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$1,725,000
4 Beds 5 Baths Charmont SubDv. 32789 Zip Code
Step into timeless elegance and modern luxury with this meticulously renovated Mediterranean-style home nestled in the historic charm of Winter Park. As you enter through the inviting blue, iron-detailed door, you're greeted by the artisanal beauty of Moroccan Zellige hand-painted tiles, guiding you into the sunlit dining room adorned with a custom Moroccan arch and vintage crystal chandelier. Entertain easily with the adjacent butler pantry, boasting bespoke cabinetry, marble counters, and a dual-zone wine fridge, all seamlessly blending sophistication and functionality. The heart of the home lies in the open-concept kitchen/living area, where high-end Thermador appliances, including a 60-inch dual fuel range, elevate culinary experiences. Walnut countertops and polished nickel fixtures complement white shaker cabinets, while a breakfast banquette offers a cozy spot for casual dining or gathering with loved ones. Retreat to the primary wing, where plush carpeting and crown molding set a serene tone. A cerulean-blue door beckons you into the primary bath oasis, featuring herringbone-laid porcelain tile, marble countertops, and a spa-like shower and luxurious bathtub. A custom-built closet system with an impeccable display case ensures organization meets elegance. The first-floor office exudes warmth with classic wooden beams and French doors, while the adjacent powder room delights with hand-painted Moroccan Zellige flooring and Schumacher wallpaper. Upstairs, three spacious secondary bedrooms each boast ensuite full baths and exquisite wood floors, providing comfort and privacy for family or guests. Outside, the lush turfed yard invites al fresco dining amidst fragrant blooms of hydrangeas, crepe myrtles, camellias, and jasmine, creating a private oasis for relaxation. Embrace the coveted Winter Park lifestyle with convenient access to the Baldwin Fitness Trail, Lake Sue, local shops, and coffee spots, all while basking in the tranquility of this idyllic neighborhood. Discover the perfect blend of historic charm and modern luxury in this exquisite home—a true sanctuary in the heart of Winter Park.

331 E Reading Way, Winter Park

$423,750
2 Beds 3 Baths Killarney Bay Condo SubDv. 32789 Zip Code
Welcome to lakefront living at its best! This lovely direct lakefront condominium is nestled on the shores of Lake Killarney with breathtaking views from almost every room. This unit was the original model featuring 2 bedrooms, 2.5 baths, Cathedral ceilings throughout, crown molding and a spacious screened in balcony overlooking the lake. The balcony is the perfect spot to enjoy your morning coffee or a cocktail in the evening while watching all that nature has to offer. The floor plan has a nice open feel with a generous great room for living/dining and showcases a lovely wood burning fireplace. The kitchen is so spacious featuring granite countertops, stainless steel appliances, wood cabinets, breakfast nook and two openings so you can enjoy the view while cooking. The generous primary bedroom has incredible lake views, two closets, a door to the balcony and a spacious bathroom with a large updated shower and dual sinks. There is also a full attic with easy access where you can store all your holiday décor. The secondary bedroom is an en suite featuring a spacious vanity and tub. Enjoy the convenience of an indoor laundry closet with room for a full-size washer and dryer, and a beautiful powder bath is located just off the living room. Many recent updates include; all new luxury vinyl flooring, all new hardware, designer lighting and mirrors, entire interior painted, ceiling fans and new dishwasher. HVAC (2018) and Water Heater (2019). Killarney Bay is tucked away off the beaten path; however, it is one of the most walkable locations in the area being only one block from the newly updated Winter Park Village with all its wonderful shops and restaurants, and many more restaurants and shopping along N. Orlando Ave, including Publix and Trader Joe’s. Do not miss this opportunity to live in this beautiful waterfront community featuring a community dock and pool along the lake. There are only a handful of lakefront units and they do not come up very often.

620 Killarney Bay Court Unit 2, Winter Park

$1,615,000
5 Beds 4 Baths Fremar SubDv. 32789 Zip Code
Step into a realm of timeless elegance and modern luxury with this custom-built Mediterranean-style estate in the heart of Winter Park. From the moment you enter, a grand foyer welcomes you with Turkish Travertine stone and wood floors, setting the tone for the exquisite craftsmanship and attention to detail that defines every corner of this home. The soaring 12-foot ceilings adorned with intricate molding create a sense of grandeur, while the spacious open floor plan bathes the interiors in natural light. Delight in the seamless integration of technology and comfort, with an intercom system, built-in speakers throughout, and electronic blackout curtains for effortless ambiance control. Indulge your senses in the culinary haven of the gourmet kitchen, boasting state-of-the-art stainless steel appliances, white cabinets, granite countertops, and a Butler's pantry with a wine refrigerator and bar area. The kitchen flows seamlessly into the family room, where a wood-burning fireplace with a gas starter invites cozy gatherings. The master bedroom suite is a sanctuary of luxury, featured in Florida Home Magazine for its custom-designed bath. Enjoy backlit floor-to-ceiling mirrors, a floating tub, a self-cleaning smart toilet with a bidet, a custom Barclay tub with a black matte exterior, Brizo hardware finished in Brilliance Polished Gold, and bathroom floor tiled in an oversized chevron pattern by Crossville in Ice White. The black and white penny round tiled shower floor is laid in a throwback diamond pattern, complemented by a Kuzco LED chandelier. Entertain in style with outdoor amenities that rival a five-star resort. Lounge by the heated saltwater pool and spa, practice your putting skills on the mini-golf green, or retreat to the Nikki Beach cabana for a moment of relaxation. The summer kitchen with a tongue and groove wood ceiling is perfect for al fresco dining, while the outdoor shower adds a touch of indulgence. Every detail has been carefully curated to enhance your lifestyle, from the custom-built closet systems to the self-cleaning smart toilet with a bidet. Enjoy the convenience of a surveillance system, electronic private gated access, and a Mosquito NIX misting system for outdoor comfort. Escape to your tropical oasis with this highly energy-efficient natural gas home equipped with Velux solar-powered skylights with an acoustic rain sensor that automatically closes the skylight at the first sign of rain. The average utility bill is $560 a month. The property also features premium artificial grass and a premium landscaping and lighting package throughout the entire property. Enjoy the serenity of no rear neighbors and indulge in the luxury of your private retreat. This Winter Park estate is not just a home; it's a masterpiece of design and functionality, offering a lifestyle of unparalleled luxury. Don't miss your chance to experience the epitome of gracious living in one of Florida's most coveted neighborhoods.

1864 Grinnell Terrace, Winter Park

$2,925,000
18 Beds 18 Baths 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

$10,900,000
5 Beds 8 Baths Ellno Willo SubDv. 32789 Zip Code
Experience luxury living at its finest with this custom-built masterpiece on the shores of Lake Virginia, proudly crafted by the renowned Phil Kean Design Group. Boasting five or six bedrooms, six full baths, and two half baths (plus library/office, second office, loft and lounge area, exercise room, theatre, bonus/flex room and lots of storage) sprawled across 8,188 heated square feet over three levels (includes high-quality residential elevator), every detail of this home exudes sophistication and elegance. Step through the grand entrance adorned with a custom steel front door from Cantera, where natural marble stone flooring leads you into a space illuminated by art lighting from Troy Lighting and picturesque views directly toward Rollins College Chapel. The wood-paneled walls and ceiling design perfectly complement the custom three-story Alan Mizrahi chandelier, setting the tone for opulent living. Entertain guests in the formal sitting room, complete with a custom Nero marble fireplace and a breathtaking 60" Alora chandelier. Eurowall 14-foot full collapsing doors seamlessly merge indoor and outdoor living spaces, while the kitchen beckons with Plato cabinetry, an Italian 60-inch range, and 4 slabs of Calacatta Italian marble. The double island, featuring countertops by Grothouse, is a chef's dream, accompanied by amenities like the Amuneal wine cabinet and Dacor full-height wine refrigerator. Relax in the family room under vaulted ceilings, where a 16-foot Eurowall opens to reveal views of the serene outdoors. A custom Nero Marquina marble fireplace adds warmth and charm, while automated draperies offer convenience at your fingertips. Retreat to the primary suite, complete with a beverage center and separate laundry room, before indulging in the luxurious primary bath featuring a bateau cast iron tub imported from London and heated floors. Additional bedrooms, all ensuite with walk-in closets, provide comfort and privacy for family and guests alike. Stay active in the fitness room equipped with wall-to-wall rubber gym flooring and a fully equipped "Mr. Steam" steam room. For entertainment, head to the third-floor theater boasting a 120-inch screen with a Sony projector and Triad surround sound speakers. Outside, professional hardscape and landscape design by Corey Mills and Signature Landscape create a picturesque backdrop for outdoor living. Enjoy 148 feet of lake frontage with seawall spanning property, a renovated boathouse, and a newly installed dock with Trex decking and boat lift. Experience resort-style living with a pool designed and installed by Paradise Pools, featuring knife edge and Infinity edge designs, Pentair equipment with mobile app control, and an outdoor kitchen equipped with DCS appliances, Sunbrite television, and more. Resting on an elevated (approximately 3/4 acre lot) on Lake Virginia of the Winter Park Chain of Lakes, this exceptional property offers unparalleled luxury and waterfront living. Don't miss the opportunity to make this your own private paradise.

181 Virginia Drive, Winter Park

$1,583,000
4 Beds 4 Baths Robert Dhu Macdonald Park SubDv. 32789 Zip Code
Welcome to 1161 Lincoln Circle, a stunning gem nestled in the heart of Winter Park's most desirable area. This charming residence offers the perfect blend of modern comfort and classic elegance, boasting impeccable craftsmanship and attention to detail throughout. As you step inside, you'll be greeted by a spacious and inviting floor plan flooded with natural light. The open concept living area is ideal for entertaining, featuring hardwood floors, soaring ceilings, and a cozy fireplace, creating a warm and inviting atmosphere for gatherings with family and friends. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, granite countertops, custom built-in banquette with mahogany table, and ample cabinet space, perfect for preparing delicious meals and culinary creations. The adjacent dining area provides a seamless flow for hosting intimate dinners or festive celebrations. Retreat to the luxurious master suite, where relaxation awaits. This private oasis boasts a tranquil atmosphere, complete with a spa-like ensuite bathroom featuring dual vanity, a Jacuzzi tub, and a separate shower. Three additional bedrooms offer comfort and versatility, accommodating guests, family members, or a home office space with ease. Step outside to discover your own private paradise, with a heated swimming pool and lush landscaping and mature trees provide privacy and serenity. Whether you're enjoying a morning coffee on the porch or hosting a barbecue with loved ones you will love the Zen-like atmosphere the tropical Koi Pond offers. Conveniently located just a few steps away from Winter Park's charming downtown area and golf course, you'll enjoy easy access to boutique shops, gourmet restaurants, and cultural attractions. With top-rated schools and recreational amenities nearby, this is more than just a home—it's a lifestyle! Don't miss your opportunity to own this exquisite residence in one of Winter Park's most coveted location, location, locations! Schedule you're showing today and experience the epitome of luxury living at 1161 Lincoln Circle."

1161 Lincoln Circle, Winter Park

$1,700,000
5 Beds 4 Baths Temple Heights SubDv. 32789 Zip Code
Nestled on one of Winter Park's coveted and charming brick streets, this meticulously crafted 5-bedroom residence embodies traditional elegance with modern amenities, offering a NEWER ROOF (2022) and other recent updates for a fresh feel. Its exterior, a testament to Florida living, boasts a sprawling saltwater pool with a sun shelf, surrounded by 900 SF of Chicago brick, and complemented by lush landscaping and enchanting lighting for evenings of magic, while custom-irrigated garden boxes for cultivating fresh herbs and vegetables await those with green thumbs. Inside, natural hardwood floors grace the entire home, accented by updated fixtures. The family room and living areas include built-ins, one gas fireplace, and 4 glass doors that lead to the backyard. An open kitchen awaits, complete with a breakfast bar, walk-in pantry, and bright, sunlit dinette framed by plantation shutters. The front room off the foyer makes a great office or dining room, with access to the kitchen. The large DOWNSTAIRS Main suite treats residents to a renovated, spa-like bathroom, adorned with a large zero-entry shower and separate soaking tub. A massive walk-in closet (Closets by Design), equipped with a dedicated washer & dryer, provides organization and convenience. You will sleep sound with the electronic blackout shades behind the plantation shutters. Upstairs features 4 additional bedrooms with hardwood floors, along with 2 full baths and a second laundry room, affirming practicality and comfort for every member of the household. This is an enchanting traditional home has so much to offer on this brick street. This ideal location is just a few blocks from the WP YMCA, grocery stores, restaurants and shopping off Aloma, and a mile or so from Park Ave!

1333 Mayfield Avenue, Winter Park

$1,902,500
4 Beds 5 Baths Lugano Terrace SubDv. 32789 Zip Code
Don’t miss out on this stunning 4-bedroom, 3 full and 2 half bath, corner lot home in the heart of Winter Park’s sought-after Via’s neighborhood. Fully updated with high-end finishes, hardwood flooring, crown molding, stainless steel appliances, granite countertops and much more. The first floor features a library/den with a gas fireplace, a formal dining room with coffered ceiling, and 2 large bedrooms that share a full bathroom. The gourmet kitchen includes an induction top, stainless appliances, a large closet pantry and spacious eat in area. The cozy family room and kitchen overlook a lush, private fenced back yard and beautiful pool. A large private primary suite is upstairs and showcases 2 walk-in closets with organizers and a large master bath with a walk-in shower, soaking tub and dual sinks with beautiful cabinetry. French doors in the primary suite open to a huge deck overlooking the backyard, a serene spot to relax and enjoy your morning coffee or evening glass of wine. Also upstairs is an en suite bedroom. Offering ample closets and storage space throughout, the home includes a large, 2-car attached garage with a side entrance and workbench, a natural gas-fired whole house generator, and new tiled roof. Just a short stroll to the Winter Park Park Racquet Club, this beautiful home is in the top-rated Dommerich Elementary, Maitland Middle, and Winter Park High School district. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1205 Via Lugano, Winter Park

$1,500,000
3 Beds 4 Baths Winter Park Residential SubDv. 32789 Zip Code
Step into luxury living at its finest in this exquisite two-story condominium in the Douglas Grand of downtown Winter Park. Boasting sophistication and elegance, and offering unparalleled comfort and convenience. Spanning across two levels on the north side of the building which is more energy efficient, this residence features three bedrooms, two owner suites one on the main level and one up, 3.5 baths, and a private interior elevator, ensuring effortless access and seamless transitions between spaces. The bright open floor plan is ideal for entertaining and everyday living, highlighted by a spacious kitchen equipped with top-of-the-line Sub-Zero, Bosch and Wolf appliances, complemented by custom cabinetry for a touch of refinement. Indulge in the serenity of the interior atrium, creating a tranquil oasis of natural light in the comfort of your home. Each bedroom is accompanied by its own en-suite bath and walk-in closet, providing ultimate privacy and convenience. The primary suite is a sanctuary of relaxation, offering a generous 25-by-13-foot layout, a large walk-in closet, and access to the outdoor terrace with a treetop view overlooking Morse Boulevard ideal for a morning coffee or evening wine. Convenience meets luxury with two deeded parking spaces in the secured parking garage, ensuring peace of mind and ease of access. There is plenty of additional common area parking as well separate from the gated-off owner’s parking area. In the heart of downtown Winter Park, Douglas Grand offers unrivaled access to renowned Park Avenue, Winter Park Farmer's Market, Central Park, Winter Park Village and Rollins College, placing an array of dining, shopping and entertainment options only a short distance away. Embrace the lock-and-leave lifestyle with the SunRail station just a short stroll away, providing convenient access to downtown Orlando for sporting events or the Dr. Phillips Performing Arts Center. Whether you're seeking a serene retreat or a vibrant urban experience, this sophisticated condominium offers the ideal blend of luxury, convenience and elegance, promising a lifestyle of unparalleled comfort and style.

101 S New York Avenue Unit 304, Winter Park

$395,000
2 Beds 2 Baths Winter Park Gardens Condo SubDv. 32789 Zip Code
This one of a kind unit, with an open and airy floor plan offer lots of natural light with stunning tree top views. The open kitchen boasts an abundance of 36" custom cabinetry, stainless steel appliances, 2 large pantries plus built in desk, granite breakfast bar, and plenty of counter space. This dream kitchen will make preparing and entertaining a breeze. Newer custom bathrooms with newer vanities with granite counters. Designer features include high end finishes, crown molding, and new base boards throughout the home. Laminate floors finish off the unit to give this home the refined elegance you only see in high end homes. . The sunroom has newer picture window, sleek tile floors and offers many uses for this extra space. Stroll down to the pond and grounds or relax by the pool. Two elevators for easy access. Highly sought after location, Mead Gardens, Winter Park Village, Park Avenue, and the Farmers Market. Beautiful Azalea Lane Recreation Center offers tennis, playground and meeting rooms and is a short stroll away. Convenient, shady assigned parking space! No pets - No smoking. PLEASE NOTE: 80% of ownership is age 55 and over. There is an opportunity for younger buyer to purchase at this time..only a few spots left.

700 Melrose Avenue Unit J-32, Winter Park

$1,050,000
3 Beds 2 Baths Waterbridge SubDv. 32789 Zip Code
Welcome to your dream home in the coveted Waterbridge neighborhood! This stunning one-story pool home boasts everything you've been searching for and more, including a three-car garage. Situated on a spacious corner lot, this residence offers both elegance and comfort. Step inside to discover a welcoming ambiance, highlighted by a gathering living room featuring a double-sided gas fireplace, perfect for cozy evenings or entertaining guests. The dining room is conveniently located off the kitchen, complete with double built-in ovens and overlooking the inviting family room. A sunny Florida room extends off the family room, offering picturesque views of the lush backyard oasis and sparkling pool—a true haven for relaxation and enjoyment. Retreat to the primary suite, featuring a spacious walk-in closet for all your wardrobe needs. Two additional bedrooms, each boasting generous walk-in closets, ensure ample space for family or guests. Plantation shutters throughout add a touch of sophistication, while the large laundry room with cabinetry provides convenience and storage. Step outside to your own private paradise, where a gorgeous pool awaits, complete with a heated spa, sun shelf, and seating bench—all within the confines of a large privacy fenced backyard. Waterbridge residents enjoy access to community amenities including a park and tennis courts, fostering a sense of community and recreation. Conveniently located near shopping, restaurants, and minutes from Park Avenue, this home offers easy access to all the best Winter Park has to offer. Plus, with sought-after Winter Park schools just a stone's throw away, you'll enjoy peace of mind knowing your family is in a top-notch educational environment.

1203 Germaine Drive, Winter Park

$1,199,000
5 Beds 4 Baths V H Musselwhites Sub SubDv. 32789 Zip Code
Price Improvement! Presenting a distinguished European Modern residence, the "Ponte Vedra" home epitomizes refined living with its meticulous upkeep and sophisticated design. Boasting 5 bedrooms, 4 baths, and encompassing 3,067 square feet of impeccably maintained open living space. Upon entry, a grand foyer sets the tone, leading seamlessly into the combined living room and dining room, characterized by clean lines and an abundance of natural light. To the left, the gourmet kitchen beckons with its array of upscale features, including Stainless Steel appliances, Stone tile backsplash, and Quartz Counters adorning a spacious breakfast island. A Butler's pantry and Walk-in pantry provide ample storage, ensuring both functionality and style. The gathering room beckons with triple sliders opening onto a captivating covered patio, complete with a roll-away screen and a stunning Tongue and Groove ceiling. Outside, an impressive 47' long market light, paver walkway, and Custom Water Fountain feature create an enchanting outdoor oasis, ideal for entertainment and relaxation. The first floor hosts a generously sized bedroom and full bathroom, catering to guests or multi-generational living needs. Upstairs, a versatile bonus loft space awaits, while the Owner's suite offers luxurious touches such as elegant tray ceilings, recessed lighting, and crown molding. The en-suite bathroom features walk-in closets, split vanities, and an oversized Floor to Ceiling tiled frameless shower with both a rain head and hand-held, accompanied by an iconic floating tub. Additional accommodations include three bedrooms, two full bathrooms, and a well-appointed laundry room with a sink and ample storage. This residence has been meticulously maintained, freshly painted inside and out, and boasts the added convenience of plantation shutters and custom drapery, ensuring a move-in ready experience. Ideally situated near Lakemont Elementary, Publix, Advent Health, and mere minutes from Park Avenue.

1880 Windsor Drive, Winter Park

$1,800,000
4 Beds 4 Baths Woodmere Terrace Rep SubDv. 32789 Zip Code
Located within the heart of the Vias, this premier property boasts an expansive, almost half-acre lot spanning 19,800 square feet, with dimensions of 120 by 165 feet, all set along a picturesque brick street. Representing a rare find in an "A location" lot, its over 100-foot width opens up a realm of design possibilities, making it an ideal canvas for your dream home. At the heart of this property stands a spacious four-bedroom home, offering over 4,700 square feet of living space. This dwelling is currently vacant and impeccably maintained, presenting a "move-in condition" option for those seeking immediate occupancy or rental income while planning their custom residence. Alternatively, delve into the meticulously crafted proposed remodel plans, designed by Ashley Martin Home and brought to life by M Lahr Homes. These plans, with an investment of approximately $50,000 by the seller, outline a renovation encompassing around 5,400 square feet, promising a blend of modern luxury and timeless charm. While the value lies predominantly in the land and its generous proportions, the existing home exudes a blend of elegance and functionality. Primarily one-level living, it features an owner's suite along with two additional spacious bedrooms, each with en suite facilities, offering the utmost comfort and privacy. A private office, discreetly positioned behind the garage with a separate entrance, adds versatility to the space, catering to various needs from work to creative pursuits. The interior unfolds with an array of captivating features, including soaring ceilings, plantation shutters, crown molding, and solid oak floors throughout. The primary retreat boasts a luxurious en suite and a large walk-in closet, ensuring indulgent relaxation. A gourmet kitchen, adorned with expansive cabinetry and stainless steel appliances, adjoins a charming eat-in area, offering the perfect setting for culinary endeavors. Entertainment options abound with a formal dining room, a living room adorned with a wood-burning fireplace, and a den complete with a wet bar, ideal for hosting guests or unwinding in style. The enclosed Florida room adds a touch of serenity, overlooking the lush backyard oasis. Upstairs, a second potential owner's suite awaits, boasting its own entrance, vaulted ceilings, and a spacious closet. French doors lead to a private covered balcony, offering scenic views of the meticulously landscaped grounds below. Outside, the allure continues with a park-like setting, characterized by mature landscaping, majestic trees, and an expansive brick patio, covered porch, and pergola. This outdoor haven provides the perfect backdrop for al fresco dining, relaxation, and gatherings with loved ones. Situated in the highly sought-after Vias neighborhood of Old Winter Park, this property offers unparalleled convenience and ambiance, with proximity to WPRC, ICC, and downtown Park Avenue. Embrace the opportunity to create your own haven of luxury and sophistication in this coveted locale. Experience the essence of timeless elegance and modern comfort at this remarkable address.

1251 Woodmere Drive, Winter Park

$1,350,000
4 Beds 4 Baths Windsong Elizabeths Walk 43/81 SubDv. 32789 Zip Code
JUST LISTED!!!! FANTASTIC WINTER PARK POOL HOME IN WINDSONG! Located in the heart of Winter Park, this upscale neighborhood is one of the most sought-after communities in the Metro Orlando/Winter Park area! Home boasts a grand, sophisticated, elegant, yet fun feel that lives large. Custom level finishes and timeless design features all come together in an incredibly well thought out floor plan. Home has an estate like feel and boasts an open kitchen/family room combo that opens to the exterior patio and pool area perfectly making this entire outdoor space a fantastic natural extension of the interior living space. Perfect for family get-togethers and entertaining! Grounds are beautifully landscaped! One of the unique features of this home is the builder/designer's interior/exterior space integration utilizing multiple French doors, two primary suite balconies and an additional second level balcony on the front to expand the beautiful interior spaces into the light and airy feel of their surroundings! 4 Bedrooms plus office/study including a fabulous large private primary suite with great closet on the second floor with an additional 3 bedrooms and laundry room completing the second level composition. Kitchen is well appointed with double Kitchen Aid Refrigerator, Gas Range and additional GE Monogram appliances! Fantastic double sided gas fireplace in family room and a great open main floor plan! NOTE, recent updates and add-ons include New Generac Whole Home Generator, powers entire house, (2020), 2 New HVAC Systems (2020) and (2019), New Tankless Gas Hot Water Heater (2020) and New Pool Pump! This is an unbeatable opportunity at this price point in Windsong! Amazing location across from Blue Jacket Park - Baldwin Park. Minutes to downtown Winter Park - Park Ave, and Orlando's trending hot spots on Corrine Drive, DT Orlando and more. Short drive to Advent Health and Orlando Regional Medical Center. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Windsong offers great amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splash pad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Central Florida living at its best in one of Winter Park's most sought-after communities.

1425 Chapman Circle, Winter Park

$1,355,000
5 Beds 5 Baths Golfview SubDv. 32789 Zip Code
Under Construction. NEW CONSTRUCTION - Tired of searching for the perfect home in this tight inventory market? Why settle - buy new!! Fantastic Winter Park location! Walk or bike to all the wonderful things that are right at your doorstep. This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Kitchen Aid appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features champagne faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Photos shown are of model home of the same floor plan and the colors and selections will vary. Make an appointment to see this beautiful home today.

3629 Midiron Drive, Winter Park

$550,000
3 Beds 3 Baths Terrazo Del Sol SubDv. 32789 Zip Code
Welcome to your next home sweet home in highly coveted Winter Park! This stunning 2-story end unit offers the epitome of modern convenience and elegant living. Perfectly situated on a serene side street with only 6 other units, this residence provides the ideal "lock and go" lifestyle. Step through the charming covered front porch into the inviting open living area, adorned with abundant natural light, gleaming luxury vinyl flooring, and exquisite crown molding. Hosting gatherings is effortless in the expansive kitchen featuring stunning galaxy granite countertops, premium wood cabinetry, stainless steel GE appliances, and a generously sized pantry. A convenient half bathroom and utility closet complete the ground floor, where ceilings soar to a height of 9'3". Ascend to the upper level to discover the luxurious master bedroom suite, boasting French doors leading to a balcony with brand new decking, a spacious walk-in closet, and a lavish ensuite bath featuring dual sinks, a glass-enclosed shower, and a relaxing garden tub. Two additional bedrooms await upstairs, both sharing access to a covered porch perfect for savoring your morning coffee. A second full bathroom and laundry closet round out the upstairs layout, with one of the bedrooms boasting its own walk-in closet. Updates galore and include 2023 A/C unit, interior paint, luxury vinyl flooring, light fixtures/fans, master shower, and toilets in 2023, with both decks replaced in 2024. Outside, you'll appreciate the convenience of an attached 2-car garage, covered entry, additional 2 parking space, and a green space adorned with mature trees. Plus, enjoy the perks of just one low HOA fee and zero CDD fees. Located just a short stroll from the vibrant East End Market and various shopping options, this residence also offers easy access to upscale Park Avenue, Rollins College, Florida Hospital, and the serene beauty of Leu Gardens. Zoned for top-notch schools, this home truly has it all!

1821 Hammerlin Avenue Unit A, Winter Park

$231,000
2 Beds 2 Baths Chateaux Du Lac SubDv. 32789 Zip Code
This charming second-floor unit presents an exquisite blend of modern updates and serene lakefront living. Nestled within a welcoming community, this condo boasts a meticulously updated kitchen adorned with solid wood cabinets and elegant stone countertops, complemented by sleek stainless steel appliances. The warmth of wood flooring flows throughout, enhancing the inviting ambiance of the space. Residents will find themselves in a picturesque lakefront community, complete with a range of amenities designed for leisure and social activities. The clubhouse serves as a hub for gatherings, while the community pool offers a refreshing escape under the sun. For those who enjoy outdoor cooking and dining, the lakefront grill stands ready for memorable meals against the backdrop of tranquil waters. Furthermore, the location is unbeatable, with the convenience of being within a short distance to the vibrant Winter Park Village, where shopping, dining, and entertainment options abound. The unit itself features two bedrooms and two bathrooms, providing ample space and privacy. The primary bedroom is a true retreat, featuring an en-suite bathroom for added convenience and a spacious walk-in closet to accommodate a range of wardrobe needs. This residence combines the best of modern living with the peacefulness of a lakefront community, making it an ideal home for those seeking comfort, style, and a touch of nature's beauty. This unit comes with parking space #50…. Come check out this charming condo today!!

1500 Gay Road Unit 9-C, Winter Park

$730,000
3 Beds 3 Baths Orwin Manor Westminster Sec SubDv. 32789 Zip Code
Amidst the grandeur of stately magnolias and the delicate beauty of crepe myrtles, this enchanting 1926 Tudor Revival home awaits in the storied embrace of Winter Park, Florida. A homage to architectural elegance, it basks in a symphony of sunlight that enhances its authentic character and charm. As you step inside, be welcomed by the expansive living room where a crackling wood-burning fireplace adds a touch of warmth to the rich hardwood floors underfoot. This inviting space seamlessly unfolds into a dining area and a versatile sunroom, enclosed by elegant French doors. Whether as a serene office, an invigorating gym, or a whimsical playroom, this sun-drenched retreat adapts to your every fancy. The dining room, a prelude to alfresco dining, offers a view through French doors to the deck, inviting visions of starlit dinners in the generous backyard. The kitchen—a stylish masterpiece—features chic shaker cabinets, luxe stone countertops, and a natural gas range, each detail meticulously curated to inspire culinary adventure. Ascend the stairs, past the picturesque window with its cozy seat, to the sanctuary above. Here lies the primary suite, a realm of tranquility with its alluring sitting window and a spa-like bathroom, boasting a dual vanity and an expansive walk-in shower. Two additional bedrooms echo the home's timeless allure, complete with elegant wainscoting and a rejuvenated second bathroom. The vast backyard, a canvas of possibility, whispers promises of a personalized paradise—with ample space for a glittering pool and a luxurious cabana. A detached 2-car garage completes this portrait of suburban bliss. Positioned just minutes from the vivacious Park Avenue, and within a leisurely stroll to Advent Health Hospital, Ivanhoe Village, College Park, Mills 50, and a treasure trove of museums, your connection to culture and convenience is assured. With swift access to I-4, the heart of Orlando is merely a heartbeat away. ***************************************************************************************************************** Appliances 2019 & 2023, Crawlspace joists reinforced in 2020. New window treatments in 2021, HW 2021, Roof 2018, HVAC 2017 Furniture is available for purchase

1355 Devon Road, Winter Park

$330,000
2 Beds 1 Baths Virginia Heights Condo SubDv. 32789 Zip Code
PRIME LOCATION for walking to all WINTER PARK offers! Charming first floor 2/1 renovated condo with custom wood-work, hard pine wood floors, and an abundance of natural light throughout is ready for its new owner to enjoy immediately! The covered wrap-around front porch welcomes friends and family to enjoy time together! Glass French doors open into the spacious family room with floor to ceiling windows and views to the side garden. The renovated eat-in kitchen is a delight with Calacatta marble countertops and a bar for sitting while watching or assisting the chef plus a picturesque breakfast nook surrounded by windows. Nearby is a door with a built-in doggy door opening to the fenced courtyard with brick flooring and twinkle lights! A special spot for morning coffee, grilling or having a container garden! The home's hallway leads to the primary bedroom offering privacy, a ceiling fan, French doors and an abundance of windows. The main bath has dual glass bowl vanities with the shower/ tub combo separate and secluded. The other bedroom would also make a wonderful home office, guest or exercise room. Barn style storage and parking is in the space closest to your door!! This unit also has lake access at Virginia Heights Community Dock on College Point to enjoy Lake Virginia and the WP Chain! Walk to Park Avenue, WP9 Hole, Rollins, Winter Park Tennis Center, and the new WP outdoor area almost completed. HOA is self managed with only 6 friendly owners who love the property and are responsive. Indoor laundry with washer/dryer, roof is 2019 and HVAC, 2017.

1302 S Pennsylvania Avenue Unit 4, Winter Park

$400,000
3 Beds 2 Baths Fairbanks Shores 2nd Add SubDv. 32789 Zip Code
Introducing a rare gem nestled in Winter Park. This charming ranch-style home, spanning 1,477 sq ft, offers a harmonious blend of comfort and convenience. Beyond the threshold, discover a welcoming 3-bedroom, 2-bath retreat, thoughtfully designed with a devotion to space and function. Perfectly positioned just minutes from I-4, your gateway to the region awaits, granting effortless access for any commute or a leisurely drive. Additionally, you're a stone's throw away from the renowned Park Avenue, where the soul of Winter Park comes alive with its world-famous boutiques, dining, and cultural events. Don't miss this unparalleled opportunity to own a piece of Winter Park, where such remarkable offerings are a rare find.

2891 Roxbury Road, Winter Park

$456,900
2 Beds 1 Baths Orwin Manor Stratford Sec SubDv. 32789 Zip Code
Fall in love with this home - perfectly positioned on a beautiful, tree lined street, in the highly desirable Orwin Manor neighborhood in Winter Park. This warm, timeless and appealing 1947 bungalow has been lovingly updated and offers a seamless unique blend of yesteryear and modern updates. It is packed with charm and potential in every nook. As you step inside, you'll be greeted by original hardwood floors, updated kitchen and a view of your mature landscaped backyard from the light and airy sun room. The main bedroom does not disappoint with its larger size not found in these bungalows. You'll find the perfect balance of character and convenience in these key areas of the house. If you choose you can also enjoy the Florida sunshine in your spacious backyard or try your green-thumb – even room for expansion. It’s a home that invites you to live, laugh and grow. This home will simply fulfill your needs, indoors and outdoors. New roof, gutters, newer appliances, AC and double pane windows as well. Don't miss your opportunity to make this home yours. Minutes from Winter Park’s historic Park Avenue with Shopping and Restaurants galore, Orlando Museum of Art, The Orlando Science Center, Mead Gardens, AdventHealth Orlando Hospital, Downtown and the Sun Rail Station as well as easy access to the Interstate.

1434 Norfolk Avenue, Winter Park

$1,700,000
4 Beds 4 Baths Sorensen Heights SubDv. 32789 Zip Code
Do not miss out on this Winter Park SHOW STOPPER! This charmer offers 4 bedrooms, 3.5-bath with ample outdoor living space! From entering this estate like property you will find all that could be needed- from a private office space, formal dining room to a kitchen/family room combo! Lets talk about this dream chefs kitchen-equipped with extra cabinet space, double ovens, super large island, a breakfast eat in area, and desk space! Outdoors you can choose from TWO living spaces either by the salt water pool or upstairs on the second floor balcony overlooking the outdoor space! Home offers updates throughout including exterior paint 2024, new downstairs AC 2023, new tankless water heater 2023, fresh interior paint 2023, new carpet 2023, new front landscaping 2023, 3M film on windows on back of the home and much more. Walk to Park Avenue and enjoy all Winter Park has to offer from shopping, restaurants, the farmers market, Albin Polasek Museum & Sculpture Gardens AND Rollins College are just minutes away. Schedule your private showing TODAY~

431 Fletcher Place, Winter Park

$2,312,000
5 Beds 4 Baths Fontainebleau SubDv. 32789 Zip Code
Elegance, comfort, and a welcoming environment blend cohesively at this chic British West Indies inspired new construction home positioned in one the most highly desirable places to live in the City of Winter Park. This magnificent five-bedroom, four-bath pool/spa home embraces high-end finishes and true quality craftsmanship that can be noted throughout. First glance upon arriving to the booming two-story home is the mature landscaping design that has a tropical feel. The floor plan is filled with hand-selected, engineered-hardwood flooring, natural light, and elegant fixtures filling the open-concept entertaining spaces creating an elevated living experience. Your inner home chef will delight in taking advantage of the oversized kitchen designed with exquisite cabinetry, oversized grand island, gas cook-top and opulence of high-end appliances. Dine in the formal dining that features a frameless glass walk-in wine closet with dry bar and wine chiller for the best selections of wines for entertaining. After a long day head over to the first-floor huge primary suite and primary bathroom for tranquility and relaxation that represents opulence and elegance. Additionally, the luxurious primary closet was designed to give gratification and enjoyment on a daily basis. This breathtaking custom-built home offers 10 ft high ceilings on the first and second floors and a guest suite on the first floor for privacy for all. The second floor offers three-bedrooms and two baths with one being an En-suite. The second floor Playroom/Entertaiment room sits perfectly between the second-floor bedrooms. To add, fourteen high-end audio speakers fill the home, pre-wired for security cameras and pre-wired Ev charging located in the massive two-car garage. The paradisaic setting is filled with functional and intricate landscaping that compliments the natural surroundings, including the huge functional open or closed screened Lanai with views of the nice sized heated salt/water pool and huge spa that can entertain plenty of a guest. To add, the summer kitchen is well equipped with a gas grille and chiller for beverages and prep space. This marvelous home additionally includes a private flex room/office and a large U-shaped driveway that offers high-end pavers for easy entering and exiting the property. Winter Park Racquet Club, Interlachen Country Club, Phelps Park, Lake Maitland, Park Ave shops and numerous shopping centers are all within minutes, allowing you to fully immerse yourself in your new community. Be the first to call this incredible home yours as you make your home in Winter Park!

2172 Temple Drive, Winter Park

$725,000
3 Beds 3 Baths Fairbanks Park SubDv. 32789 Zip Code
MULTIPLE OFFERS _ HIGHEST AND BEST BY 11:00 AM March 25th. Nestled on a charming brick street in the heart of Winter Park, this thoughtfully designed and impeccably maintained townhome offers a private, covered front entry adorned with pavers and a leaded glass door. Boasting over 1800 square feet of living space, this special unit features an expansive, secluded patio retreat enveloped by lush tropical landscaping, meticulously curated by the owner with native plantings, garden lights, and a trellis for fragrant vines. Inside, the open floor plan welcomes with soaring ceilings, crown molding, and a bank of French doors that flood the space with natural light. The impressive kitchen is a focal point, equipped with wood cabinets, granite countertops, stainless steel appliances, and a large island with seating, perfect for entertaining as it seamlessly connects to the living and dining areas. An oversized pantry with custom cabinetry provides ample storage with full extension shelves and soft close hinges. Upstairs, the large primary bedroom features a walk-in closet with custom built-ins, while the primary bath offers a large shower, separate tub, and dual sinks. A second bedroom with an en-suite bath and walk-in closet is ideal for guests, while a third bedroom offers versatility as an office, den, or craft room. Additional features include LED track lighting, built-in device chargers in the living room and kitchen, and tongue and groove maple hardwood flooring on the second floor. Convenient amenities include an upstairs laundry room, a two-car garage with a motorized storage lift system, and one assigned parking space. Recent updates include a new water heater and roof in 2022, as well as newer Low E Windows and designer light fixtures/fans. Situated just minutes from Park Ave, Rollins College, Winter Park Village, the WP Library, parks, I-4, and numerous shopping and dining options, this exceptional townhome offers luxurious living in a prime downtown location, appealing to those seeking a sophisticated lock-and-leave urban lifestyle in downtown Winter Park. Call today for your private viewing of this exceptional property.

1040 S Kentucky Avenue, Winter Park

$1,102,000
4 Beds 4 Baths Conwill Estates SubDv. 32789 Zip Code
TAKE IN ALL THE CHARM, TRADITION and ELEDANCE THIS WINTER PARK HOME HAS TO OFFER. Situated on a quiet, tree-lined street this 3,100 square feet home boasts 4 bedrooms, 3.5 bathrooms (half bath in located in the laundry room area), double primary suites plus an office. The main first floor living area features recently refurbished original hardwood floors, and a wood-burning fireplace surrounded by built-in shelving in the family room, updated lighting and recently updated kitchen cabinets. Enjoy holiday meals or intimate dinner parties in the lovely dining room, accented with a tongue and groove wood ceiling. Upstairs is bright and airy with natural light flooding in from skylights. Both second floor primary suites feature dedicated bathrooms and multiple closets. Off the second suite upstairs youll find a private balcony overlooking the lush back yard. The other suite upstairs includes another wood burning fireplace. The first floor has two bedrooms plus a bathroom including the office. The exterior of this charming home was recently lime washer and the horseshoe driveway complete with pavers was recently expanded. The exterior view of the home on this tree-lined road is only something you would find in a storybook. To complete the exterior, you will find an extended driveway leading to the 2-car garage and mature landscaping. The private backyard, complete with a new brick patio area, is the perfect place unwind or entertain, with ample space to add a pool. Enhancements include a new roof (2021), AC (2019) and new hot water heater (2023). Located in the sought-after Winter Park school district, this outstanding location is just a short walk from Phelps Park, the YMCA and Lakemont Elementary School. All this could be yours so schedule your private showing today!

1725 Pine Avenue, Winter Park

$1,060,000
4 Beds 4 Baths Hamilton Place SubDv. 32789 Zip Code
4 bedrooms including a possible multigenerational family bedroom with its own entrance, AND a huge BONUS FLEX ROOM! Elegance prevails in this highly customized modernized Mediterranean home from one of Winter Park’s premier builders, Ryan Palmer. Located on a quiet cul-de-sac in the heart of Old Winter Park. Walk into the estate to a private garden patio. Plenty of private outdoor space. This home boasts bright natural light throughout with an abundance of windows. The downstairs features an open floor plan PLUS a formal dining room with trey ceilings that aligns with the character of the kitchen! Any Chef will welcome the abundant kitchen space and the beautifully hand-crafted custom wood cabinetry and island. Built in cook top, oven, microwave, and refrigerator! The additional pantry is a must see with all real wood pull out drawers and shelves allowing for tons of space and organization. Downstairs also offers an amazing bonus for multigenerational families! The ground floor front bedroom offers large windows with a large walk in closet customized by California closets. It also offers an ensuite bathroom and ITS OWN ENTRANCE to the Garden patio. Walk up the stairs and enjoy two more bedrooms with built in window seating and closet organizing systems. Also you will find an additional 20'x13' media/office/bonus flex room with exquisitely augmented by custom moldings and tray ceilings and a bar quipped with plenty of cabinets, granite countertops, and a beverage cooler! After the shared full bath you will find the master suite. A large room with plenty of space for a reading nook or extra sofa space. French doors going out to a Juliet balcony overlook the garden patio. A huge walk in closet equipped with California closet organizing system and a large bathroom with dual sinks, large shower, and a soaking jetted tub. The home boasts tons of craftsmanship, ornate additions, built ins, crown molding, tray ceilings, central vacuum system and plenty of freshly modern updates in addition to its traditional character. Premiere Location is in the heart of Old Winter Park. Short distance to Park Ave. and a few blocks from Winter Park Village with tons of art galleries, shopping, and restaurants. Everything else you could imagine along Orlando Ave in Winter Park.

814 Hamilton Place Court, Winter Park

$979,000
3 Beds 3 Baths Hills SubDv. 32789 Zip Code
Nestled on a quiet cul de sac in an established Winter Park neighborhood, this 3 bed/3 bath, 2,331 sq ft single-story ranch home is ideal for a buyer in any stage of life. Completely remodeled in 2020, interior improvements include a gourmet kitchen, new baths, updated plumbing, new flooring, and light fixtures. Exterior improvements include a new roof, painted brick façade, stacked stone chimney, resurfaced, and retiled pool and tropical landscaping. This home is light and bright and features a flexible, open floor plan. The gourmet kitchen is the star of the home with easy access to entertaining spaces. Featuring quartzite counter, custom cabinets, island with range hood and stainless appliances. The dining area adjacent to the kitchen overlooks the wood-burning fireplace and spacious family room. Off the kitchen is the office that could easily be converted to a 4th bedroom with the addition of a closet or converted back to a formal dining room. The primary suite has been expanded with a large his n her walk-in closet, sleek marble shower, dual sinks, and water closet. With a versatile split plan, the guest bedroom and bath are on the opposite side of the house off the kitchen. Other amenities include wood-look tile in the common areas, crown molding, interior laundry room, and a spacious 2-car garage. The outdoor living space is awesome with an expansive screened in patio with built-in barbecue grill with space for lounging or dining. The premium oversized lot is .44 of an acre, providing a quiet park-like setting in the fenced back yard with lush landscaping including palm trees, tropical gingers and bromeliads. Close to downtown Winter Park and Maitland. Convenient to shopping, restaurants, and major roads. Zoned for top-rated schools. Welcome home!

1681 Tioga Trail, Winter Park

$925,000
3 Beds 3 Baths Orwin Manor Westminster Sec SubDv. 32789 Zip Code
Welcome to this exquisite Orwin Manor Cape Cod classic home, meticulously updated and remodeled to perfection! Boasting 3 bedrooms, 2 full baths, and a convenient half bath, this charming property offers a blend of modern convenience and timeless elegance. Enter the heart of the home, where a stunning kitchen awaits with granite countertops, a chef's island for culinary creations, and ample dining space. Flowing seamlessly into the cozy family room, this area is ideal for cherished gatherings with loved ones. Experience the grace of the formal living and dining rooms, with gleaming wood floors and a welcoming fireplace, creating a cozy ambiance on cooler evenings. Indulge in the expansive primary bedroom of this delightful residence, where comfort and spaciousness harmonize effortlessly. A generously sized walk-in closet provides ample storage, ensuring effortless organization. The epitome of luxury awaits in the primary bathroom, boasting dual sinks for both style and functionality, a spacious walk-in shower for rejuvenating showers, and a luxurious jetted tub for unwinding after a long day. Step outside to the private sitting porch, overlooking the lushly landscaped backyard, offering a serene retreat to savor the beauty of nature and moments of peaceful solitude. Situated on a corner lot, this home features a spacious deck, perfect for outdoor activities and entertaining guests, with ample space to envision your dream pool oasis. Parking is a breeze with a 2-car garage providing additional storage options for your convenience. Conveniently located near Florida Hospital, Park Ave, and Interstate 4, this property offers easy access for a quick commute to downtown Orlando, blending comfort, convenience, and style seamlessly. Don't miss the chance to make this your dream home!

1651 Westchester Avenue, Winter Park