Quick Winter Park FL MLS Search

Browse All Winter Park FL 6+ Bedroom Properties for Sale

$2,199,999
6 Beds 4 Baths Dixie Terrace SubDv. 32789 Zip Code
**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of sophisticated living. Boasting 6 total bedrooms, 4 bathrooms, including a detached 2-bedroom guest house, this property seamlessly blends modern amenities with timeless charm. As you step through the grand entrance, you are immediately greeted by a stunning foyer adorned with pristine travertine flooring, setting the tone for the elegance that lies ahead. The open floor plan, accentuated by soaring high ceilings, creates an inviting atmosphere perfect for both lavish entertaining and tranquil family living. The heart of the home, the gourmet kitchen, is a chef's dream come true. Featuring breathtaking quartz countertops, top-of-the-line appliances, custom cabinetry, and an in-home wine cellar, this space is as functional as it is beautiful. Whether you're preparing a casual meal or hosting a grand dinner party, the adjacent dining room provides the ideal setting for every occasion. The master suite, located on the main floor, is a sanctuary of luxury and comfort. It boasts a walk-in closet and an opulent en-suite bathroom complete with a soaking tub, separate shower, and double vanities. The remaining bedrooms are located on the second floor, offering privacy and space for family or guests. Adding to the property's appeal is a completely separate 2-bedroom guest house, accessible via a private entrance. This guest suite includes a full kitchen, cozy living room, and its own laundry room, making it perfect for extended family, visitors, or even as a private home office. The flexibility and privacy this space offers are truly unmatched. Step outside to your own private paradise, where a sparkling pool awaits. The expansive screened-in lanai and ample outdoor space make this the ultimate setting for enjoying Florida's year-round sunshine. Whether you're hosting a summer barbecue or simply unwinding after a long day, this outdoor oasis provides the perfect backdrop. Located just minutes from the renowned Park Ave, this home is nestled in one of Winter Park's most coveted neighborhoods. Enjoy the convenience of being close to award-winning restaurants, boutique shopping, and upscale entertainment options. Living here isn't just about owning a home—it's about embracing a lifestyle of luxury and convenience. This stunning property offers the perfect blend of luxury, comfort, and location. Schedule your private showing today and discover what makes this Winter Park home truly exceptional.

1451 Lyndale Boulevard, Winter Park

$1,349,000
6 Beds 4 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Under contract-accepting backup offers. Location Location Location. WINTER PARK. Built in 2021 and upgraded this year. This Meritage Homes Wimberley 11 model sits on a premium lot that backs onto conservation and is next to the playground and fishing dock. This stunning 6 bed 4 bath home is perfect for the family and multi generational living. There is so much space surrounded by comfort and style. When you enter you are greeted by the open concept floor plan. The foyer passes the formal dining room to reveal the expansive kitchen and living area. The absolutely wonderful oversized pool and deck are welcoming through the glass siding doors along the rear wall. Past the pool is the lush greenery of the conservation area that is the buffer to Lake Howell. The pool is a saltwater pool so no red eyes from too much chlorine. There is bathroom and shower access from the pool. The screen enclosure has extra-large panels to give the best view of the sunsets and foliage. The primary bedroom is located downstairs off the lounge while the other 5 bedrooms are split 3 and 2 either side of the upstairs lounge and media room. There formal dining room can easily hold a table for 12 or more for those special occasions The home has new vinyl planking throughout and tastefully customized molding on select walls. The upstairs lounge has its own wet bar and the large media room is ideal for movie night. The home has a water softener, a solar system for low energy bills and a six-zone built in stereo system. Inside laundry. Ample parking inside the garage and driveway. Located in the Winter Park gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, dog park, playground also includes access to Lake Howell. Put in your paddle board, kayak or just enjoy the wonderful sunsets from the fishing dock.

1269 Wading Waters Circle, Winter Park

$1,575,000
7 Beds 5 Baths Lakeside Estates SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. PRICE REDUCED! This stunning lakefront estate features 7 bedrooms and 5 full baths, all within a spacious 5,000+ square foot "Del Rio" open floor plan. As a certified 100% Energy Star home, it boasts top-of-the-line appliances in the kitchen, wet bar, and butler's pantry, complemented by  granite countertops. The home offers two master suites—one on each level—each featuring plush carpeting, porcelain tile, soaking tubs, glass showers, and ample his-and-hers vanity space.  The main living areas are adorned with wall-to-wall tile flooring, and the bedrooms feature new carpet through most. Additional highlights include plantation shutters, freshly painted, fully insulated attic for energy efficiency, a gorgeous wooden staircase, 7-inch baseboards, Brand new dual HVAC units, internal pest control ports, a home theater room with raised flooring, and updated lighting throughout. Accordion doors lead to a vast brick paver patio with a covered lanai, where you can enjoy fruit trees in abundance and breathtaking sunsets over Garden Lake. Only you, as a lucky homeowner will be able to enjoy a little rest and relaxation on your boat! The 1 ACRE water front oversized lot offers plenty of room to add a basketball court and pool. The property includes a three-car garage (with one tandem space) extra storage racks included and a large extended driveway, providing ample parking for family and guests. This home exudes luxury, style, and comfort, all conveniently located near Winter Park, Oviedo, UCF, and top-rated schools like Trinity Prep, with shopping and dining just a short distance away.

1460 Via Sangro Place, Winter Park

$5,950,000
7 Beds 6.5 Baths J Kronenberger Sub SubDv. 32789 Zip Code
Welcome to the epitome of refined luxury in the heart of Winter Park. This exceptional canal front estate home was completely redesigned and transformed by E2 Homes and finished in 2023 including a brand new boathouse just completed in 2024 with access to the Winter Park Chain of Lakes. Elegant features and impeccable craftsmanship throughout, boasting 6 bedrooms and 5.5 baths in the main home within its expansive almost 5000 square feet of thoughtfully laid out living space. Upon stepping inside, one immediately notices the meticulous attention to detail from the stunning white oak hardwood floors throughout to the impressive winding staircase. The open and spacious living room with its gorgeous wine wall that holds over 175 bottles of wine plus a separate wine refrigerator makes this the perfect place to host and entertain. The downstairs front office has tons of windows that allow natural light to flood in. The chef-inspired kitchen is a focal point, equipped with an abundance of custom solid-wood cabinets with plenty of storage, beautiful quartz countertops, a large island, and top-of-the-line Thermador SS appliances including a 6-burner natural gas stove, double ovens and even a warming drawer plus a Sub Zero refrigerator — ensuring that entertaining and meal prep are effortless. Overlooking this exceptional kitchen is the cozy family room as well as easy access to the dining area, all with a view of the impressive private backyard and pool area. This outdoor oasis includes a spacious covered lanai overlooking the Salt-water pool- the perfect place to relax and unwind with Family and Friends. Tucked away on the first floor is the elegant primary suite, featuring a spa-inspired bath with double sinks, custom cabinetry and exquisite tile work, along with a large walk-in shower with 2 shower heads, a luxurious soaking tub, and a water closet. This elegant owner’s retreat also features an expansive custom walk-in closet. Two guest suites are also on the first floor just off of the family room with a full bathroom with shower that they share as well as the impressive laundry room with storage cabinets and a utility sink. Upstairs, you'll find 3 more well-appointed ensuite bedrooms that are all generous in size with custom walk-in closets and meticulously appointed bathrooms. Detached guesthouse truly offers unparalleled comfort and privacy with 2 full bedrooms, a full bathroom with dual sinks and an accessible shower and a separate living room with full kitchen featuring a 5 burner gas range. Additional amenities include solid-core doors, wide base moldings, transferable Termite Bond, and 3 tankless water heaters. This remarkable home is flooded with natural light and ambiance, exuding a warm and cozy atmosphere. Plenty of parking for you and your guests with the front circular driveway and the gated porte cochere area with side entry into the home. Zoned for some of the best public schools in the area, including Winter Park High School, and conveniently located near Park Ave with its fine restaurants and shopping. Don't miss your chance to own this exquisite WINTER PARK PROPERTY with LAKE ACCESS and experience Florida living at its finest! Truly nothing like this on the market today! Welcome Home! **please note the guest house was originally a 3 car gargae that could easily be converted back. Owners have a sketch plan.**

1246 Alabama Drive, Winter Park

$4,200,000
7 Beds 5 Baths Lords Sub SubDv. 32789 Zip Code
Pre-Construction. To be built. Welcome to Winter Park lakefront living at its finest. In the heart of Winter Park, this new construction residence promises to be a masterpiece of luxury and modern living. Spanning over 5,500 square feet, this magnificent lakefront residence offers an unparalleled lifestyle with breathtaking panoramic sunset views. Tolaris Homes, an esteemed custom builder in Central Florida with over 45 years of expertise, will guide you from conceptualization to realization of your dream home. Designed to capture the essence of serene lakeside living, the home is ideally positioned to provide scenic vistas of the water and the vibrant hues of the setting sun. As you step onto the expansive balcony, the splendor of this property unfolds. The balcony, designed for relaxation and entertainment, offers a front-row seat to nature's nightly show, where the sky transforms into a canvas of oranges, pinks and purples. Imagine enjoying a glass of wine or hosting a gathering with friends and family, all while soaking in the tranquil beauty of the lake and its surroundings. Inside the home, elegance blends harmoniously with modernity, featuring spacious open-plan living areas that seamlessly transition from one room to the next. High ceilings and large windows ensure natural light illuminates the interior, enhancing the feeling of openness and connection to the outdoors. The thoughtful design includes luxurious finishes and state-of-the-art amenities, catering to every need and desire of its future owners. Experience the ultimate lakefront lifestyle with year-round boating, kayaking and water skiing on your private lake in Florida. Lake Killarney is one of the few lakes in Central Florida where you can land your seaplane on the water. Beyond the walls of this exquisite home, Winter Park offers a vibrant community rich in culture and amenities. From upscale dining and shopping to outdoor activities and renowned schools, this location balances convenience and exclusivity.

571 Lake Front Boulevard, Winter Park

$1,150,000
6 Beds 5 Baths Lakeside Estates SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to an exquisite multigenerational 6 bedroom 5 bath home situated within the sought after gated community Lakeside Estates in Winter Park, offering an unparalleled blend of luxury and functionality. Nestled on a quiet cul-de-sac, this expansive residence spans over 5,000 sqft and is adorned with exceptional features designed to elevate family living. Upon entry, the grand foyer leads to a spacious family room adorned with wood tile, complemented by a formal dining room and formal living room complete with elegant shelves. An office/den with French doors provides a quiet retreat for work or study. The gourmet kitchen is a chef’s delight, featuring granite countertops, pendant lighting, a breakfast bar, tiled backsplash, and 42” wood cabinets. Stainless steel appliances stand ready in a kitchen that seamlessly connects to the dining room and family room, ensuring effortless hosting of gatherings. On the main floor, discover a master suite retreat with an en suite bathroom showcasing his/her sinks, granite countertops, a garden tub, separate shower, and a generously-sized walk-in closet. A full bath conveniently accesses the pool area, while an additional room, perfect for a workout space or you can covert it into another bedroom, offers flexibility with its separate entrance to the garage. Ascend the hardwood staircase with a wrought iron banister to find an oversized loft with bamboo floors—a versatile space for recreation or relaxation. Upstairs, another master suite awaits with a mounted TV and an en suite bathroom featuring his/her sinks, granite countertops, a separate shower, garden tub, and oversized walk-in closet with a custom closet system. Enjoy movie nights in the media/theatre room, complete with a projector, mounted projection screen, and surround sound speakers for your entertainment pleasure. Four additional bedrooms upstairs, each with a walk-in closet which share 2 full bathrooms adorned with granite countertops. Further highlights include a 3-car tandem garage with an air compressor, a covered patio overlooking a sparkling pool with a child security fence, and a fully fenced backyard for privacy and outdoor enjoyment. The cobblestone exterior and pavered driveway enhance the home’s curb appeal. Beyond the home itself, this exclusive gated community offers additional amenities including a playground and private access to Garden Lake. Residents also benefit from being within the sought-after Seminole County School district, near Trinity Prep, Restaurants, Shopping Malls, 417, UCF, and minutes from VCC, Downtown Orlando, East-West Expressway (408) and I-4. This exceptional residence presents the epitome of luxury living combined with practicality, offering families comfort, style, and unparalleled convenience. Schedule your private tour today and envision the extraordinary lifestyle awaiting you in this remarkable property.

3720 Vinsetta Court, Winter Park

$2,190,000
6 Beds 3.5 Baths Tuscany Terrace SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Newly Renovated Partially Furnished Home in the Beautiful Via’s of Winter Park! Designed and built by Groninger Custom Homes. Privately located on a large wrap around corner lot. It is meticulously maintained with eye-catching curb appeal with mature magnolia trees and beautiful landscaping with newly installed lighting to illuminate at night. This stunning 6 bedroom and 3.5 bath home boasts over 3,554 SF of comfortable living space and offers high ceilings, arched entries, and luxury vinyl flooring throughout the main floor. Upon entering the expansive foyer, to the right is a den/office with pocket doors for privacy. On the left is the open dining room that overlooks the two-story living room. Triple set of French doors lead off the living and family rooms and open to a covered lanai and screened-in pool with a waterfall. Living room showcases a marble encased wood burning fireplace with built-in bookshelves. The Kitchen has an open floor plan which overlooks the family room. It has an eat-in area surrounded by a bay window. It boasts with new high end quartzite countertops and backsplash along with a waterfall design on the center island. The prime bedroom is privately located on the main level tucked in the back corner of the home. This luxurious large bedroom overlooks the pool and covered lanai which are accessible through the French doors in the bedroom. The prime bathroom has a separate walk-in shower and a huge, jetted tub. It includes a huge walk-in closet and two vanities. Across the Prime bedroom is an additional bedroom and full bathroom on the main floor which also connects to the pool area. The pool has a safety fence installed. There are 4 other bedrooms on the second floor. The 2nd story hallway has built-in shelves on one side and a balcony overlooking the 2-story living room. Beyond the screened pool area is a gated private backyard with lush landscaping lined with 10-foot foliage. The backyard gate leads to the newly added side yard with a marble tiled patio for your larger gatherings. It’s lined with Podocarpus’s which can be fenced in for more privacy. This home was recently renovated to a more modern look with new paint, flooring, all new updated fixtures and much, much more…It is a must see! This home is being sold with all the furniture but can be removed if Buyer does not want it. Some pictures are "Virtually Staged."

2234 Via Luna, Winter Park

$3,150,000
18 Beds Minnesota Condos SubDv. 32789 Zip Code
Welcome to your income-producing oasis in the heart of Winter Park! These exclusive townhomes complex boasts six units, providing a rare opportunity for full control with no HOA fees. Each unit offers three bedrooms and two and a half bathrooms, fully upgraded to meet the highest standards of modern living, In addition 2 car garage , large upper patio and a fenced backyard. Recent renovations include a brand-new roof, redone in March 2021, ensuring durability and peace of mind for years to come. Select units feature new HVAC systems and water heaters, adding to the appeal of this investment opportunity. Strategically positioned, this property is a mere 5-15 minutes away from Downtown Orlando, the Mills District, and Downtown Winter Park, offering unparalleled convenience and access to the vibrant pulse of the city. Despite its prime location, all leases are currently under market value, presenting a promising chance to maximize returns. Currently fully occupied, these units offer below-market rents, making them an attractive proposition for investors seeking immediate cash flow. The updated interiors ensure tenant satisfaction and minimal maintenance, allowing you to build your portfolio effortlessly. Situated in the bustling Winter Park area, this property is surrounded by a myriad of shopping, dining, and entertainment options, catering to the diverse needs of tenants. Additionally, its close proximity to Rollins College adds to its appeal, attracting a steady stream of potential renters seeking convenience and quality living. Don't miss out on this exceptional opportunity to own six income-producing properties in one of Winter Park's most sought-after locations. Seize the chance to secure your financial future with this lucrative investment. Schedule a viewing today and experience the essence of effortless property ownership!

875 Miles Avenue Unit 4, Winter Park

$6,995,000
6 Beds 6.5 Baths Cloister Grove Sub SubDv. 32789 Zip Code
Under Construction. Welcome to your custom-designed oasis of contemporary living in the esteemed Vias neighborhood of Winter Park, crafted by Z Properties. Scheduled for completion in late 2024, this rare opportunity is offered at a price reflective of its finished state. The buyer will seamlessly step into the process, with the price fully encompassing the cost of completion. This architectural gem is situated on a nearly half-acre lot spanning 6,774 square feet and perfectly balances a private retreat and an entertainer's paradise. Boasting five expansive bedrooms and six and a half baths, including a full pool bath, a first-level primary suite, a home office, and a wine cellar. The opulent pool/guest house provides ideal accommodation for guests or in-laws. As you enter the foyer, you will be captivated by the sprawling open floor plan and meticulously designed living space. You will be provided ample room for relaxation and entertainment, with the elevated pool and heated spa taking center stage. The expansive floor-to-ceiling windows flood the interior with natural light, creating an airy and inviting atmosphere. This modern residence is designed with clean lines and sleek finishes, showcasing impeccable attention to detail. High ceilings and porcelain tile flooring will define the interior on the main level, exuding an atmosphere of contemporary elegance. Laundry rooms are located on both levels for your convenience. The chef-inspired kitchen is a culinary masterpiece, featuring Gaggenau kitchen appliances, custom cabinetry, and quartz countertops. Whether hosting intimate gatherings or preparing gourmet meals, this kitchen will impress even the most discerning cooks. Complementing the gathering room adjacent to the kitchen, the vast 600-square-foot outdoor area seamlessly integrates with the contemporary luxury of the home. Enjoy your summer kitchen featuring a Kalamazoo gas grill and artisan pizza oven, perfect for alfresco dining, entertaining guests, or simply unwinding in the tranquility of nature. Step outside to your own private sanctuary, which includes an outdoor shower, where the landscaped areas are to be completed by Signature Landscape Contractors. The primary suite features a spa-like ensuite bath with a soaking tub and two spacious walk-in closets. The floating staircase leads to the upstairs lounge and family room with additional en-suite bedrooms that offer comfort and privacy, each thoughtfully designed with modern amenities and stylish finishes. Drive into your private and spacious three-car garage. Whether you're a car enthusiast or need ample storage space, this garage provides the flexibility and convenience you desire. Additional features include a complete Lutron system with KETRA lighting, Bang and Olufsen sound system and home theatre, IMG all aluminum window and door package, BOFFI kitchen and all baths, Dornbracht rain shower and fixtures, ITALdoor pivot front door, and Rimadesio interior doors. This one-of-a-kind new construction opportunity offers easy access to top-rated schools, upscale shopping, fine dining, and recreational amenities. Only minutes away from Park Avenue, Winter Park Racquet Club, and Interlachen Country Club. Enjoy a vibrant urban lifestyle while relishing the serenity of your private retreat. Why not have it all? Construction is progressing; secure this modern masterpiece before it's finished! Please inquire with the list agent for further details.

1210 Via Capri, Winter Park

$1,599,900
6 Beds 4.5 Baths Lake Florence Preserve SubDv. 32792 Zip Code
Welcome to your luxurious retreat in the heart of Lake Florence Preserve, an exclusive gated community! This stunning 6 bedroom, 5+ bath, Winter Park pool home offers the perfect blend of elegance, comfort, and recreational indulgence. Nestled along the shores of skiable Lake Florence, this property defines contemporary living at its finest. Upon entering, you are greeted by a dramatic entrance with 20' ceilings leading into an open-concept design that seamlessly integrates the living, dining, and kitchen areas. The expansive living spaces feature high ceilings, large windows, and impeccable finishes, creating an inviting atmosphere bathed in natural light. The heart of the home is undoubtedly the chef's kitchen, a culinary masterpiece equipped with an 11' x 5' center island, top-of-the-line Samsung and GE appliances, a gas range and vent hood, plus an abundance of storage, including a 10' x 4' walk-in pantry! This hub of the home is perfect for casual family meals and intimate entertaining. This residence boasts 6 generously sized bedrooms including an in-law suite addding a touch of versatility, offering a private space for extended family or guests. Upstairs you will find 4 of the bedrooms, including the generously sized 18' x 16' primary bedroom with a lake view and spacious ensuite bath including 2 large closets! Conveniently located on the second floor, you will also find a large laundry room and 19' x 18' game room with a balcony overlooking the lake. One of the most unique features of this property is its direct access to Lake Florence, a private, skiable lake! Imagine starting your day with a peaceful morning paddle or enjoying thrilling water sports right from your backyard. Launch your boat or jet skis right from your private dock with an electric boat lift. This lake setting provides a picturesque backdrop for your daily activities and adds an extra layer of exclusivity to your lifestyle. When you are done on the lake, you can continue to relax in your private salt water pool or enjoy grilling in your outdoor tiki hut containing a grill, refrigerator and outdoor tv. There are so many extras with this home including a 3-car garage, tankless water heater, 12 custom closets, fully fenced back yard, ceiling fans and recessed lighting throughout. For a full list of upgrades, please see the feature sheet in attachments. Lake Florence Preserve is in a prime location, 2 miles to 436, 3 miles to the 417 and 15 minutes to Winter Park's Park Avenue. With its prime location in a gated community and the unparalleled amenities it offers, this home represents a unique opportunity to experience the best of both privacy and community living. Don't miss the chance to make this dream property your own! ROOF - 2018, HVAC (2) - 2018, PLUMBING - 2018, ELECTRIC - 2018.

2914 Reef Knot Place, Winter Park

$2,250,000
6 Beds 5.5 Baths Lake Knowles Terrace SubDv. 32789 Zip Code
Amazing contemporary home in the heart of Winter Park. This home was fully remodeled in 2023 and in 2018 was added the second floor...New LED lights all around... This residence showcases impeccable craftsmanship and thoughtful design, ensuring a comfortable and stylish living experience. Upon entering, you'll be greeted by an inviting foyer that leads you into the heart of the home. The main level features an open-concept layout, allowing for effortless flow and an abundance of natural light. The spacious living area is perfect for entertaining guests or relaxing with loved ones. The kitchen exudes modern sophistication with its sleek cabinetry, high-end appliances and exquisite countertops, and offers plenty of dining space for hosting friends and family. The first floor has three bedrooms and 3.5 baths, and extra space that could be an additional bedroom or office space. A highlight of this property is the addition of a second floor completed during the 2018 remodel. The second floor also offers an additional bedroom with its own private bath and a flexible space that could be another bedroom, media room or additional office and master suite. Throughout the home, attention to detail is evident in the choice of finishes and fixtures, which perfectly complement the contemporary style. The outdoor spaces are equally impressive, with a professionally landscaped yard and a spacious patio area. Whether you prefer to unwind in the privacy of your own backyard or host gatherings for friends and family, this property offers the ideal setting. Located in a wonderful neighborhood, this home is conveniently situated near top-rated schools, Park Avenue shopping and dining, and the Winter Park Racquet Club and Interlachen Country Club. With its ideal blend of classic charm and modern updates, this fully remodeled residence is a rare find, offering an exceptional opportunity for those seeking a contemporary lifestyle in a sought-after

1340 Chestnut Avenue, Winter Park

Start Your Search

6+ Bedroom Winter Park Real Estate

Our website features the best real estate search for 6+ bedroom properties available in Winter Park and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!