Winter Park Real Estate, Homes and Condos for sale

All Winter Park homes currently listed for sale in Winter Park as of 10/20/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Winter Park homes for sale or other Winter Park real estate, please contact us and one of our knowledgeable Winter Park REALTORS® would be pleased to assist you.


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$5,500,000
1731 PINETREE RD, Winter Park FL 32789
6
BEDS
8
BATHS
7,654
SQFT
$719
$/SQFT
0.68
ACRES
2014
BUILT
"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."
$4,700,000
1128 PRESERVE POINT DR, Winter Park FL 32789
5
BEDS
5
BATHS
6,179
SQFT
$761
$/SQFT
2.09
ACRES
2012
BUILT
"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."
* PRICE LOWERED - $5,200,000 TO $4,700,000 
$4,350,000
433 E NEW ENGLAND AVE, Winter Park FL 32789
10
BEDS
14
BATHS
8,325
SQFT
$523
$/SQFT
0.58
ACRES
1905
BUILT
"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."
* PRICE INCREASED - $4,250,000 TO $4,350,000 
$3,895,000
375 VIRGINIA DR, Winter Park FL 32789
5
BEDS
5
BATHS
7,538
SQFT
$517
$/SQFT
1.32
ACRES
2004
BUILT
"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."
$3,879,000
1013 TEMPLE GRV, Winter Park FL 32789
5
BEDS
6
BATHS
5,797
SQFT
$669
$/SQFT
0.69
ACRES
1979
BUILT
"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."
* PRICE LOWERED - $3,995,000 TO $3,879,000 
$3,695,000
472 HENKEL CIR, Winter Park FL 32789
4
BEDS
7
BATHS
4,686
SQFT
$789
$/SQFT
0.39
ACRES
2017
BUILT
"This Spectacular local art curator's home is an elegant Winter Park lakefront masterpiece custom built with luxurious finishes by Fred Schaub Homes. Including the outside living space,there is over 6000 sq ft ready to impress guests and offer an unforgettable place to entertain. Rich wood and glass accents are found throughout the house. 10' Casablanca stained folding La Cantina doors open to transitional room with sub zero/Viking summer kitchen,pool bath,outdoor shower,retractable sun shades and outdoor A/C system. Lakefront oversized infinity edge pool w/ glass tiles,tanning shelf,gas heated spa,aeration fountains,fiber optic lighting and waterfall sit on a 3000 sq ft stone patio with gas firepit.Gas torches light the way to the lakefront dock w/ boathouse,covered lift and secure storage.Lakeview Master Suite features huge custom closet and marble bathroom with large glass shower and separate freestanding tub.LR w/ gas fireplace opens to high end gourmet kitchen with 60 Wolf range and double convection oven,large open pantry and 10ft island.The 2 story grand entry highlights wood and glass custom staircase leading up stairs to 3 bedrooms with private full baths and custom walk in closets as well as a 2nd 1/2 bath and a 2nd full size laundry room,LR,dining area and kitchenette with balcony overlooking lake.This home has state-of-the-art technology including sec. cameras,surround sound,media,LED lighting,4 A/C systems operated by ipads w/ docking stations and iPhone enabled.MUST SEE, absolute perfection!"
* NEW LISTING 
$3,485,000
668 W MORSE BLVD, Winter Park FL 32789
4
BEDS
6
BATHS
5,819
SQFT
$599
$/SQFT
0.10
ACRES
2020
BUILT
"Under Construction. Introducing Phil Kean's latest project - The Morse + Pennsylvania Townhomes. A private enclave of high-end urban lock + leave residences comprised of 3 single family homes and 4 shared-wall townhomes. This Phil Kean Designs 3-story home has 5819 heated SF of gorgeous, breath-taking living, along with a private yard, refreshing cocktail pool, summer kitchen, multiple outdoor lanais and terraces, and a three-car attached garage! A private elevator gives you access to all three floors, from the chef s kitchen and living areas on the first floor, the master suite with loft and office on the second floor, and three additional ensuite bedrooms plus a 22x15 loft and a covered lanai and open terrace on the third floor. Interiors done by Phil Kean Interiors using high-end finishes, a designer lighting and plumbing package, a Wolf/Subzero appliance package, an all marble master bath, hardwood floors, and much more. Sliding glass walls and tons of windows give this home plenty of natural light. Ten foot ceilings and a 2-story family room elevate this home s wow factor! Centrally located in Winter Park s downtown corridor, you can walk to Park Avenue, Hannibal Square, the Farmer s Market, Hillstone s and more! Easy access to I-4, Advent Hospital and downtown Orlando. Call today for more information. Five of the seven total residences are already under contract with building 5 selected to be 2021's New American Home."
$3,375,000
1400 GREEN COVE RD, Winter Park FL 32789
5
BEDS
7
BATHS
6,384
SQFT
$529
$/SQFT
0.70
ACRES
1995
BUILT
"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."
* PRICE LOWERED - $3,495,000 TO $3,375,000 
$3,250,000
185 W FAWSETT RD, Winter Park FL 32789
5
BEDS
6
BATHS
5,936
SQFT
$548
$/SQFT
0.85
ACRES
2003
BUILT
"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."
$3,175,000
740 PALMER AVE, Winter Park FL 32789
5
BEDS
5
BATHS
4,810
SQFT
$660
$/SQFT
2.79
ACRES
1955
BUILT
"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."
* PRICE LOWERED - $3,250,000 TO $3,175,000 
$3,095,000
409 GENIUS DR, Winter Park FL 32789
5
BEDS
9
BATHS
7,433
SQFT
$416
$/SQFT
0.62
ACRES
2007
BUILT
"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."
* PRICE LOWERED - $3,250,000 TO $3,095,000 
$3,050,000
1637 CHASE LANDING WAY, Winter Park FL 32789
5
BEDS
6
BATHS
6,272
SQFT
$486
$/SQFT
0.71
ACRES
2002
BUILT
"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."
* PRICE LOWERED - $3,300,000 TO $3,050,000 
$2,995,000
1071 LAKEVIEW DR, Winter Park FL 32789
5
BEDS
6
BATHS
5,000
SQFT
$599
$/SQFT
0.50
ACRES
2000
BUILT
"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."
$2,950,000
455 LAKEWOOD DR, Winter Park FL 32789
4
BEDS
6
BATHS
5,018
SQFT
$588
$/SQFT
0.62
ACRES
1954
BUILT
"New Price. Private and sophisticated Winter Park lakefront with stunning views of Lake Osceola. Light and bright with a very open floor plan this residence offers great space for entertainment. The home features two living rooms with a wall of windows, a family room, a bonus room and formal dining room. Tastefully updated with new hardwood floors, new doors and plantation shutters. Updated kitchen with a Thermador 6 burner gas stove, 2 ovens and an over sized pantry. There is a wet bar in the family room with and ice-maker. The master bedroom on the main floor features a generous sitting area and his and hers master bath that opens to a screened porch with a hot tub - with all new equipment - overlooking the lake. One more bedroom completes this level. The lower level has 2 additional bedrooms and a bath. The outdoors is an entertainer s dream. The upper level with an extensive porch also has a recently added pergola, a re-surfaced pool, and a refinished deck. The lower lower deck features an inviting white sandy beach and a boathouse with plenty of storage for all your water toys. 2 outside extra closets and and an outdoor pool shower complete the outdoors. Great opportunity to live in a beautiful lakefront home on a quiet street close to Park Avenue with all that Winter Park has to offer!"
* PRICE LOWERED - $3,150,000 TO $2,950,000 
$2,850,000
1295 N PARK AVE, Winter Park FL 32789
5
BEDS
6
BATHS
4,293
SQFT
$664
$/SQFT
0.52
ACRES
2019
BUILT
"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."
* PRICE INCREASED - $1,850,000 TO $2,850,000 
$2,849,000
1930 VIA VENETIA, Winter Park FL 32789
5
BEDS
7
BATHS
6,285
SQFT
$453
$/SQFT
0.74
ACRES
2011
BUILT
"Welcome home to this custom-built Parkland home located in the sought-after Via s. Situated on almost 3/4 of an acre, this updated luxury property has incredible grounds and meticulously maintained landscaping. Enjoy over 6200 square feet of living space with 5 full bedroom suites and two half-baths. Upon entry, you are greeted the foyer which boasts custom millwork, upgraded hardwood floors and an abundance of natural light. The office/den has dark wood beams along with expansive windows that look out on the manicured lawn. The formal living room has vaulted ceilings, beautiful wood beams, and is bright and spacious. The kitchen features top of the line appliances including a commercial grade gas range, built in coffee maker, Thermador refrigerator, cast stone vent hood and premium cabinetry. The family room has extensive woodwork, a fireplace and French doors that lead out to the covered patio. The downstairs master bedroom and bathroom have endless upgrades, including a soaking tub, separate toilet rooms, his-and-hers closets and separate vanities. The upstairs showcases 4 very spacious en-suite bedrooms. One of the best features of this incredible home is the luscious and spacious grounds. The outdoor lanai has motorized screens and stained tongue-and-groove ceilings. In addition to the spectacular oversized lot, the home boasts a fully fenced in yard, a beautiful salt-water pool and spa and private access to the winter Park Racquet Club- one of the only houses in Winter Park with this access."
$2,785,000
647 N PARK AVE #8, Winter Park FL 32789
3
BEDS
5
BATHS
3,253
SQFT
$856
$/SQFT
0.12
ACRES
2019
BUILT
"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 5 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."
$2,750,000
511 W CANTON AVE, Winter Park FL 32789
5
BEDS
7
BATHS
8,910
SQFT
$309
$/SQFT
0.86
ACRES
2013
BUILT
"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."
$2,698,000
2218 VIA TUSCANY, Winter Park FL 32789
5
BEDS
7
BATHS
4,423
SQFT
$610
$/SQFT
0.26
ACRES
2019
BUILT
"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!!"
* PRICE LOWERED - $2,748,500 TO $2,698,000 
$2,685,000
649 N PARK AVE, Winter Park FL 32789
3
BEDS
5
BATHS
3,180
SQFT
$844
$/SQFT
0.09
ACRES
2018
BUILT
"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."
* PRICE LOWERED - $2,790,000 TO $2,685,000 
$2,650,000
2615 OGLESBY AVE, Winter Park FL 32789
7
BEDS
8
BATHS
6,700
SQFT
$396
$/SQFT
1.13
ACRES
2015
BUILT
"Gorgeous Custom Home on Skiable Lake Now Available. 1st Place Parade of Homes Winner. Luxury Lifestyle on the Water awaits. This home was designed with comfort, entertaining, and style in mind. The Huge Gourmet Kitchen merges with the Oversized Family Room & Wet Bar to provide Spacious Living areas to Entertain. Enjoy the Outdoors & Scenic Lake Views from the Lanai boasting Summer Kitchen, Automatic Retractable Phantom Screens & Fireplace. Relax in the Heated Pool/Spa while you enjoy Breathtaking Sunsets When it's time to get on the water, enjoy the convenience of this Private Dock & Custom Boathouse. This estate has all the amenities & conveniences you are looking in a dream home, such as an Automatic Gated Entry, Guest Wing (feat. 3 bdrm/2 bth, full kitchen & separate garage), Finished Garages w/Cabinetry, Dual Laundry Rooms, & more. All the details you desire are here: Coffered & Tray Ceilings, Crown Molding, Wainscoting, Built-in Features, Wine Fridge, Beer Taps, Custom Fans/Fixtures, etc. Equally as impressive are the structural features: Insulated Concrete Block Construction, Low E Windows, Spray Foam Insulation, Pre-wired for Whole House Generator, High Efficiency HVAC system, Buried Propane Tank, Tankless Water Heaters, Saltwater Pool, & more. This location provides other benefits, like walking distance to Dubsdread Golf Course, Minutes to Downtown Winter Park, Downtown College Park, & Bishop Moore. Call to schedule your showing today."
$2,650,000
300 S INTERLACHEN AVE #503, Winter Park FL 32789
3
BEDS
4
BATHS
3,355
SQFT
$790
$/SQFT
0.40
ACRES
2005
BUILT
"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."
$2,499,000
315 E NEW ENGLAND AVE #28, Winter Park FL 32789
3
BEDS
4
BATHS
3,681
SQFT
$679
$/SQFT
0.63
ACRES
2008
BUILT
"LARGEST ONE-STORY LUXURY RESIDENCE IN VILLA SIENA WITH 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!"
$2,465,000
880 BONITA DR, Winter Park FL 32789
5
BEDS
5
BATHS
4,667
SQFT
$528
$/SQFT
0.49
ACRES
2016
BUILT
"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. There are also two additional bedrooms downstairs along with a separate office space. 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."
 
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