Courtesy: SPRINGHILL PROPERTIES LLC
646-236-0299
Excellent opportunity to acquire a 3-bedroom, 2-bath first-floor end-unit condo offering approximately 1,117 sq ft in a well-established community. The unit features a functional layout and a highly desirable location near UCF, Full Sail University, Valencia College, and major shopping and dining. Priced to sell, this property is ideal for investors seeking a light-to-moderate rehab with strong rental or resale potential, or for a first-time buyer looking to add value. Schedule a showing today and capitalize on this opportunity.
The perfect hideaway home, nestled in the oaks, in coveted and charming Winter Park. Get the ''small-town'' feel, close to all the dynamic, high-energy Orlando has to offer. Your key gateway and home base to picturesque Central Florida. This versatile 2-story end-unit townhouse in a park-like setting lives like a single-family home. Privacy galore. It will appeal not just to 'Orlandoans' but also to snowbirds seeking Florida residency, investors, and South Floridians seeking a weekend retreat. Yes, the high-speed Brightline rail runs between Orlando and Miami. The 3rd bedroom features a loft/home-office design with custom cabinetry and a Murphy bed. Low-maintenance and pet-friendly lifestyle. You're home! Park, and enter your front door. Come and go at leisure without seeing a doorman.
Courtesy: LEGACY REALTY & BROKERS LLC
407-887-7779
RARE OPPORTUNITY TO OWN A GREAT HOME IN WINTER PARK! MOTIVATED SELLER! Check out this spacious 3 bedroom, 3 bathroom home almost 1800 sq. ft. The home offers a great layout with abundant natural light, comfortable living spaces and timeless design elements. Enjoy central Florida living in one of Winter Park's most established neighborhoods, walking distance to dining, shopping, parks and top-rated schools. If you are an investor looking for a rare gem this will be a GREAT opportunity for you!
Courtesy: LPT REALTY, LLC
877-366-2213
Excellent opportunity to own this second-floor, 2-bedroom, 1/1-bath condo in a Conveniently location close to healthy centers, excellent schools, restaurants and shopping with easy access to Costco, Walmart, and various dining options. Only 4 miles from Winter Park SunRail Train Station and 20 minutes from Orlando International Airport. This unit offers a cozy living/dining area with sliding doors leading to a private balcony that includes extra storage.
Courtesy: COMPASS FLORIDA LLC
407-203-9441
Welcome to 824 Garrett Court, a beautifully updated 4-bedroom, 2-bath home located on a quiet cul-de-sac in the highly desirable Winter Park Forest community. This bright and spacious residence is one of the only homes listed in this sought-after neighborhood in 2025. The interior features luxury vinyl flooring throughout, 4inch baseboards, an updated kitchen with stainless steel appliances (including a gas range and gas water heater) quartz countertops and fresh lighting throughout. Additional upgrades include newer windows and doors, a roof replaced in 2019, AC replaced in 2018, and ductwork encapsulated in 2024 for enhanced efficiency and air quality. The exterior is equally impressive, situated on a 0.23-acre lot with zoysia grass (extensive sprinkler system) and fruit trees throughout the entire yard. Enjoy peace of mind with a new fence installed in 2019, as well as gutters and fresh exterior paint. The screened-in back porch provides the perfect space for year-round outdoor living. Winter Park Forest is known for its close-knit community, tree-lined streets, and prime location. It sits just 5 minutes from Publix, Sprouts, Aldi and Costco and less than ten minutes from Park Ave and downtown Winter Park. The home is zoned for top-rated Lakemont Elementary, Maitland Middle, and Winter Park High School. Don’t miss this rare opportunity to own in one of Winter Park’s most coveted neighborhoods.
Courtesy: MARK SPAIN REAL ESTATE
855-299-7653
One or more photo(s) has been virtually staged. Welcome Home! Incredible opportunity to live in the desirable Country Lane community in Winter Park! This charming 3-bedroom, 2-bath POOL home features an extra-large backyard, ideal for entertaining, play, or future outdoor projects. Inside, you’ll love the beautiful engineered hardwood floors throughout—NO carpet! Major updates include New A/C (2022), Re-pipe (2022), and Roof (2015) for added peace of mind. The community of Country Lane offers outstanding amenities including a playground, tennis courts, multiple green spaces, and access to Lake Florence. Residents enjoy limited lake access perfect for kayaking, paddleboarding, canoeing, peaceful evening sunsets, and relaxing morning fishing. This home offers comfort, convenience, and an unmatched lifestyle—schedule your showing today!
Courtesy: KELLER WILLIAMS ADVANTAGE REALTY
407-977-7600
One or more photo(s) has been virtually staged. Welcome home to this beautifully updated 3-bedroom, 3.5-bath townhome tucked away on a quiet cul-de-sac in a desirable Winter Park community. Designed with comfort and functionality in mind, each bedroom features its own private bathroom, including a convenient first-floor bedroom with a fully updated, handicap-accessible bath showcasing a spacious tiled shower. The light-filled interior offers an open-concept great room that seamlessly blends the living, dining, and kitchen spaces—perfect for both everyday living and entertaining. The updated kitchen is complemented by abundant natural light, while neutral paint and modern flooring flow throughout the home with no carpet anywhere. Upstairs, both bedrooms feature generous walk-in closets and private baths, offering excellent storage and privacy. An interior laundry closet adds everyday convenience. Step outside to a large backyard retreat complete with a hot tub—ideal for relaxing or hosting guests. Additional highlights include a private two-car driveway and a peaceful setting just minutes from Winter Park’s endless shopping, dining, and entertainment options. This move-in-ready townhome combines thoughtful updates, flexible living spaces, and an unbeatable location—don’t miss the opportunity to make it yours.
Courtesy: LPT REALTY, LLC
877-366-2213
Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor condo in the heart of charming Winter Park, FL 32789! Meticulously updated since 2023, this home blends modern luxury with effortless comfort and is truly move-in ready. As you step inside, you’ll be greeted by elegant porcelain tile flooring throughout—offering both durability and a look that’s easy to maintain. The heart of the home, the kitchen, has been completely reimagined with sleek granite countertops, fresh cabinetry, and contemporary finishes that make cooking and entertaining a joy. The bathroom has also received a full renovation, featuring granite countertops and updated fixtures that enhance both style and function. With thoughtful design at every turn, this condo feels fresh, bright, and uniquely yours. Situated on the second floor for added privacy and natural light, this unit provides a peaceful retreat while still being close to all that Winter Park has to offer. Enjoy being minutes from Park Avenue, with its array of boutique shopping, acclaimed restaurants, art galleries, and outdoor markets. Explore scenic parks, lakeside boat tours, cultural attractions, and community events that make Winter Park one of Central Florida’s most desirable places to live. Whether you’re searching for your next home or an exceptional investment opportunity, 851 Miles Ave #13 showcases stylish updates, quality finishes, and a location you’ll love. Don’t miss your chance — schedule a showing today!
Courtesy: PARK TOWN REAL ESTATE LLC
561-801-9199
Location, Location, Location! Charming first floor 1 bedroom, 1 bath condo ideally located on North Park Avenue in the retro-chic Park Aire complex. Beautifully overhauled in 2018 with quartz counters, new cabinetry, new appliances, custom mosaic kitchen detail, new flooring, new lighting, updated electrical, with picturesque views of the Winter Park Golf Course and Casa Feliz. Enjoy a large walk-in closet, one assigned carport space, and a private storage room. The community offers a sparkling saltwater pool, two third-floor outdoor patios, laundry facility, elevator, and a guest-quarters efficiency available to owners for a nominal fee. Just steps from Park Avenue shopping and dining, cafes, churches, Winter Park Golf Club, Rollins College and more. No pets.
Courtesy: LPT REALTY, LLC
877-366-2213
Experience the best of Winter Park living in this beautifully updated 2-bedroom, 2-bath condominium located in the highly sought-after Park West Condominiums. Perfectly situated just steps from Park Avenue’s restaurants, boutique shops, cafés, and the weekly farmers market, this second-floor residence offers both comfort and convenience in one of Central Florida’s most desirable neighborhoods. Inside, you’ll find a bright and open layout with spacious bedrooms, ample storage, and large Sliding glass doors that open to 3 balconies that also fill the home with natural light. The entire home has been completely updated. The kitchen has new cabinets and granite counter tops, the guest bath has a new vanity and show/tub combo. The whole house has been freshly painted, Newer A/C and Water Heater. The living and dining areas are open, creating an inviting space for entertaining or relaxing after a day exploring downtown Winter Park. Community amenities include a sparkling pool, tennis courts, and beautifully landscaped grounds. Enjoy easy access to top local attractions such as Rollins College, Valencia College, Blue Jacket Park, and the Winter Park Amtrak Station just a block away. Just 15 minutes from Orlando International Airport and minutes to major highways, Park West offers the perfect balance of tranquility and connectivity. Whether you’re looking for a full-time residence, investment property, or a weekend retreat, this condo delivers the ideal blend of historic charm, modern convenience, and unbeatable location.
Courtesy: ONE LUXURY INTERNATIONAL LLC
407-312-8003
Under Construction. An architectural statement in the heart of Winter Park, this remarkable residence designed by renowned architect Gary Hancock is a masterclass in craftsmanship, architecture, and timeless elegance. From the moment you arrive, the home commands attention with a breathtaking façade defined by graceful archways and refined architectural symmetry. Every exterior line and material selection has been intentionally chosen to create a presence that feels both bold and enduring, setting this residence apart as something truly exceptional. Inside, the home unfolds into a light-filled interior where design and livability coexist seamlessly. Ten-foot ceilings, level 5 drywall, and an abundance of expansive windows allow natural light to pour into every space, illuminating the impeccable finishes and creating an airy, sophisticated atmosphere throughout. Upgraded designer light fixtures add warmth and character, while the open-concept layout is anchored by a stunning living area centered around a refined fireplace, offering a natural gathering space that feels both intimate and grand. Flowing effortlessly from the living room, the dining area opens through elegant doors to the outdoor entertaining spaces, beautifully blending indoor and outdoor living. At the heart of the home, the chef’s kitchen is as visually striking as it is thoughtfully designed. Custom cabinetry with integrated LED under-lighting, sleek quartz countertops, a paneled refrigerator, and a premium induction range are complemented by a full suite of high-end stainless steel appliances, reflecting the builder’s uncompromising commitment to quality, performance, and clean modern design. The primary suite is a private retreat, highlighted by a spa-inspired bath with a freestanding soaking tub, an expansive walk-in shower, and a beautifully designed walk-in closet with direct access to the laundry room for effortless everyday living. Each secondary bedroom continues the theme of elevated design, offering generous proportions, abundant natural light, and elegantly appointed en-suite baths that ensure comfort and privacy for family and guests alike. Outdoors, the home reveals another level of thoughtful craftsmanship. A covered patio with a fully equipped summer kitchen overlooks a sparkling pool and expansive backyard, creating a setting equally suited for quiet evenings or lively gatherings. What truly defines this residence is the extraordinary level of craftsmanship throughout. No detail has been overlooked, no finish treated as an afterthought, and no design decision made without intention. This is a home that feels as impressive in its execution as it does in its presence.
Courtesy: FANNIE HILLMAN & ASSOCIATES
407-644-1234
Welcome to 2350 Cady Way! Ideally located within walking distance to Brookshire Elementary and directly across from Showalter Field, this home offers easy access to the Cady Way Trail, Baldwin Park’s downtown area and dog park, Winter Park AdventHealth Hospital, and the Crosby Wellness Center, and is just a 5 to 10 minute drive to Park Avenue’s shopping, dining, and entertainment. Step inside to a bright and inviting living room with sliding doors to the backyard and a shared fireplace with the adjacent family room. The family room offers built-in shelving, cabinet storage, and sliding doors leading to a screened-in porch. The kitchen connects to a spacious laundry room with built-in cabinetry and floating shelves, with direct access to an oversized two-car garage featuring built-in shelving and storage cabinets. On the opposite side of the laundry room is a functional mudroom with an additional door to the backyard. The primary bedroom features a walk-in closet with excellent natural light. The primary bathroom includes a walk-in shower, granite countertops, and built-in storage. The secondary bathroom also offers granite countertops, built-in storage, and a bathtub. Throughout the home you will find abundant storage, exceptional natural light, and new remote-controlled ceiling fans. Major updates include a new HVAC system, full plumbing re-pipe, updated electrical panel, exterior flood lighting, new flooring, new fence, new dishwasher, and chimney repairs completed in 2021. Additional improvements include new garage doors and openers in 2024, and in 2025 a new refrigerator, new roof with a 10-year warranty, fresh interior paint, a landscape refresh, and brand new windows.
Courtesy: COMPASS FLORIDA LLC
407-203-9441
Under Construction. Signature new construction currently under way, thoughtfully designed for modern living with a refined balance of warmth, scale, and functionality. This two-story residence close to 3,200 square feet under air with a 4-bedroom, 4-full-bath layout plus a dedicated office and second-floor media room, delivering flexibility without compromise. The main level is anchored by a private primary suite featuring a generous walk-in closet, alongside a dedicated office with walk-in closet that can easily function as a guest bedroom. A main-level full pool bath, accessible directly from the lanai, enhances everyday livability and seamless indoor-outdoor flow. At the heart of the home, the kitchen is both elevated and inviting—appointed with custom oak cabinetry, a 48-inch gas range, walk-in pantry, and oak flooring. Wood-beam ceilings and a fireplace with custom built-ins frame the living and dining areas, creating a natural, cohesive flow ideal for both daily living and entertaining. Upstairs, additional bedrooms are thoughtfully arranged along with a spacious open media room, providing a flexible retreat for relaxation or gathering while maintaining privacy from the main living spaces. The backyard is designed as an extension of the home, featuring a resort-style pool and built-in BBQ area—perfect for year-round Florida living. Two-car garage. Architectural plans and floorplans available. Designed with care. Built with purpose. Inquire today
Enjoy the best of what luxurious lakefront living has to offer in this stylish, modern, smart new home in Winter Park's exclusive Via's neighbourhood. This spectacular, 5-bedroom, 6.5-bath, multi-level masterpiece combines innovative contemporary design with brilliant architectural artistry, blending the latest in modern living with superior craftsmanship. Tucked away on Lake Maitland adjacent to the Isle of Sicily, this exquisite home features state-of-the-art technology throughout, accented by classic, elegant finishes such as custom Walnut floors, staircase, landing and interior doors, and porcelain tile work. Designed for lakefront living and entertaining inside and out, a large designer chefs kitchen includes custom cabinetry, dual dishwashers, double ovens, warming drawers, a large walk in pantry and wet bar with wine cooler. Step outside to enjoy gorgeous views of the largest lake in Winter Park's chain, and outdoor lanai including a sparkling pool, an outdoor kitchen, a gas fire pit and outdoor shower. The first floor includes a large master suite, 2 additional bedrooms, and a formal dining room. glass-enclosed office, and gas fireplace. The second floor includes a den and two bedrooms with full baths. This modern Smart Home is iPad & Touch Panel integrated, including surround audio, lighting control, video doorbell with off-site answering, garage door control, voice control, retractable phantom lanai and patio screens
Courtesy: KELLER WILLIAMS WINTER PARK
407-545-6430
Make it your very own in 2026! Great opportunity to add your personal touches to this super 3 bed / 2 bath home in desirable Country Lane neighborhood. Vaulted ceiling bring tons of natural light into this great room style floorplan. Bonus room off dining area for office or crafts with door to fenced back yard - perfect for pets and play! Sunny kitchen at the heart of the home, with ample cabinet space. 3 good sized bedrooms, with great closets. Primary bedroom has access to private courtyard for morning coffee, exercise or meditations! Large 2 car garage with utility area. Mature landscape and rear gate to greenbelt area with short stroll to tennis and playground and lake access. Great schools and close to all Winter Park, Maitland has to offer!
Courtesy: LUXE HUNTER REAL ESTATE
407-984-4888
Welcome to 2634 Exuma Way, a well-maintained 3-bedroom, 2-bathroom home located in the heart of Winter Park, where comfort meets convenience. This property stands out as the only home in the area featuring a wrought iron privacy fence, offering a unique sense of character and added seclusion. Enjoy morning coffee or evening gatherings on the oversized front patio, while the backyard space provides room to relax, garden, or entertain. Inside, the kitchen features granite countertops and flows seamlessly into the living areas, creating a warm and functional layout. Additional highlights include: Oversized front patio Granite countertops Private backyard space Carport included Ring doorbell included Two separate storage closets for added convenience Located just minutes from Park Avenue, dining, boutique shopping, parks, cultural attractions, and top-rated schools, this home offers the best of Winter Park living—a charming neighborhood feel with easy access to everything Central Florida has to show you. Community is also amenity rich featuring a pool, clubhouse, tennis courts and a small golf area. Perfect for those seeking privacy, functionality, and a prime location. Schedule your showing today and experience the lifestyle this Winter Park gem provides.
Courtesy: RE/MAX TOWN & COUNTRY REALTY
407-695-2066
Mid-Century Modern architecture meets modern comfort in this beautifully updated Winter Park home. Clean lines, open sightlines, and warm architectural details create a timeless aesthetic that feels both stylish and inviting from the moment you arrive. Inside, the home features an open-concept layout with multiple living areas—ideal for entertaining or everyday living. The renovated kitchen is the heart of the home, showcasing sleek cabinetry, stainless steel appliances, modern lighting, generous counter space, and a large island that flows seamlessly into the dining and living areas. Natural light fills each room, highlighting the home’s thoughtful design and functional layout. Step outside from the large, cozy family room into your private backyard oasis—an entertainer’s dream. The resurfaced pool (Dec 2025) and updated pool equipment (Dec 2025) provide worry-free enjoyment, while expansive patio areas, string lighting, and multiple seating areas create the perfect setting for relaxing or hosting gatherings. The outdoor space is both private and versatile, delivering true Florida living year-round. Garden enthusiasts will love the raised garden beds, established landscaping, and fruit trees, including a mango tree, peach, fig, and Meyer lemon—perfect for anyone who enjoys homegrown produce and sustainable living. A charming garden pathway adds character and connects the outdoor spaces beautifully and a garden shed for your tools. Additional highlights include modern flooring throughout, updated bathrooms, flexible living spaces, and a layout that balances comfort with architectural character. Centrally located just minutes from Park Avenue, Rollins College, dining, shopping, downtown, and major roadways, this home offers the perfect blend of style, location, and lifestyle. A rare opportunity to own a Mid-Century Modern home with a private backyard setting and a gardener’s paradise in one of Winter Park’s most desirable areas.
Courtesy: KELLY PRICE & COMPANY LLC
407-645-4321
Welcome to 2665 Tierra Circle, a captivating Mediterranean-inspired residence nestled in the desirable Casa Aloma neighborhood of Winter Park. This thoughtfully maintained 4-bedroom, 2-bath home spans 1,885 square feet and has been lovingly cared for by a single owner for the past 23 years, evident in every detail throughout. Step inside to discover a flowing floor plan featuring distinct living, dining, and family rooms, all bathed in abundant natural light, particularly during the afternoon hours. The home's signature feature is its numerous French doors that seamlessly connect the interior spaces to enchanting garden islander styled courtyard areas, creating an indoor-outdoor living experience reminiscent of classic Mediterranean architecture. Elegant tile flooring flows throughout the home, complemented by crown molding that adds a refined touch to each room. The primary bedroom serves as a private retreat with its en suite bathroom featuring a walk-in shower, while three additional guest bedrooms share a well-appointed hall bath. Notably, the dividing wall between the third and fourth bedrooms has been removed to create a generous suite, offering flexibility to reinstate a fourth private bedroom with simple drywall installation if desired. The true showpiece of this property is the mature landscaping and garden spaces that surround the home, offering multiple courtyard areas perfect for entertaining or peaceful relaxation. The private pool provides a refreshing escape, while block walls throughout ensure complete privacy on the spacious 0.24-acre corner lot. Practical updates include a 2021 HVAC system and 2019 roof, natural gas utilities, and a large laundry and storage room. The two-car garage completes this exceptional offering, presenting a rare opportunity to own a meticulously maintained retreat in one of Winter Park's most sought-after neighborhoods.
Courtesy: RE/MAX TOWN & COUNTRY REALTY
407-695-2066
Prepare to fall in love with this comfy, cozy retreat tucked along a charming tree-lined street. From the inviting front elevation to the welcoming sitting porch and long driveway, this home instantly feels like “the one.” Inside, soaring vaulted ceilings and beautiful wood flooring create a warm, open atmosphere, while the eat-in kitchen shines with stainless appliances and extended counter space—perfect for baking, entertaining, or simply spreading out and enjoying your morning coffee. It’s a kitchen designed for gathering and making memories. The split-bedroom floor plan offers privacy for the primary suite, complete with its own bath and peaceful views of the private, fenced backyard. Step out to the spacious back patio—an ideal spot for early morning coffee or evening grilling. Enjoy peace of mind and energy efficiency with solar panels installed in 2023, helping keep utility costs low while adding modern value to this already wonderful home. Just a short stroll brings you to the community’s private lake access and tennis courts, adding a touch of lifestyle and recreation right outside your door. Conveniently located minutes from downtown Winter Park, major roadways, shopping, and dining, this home truly puts everything you need within easy reach. Charming, energy-efficient, and full of heart—this is a place where every day feels a little more enjoyable.
Welcome to this inviting single-family home at 7641 Village Green Dr in desirable Winter Park, FL. This well-maintained residence features 3 bedrooms and 3 full bathrooms across approximately 1,958 square feet of living space -- perfect for comfortable daily living and entertaining. Set on a generous lot of nearly 0.30 acres, the property includes a private fenced-in backyard with an in-ground pool, offering your own tranquil oasis for relaxing, play, and summer gatherings. Inside, the home offers a naturally welcoming layout with a neutral palette throughout and flexible living spaces that allow for personalization. The primary suite boasts a walk-in closet. Located close to a variety of shops, dining, and everyday conveniences.
Courtesy: CFRP REALTY LLC
407-682-8686
Perfect for Investor or Owner Occupied. Why pay rent when you can own. This 2nd floor end unit boasts of an open floor plan with the kitchen being open to the living room/dining area and features a breakfast bar. Stainless Appliances, including Refrigerator, Microwave, Flat top Range/oven, Dishwasher, full size front load washer and Dryer in Laundry Closet. Community features a pool/clubhouse. Excellent school zone which includes desirable Winter Park School High School, Glenridge Middle School, Aloma Elementary School. An ideal location that makes a Great Rental Investment property or owner occupied. Location, Location, Location... with only a few minutes to downtown Orlando, UCF, Valencia, Full Sail, Rollins College, theme parks, beaches, airport, highways 417 & 408, entertainment, dining & shopping. Call now for your private showing, will not last.
Courtesy: LPT REALTY, LLC
877-366-2213
Discover comfortable Winter Park living in this bright and stylish 3-bedroom, 2.5-bathroom corner-unit townhome located in the gated Grayson Square community. Abundant natural light fills the open-concept living area, which flows seamlessly to a covered lanai that’s perfect for relaxing mornings or quiet evenings. The modern kitchen includes stainless steel appliances, quartz countertops, and generous storage, offering both convenience and contemporary appeal. The owner’s suite features a spacious walk-in closet and an elegant ensuite bathroom with a glass-door shower and dual quartz vanities. Additional highlights include a two-car garage with epoxy flooring, and a washer and dryer for added ease. The community offers a peaceful pool with a cabana, along with 1GB high-speed fiber optic internet and 75 streaming cable and music channels. Ideally located just minutes from downtown Winter Park, the home provides easy access to major highways (436, 434, 417), as well as nearby conveniences such as Starbucks, Publix, and Walmart. Top-rated Seminole County Schools and the shopping and dining of Park Avenue are also close by. This thoughtfully designed home blends natural light, modern finishes, and a fantastic location to create a welcoming and refined place to call your own. ¡Hablo español!
Courtesy: KELLER WILLIAMS ADVANTAGE REALTY
407-977-7600
Tucked peacefully at the top of a cul-de-sac in the sought-after Garden Lake Estates community, this lakefront residence offers a rare blend of serenity, timeless character, and effortless Florida living. From the first approach, the home feels warm and welcoming, mature landscaping frames the paver drive, and a charming front porch sets the tone for the relaxed, inviting style carried throughout. Inside, the home’s thoughtful split-bedroom layout and multiple gathering spaces create a natural flow for both everyday comfort and entertaining. The formal living and dining areas lead seamlessly into the heart of the home, where a cozy wood-burning fireplace anchors the family room. The kitchen lives warm and inviting, with rich wood cabinetry, granite countertops, stainless steel appliances, and thoughtfully designed glass-front display cabinets. A convenient pass-through connects the kitchen to the sunroom, keeping the cook part of the conversation and offering glimpses of the lake. Combined with the adjacent dining areas, this space supports both casual meals and memorable gatherings with ease. Just beyond, a light-filled sunroom becomes a true showcase space, expanded with tongue-and-groove ceilings, skylights, and panoramic views that draw the outdoors in. This room lives beautifully as a lounge, reading retreat, or entertaining extension, opening directly to the home’s outdoor living areas. Designed for connection to nature, the rear of the home opens to a large screened lanai and an extended lakeside deck, capturing wide sparkling views of Garden Lake. Morning sunrises, evening reflections, and gentle breezes set the backdrop for daily living. Step down to the flagstone patio or the beautifully landscaped yard for even closer access to the shoreline, perfect for launching a kayak or savoring the peaceful setting. Every detail has been tastefully appointed, from updated baths to well-maintained finishes that reflect pride of ownership. The primary suite enjoys privacy and garden views, while two additional bedrooms create versatility for guests, office space, or multigenerational living. This neighborhood is a quiet, established enclave offering a uniquely calm, tucked-away feel while remaining close to everything. A short drive brings you to Winter Park’s signature lifestyle, shopping on Park Avenue, an exceptional dining scene, medical centers including AdventHealth Winter Park, and convenient access to major roadways for commuting or travel. Nearby higher education anchors such as Rollins College and Full Sail University, along with major regional employers, add to the area’s vitality. Schedule your private tour today!
Experience the best value in Winter Park. Beautifully maintained corner-unit townhome in the desirable Four Seasons community, offering a perfect blend of comfort, privacy and style. This bright and inviting residence features modern laminated floors, new carpet in the bedroom areas, granite kitchen countertops, updated lighting, and recently painted interiors. Enjoy the convenience of a private front entrance and a second entrance from the spacious patio- ideal for added flexibility and seamless indoor=outdoor living. Abundant natural light enhances the the open layout and inviting living areas. Four Seasons community delivers top tear amenities: 3 swimming pools, tennis courts, a fitness center, clubhouse, laundry facilities and beautifully maintained green spaces . Ideally located near Full Sail University , shopping, dining, and major roadways. A turnkey home you won't want to miss.
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past while offering contemporary sophistication. Unlike many historic properties, it is free from preservation restrictions, allowing for seamless enhancements. On the shores of Lake Virginia along the desirable Winter Park Chain of Lakes, this 3,181-square-foot estate features four bedrooms, three full baths and two half baths, with three bedrooms in the main house plus a detached one-bedroom guest cottage. The second-floor primary suite is a private retreat with a Juliet balcony, dual closets and an elegantly appointed bath with an expansive dual-sink vanity, a separate water closet, and a washroom with a shower-tub combination. A Jack and Jill bath, adorned with Maharam wallpaper, serves the additional upstairs bedrooms. The Poliform Twelve kitchen showcases European craftsmanship with Gaggenau and Sub-Zero appliances, sleek Italian cabinetry and natural basalt countertops. The formal dining room, framed by arched windows and French doors, opens to a vine-covered courtyard, while the sunroom offers uninterrupted lake views. A fireplace in the living room, flanked by custom built-ins, adds warmth to the home’s contemporary aesthetic. Beyond its striking interiors, the estate is an architectural rarity, featuring original woodwork by Gene Leedy, a key figure in the Sarasota School of Architecture. The home is crowned with sought-after Ludowici-Celadon Imperial roof tiles. Poliform built-ins extend throughout, including a dedicated upstairs office/library. An integration of art and architecture, the property features site-specific installations by acclaimed artist Matt Olson. His No Separation project finds a compelling continuation here. The entryway, designed by Olson’s firm OOIEE and inspired by Sol LeWitt, makes a striking first impression. Designed for seamless indoor-outdoor living, the estate’s exterior spaces are as refined as its interiors. A covered deck overlooks a heated saltwater pool. A wood-clad pergola shelters the lanai. The boathouse includes a partial bath, creating a waterfront sanctuary. A Sonos-integrated sound system extends from the main house to the patio, guesthouse and boathouse, ensuring a seamless sensory experience. The detached guesthouse is a private retreat with a full bedroom, bath, kitchenette and Poliform built-ins. Floor-to-ceiling windows frame manicured grounds and lake views, while a private covered porch provides a tranquil space for relaxation. Every detail has been meticulously curated, from designer lighting to motorized roller shades and a wood-burning fireplace anchoring the living room. A private wine library enhances the home’s sophisticated appeal. Meticulously maintained by E2 Concierge services, the residence undergoes routine wellness checks and meticulous upkeep. A distinctive home of this caliber is rarely available, a residence where history, architecture and art converge in harmony. This is a once-in-a-lifetime opportunity to own one of Winter Park’s architecturally and artistically significant properties.
All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2025 BeachesMLS, Inc.
The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2025 MIAMI Association of REALTORS®, all rights reserved.
Winter Park is located in Florida. Winter Park, Florida has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Winter Park, Florida is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park is 45.3 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.
