Winter Park Real Estate

Houses for Sale in Winter Park, Fl

Viewing Real Estate Priced from $0 - $200,000,000.
Contact me to inquire about any of these homes.
Or call direct: (407) 760-0382.

1731 Pinetree Rd, Winter Park, Florida 32789
Price: $5,500,000

Bedrooms: 6 Bathrooms: 7.5
Living Square Footage: 7,654

Type: Single Family Residence

Property Description:
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.

1128 Preserve Point Dr, Winter Park, Florida 32789
Price: $4,700,000

Bedrooms: 5 Bathrooms: 4.5
Living Square Footage: 6,179

Type: Single Family Residence

Property Description:
Located on pristine Lake Berry in the famed Windsong Community, this Modern Contemporary Exclusive Home is set amid mature oaks and lush landscaping. Situated on over 2 acres and on one of the largest lots in Windsong. The home is designed by award-winning Nasrallah Design and decorated by Steven G in 2016. With over 6000 sq. ft of living space, this is one of the largest single-story homes in Winter Park. The elaborate floor plan opens to formal areas featuring solid oak flooring, detailed lighting and ceiling details throughout. The gourmet kitchen has top-of-the-line appliances and has a hidden pantry. There is an abundance of natural light and lake views from almost every room,10-ft sliding doors throughout the home lead to the extensive covered lanai that is equipped with retractable screens and an exceptional outdoor space that includes a sparkling 82x12 lap pool and spa. The master bedroom boasts a beautiful sitting area that overlooks the pool and spa. The master bath features a steam shower and three separate walk-in closets. The remaining guest rooms have ensuite bathrooms, beautiful views and large closets. Office/Bedroom, Full Home Gym, Some of the other extraordinary features of the home include: full house generator, Lutron lighting, complete audio system, fire sprinkler throughout with concealed heads, summer kitchen, a fully gated electronic motorized gate for entry and much more! Although the home was completed in 2012 it has barely been lived in, looks and feels like a brand new home.

433 E New England Ave, Winter Park, Florida 32789
Price: $4,350,000

Bedrooms: 10 Bathrooms: 13.0
Living Square Footage: 8,325

Type: Single Family Residence

Property Description:
A unique offering to say the least. Originally built in 1920, the woodwork highlights the best of lost skills retained in the massive renovation done in 2009. Sitting on over 1/2 acre this home is a short walk to park Ave and city hall. The library with an office highlights the skills of the craftsman society. You must see the wonderful flow throughout this home featuring 10 bedrooms and 2 luxurious Owners suites. Nothing was lost with formal dining, several living areas and an unbelievably well done kitchen renovation. The photos are only a glimpse of the elegance found throughout this home. One of a kind property that has to be seen to be truly appreciated 10 bed room 12 bath downtown Winter Park estate home completely renovated & expanded in 2009 just steps from Park Avenue. The elegance of the natural gas light fixtures blended w/ the LED lighting is just the beginning of this 1920/current day experience.

375 Virginia Dr, Winter Park, Florida 32789
Price: $3,895,000

Bedrooms: 5 Bathrooms: 4.5
Living Square Footage: 7,538

Type: Single Family Residence

Property Description:
Lakefront, Location, Luxury. Move right into this beautiful lakefront custom home on cul-de-sac with views of Rollins College. Located on desirable Lake Virginia. 5 bedroom, 4.5 bath with wine room, bonus room, office, media room, exercise room, and bright second floor Florida room with lake views as well. Large Master with expansive balcony for perfect sunset views on the lake. Gourmet kitchen with large eat in granite counter sitting area that opens onto family room and out to covered rear patio and outdoor grill station. Absolutely perfect for entertaining inside and out! Home has 2 master suites for first and second story living. Built-ins and architectural detail throughout add to the quality and value of this one of a kind Winter Park home. Spacious second story bunk room ideal for guests adjacent to bonus/game room. Thoughtfully designed split floor plan with so many extras you will love. Call for private viewing. Buyer to verify measurements.

1013 Temple Grv, Winter Park, Florida 32789
Price: $3,879,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 5,797

Type: Single Family Residence

Property Description:
Beautiful home on Winter Park Chain of Lakes. Stunning estate on Lake Osceola with long private driveway to home that has gorgeous views of pool, gardens and lake. This one of a kind property has it all; privacy and charm in a fantastic Winter Park location. Large living room with lake views, fireplace and bay window. Large gourmet kitchen with top of the line appliances and eat in area overlooking pool and terrace down to the lake. Master bedroom has dramatic vaulted ceilings and cozy fireplace. Call for more information or to arrange a private showing of this beautiful Winter Park Lakefront Home.

472 Henkel Cir, Winter Park, Florida 32789
Price: $3,695,000

Bedrooms: 4 Bathrooms: 5.5
Living Square Footage: 4,686

Type: Single Family Residence

Property Description:
Winter Park Chain of Lakes modern masterpiece home custom built by Fred Schaub Homes. Close to 5,000 square feet of luxurious finishes, pristine lakefront views and modern features featuring 10' Casablanca stained folding La Cantina doors that open to a Sub Zero/Viking summer kitchen, oversized Infinity edge pool with glass tiles, heated spa and aeration fountains and gas fit feature all overlooking Lake Mizell. Master Bedroom features lakefront views, high ceilings, custom built closets and marble bathroom featuring separate glass shower and freestanding tubs. Additional closets offer additional storage space. All bedrooms feature En Suite bathrooms and customized walk in closets. Living room with gas fireplace opens up to gourmet kitchen, additional wet bar with wine refrigerator and space for dining table to seat 12 guests. State-of-the-Art home technology includes security cameras, surround sound, media, AC systems used with Ipad docking stations and Iphone enabled controls. Wrap around terrace illuminated by gas torches light up the night all the way down to the lakefront boathouse complete with secured storage and covered boat lift. Custom herringbone pavers line the driveway to oversized 3 car garage with custom epoxy garage floor. Don't miss the opportunity to own this modern luxury lakefront home in the heart of Winter Park.

1400 Green Cove Rd, Winter Park, Florida 32789
Price: $3,495,000

Bedrooms: 5 Bathrooms: 6.0
Living Square Footage: 6,384

Type: Single Family Residence

Property Description:
Timeless, classic, sophisticated, and exceedingly peaceful… A once in a lifetime opportunity to live in a premier Winter Park Chain of Lakes estate home on almost an acre, walking distance to downtown Park Avenue. This one-owner custom home was designed by esteemed architect Steve Feller and expertly built by Don Jernigan with high quality workmanship and thoughtful detail throughout. Enter into a grand foyer with sweeping staircase, overlooking the formal living room’s two story wall of windows showcasing beautiful Lake Maitland. The first floor has large and accommodating spaces, all with lake views, perfect 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, and zoned for Dommerich, Maitland Middle, and WPHS.

125 S Interlachen Ave #6, Winter Park, Florida 32789
Price: $3,395,000

Bedrooms: 3 Bathrooms: 4.0
Living Square Footage: 4,160

Type: Townhouse

Property Description:
Under Construction. Completion by July. Only two residences remain. Your opportunity to own unprecedented luxury in the most exclusive area of Winter Park has arrived. South Interlachen Place is around the corner from world famous Park Avenue, across the street from the Alfond Inn and just a stone’s throw from the Winter Park Chain of Lakes. Comprised of six exquisitely appointed townhouses, South Interlachen Place is being built with premium level specifications; a standard of luxury usually only found in world-class destinations. The project was designed by award-winning architect Randall Slocum of Slocum Platts. Privacy is the top priority: every fee-simple residence includes a private two-car garage, private elevator to all levels and lush, mature landscaping defining the entrances. A truly unique aspect of the design is the extraordinarily large and private rooftop terrace for each individual residence, providing both covered and open areas for outdoor dining and entertaining. Each private rooftop terrace comes with a fireplace and powder bath. The residences are designed with "age in place" features throughout, allowing for the adaptation of changing lifestyles. Each townhouse embraces smart technology for entertainment, lighting, energy management and security. Live in one of the most extraordinary residences in a truly exceptional Winter Park location at South Interlachen Place.

Winter Park, Florida 32789
TO RESTRICTIONS THE ADDRESS FOR THIS PROPERTY CANNOT BE SHOWN. PLEASE CONTACT ME FOR MORE INFORMATION ON THIS PROPERTY
Price: $3,300,000

Bedrooms: 4 Bathrooms: 4.0
Living Square Footage: 5,095

Type: Single Family Residence

Property Description:
Winter Park Chain of Lakes! Amazing opportunity to own this custom-built home with 110 feet of frontage on beautiful Lake Osceola! You will love coming home to this open-concept single-story home, totally renovated in 2016, with bleached oak floors throughout. Panoramic water views are yours from almost every room in the house, which features a 500-bottle temperature-controlled wine room with glass walls off the living room; a spacious dining room; and chef’s kitchen with two large Calcutta marble islands, all new stainless steel Thermador appliances, custom soft-close inset cabinets with glass fronts, and custom pullouts. This 5100-square-foot home boasts 4 bedrooms, 3 full & 2 half baths, an office, family room, and two wood-burning fireplaces. This home has too many amazing features to list – custom everything! Outdoors, enjoy the tiered back yard with Signature landscaping; heated pool with cabana; 22 x 28 sport court; boat house, dock, and electric boat lift, all overlooking the sparkling blue water of Lake Osceola. This property offers total privacy, but is just minutes from Park Avenue’s shops, restaurants, festivals & parks. Move In and Love Where You Live!

185 W Fawsett Rd, Winter Park, Florida 32789
Price: $3,250,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 5,936

Type: Single Family Residence

Property Description:
Elevated on a stunning corner, double lot with panoramic views of Lake Sue, this gorgeous "Aurora award-winning" lakefront estate exudes elegance and grandeur. Luxury abounds from the moment you enter the grand foyer exemplifying the extensive beautiful moldings, beamed ceilings, built-ins, attention to detail and craftsmanship. Offering over 8,000 total square feet, this 5-bedroom, 5-bath Residence was carefully crafted with the finest finishes and is on the market for the first time. An impressive chef’s island kitchen provides the perfect framework for preparing gourmet meals overlooking the light-filled lakeside gathering room with walls of glass and 1 of 3 stone fireplaces in residence. There is also a lovely temperature-controlled wine cellar that can easily host an extensive private collection and butler’s pantry. The 1st level of the home includes a secluded guest suite, media room and separate gentleman’s library adjacent to the relaxing master retreat, with lavish bath and comfortable sitting space with fireplace. The 2nd level includes 3 spacious en suite bedrooms, flex/bonus room and wonderful terrace. This is an entertainer’s dream with spectacular club-style swimming pool, hot tub and complete summer kitchen overlooking breathtaking lake views. Boasting multiple covered lanais, expansive grounds and private backyard oasis, along with a fully equipped boathouse on meticulously manicured grounds, this residence is the ultimate in lakefront living.

740 Palmer Ave, Winter Park, Florida 32789
Price: $3,175,000

Bedrooms: 5 Bathrooms: 4.5
Living Square Footage: 4,810

Type: Single Family Residence

Property Description:
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.

455 Lakewood Dr, Winter Park, Florida 32789
Price: $3,150,000

Bedrooms: 4 Bathrooms: 5.0
Living Square Footage: 5,018

Type: Single Family Residence

Property Description:
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 Thermidor 6 burner gas stove, 2 ovens and an over sized pantry. There is a wet bar in the family room with and icemakeer. 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!

440 Henkel Cir, Winter Park, Florida 32789
Price: $3,150,000

Bedrooms: 5 Bathrooms: 6.5
Living Square Footage: 6,025

Type: Single Family Residence

Property Description:
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. 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 motorcourt for a boat and trailer. Easily host out-of-town guests with a unique detached two-story guesthouse with summer kitchen and rec & exercise room on 1st level pool side and private guest apartment above. 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.

409 Genius Dr, Winter Park, Florida 32789
Price: $3,095,000

Bedrooms: 5 Bathrooms: 7.5
Living Square Footage: 7,433

Type: Single Family Residence

Property Description:
This meticulous Mediterranean-style masterpiece looks brand-new and is truly one-of-a-kind, showcasing attention to detail throughout. Encompassing a grand total of 10,072 square feet, the well-appointed open floor plan greets you with a great room boasting 200-year-old massive wood beams and 30-foot stone fireplace. You will also be delighted to find a chef’s dream kitchen with two Sub-Zero refrigerators and two dishwashers. The rest of the home includes five bedrooms, nine baths, large media/game room with refrigerator and microwave, outdoor lanai and pool table, maple-paneled elevator, separate bar area and nearby 250-bottle wine cabinet. The master bedroom provides the ultimate in seclusion and offers a see-through stone fireplace and large dual walk-in closets, each with built-in dressers, along with a spa-like master bath. Outside you will discover your private tropical oasis with outdoor kitchen, luxurious heated and saltwater pool area with sun shelf and spa, outdoor shower and fire pit all surrounded on two sides by natural preserve. The exterior boasts reclaimed Chicago brick accents, adding to the intricate detail that makes this exquisite home truly unique. Additional features include natural gas, generator with full-house capacity, and built-in cabinetry and storage in the garages. The owners are leaving the two sets of washers and dryers for the first and second-floor laundry rooms. Perfect for comfortable living and entertaining, this residence will impress the most discerning buyer.

1637 Chase Landing Way, Winter Park, Florida 32789
Price: $3,050,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 6,272

Type: Single Family Residence

Property Description:
This exquisite lakefront mansion is nested within the exclusive Windsong Preserve Point community in Winter Park and features an unobstructed view of Lake Berry. The house underwent a no expense spared update. This gorgeous five bedroom, five and a half bathroom home features chef's kitchen with top of line appliances and fixtures, huge wine room, library, movie room, game room, built-in wet bar, and fireplace. This incredible home has A+ rated schools and is only minutes from Winter Park, Park Avenue shopping & dining.

1071 Lakeview Dr, Winter Park, Florida 32789
Price: $2,995,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 5,000

Type: Single Family Residence

Property Description:
Quintessential Winter Park lakefront living at its best, an incredible opportunity to own a spectacular estate located on the shores of beautiful Lake Virginia, in close proximity to Rollins College and Park Avenue. Nestled on a 1/2 acre, this meticulously maintained 5 bedroom, 5.5 bath home combined with a separate Phil Kean designed pool house provides over 5,000 square feet of luxury living. Upon entering the home, the light filled foyer opens to a formal dining room and living room with a 2-sided fireplace adjoining a spacious kitchen and family room that opens to a covered lanai with serene lake views. The 2nd floor features a large master bedroom suite with a spa-like bathroom and spacious balcony overlooking the lake, plus three additional bedroom suites and bonus room. The pool house, situated in an oasis-like courtyard setting with towering palms and an inviting 18 foot by 38 foot swimming pool, features a luxurious entertainment space, wet bar, spacious bathroom with rain shower and an alfresco dining area with pergola and built in grill. Extras you will love include fireplaces, crown molding, hardwood floors, French doors, coffered ceilings, built-ins, and lots of storage. Enjoy a private beach with views of Rollins College, boathouse with boat lift and jet-ski lift provide more fun than anyone could imagine. Located on highly sought-after Lakeview Drive, call for your private viewing today.

1295 N Park Ave, Winter Park, Florida 32789
Price: $2,850,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 4,293

Type: Single Family Residence

Property Description:
Under Construction. Currently under construction by Maroon Fine Homes, this transitional residence offers privacy and luxurious details with its coastal craftsman design. Showcasing stunning ceiling details and warm, neutral tones throughout, the home includes five bedrooms, five full and one-half bathrooms. The foyer leads into the expansive, open-concept great room with hardwood floors, and beautiful views of the pool. The kitchen centers around a 10-foot, eat-in island and features Wolf/Sun-Zero appliances, a gas cooktop with hood, tile backsplash, a walk-in pantry and a separate dining area. With access from the great room, the exceptional outdoor living space is complete with a covered porch, including tongue in groove wood ceiling and a fully equipped summer kitchen, and a pool bath. A secluded master retreat boasts a spa-inspired master bathroom with a glass walk-in shower, a free-standing tub, two vanities, a grand walk-in closet. The home displays four additional beautifully appointed en suite bedrooms that complement the warm atmosphere throughout the home. Additional features include a fire pit, laundry room, walk-in pantry, a mud room, study and one single and one double car garage.

511 W Canton Ave, Winter Park, Florida 32789
Price: $2,750,000

Bedrooms: 5 Bathrooms: 6.5
Living Square Footage: 8,910

Type: Single Family Residence

Property Description:
Masterful design and modern luxury are uniquely embodied in this Spectacular Mid-Century Modern Estate. Stylish simplicity, extensive use of glass, and open design forge a connection with nature. Expansive entertaining spaces flow outside to the Grande Courtyard. Commercial grade Chef’s Kitchen with three stately islands and solid granite waterfall counters above the polished porcelain glass tile accentuate natural light. Dimmable lighting allows for opulent control of mood and ambiance. Private bedroom suites, all boast sleek en-suite baths, generous closets with elaborate built-ins, wonderful views and private courtyard access. Every detail was carefully selected and quality crafted for efficient and luxurious living. An automatic shade system gifts seclusion at the touch of a button. The Spacious Master Bedroom is the ultimate retreat with spa-style amenities. A custom designed 19+ car garage, with 20' ceilings, and ample space for lift installation awaits the exotic and classic car collector or RV enthusiast. This secured automotive palace also features temperature control and abundant lighting. Enjoy refined boutique shopping and fine dining as you stroll Park Avenue from home. Convenient access to Orlando’s entertainment venues, theme parks, cultural centers and coastline. Ask your CPA about the advantages of transitioning to Florida Homestead & schedule your exclusive private tour of this remarkable residence today.

2218 Via Tuscany, Winter Park, Florida 32789
Price: $2,698,000

Bedrooms: 5 Bathrooms: 6.0
Living Square Footage: 4,423

Type: Single Family Residence

Property Description:
Newly Completed in August 2019! Welcome to Via Tuscany, a masterpiece home built by Zoltan Homes. Situated in a prime location in Winter Park. Tremendous open floor plan with over 11ft ceilings on the first floor and 10ft ceilings upstairs. Gorgeous wide plank oak flooring. Truly exceptional & detailed finishes throughout. Spectacular open staircase w/ ceiling height over 30ft tall. Fabulous living area with custom millwork surrounds a gas fireplace. The kitchen is a chef’s delight with numerous specialty features including a 11ft island with Cambria top, Sub-Zero/Wolf appliances, including a full size wine tower. Seamless entry to the outdoor living area with two in-wall sliding doors extends to the large lanai with full summer kitchen and remote controlled automated screens. Enjoy the amazing heated salt water spa and pool surrounded by Trex Decking and private lush landscaping. Secluded and spacious downstairs master suite overlooks the pool. Expansive walk in closet along with a private laundry room. Luxurious master bath with dual sinks and walk-in shower with digital plumbing controls. There is a downstairs 2nd bedroom/office private suite. Garage w/ epoxy coating and wall to wall built in functional storage. Fantastic upstairs loft with extensive ceiling details and a wet bar which is great for entertaining. As well, there are 3 great en-suites and a secondary full size upstairs laundry room. Enjoy all of this and just a short stroll to the Racquet Club…this is one not to miss!!

649 N Park Ave, Winter Park, Florida 32789
Price: $2,685,000

Bedrooms: 3 Bathrooms: 4.0
Living Square Footage: 3,180

Type: Townhouse

Property Description:
The luxurious Park Hill townhomes, a legacy residence, have set a new standard of excellence in Winter Park’s high end market and are in a class of their own. With only 2 rear units remaining, this is a rare opportunity to own the most well-appointed and exclusive townhomes ever constructed in Winter Park. Built and executed by the vision of Hill Gray Seven Development, Park Hill’s classically styled architecture sits atop what is likely the only remaining new construction along the prominent stretch of Park Avenue. Created to stand the test of time, the flawless construction includes the highest quality materials: tumbled handmade Old Carolina brick, 3 story block construction, soundproof hollow core floors, precast exterior trim, copper flashing, and a slate mansard roof. Interior features are lavish, with high ceilings on every floor, walls of windows, French doors, custom built-ins, intricate trim & crown molding, custom closets, and smart home technology throughout. Spanning 3 floors, there are 3 bedrooms plus bonus room, gourmet kitchen with Wolf Sub Z appliances, and great entertaining space inside and out. Other amenities are private elevator, outdoor summer kitchen, rooftop terrace, 2 car garage. Fee simple ownership, exterior maintenance handled by the association. Perfect location, easy to lock & leave...become part of Winter Park’s legacy of excellence.

300 S Interlachen Ave #503, Winter Park, Florida 32789
Price: $2,650,000

Bedrooms: 3 Bathrooms: 3.5
Living Square Footage: 3,355

Type: Condominium

Property Description:
This Residence is designed to an exceptionally high standard, of uncompromising quality and originality. Completely renovated by custom builder Bill Maroon and designer Pam Neiman; blending meticulously selected materials and workmanship to ensure that this gem becomes a Winter Park landmark. The elevator opens to a private foyer featuring marble flooring and stunning mitered glass double doors. In the main areas the hardwood flooring compliments the extensive white wood trim and ceiling details. A large marble fireplace and French doors leading to the spacious balcony compliment the great room. Sun filled rooms offer the perfect setting to retreat with family or entertain friends. Light and airy, the kitchen features a clean open area. Marble and wood countertops, custom cabinetry paired with professional appliances and lots of storage create the perfect gourmet delight. The dining room boasts windows and balcony access with amazing views of Winter Park. The elegant master bedroom and a stunning master bath feature dual vanities, a large walk-in shower, and fabulous wardrobe. Built in custom cabinetry in dual offices/studio allow for flex space. Three designated parking spaces in garage are included. Considered a most prestigious address The Residences feature a roof top pool and spa with impressive views of Winter Park. The Grand lobby and game room with personal Concierge onsite welcome residents and guests. Just steps from Park Avenue, stroll to enjoy fine dining, culture, and great shopping.

315 E New England Ave #28, Winter Park, Florida 32789
Price: $2,499,000

Bedrooms: 3 Bathrooms: 3.5
Living Square Footage: 3,897

Type: Condominium

Property Description:
LARGEST ONE-STORY LUXURY RESIDENCE IN VILLA SIENA WITH ALMOST 4,000 SF AND A PRIVATE TWO CAR GARAGE! This unique corner penthouse offers breathtaking panoramic views through 8' French Doors and 6' windows off the palatial Great Room, Dining Room and Kitchen overlooking The Alfond Inn and Interlachen Ave. Brazilian Walnut Flooring and gorgeous marble floors exude a luxury lifestyle with natural light throughout. Grand Master Bedroom Suite with French Doors to balcony overlooks mature oaks combining nature with city living! BONUS- architectural plans for complete kitchen & bath renovations by Phil Kean Designs are included and can be viewed at your private showing. Extra storage space inside the oversized private underground garage in addition to climate-controlled storage. Amenities include a gorgeous lobby entrance and Club House area, rooftop terrace with city views, exercise gym, onsite HOA Coordinator, Business Center, and secured access to the building and private garage. BEST LOCATION IN WINTER PARK - across from The Alfond Inn and one block from Park Avenue! A one-of-a-kind find with an option to purchase the contemporary furniture throughout!

880 Bonita Dr, Winter Park, Florida 32789
Price: $2,465,000

Bedrooms: 5 Bathrooms: 4.5
Living Square Footage: 4,494

Type: Single Family Residence

Property Description:
Set on a private corner lot in the heart of Olde Winter Park on one of its most charming brick-lined streets is a carefully crafted estate, defined by modern elegance and classic elements. Built in 2016 on meticulously manicured grounds, this five-bedroom, four-and-a-half-bath home was designed with stunning built-ins and a high level of attention to detail throughout. The bright and spacious main living areas welcome entertaining and a fireplace in the family room is ideal for those chilly winter nights. A grand kitchen is adjacent to the family room with multiple dining areas that open to an outdoor patio with fireplace. Made for indoor-outdoor living, an expansive recreation room with bar has doors that fully open to the resort-style pool and patio with summer kitchen and grill. Relax and unwind in the spacious downstairs master retreat with luxurious bath and custom master closet. In addition, there are two guest suites downstairs along with two office/den spaces. The possibilities are endless in the upstairs loft with built-in kitchenette along with two additional bedrooms. Boasting a spectacular outdoor patio, this area provides the framework for hosting large social gatherings and is the perfect place to slow down and appreciate its peaceful setting. Moments from Park Avenue shops and dining, Phelps Park, Kraft Azalea Park, YMCA and the Winter Park Racquet Club, this residence offers a level of luxury and privacy seldom found.

581 Sylvan Dr, Winter Park, Florida 32789
Price: $2,450,000

Bedrooms: 3 Bathrooms: 4
Living Square Footage: 4,503

Type: Single Family Residence

Property Description:
This premier Winter Park lakefront property on Lake Osceola provides an opportunity to build anew, renovate or use existing home on an absolutely beautiful elevated lot of approximately 0.75 acres. It overlooks arguably the most beautiful serene cove on the Chain of Lakes. Enjoy magnificent, long, picturesque sunset views while also being on an extremely private lot. The property is set up well to gate off the entrance with over 300 feet of depth, so the new home would be set back noticeably from the street. There are approximately 90-100 feet on the lake and majestic oaks and cypress trees on the property. The buyer can build about 10,000 square feet or more on this property. Boat to the downtown Winter Park area on one of only two lakes on the Chain of Lakes in City of Winter Park with no boat ramp. This is one of the quietest lakes in terms of boating activity as boaters must go through canals to get to this lake.

125 S Interlachen Ave #5, Winter Park, Florida 32789
Price: $2,335,000

Bedrooms: 2 Bathrooms: 4.0
Living Square Footage: 3,244

Type: Townhouse

Property Description:
Under Construction. Completion by July! Only two residences remain. Your opportunity to own unprecedented luxury in the most exclusive area of Winter Park has arrived. South Interlachen Place is around the corner from world famous Park Avenue, across the street from the Alfond Inn and just a stone’s throw from the Winter Park Chain of Lakes. Comprised of six exquisitely appointed townhouses, South Interlachen Place is being built with premium level specifications; a standard of luxury usually only found in world-class destinations. The project was designed by award-winning architect Randall Slocum of Slocum Platts. Privacy is the top priority: every fee-simple residence includes a private two-car garage, private elevator to all levels and lush, mature landscaping defining the entrances. A truly unique aspect of the design is the extraordinarily large and private rooftop terrace for each individual residence, providing both covered and open areas for outdoor dining and entertaining. Each private rooftop terrace comes with a fireplace and a powder bath. The residences are designed with "age in place" features throughout, allowing for the adaptation of changing lifestyles. Each townhouse embraces smart technology for entertainment, lighting, energy management and security. Live in one of the most extraordinary residences in a truly exceptional Winter Park location at South Interlachen Place.

1000 Anchorage Ct, Winter Park, Florida 32789
Price: $2,275,000

Bedrooms: 6 Bathrooms: 6.0
Living Square Footage: 6,177

Type: Single Family Residence

Property Description:
This luxurious estate is a European masterpiece located in the golden triangle of Winter Park. A mature, well manicured podocarpus hedge surrounds this .59 acre property and affords the ultimate in privacy. Enter through the grand portico featuring custom marble floors with onyx inlay and an elegant sweeping staircase with hand painted gold leaf details.The downstairs floor plan is a perfect example of the sophisticated salons that epitomize gracious European living. Downstairs includes a formal dining room with custom pocket doors, living room with gas fireplace, a den, an office and a wonderful, large family room also with a gas fireplace. The current kitchen was added during the home’s renovation and includes granite countertops, a copper farm sink with Bosch dishwashers on each side, a spacious island, Thermador appliances, a butler’s pantry, French country built-ins, and a mud room. The incredible view from the kitchen of the enormous pool and backyard makes the kitchen a favorite gathering place! Upstairs is equally as lovely with an exercise room plus 4 bedrooms, including a spacious master suite featuring 3 balconies, gas fireplace, a sitting area and concealed mini-bar. A walk-in dressing room master closet is one of the most prized elements of this magnificent space. This home even has a complete two bedroom, one bath apartment above the garage ideal for a game room or living space for a nanny, guest or in-laws. Nestled in a private cul-de-sac, don’t miss this exceptional home!

2171 Forrest Rd, Winter Park, Florida 32789
Price: $2,249,000

Bedrooms: 5 Bathrooms: 6
Living Square Footage: 4,536

Type: Single Family Residence

Property Description:
Price below appraisal! Don't miss out on this magnificent home in one of Winter Park's most desirable areas near Lake Sue! This is a transitional Rex-Tibbs built home that is a one of a kind custom designed house by the famous Marc Michaels Interiors. 5 bedroom, 6 bathroom, open floor plan home has luxurious features and amenities that you have dreamed of. From the custom cabana overlooking the modern pool, to the lush Signature Design landscaping and lighting, you will feel right at home. The amazing gourmet kitchen with Subzero and Wolf appliances, wine cooler and large eat at island is perfect for entertaining. Step outside to the beautiful outdoor kitchen/living area with covered lanai and electric retractable screens. The main floor has two large master retreats and on the second level you will find 3 ensuite bedrooms and a media room. The media room features electric shades, custom built-ins, and surround sound. A true smart house, you can control the homes lighting and surround sound at the touch of a button. The 3 car garage is equipped with an A/C, custom metal built in cabinets and hanging storage. This home is sure to impress with all the features. Very convenient location close to Park Avenue and Downtown Orlando. Motivated seller!

121 W Kings Way, Winter Park, Florida 32789
Price: $2,199,000

Bedrooms: 5 Bathrooms: 6.0
Living Square Footage: 5,233

Type: Single Family Residence

Property Description:
GREAT NEW PRICE for this Stunning and Elegant new Transitional Style home in old Winter Park. With an open floor plan, soaring ceilings, great natural light, this 5 bedroom 5 bath+ pool home affords both luxurious living and a fabulous space for entertaining. Downstairs includes an amazing master suite with adjacent study, additional guest bedroom and full pool bath, glamorous great room with fireplace of ledger stone, strikingly beautiful kitchen and bar area with large island, quartzite countertops, marble back splash, Thermador appliances, walk-in pantry, huge laundry room and three car garage. Upstairs offers a central open loft area, three additional bedrooms, baths and second laundry area. Stately from the outside with large front parking area and lovely landscaping, the home has great curb appeal. For fun and entertaining, the back yard offers a large pool with limestone deck, covered lanai and professional style summer kitchen. Located in a sought after, well-established neighborhood just one mile from Downtown Park Avenue and Rollins, it is wonderful for walking or biking with its many tree canopies and brick streets. Zoned for the popular new Audubon Park School (K-8) with convenient access to FL Hospital and Downtown Orlando. Built with quality and high end finishes, this new construction home has all the WOW factors a discriminating buyer hopes to find in an amazing Winter Park location.

147 N Virginia Ave, Winter Park, Florida 32789
Price: $2,195,000

Bedrooms: 5 Bathrooms: 5.0
Living Square Footage: 4,512

Type: Townhouse

Property Description:
On the market for the first time ever as a completed Unit come see the largest and most private Unit in the Phil Kean Brownstones located in the heart of Winter Park. Walk to Park Avenue, Hannibal Square, The Farmer's Market and Winter Park Village from this fabulous pedestrian friendly new development. Come see all of the high end finishes in this one of a kind upgraded luxury townhouse including hardwood floors, stone counter tops, Wolf/Sub Zero appliances, custom hardwood cabinets, marble flooring in master bath with a two sided gas fireplace and spa like steam shower. No expense was spared in this masterpiece. The "Villa" Unit allows for complete privacy with a garden space located behind the unit with porches and balconies to enjoy the peace and tranquility. Entertain guests on your rooftop with your summer kitchen with gas grill, sink and beverage fridge along with gas fire pit. Perfect "lock and leave" Unit for the part time resident, global traveler and Urbanista's who wants the maintenance free luxury lifestyle that the Morse and Virginia Brownstones have to offer.

1760 W Fawsett Rd, Winter Park, Florida 32789
Price: $2,195,000

Bedrooms: 6 Bathrooms: 6.5
Living Square Footage: 4,637

Type: Single Family Residence

Property Description:
Stunning, newly built, and redesigned home in the Heart of Winter Park! Built in 2017, this gorgeous 6 bedroom, 6.5 bath pool home offers a modern, sophisticated interior with high end finishes, and an open concept layout that includes formal living and dining, a great room, chef inspired kitchen, downstairs master bedroom, a guest suite, and amazing outdoor living possibilities. Throughout the first floor you’ll find beautiful wide plank hardwood floors, complimented by high ceilings, gas fireplace(s), and glass sliders that bring in great natural light, as well as provide a seamless transition between indoor and outdoor living. The master bedroom is located within its own wing of the home and features an oversized dressing room/closet and luxurious master bath with freestanding tub, his and her vanities, and a walk-in shower. Upstairs you’ll find 3 spacious en suite bedrooms and 2 bonus room. Atop a second flight of stairs, you’ll find a separate bonus/6th bedroom with full bath. The covered lanai with phantom screens offers an outdoor kitchen and views of the saltwater pool. Other amenities include a 3-car garage, metal roof, insta-hot water heaters, and more. Located just minutes from Park Avenue this home is zoned for the brand new Audubon K-8 school and is just a short drive to nearby Lake Highland Prep.

1560 Cardinal Ct, Winter Park, Florida 32789
Price: $2,195,000

Bedrooms: 5 Bathrooms: 5.0
Living Square Footage: 4,610

Type: Single Family Residence

Property Description:
Stunning brand-new, custom-built home in Winter Park. This gorgeous Mediterranean-inspired home is not a spec home and was designed and built with every consideration in mind. Beautiful tile flooring – 12’ ceilings – detailed crown moldings – lots of natural light. Gourmet kitchen features high-end appliances, Samsung smart refrigerator, custom cabinetry, stone counters and a huge walk-in pantry. Owner’s retreat is adjacent to the home office and is accompanied by a luxurious spa bath with jetted tub, shower, dual vanities, two walk-in closets, and access to the pool. Game room overlooks the pool and is well suited for use as a billiards room, home theater or flex space. Upstairs are 3 oversized bedrooms, 2 full baths, access to the 2nd floor sundeck and bonus area. Outdoor lanai with summer kitchen overlooks pool with water feature and is landscaped for privacy. Home is trimmed out with today’s latest technology: generator tie-in, pre-wired for 7 cameras, extended wifi, and lighting rods for year-round protection. Home also includes 2 AC units with 5 zones, natural gas, a dog bath, and 3-car garage with insulated walls and doors. Floorplans and additional features available upon request.

141 N Virginia Ave, Winter Park, Florida 32789
Price: $2,150,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 4,018

Type: Townhouse

Property Description:
A fantastic opportunity for a discerning buyer to own Oak Tree House, the "Jewel in the Crown" of the Phil Kean designed Brownstones located in downtown Winter Park. Just a short stroll to Park Ave's fine dining and shopping, the Farmer's Market, Hannibal Square, the WP Village area and more. Oak Tree House is a 5 bed, 5.5 bath, 3-story residence with a private elevator to all floors, high-end cabinetry and flooring, designer lighting & plumbing fixtures & a stellar kitchen including top of the line Miele appliances . The main living area (kitchen, dining, living rooms & downstairs bathroom) is on the 1st floor with the 2nd floor offering a multitude of options with room for four separate guest suites (all with ensuite bathrooms) any of which could be used for other purposes, office, games room etc. The beautiful staircase or the elevator lead to the 3rd floor which houses the full floor Master Suite including a 22 x 21 roof-top terrace with a top of the line jacuzzi hot tub. Other enhancements include a heated floor in the master bath, a coldstore pantry, internal vacuum system and Pelican water filtration system for all the water in the house. Enjoy green space at the front & side yards. Perfect for the urbanistas who love to walk to everything, the global travelers who need to lock & leave & the commuters who need access to Downtown Orlando & I-4.

1021 Bonita Dr, Winter Park, Florida 32789
Price: $2,075,000

Bedrooms: 4 Bathrooms: 4.5
Living Square Footage: 4,088

Type: Single Family Residence

Property Description:
Pre-Construction. To be built. The latest masterpiece from Winter Park’s premier builder FG Schaub Custom Homes. This transitional home was designed by David Larson and is sure to exceed expectations of the most discerning buyer. This spacious 4,088 square feet home offers four bedrooms and five bathrooms, plus an oversized three-car garage, pool, pool bath, and transitional room. There's even a first-floor casita separate from the main home! This home is nestled in a prime location close to Park Ave, Rollins College, and near the YMCA. Call today and choose your own finishes. More photos and updates to follow!

1180 N New York Ave, Winter Park, Florida 32789
Price: $2,000,000

Bedrooms: 4 Bathrooms: 4.5
Living Square Footage: 3,710

Type: Single Family Residence

Property Description:
Location meets beauty and state-of-the-art convenience in this impressive Winter Park home. The beautiful, long-lasting concrete tile roof and stone tile accents combine to create a stately first impression. Hardwood floors greet you at the front door, bringing a warm elegance to all common areas throughout the home. Large aluminum-clad windows let in plenty of light. The insulated, argon-filled glass with Low-E coating work together with a tankless water heater on natural gas and high-efficiency Carrier heat pumps to lower your energy costs in hot or cold weather. The bright and open kitchen features granite countertops, custom all-wood, custom-built cabinets by AWR Cabinetry, Thermador appliances, and a Sub-Zero wine cooler. In every bath, you’ll find beautiful, durable porcelain tile, as well as plenty of under-sink storage. Keypad controlled audio visual, security and Lutron lighting system puts the ultimate in convenience at your fingertips. The covered back porch with travertine pavers extends the livable space outside for comfortable lounging, swimming in the inviting rectangular pool, dining al fresco or gathering with friends around the firepit. This lovely home is conveniently located just minutes from Central Park and the stylish boutiques and diverse restaurant offerings of the Park Avenue shopping district.

315 E New England Ave #3, Winter Park, Florida 32789
Price: $1,999,999

Bedrooms: 3 Bathrooms: 3.5
Living Square Footage: 3,839

Type: Condominium

Property Description:
WELCOME TO THE VILLA SIENA, ONE OF WINTER PARK’s FINEST LUXURY CONDO BUILDINGS. THIS SPACIOUS GROUND FLOOR ONE STORY CORNER UNIT BOASTS AN EXCEPTIONAL OPEN FLOORPLAN WITH AN ABUNDANCE OF NATURAL LIGHT. THIS UNIT IS ONE OF THE LARGER UNITS IN THE BUILDING WITH THE UNIQUE FEATURE OF 3 WRAP AROUND COVERED PORCHES GIVING THIS HOME AN EVEN MORE SPACIOUS FEEL. THE SELLERS SPARED NO EXPENSE WITH RECENT RENOVATIONS. 3 BR, 3 1/2 BTH, LARGE MASTER SUITE, SEPARATE THEATRE ROOM WITH STATE OF THE ART TECHNOLOGY. GOURMET KITCHEN WITH SUBZERO AND WOLF APPLIANCES. GAS COOKING AND CUSTOM WOOD CABINETRY. PERFECT FOR ENTERTAINING. PREPARE YOUR GUESTS A GOURMET MEAL AND HOST MOVIE NIGHT! SEPARATE LAUNDRY RM. 3 DEEDED PARKING SPACES. 2 SPACES IN UNDERGROUND PARKING AND 1 SEPARATE PRIVATE GARAGE. INCLUDES LARGE A/C STORAGE UNIT IN THE BUILDING FOR YOUR CONVENIENCE. AMENITIES INCLUDE ROOFTOP DECK WITH EXPANSIVE VIEWS OVERLOOKING WINTER PARK, FITNESS CENTER AND CLUBHOUSE FOR ALL RESIDENTS. ENJOY URBAN LIVING IN THIS MAINTENANCE FREE VERY PRIVATE UNIT CLOSE TO FINE SHOPS AND RESTAURANTS.

2550 Venetian Way, Winter Park, Florida 32789
Price: $1,975,000

Bedrooms: 4 Bathrooms: 4.0
Living Square Footage: 4,875

Type: Single Family Residence

Property Description:
DON'T MISS THIS SPECTACULAR CUSTOM WATER-FRONT HOME OF YOUR DREAMS! Jump on your boat and cruise out to Lake Maitland and the entire Winter Park Chain of Lakes! Located in the "VIAs" of Winter Park. Easy access to everything you love about Winter Park, Maitland and Orlando. Downstairs: Chef's Kitchen with walk-in pantry, Double Oven Gas Stainless Thermador Range, Integrated Refrigerator, Island with prep. sink, Wine Refrigerator, Breakfast Bar - All Open to the Spacious Family Room! Water Views Everywhere! Downstairs Master Suite with huge walk-in closets, separate shower and soaking tub, Private Water Closet w/ bidet. Half Bath with both interior and exterior access. Another Half Bath next to the Over-Sized Laundry Room. Over-Sized Garage: 2 cars Plus! The Boathouse may be calling you but the outdoor living spaces will beckon you to stay! Upstairs: Three more bedrooms, Two Bathrooms, Media Room, Gym/Bonus Room and a Versatile, Open Loft Space for use as a game room and Upstairs Family Room. Enjoy Breezes and Water View from the Upstairs Balcony. Schools: The Trifecta of: Dommerich Elementary, Maitland Middle and Winter Park High! Be sure to check out the Virtual Tour and Photos to fully appreciate this home. It's even better in person!

560 Country Club Dr, Winter Park, Florida 32789
Price: $1,949,900

Bedrooms: 6 Bathrooms: 6.0
Living Square Footage: 4,242

Type: Single Family Residence

Property Description:
Under Construction. This home is going to be one of the jewels of the Lake Killarney Shores of Winter Park community. At 4242 SF, it offers 6 bedrooms & 5.5 baths with Living, Dining & Family Rooms. The 12’x29’ covered Lanai, with its Summer Kitchen & Pool Bath, provides plenty of space for outdoor living & entertaining with access to the saltwater Pool with travertine coping & deck - offering spectacular views of Lake Killarney. You’ll have easy access to the Lake from your boat dock with open and covered spaces. As you step into the front entry you will pass the detached Casita of 316 SF including a Bedroom & full Bath. Upon entering the front door you will be in the breathtaking two-story Foyer & Dining area. The views of beautiful, pristine Lake Killarney have been the focus of the design of this home, with the Kitchen, Living Room & the spacious Master suite enjoying direct views of the water. The Living Room features soaring 13' ceilings & a wall of 10’ sliders to enhance the lake view & a 54" gas FP to enjoy. There is a private Guest Suite on the first floor. The second floor includes the Master Suite, 3 additional Bedrooms, 2 Baths & a Family Room. The large Master Suite is at the back of the house, providing a beautiful view of Lake Killarney from inside & from its private balcony. It features a stunning Master Bath & a huge walk-in closet. The Kitchen appliance package includes Viking 48” gas range with hood, 48” refrigerator, two dishwashers & Sharp Microwave Drawer. Photos are rend

1134 Bella Lago Cv, Winter Park, Florida 32792
Price: $1,820,000

Bedrooms: 5 Bathrooms: 6.5
Living Square Footage: 6,955

Type: Single Family Residence

Property Description:
Stunning LAKEFRONT home on beautiful Lake Howell in Winter Park. Private drive down the tree lined street with Equestrian facilities and Estate homes leads to this amazing lakefront home. Almost 7,000 square feet of luxury lakeside living; double door entry with glass panels, foyer with marble floors and expansive views of the 391-acre Lake Howell lake. With two owner’s suites, three secondary bedrooms, dedicated office, multiple indoor/outdoor living spaces and workout rooms, this home provides all the entertaining space or privacy desired. Special highlights in the main home include water views from the large welcoming living room, family-style kitchen, eat-in breakfast area, family room and custom bar with den. The East wing features the owner’s suite with fireplace, patio just off the reading/work-out room, spacious bath with steam shower, jacuzzi tub and elevated dressing area. Additional bedroom with full bath located here. The West wing features two en-suite bedroom/baths, powder room as well as catering staging area. Elevator and staircase lead up to the second master bedroom with full bath, custom closet, library, “Zen” room. Double doors welcome you onto the large private balcony overlooking the property. Beautiful Cypress trees, Lake Howell shoreline and multiple patio/terrace areas with fantastic views of the lake. Custom walk and boat dock with lift and an over-sized 3-car garage with an additional A/C storage area for all your toys, trucks and boats. Call today for your private showi

1525 Glencoe Rd, Winter Park, Florida 32789
Price: $1,800,000

Bedrooms: 5 Bathrooms: 4
Living Square Footage: 4,554

Type: Single Family Residence

Property Description:
Located in the heart of Winter Park, this unique home sits on an expansive and lush 1.7-acre lot, with a quaint canal leading to Lake Virginia running through the back portion of the property. The original home was built and designed after the signature style of the well-known 1940’s architect, Frank Lloyd Wright, In 1988, the 2nd story was added to include 3 bedrooms and 1 bath. In the mid-90's the 4 car garage and the pool was added. This property is now an opportunity for the next homeowner to make it their own. The circular entrance and expansive driveway lead to a 4-car garage and charming wrap around porches at the front entrance. Behind the home, you’ll find the backyard of your dreams, with a lovely pool and patio, sprawling green lawn and endless sunsets, and overlooking approximately .7-acre conservation area. Notable features of the home include: open and airy living & dining rooms with wide planked cypress wood walls and a double fireplace that you can enjoy from either area, spacious family room provides a great space to gather, downstairs master suite that connects to a cheerful sunroom as well as an additional guest bedroom and bathroom downstairs… All this and located approximately 1 mile to Park Avenue & Blue Jacket Park in Baldwin as well as it is with a short stroll to the neighborhood lakefront dock on College Point. Zoned for the NEW K-8th Grade school and Winter Park High School. This is one not to miss!

1450 Alabama Dr, Winter Park, Florida 32789
Price: $1,795,000

Bedrooms: 5 Bathrooms: 5.0
Living Square Footage: 5,729

Type: Single Family Residence

Property Description:
Elegant Charleston style residence located across from Kraft Azalea Garden with views of Lake Maitland and walking distance to downtown Winter Park & Park Avenue. Sophisticated interiors, quality one owner custom built home on oversized almost 1/2 acre lot. Expansive private backyard with wonderful large tropical pool including spa & fountain surrounded by lush landscaping and mature oaks creating a park-like setting. Spacious, flexible floor plan and a true 5 bedroom home almost 6000 square feet including kitchen/family room, formal dining, grand salon with sunroom, library, mud/laundry rooms, exercise room and master retreat all downstairs and 4 bedroom suites plus multiple bonus/flex rooms upstairs. Quality craftsmanship includes masonry/brick construction, detailed moldings & casings, multiple built-ins, French doors, beautiful fireplace, LED lighting, gorgeous site finished hardwood floors. Recently upgraded lighting, fresh painting in/out, refinished wood flooring, newly carpeted areas, updated kitchen & baths with Busby cabinetry, new architectural roof, new pool equipment & spa heater, enhanced landscaping/grounds and more. Note: living area SF is from the tax records + a 27x8 bonus/flex room over the garage that is air conditioned separately and not included in tax records floor plan.

2229 Via Tuscany, Winter Park, Florida 32789
Price: $1,795,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 4,423

Type: Single Family Residence

Property Description:
This Stately Custom Built Rex Tibbs traditional home with Stunning Curbside Appeal sits back off of brick lined Via Tuscany in heart of the "Vias". The horseshoe driveway extends to parking at side entrance and leads to 3 car garage. (bonus in ground basketball hoop). Grounds on this huge lot (half acre) are elegantly fenced, professionally landscaped and maintained with lighting, large pool, lanai, and patio area for entertaining your guests and enjoying your family in private setting. This home was built for it's original owner in Exquisite Entertaining style. The first floor entrance warms you with formal DR and LR, Open Kit/Fam Room with Eat in Breakfast room and Island seating. Your Master Wing has walk-in closet with built-in shelving, en suite Bath with Spa Tub, separate shower, 2 separate sink areas with vast granite counter space and travertine tile walls and flooring, separate office with separate half bath. The second floor has three over-sized bedrooms with en suite baths, 2 with walk in showers and the other with shower/tub combo for that bubbly bath. Amazing loft for family gathering outside the bedrooms, could be 5th Lg BR. There is a separate full sized laundry room near side entrance and a bonus room on the second floor over the 3 car garage. Walk to Winter Park Racquet club on the lake by sidewalk. This sought after neighborhood heart of the "Vias" is near Park Ave, Interlachen Country Club, Rollins, shops, dining, lakes and major roads.

161 Alexander Pl, Winter Park, Florida 32789
Price: $1,795,000

Bedrooms: 5 Bathrooms: 5
Living Square Footage: 5,048

Type: Single Family Residence

Property Description:
Southern Elegance just steps from Beautiful Park Avenue! Walk to Shops, Restaurants, Art Festivals and all that Downtown Winter Park has to offer. This Lovely Home Exudes Charm. Built in 1940 and designed by famous Architect Gamble Rogers, this Home offers 5 Bdrms/5 Baths Plus Office and a Huge Bonus Room. Every Room features Beautiful Wood Floors and Crown Molding. The Spacious Living Room has a Lovely Wood Burning Fireplace which opens to the Formal Dining Room. Relax and Enjoy the Bright Sunroom Filled with an Array of Windows that Overlook the Lake, plus French Doors which lead to the Pool & Patio. The Generous Family Room is also Equipped with a Wood Burning Fireplace and Overlooks the Chicago Brick back Foyer. The Kitchen does not get any more Charming and is filled with Sunlight most of the day. There are two sets of Stairways. One leads to The Master Suite which is a true Retreat. The Bath Features Dual Sinks, a Tub & Shower combination, Separate Dressing Areas and an Array of His & Her Custom Closets. The other Stairway leads to 3 Bedrooms/2 Bathrooms, Office and a huge Bonus Room. There is a Porch off of Bedroom 2 with great Views of the Lake. The Backyard, Pool and Patio are Serene and a True Oasis. Additional Upgrades include, 6 burner Gas Cooktop, Bosch Dishwasher, Tankless Water Heater, Natural Gas, Termite Bond, Exterior Painted (2yrs), Slate Roof, Brand New A/C (one of 3), 2.5 Car Garage. If you are looking for that Downtown Location and an Exceptional Home, this one is Not to be Missed.

1001 Anchorage Ct, Winter Park, Florida 32789
Price: $1,785,000

Bedrooms: 5 Bathrooms: 5.0
Living Square Footage: 9,088

Type: Single Family Residence

Property Description:
Under Construction. This is a once in a lifetime opportunity to build a crowning jewel in the heart of downtown Winter Park on a 0.66 acre lot, walking distance to prominent Park Avenue. Designed by award-winning architect, Larry Boerder, and designer, Josh Pickering, of Dallas, and through partial construction, this project is waiting to be completed to your specifications and by the builder of your choice. This classical home has French-inspired characteristics, creating a feel of elegance and refinement. The first floor has great entertaining spaces with a formal parlor; an oversized salon with soaring ceilings, wood burning fireplace and French doors overlooking the spacious backyard; separate dining room; den; and kitchen/family room combination with both dry pantry & butler’s pantry. The downstairs master suite has a fireplace, a massive closet, and luxury bathroom with his & her toilet rooms, soaking tub, and indoor/outdoor shower. The second floor boasts 4 bedrooms + 3 bathrooms, as well as a bonus loft and additional flex space. Finished basement accounts for 1640sf of heated area and intended for a wine room, media room, & half bathroom. Features include a grand sweeping staircase, elevator shaft, upstairs & downstairs laundry spaces, and 4 car garage. Planned backyard had pool, summer kitchen, and outdoor living spaces. HOME SOLD AS IS at current stage of construction.

1441 Place Picardy, Winter Park, Florida 32789
Price: $1,785,000

Bedrooms: 5 Bathrooms: 4.0
Living Square Footage: 4,568

Type: Single Family Residence

Property Description:
Nestled in one of the most sought-after areas of Winter Park, this magnificent Mediterranean-style estate is moments from the renowned Park Avenue. Custom built and crafted with only the finest finishes, no detail has been overlooked. Luxurious appointments throughout the five-bedroom, five-bath floor plan include wood and travertine flooring, extensive millwork, gas fireplace and tray ceilings. Designed to satisfy the needs of any chef, the stunning kitchen boasts a Wolf double oven gas range, two Bosch dishwashers, spacious island, plenty of cabinet space and butler’s pantry. Overlooking the backyard and set up for casual dining, the kitchen offers an eat-in area that opens to the family room. The downstairs master suite is a relaxing retreat with spacious bath and closet with built-ins. The office is downstairs, and an upstairs bonus room comes prewired to serve as a home theater or a myriad of other possibilities. Primed for entertainment, the detached pool cabana/summer kitchen features a chef-quality 42-inch DCS gas grill with double side burner, built-in Big Green Egg, insulated wine sink with insulated cover, Marvel brand double tap keg dispenser, ice maker, refrigerator and a second, standard stainless steel sink. The horseshoe-shaped bar comfortably seats 10-12 while the cypress tongue-and-groove cathedral ceilings with custom cypress rafter tails accent the 65-inch TV and the theater sound system, which is found throughout the home, lanai and pool area.

315 E New England Ave #2, Winter Park, Florida 32789
Price: $1,750,000

Bedrooms: 3 Bathrooms: 3.5
Living Square Footage: 3,276

Type: Condominium

Property Description:
A stunning ground floor offering in the Jewel of Winter Park facing the Alfond Inn! Villa Siena is located 2 blocks off Park Avenue and is within comfortable walking distance to Rollins College, upscale dining, and some of the finest boutique shopping in the Orlando metropolitan area. Amenities include two underground assigned parking spaces, a private air conditioned storage unit, luxurious community rooms, exercise facilities, roof top sitting area with a beautiful view, and much more. This beautiful three bedroom, three and a half bath has a spacious floor plan with double master suites, a large den, and palatial entertaining space. Unique to Villa Siena, this unit has received over $200,000 in upgrades and is a gorgeous offering of Winter Park living at its finest. Upgrades include select kitchen appliances, two brand new air conditioning units, floor to ceiling custom millwork, and exquisite wall to wall wine refrigeration. Boasting large porches, beautiful entertaining spaces, and plenty of soft natural light, this unit is truly one of a kind. Come enjoy the best of the Winter Park lifestyle!

1420 Place Picardy, Winter Park, Florida 32789
Price: $1,699,000

Bedrooms: 4 Bathrooms: 4.5
Living Square Footage: 4,658

Type: Single Family Residence

Property Description:
Spectacular new modern build by JSM Construction on oversized .32 acre lot. Open concept layout designed by Zero Latitude. You will feel fully connected to family room, dining area & outdoor entertaining! Dream floorplan-three bedrooms including master plus office on ground floor. Full apartment with bonus on top floor. Perfect for those who want a theater room, another huge home office to run business or recreation room with full bedroom, bathroom & additional flex space. Gorgeous European Oak floors, tray ceilings, huge covered outdoor living room & separate summer kitchen-DCS grill. You will love your state of the art kitchen space. Creative Kitchen designer tile & Euro designed wood grain flat front cabinetry. Thermador appliances & refrigerated wine column! Gas range (36”) & large hidden pantry. Calcutta Gold Quartz stunning waterfall island & countertops. Prominent master bedroom features large glass windows. Master bathroom showcases quartz counters, dual sinks & separate vanity area. Huge shower, porcelain tile & soaker bathtub complete this masterpiece. All bedrooms include en-suite bathrooms, oversized windows & custom closet organizers. Energy Efficient- (2) 15 Seer heat pumps & ACs, copper wiring, R-13 insulation, (2) tankless gas water heater, & more! Private & beautiful backyard. Plenty of room for a pool. Pool bath is already conveniently located! Fully sodded zoysia landscaping & irrigation system. Termite bond. Builders 2-10 warranty will convey.

1421 Holts Grove Cir, Winter Park, Florida 32789
Price: $1,695,000

Bedrooms: 5 Bathrooms: 6.0
Living Square Footage: 4,838

Type: Single Family Residence

Property Description:
Exquisite estate home in prestigious Windsong. Five bedrooms, five full baths, two half baths, two upstairs bonus rooms, a home office, and a detached game room – this home has so much to offer! Completely remodeled and updated with sophisticated finishes throughout the home; stone tiles, beautiful hardwood floors, crown moldings, detailed coffered ceilings, and more. Gourmet chef’s kitchen features stunning marble countertops, custom cabinetry, 6-burner gas range, top-of-the-line stainless steel appliances, large kitchen island and breakfast bar that opens to the home’s family room. Downstairs master bedroom offers gorgeous views of the pool and an expansive master bath complete with spa tub, his and her vanities, and double walk-in closets. Two upstairs areas, with separate stairwells, offer additional living space including three bedrooms, each with a private bath, and a bonus room, and an additional guest suite with loft and full bath. Enjoy the resort style pool and outdoor living and panoramic views of the green space behind this home. Outdoor grill and two covered patios provide the perfect space to relax and entertain guests. Located in one of Winter Park’s most desirable communities, residents of Windsong enjoy close proximity to Park Avenue shops and restaurants, A-rated schools as well as exclusive lake access, fishing pier, community pools, and water park.

664 W Morse Blvd, Winter Park, Florida 32789
Price: $1,675,000

Bedrooms: 4 Bathrooms: 4.5
Living Square Footage: 3,404

Type: Townhouse

Property Description:
Under Construction. Introducing The Morse + Pennsylvania Brownstones - Phase 2 of Phil Kean Designs downtown Winter Park townhome development. Another one-of-a-kind design by Phil Kean which offers luxury living spaces, private garages, and in-unit elevators. Unit 3-1 (Bldg 3 - Unit 1) is a 3-story home with multiple balconies and covered porches, a fenced front yard space, an attached 3-car garage, and high-end details and finishes throughout. The first floor features an open kitchen with island and a Wolf/Subzero appliance package, a spacious 14 x 18 living room, and a formal dining room space. The second floor is the private master suite with a sitting area, French doors that open to a covered balcony, 2 large walk-in closets and a spa-like master bath with Carrara marble. The third floor showcases 3 additional bedroom en-suites with a 15 x 13 loft area and access to the open balcony. Perfect living for the urbanists who love to walk to everything, the travelers who want lock + leave and the commuters who need easy access to I-4 and downtown Orlando. Ideal location that is walking distance to the shops and restaurants of Park Avenue and Hannibal Square, the SunRail, Winter Park Farmer’s Market, and Hillstone’s. *Both units in Building 3 can be purchased and combined to create a 6,800 to 7,200 SF single-unit home.*

135 W Swoope Ave, Winter Park, Florida 32789
Price: $1,649,000

Bedrooms: 3 Bathrooms: 3
Living Square Footage: 2,457

Type: Townhouse

Property Description:
DOWNSIZING?? FORGET THE YARD AND ENJOY LIFE IN THIS LUXURY TOWNHOUSE, BACKS UP TO PARK AVE. NO CONDO FEES. Motivated Seller. City living at its finest in this spacious townhouse. First floor bedroom with numerous built-ins and an adjacent tastefully appointed full bath. Also on the first floor is ample laundry with granite counter top as well as coat closet and large storage closet. You can use the PRIVATE ELEVATOR or the staircase to lead to the main living area. The second floor features an open and spacious living/dining area with gas fireplace. Off the living area is a generous screened porch complete with summer kitchen and ceiling fans. The gourmet kitchen has striking cabinetry, stainless appliances, gas cook top, a large granite island, cozy built in breakfast corner, and generous wine cooler. The third floor has a second bedroom with attached bath, as well as the large master bedroom and bath. Master bath features dual sinks with granite tops, lighted mirrors, jetted tub, and separate shower. Master highlights large closets with liberal built-ins and a sunny Florida room with french doors. Other features include a 2 car garage, built in safe, smart features that are remotely controlled, and private elevator. Enjoy all that Winter Park has to offer , a stroll down Park Avenue, shopping at the many wonderful retail stores, sharing a glass of wine with friends or dinner at a trendy restaurant and never have to worry about a parking place.

1146 Keyes Ave, Winter Park, Florida 32789
Price: $1,645,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 4,636

Type: Single Family Residence

Property Description:
Located in the quiet and sought-after downtown Winter Park area, this modern Mediterranean home overlooks a golf course and is only one block to Park Avenue. With 12-foot ceilings, the bright, open and flexible floor plan is great for entertaining. Set back from the road on an oversized lot with circular drive and separate rear deeded entry off Stovin Avenue, this residence primarily enjoys one-level living, which is hard to find in Winter Park. Downstairs boasts a grand master retreat with sitting area and separate office on one side of the home, along with three or two bedrooms, open formal areas and a generously sized gathering room open to the island kitchen and breakfast room. Upstairs has two additional bedroom suites and a large open bonus/flex room. Features include granite countertops, custom closets, extensive moldings, walls of glass doors/windows overlooking a screened lanai, pool and spa, along with expansive private yard on this almost half-acre lot. There is room for expansion or additional separate structure, guesthouse or additional garages. There is already an oversized three-car garage. This is a great opportunity in Winter Park within walking distance to top-rated schools, Park Avenue shops and restaurants.

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