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

106 S Interlachen Avenue Unit 219A, Winter Park
$2,700,000
4 Beds ⋅ 5 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code
Perfectly nestled on the north side of Windsong on a premium Lake Berry water view, corner lot… This stunning Mizner Mediterranean estate has exquisite architectural detail and quality throughout in this one-owner, well maintained, custom-built residence. The home exudes grace & elegance with an open flexible floor plan including soaring ceilings and light flooding in from every direction. An exceptionally constructed and artfully designed home in every way. Well-manicured gardens adorn the exterior, while the brick paver circular drive meanders down the rear property line to a secluded, generous 3-car garage and motor court. Inside, you are welcomed with an elegant entry foyer opening to a “flex use” lakeview room (library, den, billiards rm, etc…), a private 1st level guest suite, and the stately great room that boasts 2 stories of windows & French doors, 2-sided masonry gas fireplace and an abundance of natural light leading out to a sunset/sunrise terrace. This space blends seamlessly with the formal dining and kitchen areas, creating an exceptional environment for entertainment. Continuing to the kitchen, this culinary haven is complete with ample cabinet space, a center island, gas cooktop, double ovens, Sub Zero refrigerator, butler’s pantry along with a casual, separate dining area... Upstairs - retreat to the spacious primary bedroom suite with seating area, lavish bath & dressing area along with generous wardrobe with island… The 3rd & 4th bedroom suites are also upstairs sharing a loft-lounge area… Outdoor living includes an oversized, almost 20,000 sf, premium Windsong lot with lush landscaping, mature tree canopy along with lakeview terrace and private lanai including summer kitchen… With proximity to hospitals, schools, golf courses, and the eclectic dining and shopping of Park Avenue, this immaculate one-owner home embodies luxury living at its finest with endless interior design possibilities and couldn’t begin to be reproduced today (land & home construction) anywhere near this offering price… NOTE: Pool designs available for review upon request - owner preferred not having one. Building plans show 6,390sf living area (7,483sf under roof)

526 Genius Drive, Winter Park
$1,475,000
5 Beds ⋅ 5 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code
You will feel right at home in this newer energy-efficient 5-bedroom, 4.5-bath home. Location is the key as this home is beautifully situated on a corner homesite in desirable Winter Park. A covered entry followed by the foyer and formal dining space greet you as you enter the home. The rich ebony wood flooring is throughout the main level and will certainly impress all. Experience the elegant chef's kitchen with Silestone countertops, full Electrolux appliance package, induction cooktop, double stacked cabinets, designer tilework, walk-in pantry, and dry bar. A large walk-in pantry and dry bar can be found in between the dining and kitchen. The open concept kitchen and great room are ideal for entertaining family and friends and provides easy access to the generous covered lanai through large sliding doors. The main level office/study has a closet in the event you would prefer to use as a fifth bedroom, with a full bath just outside the doorway. Plentiful storage options throughout the home include generous under stair storage room. Enjoy Florida evenings on the large, covered lanai overlooking the private fenced backyard with a convenient outdoor half bath. Custom window coverings, modern light fixtures, new carpeting, new landscaping, and fresh exterior paint are simply a bonus. The primary bedroom and three additional bedrooms can be found on level two. The primary bedroom and spa bath are both generous in size and include tray ceilings, ensuite bath, dual sink vanity, garden tub with window, frameless glass walk-in shower and an enormous brand-new custom walk-in closet. The spacious bonus room and laundry room with full-size front-loading Electrolux washer/dryer can also be found on level two. A side entry garage with paver driveway and walkway only adds to the curb appeal of this special home. Close to the Winter Park Racquet Club, Park Avenue shops/restaurants, YMCA, and some of the best schools in Central Florida!

2329 Lafayette Avenue, Winter Park
$376,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code
Amazing Winter Park Lake Front location! This fully remodeled and totally updated two bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center and upcoming Winter Park's Progress Point. Unit is located on the second floor but there is an elevator / stairs to help to the location. With its prime location in Winter Park, you'll have easy access to a many of the dining opportunities, shopping, and entertainment options.This is a 55+ community .Whether you're strolling through the charming downtown area of Park Avenue or Hannibal Square or immersing yourself in the thriving arts and culture scene, with the Orlando Museum of Art right around the corner This property is centrally located to Downtown Orlando and Downtown Winter Park… no need to use the expressways!THIS UNIT DOES NOT REQUIRE OWNER TO BE OVER 55+ furniture can convey with purchase

700 Melrose Avenue Unit K, Winter Park
$1,400,000
3 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code
Welcome to the heart of Winter Park, where luxury & modern living converge in this exceptional single-family home, located one half-mile from the iconic restaurants & retail lining Park Avenue. Approach the property via a long paver driveway, providing ample parking space for guests. The exterior boasts a striking combination of layered materials, including stucco, brick & metal that creates a bold yet inviting facade. Large format glass windows, glass doors and even a glass garage door flood the home with natural light & offer a seamless feeling of connection to the outdoors. As you enter the home, you will be greeted by a stunning 2-story foyer that sets the tone for the dramatic elegance that awaits within. The main living areas on the first floor are open to one another & were designed for both comfort & style, featuring wide plank natural hue wood flooring, neutral color paint, tall baseboards, remote controlled window treatments, modern lighting, a striking black metal stairway railing & a gas-fueled fireplace w/ dramatic floor to ceiling surround upon which is a flat screen television is mounted. The kitchen is a masterpiece, with white cabinets illuminated by under-cabinet lighting, a substantial island with a waterfall edge counter-top and seating for five, a white marble backsplash, under-mount, double barrel sink with extendable faucet as well as GE Monogram stainless steel appliances, including a natural gas range & under counter microwave. Tall windows & glass doors continue throughout, blurring the boundaries between indoors & out. The collapsible sliding glass door at the rear of the home seamlessly opens the living spaces to the exterior. The backyard was thoughtfully plumbed for a summer kitchen & offers a cocktail pool, an outdoor shower & deck for lounging. The mature landscaping ensures privacy and tranquility. The second floor boasts three spacious bedrooms, each with an en-suite bathroom, abundant natural light, custom closet organization, tall ceilings and quality finishes selected within a neutral palette. The convenience of a second-floor laundry room with LG Signature all-in-one washer and dryer, cabinetry consistent with the kitchen & a stainless sink should not be overlooked. The primary suite at the rear of the home is a true retreat, featuring a spacious bathroom w/ a glass-enclosed dual head shower, a private water closet, two clothing closets w/ customization & a floating warm wood vanity for storage, double sinks, expansive mirror w/ built-in modern light fixtures & more. Modern recessed lighting, a fan w/ light kit, plush neutral carpet & a wall-mounted television complete the space. The primary suite offers direct access to a rear deck with ample space for comfortable seating, perfect for enjoying the private backyard view. This exceptional home includes an attached two-car tandem garage with the potential to convert part into additional interior living space, such as a downstairs office or 4th bedroom which would be adjacent to the full downstairs bathroom. Architectural design by Michael Wenrich, developed by Reid Berman, interior design by Steel Street Studios and built by Jim Winters, this home reflects a level of quality, craftsmanship and design that is truly unmatched. With only one owner, it has been lovingly maintained & is ready to welcome its next fortunate resident to experience the epitome of modern, luxury living. Don't miss the opportunity to make this exceptional property your own.

1270 Arlington Place, Winter Park
$1,025,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. NOW COMPLETE AND MOVE IN READY!!!!! New construction in Winter Park just east of the Vias...Custom Built by Main Street Builders. ONE STORY 4 Bedrooms/3 Bath POOL HOME, Open Concept Kitchen/Dining/Family Room, 10 ft Ceilings, Custom features include White Shaker Style Cabinets with Stackers to the Ceiling, Quartz C-tops, Large Island, Gas Cooking, Stainless Steel Appliances, Tile Wood Plank Floors, 8 ft. Doors, Sand Finish Stucco, MARBLE Pool Coping and deck, Tongue and Grove Porch Ceilings, Vinyl 6' Fence, 7.25" Baseboards, Custom Exterior Bahama Shutters and much more.

2417 Lafayette Avenue, Winter Park
$2,000,000
3 Beds ⋅ 4 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code
Stunning and Sophisticated. Highly desirable Genius Drive on the North Shore of Windsong. Home will be sure to impress! Detailed architectural design and open floor plan. Gorgeous wood moldings, custom cabinetry and gas fireplace. New windows throughout home. (FAS) New roof 2023. Whole house generator (2023). Over 500 square feet added with addition- back of the home, pantry, laundry room, dog shower, kitchen renovation featuring Nuvolato granite island and Negresco granite in laundry room (2019). 10 ft. ceilings and 8 ft. doors. Refinished oak floors by Walk on Wood, remodeled powder room with designer wallpaper, new sink vanity and toilet. Showcase kitchen! Breakfast nook with vaulted ceiling detail and ceiling height picture windows. Top end Subzero and Wolf appliances, double Wolf ovens. Butler’s pantry includes hidden microwave, full freezer, wine fridge. New laundry includes walk in second pantry and extra fridge. Primary retreat on first floor, tall ceilings, his and hers closets by Closets by Design. Dual sinks, soaking tub and shower in master bathroom. Stackable, new sliders from family room overlooks tranquil back yard. Landscaping is private and natural. Staked stone flower beds and still plenty of yard for kids or pets. Lightscape landscape lighting. Marble tile creates expansive entertaining area. Remote retractable screens on new outdoor porch. (2023) Two quiet bedrooms and two bathrooms located upstairs. Fourth bedroom was turned into workshop and could easily be converted back to a bedroom or work out area. Additional bonus featuring built-in desks and storage. Gas tankless hot water heater, gas stove top, fireplace and stub for gas grill in back yard. 2 car garage with additional parking, 2 ACs plus additional unit in bonus room. Located in one of Winter Park’s most sought-after neighborhoods, Windsong offers its residents Chain of Lake Access, community pools, splash park, pontoon boat, paddleboards. Top rated schools and minutes to Park Avenue shopping and dining.

559 Genius Drive, Winter Park
$700,000
3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code
Located on the sought-after Walnut Ave in Winter Park, this nearly quarter acre lot offers tremendous potential for builders and investors. The property's size and zoning classification make it a perfect candidate for a remodel or new construction, catering to the ever-growing demand for housing in the area. With the right vision and plans, you can transform the current structure or completely reimagine it to create a modern, desirable home. Winter Park, FL, is renowned for its upscale living, vibrant community, desirable school system, and proximity to excellent amenities. The neighborhood surrounding 1725 Walnut Ave offers a blend of a serene and active lifestyle with the property located 2 blocks from Phelps Park and the Winter Park YMCA. The convenient location allows for a quick drive to beautiful downtown Winter Park and easy access to the area's major highways, and airports, and attractions. This is a rare chance to seize a fantastic investment opportunity in Winter Park that's not to be missed!

1725 Walnut Avenue, Winter Park
$2,695,000
4 Beds ⋅ 5 Baths ⋅ Windsong SubDv. ⋅ 32789 Zip Code
Windsong hard-to-find one-story estate home on newly landscaped lot. Home has been completely updated with new appliances, built-ins, and updated baths and kitchen. Large primary bedroom suite with huge closet and updated bathroom. All bedrooms are en suite and a split plan as well. The family room has a gas fireplace and views of the pool. Large rear porch with retractable screens and summer kitchen overlooking the beautiful pool/spa and private backyard oasis. The three-car garage is airconditioned and could be used as a workout room. This home is meticulously maintained and has so much to offer. All of this in the Windsong community which provides access to WP Chain of Lakes, 2 community pools, and several parks.

410 Genius Drive, Winter Park
$2,750,000
5 Beds ⋅ 7 Baths ⋅ Golfview Terrace SubDv. ⋅ 32789 Zip Code
This fairytale property is located in the gracious neighborhood surrounding Park Avenue known for homes of unique character & historic architecture. The main home was originally built in 1918 & has been thoughtfully renovated to modernize the home’s function while maintaining the architectural integrity. It is located in the heart of Winter Park on a rare half acre, corner lot w/ charming views of the Winter Park Country Club & golf course. The semi-circular driveway that connects to both Webster & Old England provides convenience & enhances the curb appeal. Upon arrival, your guests will immediately appreciate the lush landscape, the dynamic & steeply pitched roof, overlapping, front-facing gables & charming, arched front door popular w/ Tudor style homes. Inside the foyer & through the arched doorway to the left, this home opens to an expansive, formal living space featuring cathedral style, volume ceilings ornamented w/stained, hand hewn oak, wood floors, tall windows, french doors overlooking the brick courtyard & an elegant, floor to ceiling, wood burning fireplace. To the right of the foyer are the formal dining & sitting rooms w/ long, rectangular windows clustered together offering an abundance of natural light to these richly detailed yet comfortable interior spaces. Towards the back, right side of the home, the spacious kitchen opens to an eat-in area, family room & stairs leading down to the basement wine storage. The kitchen features real wood cabinets, black granite counter tops, a sizable island w/seating for five, a Subzero refrigerator, Viking gas range & oven w/stainless steel vent hood, double-bowl, under-mount sinks, commercial style faucet, ice maker, prep sink, under counter microwave, a pantry & a large closet-style storage space allowing for easy access to your favorite serving pieces. The eat-in area & family rooms feature multiple sets of french doors through which you are provided beautiful views of the fountain at the center of the courtyard, pool & backyard haven. The layout of the main house includes a 3-way split plan w/ all bedrooms & bathrooms on the 2nd floor. The primary is located on the left side of the home and is accessed through a rear stairwell. This spacious suite is equipped w/ a walk-in closet, Juliet balcony & charming bathroom featuring a wood vanity, marble countertop & a shower/tub combination w/ floor to ceiling white subway tile. The two alternate bedrooms & bathrooms are accessed from the entry stairwell. The front, right alternate bedroom suite features a spiral staircase w/ loft. The rear, alternate bedroom suite is adjacent to the roof top deck. Both are rich w/ character showcasing wood floors, extensive millwork, renovated baths w/shower-tub combination, white subway tile, bead-board & pedestal sinks. The guest house was built in 1925 & is located on the far side of the courtyard. It includes a full kitchen, general living space, laundry room & half bathroom on the 1st floor as well as 2 bedrooms & 1 ½ bathrooms on the 2nd floor. This flexible space could be used in myriad ways. A rear, gated driveway w/ access from Old England is located at the NE corner of the property & is discretely hidden behind a jasmine covered wall. This is the first time this century that this Old Florida property w/ its storybook exterior architecture, majestic oaks & private courtyards that leaves you w/ a rare feeling of deep connection & an undeniable sense of place is being offered for sale.

341 E Webster Avenue, Winter Park
$815,000
3 Beds ⋅ 3 Baths ⋅ Jenkins Add SubDv. ⋅ 32789 Zip Code
Under contract-accepting backup offers. Welcome to 1710 Palmer a lovingly restored 1951 home nestled in the charming community of Winter Park. This stunning residence boasts timeless elegance, a spacious layout, and a private pool, creating the perfect oasis for relaxation and entertainment. With 3 bedrooms, 2.5 bathrooms, and a total of 2,386 square feet, this home offers the ideal blend of classic charm and modern comforts. As you walk in to the home, you’ll be greeted by the living room and dining, perfect for hosting memorable dinner parties and holiday celebrations, with ample space to accommodate a large dining table. The main living room exudes a cozy atmosphere, featuring a wood burning fireplace, ideal for gathering with loved ones on cooler evenings. The master suite, located upstairs, offers a tranquil retreat, complete with a private en-suite bathroom and plenty of closet space. The two additional bedrooms, located downstairs, are generously sized, providing comfort and versatility for guests, a home office, or a growing family. Step outside into your own private paradise. The backyard is a true haven, featuring a private pool surrounded by a paved patio, perfect for lounging under the Florida sun or hosting lively gatherings. The mature landscaping offers privacy and creates a serene atmosphere, making this outdoor space an idyllic retreat. Situated in the heart of Winter Park, this home is conveniently located near renowned parks, shopping destinations, the Winter Park Chain of Lakes, and top-rated schools. Enjoy the vibrant local community with its charming boutiques, and trendy restaurants. The lovely Winter Park Golf Course is just moments away, providing endless opportunities for outdoor recreation. Don't miss the chance to own this exceptional beautiful home, filled with character, charm, and modern amenities. Schedule your private showing today and embrace the Winter Park lifestyle in this captivating residence.

1710 Palmer Avenue, Winter Park
$2,050,000
5 Beds ⋅ 5 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code
Residing in one of Winter Park’s most sought-after communities, this gorgeous Windsong Estate awaits. From the expansive layout and beautiful outdoor living space to the stunning Brazilian Walnut floors and detailed, high ceilings throughout the downstairs living areas, no aspect was overlooked in its construction or care since. The custom double entry doors and 19’ entry foyer welcome you into the formal living and dining, and flow into the remainder of the home. There are 5-bedrooms and 5-bathrooms (one being used as an office), a family room, formal living and dining rooms, bonus room, and a chef’s dream of a kitchen. Here you will find high-end Thermador, Monogram, and Bosch appliances, as well as custom cabinetry, granite counters, two large islands, breakfast bar, and walk-in pantry. The primary bedroom sits on the main level and is extremely spacious, offering a spa bath with dual vanities, large shower, soaking tub, and double walk-in closets with custom organizers. Upstairs is the bonus room along with 3 En-suite bedrooms, all quite spacious with large closets. Accessible from either the family room, formal living room, or primary bedroom to the outdoor living space is sure to be a favorite for everyone. The covered lanai boasts remote controlled screens, tongue and groove ceilings, tile floors, and a custom outdoor kitchen. All overlooking the custom pool by Southern Designs and lovely pond views. Community residents are zoned for A-rated schools and have access to 2 community pools, a splash park, playgrounds, and chain of lake access. With the recent price reduction, it is now the lowest priced home in Windsong Lakeside while enjoying a premium oversized, waterfront lot.

1428 Holts Grove Circle, Winter Park