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$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
$2,200,000
4 Beds ⋅ 5 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code
Data Entry Only

1651 Mayfield Avenue, Winter Park
$2,320,000
4 Beds ⋅ 4 Baths ⋅ Osceola Shores SubDv. ⋅ 32789 Zip Code
Exquisite total remodel in downtown Winter Park. Walk to Park Avenue, restaurants, shops and parks. No detail was overlooked! From the flooring to the appliances, light fixtures, and magnificent primary closet! You will feel like you are in Palm Beach inside and out, especially outside on the oversized lot, at the pool, on the porch, or in the summer kitchen. You will feel like you are at a five-star resort! This is a gem!

440 Lakewood Drive, Winter Park
$1,430,000
4 Beds ⋅ 4 Baths ⋅ Green Terrace SubDv. ⋅ 32789 Zip Code
Beautiful custom 4 bedroom 3.5 bath family home in the heart of Winter Park. Indulge your inner chef in the gourmet kitchen, featuring an expansive Island Bar with counter top seating, custom wood cabinetry, granite countertops, and a walk-in pantry, perfect for culinary enthusiasts. Enjoy formal meals in the separate dining room or more casual dining in the kitchenette. The kitchen’s open layout and spacious island overlook the inviting family room, ideal for entertaining guests. The primary bedroom, located on the first floor, features a walk-in closet, while its spacious ensuite has dual sinks, granite countertops, a separate tub and walk-in shower. French doors beckon you to the expansive backyard, creating seamless indoor-outdoor living. Work from home in the separate office space and unwind in the additional large bonus room, offering versatility for various lifestyles. Retreat to generously sized bedrooms for ultimate comfort and relaxation. With a great flow throughout the home, every space is thoughtfully connected for effortless living. Conveniently located near Winter Park hospital and surrounded by excellent schools, this home offers both luxury and practicality. Plus, indulge in fantastic shopping and dining options just minutes away in Historic Park Avenue. Schedule to see this home today!

1750 Carollee Lane, Winter Park
$499,000
4 Beds ⋅ 2 Baths ⋅ Elizabeth Heights Sub SubDv. ⋅ 32789 Zip Code
Location, Location, Location!!! Bring your renovation ideas as this location is truly unmatched! Nestled beside the scenic Mead Gardens and conveniently located near the SunRail, this Winter Park property offers not only a delightful home but also proximity to nature and seamless transportation. Just a short drive away from Park Avenue, this residence ensures you're in the heart of it all. Immerse yourself in the local charm with easy access to a plethora of shops, restaurants, and community events. Combine this prime location with four bedrooms, two baths, skylights, and inviting outdoor spaces, and you have a home that perfectly balances convenience and comfort. A rare find with an original owner's touch, this home invites you to embrace the essence of Winter Park living. Don't miss out on this unique opportunity to live moments away from the best Winter Park has to offer.

918 Mead Avenue, Winter Park
$1,800,000
4 Beds ⋅ 4 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code
Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to own a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first floor boasts a seamless open floor plan concept with Great American wire brushed oak throughout, featuring a sprawling great room with decorative Faux and woods beams, a soaring foyer that leads to a private home office space and, a classy dining area. A meticulously designed kitchen equipped with Viking appliances, including a refrigerator and stove, along with a KitchenAid dishwasher make this kitchen a culinary enthusiast's dream. The home features an electric blind on kitchen window and shutters throughout. A large walk-in pantry ensures ample storage space, while an indoor gas fireplace adds a touch of elegance and warmth. Escape to your own private paradise with the impressive outdoor amenities. Host unforgettable gatherings in the outside summer kitchen, where al fresco dining becomes a daily delight with a fireplace and pool footsteps away. Backyard is zero maintenance and has K9 turf for dogs from Forever Lawn. The second floor is dedicated to the luxurious master suite that will be your own private sanctuary at the end of the day. Need more space? This home includes an upstairs versatile flex space that can be tailored to your needs that’d be perfect for movie nights, a home theater, a game room or play area. For added convenience, the upstairs offers a laundry room. Presented in immaculate condition with custom shutters, a third floor balcony that has expansive views offering additional outdoor living. This home is ready for you to move right in and start living the life of luxury. Every detail has been carefully considered, from the sleek finishes to the abundance of natural light that fills each room. Located in one of Winter Park's most coveted neighborhoods, this property offers not just a home, but a lifestyle. Excellent schools, fine dining and boutique shopping options on Park Avenue and Baldwin Park, very close proximity to Park Ave, Art shows or Rollins College and, easy access to downtown Orlando make this the perfect place to call home. This is more than a home—it's an unparalleled opportunity to own the lifestyle you deserve and a piece of Winter Park's finest living.

1661 Hillcrest Ave, Winter Park
$615,000
4 Beds ⋅ 2 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code
Introducing this exquisite 4 bedroom, 2 bathroom home situated in the sought-after subdivision of Maitland Shores in Winter Park! Located Just minutes from PARK AVE downtown area. Step into contemporary elegance as you approach the property, appreciating the modern design of the home and the carport, cleverly transformed into a shaded patio for moments of relaxation. Upon entering, bask in the natural light streaming through the back triple sliding glass door, accentuating the vaulted ceilings adorned with stunning pendant lights. The open floor plan seamlessly connects the living, dining room, and kitchen, featuring an intriguing tile design with patterned colors and a chic dark grey accent wall that mirrors the home's modern exterior. The kitchen is a culinary haven with bright cabinetry, granite countertops, abundant cabinet and counter space, and a substantial center island with built-in seating for effortless hosting. The master bedroom is a sanctuary, boasting ample natural light, two built-in closets, and an attached master bathroom with dual vanities and a grand walk-in shower. The additional bedrooms, echoing the home's theme of natural lighting, are equally spacious and well-designed. The second bathroom, akin to the master, offers dual vanities and a walk-in shower. Step through the back triple sliding glass door to discover the expansive fenced backyard, complete with a sizable patio and a built-in pergola, creating a charming outdoor oasis. This space is perfect for unwinding or hosting private family gatherings. Ideally located in a prime area, this home provides easy access to major roads/highways, restaurants, entertainment, and more. Your ideal home awaits, where style, comfort, and practicality converge seamlessly! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=M9EBAeGwjJD&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1148 Howell Branch Road, Winter Park
$785,000
4 Beds ⋅ 3 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code
ZONED R-2. GREAT POTENTIAL INCOME GENERATOR!! This historic beauty is spacious and features a FULL APARTMENT ON TOP OF THE GARAGE. This apartment offers a private entrance so would be a fabulous, income producing unit or a great space for the in-laws or adult children needing a little more privacy. The options are endless. We’ve even heard buyers suggest a game room, gym, separate office, or man cave for the hunter in your life to hang their trophies. We love the enthusiasm. The open front porch is quite welcoming thanks to the side garage entry. No big garage door taking away from your curb appeal! Step inside to see the cozy living room with gas fireplace and to your right, a guest bedroom currently stages as an office. Head back to the large dining space then continue on to the lovely kitchen which is updated with white cabinets, stainless steel appliances, and granite counters. Enjoy a gas stove for the chefs in the home. To the right of the kitchen you will find a full sized bathroom, the 2nd bedroom and the master with en suite bathroom. You may be surprised to find such a spacious bathroom in a 1925 home! There are dual sinks and lots of cabinet storage, a jetted soaking tub, large walk-in shower and designer walk-in closet. The back of the home offers a huge desk area along with a pantry and the washer and dryer closet. This bonus space would make the perfect playroom or game room but again…endless possibilities to accommodate a creative homeowner. Step out the back door to a foyer which offers an additional storage closet and gives you the option of heading to the oversized two car garage or up the stairs to the garage apartment. This apartment has it’s own A/C unit and is laid out as an L shaped loft. You walk in to the bedroom area then turn left to the living area and the kitchen is in the corner. All a great, open floor plan. The door on the right leads to the full bathroom with its shower/tub combo. You’ll notice the space is light and bright thanks to the windows and French doors which lead to the long balcony. This PRIME location is in the heart of the highly sought after city of Winter Park. You’re less than a mile from Park Ave and all of its high ends shops and variety of restaurants. You’re walking distance from fabulous city parks and Rollins College. The Winter Park boat tour, art festivals, farmer’s market, etc etc are all a short walk from this unique gem of a home. Not to mention the easy access to I-4, the shops and restuarants on 1792 which lead to Maitland and downtown Orlando AND the Winter Park Village which is wrapping up a modern renovation. It’s truly the best of the best!!

1000 S Kentucky Avenue, Winter Park
$1,725,000
4 Beds ⋅ 4 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code
Welcome to this ideal corner of Winter Park, part of the highly desirable Via's, and this stylishly renovated home. This four-bedroom, four-bath home spans over 3,400 square feet and ideally combines modern updates and timeless charm. The open floorplan seamlessly integrates the living, dining and kitchen areas, creating an ideal space for entertaining and everyday living. Natural light fills the interior, accentuating the sleek finishes and designer touches. Designer lighting, custom hood and gas stovetop make the kitchen an ideal place for preparing and hosting meals. The main level also features the primary bedroom, offering a tranquil retreat complete with a spacious en-suite bath with dual shower heads, a rain shower and a soaking tub. The expansive closet space in the primary bedroom is envious. Step outside into your private paradise, where a saltwater pool with sun shelf awaits. The covered patio with multiple fans ensures you can enjoy the outdoors comfortably, whether lounging poolside or dining alfresco. There is also a summer kitchen with additional refrigeration, ideal for entertaining. For those who love to stay active, there is an additional climate-controlled space with endless possibilities, whether a home gym, yoga studio, art space or office. Location is key, and this home is ideally in a highly desirable neighborhood, zoned for top-rated schools, including the No. 1 elementary school in Orange County. There is also neighborhood access to Lake Maitland. Enjoy easy access to Park Avenue, Winter Park Racquet Club and more. Schedule your private showing today.

914 Moss Lane, Winter Park
$1,297,000
4 Beds ⋅ 4 Baths ⋅ Phillips Place Winter Park SubDv. ⋅ 32789 Zip Code
Just a short drive from Park Avenue and Baldwin Park or a quick walk to the trendy Corrine Drive shops and restaurants is this stately, well-appointed Colonial residence. Featuring four bedrooms, three and a half bathrooms, and an office, this comfortable abode fits the needs of all families, small and large. Intimate formal living and dining spaces greet you on the left upon entering a welcoming foyer, while a discreet office sits tucked on the right with an adjoining closet. Wood floors span much of the first floor as the foyer opens up into an expansive living room with vaulted ceilings and a large kitchen, equipped with stainless steel appliances and natural stone countertops. Interior spaces continue with a downstairs primary suite with a large custom walk-in closet and a private outdoor courtyard, exclusive to the primary suite. Upstairs, three sizable bedrooms await with two recently-refreshed bathrooms. The home is an entertaining haven, with a luxe outdoor kitchen sporting DCS appliances as well as a screened in pool and spa with state of the art features. Beyond the screened area is plenty of green space, perfect for outdoor activities. The home, sitting on the end of a cul-de-sac, is the ultimate expression of privacy, surrounded by mature oaks and adjacent to a small pond. Enjoy peace, serenity, and the ultimate feeling of old Winter Park in this stately home, located in the Audubon K-8 school district and minutes away from the best Orlando has to offer.

2706 Phillips Park Court, Winter Park
$2,750,000
4 Beds ⋅ 5 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Gorgeous Alys-Rosemary Beach-style coastal residence in the sought-after Vias neighborhood near the WPRC and ICC. Built in 2020, nothing was overlooked with many custom finishes and thoughtful designer details that are captivating from the moment you walk through the front entry. A masterfully, well-designed open floor plan with soaring ceilings (decorative accent beams), along with quality expansive windows and glass doors flooding the home with natural light. Elegant living areas for various seating groups, including a bar area, living area, additional dining and gathering room all transition from inside to outside with a seamless flow that allows for comfortable casual Florida living and entertainment. The fabulous chef's kitchen offers a 6-burner gas range, two built-in ovens, an expansive “4-person” bar stool island in addition to a wonderful breakfast nook with pool views. The secluded primary suite includes another fireplace, separate walk-in closets, a lavish bath with private botanical garden, and French doors with peaceful views of the pool. The recently added den/home office complements the first floor flawlessly and can also be utilized as a secondary bedroom (includes a built-in with Murphy bed system) and en-suite bath. This home lives primarily as a one-level residence, having only 2 secondary bedrooms upstairs and they are more than generous in size as well. When making your way outside the main residence, there is a wonderful, detached pool cabana that features a wall of folding glass Casablanca-style accordion doors that bring the outdoors in. The cabana is equipped with a wet bar and a full bath, great for guests/in-laws, an art/yoga studio, separate home office, and much more. The outdoor area is truly an enjoyable private oasis including 7 perimeter gas lanterns. Enjoy Florida days and nights on the covered lanai with wet bar and in the picturesque pool and tranquil private backyard amenities. There is a climate-controlled detached two-car garage “carriage house” that is easily accessible to the main residence via a covered breezeway. There is also a parking area and wraparound front/side yard lawn encompassed by a podocarpus hedge and a private linear dog run or lawn with turf grass that completes the grounds. The Vias is an unsurpassed Winter Park neighborhood, just a few minutes away from downtown Winter Park/Park Avenue, A-rated schools, Winter Park Racquet Club, Interlachen Country Club and much more. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1254 Via Estrella, Winter Park
$1,210,000
4 Beds ⋅ 4 Baths ⋅ Bungalow Park SubDv. ⋅ 32789 Zip Code
Experience unparalleled quality in highly sought-after Winter Park Recently built in 2021, this is a must-see, featuring 4-bedrooms, 3-1/2 bathrooms and nearly 2500 sq ft with a layout that makes the flow of everyday life a pleasure. The home has some of the finest high-end finishes, and offers 11’- 4” ceiling heights on the first floor and 10’ on the second. The luxurious master suite is located on the main floor featuring a spacious “wet-room” with soaking tub and expansive walk-in closets. Among its many highlights, this home has an abundance of natural light and features a wine cellar, 8’ solid core interior doors, 7” cove crown molding, 1x4 wood casing, and generous 1x8 wood base throughout. The front porch and patio showcase upgraded 1x6 tongue & groove pine ceilings. Custom-built solid hardwood maple cabinetry graces the entire home, with 66” uppers in the kitchen. The kitchen is equipped with exotic granite countertops, beautiful under-mount sinks, and top-of-the-line GE Café appliances, including a 27.8 cu. ft. french door refrigerator with Keurig K-Cup brewing system, a combination double wall oven, a six burner gas range top, and a 36” commercial hood with a specially designed custom-built metal hood cover. Upstairs, discover three additional bedrooms, one with an ensuite bathroom and the other 2 are connected via a jack and jill. There are multiple storage closets throughout. Designer porcelain tile adorns all bathrooms and the laundry room, complemented by premium 7-1/2’ wide wood flooring throughout the residence. Stylish plumbing fixtures and bathroom accessories, along with 8’ high glass frameless shower enclosures, add a touch of elegance. Designer electrical fixtures, including ceiling fans in all bedrooms, living rooms, and the patio, enhance the overall aesthetic. This home is equipped with highly efficient 15 SEER-rated heat pump and air conditioning systems with digital thermostats, as well as energy-efficient spray foam and core fill insulation. Double-pane insulated low E vinyl windows, Clopay premium garage doors, and an energy-efficient gas tankless water heater contribute to the home's eco-friendly features. The exterior is complemented by a beautifully landscaped yard with sealed pavers at the driveway and patio, gutters, and downspouts. You’ll love the area with Park Ave in close proximity, there are so many restaurants, coffee/tea shops, services and retail stores for you to explore. Just around the corner (coming soon!) is the new “Seven Oaks Park”. A park with mature trees, recreation areas, water fountains, and public programming areas on the 1.5-acre piece of land. The park would also include 40,000 SF of retail, a rooftop lounge area, and a coworking space. Make your appointment today for your opportunity to be a part of this wonderful community in a beautiful turnkey home!

931 Bungalow Avenue, Winter Park
$927,000
4 Beds ⋅ 4 Baths ⋅ H Vanwi Es Sub SubDv. ⋅ 32789 Zip Code
Introducing your dream home in Winter Park under appraised value!!! Brand new construction that combines modern luxury with unparalleled convenience. Nestled in a prime location, this residence offers the perfect blend of sophistication and practicality. Embrace the ease of city living conveniently located in walking distance to Publix, Restaurants, and Shopping. Experience the vibrant energy of Winter Park right at your doorstep. This home truly lives on the first floor! Enjoy the convenience of having two spacious bedrooms on the first floor, 2 1/2 baths plus a scullery, providing flexibility and accessibility. The Gourmet Kitchen will elevate your culinary experience in this kitchen equipped with top-of-the-line Kitchen Aide appliances that includes NATURAL GAS cooking. The micro/wall combo with convection cooking ensures precision and efficiency. The Entertainer's Kitchen/Scullery will make you the ultimate host by allowing the food and dishes to be cleaned up in the scullery featuring a second dishwasher and refrigerator allowing you clutter-free time with your guests. This space is thoughtfully designed to enhance your entertaining capabilities. Immerse yourself in luxury with high-end finishes throughout the home. From level 4 smooth walls to every meticulous detail, this residence is a testament to quality craftsmanship. Stay ahead with modern amenities, including a second laundry room upstairs and a loft for additional living space. The home is equipped with a 220 outlet in the garage, perfect for electric car charging or adding a hot tub to your outdoor living. Experience comfort and sustainability with open cell foam insulation, ensuring energy efficiency while contributing to a greener lifestyle. Enjoy a reduction in your electric bills, reduced humidity in the home, a much quieter home as well as closed soffits to keep the critters out! This is more than a home; it's a statement of contemporary living. Don't miss the opportunity to make this exquisite property in Winter Park yours. Contact us today to schedule a viewing and step into a new era of refined living.

1403 Michigan Avenue, Winter Park
$1,680,000
4 Beds ⋅ 3 Baths ⋅ Lake Sylvan Shores SubDv. ⋅ 32789 Zip Code
THIS PROPERTY WAS SOLD FOR THE LAND VALUE ONLY! Room sizes are approximate and should be verified.

1415 Grove Terrace, Winter Park
$1,550,000
4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
This one of a kind Winter Park residence blends timeless charm with contemporary comforts, creating a home that is not only aesthetically pleasing but also efficient and technologically advanced. With meticulous attention to detail, this property stands as a testament to luxurious living in this highly desired Winter Park location. The home recently underwent a comprehensive remodel, enhancing the property's allure and modern functionality. No expense was spared, as upgrades include a grand front door, redesigned stairs, and revamped dining and living rooms. The kitchen has been transformed into a culinary masterpiece, boasting leather granite countertops and Italian-style cabinets. The extensive upgrades continue on the exterior with a new roof, insulation, multiple air conditioners, tankless gas heater, and new pavers in the oversized backyard. This list goes on. The residence is conveniently close to the Phelps Park and the YMCA, with the added advantage of being within minutes to Park Avenue and all the amenities Winter Park has to offer. Excellent schools further enhance the appeal of this pristine location. Don't miss the opportunity to call this stunning property home. SEE ATTATCHMENTS FOR ALL UPGRADES AND FEATURES. http://1540wilbar.website/Video-MLS

1540 Wilbar Circle, Winter Park
$1,775,000
4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code
Meticulously maintained four bedroom, four bath home nestled on a quiet Winter Park street ready for immediate move in. Custom built in 2015 by FG Schaub, this home looks and feels brand new, and offers an open floor plan - perfect for entertaining or easy/comfortable living. The spacious kitchen showcases custom wood cabinets, a large breakfast bar/island with loads of storage, and overlooks the great room and dining room. The kitchen easily flows to the great room with a wall of built-ins for more storage and display, along with an under-counter beverage cooler. Two sets of French doors open out to the covered lanai with retractable screens which allow for climate control and seamless indoor/outdoor living. Enjoy cool evenings with the built-in fire pit, or a morning coffee listening to the water fountain. The private primary suite offers a large bath with separate vanities and a walk-in shower, and a very large walk-in closet. A secondary bedroom with walk-in closet is also on the first floor - which can be used as a guest suite or an office. A huge pantry room and laundry room off the two-car garage and mudroom/desk area finish off the first floor. The second floor features two bedrooms, each with en-suite baths and a 32 x 14 bonus room, which could easily be converted to a smaller bonus room and a fifth bedroom. Additional upgrades include a tankless water heater, a whole home water filtration system, and a water softener. Located in a premier neighborhood, minutes to Park Avenue and easy access to major roadways and highly-rated Winter Park schools.

1531 Place Picardy, Winter Park
$1,690,000
4 Beds ⋅ 6 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code
Welcome to this beautiful home in Winter Park neighborhood. This beautiful home is built for entertaining. The spacious home offers a little over 4,600 square feet of living space. The first floor offers a large open floor plan with incredible view into tour outdoor oasis. The kitchen features a 6-burner range with grill and double oven, large Electrolux fridge and freezer, microwave drawer, wine fridge, upper and lower cabinets with under cabinet lighting. An ample living room, with wall-to-wall custom solid wood built-ins and wired in speakers. Full panel sliding doors which flow into the outdoor retreat featuring a full Paradise Grills outdoor kitchen built for grill masters and hibachi lovers. Full bar service set up, wired in music with lights to play to the beat or perhaps colors for the holiday seasons. The large 30 foot pool equipped with solar heated pool system, beautiful glass tiled firewall and jetted fountains. Pool storage, pool bath and outdoor shower. The opulent primary suite gives you enough room for a California king bed, large walk in closet and spa like bathroom with his and her vanities. Upstairs you will find a large loft with a huge bonus room and 3 large bedrooms each with en-suite bathrooms.

1411 Border Drive, Winter Park
$2,200,000
4 Beds ⋅ 4 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code
This split plan home in the heart of Winter Park’s highly desired Via’s neighborhood offers views of Lake Maitland and is located on a quiet, gorgeous street aptly named for the towering pine trees that line it. The spacious floor plan includes four bedrooms and 3.5 baths, along with a full dining room, living room, great room, and open kitchen and family room. Great for entertaining, the family/kitchen areas feature numerous French doors and all open up to an enclosed, slate floor back lanai looking out over a spacious back yard and fire pit. A huge great room with a wet bar and high ceilings on one side opens up through large sliding doors into a second enclosed lanai, screened in swimming pool and gas-heated spa. The large living room includes a natural gas fireplace and views of the lake. The spacious primary suite includes his and her walk-in closets with ample built in shelving and a full perimeter of rods to hang clothes. The primary bath includes a large whirlpool tub, private commode, walk-in shower and dual vanities. A large kitchen with full island bar that seats 6 and dine-in area on the other end, includes many built in upper and lower cabinets, a 6-burner gas stove with electric oven, granite countertops and new appliances. Porcelain tile flooring was recently installed throughout the home except in the bedrooms, which all are carpeted. Beautiful crown molding and elegant light fixtures are found throughout the home, which has been fully updated in recent years. The additional three bedrooms are on one side, one a secondary suite that includes a full bathroom. The other two sizeable bedrooms with closets share a full Jack and Jill bathroom. A full dedicated office with a door that closes for ultimate privacy is located next to a laundry room with built-in cabinetry. The home was completely replumbed, has a newer roof, and includes a new natural gas-fueled Generac generator that provides electricity to the entire home in case of a power outage. Enjoy lake views from a front porch with rocking chairs that overlooks a beautifully landscaped front yard and tree canopy with circular paver driveway and exceptionally long frontage. Fenced in for privacy, the home includes a 2-car garage. If you love peaceful, natural surroundings and the sounds of osprey, eagles, barred owls and other wildlife, this is your perfect oasis on one of Winter Park’s best locations just around the corner from the Isle of Sicily.

620 Pinetree Road, Winter Park
$260,000
4 Beds ⋅ 3 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code
Welcome to this beautiful 4/2.5 single-family home with great potential! Nestled in a convenient location close to shopping and highways, this property offers an excellent opportunity for the savvy investor. While it needs some tender loving care (TLC), its spacious layout and desirable features make it a great buy for those with a vision. Don't miss out on the chance to turn this diamond in the rough into your dream investment. Schedule a showing today and unlock the possibilities! **Property had a major sewer drain/septic tank mech failure. Leak at the domestic water line supply. upon completion of repair the tech reported that there is sewage under the property. Cast iron drains are corroded to the point that the bottom of the cast iron is leaking when toilets flush + water damage at interior needs remediation. Local codes/county is rejecting the option of replacement of the septic tank. the county is requiring that house be connected to the municipal sewer.** Home is in AS-IS condition. Seller has never lived in the property and makes no warranties regarding condition.

1847 Azalea Avenue, Winter Park
$1,066,405
4 Beds ⋅ 3 Baths ⋅ Dommerich Cove SubDv. ⋅ 32789 Zip Code
Sophisticated style and comfort define this updated 4-bed 2.5 bath home that is tucked away on a quiet cul-de-sac in Winter Park. Sitting on nearly a 1/2 acre lot, this home backs up to a 77-acre preserve providing you and your family a peaceful and private setting. This custom-designed renovation won the 2012 Parade of Homes award for “Functional Design” by highly respected general contractor Jonathan McGrath. Eye-catching details like custom wood-wrapped appliances, including Miele professional refrigerator, Bosch dishwasher, 6-burner gas Dacor range with an in-line exhaust hood, Electrolux double oven, and a large island highlight the pristine updated chef’s kitchen. Other thoughtful design elements include a custom bench and built-ins around a gas log fireplace and a hidden office nook with decorative doors to close off when the company arrives. Unwind in the spa-like master bathroom with an oversized shower, bench, and ThermaSol steamer with frameless glass. Gorgeous dual vanity with custom storage. Large walk-in closet and French doors that lead to a spacious screened-in porch and sparkling pool. The back patio redefines Florida living with a large covered area overlooking an expansive 77-acre natural area. This home is an energy-efficient dream and will keep monthly utility bills down to a minimum. Foam insulation was added to the exterior walls, all windows and doors have been replaced (hurricane-rated sliders and windows), plus a Solar system that is paid off and includes (2) Tesla Powerwall batteries that will store your solar energy for backup protection. Plus a deep well for irrigation. Laundry is a breeze with cabinets, mudroom storage, granite countertops, and a sink. 3-car garage with updated doors and tons of storage above. Excellent schools and a short drive to all of the nightlife on Park Ave in Winter Park.

2908 Cove Trail, Winter Park
$2,495,000
4 Beds ⋅ 7 Baths ⋅ Osceola Summit SubDv. ⋅ 32789 Zip Code
Welcome to an exquisite custom-built Mediterranean oasis nestled on a tranquil brick street in the heart of Winter Park. Recently updated and only one mile from Park Avenue's vibrant shops and restaurants, this home offers 4,240 square feet of luxurious living space, featuring 4 bedrooms, 5 full baths, and two half baths. Crafted in 2008 by Arlington Homes, this meticulously designed residence transforms every gathering into an unforgettable event. The expansive screened lanai, complete with a summer kitchen and full pool bath, seamlessly merges indoor and outdoor living, perfect for entertaining guests. The primary suite, located on the first floor, overlooks the serene screened pool/lanai and boasts his and her vanities, a lavish soaking tub, spacious shower, and ample walk-in closets. Indulge in the 145-bottle climate-controlled wine cellar or enjoy the convenience of the laundry room adjacent to the primary closet, featuring abundant storage and dual washer and dryer sets, one on each level. The gourmet kitchen dazzles with custom cabinetry, premium countertops, top-of-the-line appliances, and multiple dishwashers, complemented by refrigerator and freezer drawers. Upstairs, discover three bedroom en-suites, along with a sprawling media/bonus/game room featuring a wet bar and expansive private balcony. Conveniently situated near Baldwin Park, Park Avenue, and downtown Orlando, this residence also offers access to top-rated Winter Park Schools and Lake Highland Preparatory School, mere minutes away. This home epitomizes luxury living and unparalleled convenience, promising a lifestyle of sophistication and serenity in Winter Park's premier locale. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

360 Cortland Avenue, Winter Park
$1,325,000
4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code
Welcome HOME! Welcome to your new Winter Park entertainer’s dream home.This extraordinary single story home welcomes you with a warm ambiance and notable features that set it apart from the rest Situated on a spacious .35 acre corner lot, the exterior has attractive pavers and opens to the expansive front garden As you enter the front door, you are greeted by the exquisite TRAVERTINE floors that cover the majority of this well-designed home, revealing a delightful open floor plan This residence has three spacious bedrooms, all with en-suite bathrooms. The seller will install a bedroom and a closet or subdivide a bedroom at their cost if desired by the buyer. To the right is a bedroom with large bay windows perfect as a second master bedroom, beautiful wood floors, and en-suite bathroom with elegant granite countertops and walk-in shower. Across to this is another large bedroom that can be converted in to 2 bedrooms if needed with a private bathroom. Walking through the formal living room reveals a vast open space that seamlessly connects the huge family room, kitchen, dining room and breakfast nook, an entertainer's dream, at the same time a perfect shangrila for retirement. The Family room offers captivating views of the expansive backyard pool with a cozy fireplace and beautiful skylights The master bedroom is another oasis of comfort, spacious with hardwood floors and custom designed master closet. The master bathroom is a masterpiece with granite, double vanities and an amazing walk-in shower with dual shower heads as well as a bathtub. The kitchen is a chef's delight, featuring beautiful granite countertops, stainless steel appliances, double ovens, ceramic cooktop and a large island Step out onto the patio and discover the tranquility of the screened pool in the expansive backyard With a roof installed in 2021 and solar panels installed in 2022, this home not only exudes charm, but also has negligible electrical bill. Welcome to an oasis where comfort and style blend seamlessly Welcome HOME!

1361 Place Vendome, Winter Park
$1,475,000
4 Beds ⋅ 5 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code
SELLER IS MOTIVATED!!! Elegance meets sophistication in this stunning 4-bedroom, 4 1/2-bath French Provincial home, custom-built in the heart of Winter Park, FL. Spanning 4162 sqft, this exquisite property features a pool, an inviting outdoor fireplace, and a spacious 2-car garage. The interior is a testament to fine craftsmanship, boasting a custom-built kitchen with custom, built-in appliances and finishes. Each bedroom is an oasis of comfort, complete with ensuite bathrooms. The master suite is a true retreat, offering tranquility and grandeur. Outside, the beautifully landscaped grounds create a private haven, perfect for entertaining or relaxing by the pool. The outdoor living space, enhanced by the fireplace, offers a year-round alfresco experience. Water and power are available for outdoor kitchen hook-up. This home is more than just a residence; it's a lifestyle, offering an unparalleled blend of luxury, comfort, and style in the Winter Park community. *New interior paint throughout! (Not reflected in listing photos)

1130 Kenwood Avenue, Winter Park
$525,900
4 Beds ⋅ 2 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code
INVESTMENT OPPORTUNITY! - Amazing lot in the desirable Winter Park community of Lake Forest Park. Renovate and Add to the existing structure or start over with a new home build! Original home featured 3 Bedrooms and 1 Bath. Garage Apt. add on features two additional rooms with full bath. .21 Acre lot contains plenty of space for a larger home or pool. This incredible Winter Park Location, across the St. from Lake Forest, is near many other lots that have been repurposed with new high value homes built on them. Walk to Corrine Drive for lunch or skip over to Park Avenue on your bike. The quaint Lake Forest Park neighborhood features beautiful mature landscaping with towering oaks and foliage throughout. Don't miss out on this amazing opportunity to own your piece of historic Winter Park.

2228 Howard Drive, Winter Park
$899,000
4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
Stunning cottage-style move-in ready home in the Orwin Manor neighborhood of Winter Park. Boasting over 2600 square feet of living space, this 4 bedroom, 3 bath home has all the most desirable updates. From the slate tiled front porch you enter the living room with 9' ceilings, crown molding, and hand scraped wood floors. An office or workout room opens beyond the french doors. The dining room adjoins the chef's kitchen with its gas cooktop, large island, upgraded stainless steel appliances and modern lighting. The kitchen opens into the spacious family room featuring wood beamed ceiling, plantation shutters and wet bar with wine refrigerator. The downstairs primary bedroom is bright and sunny offering two walk-in closets and a luxurious master bathroom. Up the iron railed staircase you will find 3 sizable bedrooms, a loft area, bathroom and laundry room. Out back you find an impeccably manicured patio and yard area. A spacious roofed Pergola covers the pavered patio. The new hot tub sits on a raised deck next to the pavered fire pit. Pet friendly turf completes the low maintenance exterior. A perfect setting to enjoy time relaxing with family and friends. Orwin Manor is conveniently located near Advent Health Hospital, downtown Winter Park with its charming shops and restaurants and I-4 for easy access to all of Orlando. Come and see the tree lined streets of this quiet neighborhood. Furniture available for purchase.

1400 Canterbury Road, Winter Park
$3,217,500
4 Beds ⋅ 6 Baths ⋅ Winter Park Town Of SubDv. ⋅ 32789 Zip Code
Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, Winter Park
$407,500
4 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge SubDv. ⋅ 32789 Zip Code
This beautiful home has undergone thoughtful updates and renovations, making it a perfect choice for those seeking a property that has an open floorplan and move in ready. With a new roof installed in 2024, fresh paint both inside and outside, and newly refinished original hardwood floors, this home exudes a fresh and modern appeal. The kitchen has been completely transformed with new cabinets and stainless-steel appliances, providing ample storage and a sleek, modern look. The bathrooms have also been updated with new vanities, updated tile, and a complete refresh. Additionally, new light fixtures, outlets, switches, and doorknobs have been installed throughout the house, adding a touch of elegance to every room. From the exterior, walking up, the property features new landscaping, enhancing its curb appeal and creating a welcoming atmosphere. The garage door opener has been replaced, ensuring convenience and security for homeowners. The attic has been newly insulated, contributing to energy efficiency. Winter Park is known for its location and this specific neighborhood of Winter Park offers a close by beautiful walking area that connects to Lake Bell, providing stunning sunset views. The property is conveniently located just a short drive from the iconic and historic Park Avenue/Downtown Winter Park, where residents can enjoy shopping, dining, and entertainment options. Additionally, the newly renovated Winter Park Village, featuring popular establishments, restaurants, and movie theater that are only a brief drive away. In addition, you can find premium grocery store options within reach. Don't miss out on the opportunity to own this beautifully updated home in a prime location. Contact us today to schedule a viewing!

1935 Albert Lee Parkway, Winter Park
$575,000
4 Beds ⋅ 4 Baths ⋅ Magnolia Sub SubDv. ⋅ 32789 Zip Code
This outstanding investment opportunity is strategically positioned between the vibrant downtown area of Winter Park. Boasting close proximity to upscale shopping centers, key transportation arteries, and renowned educational institutions, the property stands as a prime investment with unparalleled appeal. The property has been upgraded with a New Roof and New A/C Central Unit.

1256 Michigan Avenue, Winter Park
$1,965,000
4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code
Welcome to this stunning custom-built residence in the prestigious Windsong community of Winter Park, Florida. Constructed in 2004 by the renowned Signature Custom Homes and tastefully remodeled by Skolfield Homes, this exceptional property offers a blend of elegance and functionality. Spanning over 4,300 square feet, this meticulously designed home features four spacious bedrooms and three and a half bathrooms, including a luxurious primary bedroom conveniently located on the main floor. The primary suite boasts his and hers walk-in closets and an ensuite bathroom with a tub and shower, providing a private retreat for relaxation. In addition to the bedrooms, there is a dedicated office space downstairs, perfect for those who work from home, and a generous bonus room upstairs that can be customized to suit various needs. The upper level of the house accommodates three bedrooms and two bathrooms, providing ample space for family members or guests. The outdoor area is a true oasis, featuring a spacious fenced-in backyard with a pool, creating the perfect setting for entertaining or enjoying the Florida sunshine. The outdoor kitchen and grill add an extra layer of convenience for hosting gatherings. Situated in the sought-after Windsong community, residents benefit from top-rated Orange County public schools, adding to the appeal of this prime location. Whether you're drawn to the custom craftsmanship, the abundance of living space, or the resort-like outdoor amenities, this property embodies the essence of luxurious living in Winter Park, Florida. Don't miss the opportunity to make this exceptional house your new home.

1729 Elizabeths Walk, Winter Park
$500,000
4 Beds ⋅ 2 Baths ⋅ Howell Forest SubDv. ⋅ 32789 Zip Code
Nestled in the serene and sought-after Hills of Winter Park, this expansive split-plan residence offers a unique opportunity to infuse your style into a home brimming with possibilities. As you step through its welcoming entrance, you are greeted by a generous living room that seamlessly transitions into an inviting dining area, perfect for hosting memorable gatherings. At the heart of this home lies the kitchen, opening gracefully into the family room. This space is a blank canvas for culinary creativity, equipped with ample storage, awaiting your custom touch. The adjoining family room, a haven for relaxation and family time, leads to three well-proportioned guest bedrooms. Each bedroom boasts considerable closet space and shares access to an updated full bathroom, echoing a sense of comfort and convenience. The primary suite, a sanctuary of tranquility, features a full bath and double closets. This masterful space connects to additional flex space, ideal for an office, nursery, or the creation of an expansive primary suite tailored to your desires. Step outside to discover the screened-in porch, a versatile area with indoor/outdoor carpeting, offering an idyllic setting for alfresco entertainment or quiet evenings under the stars. The substantial backyard, adorned with majestic trees and a charming deck area, presents a picturesque backdrop for outdoor activities or future landscaping projects. This home's location further enhances its appeal, zoned for the esteemed Dommerich Elementary, Maitland Middle, and Winter Park High schools. A residence not just offering a place to live, but a canvas for creating the home of your dreams. Your journey to personalize and complete this delightful Winter Park gem starts here.

2949 Lolissa Lane, Winter Park