Winter Park Lakefront Properties

235 GENIUS WINTER PARK FL 32789
$5,950,000

  • 5 Bedroom(s)
  • 6 Bathrooms
  • Living Area: 9,425 SqFt
  • Lot Size: 1.04 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 2003
  • Sub: windsong lakeside sec 02 43/71
  • 261012230

Stunning Mediterranean estate on the Winter Park chain of lakes. Nearly 10,000 square feet of exquisite living space provides a comfortable scale in every room; space for every member of the family. Fine craftsmanship and attention to detail are evident throughout. Elegant formal living room with 20'+ ceiling and grand winding staircase has a striking view of Lake Mizell with Rollins' chapel in the distance. Gourmet kitchen with custom cabinetry, top of the line appliances, walk-in pantry adjoining mud room, desk/drop zone and laundry room. Eat-in space seats 8 easily. Generous family room, guest suite, huge media room. On the other side of the house, enter the owners retreat through the cozy sitting room/study to ground floor owner's retreat with fireplace, resort-like bathroom and amazing two story master closet. Master suite opens onto covered lanai with spa. Upstairs bedrooms are all spacious each with en-suite baths and large closets. So many great features including bonus rooms, four-car garage, front and back balconies, enclosed garden areas, five fireplaces, Lutron smart house, security cameras inside and out, brand new roof. Amazing back yard space includes covered areas, spacious deck, vanishing edge pool, plenty of yard, natural waterfront, large dock with covered lift to store your boat. You're going to love the lakefront life with sunsets over quiet Lake Mizell.

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1731 PINETREE WINTER PARK FL 32789
$5,500,000

  • 6 Bedroom(s)
  • 8 Bathrooms
  • Living Area: 7,654 SqFt
  • Lot Size: 0.68 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 2014
  • Sub: keisers rep sicilian shores
  • 51588

Luxurious Lakefront Living. Enjoy gorgeous sunsets on Lake Maitland from this luxury estate in Winter Park's exclusive Via's neighborhood next to the Isle of Sicily. No details were spared in this custom-designed 7654 sq ft, 6-bedroom, 7.5-bath home, which features an in-law suite with full kitchen and bath, laundry rooms on both the first and second floors, a game room, den, office and elevator. Perfect for entertaining and waterfront living, the lake side features an outdoor bar, saltwater spa and swimming pool, fire pit, fountains and full electric boathouse with bath. A huge, sit-in pantry, butlers sink and indoor bar area are adjacent to a large open kitchen featuring center island seating and commercial-grade ovens and other appliances. Bask in the best of Winter Park living in this spectacular, 7,654 sq. ft. beauty.

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1941 LEGION WINTER PARK FL 32789
$4,699,000

  • 7 Bedroom(s)
  • 10 Bathrooms
  • Living Area: 10,493 SqFt
  • Lot Size: 2.38 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 2008
  • Sub: green oaks rep 02
  • 261012230

Stately custom Winter Park estate on Lake Maitland spans over 10,000 sq ft, offers 6-bed,7-baths,2-half for gracious living and refined comfortable entertaining.Two-story grand foyer leads to a welcoming living and dining room on either side of the library with a double-sided fireplace and views of the lake.Gourmet dine-in kitchen overlooks family room and lake is ideal for home chef includes top-end appliances, walk in pantry, granite counters, large island and butler’s pantry with beverage service. Nearby is guest suite, laundry room & spacious desk/drop zone. East wing offers entertainment with gym, full theater and game room inclusive of long bar, pool table & doors to covered outdoor kitchen gazebo with fireplace. Private spaces of the upper level begin with a luxurious master retreat with sitting area, fireplace and balconies, large bath with spa tub & walk-in shower, morning kitchen, walk-in closets & dressing areas. 3-bedroom suites with balconies, open workspace area, living room, office and laundry area. Above 2-car garage is bonus room, full bath, storage and kitchenette. Above 3-car garage is spacious 1 bedroom private apartment. Property encompasses majestic Cypress trees along the 175 ft of Lake Maitland shoreline with covered boat house, lift for sport boat +2 jet skis, large dock for fishing & beach. Salt water pool/spa including covered lanai is situated to enjoy the views of the lake. Located in the heart of Winter Park to enjoy the best of Florida schools, shops, dining, & entertaining. We are practicing safety protocols for showing appointments. Please contact us for details.

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1128 PRESERVE POINT WINTER PARK FL 32789
$4,500,000

  • 5 Bedroom(s)
  • 5 Bathrooms
  • Living Area: 6,179 SqFt
  • Lot Size: 2.09 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 2012
  • Sub: windsong preserve point 43/76
  • 55779

Welcome to this gorgeous, one-of-a-kind, contemporary-style home with over 150’ on the shores of Lake Berry. Custom built and architecturally stunning, this 5 bedroom, 4.5 bath home is pure perfection inside and out. Set on an oversized 2-acre lot, on a quiet cul-de-sac in the highly-desirable Windsong community, this estate home features a gated entry, home office (optional 5th bedroom), personal fitness center, 3-car garage, salt-water lap pool, and interior finishes by Interiors by Steven G of Miami. This sprawling, single-story home offers luxury at every turn, and not to mention fantastic pool and water views throughout. As you enter the home and step into the formal living spaces your attention is immediately drawn to the sophisticated interior and glass walls that open to reveal a seamless indoor/outdoor entertainment area. The gourmet, chef’s kitchen includes only the best appliances, hardware free cabinetry, and is open to the gathering room and side patio. Master bedroom sits at the back of the home taking full advantage of the lake views and is complete with his and her dressing closets, a spa bath, and access to the pool and lanai. Three oversized guest suites each allowing a certain degree of privacy. The outdoor living space wraps around the 82x12 lap pool and offering several covered areas for entertaining. Built for someone who appreciates the most luxurious accommodations, this home is a must see. Additional information on amenities and features are available up on request.

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472 HENKEL WINTER PARK FL 32789
$3,599,999

  • 4 Bedroom(s)
  • 7 Bathrooms
  • Living Area: 4,686 SqFt
  • Lot Size: 0.39 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 2017
  • Sub: thomas m henkels add
  • 269505106

This Spectacular local art curator's home is an elegant Winter Park lakefront masterpiece custom built with luxurious finishes by Fred Schaub Homes. Including the outside living space,there is over 6000 sq ft ready to impress guests and offer an unforgettable place to entertain. Rich wood and glass accents are found throughout the house. 10' Casablanca stained folding La Cantina doors open to transitional room with sub zero/Viking summer kitchen,pool bath,outdoor shower,retractable sun shades and outdoor A/C system. Lakefront oversized infinity edge pool w/ glass tiles,tanning shelf,gas heated spa,aeration fountains,fiber optic lighting and waterfall sit on a 3000 sq ft stone patio with gas firepit.Gas torches light the way to the lakefront dock w/ boathouse,covered lift and secure storage.Lakeview Master Suite features huge custom closet and marble bathroom with large glass shower and separate freestanding tub.LR w/ gas fireplace opens to high end gourmet kitchen with 60" Wolf range and double convection oven,large open pantry and 10ft island.The 2 story grand entry highlights wood and glass custom staircase leading up stairs to 3 bedrooms with private full baths and custom walk in closets as well as a 2nd 1/2 bath and a 2nd full size laundry room,LR,dining area and kitchenette with balcony overlooking lake.This home has state-of-the-art technology including sec. cameras,surround sound,media,LED lighting,4 A/C systems operated by ipads w/ docking stations and iPhone enabled.MUST SEE, absolute perfection!

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2359 FORREST WINTER PARK FL 32789
$3,450,000

  • 4 Bedroom(s)
  • 5 Bathrooms
  • Living Area: 6,344 SqFt
  • Lot Size: 0.69 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 1995
  • Sub: ripples
  • 261014339

Elegant custom lakefront home. Enjoy lakefront living in this spacious 6,344 SF home. Nestled in a premier location with breathtaking sunset views across Lake Sue combined with a secluded location make this a unique opportunity. Fantastic space for entertaining, inside and out. Grand foyer entry, formal living and dining areas, spacious family room, kitchen, den, bonus/craft room and laundry room all on main level. Gourmet island kitchen features a breakfast area overlooking the lake, granite countertops and Viking, Bosch & Thermador appliances. Upstairs includes the master suite with sitting room and large bath with shower and jetted soaking tub, plus two additional bedroom suites, a large bonus/game room with wet bar and spacious balcony. Timeless finishes and details throughout, beautiful marble & wood floors and cast stone fireplace in family room and 2nd fireplace in the master sitting room. French doors overlooking Lake Sue provide expansive lake views. Enjoy picturesque sunsets, as well as uncommon moon rises/sets. Lake Sue is a natural spring fed lake. Immaculately landscaped 1/2 acre+ grounds. Great Winter Park schools.

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740 PALMER WINTER PARK FL 32789
$3,175,000

  • 5 Bedroom(s)
  • 5 Bathrooms
  • Living Area: 4,810 SqFt
  • Lot Size: 2.79 acs.
  • Status: Active
  • Pool: No
  • Year Built: 1955
  • Sub: osceola place
  • 55779

If you’re looking for the quintessential Winter Park Lakefront Estate Home this is it! Designed by acclaimed architect Gamble Rogers this magnificent home has double waterfrontage on both Lake Osceola and the Venetian Canal. Located on an oversized 1-acre lot, this home has a formal presence including a grand, circular driveway entrance and a classic front elevation that showcases a 2nd story balcony overlooking majestic palms. As you walk through the front door your eyes are immediately drawn to the unobstructed views of the water; just about every room in the house offers views of the lake. Along the back of the house (lakeside) you’ll find the formal living room, sitting room/den, dining room and kitchen; there’s also a downstairs guest suite with full bath. Upstairs is the master bedroom, along with three additional bedrooms and two full baths. There is an abundance of storage of throughout the home and the entire estate is impeccable and representative of timeless elegance and class. Surrounded by both historic and brand new multi-million dollar estates this one-of-a-kind property is walking distance to Park Avenue and just minutes to the Interlachen Golf & Country Club, Winter Park Racquet Club, and more.

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1400 GREEN COVE WINTER PARK FL 32789
$3,150,000

  • 5 Bedroom(s)
  • 7 Bathrooms
  • Living Area: 6,384 SqFt
  • Lot Size: 0.70 acs.
  • Status: Pending
  • Pool: No
  • Year Built: 1995
  • Sub: camwood sub
  • 51588

One or more photo(s) has been virtually staged. Timeless, classic, sophisticated, peaceful - a rare opportunity to live in a premier Winter Park Chain of Lakes estate home on 0.70+ acre, walking distance to downtown Park Avenue. Brand new carpet & paint, the house is light, bright, and ready to move into! Plenty of room to add a pool. This one-owner custom home was designed by Steve Feller and built by Don Jernigan with high quality workmanship & thoughtful detail throughout. Grand foyer with sweeping staircase overlooks the formal living room’s 2 story wall of windows showcasing beautiful Lake Maitland. The first floor is large and accommodating, with perfect lake views, great for entertaining with a separate living room, formal dining room, & family room adjacent to the kitchen. The kitchen was updated with all white cabinets, a beadboard island, stainless appliances, granite countertops, double ovens, a breakfast bar and large eating nook with abundant windows conveying brightness and light. There is also a 1st floor bedroom suite and an elegant, traditional home office with paneled walls. The 2nd floor has a master bedroom suite with large bathroom and huge walk-in closet, as well as 3 additional bedroom suites, a bonus loft, & media room with bar area. Features include fireplaces, crown molding, hardwood floors, French doors, coffered ceilings, built-ins, and lots of storage. Appx 119’ of lake frontage, perfectly manicured lawn, boat house & dock (as is), 2 car garage with capability to add 3rd.

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440 HENKEL WINTER PARK FL 32789
$3,150,000

  • 5 Bedroom(s)
  • 8 Bathrooms
  • Living Area: 6,025 SqFt
  • Lot Size: 1.17 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 2007
  • Sub: thomas m henkels
  • 261014339

French Mediterranean lakefront on 1.25 acres moments from Park Avenue, this truly magnificent estate boasts over 200 feet of waterfront on Lake Mizell. The 2007 Parade of Homes winner, an unmatched level of quality/character is found throughout the over 6,000 square feet of elegant living space. Luxurious appointments include extensive moldings, soaring ceilings, built-ins and superb craftsmanship. Easily host out-of-town guests with a unique detached two-story guesthouse with summer kitchen and recreation/exercise room on 1st level pool side and private guest apartment above. A chef’s delight, the grand kitchen offers an oversized island, Viking built-in appliances, gas cooktop with six burners, double fridge with a bottom freezer and wooden cabinetry. Overlooking the spectacular pool and stunning lake views, a spacious family room is ideal for intimate gatherings with hardwood floors and large sliding doors that open up to a slate covered lanai. A relaxing retreat, an oversized ground-floor master retreat features two walk-in closets and an exquisite bath. The custom home theater with leather reclining chairs and an eight-foot projector screen provides effortless entertainment. For added convenience, this residence has four garages with extra outside motor court for a boat and trailer. A private composite boat dock with lift, generator and sprawling back yard with majestic trees are perfect additional features for those who seek an exceptional lakefront lifestyle.

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1637 CHASE LANDING WINTER PARK FL 32789
$2,950,000

  • 5 Bedroom(s)
  • 6 Bathrooms
  • Living Area: 6,272 SqFt
  • Lot Size: 0.71 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 2002
  • Sub: windsong preserve point 43/76
  • 261016583

One or more photo(s) has been virtually staged. A luxurious lakeside lifestyle awaits you in this exquisite 5 bedroom 5.5 bathroom 6,000+ sq ft Winter Park waterfront estate. With a lot comprising of just under 3/4 of an acre and nestled on the shores of serene and beautiful LAKE Berry. Magnificently beautiful travertine floors throughout the living area. A gourmet Michelin chef caliber kitchen featuring stunning cabinets, high end appliances, and an oversized granite island. Temperature controlled wine cellar built under the kitchen staircase, but also the expansive built-in solid wood bar area located in the relaxing living area right off the kitchen. In addition, the state of the art movie theatre, game room, and library are just a few of the additional features. Step outside and immediately be taken back with the idea of enjoying the breathtaking view of picturesque Lake Berry from the immaculate pool and spa. Relax and take in the sunset while cooking dinner in the stone and granite outdoor kitchen. Take a short stroll from the pool deck and down to the lake to reach the custom build dock with build in seating and motorized lift for boats and jet skis alike. This stunning home provides the framework for quintessential waterfront luxury living.

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455 LAKEWOOD WINTER PARK FL 32789
$2,690,000

  • 4 Bedroom(s)
  • 6 Bathrooms
  • Living Area: 5,018 SqFt
  • Lot Size: 0.62 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 1954
  • Sub: osceola shores sec 3
  • 51588

New Price. Private and sophisticated Winter Park lakefront with stunning views of Lake Osceola. Light and bright with a very open floor plan this residence offers great space for entertainment. The home features two living rooms with a wall of windows, a family room, a bonus room and formal dining room. Tastefully updated with new hardwood floors, new doors and plantation shutters. Updated kitchen with a Thermador 6 burner gas stove, 2 ovens and an over sized pantry. There is a wet bar in the family room with and ice-maker. The master bedroom on the main floor features a generous sitting area and his and hers master bath that opens to a screened porch with a hot tub - with all new equipment - overlooking the lake. One more bedroom completes this level. The lower level has 2 additional bedrooms and a bath. The outdoors is an entertainer’s dream. The upper level with an extensive porch also has a recently added pergola, a re-surfaced pool, and a refinished deck. The lower lower deck features an inviting white sandy beach and a boathouse with plenty of storage for all your water toys. 2 outside extra closets and and an outdoor pool shower complete the outdoors. Great opportunity to live in a beautiful lakefront home on a quiet street close to Park Avenue with all that Winter Park has to offer!

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560 COUNTRY CLUB WINTER PARK FL 32789
$1,895,000

  • 6 Bedroom(s)
  • 7 Bathrooms
  • Living Area: 4,242 SqFt
  • Lot Size: 0.67 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 2019
  • Sub: lake killarney shores
  • 55779

Exceptionally stunning, brand new construction on Winter Park’s Lake Killarney. Built by Lazarus Development this modern, Spanish-inspired home features an amazing floorplan with 6 bedrooms, 5 full baths, 2 half baths, and direct waterfrontage with a private boathouse and heated saltwater pool. Interior layout offers formal dining, a chef’s kitchen with GE Monogram appliances, butcher block island, walk-in pantry and unobstructed views of the indoor/outdoor living spaces. Additionally, the first floor features a home office (optional 6th bedroom) with full bath. Upstairs you’ll find the master retreat with it’s private en suite and walkout balcony so that you can enjoy sunsets from the privacy of your own bedrooms. Three additional bedrooms, 2 full baths, and bonus room are also located upstairs. An attached one bedroom/one bath casita has its own private entrance at the front of the home, ideal for visiting family or au pair. Covered lanai with outdoor kitchen overlooks the heated, saltwater infinity pool and lake. Located in one of Winter Park’s newest communities, Lake Killarney Shores residents will enjoy low HOA dues as well as convenient access to great shops and dining, major highways, and close proximity to the Winter Park Village, Park Avenue and so much more. Additional features and builder specs are available upon request.

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1292 HOWELL BRANCH WINTER PARK FL 32789
$1,875,000

  • 4 Bedroom(s)
  • 6 Bathrooms
  • Living Area: 4,573 SqFt
  • Lot Size: 2.01 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 2020
  • Sub: via veneto
  • 261011543

Pre-Construction. To be built. “Pre-Construction. To be built.” VIA VENETO is an exclusive new subdivision of four (4) oversized Lakefront Lots in Winter Park's most desired Via's neighborhood. Enjoy a rare opportunity to build your dream home of 6200+ square feet right on Lake Temple. Claim your spacious Florida oasis away from it all, yet close to everything. CUSTOM HOMES FROM $1.45 MILLION. 5 bedrooms, 4 bathrooms, amazing views of the Lake. Custom homes built by Award-Winning Tolaris Homes.... A true custom and design build firm. Choose from hundreds of plans or design your own dream on this unique home site. This is a rendering and is subject to change without notice, elevation and final floor plan may vary or change prior to completion.

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2726 LAKE HOWELL WINTER PARK FL 32792
$1,450,000

  • 3 Bedroom(s)
  • 2 Bathrooms
  • Living Area: 1,552 SqFt
  • Lot Size: 4.80 acs.
  • Status: Active
  • Pool: No
  • Year Built: 1960
  • Sub: lake howell
  • 51957E

Vacant Land Easy to Show! Located on the shores of Lake Howell, this Lakefront property offers the potential buyer over 4 acres of High and Dry Land in a serene natural setting. After viewing the beauty and potential this Lakefront Land has to offer, follow the Boardwalk to the Gazebo where you may encounter Bald Eagles, Red Foxes, Wild Turkey and Osprey. Continue to the Dock to enjoy Impressive Views of Lake Howell from the Private Boathouse with Electric Lift. Lake Howell is a 404-Acre Lake located in the Howell Creek watershed of Seminole County the Lake Access is Limited to Private Residences on Lake Howell. Skiing, Paddle Boarding, Kayaking, Row Boating and Fishing are all activities that the new property owner can enjoy. Build your dream home on this private residence which is also zoned for horses. A piece of Old Florida paradise just minutes away from Park Avenue, Lake Lily, Local Dining and Boutique Shopping. Please note the value is in the land, lot has been cleared. Room sizes and information regarding the home is approximate. Potential buyers should note that the home is considered a Tear Down.

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1298 HOWELL BRANCH WINTER PARK FL 32789
$1,450,000

  • 4 Bedroom(s)
  • 6 Bathrooms
  • Living Area: 4,573 SqFt
  • Lot Size: 2.01 acs.
  • Status: Active
  • Pool: Yes
  • Year Built: 2020
  • Sub: via veneto
  • 261011543

Pre-Construction. To be built. “Pre-Construction. To be built.” VIA VENETO is an exclusive new subdivision of four (4) oversized Lakefront Lots in Winter Park's most desired Via's neighborhood. Enjoy a rare opportunity to build your dream home of 6200+ square feet right on Lake Temple. Claim your spacious Florida oasis away from it all, yet close to everything. CUSTOM HOMES FROM $1.45 MILLION. 5 bedrooms, 4 bathrooms, amazing views of the Lake. Custom homes built by Award-Winning Tolaris Homes.... A true custom and design build firm. Choose from hundreds of plans or design your own dream on this unique homesite.

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1530 WILBAR WINTER PARK FL 32789
$1,180,000

  • 3 Bedroom(s)
  • 2 Bathrooms
  • Living Area: 1,544 SqFt
  • Lot Size: 0.44 acs.
  • Status: Active
  • Pool: No
  • Year Built: 1926
  • Sub: lake knowles terrace
  • 52403

Spectacular corner lot. A Dream Location with views of Lake Wilbar. With multiple lots that total nearly a 1/2 acre of property, this Gem would make a fabulous location for a NEW Home. This classic 1920's home boasts Historical charm. A Craftsman's home with real pine hardwood floors throughout, original fireplace and wood trim. The property offers lots of land for additions, pool or inlaw suite. Home is close to Cady Way Trail, Lakemont, Rollins College, Advent Health Winter Park and lots of shopping.

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2072 LAKE WINTER PARK FL 32789
$1,095,000

  • 4 Bedroom(s)
  • 4 Bathrooms
  • Living Area: 2,415 SqFt
  • Lot Size: 1.35 acs.
  • Status: Pending
  • Pool: Yes
  • Year Built: 1978
  • Sub: lords sub
  • 261012354

Spanish style home, on private LAKE KILLARNEY! Breathtaking views from almost every room. Quiet, treelined street delivers you to this tropical gem. Abundance of balconies, huge 20 x 20 second-story open sun-deck, and first floor glassed & air-conditioned sun-porch overlooking the pool and lake. The living room offers over-sized, light brick, wood-burning fireplace; Large kitchen with island, granite countertops, stainless steel appliances, Open to dining area; All areas have a beautiful lake view! The perfect setting for entertaining your friends, guests or just a meditation! Sparkling pool, fishing pier and 127 feet on 234-acre Lake Killarney. Watch Sunset from your balcony or pool while listening to birds. Call TODAY! Home includes 2-car side-entry garage, circular drive, & 2-zoned AC units.

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1795 KILLARNEY DR WINTER PARK FL 32789
$1,049,000

  • 4 Bedroom(s)
  • 4 Bathrooms
  • Living Area: 3,500 SqFt
  • Lot Size: 0.74 acs.
  • Status: Active
  • Pool: No
  • Year Built: 1955
  • Sub: flamingo shores
  • 261013301

Enjoy lakeside living at it's best with water skiing, Kayaking or paddle boarding or dining at Hillstones before you head home. The value in this property is in the land! Take a look at this beautiful almost ¾ of an acre property on one of Winter Park’s most desirable lakes. Come build your dream home, with grandfathered structure just feet from the lake, it is no wonder this is a premium property. With over 120 feet of waterfront this lot has a newer steel sea wall, dock and much more. Winter Park is expanding in this direction with a lot of new retail but still close to Park Avenue, Rollins College and has easy access to I-4.

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