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$370,000
3 Beds ⋅ 3 Baths ⋅ Hyde Park SubDv. ⋅ 32792 Zip Code
Beautiful SPLIT plan, 3 bedroom 2 bath for sale. The property has been well maintained and it is ready for its new owners. The family room has a fireplace and the Kitchen features a breakfast nook opening on a private back yard. The natural gas community features a fishing dock, sports courts, playground and walking paths and is within 5 minutes to shopping and restaurants, 20 minutes to Park Avenue and 30 minutes to Downtown Orlando. Extra bonus…..zoned for the fabulous Seminole County Schools. This central location has it all! The roof was replaced in 2020 and the AC was recently replaced ! School district and room dimensions to be independently verified.

1448 E Brookshire Court, Winter Park
$450,000
3 Beds ⋅ 3 Baths ⋅ Lake Waunatta Village SubDv. ⋅ 32792 Zip Code
Welcome home to this immaculately maintained 3-bedroom, 3-bathroom brick home in Winter Park, ideally located in one of Central Florida’s most sought-after areas and offering the freedom of no HOA. Thoughtfully cared for and upgraded, this home blends timeless construction with modern comfort and exceptional functionality, making it perfect for everyday living and entertaining. The heart of the home is the stunning kitchen, featuring quartz countertops, an oversized farmhouse sink, stainless steel appliances, stylish cabinetry, and updated lighting, creating a bright and inviting space for cooking and gathering. Wood-look flooring flows through the main living areas, leading to a warm and welcoming living room highlighted by a charming painted brick fireplace. The spacious layout offers comfortable bedrooms and well-appointed bathrooms, providing flexibility for families, guests, or work-from-home needs. A large laundry room with a utility tub sink adds everyday convenience and functionality. Step outside to your private backyard retreat with a screened patio and sparkling pool, ideal for enjoying Florida living year-round. A storage shed in the backyard provides convenient space for tools, lawn equipment, and outdoor gear. The oversized two-car garage is a rare and valuable feature and includes a full bathroom with shower, making it perfect for a workshop, hobby area, home gym, or pool access. The garage refrigerator, workbench, and shelving convey, creating a move-in-ready space for projects and storage. Additional peace of mind comes with a roof replaced in 2021, adding long-term value and helping reduce insurance concerns. Located close to parks, shopping, dining, and everything Winter Park is known for, this home offers the perfect blend of style, flexibility, and lifestyle. This is a rare opportunity to own an immaculately maintained brick 3/3 home in Winter Park with no HOA, modern updates, and features that truly set it apart.

7618 Waunatta Court, Winter Park
$430,000
4 Beds ⋅ 3 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
Enjoy the convenience of living just minutes from top-rated schools, colleges, shopping, and major highways in this beautifully updated, light-filled home set within a well-established, family-friendly lakefront community. The home features 2018 roof, fencing, and plumbing. The interior paint, fully remodeled kitchen with appliances, half bath updates and tile flooring were completed in 2021. Exterior was painted 2025. Community has private access to Tennis court, lake front park and playground. Additional highlights include a top-of-the-line whole-home power generator, reverse osmosis water filtration system, security cameras, and a new thermostat. Vaulted ceilings and abundant natural light enhance the spacious living and dining areas. The kitchen offers space for a breakfast nook. Sliding doors lead to a screened-in patio accessible from both the kitchen and family room. A convenient half bath is located downstairs.

1543 Lawndale Circle, Winter Park
$255,000
2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code
Virtually Staged. ALL PLAY and NO WORK! Imagine coming home to a space where weekends are made for relaxing, entertaining, and enjoying the best of Florida living. This single-story, two-bedroom, two-bath townhome offers an effortless lifestyle in a location that puts everything within reach. Vaulted ceilings create an open, airy feel in the spacious living and dining area, while sliding glass doors lead to a private, fenced backyard with a large concrete patio?perfect for morning coffee, weekend barbecues, or unwinding after a long day. With no rear neighbors and views of the community green space, you?ll enjoy added privacy and tranquility. The kitchen is designed for everyday ease, featuring ample cabinetry, a breakfast bar, and all appliances included, making move-in simple. Retreat to the oversized primary suite with a walk-in closet and direct patio access, creating a true indoor-outdoor flow. The second bedroom offers flexibility for guests, a home office, or creative space. Step outside your front door and enjoy resort-style amenities, including three swimming pools, tennis courts, a clubhouse, and a playground—all with low HOA fees. With parking for three vehicles, convenience is built right in. Located close to shopping, dining, major roadways, and just minutes from Winter Park’s Park Avenue, this home delivers both comfort and connection. Owner-occupant only community—ideal for those looking to put down roots and enjoy a true neighborhood feel. Live more. Maintain less. Welcome home.

2651 Cayman Way, Winter Park
$424,900
3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Located in the highly desirable Casa Aloma neighborhood of Winter Park, this updated 3-bedroom, 2-bath, 2,083 sq ft home offers unique architectural appeal paired with thoughtful modern enhancements. Built in 1969, the home features concrete block construction on a concrete foundation, providing durability and peace of mind. Situated on a corner lot with updated landscaping, the property offers excellent curb appeal and outdoor functionality. Inside, the home has seen numerous recent updates, including new quartz kitchen countertops (2025), updated bathrooms, and updated walls and flooring throughout. The bonus room provides flexibility for use as an additional bedroom, home office, or secondary living area. Major system improvements include PEX plumbing, a newly installed 17 SEER AC system, a new water heater, electrical updates completed in 2008, and a metal roof installed in 2013 over 1x12 tongue-and-groove decking, offering exceptional strength and longevity. The home is protected by an active termite bond, with Sentricon installed in 2025. The backyard is highlighted by a 15’ x 30’ in-ground pool, a new vinyl fence (2023), and a five-zone in-ground sprinkler system with a programmable timer. The property is located in Flood Zone X (no flood insurance required) and has no HOA. Enjoy an excellent location known for top-rated schools, just minutes from AdventHealth, Full Sail University, FL-436, and an abundance of shopping and dining options. Do not miss the opportunity to purchase a well-maintained home with proven rental income and long-term investment potential.

1367 Tierra Circle, Winter Park
$440,000
5 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code
A Fully Renovated Gem in the Heart of Winter Park Welcome to this stunningly renovated 5-bedroom, 2-bathroom residence, perfectly positioned in one of Winter Park’s most sought-after neighborhoods. Offering over 2,000 square feet of beautifully designed living space, this home seamlessly blends modern elegance, everyday comfort, and an unbeatable Central Florida location—all set on a quiet, picturesque, tree-lined street. Exceptional Upgrades & Features Include: New A/C units (2021) Fully re-piped plumbing New water heater Elegant porcelain tile and plush carpeting New baseboards throughout At the heart of the home is a show-stopping chef’s kitchen, thoughtfully redesigned with brand-new solid wood shaker cabinetry, sleek quartz countertops, a farmhouse-style sink, and stainless steel appliances—perfectly balancing style, durability, and functionality. The open-concept floor plan flows effortlessly into the expansive living and dining areas, creating an inviting space ideal for entertaining or everyday living. All five bedrooms offer exceptional versatility, easily accommodating family, guests, or a private home office. Both bathrooms have been completely remodeled with spa-inspired finishes, delivering a refined sense of luxury and relaxation. Step outside to a spacious backyard, perfect for pets, weekend gatherings, or outdoor entertaining, with ample room to add a pool or create your dream garden oasis. Unbeatable Location: Just minutes from Park Avenue, Full Sail University, the Cady Way Trail, and an impressive selection of dining, shopping, and cultural attractions, this home places you at the center of everything that makes Winter Park one of Central Florida’s most desirable communities. This move-in-ready home is a rare opportunity—offering modern upgrades, generous space, and a prime location.

1028 Princess Gate Boulevard, Winter Park
$400,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
Needs TLC. Property is being sold as-is. Age of big ticket items unknown. Buyer/buyer's agent to verify condition of property via walkthrough. Limited-service listing - Please see realtor remarks for showing instructions.

2833 Prince John Road, Winter Park
$268,950
2 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code
BACK ON MARKET!! Buyer financing fell through! **Qualified buyers may be eligible for up to $40,000 in down payment assistance** Welcome home to this fully renovated 2-bedroom, 1.5-bath residence! This home features a brand-new kitchen, new flooring throughout, and beautifully updated bathrooms. Nestled in a quiet neighborhood, it offers a large backyard—perfect for outdoor entertaining or future expansion. Ideal for a first-time homebuyer or anyone seeking stress-free living. Best of all, NO HOA! Conveniently located near major highways, great schools, shopping, and dining in the highly desirable Winter Park area. Don’t wait—make this home yours today!

3220 Netherwood Drive, Winter Park
$350,000
3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Welcome to the beautiful Winter Park! Roof is 5-years-old. A/C is about 6-years-old. Water heater is about 6-years-old. Property does have some damage in the ceiling of the garage where some water leaked prior to having a new roof placed in 2021. PLEASE NOTE I AM NOT AVAILABLE ON THE SABBATH/SATURDAYS.

1438 Tierra Circle, Winter Park
$370,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
Virtually Staged. Back on the market and better than ever! New water heater and minor repairs addressed and ready for the new owner! Come see this newly renovated home in the Eastbrook neighborhood of Winter Park. Offering 3 bedrooms and 2 full baths it’s the perfect sanctuary for families and entertainers alike. You will enjoy the bright, airy feel of the open floor plan accentuated by the vaulted ceilings that flood the space with natural light. The stylish interior includes luxury vinyl plank flooring throughout, complemented by elegant tile in the bathrooms and laundry room. Relax in not one, but two generous living areas, perfect for family gatherings, entertaining or cozy nights in. Cook like a pro in your eat-in kitchen featuring brand new ENERGY STAR stainless steel appliances, ample cabinetry, and convenient carport access for effortless unloading. The generous backyard provides a private oasis for outdoor activities, barbecues, and gardening enthusiasts. Plus, the expansive driveway and two-car carport ensure plenty of parking for your guests. Recent upgrades include ceiling fans, blinds, fresh paint, stainless steel appliances, a newer roof (2017) and a well-maintained air conditioner (only 4 years old) ensuring peace of mind for years to come. Located in Seminole County, known for great schools and in a community with NO HOA fees, giving you the freedom to enjoy your space. Plus, you're just moments away from shopping, dining, and parks!

1617 Chilean Lane, Winter Park
$629,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome home to a place where hard work has been done and everyday living feels effortless. This beautifully renovated three-bedroom, two-bath home is move-in ready, offering peace of mind and thoughtful, classic updates throughout. It’s ideal for a family ready to settle in and start making memories from day one. Set directly along scenic Cady Way Trail, you’ll love having miles of paved paths right outside your door for biking, recreation and weekend adventures, all while staying connected to nearby parks, shops and Winter Park conveniences. The trail even connects to Brookshire Elementary School in under a five-minute walk. Inside, the home shines with fresh interior paint, smooth ceilings, updated lighting and fans, and durable NuCore waterproof LVP flooring throughout the main living and bedroom areas. Baths feature refreshed flooring, vanities and toilets, while the kitchen blends character and function with an added pantry for storage, restored terrazzo floors, new soft-close wood cabinetry, quartz countertops, gold hardware and an LG stainless steel appliance package. Classic touches elevate this kitchen to a whole new level and beckons for company. Outside, enjoy a freshly painted exterior, new vinyl fencing, a concrete patio ideal for play or entertaining, and updated garage door equipment and opener. A complete window package from New South windows brightens the space and gives a curb appeal that turns heads. Major systems are taken care of too, with a 2018 roof, 2024 electrical panels, a 2022 air-conditioning system, and recently cleaned air handler, compressor, and ductwork for added comfort and efficiency. This is the kind of home that lets you skip the projects and focus on what matters most like living, relaxing and enjoying your new neighborhood. Winter Park Pines is also home to an 18-hole public golf course and directly connects you to Baldwin Park via the trail.

513 Cornwall Road, Winter Park
$247,900
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
This 2 bedroom, 2 bathroom condo is located in Winter Park's Cedarwood Village near local shops, restaurants, and schools. Features include a spacious floor plan with custom upgrades throughout, a lovely kitchen with stainless steel appliances, waterfall countertops, and breakfast bar, an open living room with fireplace, dining room with wine bar, and gorgeous primary suite with a walk-in closet and walk-in shower. Additional features include soaring ceilings with skylights, a laundry room, and beautiful screened patio. Community amenities include a pool, tennis court, and club house.

2487 Tahoe Circle, Winter Park
$182,900
2 Beds ⋅ 2 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code
Move-in ready! Exceptional value in the heart of Winter Park! Welcome to this beautifully maintained 2-bedroom, 2-bath ground-floor condominium, where comfort, convenience, and an unbeatable location come together. The thoughtfully designed floor plan features an open-concept living and dining area, a screened patio overlooking peaceful landscaped gardens, and recent upgrades and maintenance, including a new electrical panel (2024), washer & dryer (2024), dishwasher (2023), refrigerator (2020), and a complete A/C system service (2025). Enjoy resort-style amenities at Stratford at Winter Park, including two swimming pools, two lighted tennis courts, a fitness center, clubhouse, and car care facilities, all within a beautifully maintained community. Perfectly located just minutes from Park Avenue, Baldwin Park, Full Sail University, Rollins College, AdventHealth Winter Park, shopping, dining, cafés, golf courses, and major highways, this home offers the ideal balance of everyday convenience and the sought-after Winter Park lifestyle. Competitively priced and offering exceptional value in today's market, this move-in-ready home is an excellent choice for a primary residence, seasonal getaway, or long-term investment. Motivated seller. Schedule your showing today. Note: Some photos have been virtually staged for illustrative purposes.

205 Lewfield Circle Unit 205, Winter Park
$182,000
2 Beds ⋅ 2 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code
This charming and well-maintained 2 bedroom, second-floor condo in Winter Park is ready for you to call your own! The home features comfortable carpeted living areas throughout. The centrally located galley kitchen offers plenty of cabinet and counter space and connects directly to the dining room. The spacious living room gets plenty of natural light through large sliding glass doors, opening to a covered and screened rear porch with a pool view. The primary suite features a walk-in closet and a private bath with a floor-to-ceiling tiled walk-in shower. The HOA completed roofing and plumbing improvements in 2019, and all exterior and grounds maintenance is handled by the on-site HOA. The Stratford community offers two pools, a community and fitness center, and tennis courts. Just minutes from popular Downtown Winter Park with its dining and shopping, with easy highway access via the 417 and I-4, and surrounded by nearby lakes and parks, this is one opportunity you don’t want to miss. Call today to schedule your private tour!

256 Lewfield Circle Unit 256, Winter Park
$158,775
3 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code
This home is located in desirable Winter Park. Has loads of potential. Great location. House is solid and needs some work, but this offering is priced right and ready to go. Sold As-Is.

1823 Maywood Road, Winter Park
$360,000
3 Beds ⋅ 3 Baths ⋅ Vistas At Lake Howell SubDv. ⋅ 32792 Zip Code
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
$249,000
2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code
*ACCEPTING BACKUP OFFERS* Welcome to 2432 Barbados Dr, Winter Park! This beautifully updated 2-bedroom, 2-bath home that delivers the perfect blend of comfort, privacy, and that easy Florida lifestyle. From the moment you arrive, you’ll appreciate the peace of mind that comes with a BRAND NEW roof, along with a layout that feels both functional and inviting. Inside, the home offers a bright, open living space that flows effortlessly for everyday living or entertaining friends and family. The split-bedroom setup provides privacy for everyone, with two full bathrooms that make hosting guests (or working from home) simple and comfortable. Step outside and you’ll find the real showstopper! A stunning, private backyard; your very own quiet retreat for morning coffee, weekend cookouts, gardening, or letting pets play. It’s the kind of outdoor space that’s hard to find and easy to fall in love with. Windward Square offers a recently removed pool, playground, sidewalks, security gate, and stunning landscape; all for an HOA less than $100 a month! Conveniently located near SR-436 and Howell Branch Rd, you’re close to shopping, dining, and everything that makes Winter Park such a sought-after place to call home! Whether you’re a first-time buyer, downsizing, or looking for a smart investment in a prime location, this one checks the boxes. Schedule your private showing today!

2432 Barbados Drive, Winter Park
$405,500
3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code
Priced BELOW appraised value for a quick sale! Welcome to this stunning newer-construction townhome offering modern design, spacious living, and unbeatable value in one of Orlando’s most convenient locations. Featuring 3 bedrooms, 3 bathrooms, and nearly 2,000 sq ft of living space, this home boasts an open-concept layout, contemporary finishes, and abundant natural light throughout. The kitchen flows seamlessly into the main living area—perfect for entertaining—while the generously sized bedrooms provide comfort and flexibility for any lifestyle. Built in 2024, this home offers the peace of mind of newer construction with stylish, move-in-ready appeal.

2834 Bright Bird Lane, Winter Park
$387,000
3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
Modern upgrades meet peaceful lakeside living with NO REAR NEIGHBOR. Freshly painted inside and out, this refreshed home is move in ready and checks all the boxes. The modern kitchen features granite countertops, stainless steel appliances, custom pull out shelving, and plenty of counter space for cooking, coffee bars, and hosting friends. A charming atrium adds natural light and a unique architectural edge you wont find everywhere. Outback the private patio opens to scenic park views with no rear neighbors giving you the privacy and space you have been looking for. Just a short walk to Lake Florence, you'll also love the exclusive lakefront park with fishing pier, playground and tennis courts making outdoor active and scenic living part of everyday life.

1655 Tremont Lane, Winter Park
$325,000
3 Beds ⋅ 3 Baths ⋅ Coronado Twnhms SubDv. ⋅ 32792 Zip Code
UNIQUE OPPORTUNITY TO OWN AN AFFORDABLE TOWNHOME IN THE DESIRABLE WINTER PARK AREA! LOADED WITH LUXURY FEATURES AND DECORATED IN TRENDY EARTH TONES, THIS HOME OFFERS 42 INCH DESIGNER WOOD CABINETRY, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES & FRESH PAINT. NEW LAMINATE FLOORING HAS JUST BEEN INSTALLED & THERE IS NO CARPET IN THIS HOME. ENJOY GENEROUS LIVING SPACES AND ABUNDANT NATURAL LIGHT & OUTDOOR LIVING WITH A COVERED PATIO & SEMI PRIVATE BACK YARD WITH NO REAR NEIGHBORS! THERE IS PLENTY OF PARKING WITH A DOUBLE WIDE PAVED DRIVEWAY. CONVENIENTLY LOCATED JUST MINUTES FROM DOWNTOWN WINTER PARK WITH MANY SHOPPING & DINING OPTIONS, DOWNTOWN ORLANDO, ORLANDO AIRPORT, SCHOOLS, PARKS & PUBLIC TRANSPORTATION. CURRENTLY ZONED FOR EXCELLENT WINTER PARK SCHOOLS. CROWN JEWEL CT IS A DEAD END STREET WITH NO THROUGH TRAFFIC.

3136 Crown Jewel Court, Winter Park
$379,990
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
Stunning Newly Remodeled Move-In Ready Home! Property Highlights: • 3 Bedrooms | 2 Bathrooms – Both bathrooms fully modernized with contemporary fixtures, sleek tile work, and high-end finishes • Brand-New Flooring Throughout – Fresh, durable, and stylish flooring for a clean, modern look • Gourmet Kitchen with Quartz Countertops – Gorgeous new quartz surfaces, updated cabinetry, and stainless steel appliances • Newer Roof & Brand-New AC System – Key updates completed for efficiency, comfort, and worry-free living • Open-Concept Living – Bright, airy layout with excellent flow and plenty of natural light • Spacious Bedrooms – Three comfortable bedrooms with good closet space and natural light • Private Backyard – Low-maintenance outdoor area perfect for relaxing or entertaining • Ample Parking – Roomy driveway accommodates multiple vehicles • Prime Location – Close to great schools, parks, shopping, and convenient transit This beautifully remodeled home is 100% move-in ready with all the important upgrades already done! Enjoy fully modernized bathrooms, brand-new flooring throughout, stunning quartz countertops, a newer roof, and a brand-new AC system—everything you need for comfortable, contemporary living without lifting a finger. Priced to sell and ready for its new owner—schedule your private tour today! One or more pictures are virtually staged !

1378 Chilean Lane, Winter Park
$425,000
3 Beds ⋅ 3 Baths ⋅ Autumn Glen SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Location is Everything. If you want the best home in the best location look no further. This three bedroom two and half bathroom home is located in the much desired Autumn Glen community. The home is perfect and has a very flexible floorplan with the 3rd bedroom currently configured as a loft with a closet for the work from home person and can be easily converted to a third bedroom if needed. The first floor features a spacious dining area and a step down into a large living room with sliders to pool and patio. The gourmet kitchen with eating space includes upgrades like Custom cabinets, Stainless appliances , reach in pantry breakfast bar and tile flooring all overlooking the living/dining area. The primary suite is located downstairs and features a walk in closet with hidden storage access under the stairs, updated primary bath with with upgraded vanity, custom lighting and garden tub. Upstairs features a large guest bedroom, updated guest bath and the loft than can easily converted to a third bedroom. Some of the updates on this home include, Newly painted interior, home has been replumbed and newer roof. Moving outside to the beautiful open air pool with spill over spa framed with tropical palm trees, banana tree, custom deck, additional storage shed, updated landscaping and all this surrounded by a fully fenced yard. The fenced yard provides privacy and room to enjoy the outdoors. The community is located just around the corner from Red Bug Elementary, Tuskawilla Middle and Lake Howell High School.. Other community features include tennis/pickleball courts, a playground, and a gazebo overlooking the community pond—perfect for bringing your fishing pole. If you're looking for the right house in the right location, this is the one. Autumn Glen is ideally located just around the corner from Red Bug Elementary, Tuskawilla Middle, and Lake Howell High School. Community amenities include tennis and pickleball courts, a playground, and a gazebo overlooking the community pond—perfect for relaxing or casting a fishing line. If you’re looking for the right home in the right location, this is the one.

1816 Meadowgold Lane, Winter Park
$385,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood in winter park. The townhouse has perfect layout when you walk into the house, beautiful tile floor, one half bathroom downstairs. 3 Bedrooms upstairs with a big loft. It is a perfect floor plan to live here or as an investment. Resort style pool and playground. Near to everywhere, easy to find highway and shopping center.

2232 Shadowland Loop, Winter Park
$714,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores SubDv. ⋅ 32792 Zip Code
C H A R M I N G INSIDE & OUT! Delightful curb appeal & quaint front porch welcome you HOME! Move right into this ONE STORY immaculate & charming home on a beautiful tree-lined street in Winter Park. You will be enthralled with the hardwood floors, crown molding, amazing floor plan & tons of natural light! Spacious living room with bay window leads to dining room with original built-ins & french pocket doors invite you into family room with cozy fireplace. Updated kitchen boasts white cabinets, stone counters, stainless steel appliance & a cozy breakfast nook with french doors leading to open patio & serene, fenced backyard. Lovely primary bedroom offers renovated ensuite bath. Extras include: Oversized 2 car garage, Brookshire Elementary, Glenridge Middle & Winter Park High, ROOF 2021. NEW PLUMBING 2023. NEW DUCTWORK 2023. NEW ELECTRIC PANEL 2023. NEW INSULATION 2023. PRIMARY BATH RENOVATED 2024. NEW GUTTERS & LEAF-GUARDS 2024. NEW LAWN & LANDSCAPE 2024. IRRIGATION AUTOMATION 2024. WELCOME HOME!

636 Dunblane Drive, Winter Park
$724,900
4 Beds ⋅ 4 Baths ⋅ Landings At Hawks Crest SubDv. ⋅ 32792 Zip Code
Located within the gated community of Hawk’s Crest, one of Winter Park’s most desirable neighborhoods, this beautifully maintained two-story home is set on an oversized lot with tranquil pond views and a layout designed to live effortlessly. Light-filled, open, and thoughtfully upgraded, the home offers a balance of comfort, style, and everyday functionality. A pavered driveway and walkway create an inviting arrival, leading into a bright interior with soaring ceilings and abundant natural light. The main living space flows seamlessly, anchored by a chef’s kitchen featuring quartz countertops, stainless steel appliances, solid wood cabinetry, and a generous island with breakfast bar—perfect for casual meals, entertaining, or gathering at the end of the day. The kitchen opens naturally to the dining and family rooms, creating a connected space that feels both open and welcoming. Sliding doors lead to a covered lanai overlooking the pond, extending the living space outdoors and providing a peaceful backdrop for morning coffee or evening relaxation. Inside, upgraded luxury vinyl flooring and custom roller shades add warmth and a polished finish throughout the main living areas. The first-floor primary suite offers a private retreat with serene water views, a spacious walk-in closet, and a spa-inspired bath with dual vanities and a walk-in shower. A dedicated office on the main level adds flexibility and can easily function as a fifth bedroom if needed. Upstairs, a generous loft provides additional living space—ideal for a media room, play area, or secondary lounge—while three well-sized bedrooms offer comfort and versatility for guests, hobbies, or working from home. Energy-efficient features, ample storage, and thoughtful design make the home as practical as it is inviting. Residents of Hawk’s Crest enjoy resort-style amenities including a community pool, fitness center, clubhouse, playgrounds, and scenic walking paths, along with HOA-included lawn care for low-maintenance living. Ideally situated near shopping, dining, outdoor recreation, and major roadways, this home offers both convenience and a sense of retreat within Winter Park. Come experience the lifestyle and setting that make this home truly special—schedule your private showing today.

1340 Blue Stem Lane, Winter Park
$292,175
3 Beds ⋅ 2 Baths ⋅ Fernbrook Trails SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Move-in ready 3-bedroom, 2-bath townhome in desirable Winter Park featuring recent exterior paint and a clean, modern presentation throughout. BRAND NEW water heater, A/C replaced in 2021, and NEW ROOF (2026). The spacious family room sits beneath dramatic two-story vaulted ceilings highlighted by tongue-and-groove ceiling planks, creating an open and architectural focal point. The functional layout includes a large bedroom and full bath on the main level—ideal for guests, a home office, or multi-generational living. Upstairs, two additional bedrooms share a Jack-and-Jill style bath, offering privacy and efficiency. The kitchen opens to the dining and living areas, making the space well-suited for everyday living and entertaining. Sliding doors lead to a screened-in patio and a private, white PVC-fenced yard—low maintenance and perfect for relaxing or pets. Additional features include wood-look flooring in main living areas, neutral finishes, and abundant natural light. Conveniently located near Winter Park shopping, dining, parks, and major roadways. A strong option for buyers seeking space, location, and low-maintenance townhome living.

5473 Bracken Court, Winter Park
$475,000
3 Beds ⋅ 2 Baths ⋅ Park Manor First Add SubDv. ⋅ 32792 Zip Code
This charming and affordable Winter Park abode offers its next owners loads of possibilities: from building your own dream home on the best lot in the neighborhood to enjoying what’s already here. 2042 Yorkshire Drive is a nearly quarter acre (.24) corner lot in desirable Winter Park with sought-after schools: Lakemont Elementary, Maitland Middle, and Winter Park High. Beautiful views from the kitchen window and dining room overlook the charming pond of The Mayflower Winter Park, and imagine what a view could be had from the second story of a new home built on the lot. Luxury homes are being built all around in this neighborhood. Currently, this 3 bed, 2 bath home has approximately 1,700 sq ft including a large mud-room/utility room and a new bonus room (extra 120+ sq ft not included in property record sq ft) leading to the backyard covered porch. NEW Roof 2023, NEW HVAC 2023, updated electric and replumb with CPVC. Stepping inside the great room, beautiful hardwood floors and wood burning fireplace with stacked stone surround are sure to please. An ample size dining room leads to the updated kitchen with stainless steel appliances, granite counter tops, and white wood cabinets. Down the main hallway are 2 guest bedrooms, beautifully updated hall bathroom with tub/shower combo, and the primary bedroom with updated ensuite with walk-in shower. Outback, the covered porch is perfect for your home grill master, and the large yard is ideal with space for kids to play on the premium turf and for pets to run around in the fully fenced real grass space. Not on a cut-through street, so solitude and quiet abound despite the close location to the best of Winter Park – YMCA Fitness is just around the corner, as is Sprouts, Publix, the shops and restaurants of Park Avenue (2 miles away), and Winter Park Village (10-minute drive). Zoned A-1 with no HOA or CDD, live in the property as-is, rent it out, or tear it down and build your dream home in this fabulous location. Lot dimensions: 136x80x110x61.

2042 Yorkshire Drive, Winter Park
$330,000
3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
PRICE REDUCED! PLUS SELLER OFFERS $7500 DECOR CREDIT TO BUYER! 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!

1573 Lawndale Circle, Winter Park
$363,000
3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
HIGHEST AND BEST DUE BY 12P ON 12/28. 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.

1436 Auburn Green Loop, Winter Park
$440,900
4 Beds ⋅ 2 Baths ⋅ Winter Park Forest SubDv. ⋅ 32792 Zip Code
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.

824 Garrett Court, Winter Park