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.

1360 Alabama Dr, Winter Park, Florida 32789
Price: $6,500,000

Bedrooms: 7 Bathrooms: 10.0
Living Square Footage: 10,600

Type: Single Family Residence

Property Description:
Stunning Mediterranean Lakefront Estate. Across from the secret gardens of Kraft Azalea Park sits this palatial 1-acre estate with over 10,000 SF of luxurious living space, private tennis court, resort-style pool, and more! Offering formal living areas, gourmet chef’s kitchen, open great room, his and her home offices, elevator, 12-person home theater, billiard room, and six guest suites, each with a private en suite, and a separate guest apartment with kitchen, this home leaves nothing to be desired. Detailed with high-end finishes throughout, the home is exquisite in every way. Polished travertine and hardwood flooring, trim moldings, wrought-iron railings, 27’ ceilings, and a whole-house entertainment system are just a few of the custom details that have been installed throughout the home. Walkout balconies off the front and rear of the home take full advantage of the home’s picturesque surroundings. The nearly 1,000 SF second floor lanai overlooks the pool and tennis courts and the attached 4-car garage, a rare and highly desirable find, along with the front circular drive provide a sophisticated entry for visiting guests. Private boathouse on Lake Maitland faces westward and offers gorgeous sunset views and convenient access to Winter Park’s main attraction the Chain of Lakes. Located on one of the most prestigious drives in town, this extraordinary home is like no other and is just a short walking distance from the award-winning restaurants and boutique shops along Park Avenue.

1128 Preserve Point Dr, Winter Park, Florida 32789
Price: $5,200,000

Bedrooms: 4 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 privately gated contemporary estate 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 Group and Interiors by Award winning Steven G of South Florida. With over 6k 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 white 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. 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.

1941 Legion Dr, Winter Park, Florida 32789
Price: $4,795,000

Bedrooms: 5 Bathrooms: 6.0
Living Square Footage: 9,692

Type: Single Family Residence

Property Description:
One of kind Zachary Kauffman masterpiece on 1+acre on Lake Maitland now available. With his renowned attention to quality & detail, this 5+bed/5+bath has timeless traditional features + every modern amenity you can dream of. Thoughtfully designed w/stunning lake views from every room; Grand foyer welcomes to formal LR w/2 sided FP adjoining cozy Library, both w/custom millwork. East Wing is for FUN; Sports Room & Bar, w/5 TVs, impressive granite bar. Mirrored Exercise Studio, 6 seat Theatre. West Wing: Formal DR, Butler’s Pantry w/wine frig to huge open Kitchen & FR. Gourmet stainless Dacor package; convection gas oven/range, microwave & warming drawers; Bosch DW, Thermador frig & freezer. Custom cabinetry, huge granite island, walk in pantry. Great entertaining space w/gorgeous view, walk out to lanai. Lux Master w/massive balcony, FP, coffee bar, Spa bath w/soaking tub, w/c + bidet, his/hers custom closets. 2nd level East Wing: 3 BRs ensuite w/walk ins + balconies; double desk, 2nd utility rm, loft w/charming shiplap, private office. South Wing: entry from motor court, 2 car gar, Home Office, Mudroom/drop zone, Utility w/craft bar, BR en suite, PLUS Bonus Studio w/kitchenette. Addl detached 3 car gar, 800 sq/ft 1/1 Guest Apt. Outdoor is private Florida oasis: huge paver lanai overlooks lake, Cypress trees, saltwater pool w/spa & beach. Gazebo w/Dacor grill, frig & FP. Covered Boathouse w/lift for sport boat + 2 jet skis; lg dock area for fishing & daydreaming. Full Feature list provided on request.

935 Greentree Dr, Winter Park, Florida 32789
Price: $4,300,000

Bedrooms: 4 Bathrooms: 4.0
Living Square Footage: 4,975

Type: Single Family Residence

Property Description:
Exquisite inside and out! This magnificent Georgian-style estate home was meticulously constructed by Posada Custom Homes and is located in one of Winter Park's most desirable neighborhoods offering all the allure of fine lakefront living and just minutes from Park Avenue’s popular shopping, dining and cultural gems. Situated on a secluded lot this residence enjoys a picture-perfect setting and views with 105 feet of shoreline overlooking the north shore of Lake Osceola part of the Winter Park chain of lakes. Superior craftsmanship and attention to architectural detail emanate throughout the 4,975 SqFt of living space. This impressive property features an inspired layout starting with the exquisitely designed public spaces and continues throughout the rest of the home. The spacious owner’s retreat features a balcony overlooking the lake, customized walk-in closets, morning bar, gas fireplace and bath with luxurious fixtures and finishes. Two additional oversized ensuite bedrooms open onto a balcony and a third floor game room offers the perfect hideaway. Additional amenities include an elegantly appointed formal living room, dining room with butler's pantry, family room with fireplace and adjacent wet bar, gourmet kitchen with custom cabinetry and top of the line appliances, coffered ceilings, extensive custom woodwork and built-in cabinetry, stone and hardwood flooring, slate roof, copper gutters, elevator, salt water pool/spa, boat dock, summer kitchen, whole house generator, and a three-car garage.

1013 Temple Grv, Winter Park, Florida 32789
Price: $3,995,000

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.

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.

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 renovated 3 years ago 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.

455 Lakewood Dr, Winter Park, Florida 32789
Price: $3,300,000

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!

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!

1637 Chase Landing Way, Winter Park, Florida 32789
Price: $3,300,000

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.

637 N Park Ave #5, Winter Park, Florida 32789
Price: $3,185,000

Bedrooms: 3 Bathrooms: 4.0
Living Square Footage: 4,237

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 4 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.

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.

1230 N Park Ave, Winter Park, Florida 32789
Price: $3,100,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 5,235

Type: Single Family Residence

Property Description:
Winter Park- Beautiful estate right off Park Avenue in the private Twelve Oaks peninsula subdivision. The residence sits on a 0.97 acre lot, offering the uncommon luxury of green space, a guest house, 5 car garage, swimming pool, hot tub and fountain all in the heart of Winter Park. The custom built home is California Styled Spanish Colonial with architectural relic 21/2” inch thick front double doors with raised carvings, and 21/4” inch thick Honduran Mahogany doors throughout the main house. The main homes offers 4 bedrooms, 4-1/2 baths, custom mosaic entrance foyer, custom coffered dining room ceilings, covered balcony and covered porch. Family room has 14”ft ceilings with large beams and 3 walls of windows with french doors allowing for views and natural light. The study offers custom built ceiling to floor decorative shelving and mahogany floors. Well appointed chefs kitchen, custom wood cabinetry, walk in pantry all open to include large informal dining space and family room. Guest house with separate entrance, living area, private bath and bedroom, full kitchen and 2 balconies. Additional private gated entry for property access. Schedule your showing today!

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.

1260 Alabama Dr, Winter Park, Florida 32789
Price: $2,999,500

Bedrooms: 4 Bathrooms: 4.0
Living Square Footage: 6,302

Type: Single Family Residence

Property Description:
Beautifully remodeled CANAL FRONT estate on the Winter Park Chain of Lakes. Premier location, a short walk from Park Ave. This oversized lot is lushly landscaped equipped with a new irrigation system and over 215 ft. of canal frontage, with boathouse, on the Venetian canal. BRAND NEW heated salt-water pool & spa with upgraded LED lighting package and automatic retractable pool cover! Home is extremely well built with masonry walls, plus brick and solid stone surround accents. The grand entry welcomes you with a stunning chandelier, updated gathering room with wet bar, extensive trim & moldings, cabinet grade built-ins, 2 fireplaces, new iron railings, gorgeous BRAND NEW rustic oak wirebrush and hand scraped floors throughout the entire house, winding staircase, and updated LUTRON lighting system. Home has a crisp/clean, bright/open design ideal for entertaining and pleasant to the eye in every direction. The kitchen has every convenience of an award winning modern farmhouse style and function including custom cabinetry, fabulous accent lighting, oversized island with ample storage & top grade commercial appliances. Lavish master retreat with dual sided fireplace, sitting/exercise room, picturesque "spa like" bath & wonderful large island closet. Brand new back staircase to flex space. 3-car garage, extra storage, fully remodeled guest suite, up & downstairs laundry. No detail or expense has been spared in this well executed & designed renovation.

Winter Park, Florida 32789
TO RESTRICTIONS THE ADDRESS FOR THIS PROPERTY CANNOT BE SHOWN. PLEASE CONTACT ME FOR MORE INFORMATION ON THIS PROPERTY
Price: $2,995,000

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: $2,749,000

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

Type: Single Family Residence

Property Description:
Now Completed! Welcome to this very special custom 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 an 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 with 3 fire bowls/fountains and surround by 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 with epoxy coating and wall to wall built in functional storage. Fantastic upstairs loft with wet bar which is great for entertaining. As well, there are 3 great en-suites and a secondary full size upstairs laundry room. Interior designed by Steele Street Interiors. 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.

581 Sylvan Dr, Winter Park, Florida 32789
Price: $2,595,000

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.

900 N Park Ave, Winter Park, Florida 32789
Price: $2,575,000

Bedrooms: 5 Bathrooms: 6.0
Living Square Footage: 5,035

Type: Single Family Residence

Property Description:
LOCATION! LOCATION! LOCATION! Luxury and elegance abound in this timeless Park Avenue estate, in one of the most sought after Central Florida locations, steps from the best of downtown Winter Park’s vibrant dining, shopping, arts & culture, MOVE-IN READY! Custom built by Carlos Posada, this 5,035sf estate home has 4 spacious bedrooms, 1 bedroom/1 bath guest house, bonus room, office, formal living and dining rooms, abundant indoor & outdoor entertaining spaces, and sits on almost half an acre of prime real estate. Soaring ceilings and expansive windows infuse sunshine and light throughout. The custom windowed eat-in kitchen includes a center island, Thermador appliances with 6-burner gas range, granite counters, Travertine marble floors, tons of storage, and adjacent butler's pantry with wine bar. Downstairs master suite is the epitome of indulgence with grand bathroom and a large walk-in closet. Emulating a 5 star resort, the view from master bedroom overlooks the lush backyard, bountiful bougainvillea, pool with waterfall, and courtyard. Designer finishes include arched French doors, new hardwood floors, custom iron-work, beamed ceilings, extensive millwork, and authentic barrel tile roof. Other extras include new interior paint, 3 fireplaces, surround sound, a double and single garage with new floors & AC, wrought iron automatic security gate, beautiful landscaping, and a heated splash pool. Main house is 4703sf and guest apartment is 332sf for a total of 5035sf.

1760 Via Venetia, Winter Park, Florida 32789
Price: $2,350,000

Bedrooms: 4 Bathrooms: 5.5
Living Square Footage: 6,242

Type: Single Family Residence

Property Description:
Meticulously constructed 4 Bedroom 6 full and 1 half bath 6242 square foot New Orleans plantation (South Carolina low country) style pool home is situated on a beautiful oversized lot in the “Very Via’s” on a quiet street just steps away from Lake Maitland. Large (over 1,000 sf) first floor Master Suite w/ fireplace, kitchenette w/ Thermador refrigerator, dishwasher and sink, huge walk in closet and separate master laundry room. Master bath has separate vanities, period marble throughout, a soaking tub, large walk in shower and fireplace. Gourmet kitchen w/ top of the line Thermador commercial style stainless steel gas appliances, dual dishwashers, custom cabinetry, granite and marble counter tops and walk in pantry. Billiard/Game room has a fireplace, wet bar w/ wine refrigerator (200+ bottles), Thermador refrigerator/freezer and dishwasher. Additional amenities include: 30 Bevolo light fixtures (11 gas), antique Chinese elm reclaimed wood floors, fabulous ceiling details throughout, extensive custom millwork (over 6 miles of trim) and built ins, Windsor double insulated energy efficient windows, 2 covered porches and 2 covered balconies, 3 gas fireplaces, ICF (insulated concrete form) construction, Baldwin Estate hardware, Kohler plumbing fixtures, Elevator and 3 laundry rooms. This amazing home is loaded w/ upgrades and extras. Great attention has been paid to the architectural detail and style and should be viewed in person to truly appreciate the quality throughout

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.

121 W Kings Way, Winter Park, Florida 32789
Price: $2,275,000

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

Type: Single Family Residence

Property Description:
This Stunning and Elegant new Transitional Style home welcomes you to 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.

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!

2550 Venetian Way, Winter Park, Florida 32789
Price: $2,250,000

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!

1760 W Fawsett Rd, Winter Park, Florida 32789
Price: $2,250,000

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.

531 Virginia Dr, Winter Park, Florida 32789
Price: $2,250,000

Bedrooms: 4 Bathrooms: 3.5
Living Square Footage: 4,955

Type: Single Family Residence

Property Description:
Wonderful Lake Virginia one story pool home at the end of quiet Virginia Drive in Timberlane Shores. This home has great entertaining spaces with living room, oversized family room with a wall of windows overlooking the lake & beautiful Knowles Chapel, adjacent to open kitchen and large dining room. Three-way split plan with a master wing, another hall with 2 bedrooms, and an additional guest bedroom/bathroom. Huge bonus room allows for perfect flex space. Kitchen has gas range, dual ovens, Miele dishwasher, and breakfast bar. Master bedroom is spacious and tranquil with lake views, walk-in closet, and bathroom with dual sinks and Jacuzzi tub. Features include hardwood floors throughout, fireplace, tongue & groove vaulted ceiling, French doors, and 3 car garage including an office. Stunning backyard has covered porch, outdoor kitchen, large swimming pool, big yard, and amazing boathouse with storage. Convenient location to downtown Winter Park, Park Avenue, and Baldwin Park. Zoned for the new Audubon K-8 and Winter Park High School.

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.

1001 Anchorage Ct, Winter Park, Florida 32789
Price: $1,995,000

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.

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: $1,920,000

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

1450 Alabama Dr, Winter Park, Florida 32789
Price: $1,895,000

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.

410 Lakewood Dr, Winter Park, Florida 32789
Price: $1,890,000

Bedrooms: 5 Bathrooms: 6.5
Living Square Footage: 5,036

Type: Single Family Residence

Property Description:
Winter Park Chain of Lakes, Lake Osceola waterfront property, with over 100 feet of shoreline, ready for a new custom home or renovate the existing structure. A beautiful elevated lot, a rare find, with breathtaking sunsets, the way lot is situated which will also allow for interesting architecture, bringing the outdoor landscape in, capturing every view the lake offers in a very private setting. Winter Park Chain of Lakes includes 5 connected lakes through a Venetian canal system and allows for boating, kayaking, jet skiing and more. Existing home is over 5,000 sf, 5 bedrooms with downstairs walk out. Lovely open and inviting living spaces, large rooms, separate living and dining rooms. This opportunity doesn’t present itself often and with little lakefront left to be built on it is a great overall investment. Lot has gorgeous mature trees making the lot feel very secluded and private. A perfect location to enjoy the Florida outdoor lifestyle that only the Chain of Lakes and Winter Park affords with a short stroll to Park Avenue, Rollins, Sunrail, restaurants, shops and great schools. Doesn’t get any better than this.

2235 Via Tuscany, Winter Park, Florida 32789
Price: $1,889,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 5,190

Type: Single Family Residence

Property Description:
Gorgeous 5 bedroom 5.2 bath home located in the heart of "The Vias". Fantastic floorplan featuring downstairs master suite including 2 walk in closets, large master bath with granite counters, dual sinks, oversized shower and jacuzzi tub. Elegantly appointed downstairs study, open and spacious living and dining areas plus additional family room off kitchen. Kitchen boasts granite island, brand new natural gas cooktop, double walk in pantry and light & bright eat-in area. Upstairs features 4 bedrooms plus another office area and an additional large bonus theatre and game room. Top of the line quality and finishes throughout including hardwood floors, crown molding, granite, built-ins, plantation shutters and so much more. Large covered patio with lanai opens to exquisite pool, 7 person 84 jet Hot Tub, and beautiful fire pit. Lushly landscaped yard hosts plethora of majestic trees surrounded by plenty of grassy area. Additional features include wet bar, 3 car garage, 2 AC units, natural gas fireplace, barrel tile roof. Walk to Winter Park Racquet Club. Winter Park Schools.

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.

315 E New England Ave #27, Winter Park, Florida 32789
Price: $1,795,000

Bedrooms: 3 Bathrooms: 3.5
Living Square Footage: 3,125

Type: Condominium

Property Description:
A RARE OPPORTUNITY! STUNNING PENTHOUSE WITH SWEEPING VIEWS OF THE ICONIC ALFOND INN! This three bedroom, three and a half bath plus media room offers tons of natural light, high ceilings, and much more in the Jewel of Winter Park. 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, an onsite HOA Coordinator, and a roof top sitting area with a beautiful view. This beautiful unit has a spacious floor plan with double master suites, a large den, and palatial entertaining space. Boasting large porches and a welcoming floor plan this is Winter Park living at its finest. Come enjoy the best of the Winter Park lifestyle!

1421 Holts Grove Cir, Winter Park, Florida 32789
Price: $1,775,000

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.

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!

1635 Dale Ave, Winter Park, Florida 32789
Price: $1,749,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 4,625

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 beautiful home was designed by David Larson and is sure to exceed expectations of the most discerning buyer. This spacious 4,400 square feet home offers five bedrooms and six bathrooms, plus an oversized two-car garage, pool, pool bath, and transitional room. This home is nestled in a prime location on a cobblestone street close to Park Ave, Rollins College, and near the Lake Osceola public access. Call today and choose your own finishes. More photos and updates to follow!

1645 Dale Ave, Winter Park, Florida 32789
Price: $1,749,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 4,625

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 beautiful home was designed by David Larson and is sure to exceed expectations of the most discerning buyer. This spacious 4,400 square feet home offers five bedrooms and six bathrooms, plus an oversized two-car garage, pool, pool bath, and transitional room. This home is nestled in a prime location on a cobblestone street close to Park Ave, Rollins College, and near the Lake Osceola public access. Call today and choose your own finishes. More photos and updates to follow!

77 E Stovin Ave, Winter Park, Florida 32789
Price: $1,699,000

Bedrooms: 4 Bathrooms: 3.5
Living Square Footage: 4,343

Type: Single Family Residence

Property Description:
Priced significantly under recent appraisal by the bank. Stunning Mediterranean property in one of the finest locations Winter Park has to offer. This 4 bedroom 3 bath sits on 0.32 acres within just a short beautiful stroll past the Winter Park 9 golf course to Park Avenue and all the shops and restaurants it has to offer. Fantastically spread over 2 floors with sweeping open plan Kitchen and living spaces yet still creating special formal spaces for separate living and dining areas. The huge light and airy master suite and bathroom sits on the ground floor with access to a secondary staircase up to the gym area and the 3 other bedrooms. Outside you find the beautiful pool area with abundant terracing and sunbathing space to enjoy Winter Parks wonderful weather. This is a must see!

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.

1146 Keyes Ave, Winter Park, Florida 32789
Price: $1,695,000

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

Type: Single Family Residence

Property Description:
One or more photo(s) has been virtually staged. 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.

135 W Swoope Ave, Winter Park, Florida 32789
Price: $1,689,000

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

Type: Townhouse

Property Description:
SIGNIFICANT PRICE REDUCTION!!!!! City living at its finest in this spacious townhouse. On the first floor, there is a 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. This property is fee simple and has NO HOA OR CONDO FEES. 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.

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.*

1560 Bryan Ave, Winter Park, Florida 32789
Price: $1,645,000

Bedrooms: 4 Bathrooms: 4.5
Living Square Footage: 3,934

Type: Single Family Residence

Property Description:
Brand new 2019 construction Coastal Style home offered by Rex-Tibbs Construction one of Winter Park's premier custom home builders for over 35 years. Open and flexible floor plan with the master retreat and main living spaces on the first floor and 3 bedroom suites and 2 bonus rooms (perfect for exercise, game, or theater rooms) on the second floor. The gourmet chef's island kitchen boasts quartz countertops, Wolf appliances, and Sub-Zero refrigeration, and open to the family room with views overlooking the resort style backyard. The private master retreat includes an expansive walk-in closet, large bedroom overlooking the backyard, and spa-like bathroom with marble tile, dual vanities, walk-in shower, and soaking tub. Other first floor areas include 2 more rooms for additional dining, living, office/study, or whatever your lifestyle dictates. Other features include tall ceilings, extensive moldings and built-ins, gas fireplace, gorgeous wood floors, metal roof, and tons of storage space. Enjoy your private oasis in the backyard surrounded by your Signature Landscape package, covered and open entertaining spaces, and yard for the pets or kids to play in. Perfectly located just minutes from Park Avenue, Rollins College, YMCA, Interlachen CC, and just minutes from Downtown Orlando. Wonderful Winter Park public schools and award-winning private schools.

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