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$277,000
3 Beds ⋅ 2 Baths ⋅ Grand Pines SubDv. ⋅ 32792 Zip Code
Welcome Home! Winter Park property for under $300k! As you step up to this property you notice the fresh paint and the fresh mulch. Step into the home and you see consistent floor tile throughout the home as well as freshly painted walls. Take a step to the left and you see the large kitchen space to be able to freely move around as you cook. The primary bedroom is located in the rear and has access to the back yard. Bedroom sizes are a fair size. New garage door opener just installed This home is great for investors and also a GREAT WINTER PARK starter home. This property is close to highways, shopping and more! Welcome Home!

5450 Peaco Place, Winter Park
$485,000
3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Tucked into one of Winter Park's most convenient pockets, this thoughtfully updated residence offers a seamless blend of comfort, style, and convenience. With three bedrooms and two bathrooms, the layout provides flexibility for a variety of living arrangements while maintaining a warm, welcoming feel throughout. The updated kitchen is both functional and inviting, featuring a gas stove and a dedicated coffee bar that adds a touch of everyday luxury. Living spaces flow effortlessly to the outdoors, where a large screened-in porch invites year-round enjoyment, complemented by a paved patio with a firepit that's ideal for relaxed evenings. The yard is perfectly sized for easy maintenance and enjoyment, complete with built-in swings that add a unique and playful detail. Positioned in a highly desirable location, this home is just moments from Interlachen Country Club, Full Sail University, and AdventHealth Winter Park, with everyday essentials like Costco nearby. Enjoy quick access to the shopping and dining of Park Avenue, just 15 minutes away. A rare opportunity to enjoy a move-in-ready home in one of Winter Park’s most convenient and connected areas. Recent updates include a 2021 roof, offering peace of mind and move-in ready convenience.

2707 Tierra Circle, Winter Park
$507,500
3 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 2 SubDv. ⋅ 32792 Zip Code
Beautifully updated 3 bedroom, 2 bath home with a sparkling in-ground pool, located in highly sought-after Winter Park. This move-in ready property features fully upgraded kitchen with features like quartz countertops and soft close cabinets, updated bathrooms, new stone composite plank flooring, and double pane windows that bring in abundant natural light. Major system updates include a new roof (2022) and full house re-pipe (2025). Freshly painted, this home offers both style and peace of mind. Escape to your own backyard Oasis with a beautiful pool surrounded by lush landscaping and a covered patio for entertaining friends and family. A true turnkey opportunity ready to impress the pickiest buyer.

2009 Shadyhill Terrace, Winter Park
$405,000
3 Beds ⋅ 3 Baths ⋅ Villas Of Casselberry Ph 4 SubDv. ⋅ 32792 Zip Code
Exceptional Single-Family Home in Winter Park, FL This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an impressive open floor plan with elegant laminate flooring throughout, updated just two years ago. The renovated kitchen (2019) features granite countertops and comes fully equipped with all appliances. Major capital improvements include a new roof (2019) and a new HVAC system (2023), new water heater (2026), providing peace of mind for years to come. Enjoy Florida living at its finest on the private screened patio - perfect for relaxing or entertaining. Ideally situated 25 minutes from Downtown Orlando, 30 min from OIA, and 40 min from world-class attractions, this home is also just 6 minutes from Full Sail University, 12 minutes from the prominent Rollins College, and 19 minutes from UCF - making it an ideal choice for families and investors alike. A true must-see - schedule your showing today.

3440 Allston Lane, Winter Park
$557,000
3 Beds ⋅ 3 Baths ⋅ Park Manor SubDv. ⋅ 32792 Zip Code
Virtually Staged. PRICE REDUCTION...priced to move! Charming three-bedroom, three-bath one-story home features a split floor plan with two primary suites, ideal for multigenerational living or guest flexibility, in a prime Winter Park location. In the desirable Park Manor subdivision, this beautifully designed split floor plan home offers comfort and privacy, perfect for modern living. Enjoy the freedom of no HOA, along with a layout ideal for families or entertaining. Midcentury modern-inspired design meets an open-concept layout with a spacious kitchen offering a large island, stainless steel appliances, pantry, granite countertops, full-height granite backsplash, and extensive cabinetry. The primary bath includes dual sinks and a frameless glass shower. Enjoy a large indoor laundry room and a private, oversized fully fenced backyard with a new paver deck and no rear neighbors. Ideal for outdoor living and entertaining. Additional highlights include a newly painted block shed with tin roof (2025) Zoysia grass installed in backyard, pavers installed in back, vinyl fence installed in backyard, GE refrigerator, washer and dryer, (2021) French doors in dining room and primary bath showerhead, (2020) Bosch dishwasher and (2018) Mitsubishi split air conditioner installed in primary bedroom and Mitsubishi split air conditioner installed in second bedroom. Just a short distance to the Winter Park YMCA, and minutes from vibrant Park Avenue, where you’ll find boutique shopping, the popular Winter Park Farmers' Market and a variety of top-rated dining options. In a sought-after school district, Lakemont Elementary, Maitland Middle and Winter Park High. This home combines location, lifestyle and convenience, making it a rare opportunity in one of Central Florida’s desirable communities.

1822 Yorkshire Drive, Winter Park
$410,000
3 Beds ⋅ 2 Baths ⋅ Bridgewater SubDv. ⋅ 32792 Zip Code
Fantastic, move-in ready 3 Bedroom, 2 Full-Bath home in Winter Park. Situated in the sought-after Bridgewater community, you'll enjoy tranquil surroundings while being close to practically everything. A newer roof (2022), beautifully updated bathrooms, modern fixtures, newer paver-patio with drainage system, an ideal floor plan, and a 2-car garage are just some of the reasons to love this home. Enter to a bright and welcoming foyer. Eye-catching wood floors anchor the open Living & Dining spaces. Kitchen features stainless appliances, pantry, and breakfast bar. Bonus space adjacent to kitchen provides extra room to entertain, watch TV, or set up an office area. Primary bedroom is split from guest bedrooms and offers ensuite bath with stunning walk-in shower (renovated March 2026) and dual sinks. Hall offers access to guest bath w/ tub and 2 guest bedrooms. Screened porch is perfect for relaxing and overlooks scenic backyard with gorgeous patio and landscaping. Entertain guests with a backyard cookout or just enjoy nature. Zoned for desirable Lake Howell HS within the Seminole County Public School district. Enjoy plenty of nearby shopping and dining, easy access to major roadways (including SR-417 & SR-436), major hospitals and Central Florida's world-class theme parks. Roughly a 10-minute drive Downtown Winter Park, Baldwin Park and Oviedo; about 20 mins to Orlando or Sanford, and usually under 30 minutes to Orlando Int'l Airport. 1-hour drive to Cocoa Beach, New Smyrna Beach & Daytona Beach. Bike trail with access to Baldwin Park and Oviedo less than 1 mile away. Don't miss out on this home. Be sure to take the 3-D walkthrough tour!

7761 Fox Knoll Place, Winter Park
$445,000
3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
Welcome to this fantastic home on beautiful Lake Florence in a great Winter Park location off of Howell Branch Road in Seminole County! This spacious 3-Bedroom, 2-Bathroom house features vaulted ceilings, wood burning fireplace, ceiling fans, and wonderful outdoor areas. The Living Room, Dining Room and Great Room make this home feel large. The main living areas, hallways and one bedroom have engineered hardwood flooring, wet areas have tile flooring and there is carpet in the primary bedroom and bedroom 3. There is also a small nook that would be perfect for a craft area, office or library and it opens to the side courtyard which is fully fenced and a good size storage shed for your convenience. The Kitchen has all standard appliances including refrigerator, range, dishwasher and disposal. There is also a cozy eat in breakfast nook. The Primary Bedroom is located in the back of the home and has a nice walk-in closet with en-suite bath. There are sliding glass doors that open to the huge screened-in patio with optimal views of the lake! You will love to wake up to the gorgeous view! There are two additional Bedrooms and Full Hall Bathroom. Each bedroom has direct access to the screened in porch. This home has a finished two car garage with opener and washer/dryer hookups. Enjoy coffee in your hammock while watching the ski boats inside the screened patio that runs the full rear length of the home, providing the amazing view to the lake and is perfect for entertaining or enjoying an evening cocktail. Close to most major roadways, this home will not last long!

1468 Auburn Green Loop, Winter Park
$354,900
3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code
You'll love this single-owner gem in Winter Park! Step inside to a traditional foyer, which welcomes you into a formal living room with excellent natural light and great flow into the dining room. Adjacent, you'll find the centrally located, spacious kitchen which overlooks your family room! A true split plan, the primary bedroom and oversized suite are on one side of the home and the two secondary bedrooms and hall bathroom are on the other. Out back, the real "heart of the home" is the generously sized back porch overlooking an original swimming pool! Solidly built block construction on a slab foundation, this 70s home will have you saying "they just don't make them like this anymore"! The major systems have been carefully updated over the years and the next owner will appreciate the peace of mind that a 2019 roof and 2018 HVAC system provide. The laundry is located in the two-car garage.

5330 Tangerine Avenue, Winter Park
$650,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code
Well-maintained 3 bedroom, 2 bath one story pool home. This home is on a highly desirable street near three high rated schools, parks, shopping, emergency services, Cady Way Trail and Center for Health and Wellbeing. The garage is two car with two built in storage areas. Make your appointment to see this beautiful home!

638 Blairshire Circle, Winter Park
$445,000
3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 2 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully maintained 3-bedroom home nestled in a sought after community that offers both charm and convenience. From the moment you arrive, you’ll notice the care and attention that has gone into every detail of this property. You will immediately appreciate the meticulous maintenance this home has enjoyed. Step outside to your private backyard oasis, where a stunning pool and inviting outdoor space create the perfect setting for relaxing or entertaining. Whether you're hosting gatherings or enjoying a quiet evening, this backyard truly stands out. Inside, the home features several thoughtful upgrades, including a fully renovated master bathroom designed with modern finishes and comfort in mind. Additional peace of mind comes with a roof replacement completed in 2021, as well as energy-efficient solar panels that are included with the home and to be paid off at closing. With its combination of upgrades, outdoor beauty, and prime location, this home is a rare opportunity you won’t want to miss.

3720 Jonquil Lane, Winter Park
$229,000
3 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 10 SubDv. ⋅ 32792 Zip Code
Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of this space. Just off the dining room you will find the kitchen and eat in kitchen area.few stainless steel appliances and tons of storage. The eat in kitchen space is highlighted with a decorative wall and sliders leading to your fully fenced private backyard space. Upstairs you will find hardwood flooring, three bedrooms and master bathroom with a single vanity . Hidden Oaks community features on-site security, community pool & fenced playground area. Near Full Sail, UCF, Valencia & Rollins College, with easy access to shopping, Winter Park schools, Medical Facilities, Downtown Orlando, Downtown Winter Park, FL-408, FL-417 and the airport. This wonderful unit has it all...the only thing missing is YOU!

7454 Wynnewood Square Unit 188, Winter Park
$335,000
3 Beds ⋅ 3 Baths ⋅ Coronado Twnhms SubDv. ⋅ 32792 Zip Code
Get ready to fall in love with this stunning, move-in-ready townhome in the highly desirable Coronado Community—located in a top-rated school district! Built in 2019, this beautifully designed 3-bedroom, 2.5-bath home is packed with modern style, from its eye-catching stone exterior to its one-car garage and spacious paver driveway. Step inside and be wowed by the bright, open floor plan—perfect for entertaining or simply enjoying everyday living. The main level features sleek tile throughout, a generous storage closet, and a gorgeous kitchen complete with solid wood cabinets, granite countertops, stainless steel appliances (including a BRAND-NEW microwave), and plenty of space to cook and gather. Open the sliding glass doors and relax on your private lanai—your own little escape! A convenient half bath completes the first floor. Upstairs, the spacious primary suite is your personal retreat, featuring high ceilings, a ceiling fan, a walk-in closet, and a beautifully updated bathroom with dual sinks, granite counters, and a tiled shower. Two additional bedrooms—each with high ceilings and fans—share a stylish, modern bath. This home has been meticulously maintained and thoughtfully upgraded with NEW features including a microwave, Samsung washer & dryer, updated cabinet hardware, modern lighting, upgraded faucets and showerheads, a glass shower door in the primary bath, a Nest thermostat, and fresh paint throughout. Location? It doesn’t get better than this! With quick access to 436, 417, 408, Hwy 50, and Alafaya Trail, you’re just minutes from UCF, Valencia College, Waterford Lakes, and the charm of downtown Winter Park.

3172 Crown Jewel Court, Winter Park
$480,000
3 Beds ⋅ 2 Baths ⋅ Golfside Sec 3 SubDv. ⋅ 32792 Zip Code
Welcome home to this beautiful single-story Pool home in the Golfside community of Winter Park. Offering 3 bedrooms, 2 bathrooms, and 1,737 square feet of living space, this home features a spacious and inviting layout designed for both everyday living and entertaining. Upon entry, you are welcomed into the living room, while an adjacent dining room combination provides additional flexible gathering space. The family room offers French door access to the covered rear patio, creating a seamless indoor-outdoor flow to the expansive backyard, perfect for hosting family and friends.The kitchen opens to the main living areas and is equipped with stainless appliances, stone countertops, and ample cabinet space. A hallway just off the family room leads to all three bedrooms and two full bathrooms, including a spacious primary suite with an ensuite bath. Additional features include engineered wood throughout the main living areas, extra storage closets, an interior laundry room, and a 2-car garage.Ideally located near Winter Pines Golf Club, this home also offers convenient access to I-4 and SR-417, making it easy to reach shopping, dining, entertainment, downtown Orlando, the airport, area attractions, and the beaches.

1210 Fairway Dr, Winter Park
$389,500
3 Beds ⋅ 2 Baths ⋅ Laurel Spgs SubDv. ⋅ 32792 Zip Code
Under contract-accepting backup offers. Just Reduced the Price! Just drained; cleaned; and refilled the pool: "Open the Doors to Your Dreams" of owning an Affordable Home with a pool in Winter Park. The home features a Spacious Kitchen with Upgraded Cabinets, and stone countertops; Primary bedroom suite is amazing. You will love the layout and upgraded primary bathroom; Beautiful Porcelain tile flooring throughout the home; Large family room with fireplace; Large screened back porch/LANAI. And here is an inground pool in the back yard. You will enjoy entertaining in this home featuring a gourmet kitchen with granite countertops, and stainless steel appliances. This property may qualify for Seller Financing (Vendee). If property was built prior to 1978, Lead Based Paint Potentially Exists. Come tour this home today. We expect this one not to be on the market long at this REDUCED price. It is value priced for a quick sale!

3054 Bluebrook Drive, Winter Park
$375,000
3 Beds ⋅ 3 Baths ⋅ Aloma Trails SubDv. ⋅ 32792 Zip Code
Experience the perfect blend of luxury and convenience in the highly sought-after GATED community of Aloma Trails. This meticulously maintained 3-bedroom, 2.5-bathroom townhome, built in 2017, offers 1,787 sq. ft. of living space designed for comfort and modern style. Step inside to find an inviting open-concept first floor featuring beautiful ceramic tile flooring and high ceilings. The gourmet chef’s kitchen is a true standout, boasting upgraded granite countertops, a stylish tiled backsplash, 42” solid wood cabinetry, and a large island with plenty of breakfast bar seating. The full suite of stainless steel appliances makes this kitchen as functional as it is beautiful. The second level features plush carpeting throughout the bedrooms for ultimate comfort. The oversized Master Suite is a private sanctuary, complete with a massive walk-in closet and a spa-like en suite bathroom featuring a glass-enclosed shower, dual-sink vanity, and expansive cabinetry. Two additional well-appointed bedrooms share a second full bath, while the dedicated interior laundry closet adds a layer of daily convenience. (One or more photos have been virtually staged to show the potential of the space) Uniquely positioned with a spacious 2-car garage and a private paved driveway, this home easily accommodates multiple vehicles. The community of Aloma Trails provides a true "lock-and-leave" lifestyle with hassle-free lawn care and pristine common areas included in the HOA. Active lifestyles will thrive with the Cady Way Trail and Cross Seminole Trail just steps from your front door. For fitness buffs, Crunch Fitness is located directly across from the community entrance. Retail: 3 minutes to Walmart, Costco, and Publix. Education: Zoned for top-rated Seminole County Schools and minutes from UCF and Full Sail University. Entertainment: Short drive to the world-class dining and shopping of Park Avenue in Winter Park. Commute: Easy access to SR 417 puts you at the airport in 20 minutes or the beach in just 40! Don't miss your chance to own a piece of Winter Park luxury in a premier gated enclave.

7485 Aloma Pines Court, Winter Park
$390,000
3 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code
Welcome to this well-maintained three-bedroom, two-bathroom home offering 1,574 square feet of thoughtfully designed living space in the established and highly desirable Howell Estates neighborhood of Winter Park. From the moment you enter, an abundance of natural light, ceiling fans throughout, and a functional layout create an open and inviting atmosphere. The flexible floor plan includes a dedicated family room/den in addition to a formal dining area, providing versatile space for entertaining, working from home, or everyday living. Blinds throughout, generous closet space, and sliding glass doors leading to the backyard add both comfort and practicality. The kitchen blends classic style with everyday convenience, featuring blond-toned wood cabinetry, a closet pantry, and newer stainless steel appliances including a refrigerator, dishwasher, and microwave(2024). The layout connects seamlessly to the surrounding living spaces, making it ideal for both daily use and hosting. The primary suite serves as a private retreat, complete with a ceiling fan and an ensuite bathroom featuring a single vanity, a tiled walk-in shower with glass sliding doors, and a newly updated toilet. The two additional bedrooms are well-sized and versatile, perfect for family, guests, or a home office, and share a hall bathroom with a single vanity, tiled tub/shower combination, and a new toilet. Outdoor living is enhanced by a spacious and open 0.24-acre fully fenced lot, offering plenty of room for relaxation, entertaining, or future additions. The exterior has been freshly painted and features brand-new landscaping completed in 2026, creating excellent curb appeal. A two-car garage with a new garage door provides additional convenience and storage. Significant updates offer peace of mind, including a roof installed in 2020, electrical updates completed in 2020, HVAC system installed in 2017, and a water heater replaced in 2023. Ideally located, this home is just 7 minutes from Red Bug Lake Park, close to top-rated schools, and within close proximity to restaurants, grocery stores, and retail shopping—offering the perfect blend of comfort, convenience, and location. Roof – 2020 | HVAC – 2017 | Electrical – 2020 | Water Heater – 2023

1036 Manchester Circle, Winter Park
$340,000
3 Beds ⋅ 2 Baths ⋅ Village Green SubDv. ⋅ 32792 Zip Code
***Multiple Offers Received. Please submit your highest and best offer by Monday, April 13th at 12 noon.***Buyer incentives you don't want to miss! This home qualifies for a 1% lender credit with our preferred lender. Location meets affordability with this rare opportunity in Winter Park with no HOA! With some TLC, this 3 bedroom, 2 bath home offers endless potential to make it your own. Major updates provide peace of mind, including a metal roof (2014), water heater (2024), and updated electrical panel (2012). Situated on a spacious .28 acre lot, the property features a fully fenced backyard- perfect for pets, play, or future outdoor living enhancements. Inside, you'll find a functional layout with a split-bedroom floor plan, a generous living room, and a separate family room for added flexibility. The kitchen offers ample cabinet space and room for casual dining. A 2 car garage and extended driveway provide plenty of parking. Ideally located near top rated Seminole County schools, with convenient access to UCF, SR 417, shopping, dining, and area attractions. Dont miss this incredible opportunity to own in a prime location with room to grow! Schedule your showing today!

7529 Village Green Drive, Winter Park
$375,000
3 Beds ⋅ 2 Baths ⋅ Suburban Homes SubDv. ⋅ 32792 Zip Code
Charming MOVE-IN Ready Solid Block 3 bedroom, 2 bath Winter Park home. This home features updated kitchen and baths, newer flooring, newer Roof- 2021, Water heater-2023, AC-2016. The home has been re-plumbed and offers newer windows-2018. Beautiful Tongue-N-Grove Woodwork covers the ceiling & walls Bonus room/Den. The home offers a split floor plan and is constructed with plaster walls, its solid and energy efficient. The home is zoned for Top-Rated, sought after Winter Park High School, Maitland Middle and Lakemont Elementary. The very best location. This one won't last long..............

4923 N Magnolia Avenue, Winter Park
$325,000
3 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code
Short Sale. Short Sale – Subject to Lender Approval. Exceptional investment opportunity in the desirable Winter Park area. This property offers strong potential for value-add through renovation or repositioning. Located in an established community with no HOA, the home sits on a generously sized lot, providing flexibility for improvements and long-term upside. The current layout presents a solid starting point for updates, making it suitable for rental income, resale, or portfolio expansion. Conveniently positioned near shopping, dining, parks, and major roadways, with access to highly regarded schools and surrounding amenities. Winter Park continues to experience steady demand, supporting long-term investment potential. Property is being sold as-is. Buyer to verify all measurements, condition, and intended use. Don’t miss this opportunity to secure a property with upside in a sought-after Central Florida location. Highest and Best due April 17th

7393 Grand Avenue, Winter Park
$1,000,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code
Welcome to a rare gem in one of Winter Park’s most sought-after neighborhoods, Brookshire Heights—where trees line the street and the mailman still delivers right to your front door. Perfectly positioned with the scenic and wooded Cady Way Trail in your backyard, this custom-built 2022 residence offers over 2,100 square feet of thoughtfully designed single-story living, where refined style meets everyday ease. A desirable open-concept floor plan showcases three bedrooms and two bathrooms, enhanced by wood-look plank tile flooring, soaring ceilings and doorways, crown molding, and recessed lighting throughout. Expansive sliding glass doors with electric retractable blinds and transom windows flood the home with natural light, creating a seamless connection to the covered, screened lanai—perfect for effortless indoor-outdoor living and sophisticated entertaining. The beautifully appointed kitchen is both striking and functional, featuring crisp white shaker cabinetry complemented by a contrasting gray island with seating for four, all topped with sleek white quartz countertops. A dedicated wine and beverage bar with a built-in refrigerator adds an elevated touch, while stainless steel appliances and a spacious pantry ensure everyday convenience. Bathed in natural light, the dining area offers an inviting and elegant setting for both intimate gatherings and larger-scale entertaining, with expansive windows that bring the outdoors in. The primary suite serves as a serene retreat, complete with private lanai access for a tranquil indoor-outdoor connection. A generously sized custom closet provides ample storage, while the spa-inspired bathroom features a timeless clawfoot soaking tub, honeycomb tile flooring, an expansive walk-in shower, and a dual quartz vanity—creating a luxurious, resort-style experience. Two additional bedrooms offer flexibility for guests, family, or workspace, including one with stylish built-in shelving. A beautifully finished hall bath reflects the same elevated design and attention to detail found throughout the home. Designed with functionality in mind, the well-appointed laundry room features built-in cabinetry and a hanging bar, provides convenient access to both the primary suite and main living areas. A spacious 2.5 car garage allows plenty of room for storage, a golf cart or other toys. Ideally located, this residence offers convenient access to premier institutions including University of Central Florida, Rollins College, and Full Sail University. Enjoy nearby recreation at Winter Park Pines Golf Club and Cady Way Park, featuring a pool, playground, tennis and pickleball courts, and beach volleyball. Spend weekends boating from Dinky Dock Park onto the renowned Winter Park Chain of Lakes, or explore the charm of Park Avenue with its boutique shopping and fine dining. Everyday convenience is enhanced with close proximity to AdventHealth Winter Park and the Crosby Wellness Center, along with easy access to Orlando International Airport. Zoned for top-rated schools including Brookshire Elementary School, Glenridge Middle School, and Winter Park High School, this exceptional property seamlessly blends lifestyle, location, and lasting value. Roof - 2022, HVAC - 2022, Electrical - 2022, Plumbing - 2022, Water Heater - 2022

520 Fitzwalter Drive, Winter Park
$2,000,000
3 Beds ⋅ 5 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code
Tucked behind the gates of Cypress Reserve, this stunning custom-built lakefront home sits on 110 feet of private waterfront along the serene shores of Bear Gully Lake. Inspired by a featured Southern Living plan and thoughtfully expanded, the home blends timeless architecture with generous, well-appointed living spaces — all framed by panoramic water views, rolling greens, and towering oaks and cypress trees that define the lakefront lifestyle at its finest. Inside, the main level offers a gracious and versatile floor plan with formal living and dining rooms, a family room anchored by an electric fireplace, and a dedicated office or flex space. The spacious kitchen features custom cabinetry, generous prep space, and an adjoining dinette — with plenty of room to add an island — while a large laundry room with extensive cabinetry and a utility sink, plus a half bath, ensure exceptional everyday functionality. The first-floor primary suite is a true sanctuary, offering breathtaking lake views, a spa-inspired en suite with a jetted tub, walk-in shower, a very desirable his and her split bath with abundant counter space and storage, and an oversized walk-in closet complete with built-in shelving and dresser drawers. Upstairs, two oversized bedrooms each enjoy their own private en suite with tub/shower combination, ample closet space, and comfortable proportions. The enormous bonus room above the garage fills with natural light through dormer windows and offers endless possibilities. A walk-in attic provides exceptional storage rarely found in homes of any size. Step out to the covered back porch and take in sweeping panoramic views of Bear Gully Lake — a breathtaking backdrop that shifts beautifully with the light throughout the day - this is Florida lakefront living at its absolute finest. Meander down to your private dock for a morning kayak or a sunset boat ride, then rinse off at the east-facing porch complete with a sink and outdoor shower before heading back inside. The rolling greens, ancient oaks, and towering cypress trees frame the property in natural splendor, and an additional storage room with its own entrance and hurricane shutters ensures everything you need for lake life is right at hand. Set in the gated community of Cypress Reserve with easy access to top private schools including The Geneva School and Trinity Prep, and with convenient proximity to SR-417 for effortless travel to Orlando International Airport and beyond, this is a rare opportunity to own a one-of-a-kind lakefront estate in one of Winter Park's most coveted settings.

2820 Bear Island Pointe, Winter Park
$850,000
3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Virtually Staged. OUTSTANDING RENOVATION in a FANTASTIC LOCATION! Peace, Quiet & GOLF COURSE LIVING! This rare opportunity places you along the 13TH tee & offers tranquil backyard views of the 16TH fairway of the Winter Park Pines Golf Course (WP18)! Tree-lined street welcomes you to this completely renovated Floor to Ceiling ONE STORY beauty offers Serendipity LW Wood & porcelain tile flooring throughout. Updates include (but definitely not limited to) BRAND new kitchen with Stainless Steel Appliances, new cabinets & quartz countertops. Formal living & dining rooms PLUS Family room with vaulted ceilings featuring a new electric fireplace for amazing ambiance and sliding doors inviting you to new brick pavered 31x 11 screened porch overlooking newly refinished sparkling pool & golf course (no rear or side neighbors!!) Bedroom wing of home offers a large inside laundry room, beautiful guest/pool bath with dual sinks & shower/tub and 2 fresh guest bedrooms. THE PRIMARY SUITE has been thoughtfully remodeled with sliding doors to pool, AMAZING primary bath with oversized work-of-art shower with dual shower heads, dual vanity, separate water closet & HUGE walk-in closet! Extras include: NEW double paned windows & 3 sliding doors to pool/patio, crown molding, NEW roof November 2024, oversized 2 car garage, NEW landscaping, all NEW ceiling fans & light fixtures, NO HOA!! Zoned for Brookshire Elementary, Glenridge Middle & Winter Park High. WELCOME HOME!

1507 Golfside Drive, Winter Park
$435,000
3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 4th Add SubDv. ⋅ 32792 Zip Code
Newly remodeled ranch in a prime location! Situated in a great neighborhood with easy access to everything, this move-in ready home checks all the boxes. Featuring a desirable split floor plan, this home offers both functionality and privacy. Inside, you’ll find brand new windows, beautiful new wood flooring, and new carpet in the guest bedrooms, along with fresh interior paint, new baseboards and door trim, and updated ceiling fans and light fixtures throughout. The fully renovated kitchen showcases new cabinets with soft-close features and quartz countertops, creating a clean, modern feel. Bathrooms have been refreshed with new toilets, and every detail has been thoughtfully updated. Enjoy the outdoors with a screened porch featuring new outdoor carpet and a new irrigation system to keep your yard looking its best. The home also features a newly painted exterior and a roof replaced in 2022 for added peace of mind. This is a truly turnkey home with quality upgrades throughout—ready for its next owner to move in and enjoy.

7445 Betty Street, Winter Park
$318,985
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code
HOME IS BACK ON THE MARKET AFTER GETTING A BRAND NEW ROOF!!! Tucked away on a quiet cul-de-sac in highly sought-after Winter Park, this beautifully updated three bedroom, two bathroom duplex offers the perfect blend of comfort, style, and location—just steps from Winter Park Pines Golf Club. Once inside you discover open living spaces featuring warm wood flooring throughout the living areas and bedrooms, complemented by vaulted ceilings in the main areas and ceiling fans that enhance the home’s airy feel. The BRAND-NEW kitchen has tile flooring and is not only functional, but beautiful showcasing classic shaker cabinets, sleek quartz countertops, and stainless steel appliances—perfect for both everyday living and entertaining. There are three nice sized bedrooms, all with large closets. The primary bedroom features sliding glass doors that lead directly to the large backyard and open patio. Both bathrooms have been renovated with modern finishes, including BRAND-NEW vanities, countertops, tub/showers, plus durable and stylish luxury vinyl plank flooring. Situated on a generously sized corner lot, the property offers plenty of outdoor space to enjoy, along with a charming paver front patio and the convenience of a one-car garage with opener. You will love the privacy of this end unit on the quiet cul-de-sac. Enjoy the ease of walking to nearby schools and being just moments from golf, shopping, dining, and all that Winter Park has to offer. With low HOA dues and located in a top-rated school district, this is an incredible opportunity in one of Central Florida’s most desirable neighborhoods.

758 Warrenton Road, Winter Park
$610,000
3 Beds ⋅ 3 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to 1174 Wildmeadow Run in Winter Park’s gated Hawk’s Crest community. Situated on a quiet non-thru street, this SINGLE-STORY residence offers modern construction, refined finishes, and a thoughtfully designed layout for everyday living and easy entertaining. The open-concept design feels light and inviting, featuring WOOD-LOOK TILE FLOORING, crown molding, recessed lighting, CUSTOM PLANTATION SHUTTERS, and ENERGY-EFFICIENT DOUBLE-PANE WINDOWS throughout the main living areas. At the center of the home, the kitchen is both functional and inviting, showcasing quartz countertops, stainless steel appliances, white cabinetry with crown molding, a custom backsplash, a PREP ISLAND, and a SECOND LARGE ISLAND WITH SEATING that seamlessly connects to the living and dining spaces. A FRENCH-DOOR FLEX ROOM provides a versatile space for a home office, formal dining room, or additional living area. The private primary suite offers a TRAY CEILING, generous walk-in closet, and a well-appointed en-suite bath with dual-sink quartz vanity, upgraded cabinetry, and a GLASS-ENCLOSED WALK-IN SHOWER. Two additional bedrooms are thoughtfully positioned in this split plan and share a FULL BATH WITH TUB AND SHOWER COMBINATION and QUARTZ VANITY, while a SEPARATE HALF BATH is conveniently located for guests. A TRIPLE SLIDING GLASS DOOR opens to a COVERED REAR LANAI overlooking a FULLY FENCED BACKYARD with room to accommodate a FUTURE POOL, creating a seamless indoor-outdoor lifestyle. Additional features include a two-car garage with built-in storage, BRICK PAVER DRIVEWAY, TERRACOTTA TILE ROOF, GUTTERS, smart-home pre-wiring, and an HVAC SYSTEM WITH IONIZATION FEATURE designed to help improve air quality. Residents of Hawk’s Crest enjoy RESORT-STYLE AMENITIES including a lakeside pool, fitness center, clubhouse, splash pad, playgrounds, walking trails, BBQ areas, and scenic docks and boardwalks, with lawn care included. Ideally located near Winter Park dining, shopping, and everyday conveniences. Seller relocation timeline presents a compelling opportunity to secure a move-in ready home in one of the area’s most desirable gated communities.

1174 Wildmeadow Run, Winter Park
$415,000
3 Beds ⋅ 2 Baths ⋅ Hyde Park SubDv. ⋅ 32792 Zip Code
Beautifully renovated 3-bedroom, 2-bath home in sought-after Winter Park, just 15 minutes from Park Avenue and zoned for top-rated schools. Major updates include a 2024 HVAC and 2020 ROOF. From the moment you arrive, the fresh landscaping and large covered front porch invite you to slow down—ideal for relaxing or gatherings with friends. Inside, an open, light-filled layout unfolds with soaring vaulted ceilings, upgraded chandeliers, plantation shutters, and luxury vinyl plank flooring throughout. The fully upgraded kitchen—expertly crafted by Orange Build and Design—shines with quartz countertops, custom cabinetry, stainless steel appliances, ceramic tile flooring, and a stunning waterfall peninsula with fluted breakfast bar seating, creating a space that merges beauty and function. The primary suite offers a peaceful retreat with vaulted ceilings, abundant natural light, and a walk-in closet. Its en suite bath is thoughtfully updated with dual sinks, an elegant, tiled shower complete with a rain shower head, and a skylight that gently fills the space with natural light. Additional bedrooms provide flexibility for guests, a home office, or whatever your lifestyle calls for, complemented by a completely renovated guest bath with its own frosted skylight. A spacious, fully-fenced backyard provides the perfect place for soaking up the rays on warm, sunny days. Plus, enjoy a community with plenty of amenities, including pickleball and basketball courts, parks, a play area, and a scenic dock overlooking Lake Florence—perfect for those sun-kissed evenings. Move-in ready and ideally located—this one truly feels like home.

3127 Ash Park Loop, Winter Park
$435,800
3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 3rd Add SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. **WELCOME HOME** A generous .23 ACRE LOT, NO HOA, fresh UPDATES and SOLID CONSTRUCTION come together in this MOVE-IN READY 3-bedroom, 2-bath home in the desirable Wrenwood community of Winter Park! Thoughtfully maintained and upgraded, this property offers the timeless character and modern touches you have been searching for. ****Major improvements start with FRESH EXTERIOR PAINT (2026) and a NEW HURRICANE RATED GARAGE DOOR with complete operating system (2025), followed by the FULLY FENCED BACKYARD with NEW FENCING (2023). The home also features a NEW ROOF (2020), and the durable 25-year interior and exterior paint delivers peace of mind and long-term value. Inside, the home showcases TILE & WOOD FLOORING THROUGHOUT, versatile living spaces, crown molding and charming architectural touches like arched entryways that add warmth and personality. The large UPDATED KITCHEN is a true standout, designed with solid wood cabinetry (soft-close doors!), granite countertops, STAINLESS STEEL APPLIANCES, built-in pantry storage and elegant overhead cabinet accent lighting – creating a space that feels both stylish and functional for everyday living with family or entertaining friends. The layout offers spacious rooms and abundant storage, while the PRIMARY SUITE includes its own private en-suite bath and a WALK-IN CLOSET with a CUSTOM SHELVING SYSTEM. Additional upgrades include updated plumbing fixtures, electrical outlets and systems, plus DOUBLE GLAZED/DOUBLE HUNG WINDOWS that pop out for easy cleaning. Step outside to enjoy Florida living on the LARGE SCREENED LANAI overlooking the fully fenced backyard, offering plenty of room for pets, play or future outdoor additions. The property also includes a 10x12 hurricane-secured Hardi-board storage shed, new lawn and mulch, and separate potable and irrigation water meters for added efficiency. Built with brick façade over concrete block construction, this home delivers the solid feel and craftsmanship that’s hard to find today – paired with modern updates and undeniable charm! Located in the established Wrenwood neighborhood of Winter Park, with easy access to 426, 436 and SR 417 – you will enjoy convenient access to shopping, dining, parks, and all that the Central Florida area has to offer. A well-built, beautifully maintained home with thoughtful upgrades throughout ~ Ardmore Drive ~ is ready to welcome its next owner. Easy to show, call today to schedule your tour!

5418 Ardmore Drive, Winter Park
$500,000
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
Set on an oversized corner lot in one of the most desirable pockets of Winter Park, this 3-bedroom, 2-bath pool home blends character, location, and opportunity. The backyard is a standout feature, with a resurfaced pool finished in Tahoe Blue PebbleTec and positioned for open sky views, a rare find in a neighborhood known for its mature tree canopy. It creates a bright, inviting outdoor space that feels both private and expansive. Inside, the home has been thoughtfully updated while still leaving room for your own design vision. The layout offers comfortable living spaces with plenty of natural light and flexibility for everyday living or entertaining. Convenience is a major highlight. Located near top-rated schools, including Lakemont Elementary School, Maitland Middle School, Winter Park High School, and just minutes from local favorites like Park Avenue, Rollins College, and the Cady Way Trail. Nearby access to the SunRail adds another layer of accessibility. This location delivers a strong mix of lifestyle and connectivity, with dining, shopping, parks, and daily essentials all close by. Offered with clear motivation due to relocation, this is a rare chance to secure a well-located pool home with long-term upside in one of Central Florida’s most established communities.

512 N Lakemont Avenue, Winter Park
$285,000
3 Beds ⋅ 2 Baths ⋅ Fernbrook Trails Ph 3 SubDv. ⋅ 32792 Zip Code
Excellent price in Winter Park! On a quiet cul-de-sac in Seminole County just off Howell Branch Road, this inviting townhouse offers comfort and convenience in a desirable location. Inside, you’ll find a bright, spacious living room with large windows, a cozy dining nook adjacent to the kitchen with extensive cabinets, and a flexible first-floor third bedroom used as an office/gym that can easily convert to a bedroom again. Upstairs features generously sized bedrooms and a hall bath. The home has been recently painted inside and offers new laminate flooring upstairs, with tile and LVP throughout the main floor. Outside, enjoy a covered front porch, fenced backyard, storage shed and an extended driveway. The roof and air conditioner were replaced in 2018. With low monthly HOA dues of $110 that include lawn maintenance, this home offers easy, low-maintenance living. Along beautiful tree-lined streets with mature oak canopies, this neighborhood offers a peaceful, shaded setting that enhances everyday living. Conveniently just five miles from Park Avenue shopping and dining and three miles from Red Bug Lake Park, with quick access to SR 417, this home provides a balance of nearby amenities and quiet, established surroundings.

7796 Fernbrook Way, Winter Park
$350,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. You’ve just found a Gem! Immaculate, move-in ready, and so conveniently located, you’ll love this turn-key home. Just painted inside and out, featuring brand new contemporary flooring, a 2025 AC, a newer tankless hot water heater, a brand new kitchen cooktop, all new light fixtures, switches, ceiling fans, and door hardware. A new roof was added in 2018, new plumbing in 2024, and new electrical panels added in recent years. You’ll enjoy ample cabinet storage and counter space for cooking in this open kitchen, plus room for casual or formal dining. A comfortable family room area offers plenty of space for streaming shows, watching your favorite sporting event or gaming with friends. And when the weather beckons, you can start the day with a quiet morning coffee on your screened patio, or relax with your favorite drink after work as you heat up the grill to barbecue. Want to toss a frisbee with your four-legged buddy? There’s lots of room in this big backyard. Conveniently located near major employers, shopping, restaurants, medical facilities and hospitals, UCF, access to downtown and airports. Served by desirable Winter Park and Maitland schools. Attractively priced and move-in ready, this home is a winner! Come take a look and make it yours today!

989 Eastbrook Blvd, Winter Park