork and crown molding, and a 4-car garage. The total of 8,353 heated square feet includes 7,367 sq ft in the main house and 986 sq ft in the guest cottage. The property has been meticulously maintained and enormously loved. Prime location and unrivaled lot quality.

1461 Via Tuscany, Winter Park

$2,145,000
4 Beds 4 Baths Palmer Park SubDv. 32789 Zip Code
This custom four bedroom, three and one half bathroom, 4,610 square foot pool home is located in the heart of Olde Winter Park. From the paver covered circular drive your guests will be greeted by a welcoming covered entry, glass double front doors and the soft landing of a formal foyer. The open floor plan with soaring 13-15’ ceilings, extensive millwork, large scale windows and cast stone fireplace will be a few of things immediately appreciated. To the left of the foyer is a private office with newly installed engineered wood floors, custom built-ins and three tall arched windows. Across from the office, located at the rear of the home is the primary suite. The bedroom is extraordinarily spacious at roughly 23’ by 16’ with finished with tall 11” baseboards and crown molding as well as a stained wood detailed double tray ceiling. French doors from the bedroom lead to the covered outdoor area. Along with the windows they are equipped with custom shutters. Double solid wood doors open the bedroom to the ensuite primary bathroom and closet. The primary bathroom includes double vanities with marble tops, a linen closet, a private water closet, a jetted separate tub and separate walk-in shower. The primary closet is a dream come true with custom built organization to optimize every inch of the 17’ X 10’ space. To the right of the foyer is the ample sized formal dining room with an abundance of natural light and views into the front garden. Straight ahead is the formal living space with custom built-ins, a gas fireplace, large scale windows and french doors that afford a beautiful view of the pool and spa. Towards the rear of the home is the kitchen and casual living spaces. Highlights of the kitchen include real wood custom cabinetry, a brass plumbing sink fixture, Thermador appliance package with stainless vent hood, marble countertops, a desk space, bar and more. The kitchen opens to the family room and eat-in area with views into the backyard which is almost entirely bordered with landscaping for privacy. Three large beams accent the ceiling of the family room and have been stained to match the custom built-in that anchors the room and is equipped with a large flat screen television. Located off a short, private hallway there is another downstairs bedroom suite with newly installed engineered wood floors, mounted flat screen television and remodeled walk-in shower with glass shower enclosure. On the back side of the kitchen you will find a storage room with customized organization and cabinetry as well as the mudroom/laundry area including six sets of cabinets, marble counter tops, a sink, washer, dryer, rack with bar for hanging clothes and counter below for folding laundry. This is the functional and beautiful connection to the kitchen from the oversized, side facing, three car garage. The upstairs is complete with two bedrooms that “Jack and Jill” one bathroom, a loft, several storage closets and a storage room roughly 15’x15’ in size. The backyard oasis includes a lagoon style pool, spa, covered and uncovered areas for entertaining, a summer kitchen, putting green and more. Sitting on a lot that is almost one half acre in size, this home is a rare opportunity to buy in the core of Winter Park, roughly one half mile from the restaurants and retail of Park Avenue. Private showings are being scheduled now.

1022 Mckean Circle, Winter Park

$1,075,000
3 Beds 3 Baths Sylvan Lake Shores SubDv. 32789 Zip Code
Offered for the first time in over 30 years! Winter Park’s only original, charming and completely remodeled historical farmhouse. Known as the “Harris-Edison House”, original construction dates back to 1887 as one of the largest and oldest Winter estates. Owned by the youngest son of Thomas Edison, Ted and Anne Edison, it is a true one-of- a-kind character house that has been lovingly restored and cherished. Named “Florida Home of the Year” by Home and Garden Magazine. Scale of rooms and modernizations will surprise the pickiest buyers. Millwork that cannot be compared -vaulted bead board ceilings, wood mantles, crown mouldings and 8 ft wide front porches perfect for lemonade and visiting neighbours. Ceiling throughout home are 10 feet plus. Owners have preserved its irreplaceable historic details such as restored sleeping porches, wainscoting, heart of pine floors, cast iron bathtub and gothic farmhouse architecture. Natural gas fireplaces in living and dining rooms. Spacious and completely modernized chef’s kitchen with vintage touches- includes vaulted bead board ceilings, white cabinetry, gas stove cooktop, granite counters, walk in pantry, natural gas stove, newer appliances and stained-glass window in eat in in area imported from England. Designated rooms for dining and living. Each have their own gas fireplaces. Living room has beautiful views overlooking front porch. The enchanting white and bright sunroom has picturesque views of the courtyard. Great place to cozy up with a book. Makes a wonderful office and features built-ins and side sleeping porch with hammock. Beautiful hand carved staircase leads you upstairs to the three bedrooms and two bathrooms. Bathrooms have been meticulously maintained with mostly original fixtures, including a cast iron tub. The second bathroom has been fitted with modernized tub/shower. Large walk in closet. Brand new laundry room 2021, brand NEW ROOF completed February 2022 and both electrical panels replaced March 2022. Delightful brick paved backyard courtyard featuring mature landscaping, sitting area and fountain. Nestled in a one-of-a-kind neighbourhood with olde brick streets, oak trees and walkable to Park Avenue shopping and dining. Home is located directly across from Lake Sylvan with neighbourhood access for Paddleboards, kayaks and fishing. Generac generator and fountain will stay with the home. Termite Bond may transfer. Attached 2 car garage, storage and workspace. New decorative street lamps for street installed. Make this remarkable piece of Winter Park history yours today! Cottage is not included in the sale. Owners have customized and downsized to cottage residence. Totally separate lots, addresses and utilities. Wall or fence can be built. Possible first right of refusal if family decides to sell in the future. Lot was split and new survey attached. City will allow side porch to be enclosed for 4th bedroom. Much more information to share. Home has been inspected and list of improvements made (roof, plumbing, electrical, HVAC). List upon request. Sellers have made a price improvement and are moving to cottage 2/2/24. Estate sale is scheduled for February. If acceptable off is agreed upon, the buyers will have first rights to custom furniture built for the home.

1554 Harris Circle, Winter Park

$9,700,000
5 Beds 8 Baths Isle Of Sicily SubDv. 32789 Zip Code
Elegant French Mediterranean gated lakefront estate on premier exclusive and private setting in Olde Winter Park… Extremely RARE opportunity to purchase a spectacular residence located on the Isle of Sicily (only 11 homes on this exclusive island) with dramatic water views on both sides of the property to enjoy sunrises and sunsets across Lake Maitland (largest lake on the 6-lake chain of lakes). This property is a one owner custom built home resting on approximately 3/4 acre upland (1.41 total acres per tax records) of property secluded on a private island off the Via’s neighborhood inclusive of the Winter Park Racquet Club walking/boating distance away… This custom-built residence was completed only 9 years ago with wonderful bright-open floor plan and flooded with light from extensive walls of glass… The interiors are not only light, but sleek, modern, and tastefully decorated with gorgeous lighting, extensive moldings and top-quality craftsmanship that will captivate you from the moment you enter the grand foyer looking straight through the 2-story living room to breathtaking views of the pool, grounds & lake... Additionally, downstairs you will enjoy a private library, formal (but open) dining room, fabulous chef’s island kitchen with Sub-Zero, Thermador Italian ILVE appliances including a casual dining area open to the lakeside gathering room with masonry fireplace, plus wine room along with the lavish primary owner’s quarters including a “Four Seasons” spa-like bath & his/her dressing areas, bar with refrigerator, fireplace & steam room… Upstairs commences with a stunning winding stairwell of glass panels taking you up to an expansive, open lounge area with curved corner bar and separate billiards are all open to the lakefront terrace… Plus, 3 flexible rooms: currently utilized as a media room, massage room, and exercise room… As well as a junior oversized guest suite and three more bedrooms all with private en-suite baths… The outdoor lakefront living includes majestic Cypress trees, expansive covered lanai, summer kitchen, tropical heated salt pool and spa with beach entry, fiberoptic lighting, fire bowls & fountain, a dedicated fire pit seating area, complete boathouse & more… Other notable features include an elevator, 5 masonry fireplaces, 2 separate laundry rooms up/down, 2 dishwashers, butler’s pantry, wine room, Control4 home automation, 4 zoned AC systems, termite bond, lake irrigation, dedicated outdoor pool bath, “oversized 4-car garage”, automatic gated circular drive entry, & more…

4 Isle Of Sicily, Winter Park

$965,000
3 Beds 4 Baths Osceola Shores Sec 01 SubDv. 32789 Zip Code
PRICE IMPROVEMENT! PRIME LOCATION! .45 ACRE HOME SITE with Charming pool home in the Heart and Soul of Winter Park's Osceola Shores neighborhood. Walk to Polasek Museum, Rollins College, Dinky Dock Park and Park Avenue shops and restaurants. Just a great location! BUILD YOUR DREAM HOME or Enjoy This Classic property, originally built for the Miller Hardware family, is truly a one of a kind property. Expansive front lawn, Split floor plan and exceptional renovation offers a range of spaces inside and out. Wood floors, custom tiles and a wood burning fireplace adds warmth and charm to this relaxed and informal gem. Professionally equipped Kitchen featuring granite countertops, Sub Zero built in refrigerator and gas stove. The spacious Owners suite has a Jacuzzi tub, large glass shower and oversized vanity with marble floors. Split plan with All 3 bedrooms having access to their own baths. This home has a nice size Den/ office space as well as a Sunny Florida Room with bright windows and French door overlooking lush landscaping and tree canopy. Custom shutters throughout add a touch of class and sophistication. Have a delicious meal in your formal dining room or step outside to your private rear deck and pool area and enjoy a casual dining experience under your custom pergola. Seperate pool bath as well. Plenty of parking for guests on the long paver driveway. Just under a half acre and set back with an amazing landscaped lawn and garden. Welcome Home!

911 Osceola Avenue, Winter Park

$3,500,000
5 Beds 5 Baths Thomas M Henkels Add SubDv. 32789 Zip Code
WINTER PARK CHAIN OF LAKES! This AMAZING LAKE HOUSE is situated just minutes away from the Charming and Historic Winter Park Avenue and walking distance to Rollins College and is set on 1.70 ACRES of land with nearly 200 feet of lake frontage. Enjoy the beautiful and highly sought after Lake Mizell, which accesses all the other lakes on the Winter Park Chain. This uniquely rare property features a lovely long and windy driveway lined with pavers. As you begin approaching The Estate you will feel swept away by its Mediterranean Charm. A gorgeous solid Oak door sits right below the Juliet Balcony that comes off of the Primary Bedroom Suite. The amazing backyard oasis is in an ultra private setting boasting breathtaking mature Oak Trees, lush landscaping, a fabulous pool area. This backyard is truly immense and perfect serene setting for entertaining friends and family, hosting parties, ceremonies, events, holidays and more. 5 Large Bedrooms, 5 Full bathrooms, and bonus upstairs living room area. This property has it all, and is in one of the MOST DESIRABLE AREAS IN ALL OF CENTRAL FLORIDA! Centrally located, shopping, restaurants, local farmers market, entertainment, boutiques, museums, outdoor parks, nearby highway for commuting. *SCHEDULE SHOWING TODAY* MAKE AN OFFER*

466 Henkel Circle, Winter Park

$2,350,000
4 Beds 5 Baths Green Terrace SubDv. 32789 Zip Code
Brand new construction!! Ready to move in! A stunning modern transitional home located in the heart of Winter park minutes from Park Ave. As you enter this home through the large double door entryway you are greeted with a expansive open floor plan and a stunning floating staircase. The open space encompasses, a modern kitchen, great room, dining room, and living/flex room lending itself to large and small conversational areas. The space further opens up through the 30 ft stackable glass doors that opens up to a large lanai with tongue and grove ceiling, lap pool, and summer kitchen. Offering you the best of indoor and outdoor living. The primary suite located on the main floor has a incredible walk-in closet outfitted for the most discerning homeowner leading to a luxurious bathroom. The laundry room and powder bath are tucked near the air conditioned 2 car garage offering a great drop zone area and privacy. As you ascend up the floating staircase you are welcomed into a cosy loft space with 3 en-suite bedrooms with one being a large junior suite. No need to wait for your new custom home offering the best schools, shopping, and lifestyle. This house is move in ready for you to call home.

170 S Phelps Avenue, Winter Park

$6,850,000
8 Beds 10 Baths 0000 SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. This magnificent estate was originally built in 1938 with a major addition in 1999. The estate is nestled on nearly 2 acres of prime property on Lake Maitland on the Winter Park Chain of Lakes and walking distance to all the shops and restaurants on Park Avenue. As you drive up to the estate, you will be impressed by the entry gate that leads to the huge circular paved driveway complete with a fountain. For the car enthusiast, there are 2 separate garages totaling 7 spaces. There is plenty of additional parking as this house was built for luxury living and entertaining! The home spans 19,304 square feet under air and 25,124 square feet under the roof. There are two separate grand foyers to welcome you, with high ceilings, gorgeous staircases, and magnificent lake views. This home was built to showcase the stunning lake views from almost every room. There are multiple patios and balconies to offer the perfect spots to take in the incredible views. With a total of 8 bedrooms, 3 of which are master suites with ensuite bathrooms and massive walk-in closets there is no shortage of space in this home. In total, there are 9 full baths and 5 half baths making sure everyone has plenty of space in this Park Avenue Estate. Plus, there is a caregiver’s suite with private entries for live-in help. This home is equipped with 3 kitchens making any large gathering a breeze to accommodate! As well as 3 elevators so everyone can move about the estate with ease. The expansive estate is perfect for a multi-generational family, with plenty of bedrooms and bathrooms for everyone to comfortably live together. The grounds are simply beautiful, with mature landscaping and expansive lake views there is truly nothing like it. The possibilities are endless with this home! If you are looking for a one-of-a-kind property, this is it! The grandeur of this estate and its prime location makes it a truly unique find. Don’t miss your chance to own a piece of Winter Park history!

1190 N Park Avenue, Winter Park

$?
4 Beds 3 Baths Dixie Terr Unit No 2 SubDv. 32789 Zip Code
Winter Park Home just steps from Park Avenue. Brazilian Cherry & Porcelain tile floors. Trey Ceilings, Crown & Chair moulding. Custom 42" Mahogany Kitchen Cabinetry with Island. Stainless Steel Appliances, Sile Stone Counters. 3 or 4 Bedrooms and 3 Full Baths. Upstairs Laundry features Stacked front load Washer & Dryer. Gorgeous Master Bath features Jacuzzi jet tub and separate shower, His & Hers vanities, brushed bronze fixtures. Custom Bronze accent. Two 10x20 covered lanai on back, one upstairs off Master Bedroom and one downstairs off Great Room. Bedroom #4 on first floor could be Den/Office/Library. Beautiful landscaping with fountain. This home has it all and is close to everything, restaurants, shopping, minutes to Park Maitland School. Enjoy all that Winter Park has to offer. MUST SEE THIS HOME. BRING YOUR pickiest BUYERS AND EXPECT TO BE IMPRESSED. **Available for Rent** $2500/mo plus $2500 security deposit.

1341 Lyndale Boulevard, Winter Park

$?
3 Beds 3 Baths Temple Trail Vlg SubDv. 32789 Zip Code
Townhome, left Side Unit. Spacious Great Room with French doors that open to private patio/backyard. Downstairs Guest bedroom and bath, Gourmet kitchen with granite counter tops, Dacor gas stove top, walk-in pantry,mini-wine cellar and wet-bar, beautifulwood floors in Great Room and Bonus/Game Room/Office. Travertine tile with medallion inlays in Kitchen, Dining Room & Entrance Foyer. "His and Her" vanities, Roman style Jacuzzi tub. California style closets throughout, designer lighting, crown mouldings,tile roof and secluded balcony with sitting area. Minutes from Downtown Park Ave, dining and shopping, with easy access to major highways. Unit is also available for lease for $2,800 per month!

2605 Temple Trail, Winter Park

$?
5 Beds 4 Baths Sharon Place SubDv. 32789 Zip Code
This Elegant & Charming Cape Cod Revival home is fully renovated with 5 bdrms/3 full baths/2 half baths & is situated on a large lot. It's ideally located on a secluded cul de sac with towering trees in the heart of Winter Park. It features spacious Living & Dining rooms for formal entertaining with wood floors, crown molding & plantation shutters. The Kitchen hosts new GE Stainless appliances, wine refrigerator with built in wine rack plus eat in breakfast area. The Family room offers a built in media center, travertine mosaic tile & stone fireplace, surround sound & French doors out to spacious Lanai. Lanai comes with new brick paver flooring, bead board composite ceiling & designer fans. Enormous Master has a separate sitting/exercise area & a gorgeousnew bath. One of the best features of the home is the new detached home office/media room or playroom with wonderful wood floors, crown molding & inset lighting. All the additional baths have also been redone with travertine, granite & custom wood cabinetry. The expansive backyard offers plenty of space for play & room to add a pool & pool cabana, if desired. Its walking distance to Winter Park Racquet Club & minutes from downtown WP restaurants & shops. Don't miss the opportunity to live in this architecturally unique & appealing home in the very desirable WP School District! Also available for lease at $4750/month.

1217 Sharon Place, Winter Park

$?
4 Beds 4 Baths Fontainebleau SubDv. 32789 Zip Code
Great Winter Park home ~ meticulously maintained & move-in ready! Brand new A/C & brand new carpet installed January 2014. Three bedroom + office and three full baths in main house with gorgeous hardwood floors, family room with fireplace, French doors with views of the picturesque backyard, a covered patio, a spacious master suite with dual vanity master bath & large walk-in closet. All bedrooms are freshly painted. The detached two-car garage offers a second floor guest/in-law suite complete with full bath ~ perfect for overnight guests, a fitness room, art studio or home office. Central location, closet to Grade A schools, Maitland & downtown Winter Park. Walk to the Winter Park Racquet Club or bike to Kraft-Azalea Park.

2350 Temple Drive, Winter Park

$?
5 Beds 7 Baths Sicilian Shores SubDv. 32789 Zip Code
Live in the Via's of Winter Park in this brand new Italian Inspired Tuscan Farm House Design. Walk to the Racquet Club! Dramatic floating Grand Staircase topped with silver flaked dome and magnificent chandelier as you enter the front door. These are someof the special features of this Five En Suite Bedroom home: Oversized kitchen and fully equipped service bar for entertaining, top of the line appliances, Bali imported Teak columns in family room, 23' ceilings throughout first floor, imported granite countertops, Olde World brick and wood beam ceilings in kitchen, oversized laundry room with pet care station and shower, three stone fireplaces, Italian Travertine floors, Hand Hewned Walnut floors, Knotty Alder doors throughout, all custom cabinetry, 4 zoned A/C, Clay Tiled Roof, Groin ceilings, faux finishes and niches throughout, game room, media room, seperate office, formal living and dining, wired for sound system, oversized corner lot with plenty of room for a pool, 3 car garages.

1800 Via Amalfi, Winter Park

$?
4 Beds 3 Baths Winter Park Hgts SubDv. 32789 Zip Code
Active with Contract. Lease in Place. Tenant comes with purchase at $3300 per month for 1 year plus month to month option after. Spanish Mission revival built by E2 Homes. Certified green construction in the "Tree Streets" of Winter Park. Original construction 1967. Complete ground up renovation in 2006 ensures an efficient worry free home for years to come.Separate office between kitchen and Master, split plan with four bedrooms, three full baths with spacious master retreat. Travertine floors in main living areas, custom cabinetry, butlers pantry, exotic granite counter tops, stainless appliances, and much more. Open kitchen that looks out to covered lanai area and large back yard with room for a pool. Drought tolerant landscaping creates a low water consumption yard. Don't wait until it is too late, make an appointment today! Also available for Lease at $3,500 per month.

1690 Oneco Avenue, Winter Park