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446 Alberta Drive, Winter Park
$1,600,000
4 Beds ⋅ 3 Baths ⋅ O6319233 MLS
Charming Opportunity in Prime Winter Park – 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits on a double lot that is .35 acres. Only a mile stroll to the famous Park Ave shops, dining and entertaining. Home site over looks Lake Osceola and the multi million dollar homes all around!! A neighborhood lot, a few doors down, allows residents to have walking access to Lake Osceola for paddle boarding, fishing, swimming or just to enjoy the view!! This home has only had one owner and is uniquely positioned not to see a next-door neighbor to your left or right!! Embrace the mid century modern style of this home or it is priced to be a tear down to build your dream home around the other multi million dollar homes. Nestled in the heart of highly sought-after Winter Park, this spacious 4-bedroom, 2.5-bath home offers over 3,260 square feet of living space on an oversized .35 acre lot with gorgeous lake views—ideal for enjoying sunsets from a future second-story balcony or out your current kitchen window!! The 4 bedrooms are very generous in size, have ample natural light and each one has oversized closets. The bathrooms have been updated with style in mind. The luxury vinyl floors were recently installed along with new kitchen appliances. Featuring a distinctive Mansard-style roof, this residence boasts strong architectural character and a versatile layout designed for modern living. Inside, you’ll find new luxury plank flooring, large windows that invite abundant natural light, and generously sized rooms with ample closet and storage space. Home offers a lot of character and charm with the present architectural features of a Chicago brick wall, ceiling accent beams and for the art lover a huge paneled art gallery wall!! The home includes two separate living areas, a formal dining room, an eat-in kitchen, and an office area with abundant storage and desk work space —perfect for work-from-home needs, student study session or family organization. The 2-car garage adds both storage and convenience and has a large utility closet inside the garage to stay organized. While the home is ready for your personal touch, it presents a rare chance to customize and elevate a spacious property in a top-rated school district, just minutes from parks, shopping, dining, and lakefront recreation. Whether you're looking to renovate, invest, expand upward, or build your dream home — the potential here is truly exceptional.

446 Alberta Drive, Winter Park

3262 Oak Lake Place Unit 139, Winter Park
$163,000
2 Beds ⋅ 3 Baths ⋅ O6382548 MLS ⋅ Bldg 8cunit 139 BLDG.
One or more photo(s) has been virtually staged. Modern Charm in Prime Winter Park Location! Step into this beautiful 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community of Winter Park. Freshly painted with brand-new carpeting throughout, this stylish 1,031 sq. ft. home offers both comfort and flair. Enjoy peace of mind with a new roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a savvy investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!

3262 Oak Lake Place Unit 139, Winter Park

1523 Golfside Drive, Winter Park
$649,000
4 Beds ⋅ 2 Baths ⋅ O6392204 MLS
POOL HOME, nestled along the 14th fairway of Winter Park Pines Golf Course (WP18). A peaceful retreat with no rear neighbors—ideal for tranquility and privacy. Offering 1,936 square feet, four bedrooms, two bathrooms and an inside utility room, this is a hard-to-find gem in Winter Park. Perfectly situated in a tree-lined community overlooking the golf course. Upon entering, you are greeted by a spacious foyer that leads into a formal living room and then transitions into a formal dining area. The updated kitchen includes a cozy breakfast nook. The inviting family room features vaulted ceilings, beams and a fireplace creating a welcoming atmosphere for gatherings and relaxation. The primary suite boasts his-and-her closets, enhancing functionality. This home is zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School. Recent updates include AC (2014), Windows (2020), New Roof (2025), New Electrical Panel (2025), and Re-pipe (2026). WELCOME HOME!

1523 Golfside Drive, Winter Park

660 Osceola Avenue Unit 101, Winter Park
$2,232,000
3 Beds ⋅ 4 Baths ⋅ O6353495 MLS ⋅ 660 BLDG.
Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered lakefront patio, where you can enjoy al fresco meals and admire your boat in its personal covered slip with electric lift. The spacious kitchen offers new cabinetry, under-cabinet lighting, hardwood countertops, and a farmhouse sink. Built-in appliances include a Sub-Zero® Refrigerator, a Wolfe® Gas Cooktop, Dacor® Ovens, and a Bosch® Dishwasher. From the kitchen, you have access to the sizable adjacent library, with its wall-to-wall bookcases. Configure it as your office or a family room if you wish. A wall of glass doors and windows makes the lake a focal point in your primary bedroom suite. The en-suite bathroom features a jacuzzi bathtub, walk-in shower, two separate vanities, and a secluded Toto®-equipped water closet. A large walk-in closet completes the suite. Two more spacious bedrooms are on the opposite end of the residence. One includes its own en-suite full bathroom. Both share an outdoor patio space. Additionally, you’ll find a third full bathroom and a powder bathroom. The laundry room includes a Miele® washing machine and dryer set. In the secured garage, you have two assigned parking spaces and a sizeable storage room. Perle du Lac residents enjoy exclusive community amenities, including a heated swimming pool, hot tub, beautifully maintained grounds, and double-gated security for peace of mind. All of this is minutes from Park Avenue, Rollins College, and everything that makes downtown Winter Park famous.

660 Osceola Avenue Unit 101, Winter Park

770 Carver Street, Winter Park
$372,400
4 Beds ⋅ 2 Baths ⋅ O6349509 MLS
Welcome to 770 Carver Street in the highly sought after Winter Park, Florida! This charming three-bedroom, one-and-a-half-bath home offers nearly 1,300 square feet of versatile living space, brimming with potential. Whether you’re a potential homeowner or an investor/developer seeking your next opportunity, this property presents an ideal canvas to bring your vision to life. The home boasts a spacious layout with ample natural light throughout. The large, fenced-in backyard is a standout feature, offering the perfect foundation to create your own private oasis—whether you envision a tranquil garden, a play area, or an outdoor entertainment space. Located in one of Winter Park’s most sought-after neighborhoods, you’ll enjoy unparalleled convenience. The home is just minutes away from top-rated schools, shopping, dining, major highways, and world-renowned attractions. More photos coming soon! Don’t miss out on this incredible opportunity to own in a prime location with endless possibilities. Schedule your private showing today and make your home dreams a reality!

770 Carver Street, Winter Park

649 Berwick Drive, Winter Park
$630,000
4 Beds ⋅ 2 Baths ⋅ O6388752 MLS
OPEN HOUSE CANCELED - MULTIPLE OFFERS. Located in the sought-after Brookshire Heights neighborhood, this original-owner Winter Park home sits on a large lot with no HOA and offers the space and flexibility today's buyers are looking for. The split floor plan features 4 bedrooms, 2 bathrooms, and 1,943 square feet of living space filled with natural light throughout. The kitchen is equipped with stainless steel appliances, and the screened porch provides a comfortable outdoor retreat for everyday living or entertaining. A two-car garage and generous lot complete the package. Ideally situated near AdventHealth Winter Park, Crosby Wellness Center, Winter Park Pines Golf Club, Cady Way Trail, Park Avenue, Baldwin Park, and top-rated Winter Park schools, this home delivers an exceptional location with long-term value at appraisal price.

649 Berwick Drive, Winter Park

1602 Alabama Drive Unit 403, Winter Park
$1,100,000
2 Beds ⋅ 2 Baths ⋅ O6373348 MLS ⋅ 1602 BLDG.
Perched on the top floor in the heart of Winter Park, this luxury, open-concept residence offers a rare blend of elevated design and everyday ease. Enjoy the peace of no neighbors above, plus the privacy, security, and lock-and-leave convenience that only condo living can provide without sacrificing space, light, or lifestyle. The Alabama delivers a rare Winter Park combo of modern living and historic soul. This home has views and access to Lake Maitland and the Winter Park Chain of Lakes. The unit was completely renovated in 2020 by Zoltan Custom Homes, and all of the designer finishes were done with intention. Engineered wood flooring runs throughout, setting a warm, modern tone that pairs beautifully with the clean architectural lines. The chef's kitchen anchors the space with a soap stone waterfall island, custom white oak cabinetry, and Thermador appliances, creating a seamless flow to the living area. There are Sonos speakers featured in the ceiling throughout the unit. This space was meant for both everyday living and entertaining. Natural light pours in, allowing you to soak in the beautiful lake views. Sunsets in this condo are a true dream. The primary suite offers a retreat-like setting with a large walk-in closet and a spa-like bathroom featuring elegant marble finishes, porcelain flooring, and a free-standing tub. The secondary bedroom has been intelligently designed as a convertible office with a built-in Murphy bed and a closet featuring built-ins and great storage. This room can be suitable for full-time living, a dedicated office, or a wonderful guest room. Every detail has been thought out for functionality and aesthetic design. Located just steps from Kraft Azalea Gardens and Park Avenue, with access to the Winter Park Chain of Lakes, creating the perfect lifestyle. Only one boat slip is available at this time and is on first come first serve basis...The windows have all been restored in keeping with the historic building, but the seller added "Indow Window" inserts for quiet and energy efficiency.

1602 Alabama Drive Unit 403, Winter Park

102 Lewfield Circle Unit 102, Winter Park
$189,900
2 Beds ⋅ 2 Baths ⋅ O6387520 MLS ⋅ 102 BLDG.
Lovely 2 bedroom, 2 bath condo with formal dining room. The building exterior features Brick, Colonial Style with Brick Paver Walkway and Beautifully Landscaped Grounds. Community Amenities include 2 Swimming Pools, Lighted Tennis Courts, Fitness Center, Car care facilities and a Clubhouse. WATER INCLUDED IN HOA FEE! Check out the Large Living Room next to the HUGE Porch overlooking the SCENIC COURTYARD. This upstairs unit has an inside stairwell leading to the entrance to the unit. The Living Room also has GREAT VIEWS of the COURTYARD beyond the Sliding glass doors! BEAUTIFUL NEW LAMINATE FLOORING IN BEDROOMS AND HALLWAY, WOOD FLOORING IN LIVING AND DINING AREAS. TILED Bathrooms and Foyer. ENJOY your coffee or favorite beverage on your Over-sized BALCONY while inhaling Fresh Air and Absorbing the PEACEFUL AND TRANQUIL VIEWS! WALK TO THE SHOPPING MALL! CLOSE to 436, bus route. GREAT SEMINOLE COUNTY SCHOOLS!! GREAT CENTRALIZED LOCATION!! WELCOME HOME!!

102 Lewfield Circle Unit 102, Winter Park

7733 Country Place Unit G2, Winter Park
$172,000
2 Beds ⋅ 2 Baths ⋅ O6380426 MLS ⋅ G BLDG.
Welcome to Goldenrod Villas of Winter Park, where location, layout, and UNLIMITED POTENTIAL come together in this 2-bedroom, 2-bath single-story condo ready for your vision and personal touch. Ideal for investors, first-time buyers, or anyone looking to create a space tailored to their own style, this home offers STRONG BONES and a FUNCTIONAL FLOOR PLAN that simply needs a cosmetic refresh to truly shine. Inside, you’ll find an OPEN-CONCEPT LAYOUT where the Living room, Dining area, and Kitchen flow effortlessly together, creating a spacious feel perfect for everyday living or entertaining. The Kitchen features pantry shelving, a CONVENIENT LAUNDRY CLOSET, and a COZY EAT-IN AREA for casual dining. The Living Room is bright and welcoming, complete with a ceiling fan and sliding glass doors that open to a SIZEABLE ENCLOSED, SCREENED BACK PATIO. This extended outdoor living space includes a storage closet and overlooks a SPACIOUS, FENCED BACKYARD — a rare and desirable feature that provides privacy and room to relax. The Primary Suite offers generous proportions, a ROOMY WALK-IN CLOSET, and a private en-suite bath. Sliding glass doors from the bedroom also lead directly to the screened patio, adding a PEACEFUL INDOOR-OUTDOOR CONNECTION.. The second bedroom is impressively sized with its own HUGE WALK-IN CLOSET and easy access to the second full bath. Residents of Goldenrod Villas enjoy a SPARKLING COMMUNITY POOL and well-maintained grounds, all while being perfectly positioned in the heart of Winter Park. Just MINUTES AWAY, you’ll find the shops and restaurants of WINTER PARK VILLAGE and the charming boutiques and dining along Park Avenue. Outdoor enthusiasts will appreciate EASY ACCESS to the Cady Way Trail, while nearby Rollins College and Full Sail University add to the vibrant community atmosphere. Major roadways including 436, 417, and 408 are CLOSE BY, making commuting simple and convenient. With its UNBEATABLE LOCATION and endless possibilities, this condo is a fantastic opportunity to renovate, personalize, and BUILD EQUITY in one of Central Florida’s most sought-after areas. Bring your creativity and make it your own!

7733 Country Place Unit G2, Winter Park

100 S Interlachen Avenue Unit 404, Winter Park
$1,100,000
2 Beds ⋅ 2 Baths ⋅ O6375851 MLS ⋅ 100 BLDG.
Perfectly positioned just one street from iconic Park Avenue, this exceptional Winter Park residence is a masterclass in refined luxury and bespoke design. With unobstructed views often lush landscape and lake views from coveted fourth-floor vantage point, this one-of-a-kind pied-'a-terre has been completely transformed by W DESIGNS LTD. into a sophisticated sanctuary with an old-world Ritz Carlton vibe. Every detail has been curated to the highest standard-from the dramatic CALCUTTA GOLD and Harlequin Marble Flooring to the rich Quartzite surfaces and fully customized solid wood cabinetry throughout. The kitchen and baths are adorned with SOLID BRASS hardware and fixtures, including a custom Phylrich faucet, while both bathrooms are enveloped entirely in Marble, creating a true spa-like experience. GOLD LEAF LIGHTING, Exquisite Millwork, Custom paneling, Crown Molding, Solid Wood Beams, Lacquered Doors, and a flawless LEVEL 5 Finish elevate this home to a level rarely seen. No expense has been spared. Set along the coveted Winter Park Chain of Lakes and just a block away from the boutiques and restaurants of exclusive Park Avenue, is this rare offering for the most discerning buyer seeking timeless elegance, location, and exclusivity. This type of real estate does not come on the market often.

100 S Interlachen Avenue Unit 404, Winter Park

1695 Lee Road Unit E211, Winter Park
$110,000
2 Beds ⋅ 1 Baths ⋅ L4957574 MLS ⋅ E BLDG.
HUGE $15,900 PRICE DROP! Discover your perfect home in this two-bedroom, one-bath second-floor unit at Waterfall Cove, ideally situated in the heart of Winter Park. This inviting open-concept layout features large windows that fill the space with natural light, along with cozy carpeting throughout and stylish tile in the bathroom. Each bedroom offers a comfortable retreat, while sliding glass doors open to a spacious private balcony overlooking a serene, park-like setting with walking paths. Take comfort in knowing the unit is equipt with impact doors and windows for protection from flying debris, strong winds and forced entry. Waterfall Cove boasts beautiful grounds, including rolling lawns, a pool, and a dog park, all in a quiet community. Enjoy the convenience of being within walking distance to shopping centers, gyms, cinemas, and more. With easy access to Rollins College, UCF Valencia College, and major roads leading to theme parks, this unit is perfect for first-time buyers, those looking to downsize, or investors. The HOA covers exterior maintenance, including your balcony, cable, and internet as well as bi-monthly pest control. Don’t miss this opportunity!

1695 Lee Road Unit E211, Winter Park

132 Burks Circle, Winter Park
$1,500,000
4 Beds ⋅ 5 Baths ⋅ O6354963 MLS
Just Reduced $100,000 below appraised value!!!!! Experience refined living in this completely remodeled single story residence located in the heart of Winter Park. Enjoy luxury living in this impeccably maintained home. This beauty offers three spacious bedrooms and three beautifully appointed baths in the main house and a 1bed/1bth studio apt above the garage. Enter the spacious floorplan featuring open living and dining areas separated by a gorgeous double sided fireplace. The kitchen is a chef's dream with updated appliances and stunning marble countertops complete with lots of storage and work space. The living room features a panel of french doors overlooking the professionally landscaped and pavered back yard complete with a large resort style pool and soothing heated spa. Enjoy your morning coffee and your favorite afternoon beverage on the pavered lanai featuring remote control exterior shades. A half pool bath is part of this amazing landscape. The 2+car detached garage features an upstairs studio apartment perfect for guests, a home office or rental income. It is complete with a kitchenette, large bathroom and washer/dryer. The large master bedroom boasts two walk in closets, open step in shower, a double vanitiy and water closet . Lots of natural light, too!! Enjoy the guest room complete with an en-suite bath and, of course, the 3rd bedroom is perfect for family. Your paradise is only 2 miles from Park Avenue known and loved by so many for it's art galleries, restaurants, upscale shopping and parks. Top rated medical facilities within a short distance. This is lifestyle living at it's finest !

132 Burks Circle, Winter Park

1375 Merrydale Way, Winter Park
$430,000
3 Beds ⋅ 3 Baths ⋅ O6381681 MLS ⋅ Hawks Crest BLDG.
Wake up to tranquil lake views and effortless luxury in this like-new 3-bedroom, 2.5-bath townhome, built in 2022 and perfectly positioned in the highly sought-after Enclave at Hawks Crest. From the moment you arrive, this home delivers the ideal blend of modern design, serene surroundings, and unbeatable location. Step inside to a bright, airy open floor plan with soaring ceilings and abundant natural light, creating a warm atmosphere perfect for both entertaining and everyday living. The gourmet kitchen is a showstopper; sleek modern appliances, generous counter space, and thoughtful design make it a dream for cooking, hosting, or casual mornings at home. Flow seamlessly into the inviting living area and out to your private pond view patio, where peaceful water views set the scene for morning coffee or sunset dinners. Upstairs, the oversized primary suite is your personal retreat, offering a calm, spa-like ensuite bath and plenty of space to unwind. Two additional bedrooms provide flexibility for guests, a home office, or growing needs. Beyond the home, enjoy resort-style living with an amazing community pool and a location that truly shines. Kelly’s Ice Cream and Foxtail Coffee are just a one-block stroll away, and iconic Park Avenue in Winter Park is only a 10-minute drive, placing dining, shopping, and entertainment right at your fingertips. This is more than a home it’s a lifestyle of water view serenity, walkable conveniences, and modern elegance. Opportunities like this don’t come often… don’t miss your chance to call it yours. Home was stage on 1st level in the photos. Home is tenant occupied and kept immaculate. They would also be willing to stay on and rent if purchased by an investor.

1375 Merrydale Way, Winter Park

1552 Florentino Lane, Winter Park
$360,000
3 Beds ⋅ 3 Baths ⋅ O6371271 MLS ⋅ N/A BLDG.
BACK ON THE MARKET, BUYERS FINANCING FELL THROUGH! Welcome to this beautifully upgraded corner townhome located in the desirable gated community of VISTAS AT LAKE HOWELL in Winter Park, Seminole County. This spacious residence offers 1,682 sq ft under air (2,861 sq ft total), built in 2004, with 3 bedrooms and 2.5 baths, and is perfectly positioned on a corner lot for added privacy and natural light. From the moment you enter, you’ll notice the thoughtful upgrades and clean, modern aesthetic throughout the home. The first floor features durable and elegant luxury vinyl flooring, soft neutral tones, crown molding, and an open-concept layout that flows beautifully for everyday living and entertaining. The open kitchen is equipped with stainless steel appliances, generous cabinetry, and a convenient coffee or wine station. Three large sliding glass doors bring in abundant natural light and open to a covered and screened patio, creating a seamless indoor-outdoor living experience. The sliding door shades on the first floor are motorized for convenience and comfort. The staircase is a true design feature, showcasing custom glass panels with modern style railings and integrated wall lighting that elegantly guides you to the second level. Upstairs, you’ll find all three bedrooms, including a spacious primary suite with a large glass shower and granite countertops. The additional bedrooms are generously sized and ideal for family, guests, or a home office. All windows feature custom trim. The community offers 24-hour gated privacy, beautifully maintained surroundings, and is located within top-rated Seminole County schools, all with a remarkably low HOA fee. 2019 Roof. Ideally located in one of Central Florida’s most sought-after areas, this townhome combines design, comfort, privacy, and location , making it a truly exceptional opportunity. Schedule your private showing today.

1552 Florentino Lane, Winter Park

611 Williams Drive, Winter Park
$3,100,001
5 Beds ⋅ 5 Baths ⋅ O6387016 MLS
Artistry and exquisite style are brilliantly showcased in this renovated Winter Park masterpiece. Located in the coveted neighborhood of Park Grove, this magical home is sure to take your breath away, with stunning surprises around every corner. Since 2022, the home has undergone an extraordinary transformation in thoughtful renovations, upgrades, and enhancements throughout. Highlights include refinished and new hardwood floors extended across the entire first floor and continued onto the second level with sound-reducing underlayment, renovated bathrooms with designer plumbing fixtures, and new door hardware throughout for a cohesive, high-end finish. A dramatic 16-foot sliding glass door was added by removing the former wall, opening the living spaces to the outdoors with a sleek modern system. Elevated by designer lighting, sophisticated wall coverings, and custom window treatments, the thoughtful floor plan leaves nothing to be desired. At the center of the home, the open family room seamlessly converges with a polished kitchen, separated by an expansive breakfast bar. Sub-Zero, Wolf, and Bosch stainless steel appliances, including a gas cooktop and built-in dual convection ovens, surround a separate prep island. A sun-filled dinette with pool views sits at the far end. Ample storage, a walk-in pantry, built-in workstation, and wet bar/butler’s area with icemaker enhance functionality and entertaining. Lounge or dine beneath two covered lanai areas with electronic screens, or enjoy the newly redesigned & resurfaced pool and deck completed in 2023. Improvements include an expansive sun shelf with bubbler and umbrella sleeve, conversion to a saltwater system, and updated marble pool deck, all surrounded by a newer vinyl fence and block walls lined with tall hedges for privacy. Defined front living and dining rooms feature floor-to-ceiling windows with custom window treatments, while a perfectly placed powder room and coat closet are off the grand foyer. The spacious laundry room, with a laundry chute, is bursting with natural sunlight. The floor plan further enhances functionality with a downstairs Primary Suite featuring French doors that provide direct access to both covered lanais and the backyard. The newly renovated primary bath offers an LED-lit glass shower, soaking tub beneath a window, water closet, and large custom boutique-style walk-in closet. Tucked behind the dinette is the secondary guest bedroom wing currently used as a private office, with French doors, and a renovated full bath accessible from the pool deck. Upstairs features three large bedrooms, two full bathrooms, and a gym equipped with a built-in mini fridge, all centered around an enormous bonus room with built-in cabinetry. The oversized side-facing two-car garage sits off Summerland Avenue’s charming brick street and includes epoxy floors, workshop space or room for bikes & strollers, a second refrigerator, storage cabinets, and extensive hanging storage. The westside lawn was designed with a trellis over the garden area, perfect for homegrown produce. The garden area includes dedicated irrigation lines that feed from the well irrigation system. Other luxury elevated features include a home audio system (inside and out), a whole-house generator, whole-home water filtration system, and integrated security system with hard-wired cameras. This home truly has it all.

611 Williams Drive, Winter Park

1183 Wildmeadow Run, Winter Park
$800,000
4 Beds ⋅ 4 Baths ⋅ O6379772 MLS
Welcome to this original-owner residence in The Meadows at Hawk’s Crest, where thoughtful design and exceptional privacy come together—featuring two true primary suites, one on the first floor and one on the second. Set on an oversized fenced homesite along a quiet non-thru street with no neighbor to the east, this beautifully maintained 4-bedroom, 3.5-bath home offers over 3,020 sq.ft. of living space and approximately $80,000 in luxury upgrades throughout, along with both a seller-provided home warranty and remaining builder warranty for added peace of mind. • PRIMARY SUITES—The first-floor primary suite offers a private main-level retreat with split vanities, a walk-in shower, and a spacious closet, while the second-floor primary suite features dual walk-in closets, a double-sink vanity, and walk-in shower, providing exceptional flexibility for extended stays or multigenerational living. • LIVING SPACES—The open-concept main level seamlessly connects the kitchen, dining, and family room, enhanced by quartz countertops, stainless steel appliances, an externally vented kitchen hood, luxury vinyl plank flooring throughout the first floor, and recessed lighting across the entire home, including both primary bedrooms; a dedicated first-floor office adds valuable versatility, while upstairs a generous loft and oversized game/media room create a true second living zone alongside two additional bedrooms and a full bath. • TECHNOLOGY & FEATURES—Cat5 wiring with a central hub supports modern connectivity, with the home pre-wired for security and enhanced by a Ring doorbell, exterior cameras, and smart-ready infrastructure, while storage is abundant with multiple walk-in closets, hall and linen storage, pull-down attic access, and garage ceiling storage racks. • OUTDOOR LIVING—Exterior landscape lighting, a mounted outdoor TV, and a widened paver driveway complement a private backyard with ample space for a future pool or custom outdoor oasis. • COMMUNITY & LOCATION—Lawn care is included within The Meadows, and residents enjoy resort-style amenities including a community pool, splash pad, fitness clubhouse, and virtual-guard gated entry, all conveniently located near shopping, dining, major roadways, and Winter Park attractions with quick access to Lake Howell Branch Park, the Cross Seminole Trail, and the Cady Way Trail—offering a rare combination of dual primary suites, privacy, and value priced below comparable plans currently offered in Hawk’s Crest.

1183 Wildmeadow Run, Winter Park

3324 Balsam Drive, Winter Park
$376,000
3 Beds ⋅ 2 Baths ⋅ O6380852 MLS
Location Location Location! Spacious three-bedroom, two-bath home offering versatile living areas and a functional layout. Features include a separate family room and living room, plus a dedicated office ideal for remote work or flex use. The kitchen flows easily into the main living spaces, making it great for everyday living and entertaining. Step outside to a large backyard with plenty of room to relax, play, or garden, and enjoy year-round comfort on the screened porch. A well-designed home with room to spread out both indoors and out. Home was replumbed in Dec 2025 along with a new hot water heater. Refrigerator and disposal are Jan 2026. The roof is 7 years old and the HVAC system is 6 years old. Entire interior and exterior of house painted in 2026. This is a must see!

3324 Balsam Drive, Winter Park

2652 Abbey Road, Winter Park
$430,000
5 Beds ⋅ 2 Baths ⋅ O6394577 MLS
Welcome to 2625 Abbey Rd—where opportunity meets location in the heart of Winter Park! Tucked away on a quiet cul-de-sac and sitting on a spacious corner lot in the highly sought-after Winter Park Estates subdivision, this 1,938 sq ft solid block home is what we like to call a “diamond in the rough”… emphasis on the diamond. Let’s be honest—she’s ready for a glow-up. But the good news? Most of the important stuff is already done. With a newer roof ( 2021), updated A/C, and double-pane windows and slider(2021), you can focus your budget on making it beautiful instead of worrying about some of the big-ticket items. Inside, you’ll find a generous layout with multiple living spaces, a formal dining area, and plenty of natural light just waiting to shine even brighter with your updates. Whether you're an investor, renovator, or a buyer with vision, this home is your blank canvas. A standout feature is the separate entrance leading to a full second kitchen—offering incredible flexibility. This space could be ideal for guests, multi-generational living, or even future income potential as an Airbnb or private ensuite. Outside, the oversized corner lot and mature landscaping give you plenty of space to create your own outdoor retreat—or finally start that garden you’ve been talking about. Everyday conveniences are just around the corner, including Sprouts Farmers Market, Publix, Costco, boutique shopping, cafés, and fine dining along Park Avenue and Baldwin Park. Enjoy quick access to major highways for easy connectivity throughout Central Florida, all while being surrounded by established neighborhoods and consistent buyer demand—making this not just a home, but a smart investment in location. If you’re not afraid of a little elbow grease and can see the potential, this one might just be your next masterpiece.

2652 Abbey Road, Winter Park

501 Henkel Circle, Winter Park
$1,905,000
5 Beds ⋅ 5 Baths ⋅ O6389996 MLS
Walk to Park Avenue from this stylish and impeccably maintained Winter Park home, tucked along a charming brick street just minutes from the shops, dining, and vibrant energy of downtown Winter Park. Designed for both effortless living and entertaining, the main residence offers 3,410 SF with 4 bedrooms and 3.5 baths, while a detached studio apartment sits above the two-car garage, adding 300+ SF of living space. Complete with a full bath, separate AC unit, and oversized storage room, this flexible space is perfect for in-laws or guests, a gym, art studio, game room, or the home office of your dreams. Truly turnkey, this home comes with an impressive list of recent improvements... And when we say NEW, we mean BRAND NEW! Major updates include a NEW gas tankless water heater (2026), THREE NEW HVAC systems - 2 in the main home (2026) & 1 in the studio apartment (2025) - and a NEW roof (2025). Additional recent improvements include a freshly painted interior (2026), new light fixtures (even in the closets) and NEW LED ceiling lighting throughout (2026), a newly re-screened rear patio (2026), dishwasher (2025), garage door motor (2025), and a whole-home Reverse Osmosis water purification system. The exterior was painted in 2018, and a beautiful saltwater pool with a sun shelf and waterfall feature was built in 2017. The ideal floor plan centers around the kitchen, featuring a gas cooktop, stainless steel appliances, and walk-in pantry. The kitchen flows effortlessly into the spacious family room, highlighted by vaulted ceilings and a gas fireplace, then around to the bright sunroom lined with windows and charming built-in window benches that create the perfect space to relax or gather. A bar/butler’s area connects the kitchen to the front-facing dining room, while a 2nd living/sitting room, with a second gas fireplace, sits just across the foyer. The downstairs primary suite offers a peaceful retreat with 2 walk-in closets, a vaulted wood-plank ceiling, and a large picture window overlooking the resort-style pool and backyard. Upstairs are 3 generously sized bedrooms with large walk-in closets, and 2 full bathrooms. Outdoor living is just as inviting, with a newly screened, brick patio that spans over 500 square feet for covered dining or lounging, including a dedicated grilling station that is ready for your grill and beverage refrigerator. Just outside the screens, an open courtyard leads to the saltwater pool with a sun shelf and soothing waterfall feature, all surrounded by a spacious backyard with gated access and room to discreetly store a boat trailer. A rare combination of prime location, thoughtful design, and extensive upgrades, this charming and fresh Winter Park home is the perfect blend of elevated entertaining and everyday comfort…all just a short stroll to Park Avenue.

501 Henkel Circle, Winter Park

1289 Harmon Avenue, Winter Park
$501,000
2 Beds ⋅ 2 Baths ⋅ O6346480 MLS ⋅ 1289 BLDG.
Multiple Offers! Highest and Best due by 12:00pm on Tuesday 3/10! This impeccable townhome is located in sought after Winter Park. A lovely walkway brings you the front door, where you enter into the foyer of the home. The living room boasts loads of natural light from newer large picture windows, vaulted ceilings, newer porcelain floors and a French door which leads to the deck and backyard. The dining room is just beyond the living room where the peaceful views continue. The renovated kitchen features stainless-steel appliances, soft-close drawers and cabinets with pull-out shelving, Quartz counters and a quaint eat-in area. The staircase, with a large landing area, leads you into a generous size loft with a skylight that provides ample space for an office, workout space, or library. Just beyond the loft is the large primary suite complete with dual walk-in closets with closet systems and plenty of storage space, a private balcony overlooking the front of the home and an ensuite bathroom with a dual sink vanity, jetted garden tub and separate shower. A secondary bedroom space is located on the 1st floor along with a guest bathroom that offers a granite counter vanity and separate shower. The backyard is very Zen and includes 2 decks along with green space. Other amenities and updates include: newer roof, newer water heater, newer windows and sliding door and new porcelain floors. Welcome home!

1289 Harmon Avenue, Winter Park

1137 Oaks Boulevard, Winter Park
$620,000
2 Beds ⋅ 2 Baths ⋅ O6379388 MLS
Charming Mid-Century Winter Park bungalow with tremendous potential * Not ready to build a new home but would like to have that option someday? This property provides the unique opportunity of being move-in ready and not overvalued for the neighborhood * The majority of the homes on this quiet tree lined street are brand new or recently built. There is value in being one of the only remaining homesites to be rebuilt * Ready to either owner-occupy or lease ($2,095 per month lease just completed) while you take the appropriate amount of time to create your custom plans. Step inside to find beautiful, exposed hardwood floors with timeless warmth and elegance, while the updated kitchen and baths ensure the home is move-in ready for your convenience. The large, fenced backyard offers plenty of room for outdoor living, providing the perfect spot to relax or entertain * The carport features a laundry/storage area, adding even more functionality to the property * House has a durable metal roof, further enhancing its appeal and longevity. For those looking to create a custom masterpiece, the existing structure offers the option for redevelopment, allowing you to build a home that perfectly suits your vision * Owner painted the exterior, replaced the microwave and hot water heater last year * Located just off N Park Avenue and a short distance from Winter Park's main attractions, you'll enjoy proximity to Downtown Winter Park, Winter Park Farmers Market, Whole Foods, Winter Park Village, and Rollins College. Shopping, dining, and entertainment are all just moments away, making this an unbeatable location * Don’t miss the chance to make this rare find your own! Currently zoned for Lakemont Elementary, Maitland Middle and Winter Park High School *

1137 Oaks Boulevard, Winter Park

1996 Indiana Avenue, Winter Park
$200,000
2 Beds ⋅ 1 Baths ⋅ O6372229 MLS
Investor Special – Fixer Upper Opportunity in Winter Park / College Park Area. Rare opportunity to acquire a true fixer-upper in the desirable Winter Park area of College Park. This 2 bedroom, 1 bathroom property needs a full renovation and is being sold as a shell—perfect for investors or builders looking for their next project. Situated on an oversized lot at the end of a quiet dead-end street, the location offers both privacy and strong potential. Conveniently located near I-4, Park Avenue, restaurants, shopping, and popular area attractions. With its prime location and generous lot size, this property presents an excellent opportunity to renovate, rebuild, or reimagine. Ideal for investors seeking value-add potential in a highly sought-after area.

1996 Indiana Avenue, Winter Park

200 Saint Andrews Boulevard Unit 2504, Winter Park
$262,500
3 Beds ⋅ 2 Baths ⋅ O6382293 MLS ⋅ 2500 BLDG.
One or more photo(s) has been virtually staged. This 3/2 is attractively priced for a fast sale, offering great value for its renovations. Located in Winter Park, it combines affordability, quality, and prime location. Each detail has been carefully chosen to ensure a comfortable living space. From the beautiful cabinets in the kitchen to the top-of-the-line appliances, quality flooring, and even down to the soft closing hinges on doors and drawers – no detail has been overlooked. What's more, this home comes with a washer and dryer for convenience. The spacious bedrooms offer ample room for relaxation and rest. If you value your car, you'll appreciate the reserved, covered parking space just steps away. Residents here at the Four Seasons Condo Assn. enjoy exclusive access to three community pools, tennis courts, shuffleboard, fitness room and clubhouse facilities. Plus, our pet-friendly HOA ensures that every member of your family is welcome. Conveniently located near Ward Memorial Park, Cady Way Park and Trails, you'll also find Advent Health Hospital nearby along with Publix, Trader Joes, Starbucks, and an array of dining options within reach. And for those seeking higher education opportunities, University of Central Florida, Rollins College, and Full Sail are all just a short Vespa ride away. Can't wait for you to see this place for yourself - it's truly something special!

200 Saint Andrews Boulevard Unit 2504, Winter Park

5150 Old Howell Branch Road, Winter Park
$610,000
O6349637 MLS
Motivated Seller | Rare Live/Work Opportunity in Winter Park** Ideal for a true live/work setup, with potential for office, retail, daycare, studio, or other permitted uses (subject to zoning verification). Fully renovated property with two adjoining parcels, including a vacant lot (50' x 155') offering future expansion potential (subject to county approval). Situated on over half an acre with flexible commercial/residential zoning, this is a strong opportunity for an owner-user or investor seeking versatility and upside. Features include: 2-car garage, security system with cameras, reception area, 3 private offices, conference/living room, kitchen, 2 bathrooms (one convertible to full), and a dedicated studio space. Furnishings available. Currently set up as a recording studio/office. Owner financing possible. Potential uses (subject to verification) • Live/work residence • Residential or short-term rental potential • Professional or medical office • Service-based business with workspace • Retail, daycare, or educational use • Creative studio or content production Prime Location: • ~15 min to UCF, Full Sail & Downtown Winter Park • ~25 min to Downtown Orlando • Easy access to 417 & I-4

5150 Old Howell Branch Road, Winter Park

5150 Old Howell Branch Road, Winter Park
$610,000
3 Beds ⋅ 2 Baths ⋅ O6347361 MLS
Motivated Seller | Rare Live/Work Opportunity in Winter Park** Ideal for a true live/work setup, with potential for office, retail, daycare, studio, or other permitted uses (subject to zoning verification). Fully renovated property with two adjoining parcels, including a vacant lot (50' x 155') offering future expansion potential (subject to county approval). Situated on over half an acre with flexible commercial/residential zoning, this is a strong opportunity for an owner-user or investor seeking versatility and upside. Features include: 2-car garage, security system with cameras, reception area, 3 private offices, conference/living room, kitchen, 2 bathrooms (one convertible to full), and a dedicated studio space. Furnishings available. Currently set up as a recording studio/office. Owner financing possible. Potential uses (subject to verification) • Live/work residence • Residential or short-term rental potential • Professional or medical office • Service-based business with workspace • Retail, daycare, or educational use • Creative studio or content production Prime Location: • ~15 min to UCF, Full Sail & Downtown Winter Park • ~25 min to Downtown Orlando • Easy access to 417 & I-4

5150 Old Howell Branch Road, Winter Park