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$1,725,000
3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
A RARE OPPORTUNITY to own 1 of only 6 EXCLUSIVE DIRECT LAKEFRONT condos located on the shores of Lake Osceola in the heart of downtown Winter Park’s bustling shopping district. Unit 219 in the esteemed Cloisters community offers an exceptional lakefront living experience. This corner, one story unit boasts almost 2000 square feet of living space. Its outstanding features include a captivating large outdoor terrace with breathtaking views of Lake Osceola, perfect for entertaining! With a private alcove double door entry, one is immediately drawn into the extraordinary beauty this unit offers. Starting with gleaming wood floors, crown molding, 5-inch baseboards, recessed lighting, and plantation shutters throughout the entire unit. A bank of windows in living room frames the stunning view of the lake and Pella glass doors open to the one-of-a-kind generous lakefront terrace. A lovely fireplace and custom-built in shelving complete the living room. The bright & welcoming kitchen is well appointed with custom wood cabinets with under cabinet lighting, granite counters, top of the line appliances including Sub-Zero, Bosch & Thermador & charming breakfast nook with banquette seating. Distinct dining space with room to accommodate a large dinner party. Gracious owner’s retreat offers more stunning lake views, 2 customized walk-in closets, dressing area, updated bath with dual sinks & custom cabinetry with lots of storage. Second bedroom is currently used has a den with built in desk area. This special unit has indoor laundry room with additional storage, tankless water heater, separate storage closet w/ temperature-controlled room and 1 car assigned carport. The complex offers a swimming pool, putting green, on-site manager, boat slips, dock, bike storage and paddle board/canoe storage. Just a short stroll to Park Avenues shoppes, cafes and eateries, the Alfond Inn, Sun Rail, WP Farmer’s Market, museums and all downtown Winter Park has to offer. Call today for your private viewing of this stunning Unit 219.

106 S Interlachen Avenue Unit 219A, Winter Park
$1,250,000
3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code
Introducing Lake Killarney Townhomes: Your opportunity to be the first to call this brand-new construction home! Nestled on the tranquil shores of scenic Lake Killarney, this waterfront enclave offers 30 contemporary townhomes with exquisite attention to detail and unmatched quality. Step inside this meticulously designed residence and be greeted by the stunning finishes and unique features that set it apart from the competition. With level 4 drywall, light engineered flooring, quartz countertops, streamline cabinetry, and a luxury appliance package, this home epitomizes modern elegance. The large storefront style windows and 10'6" ceilings flood the interior with natural light, creating a bright and open living space. Upstairs, three spacious bedrooms, each with wood flooring and custom walk-in closets, provide ample space for relaxation. The primary bedroom boasts a generous private balcony, perfect for unwinding after a long day. Quality craftsmanship is evident throughout, with a Firestone TPO roofing system and Pella windows and doors ensuring lasting durability. Located in beautiful Winter Park, just minutes from downtown Orlando, Lake Killarney offers a serene retreat while being close to vibrant shops, upscale restaurants, and leisure activities. Imagine gazing over the picturesque lake from the newly completed dock or enjoying the sunset in the lakefront Pavilion. With private boat slips, you can easily access Trader Joe's or indulge in a meal at Shake Shack. For outdoor enthusiasts, the community racks provide storage for kayaks and paddleboards, ideal for fishing, exercise, or simply relaxing on the water. Embrace the convenience of the newly renovated Winter Park Village, where you can explore upscale shopping, fine dining, and enjoy irresistible outdoor areas. Cultural experiences such as The Morse Museum, Winter Park Farmer's Market and the Maitland's renowned Enzian Theater are minutes away. With its unbeatable location and impeccable modern design, Lake Killarney Townhomes offers the ultimate in comfort, luxury, and lifestyle. Don't miss your chance to make this exceptional property your own.

1772 Mondrian Circle, Winter Park
$4,087,500
5 Beds ⋅ 9 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, Winter Park
$1,090,000
4 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code
The dream of lakefront living in Winter Park can come true with this highly sought-after waterfront property on private Lake Spier in Winter Park. This impressive renovation, both inside and out, is nestled on an expansive 0.88-acre lot with over 117 feet of lake frontage and breathtaking views. The open floor plan flawlessly connects the living and dining areas, featuring rich wood flooring, double-pane windows, carefully selected lighting, and slider doors that provide easy access to the back patio, and the stunning lake views. All creating the perfect setting to entertain & delight your guests. The thoughtfully designed Kitchen showcases custom shaker cabinetry with under cabinet lighting, captivating counter-to-ceiling backsplash, slide in range with range hood, French door refrigerator with separate beverage drawer, a generous peninsula that comfortably seats 4, a statement making island from Williams Sonoma & additional space for breakfast or sitting area with more sliders to back patio. The ideal split plan delivers a private primary suite with a luxury bath featuring distinctive double vanity, premium fixtures, upgraded lighting, & large shower surrounded with wonderful dimensional tile & seamless glass. The suite also has more sensational views through its slider doors leading to back patio, where you can enjoy the evening sunsets. All the additional bedrooms are spacious with wood flooring with bedrooms 3 & 4 having more spectacular lake views. The 2nd bath displays a fresh modern double floating vanity, travertine flooring & shower/tub with travertine tile. More stand out features of the home are the laundry room with utility sink, open shelving, storage closet and washer/dryer, the garage with glass panel door & epoxy flooring-2019. You'll never want to leave the extensive backyard leading to the serene lake with a sophisticated landscape package that includes lighting and an upgraded irrigation system. There's also a newer seawall along the water to protect your frontage, and the grandfathered-in fencing provides safety for your pets. This property is perfect as it is, but the lot allows for future additions and a pool. Other important details to note are: New double pane windows and doors-2019, All new interior doors & hardware-2013, Electrical upgrade & expansion including interior & exterior panels-2013, Full replumbing of home-2013, Hot Water Heater-2019, HVAC 2018, Roof 2013, Septic system completely redone & upgraded to larger system with drain field moved to front & tank moved, to allow for future addition- 2020, Detailed Landscape package, lighting & irrigation-2021, Exterior stucco & stone accents-2013, Brick paver drive, walkway & side patio-2017, Stone tile Back patio-2017, Video camera security-2014, Seamless gutters with leaf filter-2021, Fencing -2013, 2016 & new front gate-2023. This turn-key lakefront property in Winter Park is truly a unique opportunity, with recent updates and improvements that make it ready for you to move in and start enjoying lakefront living. Don't miss your chance to own this sensational waterfront home!"

1887 Lake Spier Drive, Winter Park
$1,547,500
3 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code
Incredible lakefront condo in the iconic Whispering Waters enjoys breathtaking views of Lake Osceola and includes a deeded boat slip to the Winter Park Chain of Lakes. This 3-bedroom 2 bath with nearly 2100 sf is a corner unit allowing for an abundance of light and features picturesque backdrop of Florida nature. A private courtyard is recently landscaped and tucked away in the back for ultimate privacy and a rare find for a condo in Winter Park. Timelessly renovated with travertine and reclaimed wood floors that welcome you into open living and dining spaces with seamless views of the water. Walk to Park Avenue just a block away from the Complex and enjoy the lifestyle that makes Winter Park so desirable. Fantastic restaurants, shopping and museums and Central Park is host to nationally acclaimed art festivals and community events. Bedrooms are spacious and owners retreat has expansive closet and fully renovated bath with double vanities, steam shower with seamless glass, neutral appointments in a spa like setting. The secondary bedrooms are spacious and 3rd bedroom currently being used as a den which also has large walk in closet. Dedicated underground parking space and 2 additional storage units for this condo. This opportunity doesn’t come along often, this location and lifestyle are unparalleled. Call us for a private showing.

311 E Morse Boulevard Unit 1-1, Winter Park
$660,000
2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
Introducing a splendid opportunity in downtown Winter Park living! This remodeled 2-bedroom, 2-bath condominium offers a prime location on the serene shores of Lake Osceola. With 1,143 square feet of living space, this unit exudes a light and airy feel, accentuated by warm-toned floors and an abundance of natural light. Notable features include two remodeled baths, with a walk-in shower in the master suite and a shower-tub combo in the hall bath, both elegantly enclosed in glass. The master bedroom boasts an en-suite bath, a dressing area with ample closet space, and even potential for adding a washer and dryer for added convenience. The separate kitchen, with the possibility for a simple cosmetic remodel, opens to a generous living and dining area, ideal for hosting guests or simply relaxing with tranquil views. Step outside to the oversized balcony, cocooned in privacy by mature landscaping, and enjoy vistas over the pool, lush greens, and the shimmering lake just around the corner. This condominium offers more than just comfortable living; it's a gateway to a lifestyle of luxury and convenience. Covered parking, an elevator, and proximity to daily amenities enhance the overall experience. Within the complex, you'll discover an array of amenities, including boat docks for water enthusiasts, a well-equipped gym for fitness enthusiasts, and an elegant community room for gatherings. Expertly managed by FirstService, this home promises a harmonious living experience. It's mere steps from the renowned shopping and dining on Park Avenue. Plus, you'll find the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College all within this vibrant community. Don't miss your chance to create lasting memories in this sophisticated Winter Park condominium. Contact us now to schedule your private viewing, and request the floor plan to discover how this exceptional unit can be your ideal home. Room Feature: Linen Closet In Bath (Primary Bedroom).

106 S Interlachen Avenue Unit 416, Winter Park
$1,175,000
3 Beds ⋅ 3 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code
Welcome to this esteemed Winter Park Serene Lakeside Living condo within walking distance of Park Avenue!! Upon entering, you're immediately embraced by stunning VIEWS of LAKE VIRGINIA FROM EVERY ROOM. The two balconies total 50 feet and are accessible from every room! Truely special, this is not just a place to live; not just any condo; it's a sanctuary of peace and tranquility, offering a lifestyle that's second to none! This fifth-story condo boasts TWO private balconies with 50 feet of LAKEFRONT VIEWS…! From the moment you walk in, you'll experience open, airy, & bright living spaces that beckon you to call this place home. YES… each room opens up to awe-inspiring views that will take your breath away. Two master suites, one on each side of the condo, provide the ultimate in privacy. And let's not forget the abundance of upgrades throughout this remarkable residence: 2022 both AC units were replaced, new plumbing, 2 new GORGEOUS bathrooms with imported marble, new fixtures & lighting, wood floors were refinished…all that is left to do is for you to move-in! Imagine waking up to the gentle caress of a fresh morning breeze from your fifth-floor condo overlooking Lake Virginia! Step out onto your private balcony with your cup of coffee,, basking in the glow of the rising sun over the tranquil waters. It's a moment to center yourself, to find complete peacefulness before the day begins. When the day ends, picture yourself unwinding by the lakefront saltwater pool or sitting on one of your TWO private balconies, sipping on early evening cocktails with your loved one. The world fades away as you share moments of pure bliss. You'll be treated to breathtaking sunsets and even the occasional rocket launch! This isn't just a living space though; it's a LIFESTYLE. You'll enjoy access to a range of first-class amenities, including Winter Park Chain of Lakes access which is a stunning network of six interconnected lakes and navigable Venetian-style canals. Birdwatching, lush scenery, and historic estates await you. The condo has rentable boat slips (based on availability), a lakefront saltwater pool and spa, a lakefront fire pit and BBQ area, a clubroom with a kitchen, outdoor entertaining space, a fitness room, a rentable poolside guest suite, and paddleboard & kayak racks. Live like you're on vacation every day in this resort-style condominium. With two assigned parking spaces and private storage, convenience is at your doorstep. Nestled in the heart of Winter Park, you'll relish the convenience of being within walking distance of "THE AVENUE," known for its world-renowned boutique shopping, restaurants, and museums. Plus, easy access to downtown Orlando, MCO, and all the major attractions, ensuring that every day is an adventure. Call now to schedule your private viewing. Don't miss this one-of-a-kind chance to own a truly unique lifestyle in Winter Park….Make it yours today!

690 Osceola Avenue Unit 504, Winter Park
$5,500,000
5 Beds ⋅ 6 Baths ⋅ Lt A Blk A Rep SubDv. ⋅ 32789 Zip Code
Sold Data Entry Only

1180 N Park Avenue, Winter Park
$2,090,000
4 Beds ⋅ 4 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code
LAKEFRONT 2100 Lake Drive, Winter Park. Enjoy panoramic lakefront views from the privacy of your own home with this remarkable single-story lakefront residence on Winter Park’s private Lake Killarney. Offering an expansive 3,555 SF interior layout the home features a 4 bedroom, 3.5 bath, split-bedroom floorplan with a dedicated office. The family/great room at the back of the home has 3 sets of French doors that open to the lanai and screened pool area overlooking the tranquil waters. Off the family room is the dining room and kitchen. The chef’s kitchen is a dream space to work in: bar top peninsula, large island, deep counters, high end, stainless steel appliances, and a pass thru window. The master bedroom also sits at the back of the home taking full advantage of those water views and features two walk-in closets and an en suite bath complete with a dressing vanity. Two of the guest bedrooms are comfortably sized and share a hall bath with tub/shower combo. The fourth bedroom is larger and has its own private bath with walk in shower. There’s no shortage of outdoor living space at this home. From the covered lanai, to the pool and spa, to the covered boathouse with lift, you’ll find there are year-round opportunities to entertain friends and family at this lakefront oasis. Although this home is tucked away in a quiet neighborhood nearby shops and restaurants are just around the corner. Lake Killarney is just minutes from Park Avenue, the Winter Park Village, the Enzian, Whole Foods, and more. Additional property highlights include European Red Oak floors, recessed lighting, a wood burning fireplace, and custom built-ins. For more information on this fantastic waterfront property, inquire today!

2100 Lake Drive, Winter Park
$1,164,000
3 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code
Stunning one of a kind, move in ready lakefront home on private Lake Spier. Built from the ground up in 2010 utilizing just three walls of the original property, this all block single story, three bedroom, two bathroom contemporary home with 1.17 acres has been meticulously designed for incredible views and flexible spaces, both inside and out. Perfect for entertaining, relaxation and fun activities such as paddle boarding, kayaking, canoeing, fishing or jet skiing. Relax with a coffee in the fully fenced private side courtyard or entertain friends on the lanai and paved patio overlooking the expansive grassed area and 85ft of lakefront with private access and dock rights. The sunsets are phenomenal. No expense was spared on the stone floors that run seamlessly throughout the entire home, together with level five finish smooth ceilings and walls. High end unique designer touches such as European fixtures and fittings and lighting plus privacy glass doors that add interest and make light, bright rooms. The open concept living space with soaring cathedral ceilings and enormous windows was designed to frame the breathtaking view from the minute you walk in the door, while the gourmet chefs kitchen with limited edition solid wood cabinets, features a zebra wood finish and an island with space for a wine fridge. The adjacent office/den/homework or crafting room is flexible and has access to the side courtyard garden and double garage. Retreat to the oversized master bedroom with private seating area and windows overlooking the lake. Relax in the spectacular spa like ensuite bathroom with large shower and deep soaking tub leading to the generous walk in closet fitted with custom cabinetry. Across the lake the nature conservation land ensures the view and provides endless nature watching opportunities, while the garden has been planted with native plants and trees specifically for the 32789 zipcode to encourage biodiversity and pollinators. Minutes from the amenities of Baldwin Park and the restaurants of Winter Park’s Park Avenue, with easy access to Orlando, airport, beaches and all that Florida has to offer, this friendly safe neighborhood is a hidden gem- don’t miss out on this extremely well designed, maintained and loved home!

1879 Lake Spier Drive, Winter Park
$1,089,000
3 Beds ⋅ 3 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code
WONDERFUL OPPORTUNITY TO OWN THIS NEWLY UPDATED 3 BEDROOM, 3 BATH HOME IN A HIGHLY DESIRABLE WINTER PARK NEIGHBORHOOD. Zoned for top rated Schools. Waterfront home with 43 feet of canal frontage with stunning views. Located on Howell Creek Canal with direct access to Lake Maitland and The Winter Park Chain of Lakes. Ideal for many water sports, skiing, wake boarding, wave runners. This home has all new top notch modern interior finishes. Porcelain wood plank tile flooring throughout the entire home (no carpet) Chef kitchen with custom cabinets, Huge Island, New stone Quartzite countertops and full backsplash, All new GE Cafe' appliances, Double oven with Induction cooktop, French door refrigerator, and double door dishwasher. Both bathrooms have been completely updated. All new ceiling fans and new LED lighting throughout. 2 car garage with fully update 3rd bathroom, NEW INSULATED GARAGE OVERHEAD DOOR'S, NEW OPENER'S, NEW MINI SPLIT A/C IN GARAGE. New ROOF, NEW TRANE A/C, ALL NEW PELLA WINDOWS THROUGHOUT INCLUDING GARAGE AND MUCH MORE...The tranquil backyard with a water view is great for BBQ's and enjoying family and guests.

2600 Venetian Way, Winter Park
$212,000
1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code
Come see this absolute hidden beauty on spring-fed Lake Killarney in Winter Park 32789. This charming 1 bedroom 1 bath 645 sft condo sits on the second floor of a two-story complex conveniently located just off I-4 yet tucked away in a quiet, tree-lined, serene environment. Low HOA fees and a strong HOA board keep the community of Lakeside Manor one of Winter Parks best-kept secrets. Clubhouse with lakefront pool. Onsite boat launch, boat slips, and dockage. Reserved parking. Onsite laundry. Boat to Hillstone and Trader Joes! Unit can be sold completely turnkey furnished, as seen in photos, or without furniture. Easy to view!

2500 Lee Road Unit 233, Winter Park
$1,162,500
3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
Spectacular lakefront condominium in downtown Winter Park. Steps to Park Avenue's quaint shops, restaurants and manicured parks! Very rare do these units so close to the lake come on the market. Completely renovated, this magnificent condominium home features 3 Br, 2 Baths. Very spacious living room, with impressive wood-burning fireplace gorgeous views of Lake Osceola with double sliders. Lakefront Master Suite includes an oversized walk-in closet. Large double porch overlooks the lake and is perfect for year-round outdoor entertaining. The Cloisters offers a heated pool, exercise room with saunas, entertainment room with kitchen, putting green, covered parking, visitor parking, boat dock, private boat slip and on-site management with 24 hour video surveillance.

106 S Interlachen Avenue Unit 518B, Winter Park
$2,600,000
4 Beds ⋅ 5 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code
Gorgeous lakefront home on a quiet Winter Park brick road. Enjoy breathtaking views and sunsets from this elevated spacious property, situated on .71 acres. The home takes advantage of abundant sunlight throughout. The living room features a lovely custom stone fireplace and beautiful built-ins. The kitchen is open, light and bright, and located off the formal dining room. Double French doors lead you to a fabulous and stunning Shangri La backyard with pool, patio, outdoor fireplace and mature landscaping. Downstairs primary suite, double vanities, bidet, tub and shower off pool area. Two closets, beautiful view of Lake Sue. Two full baths plus powder room and laundry room downstairs. There is a flex space off the kitchen that can be used for breakfast nook, office or play area. Two-car garage rear entry. An additional three bedrooms, two full baths and balcony upstairs. Paver circle driveway. Lake Sue is a private ski lake conventionally located between Park Avenue, and AdventHealth and Orlando campuses. Top Winter Park schools. Aurora Award Winning Design by Slocum Platts. Enjoy a glass of wine or a cup of coffee on your private dock. Very peaceful, one owner home. Call for your private showing.

235 W Fawsett Road, Winter Park
$2,300,000
Comstock Park SubDv. ⋅ 32789 Zip Code
Beautiful and secluded lakefront lot on quiet cove on Lake Osceola. Opportunity to design and Build with Z Properties.

1400 Elizabeth Dr, Winter Park
$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
$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
$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
$2,050,000
5 Beds ⋅ 5 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code
Residing in one of Winter Park’s most sought-after communities, this gorgeous Windsong Estate awaits. From the expansive layout and beautiful outdoor living space to the stunning Brazilian Walnut floors and detailed, high ceilings throughout the downstairs living areas, no aspect was overlooked in its construction or care since. The custom double entry doors and 19’ entry foyer welcome you into the formal living and dining, and flow into the remainder of the home. There are 5-bedrooms and 5-bathrooms (one being used as an office), a family room, formal living and dining rooms, bonus room, and a chef’s dream of a kitchen. Here you will find high-end Thermador, Monogram, and Bosch appliances, as well as custom cabinetry, granite counters, two large islands, breakfast bar, and walk-in pantry. The primary bedroom sits on the main level and is extremely spacious, offering a spa bath with dual vanities, large shower, soaking tub, and double walk-in closets with custom organizers. Upstairs is the bonus room along with 3 En-suite bedrooms, all quite spacious with large closets. Accessible from either the family room, formal living room, or primary bedroom to the outdoor living space is sure to be a favorite for everyone. The covered lanai boasts remote controlled screens, tongue and groove ceilings, tile floors, and a custom outdoor kitchen. All overlooking the custom pool by Southern Designs and lovely pond views. Community residents are zoned for A-rated schools and have access to 2 community pools, a splash park, playgrounds, and chain of lake access. With the recent price reduction, it is now the lowest priced home in Windsong Lakeside while enjoying a premium oversized, waterfront lot.

1428 Holts Grove Circle, Winter Park
$2,725,000
4 Beds ⋅ 4 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Lakefront luxury on the beautiful shores of Lake Killarney! Custom built with attention paid to every detail, this Mediterranean oasis delivers 4 spacious bedrooms, 3 full and 1 half baths, a library, theater room, climate controlled wine room, infinity edge pool and sweeping water views! 100’ of private lake frontage, 4 fireplaces, fiber optic lighting and a full Summer kitchen make this home an entertainer’s paradise. Step inside the grand front entry doors and be greeted by a panoramic view of Lake Killarney through the floor to ceiling windows. The custom 20’ stone fireplace is a striking feature of this open floor plan in addition to the travertine tile floors, and elegant floating staircase. Follow the natural flow into a chef’s dream kitchen featuring a hidden sub-zero refrigerator, Wolf gas range in the cooking island with granite counters throughout, and a comfortable casual breakfast nook with French door access outside and tons of natural light. The 3-sided stacked stone fireplace adds ambiance to the kitchen as well as a gorgeous custom-built library, and the beautiful living area, where 2-story windows complete with remote-controlled window treatments overlook Lake Killarney. The main floor features the 3 guest bedrooms, one with an en-suite bathroom. The staircase is a work of art and brings you to your personal retreat in the Owner’s suite, which features stunning lake views, a dual sided fireplace, sitting area, mini bar, oversized walk-in closet and a large private balcony! The en-suite bath features an expansive dual sink vanity for space and storage, jetted tub with lake views and a huge shower with dual shower heads and seamless glass doors. Also on the second floor is a bonus room which would make a great nursery, home office or gym, as well as a fully equipped and furnished media room. The backyard of this home is thoughtfully designed and one of a kind for the family that likes to entertain, offering a well equipped Summer kitchen with bar seating, fireplace, and a heated infinity pool with a zero edge spillover spa, colored lighting, and fire bowls. Bring your boat - the covered dock features a lift with electrical and a deck for watching the sunset over the lake! Call today and schedule your private tour of this lakefront sanctuary!

2138 Lake Drive, Winter Park
$3,001,950
3 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code
Nestled along the shores, on approximately an acre property on Lake Maitland walking distance to downtown Park Ave, with one of the most sought-after addresses in Winter Park, this secluded historic lakefront estate showcases the finest in authentic Spanish-style architecture. Built in 1930 and known as “Casa Felice” or House of Happiness, this is reportedly the 2nd home in the Winter Park area designed by James Gamble Rogers II… Boasting classic materials from the era and brimming with meticulous attention to every detail, the character, style and elegance of old-world Spain is highlighted throughout. Exceptional appointments include heart pine flooring, impressive solid stucco walls, gorgeous, beamed ceilings and pecky cypress doors. Three bedrooms (all upstairs) and all living areas/kitchen downstairs in the main residence. Additionally, there is a separate guesthouse, that could be one or two additional bedrooms or perfect for hosting friends and family with a multitude of flexible uses... Extremely well-constructed on over an acre of land, an outdoor private oasis features a saltwater pool, extensive flagstone terrace along with a sprawling back yard leading down to the lake with boathouse & waterfront entertaining. An extremely rare opportunity not only to own a part of Winter Park history, but to thoroughly enjoy the character & charm of one of Winter Park’s landmark special homes with the added bonus for those seeking to enjoy the quintessential Central Florida chain of lakes lifestyle…

1290 N Park Ave, 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 ⋅ 2 Baths ⋅ Palmer Park SubDv. ⋅ 32789 Zip Code
Prime corner lot for new build or remodel in prestigous area of Winter Park. Home offers: boathouse on Venetian Canal with access to Lake Maitland and Lake Osceola, pool, 4 car garage and circular driveway on Palmer Avenue. Palmer entry doors do not convey. Property offered for sale as-is. Property is also offered for rent @ $ 3600 @ month.

Winter Park
$?
4 Beds ⋅ 6 Baths ⋅ Beg Nw Cor Of Se1/4 Of Sw1/4 Run S 182.4 Ft E 211 SubDv. ⋅ 32789 Zip Code
First time on the market! Stunning, single story executive home on Lake Maitland. 4 bedroom 4 bathroom and 2 half baths with additional exercise room and enormous game/bonus room. Hardwood floors throughout, extensive built-ins, crown moulding, gas fireplace and slate roof. Three 2 car garages under air. Master suite features his and her bathrooms with a sauna. No expense spared on the construction of this home. Too many features to list.

1520 Summerland Avenue, Winter Park
$?
2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code
GREAT TOWN HOME WITH PRIVATE REAR SCREED PORCH. BOTH BEDROOMS ARE UPSTAIRS WITH EN SUITE BATHROOMS AND WALK IN CLOSETS. MASTER BEDROOM HAS A VERY LARGE BALCONY. WOOD BURNING FIREPLACE IN THE GREAT ROOM, OPEN KITCHEN FLOOR PLAN, SCREENED PORCH WITH OUTDOOR STORAGE CLOSET. DINING ROOM OFF FRONT FOYER, LARGE LAUNDRY ROOM AND SEPARATE HALF BATH. CENTRAL HEATING AND AIR WERE INSTALLED MARCH 2011. ONLY 45 UNITS IN THIS VERY WELL FUNDED COMPLEX. ONLY TOWN HOME AVAILABLE. LAST ONE SOLD FOR OVER $200,000. RARELY DO THIS UNITS COME AVAILABLE. WALK TO WINTER PARK VILLAGE, THAT IS HOME TO PUBLIX, MITCHELLS SEAFOOD, BRIO, PF CHANG'S, CHEESECAKE FACTORY, AND REGAL 20 SCREEN MOVIE THEATER. STARBUCKS IS ONLY STEPS AWAY FROM YOUR FRONT DOOR. COMPLEX SITS ON LAKE KILLARNEY, BRING YOUR BOAT AND ENJOY THIS MASSIVE CLEAN LAKE.

130 Killarney Bay Court Unit 5-3, Winter Park
$?
5 Beds ⋅ 5 Baths ⋅ Justamere Camp Rep SubDv. ⋅ 32789 Zip Code
An amazing opportunity to own a Winter Park lakefront estate. Located on the shores of Lake Killarney with 100 feet of lake frontage, renovations include open pool with waterfall, covered boat dock, and numerous patios and balconies with gorgeous lake views! Almost every room offers breath-taking views! The new kitchen has stainless steel appliances and custom cabinets. The living room has a river rock floor-to-ceiling fireplace, built-ins and beautiful wood floors. The master suite is brand new with sitting room, luxurious bath and a spectacular closet. A family room with loft and grand windows connects to a second master suite with fireplace. Extras include a second family room, a Florida room, plantation shutters, vaulted ceilings, wood floors, and much more! Lake Killarney is a beautiful private ski lake with wonderful wildlife and scenery!

2411 Euston Road, Winter Park
$?
2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep (Whispering Waters) SubDv. ⋅ 32789 Zip Code
Sophisticated & spacious Whispering Waters ground floor unit. Lake Osceola is your front yard & downtown Winter Park your backyard. Gracious floor plan with travertine floors & a spectacular sun/family room overlooking a large patio. This premium unitis within easy walking distance of Park Avenue & all it has to offer. There are two (2) exquisite baths in marble & stone with custom cabinetry, an inviting kitchen with newer appliances & granite counter tops. Excellent storage in living room, bathrooms, hall closets. Bright home office off master bedroom with built in desks & cabinetry. Underground parking. Surround sound system. New Air Conditioning 2009. A MUST SEE!! Also available for rent - $2,100/month.

311 E Morse Boulevard Unit 3-2, Winter Park