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$545,000
3 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code
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2227 King Charles Court, Winter Park
$660,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
Welcome to the sought after Winter Park Pines. A neighborhood where children are always riding bikes and playing outside, neighbors look out for one another and neighborhood gatherings are a regular event. When entering the home, you find yourself drawn to the open floor plan and natural light. Beautiful, restored terrazzo floors throughout the house. The eat in kitchen with its great layout has a GE Café range, oven, and microwave. Three spacious bedrooms. The light filled playroom would also make the perfect office. Paved patio with a raised garden bed can be found in the backyard. New A/C. Zoned for the best schools. Walk to Brookshire Elementary. Enjoy bike rides and walks along the Cady Way Trail. A new renovation project for the Cady Way pool is planned. Close to Baldwin Park, Winter Park, and short ride to the airport. This is not just a home it’s a lifestyle.

2732 Lion Heart Road, Winter Park
$385,000
4 Beds ⋅ 3 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code
PRICED TO SELL!!!! FIRE DAMAGED HOUSE - LOTS OF POTENTIAL IN THIS WINTER PARK POOL HOME. This is an exciting opportunity for investors or buyers looking for a project! This home offers a blank canvas for renovation. The property is situated in a quiet, family-friendly neighborhood, making it an ideal candidate for full restoration. With required renovations - this blank canvas will become a beautiful 4 bedroom, 2.5 bath home. Features a spacious screened patio and pool area as well, providing the foundation for a stunning remodel. About $100k in repairs are needed. Once restored, the home has an estimated ARV of $650k to $690k, offering significant potential for a solid return on investment. It's located just minutes away from local parks, recreational facilities and the Winter Park Chain of Lakes. Shopping and dining experiences are nearby along Park Avenue. The location offers easy access to major highways for a quick commute to downtown Orlando and beyond. THIS IS AN AMAZING DEAL!

4421 Steed Terrace, Winter Park
$1,500,000
4 Beds ⋅ 4 Baths ⋅ Georgeann Homes SubDv. ⋅ 32792 Zip Code
Welcome to your privately Gated Lakefront Estate, with stunning views and a fully equipped Guest Suite in one of Winter Park’s Most Desirable Locations! This private, beautifully landscaped property features an Open-Concept floor plan with expansive windows showcasing STUNNING panoramic lake views throughout. Lush Landscaping and privacy Fencing line both sides of the property. The spacious main living area is anchored by a striking Fireplace and flows seamlessly into a show-stopping entertainment room with a High-end bar, dual wine refrigerators, and a built-in Keg tap—perfect for entertaining. The Gourmet Kitchen includes Wolf stainless steel appliances, Sub-Zero refrigerator, sleek modern cabinetry, and premium finishes. A private 1-bed, 1-bath Guest Suite with kitchen and a separate side entrance is located on the first floor—ideal for visitors or potential Rental Income. Upstairs, the primary suite offers stunning lake views and a luxurious spa-style en-suite. A second upstairs guest bedroom includes its own full private bath. Enjoy outdoor living with a private Boat Dock, Boat Lift, and Rare Private Boat Ramp exclusive to the home. Additional upgrades include a whole-home Generator, Saltwater purification system, Smart Home Technology, and Automatic window shades. Convenient access to 417, 408, Downtown Orlando, OIA, UCF, and area attractions. Lakefront luxury meets privacy and convenience—schedule your private tour today!

7841 Georgeann Street, Winter Park
$447,500
3 Beds ⋅ 2 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code
Nestled in the heart of Winter Park, this beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of comfort and Florida living. Step inside to discover a bright and spacious open-concept layout featuring durable LVP flooring, modern finishes, and plenty of natural light. The updated kitchen boasts stainless steel appliances, quartz countertops, and a breakfast bar, ideal for entertaining or family meals. The primary bedroom is a true oasis with a luxurious en-suite bathroom. Two additional bedrooms provide ample space for family, guests, or a home office. Outside, your private backyard paradise awaits—complete with a sparkling pool, perfect for cooling off on warm days or hosting weekend gatherings. Located just minutes from Winter Park’s renowned dining, shopping, and top-rated schools, this home combines convenience with tranquility. New roof/gutters in 2022. Floors, kitchen updated, bathrooms updated, hot water heater in 2021. Interior paint in 2021 and exterior in 2022. Don’t miss your chance to own a slice of paradise—schedule your showing today!

3132 Nicholson Drive, Winter Park
$515,000
4 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Welcome home! This COMPLETELY REMODELED 4 bedrooms, 2 baths, 1,953 sq ft cul-de-sac home is nestled in the highly desirable Casa Aloma community. As you walk through the front door, you are greeted by a bright open concept living /dining room space. The turn-key property includes the following updates: brand new roof (2025), new hot water tank (2025), luxury vinyl plank flooring throughout, the kitchen has all new soft-close cabinets with an upgraded Samsung appliance set, quartz countertops with modern style backsplash and a gorgeous kitchen island. All bathrooms were completely remodeled with new vanities, ceramic tile floors and surrounds to include shower glass doors. The focal point of the home is the family room which has a decorative panel wall with an electric fireplace to bring everyone together. All new interior doors and closets throughout. All new 2’ faux blinds throughout. All plumbing fixtures and light fixtures were updated with a black matte finish to keep a custom look. The interior and exterior of the house are freshly painted. The HVAC system was updated in 2017. The backyard is fully enclosed with a brand new 6’ white vinyl privacy fence with a shed for extra storage. The landscaping was updated with sod and plants to add to the curb appeal of the home. The owners did not spare any expense! This home is perfectly located near UCF, Full Sail University, Rollins College, Downtown Orlando, Park Avenue, Baldwin Park, Interlachen Country Club, Winter Park Golf Course, Cady Way Park, and an array of restaurants, entertainment and attractions. If schools are important to you, this property is zoned for top rated schools in Seminole County. Winter Park offers everything you need, and this home is the perfect place to enjoy it all. Set up your private tour today and don’t miss the opportunity to own your dream home! **VIRTUAL SHOWING WITH DRONE PICTURES AVAILABLE!!!  One or more photo(s) have been virtually staged

2607 Verde Lane, Winter Park
$465,000
4 Beds ⋅ 2 Baths ⋅ Carolyn Estates SubDv. ⋅ 32792 Zip Code
Welcome to 1776 E Cheryl Dr, located on a quiet cul-de-sac in desirable Winter Park. The home offers a split plan with 4 bedrooms and 2 bathrooms. The living room has a beautiful stone fireplace. It has a separate indoor laundry room and an attached 2-car garage. Notes of interests include a fully renovated guest bathroom (2018), fully renovated kitchen (2023), new roof and gutters (2021), house replumb (2023) and home exterior paint (2024) and new interior paint throughout the home. Outside you will find a beautiful screened in pool to enjoy the Florida sun. It also has a covered area where you can enjoy outside dining. There is ample room on the .24 square foot lot to have a garden or enjoy lawn games. Located in Winter Park, this home is conveniently situated near a variety of shopping, dining, and entertainment options. The home is in the perfect location as there is a short commute to three top-rated Seminole County schools.. With easy access to major highways and public transportation, commuting to work or school is a breeze. Additionally, the neighborhood is known for its friendly atmosphere and sense of community. Don't miss out on the chance to make this lovely property your own!.

1776 E Cheryl Drive, Winter Park
$421,700
3 Beds ⋅ 2 Baths ⋅ Springview SubDv. ⋅ 32792 Zip Code
Welcome to this meticulously updated and **FULLY FENCED POOL HOME**, reflecting exceptional pride in ownership and featuring numerous thoughtful upgrades, all nestled in the desirable Winter Park area with **NO HOA** and a **NEW METAL ROOF (2022) ** This home is ideally situated on a **QUIET CUL-DE-SAC**, offering additional privacy and tranquility. The **SOLID BLOCK CONSTRUCTION** ensures durability and long-term peace of mind, providing the home's overall structural integrity. It offers 3 bedrooms, 2 bathrooms, and **A VERSATILE BONUS ROOM** with a closet on the ground floor, perfect for a home office, a 4th bedroom, or extra storage, adapting effortlessly to your needs. As you step inside, you’ll be greeted by a bright, inviting living room, with new plantation shutters and tile flooring throughout. The open layout effortlessly transitions into the dining area, where French doors lead to the backyard, ideal for seamless indoor-outdoor living. The modern kitchen features warm wood cabinetry, stainless steel appliances, a stylish glass tile backsplash, and a cozy nook area, perfect for casual meals or enjoying your morning coffee. Upstairs, all the bedrooms have been updated with beautiful wood floors, giving the home a fresh, contemporary feel. The remodeled bathrooms combine both style and function, offering comfort for your daily routines. Step outside to your private backyard retreat: an entertainer's dream and **SPACE GALORE!** The sparkling swimming pool, resurfaced in 2024 and color-changing pool lights, is the centerpiece of this expansive backyard, offering the perfect spot to relax and cool off on warm Florida days. The fully fenced yard ensures complete privacy, with no rear neighbors. For outdoor dining or relaxation, the shaded gazebo on the concrete pad provides a cozy retreat, complete with a built-in charcoal grill, Bluetooth sound system, and hanging lights, creating the ideal setting for evening meals or entertaining guests. The yard has been freshly landscaped with new sod and includes an efficient well-powered irrigation system, ensuring the space stays lush and green year-round while helping to reduce utility costs. For added convenience, a storage shed offers ample space for tools and outdoor equipment, keeping everything organized and accessible. With plenty of space, you can easily add a swing set, garden beds, or a fire pit to enhance your outdoor oasis. Additional upgrades include new gutters, new insulation (2020), and a new garage door with updated features (2023) and alarm system, giving you peace of mind for years to come. Located nearby schools and shopping, this home offers the perfect balance of convenience and comfort. This is a rare opportunity to own a meticulously updated home in the desirable Winter Park area. Don’t miss your chance to make this exceptional property yours, schedule your private tour today!

1189 Lazy Hollow Place, Winter Park
$905,000
5 Beds ⋅ 4 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code
ATTENTION BUYERS!! Price adjusted to $918,000 and $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!! The Winter Park Oasis You've Been Waiting For: Imagine waking up in an expansive primary suite, enjoying a cup of coffee by the fireplace, and then stepping out to your backyard oasis the heated, screened-in pool and spa, warmed by eco-friendly solar panels, are perfect for year-round enjoyment. With a built-in outdoor wet bar and lush landscaping, you'll have the perfect setting for a quiet evening or a lively gathering where you can unwind, entertain, and make lasting memories. This isn't a vacation fantasy—it's your new reality at 5325 Cypress Reserve Place, an exquisite 5-bedroom home in the exclusive gated community of Cypress Reserve. This isn't just a house; it's a lifestyle upgrade designed for ultimate comfort and seamless living. Inside, the open-concept layout flows effortlessly. The chef's kitchen, with its expansive countertops and large island, is the true heart of the home, perfect for everything from casual breakfasts to large dinner parties. The flexible living spaces, including a spacious loft and multi-purpose rooms, provide endless possibilities for a home office, game room, or theater. The result is a move-in-ready masterpiece that offers both comfort and peace of mind. Unbeatable Location, Unmatched Convenience Nestled in one of Winter Park's most sought-after communities, this home offers the perfect balance of serenity and accessibility. You'll be minutes from the chic shops and restaurants of Park Avenue, with easy access to major roads for a stress-free commute. Plus, you'll be zoned for top-rated Seminole County schools and just steps away from the Cross Seminole Trail, offering endless opportunities for outdoor activities. This truly is the opportunity of a lifetime—Schedule Your Private Showing Today! Homes in Cypress Reserve rarely become available—Are you ready to call this one your home?

5325 Cypress Reserve Place, Winter Park
$1,275,000
4 Beds ⋅ 4 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code
Welcome to 2536 Brookshire Ave, a spacious 4-bedroom, 3.5-bath modern farmhouse located in the heart of Winter Park. The open floor plan enhances connectivity throughout, with a first-floor primary suite featuring generous his and her closets. Designer lighting and plumbing fixtures, custom interior paint, 8-foot doors, and wood-like tile floors create a cohesive design. Enjoy additional space upstairs with a loft that has the potential to be converted to a 5th bedroom. All bedrooms are pre-wired for cable and CAT 6, with surround sound in the main living areas and speaker wiring on the back porch. The gourmet kitchen features custom white shaker cabinetry with soft-close doors and drawers, an oversized granite island, and designer pendant lighting. Stainless steel appliances, including an induction cooktop and refrigerator, complement the space. A built-in pantry and under-cabinet lighting with integrated outlets add functionality. The primary suite includes a walk-in shower enclosed in custom glass, a freestanding soaking tub, and dual solid wood vanities with ample storage. Smart technology features include a motorized retractable screen lanai, a Lutron smart exterior lighting system, a MyQ smart garage door opener, and a Schlage smart front door lock with coded entry access on all exterior doors. The home is wired for Ethernet, and a Ring doorbell adds security. The spacious garage offers remote access. Built for efficiency and durability, the home features foam-insulated block walls, Low-E windows, a fully fenced backyard, a sprinkler system, and a radiant barrier roof. Two 15 SEER AC units and a programmable thermostat provide climate control. Located within one of Winter Park’s top-rated school districts, this home is just minutes from Park Avenue’s upscale shopping, dining, and entertainment. Additionally, it is conveniently close to the Winter Park Racquet Club, Interlachen Country Club, and the YMCA. Enjoy nearby outdoor recreation at Ward Park, as well as wellness amenities at the Center for Health & Wellbeing.

2536 Brookshire Avenue, Winter Park
$540,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
Incredible opportunity to own a beautifully updated POOL home in Winter Park... just a block from Top-rated Brookshire Elementary School! Situated on an oversized lot with 2-car garage, this home offers the perfect blend of function, design, and comfort- boasting Mid-Century Modern vibes! As you enter through the beautiful double glass doors, you are greeted by an expansive foyer that flows seamlessly into the dining room and open-concept kitchen; all of which has been tastefully updated with meal prep and entertaining in mind!! Fully equipped with all appliances, the kitchen offers modern granite countertops & breakfast bar, and beautiful wood cabinetry with soft-close features, undermount lighting & glass-front display cabinets **PLUS great storage, prep space and excellent lighting! Off of the kitchen and dining room is a dedicated living/great room with TWO sets of French Doors to access the covered patio where you can take advantage of the Florida weather nearly year-round! The master bedroom sits at the back of the home for added privacy, and offers a walk-in closet, an en-suite shared bath, and French Doors that lead to a pavered patio that overlooks the backyard oasis (while providing just the right amount of natural light!). Outside you will enjoy the sparkling pool with stone-pavered deck nestled among the large, fully-fenced yard with plenty of space to play, garden, and relax! Roof and HVAC were replaced in 2014, Pool Pump replaced in 2018. All electrical panels have been updated.

2335 Coldstream Dr, Winter Park
$565,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Beautifully updated and FURNISHED (upon negotiation) 3-bedroom, 2-bath home in the desirable Winter Park Pines neighborhood is truly move-in ready! Fully renovated in 2019, the home boasts a range of high-end features, including hardwood flooring, designer fixtures, custom crown molding, and 5.25” baseboards throughout the majority of the home. Open floor plan is an inviting space for both living and entertaining. Wonderful chef’s kitchen, complete with Quartz countertops, large island, floor-to-ceiling cabinetry with under-cabinet lighting, soft-close doors and drawers, and stainless steel appliances, including fridge, convection oven, dishwasher, microwave, and dry bar. Skylights and double-pane windows flood the space with natural light. The spacious living and dining areas flow seamlessly. Multiple sitting areas. Large walk-in pantry, mudroom and laundry room. Great room / game room, or home office, features French doors that open onto a screened-in porch, ideal for relaxing. Outdoor patio, dry shed and privacy provided by the lush landscaping and fencing. The primary bedroom is a retreat, and features a stunning, large frameless shower, custom dual vanity with quartz countertops, and an oversized walk-in closet. Two additional bedrooms are generously sized, offering views of the front and side yards, and share an improved bathroom. This home is packed with upgrades including a new water heater (2024), new roof (2023), newer indoor electrical panel, and re-plumbing completed in 2017, along with a 2016 HVAC system. A well for 3- zoned irrigation, providing free water for your landscaping. Located just minutes from the Winter Park Pines Golf Course, Cady Way Bike Trail, pool, pickleball/tennis courts, playground, sports fields, and shopping, as well as Winter Park Hospital, this home offers the perfect blend of convenience and luxury. Zoned for Winter Park schools, with an optional HOA, it’s an excellent investment opportunity as well. Close to Rollins College and Full Sail. Enjoy mature, green trees, sidewalks for biking and walking in this charming and sought-after neighborhood.

230 S Ranger Boulevard, Winter Park
$615,000
4 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 4-bedroom, 2.5-bath home in the heart of Winter Park, just minutes from Park Avenue’s top dining and shopping. Thoughtfully updated from top to bottom, this move-in-ready home features a brand-new AC system, luxury vinyl plank flooring throughout, and a stunning chef’s kitchen with quartz waterfall countertops, custom cabinetry, and all-new stainless steel appliances. Each bathroom has been modernized with sleek, contemporary finishes, while the spacious primary suite offers a private retreat with a beautifully updated ensuite. Outside, the fully fenced backyard provides a perfect space for relaxation or entertaining, and the two-car garage offers ample storage with easy access to the main living areas. Situated in a prime location with convenient access to I-4 and SR-417, this home blends modern elegance with unbeatable convenience. Don’t miss your chance to experience Winter Park living at its best—schedule your showing today!

607 Dunblane Drive, Winter Park
$402,000
3 Beds ⋅ 2 Baths ⋅ Bel Aire Pines SubDv. ⋅ 32792 Zip Code
**This property qualifies for a closing cost credit up to $6,600 through the Seller’s preferred lender.**Welcome home to this 3-bedroom, 2-bathroom home located in the highly desirable Winter Park community of Bel Air Pines. Offering the perfect blend of modern amenities and classic style, this home is sure to check the boxes and more! The front screened-in porch with its charming arched detailing invites you to relax and enjoy the Florda breeze. As you enter the foyer, you’ll see the hallway to your right connecting all three bedrooms and both updated bathrooms. The open concept living and dining areas are perfect for entertaining, with plenty of natural light and a seamless flow for gatherings. The kitchen around the corner features updated white cabinetry, stainless steel appliances, and quartz countertops, offering both style and functionality. Sliding glass doors open from the living area to the backyard, extending your space for indoor-outdoor living. The spacious backyard is the perfect space to store your RV, trailer, or boat with an 8-foot privacy fence surrounding. Recent upgrades include new windows and sky lights, replumbed and new breaker box in 2015, soffit and gutters and facia and new hot water heater in 2020, all new exterior lights, and the attic has R18 pest repellent insulation. Zoned for winter Park High School, this amazing location offers amazing dining and shopping being close to Downtown Winter Park and Orlando and easy access to major highways. Schedule your private showing today!

3121 Heartwood Avenue, Winter Park
$370,000
3 Beds ⋅ 3 Baths ⋅ Eastbrook SubDv. ⋅ 32792 Zip Code
NEW ROOF coming soon! A great Single-Family Home in Winter Park HS district. Check out this beautiful freshly painted interior and exterior single story 3 bedroom 2 1/2 bath home with bonus room and all new LVP flooring throughout. When you walk in the front door turn left to enter the Great Room that includes the open concept kitchen, dining and family rooms. The kitchen includes all appliances and offers a propane gas range. From the family room continue down the hallway to bedrooms 2 & 3 with the guest bath. At the end of the hallway is the Primary bedroom with en-suite bath that has a walk-in tiled shower. At the back of the home is bonus room that can be used as an office, man cave, craft room, playroom, homeschool, etc. (currently being used as a utility room). This space also includes a 1/2 bath and walk-in closet. A/C is 2021, updated electrical panel and newer windows. Save on your property taxes for 2025 with current seller's discounts. This is a prime location and close to everything - restaurants, shopping, Full Sail, UCF and a short distance to attractions and beaches.

1021 Mare Bello Drive, Winter Park
$415,000
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
This 3-bedroom, 2-bathroom single-family home in Winter Park, Florida, offers a prime location and a fantastic lot for investors or future homeowners looking to create their dream property. Located on a 0.19-acre lot (75x110) with no HOA, THE VALUE HERE LIES IN THE LAND & IT'S POTENTIAL! The property features a Florida sunroom and a carport, providing some existing space for reimagining. Whether you’re looking to fix and flip, renovate and hold, or build from the ground up, this lot provides endless possibilities for your next project. With only 0.5 miles to AdventHealth Winter Park and Winter Park Corners Plaza (restaurants, shopping, and more), and just 2 miles from Downtown Winter Park’s vibrant mix of entertainment, parks, restaurants, museums, the Winter Park Chain of Lakes, and weekend farmers markets, the location is ideal for those who want to be in the heart of it all. Don't miss taking advantage of this opportunity to invest in a prime lot in the highly desirable Winter Park area with easy access to everything the area has to offer. The possibilities are endless!

1921 Taylor Avenue, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
MOVE-IN READY HOME IN WINTER PARK! This immaculate ranch-style home has been maintained meticulously! TOP RATED SCHOOLS. This home offers a SPLIT FLOOR PLAN. Living room and dining room offers spacious living space. The PRIMARY BEDROOM WITH UPDATED EN-SUITE BATHROOM that also has access to the enclosed patio, making it a perfect future pool bathroom! The kitchen has GRANITE COUNTERTOPS, WOOD CABINETS, and BREAKFAST BAR. The family room opens up from the kitchen, leading to the other two bedrooms and UPDATED FULL BATHROOM with stand-up shower. Enjoy the Florida weather in the SPACIOUS ENCLOSED SCREEN PATIO, leading on to the beautiful backyard, RV/BOAT CARPORT, and 8x10 SHED with electricity. ROOF 2023. Every season, enjoy MANGOS, AVOCADOS, and PINEAPPLES from the healthy trees in the backyard. This home comes with a timed SPRINKLER SYSTEM. Schedule your private showing today!

4442 Glenview Lane, Winter Park
$370,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Welcome to this charming 3-bedroom, 2-bathroom single-story home, perfectly located in highly sought-after Winter Park. Situated on a beautiful corner lot, this property offers the ultimate in convenience and charm, with the added bonus of NO HOA! Ideal for first-time homebuyers or investors, this home boasts low-maintenance tile and laminate flooring throughout. The spacious living room is the heart of the home, featuring a cozy fireplace, a striking brick accent wall, and high ceilings that create an open and inviting atmosphere. The living area seamlessly flows into the dining room, which offers stunning views of the private backyard through glass sliders—perfect for indoor-outdoor living. The well-equipped kitchen includes all appliances, making it easy to move right in. Both bathrooms are beautifully designed with pedestal sinks and tiled surfaces for a sleek, clean look. The oversized 2-car side-entry garage is a standout feature, with high ceilings, a laundry room, and a dedicated workroom, offering plenty of storage and potential for projects. Conveniently located just minutes from Rollins College, Winter Park Pines Golf Course, Cady Way Trail, Downtown Winter Park and Park Avenue you’ll be surrounded by parks, shops, restaurants, and venues. This home is also zoned for top-rated schools, making it an ideal choice for families. Additional highlights include brand-new garage doors and openers (2025), AC and Air Handler (2022) and Washer and Dryer are included. This home offers an incredible opportunity in one of Winter Park's most desirable locations—schedule your showing today!

2805 Bongart Road, Winter Park
$400,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights SubDv. ⋅ 32792 Zip Code
Welcome to 4991 Tangerine Ave in the heart of Winter Park! This charming 4-bedroom, 2-bathroom home offers comfortable living with no carpet throughout—perfect for easy maintenance. The spacious family and dining room combination provides an open and inviting layout, ideal for gatherings. A large, air-conditioned Florida room adds even more flexibility, ensuring plenty of space for entertaining. The generously sized bedrooms offer comfort and versatility to fit your needs. Step outside to your beautiful backyard oasis, featuring a sparkling pool and additional yard space for relaxation or recreation. With no HOA and zoning for top-rated schools, this home is a rare find in a fantastic location. Don’t miss this incredible opportunity!

4991 Tangerine Avenue, Winter Park
$360,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
**Back on the Market due to buyer financing falling through & listed for below market value!** **Owner Financing Available!!** Welcome to this charming Winter Park home, perfectly situated at 1612 Eastbrook Blvd. This 1,240 square foot residence offers three bedrooms and two bathrooms, making it an ideal space for comfortable family living. Step inside to discover high ceilings that create an open, airy atmosphere throughout. The home features a BRAND new roof (2025), modern luxury vinyl flooring and convenient ceiling fans in key areas. The updated kitchen stands out with sleek quartz countertops and stainless steel appliances, perfect for preparing family meals. The layout includes a primary bedroom and two additional bedrooms, providing plenty of space for everyone. The property has been thoughtfully updated while maintaining its welcoming character. For outdoor enjoyment, you'll find a screened-in back porch that overlooks a peaceful pond - an ideal spot for morning coffee or evening relaxation. The fenced backyard offers additional outdoor space, and a two-car carport provides convenient parking. This home's location is truly convenient, situated near everything you need. You'll find ALDI grocery store less than a mile away, and Aloma Charter High School is within walking distance. Public transportation is easily accessible, with a bus stop at N Semoran Blvd and Raiders Run nearby. For outdoor recreation, Phelps Park is just a short drive away. The property's central location provides easy access to shopping, restaurants, theme parks, major roads, and the airport. Move-in ready and well-maintained, this home offers both comfort and convenience in a desirable Winter Park location. Schedule your showing today!

1612 Eastbrook Boulevard, Winter Park
$490,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Hgts 1st Add SubDv. ⋅ 32792 Zip Code
Great house in sought after neighborhood. The home is close to Brookshire Elementary, Winter Park High, Cady Way trail, Cady Way pool, and Showalter Home has an inviting front porch with swing, storm door with decorative front door, open floor concept for family room, dining room and kitchen. The screened in back porch overlooks a nice fenced in yard. This home won't last long.

2463 Brookshire Avenue, Winter Park
$675,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 3rd Add SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Don't miss out!!! MOTIVATED SELLER! A true GEM located in the highly desirable Brookshire Heights, presenting this FULLY REMODELED spacious single-story property in the heart of WINTER PARK. Showcasing a new meticulously designed floorplan, this property has also recently been EXTENDED by a total approx. 1,040 sqft. Exuding luxury in a modern setting and with stunning curb appeal, this TURNKEY residence with high-end finishes features 3 bedrooms and 2 bathrooms. At the heart of the home is the expansive OPEN PLAN CONCEPT kitchen and living room with plenty of natural light which flows into the dining room area and large family room with sliding patio doors providing access to the tiled COVERED PATIO and sizeable backyard. The GOURMET KITCHEN is a chef’s dream including brand new appliances, ample cabinetry, sprawling central island with countertop seating, quartz countertops and tile backsplash. There is a conveniently located laundry room which leads to the ATTACHED GARAGE with automatic door opener. The driveway also provides extra space for parking. The primary bedroom is a well-appointed, true retreat with views of the yard and has a large CUSTOM walk-in closet and in addition a secondary closet as well as an impressive ensuite bathroom consisting of separate vanities and a walk-in shower. Each of the other additional two bedrooms are well-proportioned with well sized closet spaces both served by a beautiful bathroom with vanity sink and large walk-in shower. OTHER HIGHLIGHTS TO NOTE are new windows and doors, new Carrier a/c, new tankless water heater, new electrical panel, new plumbing, new LED lighting throughout the home as well as new front yard landscaping. Seamlessly blending the outdoor with the indoor, enjoy Florida lifestyle at its finest. The huge backyard is a COMPLETELY FENCED IN PRIVATE OASIS and has plenty of room to add a dream pool should a future project be in your sights. LOCATION, location, location! NO HOA’s! This property is only a couple of blocks away and zoned for top rated schools. Also conveniently located to a ton of amenities - nearby shopping centers, dining & entertainment options, Park Ave, Baldwin Park, Ward Park, the Cady Way Bike Path, Cady Way pool, sports such as Winter Park Pines Golf Club and close to Full Sail, UCF & Valencia colleges. Orlando International Airport and highways 417, 436, and I-4 for easy access to anywhere in the greater Orlando area. DON’T MISS OUT, see the 3D tour, video or schedule your private showing today!

2418 Whitehall Circle, Winter Park
$385,000
4 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 02 SubDv. ⋅ 32792 Zip Code
Discover a rare investment opportunity tucked away in the heart of Winter Park, this 4-bedroom, 3-bathroom home is brimming with potential. Overlooking a green scenic golf course, this property offers a prime location, spacious layout, and endless possibilities. Whether you're looking for a home with character or a rewarding renovation project, this is a golden opportunity you don’t want to miss! As you arrive, the inviting curb appeal sets the tone. Lush landscaping and a welcoming front porch make a statement before you even step inside. The entryway leads to a formal living and dining room, ideal for gatherings or quiet moments at home. Just beyond, you’ll find the first primary suite—complete with a private full bath and walk-in closet—offering comfort and convenience. The heart of the home is the kitchen, overlooking a huge family room with eye-catching wood beams. Natural light pours in through the sliding glass doors. The second primary suite sits on the opposite side of the house, providing a private retreat with an en-suite bathroom. Two additional bedrooms share another full bath, offering ample space and flexibility. Step outside and take in the peaceful greenery views. Whether you dream of creating an outdoor entertainment area, adding a garden, or simply enjoying the open space, this backyard is ready to be transformed. This home includes a newer roof (2023), replumb (2011), HVAC (2016), however renovations are needed throughout entire home. With an optional HOA and an unbeatable location, this home places you just minutes from Park Avenue, top-rated Seminole County schools, Rollins College, UCF, Full Sail, and an array of shopping and dining options. This diamond in the rough is being sold AS IS—bring your creativity and make it shine!

1873 Poinciana Road, Winter Park
$717,000
3 Beds ⋅ 2 Baths ⋅ Williamsburg SubDv. ⋅ 32792 Zip Code
Welcome to 2368 Summerfield Road in Winter Park.  This Single-Story residence embraces a playful Mid-Century Style in combination with modern minimal choices and a Bohemian twist.  Situated on a sizable Corner Lot with colorful gardens and a masonry wall that extends the perimeter for optimal privacy.  You can't help but smile when you enter the inviting Foyer with Architectural and Decorative Elements that include Art, Plants, Wallpapers and large format floor tiles. This versatile Floor Plan allows for an abundance of natural light that floods the space, creating a warm atmosphere that caters to individual lifestyles. The floor plan incorporates 3 Bedrooms and 2 Full Bathrooms, Formal Living and Dining Rooms with Bay Windows, Open Kitchen Concept and Entertaining Space with stylish features that include butcher block counters, a floating breakfast bar and a Natural copper backsplash that adds a touch of rustic charm. An Expansive Florida Room overlooks a sparkling turquoise kidney-shaped Saltwater Pool with Pebble Tech finish.  The large backyard is surrounded by lush landscaping and is ideal for entertaining.  Paver Sunning Deck, Private Grilling Area and the ability to grow your own Garden.  Additionally, the house boasts a high-quality metal roof that combines durability with sleek aesthetics.  From Winter Park to Baldwin Park to Audubon Park to Mills 50 District any direction you embark will lead you to thriving dining scenes, entertainment, boutique shopping, farmers markets, Parks, Gardens, Trails, Golf, Art Galleries, Cozy Cafes and Local Favorites. This home’s prime location provides convenient access to I-4, Downtown Orlando, OIA and area attractions.

2368 Summerfield Road, Winter Park
$965,000
4 Beds ⋅ 3 Baths ⋅ Pelican Bay SubDv. ⋅ 32792 Zip Code
Seller Financing Available--Attractive Terms--Potentially Below Market Rate. A True Gem on the Lake! If you've been dreaming of owning a lakefront property with a Winter Park address, this is your chance! This stunning 4-bedroom, 2.5-bathroom home in the tranquil Pelican Bay Subdivision is move-in ready and full of charm. As you approach, you'll be greeted by lush landscaping. Step through the double front doors into a welcoming foyer with beautiful wood floors and modern accents. An elegant oak staircase with iron rails leads you upstairs to three spacious bedrooms, a loft, a bathroom, and a private patio. The heart of the home lies downstairs, where you’ll find a modern kitchen with upgraded appliances, granite countertops, and wood cabinets. A large island/breakfast bar overlooks the family room, where you can take in breathtaking lake views. Enjoy formal gatherings in the separate dining and living rooms, each offering plenty of space and comfort. The downstairs primary suite boasts serene lake views and features exquisite built-in cabinets, renovated master bath with dual sinks, a large glass-enclosed walk-in shower, and an expansive walk-in closet. The screened-in lanai is the perfect place to relax or entertain, with a jacuzzi, wet bar, and plenty of counter space. Whether it’s morning coffee, afternoon relaxation, or evening sunsets, you’ll love the view of the lake all day long. The dock is an ideal spot for fishing, relaxing, or simply enjoying the tranquil surroundings. Major renovations to the home were done in 2017 including mostly new new windows throughout, dock, all bathrooms and flooring. New roof installed in 2021. This home truly has it all. Don’t miss out—schedule a tour today!

1444 Pelican Bay Trail, Winter Park
$735,000
3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Experience luxury living in this stunning 3-bedroom, 2-bathroom pool home perfectly positioned on the 3rd hole of the golf course in Winter Park. Thoughtfully upgraded with designer details, this home blends elegance and comfort. A beautifully tiled walkway leads to an inviting interior featuring crown moldings, wood-look porcelain flooring, energy-efficient LED lighting, and stylish fixtures throughout. To the right, a versatile office/flex space with custom built-ins offers the potential for a 4th bedroom filled with natural light. The chef’s dream kitchen boasts custom soft-close cabinets with pull-out shelves, stainless steel appliances, and a massive island with extra storage, perfect for entertaining. Flowing into the family room with built-in cabinetry, a wood-burning fireplace, and surround sound, this space seamlessly connects to the expansive patio and sparkling pool with waterfall, all protected by golf ball-resistant screens and windows. The living room features built-in cabinets for additional storage and functionality. French doors create a smooth indoor-outdoor transition, ideal for gatherings. The primary suite features an extra seating area, a large converted walk-in closet (originally the 4th bedroom), and an en-suite with warm-toned tile, a walk-in shower, and designer fixtures. The additional bedrooms offer ample space, new carpeting with a 25-year warranty, and generous closets. Spray foam insulation between the trusses enhances energy efficiency and comfort year-round. For peace of mind, the home includes exterior security cameras, fresh exterior paint, an expanded concrete driveway, and a new state-of-the-art water heater. Major updates include a roof (2013), AC (2017), and full repipe (2024). Located in an area with top-rated schools, this home is perfect for families. Conveniently across from Cady Way Trail and near the Golf & Country Club, which is owned by Winter Park and hosts community events, a restaurant, and a bar, this home offers easy access to downtown Winter Park and Baldwin Park’s top restaurants, entertainment, and attractions. Don’t miss this exceptional opportunity—schedule your private tour today!

1312 Golfside Dr, Winter Park
$525,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Estates SubDv. ⋅ 32792 Zip Code
Welcome home to this charming single-story home with wood floors throughout in the highly desired Kenilworth Estates Neighborhood of Winter Park. Same owner has resided in this home for the last 35 years and it shows with pride of ownership. The three-bedroom, two bath home has just over 1600 square feet and has lots of extra closets for all your storage needs. The large lot could also be redeveloped, and new home could be built. With over 10k square feet of lot space it is plenty large for a new home. The fully fenced back yard is perfect for pet lovers and the quiet cu-de-sac is also a nice plus. Zoned for Winter Park High, Glenridge Middle and Brookshire Elementary. Situated in close proximity to Cady Way Trail, Cady Way Pool and Courts, Winter Pines Golf Club, Showalter & Ward Park Fields, Baldwin Park, Park Avenue, Advent Health, YMCA, Center for Health and Wellbeing, Rollins College and Full Sail University. Don’t miss out on this opportunity to live in the heart of it all.

1307 Lindenwood Ln, Winter Park
$555,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Spectacular 3/2 with split plan in the Winter Park Pines. This pool planned home has been freshly painted throughout the interior and features vinyl plank flooring and cermic tile, breakfast bar in the kitchen, separate dining room, living room, family room, large foyer, plenty of closet space throughout, a screened patio and a large fenced back yard. It also has a complete stainless steel appliance package in the kitchen and a washer and dryer too. Roof replaced in March of 2024. All electrical panels, main and inside, replaced in 2021. Replumbed in 2009. Ac replaced in 2012. Hot water heater replaced in 2021. Seller is a Flordia Licensed Real Estate Broker. Room sized are approximate. Buyer to verify schools and room measurements.

633 London Road, Winter Park
$439,900
3 Beds ⋅ 3 Baths ⋅ Autumn Glen Ph 1 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home with a loft in the highly sought-after Autumn Glen community, located in the heart of Winter Park and within a top-rated school district. This home offers a new roof installed in 2020 and a Goodman 2-stage A/C system from 2018, ensuring both comfort and energy efficiency. Freshly updated with new stucco and paint in 2022, it boasts a modern and inviting exterior. Inside, an open floor plan with dramatic high ceilings creates a spacious and airy feel throughout. The large upstairs loft is perfect for a home office, playroom, or additional living space. The downstairs primary bedroom offers a peaceful retreat, featuring a large walk-in closet for ample storage. The cozy wood-burning fireplace in the living area adds warmth and charm to the home. Set on a generous lot, the property includes a fenced yard, providing privacy and security. Outside, you'll enjoy a gorgeous pool that’s perfect for relaxing or entertaining guests. For your convenience, the home also includes a washer and dryer. Living in the Autumn Glen community means access to fantastic amenities such as tennis courts, a park, and beautifully manicured common areas. With easy access to I-4, 408, and 417 and only a 15-minute drive to Downtown Winter Park and the famous Park Avenue, where you'll find a wide array of dining, shopping, and entertainment options. Don’t miss the opportunity to own this gem in one of Central Florida’s most desirable areas. Schedule your showing today!

1751 Meadowgold Lane, Winter Park
$525,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code
Create your dream home on this expansive 13,748 sq. ft. lot in the highly desirable Kenilworth Shores neighborhood. With dimensions of 70 x 148.68 x 110 x 169.58, this property is one of the largest in the area, offering endless possibilities. The true value lies in the land. Enjoy the convenience of being close to shopping, dining, parks, Advent Health, The Crosby Wellness Center, and just a short drive to the vibrant Park Avenue. Explore boutique shops, fine dining, Central Park’s charming train station, Farmers Market, and seasonal events like Art Festivals, Concerts, and Movie Nights in the Park. This wonderful neighborhood is also within walking distance to the Cady Way Trail, Cady Way Pool & Pickleball Courts, Showalter Fields & Park and Excellent Winter Park Schools!

2019 Loch Berry Road, Winter Park