Winter Park FL Real Estate & Homes for Sale

WINTER PARK-Outstanding Renovations! Beautiful 3 Bedrooms 2 Baths! Open concept floor plan, single story with a lot of natural light!REMODELLED Kitchen with Stainless steel appliances, New cabinets, Quartz countertops, with Undermount chef sink, backsplash, faucet. Wood laminate floors & custom tile floors (2020). NEW BATHROOM (5 YEAR NEW) with new upgraded subway tiles & Pebble shower floor, New vanity and New fixtures! Some Newer windows , The 2nd Bathroom was Updated 2020. New AC & Newer hot water(approx 10 years) Brand New Roof 2021!2 New garage doors in 2020, GARAGE Approx 550 square feet two car with Workshop and approx 90 foot long concrete driveway added. Oversize Great Room/ Living Room, Spacious Dining Room with Large Windows & Decorative Shelves & SUPERB GRAND SIZE FAMILY ROOM with Wood Burning Fireplace! Oversized Large Fenced backyard. Highly Sought after- Move in Ready ! HURRY! Won't Last!!

Welcome to your serene retreat in the highly desirable Winter Park Gardens community. This beautifully renovated second-floor 1-bedroom, 1-bathroom condo offers an exceptional living experience with modern upgrades and a prime location less than a mile from Park Avenue and Orlando Avenue. Step inside to discover luxury vinyl flooring throughout the entry, living space, and kitchen, complemented by granite countertops, a double oven, a custom-built pantry, and pull-out drawers for added convenience. The open-concept living space extends into a Florida sunroom with floor-to-ceiling sliding windows that double as sliding doors, allowing fresh air to flow through your home. Whether you're in the living room, kitchen, or bedroom, you'll enjoy breathtaking views overlooking the oasis of the lushly landscaped courtyard, pool, tranquil community pond, and beautiful trees. Further down the hall, you'll find new carpeting in the primary bedroom, along with upgraded plantation shutters to the window. Storage is a breeze with custom closets throughout, including a stunning primary closet hidden behind bi-fold doors, offering ample, organized space for all your belongings, along with an elegant entrance hallway closet and a spacious linen closet. The renovated bathroom features a walk-in shower with handicap assistance, thoughtfully designed for ease of use and comfort. Nestled on over 8 acres of meticulously maintained grounds, Winter Park Gardens is a vibrant 55+ community. Residents enjoy a resort-style pool, clubhouse, and lighted walking paths winding through the lush gardens and a bridge overlooking the serene pond views. With assigned parking and ample guest spaces, convenience is never an issue. This prime location places you just minutes from Rollins College, Azalea Tennis Center, and Mead Botanical Gardens, while Downtown Orlando, Baldwin Park, and major highways provide easy access to everything in Central Florida. Additionally, you'll find an array of top-tier local shops and restaurants nearby, as well as convenient everyday services such as hair salons, grocery stores, and more"all just moments from your doorstep.

Nestled on a sprawling 0.89-acre estate, this luxurious home offers the perfect balance of privacy and convenience, just moments from the vibrant downtown Winter Park. A rare gem, this 1935 James Gamble Rogers masterpiece blends Old World charm with European influences, creating an inviting, character-rich ambiance. The main home features 3 bedrooms, 2 1/2 bathrooms, and 3,908 square feet of elegant living space, complemented by a 1-bedroom, 1-bathroom guest cottage, adding 406 square feet, for a total of 4,314 square feet. Accessed via a long, secluded driveway, this estate seamlessly blends indoor and outdoor living with lush gardens, expansive courtyards, and tranquil patios. Inside, arched doorways, reclaimed doors, and rounded stucco walls evoke a Santa Barbara Mediterranean feel. The kitchen is outfitted with stainless steel appliances, granite countertops, and a butler's pantry"ideal for entertaining. The formal dining room opens to a living room with a curved barrel ceiling, a fireplace, and French doors leading to a garden patio. A sunlit sunroom offers panoramic garden and pool views, perfect for relaxation. The expansive downstairs owner's suite features vaulted ceilings, French doors to the patio, a cozy fireplace, and a lavish marble bath with a Jacuzzi tub, double sinks, and a dressing area with custom cabinetry and two large walk-in closets. Upstairs, two bedrooms share a beautifully renovated marble bath. The detached 2-car garage is adjacent to the laundry room, while the guest house offers a studio layout with terra-cotta floors, a kitchenette, a full bath, and French doors overlooking the pool. The backyard is an oasis of tranquility with a stunning resort-style pool, an expansive patio, and lush landscaping, providing ultimate privacy. This home offers the best of both worlds: a rare opportunity to own a piece of Winter Park history, yet lovingly maintained with modern updates and conveniences throughout.

Come build your dream home on this oversized single family corner lot (62.5 by 141.5) in Winter Park Florida with amazing views of Dubsdread Golf Course hole 6. Located just a short drive or walk away from all your favorite shops and restaurants (Agave Azul, Publix, Tap Room, Black Bean Deli) Convenient access to I-4 making it easy to get around the greater Orlando area. Less than a minute drive to Park Maitland School and zoned Princeton Elementary School. The existing single family structure is being offered as is and the owner has no previous information on the home. Demolition date is now scheduled for 4/24/2025.

Charming Winter Park Pool Home - A Rare Opportunity! Nestled in the heart of Winter Park's highly sought after 32789 zip code, this 4-bedroom, 3-bathroom pool home offers timeless charm, abundant space, and unlimited potential! Set on an expansive corner lot, this residence is just steps from Phelps Park, surrounded by tree-lined streets, and minutes from Winter Park's vibrant retail and dining scene.A Home with Character & Possibilities...Step inside to a welcoming foyer that leads to elegant formal living and dining spaces, flooded with natural light from oversized windows. The expansive kitchen boasts wood cabinetry, a pantry, ample storage, and a wine fridge, making it a dream for both everyday living and entertaining. Adjacent to the kitchen, a private dining room features an expansive south-facing window, creating a warm and inviting atmosphere. French doors lead to a charming courtyard walkway that guides you to the refreshing pool, a serene retreat for relaxation and entertaining. The primary suite also offers direct pool access via an updated ensuite bath, featuring a soaking tub, dual sinks, and a spacious walk-in closet. This home provides a Spacious & Functional Layout - Four bedrooms provide ample space, with generous closets and a well-appointed guest bath.Detached 2-car garage with potential for an office or workshop. Additional carport & extended driveway for ample parking. Freshly painted exterior & interior (2025) - a blank canvas for your vision!Prime Location & Endless Potential - This home presents a rare opportunity to own in one of Winter Park's most desirable neighborhoods. Whether you're looking to move in and make it your own or renovate to create your dream home, this is a chance you don't want to miss!Schedule your showing today!

Experience modern elegance in this stunning Lake Sylvan estate with breathtaking lake views and seamless indoor-outdoor living. The open-concept design features a gourmet kitchen (renovated 2023) with quartzite countertops, a wet bar, and luxe appliances. French doors, a custom gas fireplace, and designer lighting add refined charm to the living room. Step outside to nearly 1500 sqft of additional living space on the lake featuring a heated pool, spa, covered patio with gas fireplace, summer kitchen and lakeside firepit. With three bedrooms and a versatile office (easily a fourth), this home adapts to your needs. The first-floor primary suite opens to the pool, while an upstairs primary suite has dual custom closets, a spa-like bath, and a private flex space. Upgrades include a new roof with gutters and gutter guards (2022), new water heaters (2023), interior paint (2021) exterior paint (2023), water filtration, system, dual propane tanks, security system, plantation shutters, and three AC units. The above garage attic is accessible by staircase and can easily be enclosed to make a 5th bedroom, game room or flex space. This lakefront sanctuary offers privacy, sophistication, and modern convenience plus is located just minutes from Park Avenue's charming shops and restaurants. Don't miss the opportunity to make this lake front home yours. Schedule your private showing today!

Tucked away just two blocks from Park Avenue, this one bedroom, one bathroom corner unit places you in the heart of downtown Winter Park"steps from acclaimed restaurants, charming shops, and the iconic boat tour on Lake Osceola. Situated on the second floor of Building 6 with convenient elevator access, this light filled condo has brand new carpet in the living areas and bedroom, creating a fresh and cozy feel. The kitchen features granite countertops, a built-in oven, glass cooktop, stainless steel refrigerator, and recently painted blue, solid wood cabinetry that adds a fun pop of color to the space. A dedicated dining area is located just off the kitchen and includes sliding glass doors that open to a small private balcony overlooking Morse Blvd"perfect for enjoying your morning coffee. Off the living room, an enclosed sunroom offers bonus living space with abundant natural light, motorized custom blinds, and upgraded windows for improved energy efficiency and sound insulation. The oversized bedroom offers space for a sitting area and features motorized shades for added comfort and privacy. A convenient door allows you to close off the bedroom "ideal for when guests are visiting and need access to the bathroom without entering the bedroom. The unit also comes with one assigned parking space in the garage, additional storage, and the peace of mind that HOA covers electric, water, sewer, trash, building insurance, pool maintenance, landscaping, and on-site management. Whispering Waters is a lakefront community on beautiful Lake Osceola, with water access available to residents"bring your kayak, soak in the serene views, or enjoy a sunset by the water. Whether you're seeking a full-time residence or a part-time getaway, this home offers effortless, low-maintenance living"just lock and leave. Bonus: Since the current owner is under 55, the next buyer can be too (only 85% of residents need to meet the 55+ age requirement). Call today to schedule your private showing!

Stunning fully remodeled Winter Park bungalow featuring a 500 square foot detached guest house. This charming residence is perfectly positioned on a rare oversized .41-acre double lot and has been completely transformed, offering a harmonious blend of modern luxury and timeless elegance. The main house features 4 bedrooms and 2.5 baths while the guest house features a living room, bedroom, kitchenette, and a full bathroom. Step inside and you are immediately greeted by a bright, spacious open floor plan. Designed for effortless entertaining, this home features a sleek modern wet bar complete with an under counter ice maker, additional dishwasher, and wine fridge! The gourmet kitchen is a true masterpiece, featuring top-of-the-line stainless steel appliances, upgraded countertops, a walk-in pantry, a large butcher block center island, tile backsplash, and loads of custom cabinetry. There is even a pass-through window to a bar area on the covered lanai. The luxurious primary suite provides a serene escape, designed as a private retreat where you can unwind in ultimate comfort. It boasts an impressive closet and a spa-inspired en-suite bath, complete with a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Outside, the home continues to impress with its private backyard oasis provided by the rare double lot. A sparkling screened in pool, set against lush landscaping, serves as the centerpiece of the expansive patio area. In addition, the beautifully landscaped yard holds a custom fire pit, elevated covered wooden lanai and garden boxes to create the perfect setting for relaxation and gatherings. There is also a spacious covered deck, and a large storage shed. Last but not least, your guest will love the privacy provided by the detached guest house overlooking the pool. Jump on your golf cart and within minutes you're transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park has to offer. Don't miss the opportunity to make this unique Winter Park home yours!

Set on a sprawling half-acre, surrounded by meticulously manicured landscaping, this custom-built traditional estate exemplifies refined luxury, modern convenience, and an unparalleled lifestyle.The red brick faade, covered porches with glass doors, and gated side porte-cochere set a timeless tone, while two-story fluted columns add stately elegance. Inside, classic architectural details merge with modern design, highlighted by two-story coffered ceilings, intricate millwork, and expansive windows and French doors that flood the home with natural light.Thoughtfully designed for both entertaining and everyday living, the gourmet kitchen includes a 6-burner Viking gas range, double dishwashers and sinks, a paneled refrigerator and separate full-sized freezer, a walk-in pantry, and an oversized island with breakfast bar seating.The first floor features a private primary retreat, two powder rooms, a workstation/mudroom accessible off the porte-cochere, and one of two laundry rooms.Upstairs offers three spacious bedroom suites with walk-in closets, a versatile bonus room, and a second laundry room.Embrace the Florida lifestyle from a two-story covered brick patio with a built-in gas grill, overlooking the private, fenced-in backyard oasis and breathtaking saltwater pool and heated spa, all elevated by a three-tier fountain and fire pit area, and wrapped in lush landscaping; this outdoor space is truly magical and not easily replicated in Winter Park!A circular driveway provides ample parking, while a gated side drive leads to an oversized, detached three-car garage with a bonus room above"ideal for a gym or studio.This particularly grand, wide street in the City of Winter Park is something truly special. Ideally located near Baldwin Park, Corrine Drive, and Park Avenue, and zoned for highly regarded Audubon K-8, this estate is more than a home"it's a statement in timeless elegance. *Ask for a list of improvements, the floorplan and click on the virtual tour!

Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of the most picturesque, tree-lined, brick streets in the heart of Winter Park, FL. This meticulously maintained house presents the ideal blend of luxury and comfort, with a low-maintenance, fully landscaped yard, complete with a sprinkler system, an oversized two-car garage, a sparkling swimming pool, and a spa, all enclosed for privacy by a PVC fence.Step inside this inviting three-bedroom, two-bath split floor plan home, and you're instantly captivated by the expansive view of the grand living area, the enclosed lanai, and the serene pool beyond. The residence boasts a move-in-ready condition with a host of recent upgrades, including a new roof, elegant Brazilian Rosewood floors in the living area, and durable, health-conscious quarry tile floors in the kitchen, bath, and hallways.The heart of the home, the kitchen, has been reimagined with new cabinetry and state-of-the-art appliances. Both the master and secondary bathrooms are refreshed with new vanities and modern shower doors. Additional comforts include new carpeting, vinyl flooring in select areas, ample storage with large walk-in closets, an entry hall closet, and a generous linen storage space. The thoughtful touches extend to new door hardware and upgraded lighting throughout, enhancing the overall aesthetic and functionality.Imagine retracting the 3way sliding glass doors that connect the grand living area to the lanai, and you're living the quintessential inside-outside Florida lifestyle. This home is so light and airy that no daytime lighting is required.All of this located by Lake Mizell, part of the sought after Winter Park chain of lakes. Where you can enjoy the incredible views while taking a tranquil walk along the Lake. Don't miss the opportunity to own this true neighborhood gem in Winter Park, where luxury living and convenience meet.

Location, Location, Location - downtown Winter Park condo for under $500K! This dramatic 2 bedroom - 2 Bath ground floor unit is located on corner of Swoop and Interlachen, steps from the Winter Park 9 Golf Course and Park Avenue! Beautiful views, glassed in porch overlooking stunning landscape. This unit offers high ceilings, open, updated kitchen to living areas, sunroom (enclosed porch) large primary suite and guest room. Two full baths. Large utility room. Designer lighting. Open floor plan, light and bright! A/C 2018. The charming Andalucia complex, which consists of only 20 units, offers access to a lovely covered patio downstairs, an elevator, courtyard, and a community laundry room. The community also provides a private storage room for this unit. The roof was replaced in 2024. The exterior was painted, and new gates were installed in 2018. One covered parking space is included. Additional guest parking is available in the rear. The condo fee covers water, sewer, Spectrum WiFi and cable TV, landscaping and exterior maintenance, garbage, insurance on the exterior building, and reserves. Please note: No pets or rentals allowed. Call today for your private viewing of this special unit.

Nestled on a serene, brick-paved street in the heart of Winter Park, this elegant 5-bedroom, 3.2-bathroom pool home is situated on a stunning oversized lot. Custom-built in 2003, it offers a thoughtful floor plan that adapts beautifully to any lifestyle. From the moment you arrive, this home welcomes you with timeless charm and a sense of warmth. Inside, expansive windows, rich wood flooring, and exquisite millwork create an atmosphere of sophistication. Upon entering, you're greeted by breathtaking views of the lushly landscaped backyard, complete with a sparkling pool and spa. The main level features a luxurious primary suite with picturesque views of the outdoor retreat. The primary bath is a sanctuary, offering dual sinks, a jacuzzi tub, a separate shower with dual showerheads, dual walk-in closets, and a private water closet. Adjacent to the suite is a dedicated home office, ideal for remote work or quiet study. Perfect for hosting, the spacious dining room is ready for memorable gatherings. The chef's kitchen is a true centerpiece, outfitted with custom Busby cabinetry, GE Monogram appliances, a 6-burner gas cooktop with dual ovens, and a cozy breakfast nook that overlooks the backyard. The kitchen opens seamlessly to the family room, creating a welcoming space for everyday living and entertaining. French doors from the family room, living room, and primary bedroom provide effortless access to the backyard. The outdoor space is a true escape, featuring a sparkling pool and spa, lush greenery, and a custom summer kitchen, perfect for enjoying time with family and friends. Upstairs, four generously sized bedrooms are paired with Jack-and-Jill bathrooms, each offering dual sinks and a shared tub or shower. A cozy loft area adds flexibility to the second floor. Above the 3-car garage, a spacious bonus room doubles as a theater or playroom, and is equipped with additional storage space. Lovingly maintained by its original owner, this pristine home combines elegance and convenience, with walkability to Phelps Park, the YMCA, Interlachen Country Club, and Park Avenue. It's a rare find in one of Winter Park's most desirable neighborhoods.

This beautifully updated 3 bedroom, 3 bath home offers a perfect blend of rustic charm and modern convenience in a highly desirable location. The open floor plan is warm and inviting, with stylish finishes and thoughtful updates that make it truly move-in ready. Each bedroom features its own ensuite bath and a spacious walk-in closet, with both upstairs suites offering the flexibility to serve as a primary retreat.Recent improvements include a brand new hot water heater, new refrigerator, an added mini-split in the garage for enhanced comfort, a water softener system, and a recently replaced A/C. The fenced backyard has been upgraded to turf for easy maintenance, complemented by a private deck"perfect for relaxing or entertaining. Two balconies, including one with a view of the Rollins College baseball field, provide additional peaceful retreats.The attached two-car garage offers both convenience and extra security. Located within walking distance of Park Avenue, Rollins College, and Hannibal Square, this home provides easy access to shopping, dining, and entertainment while maintaining a quiet and private feel.A rare opportunity in an unbeatable location"don't miss it!

Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4 bedrooms, a bonus room, and guest apartment! This home is exquisite from top to bottom and features elevated ceilings, crown moldings, designer fixtures and wall coverings. Large picture windows overlook Lake Sue from the living room, dining room, and kitchen. The kitchen is gorgeous and offers chef-grade appliances, a large center island, plenty of soft-closed cabinetry for storage, and an open-concept layout for inclusive entertaining. French doors open off the family room to seamlessly blend the indoor/outdoor living space. A covered lanai with outdoor kitchen overlooks the beautiful, resort-inspired, heated pool and spa, multi-level summer terrace with gardens, and the custom 3-hole putting course. Back inside, located on the 2nd floor, the primary suite has a Juliette balcony that overlooks the shores of Lake Sue and features an en suite bath with a double-headed shower, separate soaking tub and double-sink vanity. An oversized guest suite with private bath and two bedrooms and a hall bath complete the second floors. On the first floor is a bonus room (ideal for use as a playroom, home office, or studio), a full bath, and laundry room. Above the detached 2-car garage is an apartment with a kitchenette and full bath with walk-in shower. The expansive 0.58 acre property extends over the charming brick street and includes a large, park-like green space, shaded beneath majestic oaks, s small beach area, elongated dock, and boathouse (no lift). Located within minutes of Park Avenue, this lakefront estate is a short walk or bike ride to nearby shops and dining and is zoned for one of the best school districts in the area. Audubon Park, Baldwin Park, the Mills District, and Downtown Orlando are all within a 10-minute drive. Showings are by appointment only - schedule yours today.

Under Construction. Modern elegance and timeless sophistication define 1702 Arbor Park Dr, a meticulously crafted new construction home in the heart of Winter Park, FL. Spanning 2,950 square feet, this 4-bedroom, 3.5-bathroom residence also features a dedicated office and a conditioned attic that can serve as a fifth bedroom, offering flexible living space to meet various needs. Designed for seamless living, this home boasts high-end finishes, an open floor plan, and an inviting outdoor oasis.The gourmet kitchen is a standout feature, featuring Thermador appliances, custom cabinetry, and an expansive island, making it ideal for both daily use and entertaining. Included appliances are a 36" gas range, microwave drawer, 36" refrigerator, and dishwasher. Flowing effortlessly into the living and dining areas, the home is bathed in natural light, enhancing its modern yet warm aesthetic.The second-floor primary suite is a tranquil retreat, boasting a spa-like bathroom with dual vanities, a soaking tub, and a walk-in shower. Also located on the second floor are bedrooms three, four, and the conditioned attic space, which serves as an optional fifth bedroom. The first floor includes bedroom two and a dedicated office, offering privacy and convenience.Outdoor living is elevated with a private pool, lush landscaping, and a separate pool cabana, creating the perfect space for leisure and entertainment. Located just minutes from Park Avenue, this residence provides easy access to boutique shopping, fine dining, and the vibrant lifestyle Winter Park is known for.This home features a spacious and functional layout, Sand Pearl Oak engineered hardwood flooring throughout, and premium finishes.Please note: Images shown are renderings and are for illustrative purposes only. Final construction details, finishes, and features may vary.

Under Construction. Modern elegance and timeless sophistication define 1682 Arbor Park Dr, a meticulously crafted new construction home in the heart of Winter Park, FL. Spanning 2,950 square feet, this 4-bedroom, 3.5-bathroom residence also features a dedicated office and a conditioned attic that can be used as a fifth bedroom, offering flexible living space to accommodate a variety of needs.The gourmet kitchen is a standout feature, boasting Thermador appliances, custom cabinetry, and an expansive island, making it ideal for both daily use and entertaining. Included appliances are a 36" gas range, microwave drawer, 36" refrigerator, and dishwasher. Flowing effortlessly into the living and dining areas, the home is bathed in natural light, enhancing its modern yet warm aesthetic.The primary suite, located on the second floor, offers a spa-like retreat with dual vanities, a soaking tub, and a walk-in shower. Also on the second floor are bedrooms three, four, and a conditioned attic space, which serves as an optional fifth bedroom. The first floor includes bedroom two and a dedicated office, offering privacy and convenience.The outdoor living spaces have been thoughtfully curated to provide the ultimate in relaxation and entertainment, featuring a private pool surrounded by lush, manicured landscaping. A separate, elegantly appointed pool cabana further enhances the home's allure, creating an idyllic space for leisure or hosting guests in style.Located just moments from Park Avenue, this home offers unrivaled access to Winter Park's finest boutique shopping, gourmet dining, and the vibrant lifestyle for which the area is known. Utilities include electricity, water, sewer, and gas connection.1682 Arbor Park Dr is a rare opportunity to experience the pinnacle of luxury living, where modern sophistication and timeless charm come together to create an exceptional residence.Please note: Images shown are renderings and are for illustrative purposes only. Final construction details, finishes, and features may vary.

Welcome to this stunning 3-bedroom, 2.5-bathroom townhome located in the highly sought-after Winter Park, just minutes away from everything Orlando has to offer. This back unit offers peace and privacy, while still being close to the best shopping, dining, and entertainment. With 1,844 square feet of living space, this home is perfect for families or those looking for extra room to entertain and relax.The open-concept design features high ceilings and an abundance of natural light, creating a warm and inviting atmosphere throughout. The main level boasts a spacious living area that flows seamlessly into a beautifully renovated kitchen, ideal for cooking and gathering. Step outside to the amazing private backyard with a covered patio"perfect for enjoying the serene surroundings. Upstairs, you'll find all three bedrooms, including the stunning primary suite with its own luxurious en suite bathroom.This home has been recently renovated with attention to detail, offering modern finishes and a fresh, contemporary feel. The renovated laundry room adds convenience, and the one-car garage ensures plenty of storage space. Whether you're enjoying the warmth of the sun-filled interior or relaxing in your private backyard, this townhome provides a perfect blend of comfort and style in one of Winter Park's most desirable locations.

An extraordinary and rare opportunity awaits in the highly sought-after Virginia Heights neighborhood, just a short stroll from the vibrant Park Avenue. Nestled between a Parade of Homes property and surrounded by multi-million-dollar estates, this prime location offers an exclusive and serene atmosphere, with Lake Virginia just steps away. Breathtaking views as you walk or bike around the lake, with scenic vistas extending to Rollins College. Enjoy a picnic at the exclusive secluded deeded lakefront property access at College Point on Lake Virginia for Virginia Heights property owners only. College Point is a beautiful property on Lake Virginia overlooking Rollins College and the lake with a dock where you can launch a kayak or canoe. Conveniently located off S. Park Avenue, you'll enjoy quick access to downtown Winter Park, Winter Park Village, and US 17-92. Winter Park's finest dining, upscale shopping, Mead Botanical Garden, and the highly coveted zoned Audubon K-8 and Winter Park High School are all just moments away. Extensive addition and renovation in 2021. Featuring 4 bedrooms, 3 bathrooms, great room with 3,204 square feet of living space, wood floors, and a large kitchen with a bar, center island and wine fridge"perfect for entertaining. The impressive New Orleans 100-year-old ironwork on the staircase adds character and historical charm. Upstairs there are three bedrooms. Home has a large game room that could be an in-law suite. Additional upgrades include new drywall, insulation, electrical, plumbing, and a new sewer pipe to the street in 2009. The roof was replaced in 2021, with three newer air conditioning units and water heaters that are just 2-4 years old. A well-designed courtyard and amazing pool and backyard. The .21-acre lot provides room for privacy and relaxation. With a gas line, plenty of parking, and a two-car garage, this home is as practical as it is elegant. Don't miss out on the opportunity to own a piece of Winter Park's most prestigious neighborhood, surrounded by affluent homes, including the Parade of Homes property next door. This is the rare chance to live in an exceptional location that blends luxury, convenience, and tranquility.

Experience luxury lakeside living in Winter Park on Lake Killarney with expansive views in this beautifully remodeled 2-bedroom, 2.5-bathroom, second-floor end-unit condominium. Nestled in a highly private setting, this home offers an open floor plan designed to maximize natural light and showcase the serene water views from the kitchen, breakfast nook, primary bedroom, and living room. Elegant details include hardwood and marble flooring with a striking floor-to-ceiling marble wood-burning fireplace. Vaulted ceilings in the living room. Both bedrooms are spacious suites featuring ensuite bathrooms and generous closets to provide comfort and convenience. Step onto your private screened-in balcony to enjoy peaceful mornings with coffee and unwind in the evening with stunning lakefront sunsets. Exclusive community amenities include a sparkling pool, private dock, and beach access. With in-unit laundry closet hookups and a prime location steps to Trader Joe's, Winter Park Village, and minutes to Park Avenue, this condo offers luxury, privacy, and convenience in a well-funded association with low condo fees. Constructed of solid concrete block with concrete between units, it is the lowest-priced direct lakefront condo in 32789. Seize this rare opportunity to enjoy lakefront living at its finest!

One or more photo(s) has been virtually staged. Discover a stunning blend of modern luxury and award-winning design in this architectural gem by Phil Kean. Originally the International Showcase Home for the National Association of Home Builders, it has received numerous accolades for its exceptional design and construction. Location! Location! Location! On one of Winter Park's most desirable streets, this home offers a lock and leave lifestyle just steps from the Alfond Inn and downtown's vibrant offerings. With 4,431 square feet of beautifully designed space, it balances privacy and urban convenience, featuring a serene outdoor lanai with a sleek pool, and a summer kitchen, your private oasis for relaxation and entertaining. The versatile casita can serve as a pool cabana, guest house, gym or office. Inside, enjoy sophisticated spaces, including a 14-foot ceiling art gallery with 40-feet display wall leading to an inviting bar, ideal for gatherings. A modern elevator connects both levels, enhancing accessibility. The primary retreat on the second level features a spa-like bath, three private terraces and a media room, designed for ultimate relaxation. Additionally, a versatile room with full bath on second floor that can serve as a bedroom, gym, office or dressing room. Technology integrated home and energy-efficient features, including a whole-house generator, ensure modern living and peace of mind. Outdoor spaces boast low-maintenance landscaping and a dedicated dog run, making this home ideal for effortless living. Experience luxury, innovation and convenience in one of Winter Park's sought-after locations, moments from dining, shopping and cultural experiences.

Looking for an affordable home in a prime location? This budget-friendly 2-bedroom, 1-bath condo is move-in ready! Freshly painted ceilings, walls, trim, doors, and even a refreshed bathtub and tile give the space a bright and updated feel. Step out onto the shaded back deck, where a beautiful tree provides the perfect spot to unwind and enjoy Florida's amazing weather or take a short walk to the community pool and club house. You can't beat this location! With easy access to I-4, commuting is a breeze"whether you're heading to downtown Orlando, the beaches on either coast, two international airports, or world-famous attractions like Disney, Universal, SeaWorld, Legoland, and more. Don't miss out on this opportunity! Call today to schedule your showing.

One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom Winter Park home. The combination of original wood floors and plaster walls keep the integrity of the home. An updated kitchen with gorgeous cabinets and granite countertops with space for 3 bar stools adds a perfect blend of charm and modern convenience. The bathroom was renovated to maintain the character of the home. The large living room is filled with light, and the additional versatile family room can be used as a home office, dining room, or exercise space. There are two nice sized bedrooms on the main floor and the upstairs bedroom has its own ensuite bathroom and air conditioned attic space for storage. The beautiful totally fenced treed backyard and one-car garage with a workshop area and its own toilet, along with a carport, add to the home's appeal. Conveniently located near I-4, Park Avenue, Winter Park Village, Dubsdread Golf Course, restaurants and shopping and downtown Orlando.

Welcome to 1731 Windsor - this unique freshly renovated luxury home is on an oversized lot in charming & beautiful Winter Park. It features the finest luxury finishes & brands to include Wolf, Sub-Zero, Asko, GE Monogram, & Kohler. The manicured front yard of the 12,535 square foot oversized lot features a giant oak tree inside of a horseshoe paver driveway. Soaring ceilings welcome you into the formal living & dining rooms featuring french paneling, level five wall texture, a vintage style Pottery Barn chandelier, & a shiplap fireplace. A first floor bonus room overlooks the front yard, has level five wall texture, built in storage cabinets, & a coffered ceiling. The great room & kitchen share jaw dropping views of a beautiful private enclosed in-ground pool through a four panel slider. The great room has a large built-in entertainment center & a dry bar, both with ample storage. The kitchen features a glass door stainless steel Sub Zero refrigerator, large induction Wolf range, in-island Wolf drawer microwave, GE Monogram undercounter wine refrigerator, Kohler apron sink, Kohler commercial faucet, & Asko dishwasher. The countertops, range shelf, & backsplash are high-end soapstone. Shaker cabinets have soft-close doors & drawers, rolling shelves, LED under cabinet lighting, LED in-cabinet lighting, a pneumatic mixer stand, spice drawers, & an oversized island. Two large luxurious bedroom suites downstairs both feature walk-in closets & en-suite bathrooms. Upstairs there are two secondary bedrooms with high ceilings, a shared bathroom, & a loft. The loft has a built-in entertainment center with storage. A large two-car garage has epoxy floors & a side yard entry door. Engineered hardwood, marble, & tile floors only throughout the home. Roof 2022. Water heater 2022. Electric panels 2022. Pool pump 2023. HVAC 2024. Public record 4033sqft heated. Previous MLS listing 3669sqft heated. Sellers=Listing Agents.

LOCATION, LOCATION, LOCATION with partial Lake View! Experience the perfect blend of modern upgrades, prime location, and lakefront living in this beautifully renovated Winter Park condominium. Nestled along Lake Killarney, this two-bedroom, one-bathroom residence offers an ideal mix of comfort, investment potential, and exclusive community amenities. Thoughtfully updated in 2018, the home features granite countertops, stainless steel appliances, and modern finishes, creating a stylish and functional space. With 1,000 total square feet, including a spacious 280-square-foot enclosed front patio, this condo provides plenty of room to relax and unwind. The partial lake view from the patio offers a tranquil retreat, perfect for enjoying Florida's breathtaking sunsets. Unlike many properties in this highly sought-after area, this home includes a reserved parking space and visitor decals, a major advantage given the high-demand parking situation in the adjacent Trader Joe's plaza and surrounding retail areas. The amenities in this lakefront community are second to none. Residents can enjoy the community pool, which sits right at the edge of the property overlooking Lake Killarney, offering a peaceful and scenic setting just steps from home. For water enthusiasts, the community provides a private boat loading dock, HOA options for boat parking, and dedicated kayak storage. Additional perks include shuffleboard courts, grilling stations, an on-site fitness center, and scenic outdoor seating areas, perfect for relaxation and entertaining. Located next door to Trader Joe's and across from Winter Park Village, this condo offers walkable access to premier shopping, dining, and entertainment. Just minutes away, Park Avenue adds even more fine dining, boutique shopping, and cultural experiences. With its move-in-ready condition, unbeatable location, and incredible amenities, this condominium presents a rare opportunity for homeowners and investors alike. Schedule your private showing today to experience lakefront living in the heart of Winter Park!

This property located in a peaceful community and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This property can be leased. You must see for any possibilities come and check for yourself.