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$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

$550,000
3 Beds 3 Baths Kenilworth Shores Sec 05 SubDv. 32792 Zip Code
Virtually Staged. BACK ON MARKET; BUYERS GOT COLD FEET! Perfect for a growing family, this home is located in the highly sought-after Kenilworth Shores community, where tree-lined streets, friendly neighbors, top-rated schools, and an unbeatable Winter Park location create a lifestyle people rarely want to leave. Surrounded by excellent schools and just minutes from parks, dining, and shopping, this is the kind of neighborhood where families can truly settle in and grow for years to come. From the moment you step inside, the home offers a warm and inviting feel with spaces designed for both gathering and unwinding. The front living room creates the perfect setting for quiet mornings with coffee, catching up with friends, or relaxing with a good book, while the dedicated dining room is ready for holiday dinners, celebrations, and memorable nights around the table. At the center of the home, the kitchen naturally becomes the heart of daily life — a place where conversations happen while meals are prepared, homework gets finished, and guests always seem to gather. Just beyond, the spacious family room with a cozy fireplace invites movie nights, game days, and relaxed evenings spent together. Upstairs, the thoughtful layout provides the perfect balance of comfort and privacy. Guest bedrooms provide flexibility for family, visitors, or working from home, while the oversized primary suite feels like a true retreat with space to recharge at the end of the day. Step outside and embrace the Florida lifestyle with a covered patio and large fenced backyard ideal for weekend barbecues, kids and pets playing freely, or simply enjoying beautiful evenings outdoors. The home also offers peace of mind with major updates already completed, including a 2020 A/C system and 2021 water heater. Living in Kenilworth Shores means having some of Central Florida’s best lifestyle amenities just minutes away. Spend weekends biking the trails at Cady Way Park, enjoying community events in Baldwin Park and Winter Park, grabbing dinner along Park Avenue, or exploring nearby shops, coffee spots, and local restaurants. With easy access to 417, 408, and I-4, commuting downtown, heading to the airport, or taking a quick beach trip becomes incredibly convenient. More than just a home, this is the kind of neighborhood and lifestyle people move to Winter Park for — connected, comfortable, and centered around enjoying everyday life. Schedule your showing today as this home will not last long.

661 Selkirk Drive, Winter Park

$350,000
3 Beds 2 Baths Wrenwood Heights Unit 2 SubDv. 32792 Zip Code
HOME SWEET HOME – A curved driveway welcomes you to this charming ONE-STORY residence, where classic stone accents and green shutters peek through blooming azaleas, hinting at the warmth waiting inside. With its inviting cottage feel, this home blends character and comfort from the moment you arrive. Step through the covered entry into a space that feels both grounded and welcoming, highlighted by soft wood-look flooring that flows seamlessly throughout the main living areas. To your right, the sunlit kitchen, updated in 2016, is thoughtfully designed for both creativity and connection, featuring a stainless FARMHOUSE SINK, mosaic backsplash, slide-in cooktop and oven, and under-cabinet lighting, with crown molding extending into the family room to add warmth and refinement. A breakfast bar opens effortlessly to the family room, creating the perfect setting for casual meals and easy entertaining, while also offering the flexibility to utilize this space as a dining area to create a more expansive living room or design a home office with a view of the front driveway. NATURAL LIGHT fills the combined living and dining area, where peaceful backyard views provide a serene backdrop for everyday living and hosting. A sliding glass door leads to a private outdoor retreat, where mature palms, magnolias, and shade trees surround a FULLY FENCED BACKYARD, and an open concrete patio invites grilling, gathering, and relaxing outdoors. Flowers, roses, and stone walkways create a garden-like atmosphere ideal for slow mornings, outdoor dining, or simply enjoying the Florida sunshine. All three bedrooms are thoughtfully situated down a hallway on the left side of the home, creating a sense of privacy from the main living areas. The two guest bedrooms share a hallway bathroom with a shower and tub combination, offering a great opportunity for personalization or future updates, while the recently updated owner’s suite bathroom delivers a fresh, modern feel with a tiled step-in shower, accessibility rails, and a granite-topped vanity. PRACTICAL UPDATES including newer AC, replumbing, electrical improvements, and a newer garage door provide added peace of mind. A SPACIOUS TWO-CAR GARAGE with a laundry area and built-in storage enhances everyday functionality. Located in Wrenwood Heights in the Seminole County portion of Winter Park, this home offers easy access to museums, farmers markets, scenic walking areas, and the renowned Winter Park Chain of Lakes, all while remaining convenient to major roadways and downtown Orlando. Enjoy the added benefit of Seminole County’s highly regarded A-rated schools. This home offers the perfect balance of comfort, charm, and connection. SCHEDULE YOUR PRIVATE SHOWING TODAY!

5236 Tangerine Avenue, Winter Park

$760,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Beautifully updated 3BR/2BA pool home in the highly sought-after Winter Pines community of Winter Park! This move-in ready home offers a bright, open layout with multiple living spaces, perfect for both everyday living and entertaining. The upgraded kitchen features stainless steel appliances, granite countertops, breakfast bar, custom cabinetry, and a farmhouse-style undermount sink, all opening to a spacious dining area with a stunning exposed brick fireplace. A newly enclosed and fully air-conditioned back room (converted from the former porch) offers exceptional flex space—perfect for a bonus room, playroom, or additional living area. Designed to maximize Florida living, this space features an expansive sliding glass door that seamlessly blends indoor and outdoor living, while a separate dedicated HVAC system ensures optimal comfort year-round. The primary suite includes a walk-in closet, dressing area, and en suite bath with dual-sink granite vanity and step-in shower. Just off the primary bedroom is a newly added office/nursery space, perfect for working from home or a private retreat. Split floor plan with two additional generously sized bedrooms and a full bath for added privacy. Enjoy Florida living outdoors with a spacious patio, sparkling pool, and large backyard featuring brand-new sod—perfect for entertaining or relaxing. Additional upgrades include fresh paint and a high-end seamless metal roof. Prime location just minutes to Cady Way Park, shopping, dining, and zoned for top-rated schools. Don’t miss this one—schedule your showing today!

2919 Bower Road, Winter Park

$490,000
3 Beds 2 Baths Winter Woods SubDv. 32792 Zip Code
Step into your own private retreat in the sought-after Winter Woods community! This beautifully maintained 3-bedroom, 2-bath pool home offers 1,745 square feet of inviting living space designed for both comfort and effortless entertaining. From the moment you arrive, you’ll be greeted by lush, mature landscaping that creates a sense of privacy and charm. Inside, the home features a bright, open layout filled with natural light and a warm, welcoming feel throughout. The beautifully updated kitchen is a true standout, featuring brand-new quartz countertops, modern finishes, and ample space for cooking, gathering, and creating lasting memories. Out back is where this home truly shines—enjoy your screened-in pool and spacious patio, perfect for relaxing weekends, hosting friends, or soaking up Florida’s year-round sunshine without the bugs. A 2-car garage adds convenience and storage, while the location is hard to beat—just minutes from the boutiques, dining, and vibrant atmosphere of Park Avenue and all that Winter Park has to offer. Homes like this don’t come around often—schedule your showing today and experience it for yourself! ROOF: 2023 AC: 2012 HWH: 2017 Electrical: Updated 2022

2126 N Hampton Circle, Winter Park

$179,900
2 Beds 2 Baths Lancelot/Winter Park SubDv. 32792 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bathroom first-floor corner-unit condo in Winter Park, offering comfort, convenience, and peace of mind, with major updates completed in 2026. These upgrades were specifically implemented to enhance the property's aesthetic appeal and energy efficiency. The exterior updates include replacing all windows with single-hung, double-pane, low-E glass vinyl units and installing a matching vinyl sliding patio door. Interior improvements include new interior and closet doors, 5" baseboards, and fresh paint on all ceilings, walls, and trim. Additionally, all ceilings have been modernized to a smooth finish, and 2" cordless faux-wood blinds have been installed throughout. Both bathrooms have been fully renovated with new flooring, wall tiling, tubs, toilets, vanities, and updated fixtures. The kitchen has also been completely transformed with new cabinetry, granite countertops, a modern faucet, and a full suite of stainless steel appliances. Located near the University of Central Florida, Full Sail University, and SR-417, this condo offers quick access to major commuting routes, shopping, dining, and everyday essentials. Whether you're looking for a primary residence or a long-term investment opportunity, this property combines location, functionality, and value in one of Orlando's most connected areas.

3651 N Goldenrod Road Unit D101, Winter Park

$470,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
There’s a certain feeling you get the moment you arrive in the secure, gated community of Enclave at Hawks Crest… a sense of calm, privacy, and understated luxury that immediately sets it apart. At 1537 Bantam Way, that feeling begins the second you pull up. The clean architectural lines, paver driveway, and polished contemporary exterior create a striking first impression… but it’s what happens inside this spacious 2,312 sq ft townhome that truly defines its beauty and charm. Step through the front door and you’re immediately welcomed into a light-filled, open-concept space where every detail feels intentional. Wood-look tile flooring stretches across the first level, adding warmth and durability, while high ceilings and natural light create an airy, expansive feel. This is a home designed not just to look beautiful, but to live effortlessly. At the center of it all is a kitchen that truly anchors the home. Featuring stainless steel appliances, a large center island with seating, and a walk-in pantry, it’s built for both everyday living and entertaining. The kitchen flows seamlessly into the dining and living areas, creating a connected environment that feels natural, comfortable, and refined. Sliding glass doors open to a covered rear patio… a private outdoor extension where mornings begin peacefully and evenings unwind with ease. Whether entertaining guests or enjoying a quiet night in, this space becomes a natural extension of the home’s living area, offering a balance of indoor comfort and outdoor enjoyment. Upstairs, the layout continues to impress with both comfort and flexibility. The primary suite offers generous space, a large walk-in closet, and a well-appointed en suite bath with dual vanities and a spacious walk-in shower. A central loft creates an additional living area, ideal for a media room, play space, or secondary lounge. Two additional bedrooms, a full bathroom, and an upstairs laundry room provide convenience and thoughtful separation of space. On the main level, a dedicated office adds even more flexibility for today’s lifestyle, whether working from home, creating, or simply having a quiet retreat. Beyond the home itself, the community enhances the lifestyle with exceptional amenities, including a large resort-style pool perfect for relaxing weekends or social gatherings, along with a children’s playground that adds to the neighborhood’s welcoming and family-friendly environment. The gated entry provides an added layer of privacy and security, creating a sense of exclusivity while still fostering a connected community atmosphere. Located in one of Central Florida’s most desirable areas, you’re just minutes from the charm of Park Avenue, the walkable appeal of Baldwin Park, and have quick access to SR 417 and I-4, making commuting to Downtown Orlando and surrounding areas seamless. Top-rated schools, dining, shopping, and entertainment are all within close reach, placing everything you need exactly where you want it. This is more than a townhome… it’s a refined, low-maintenance lifestyle in Winter Park, combining modern design, thoughtful functionality, and the added comfort of a gated community. Buyers may also receive up to $2,500 toward closing costs or a mortgage rate buy-down when using the seller’s preferred lender, creating additional value and flexibility for today’s buyer.

1537 Bantam Way, Winter Park

$650,000
4 Beds 3 Baths Meadows At Hawks Crest SubDv. 32792 Zip Code
In the gates of one of Winter Park’s most desirable communities, this elegant single-story residence offers an exceptional opportunity to experience refined Florida living in the sought-after enclave of Hawk’s Crest. Spanning more than 1,700 square feet, the home blends timeless architecture with a thoughtfully designed layout that balances comfort, style and functionality. From the moment you enter, soaring ceilings and expansive windows fill the interior with natural light, creating an inviting and sophisticated atmosphere. Ceramic tile flooring extends throughout the home, offering a clean and cohesive design while providing durability for everyday living. The living and dining areas connect seamlessly, creating an ideal setting for intimate evenings and effortless entertaining. At the center of the home, the kitchen serves as a natural gathering space, thoughtfully designed with style and functionality in mind. It features premium appliances, crisp white cabinetry and a spacious island, all while overlooking the main living areas for a seamless connection throughout the home. Updated lighting throughout the residence adds a refined modern touch and enhances the warm ambiance of the home. The primary suite offers a peaceful retreat, complete with a spacious walk-in closet and a spa-inspired bath designed for relaxation. Additional bedrooms provide flexibility for guests, family or a dedicated office space, each thoughtfully designed with comfort in mind. Outside, beautifully maintained grounds cared for by the HOA allow residents to enjoy the surrounding landscape without responsibility of maintenance. Life in Hawk’s Crest offers a lifestyle that extends far beyond the home itself. Residents enjoy access to resort-inspired amenities, including a swimming pool, clubhouse, fitness center, splash pad, playgrounds, dog park and private access to Lake Howell. The community also hosts popular monthly food truck gatherings and offers everyday convenience of Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee just at the community entrance. Ideally just minutes from Park Avenue’s celebrated dining and shopping, top-rated schools and Winter Park’s cultural destinations, this residence presents an exceptional opportunity to enjoy one of Central Florida’s sought-after lifestyles.

1098 Wildmeadow Run, Winter Park

$404,900
3 Beds 2 Baths Eastbrook Sub Unit 11 SubDv. 32792 Zip Code
Under contract-accepting backup offers. Virtually Staged. NOW $404,900! Highest and Best Offers to Be Reviewed Tuesday Morning. Pool Home • No HOA • Paid-Off Solar Panels • Roof (2018) Welcome to this well-maintained 3-bedroom, 2-bathroom home offering approximately 1,770 square feet, a 2-car garage, private pool, Roof (2018), Water Heater (2019), and fully paid-off solar panels for added energy savings. The renovated kitchen features quartz countertops, stainless steel appliances, modern cabinetry, an oversized island with an induction cooktop, and an open layout that flows seamlessly into the main living areas. The spacious Florida Room is one of the home's highlights, featuring soaring wood ceilings, exposed beams, a built-in serving area, and direct access to the pool. It's the perfect space to relax, entertain, enjoy your morning coffee, or watch the big game. The primary suite offers a flexible bonus area that can be used as a reading nook, home office, vanity, workout space, or additional storage. The primary bathroom also provides direct access to the pool. Step outside and enjoy a backyard that's hard to find in many pool homes. In addition to the private pool, you'll still have plenty of green space to enjoy, plus a barbecue connection already in place for outdoor cooking. Whether you're hosting friends, grilling on the weekend, or simply unwinding by the pool after work, this backyard is ready to enjoy. Conveniently located just minutes from Park Avenue, Rollins College, Full Sail University, UCF, shopping, dining, and major highways. Zoned for highly rated Seminole County schools.

3463 Arnel Drive, Winter Park

$167,000
3 Beds 2 Baths Hidden Oaks Condo Ph 11 SubDv. 32792 Zip Code
Rare corner unit opportunity — this 3-bedroom, 2-bath home sits on the upper level of the highly sought-after Hidden Oaks community in Winter Park, tucked in one of the neighborhood's quieter, more private sections away from street traffic and parking lot noise. Unlike most units in the complex, this home benefits from windows on three sides, flooding every room with natural light throughout the day — a feature you simply won't find in the standard interior units. The second-floor position adds both privacy and tranquility, with no footsteps overhead and elevated views of the surrounding mature tree canopy that Hidden Oaks is known for. The functional floor plan makes the most of every square foot, with a spacious living area that feels open and airy thanks to that exceptional three-sided window exposure. The kitchen has been thoughtfully updated with a brand-new range, and the refrigerator, dishwasher, and washer/dryer were all replaced approximately three years ago — move-in ready from day one. Perfectly positioned for convenience without sacrificing peace and quiet: minutes from Full Sail University, UCF, downtown Winter Park, and downtown Orlando, with quick access to the 408 and 417. One assigned parking space is included, with two additional permits available through the association.

3217 Oak Lawn Place Unit 211, Winter Park

$449,900
4 Beds 2 Baths Georgetown Estates SubDv. 32792 Zip Code
Welcome to this beautifully remodeled, move-in-ready home in the highly sought-after Winter Park area. This single-story residence features 4 bedrooms and 2 bathrooms, offering a bright, open floor plan with modern finishes designed for both comfort and functionality. A standout feature of this property is its commitment to sustainable living and energy efficiency. Highlights include: - Newer Roof: Installed in 2023 - Radiant Barrier & Blown-In Attic Insulation: Keeps the Florida heat out and significantly lowers cooling costs. - High-Efficiency HVAC: Energy Star rated AC unit ensuring consistent temperatures and peak savings. Step outside to an expansive backyard featuring a private pool, perfect for relaxing or entertaining. This large outdoor space offers endless possibilities for customization, such as a garden or an outdoor kitchen. Located in a quiet, established neighborhood within an A+ rated school zone, this home provides convenient access to top shopping, dining, parks, and major highways. Don't miss this incredible opportunity to own a fully updated turnkey property in one of the most desirable areas of Winter Park.

501 Heritage Boulevard, Winter Park

$421,000
3 Beds 2 Baths Eastgate Sub SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. LOCATION, LOCATION, LOCATION! Welcome to this charming 3-bedroom, 2-bathroom home nestled in the heart of Winter Park! As you enter the home, you'll notice the living room and dining area flow seamlessly together, leading you into the kitchen featuring solid surface countertops and solid wood cabinetry. The kitchen opens into a warm and versatile family room/sunroom, ideal for relaxing or entertaining. Step through to the carport for added convenience, or slide open the glass doors to your screen-enclosed patio and expansive fenced backyard, a private outdoor retreat with endless possibilities. Back toward the front of the home, you'll find three comfortable bedrooms and two full bathrooms. The primary suite offers a private ensuite bathroom, while a well-placed shared bathroom serves the additional bedrooms. Carpet and tile throughout complete the comfortable feel of this cozy home. Location is everything, and this one delivers! Just minutes from Rollins College, Advent Health Winter Park, Winter Park Corners Plaza, and Park Avenue, you'll enjoy easy access to boutique shopping, acclaimed dining, museums, parks, the Winter Park Chain of Lakes, and the beloved weekend farmers market. Whether you're a first-time buyer, a savvy investor, or someone looking to plant roots in one of Central Florida's most desirable communities, this is a rare opportunity you won't want to miss. Don't miss your opportunity, schedule your private showing today!

633 Lander Road, Winter Park

$452,000
3 Beds 2 Baths Eastbrook Sub Unit 8 SubDv. 32792 Zip Code
Virtually Staged. Beautifully renovated pool home in the highly desirable Eastbrook community of Winter Park, featuring major recent upgrades including a new AC system, windows, doors, and flooring throughout the home. This move-in ready 3-bedroom, 2-bath residence sits on an oversized 0.30-acre corner lot in a quiet cul-de-sac with no HOA. The home offers a bright open-concept layout with abundant natural light and a seamless flow between the living, dining, and kitchen areas—ideal for both everyday living and entertaining. The updated kitchen features modern cabinetry, stainless steel appliances, and generous counter space. Both bathrooms have been tastefully renovated, and the spacious bedrooms provide comfort and flexibility. Step outside to a private backyard with a sparkling pool and plenty of outdoor space perfect for relaxing or hosting gatherings. Additional highlights include a 1-car garage, roof replaced in 2016, updated electrical, and a newer water heater (2021). Located within the top-rated Seminole County school district and just minutes from Park Avenue, Rollins College, shopping, dining, museums, and Winter Park Hospital. A fantastic opportunity to own a beautifully updated home in one of Central Florida’s most desirable locations.

2020 Cocos Court, Winter Park

$135,000
1 Beds 1 Baths Stratford A Winter Park Condo SubDv. 32792 Zip Code
LOCATION! LOCATION! LOCATION! Beautiful 2nd floor corner condo in desirable Winter Park, featuring 1 bed/1 bath, open concept living/dining area and balcony. 2018 ROOF. Move-in ready and conveniently located near UCF, Rollins College, Valencia College, Park Avenue, and Downtown Orlando. Residents enjoy resort-style amenities including two pools, tennis court, a fitness center, and clubhouse available for rental for gathering or events. The unit includes a fully equipped kitchen, stackable washer and dryer in the bedroom, and access to free community laundry. HOA covers water, trash removal, internet, pest control, exterior maintenance, and grounds care. Close to shopping, dining, and major highways for easy access across the area.

144 Lewfield Circle Unit 144, Winter Park

$360,000
3 Beds 2 Baths Oakcrest-516 SubDv. 32792 Zip Code
Welcome to this charming 3-bedroom, 2-bath home tucked away on a quiet cul-de-sac in the Oakcrest community of Winter Park. Offering 1,252 square feet of comfortable living space, this single-story ranch sits on a generously sized 0.22-acre lot that provides plenty of room to enjoy outdoor living, entertain guests, or create your own backyard retreat. Inside, the home features a bright and functional layout with high ceilings, ceiling fans, and inviting living and dining areas that create a comfortable space for everyday living. The kitchen offers ample cabinetry and includes a range, refrigerator, and dishwasher, making it both practical and convenient for daily use. Tile and carpet flooring combine durability with comfort throughout the home, while built-in features and window treatments add to the home’s charm and functionality. The split-style layout provides privacy for the primary bedroom while two additional bedrooms offer flexibility for family, guests, or a home office. Outside, the private backyard is fully fenced and includes storage sheds and an irrigation system, giving you the space and versatility to garden, relax, or host gatherings. The home also features a two-car garage for additional storage and parking. The property truly stands out with its beautifully maintained landscaping, where the care and time invested by the owner is evident throughout the yard, creating a welcoming setting and enhancing the home’s curb appeal. Located in desirable Winter Park within Seminole County and zoned for Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High School, this home combines comfort, convenience, and value. With easy access to shopping, dining, parks, and major roadways throughout Central Florida, this property offers a wonderful opportunity to enjoy life in one of the area’s most established communities.

7213 Silver Place, Winter Park

$430,000
4 Beds 2 Baths Winter Park Estates SubDv. 32792 Zip Code
Updated 4-bedroom, 2-bath home in a premium Winter Park location with NO HOA and a spacious backyard. This home is currently in the final phase of renovation and has already undergone major upgrades, including remodeled bathrooms, updated kitchen, new flooring, upgraded electrical, new AC System and a newer roof. The interior has been thoughtfully modernized, offering a bright open layout ideal for comfortable living and entertaining. The property is being sold in its current condition; exterior improvements will not be completed, giving the future owner the opportunity to finish and customize the exterior to their preference. Conveniently located near shopping, dining, schools, and major roadways.

Winter Park

$487,500
4 Beds 3 Baths Winter Park Pines Merrie Oaks SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to beautiful Winter Park! This spacious 4-bedroom, 3-bathroom home offers 1,864 square feet of living space and sits on a generous lot in an established neighborhood known for its mature trees, convenient location, and classic Florida charm. This home is solid, making it a fantastic opportunity for buyers looking to add their own personal style and make it their own. With great bones and a functional layout, it provides the perfect canvas for someone who wants to create their dream home while enjoying the comfort of a well-kept community. The interior offers ample living space, multiple bedrooms for family or guests, and flexibility for a home office, hobby room, or multi-generational living. The sizable lot provides plenty of room for outdoor entertaining, gardening, or future improvements. Located in the Winter Park Pines, the neighborhood is loved for its quiet residential streets, established homes, and unbeatable convenience. Residents enjoy close proximity to: • Park Avenue and Downtown Winter Park for shopping, dining, and community events • Cady Way Trail and nearby parks for walking, biking, and outdoor recreation • Easy access to Full Sail University, UCF, and Rollins College • Quick commutes to Downtown Orlando, major highways, and Orlando International Airport • Nearby restaurants, coffee shops, and everyday conveniences along Aloma Ave and Semoran Blvd Whether you’re an investor, or someone looking for a home you can truly make it yours, this property offers location, space, and long-term potential in one of Central Florida’s most desirable communities. Don’t miss the chance to make this Winter Park home yours!

275 N Ranger Boulevard, Winter Park

$215,000
2 Beds 2 Baths Wrenwood Condo SubDv. 32792 Zip Code
Charming Updated Home in Prime Winter Park Location Welcome to this beautifully updated home located in the highly desirable area of Winter Park. Combining comfort, style, and convenience, this property offers a thoughtfully designed open floor plan that creates a seamless flow between the main living spaces, making it ideal for both everyday living and entertaining. The home features two well-sized bedrooms and two full bathrooms, providing comfort and privacy for residents and guests alike. The spacious living room and dining room are filled with natural light, creating a warm and inviting atmosphere perfect for gatherings, relaxing evenings, or hosting family and friends. The kitchen is both elegant and functional, showcasing solid wood cabinets, beautiful stone countertops, and a full set of included appliances. With its stylish finishes and practical layout, this space is perfect for preparing meals while staying connected to the rest of the home. Several valuable updates have been made to the property, adding both appeal and peace of mind for future owners. The home features a NEW roof, brand-NEW appliances, NEW AC and NEW electrical panel , all enhancing the overall quality and efficiency of the property while reducing potential maintenance concerns. Ideally located near a main road, this home offers easy access to shopping, dining, and daily conveniences while still maintaining a peaceful residential feel. The property is also situated close to well-regarded schools, making it an excellent option for families or anyone looking to enjoy the benefits of living in one of Winter Park’s most sought-after communities. This is a fantastic opportunity to own an updated home in a prime location. Schedule your private showing today and discover everything this Winter Park property has to provide.

4858 Tangerine Avenue Unit 4858, Winter Park

$183,000
2 Beds 2 Baths Windward Square Sec 1 SubDv. 32792 Zip Code
Bring your creativity and imagination to this  2-bedroom, 2-bath fixer-upper with 1,105 sq ft in a desirable Winter Park 32792 location. It offers a private walled backyard and a low HOA. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, community swimming pool and tennis court. Only 3 mi to Full Sail University, 5 mi to UCF, 4 mi to AdventHealth Winter Park, and 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida. An excellent opportunity to own in Winter Park with space, privacy, and strong location. This home is loaded with potential. Make it your own or have a great investment property.

2529 Windward Way, Winter Park

$320,000
3 Beds 2 Baths Eastbrook Sub Unit 06 SubDv. 32792 Zip Code
NEW PRICE OFFERING IN EASTBROOK! Significant $15,000 price drop, placing it well below recent neighborhood comparables. Welcome to Winter Park's best-keep secret. Quiet, safe, family-oriented, with almost zero traffic and zero HOA restrictions and fees – Eastbrook is 32792’s hidden gem. This 3-bedroom, 2-bath home provides unmatched market value and instant equity, pairing mid-century charm with a long list of mechanical updates. Aside from the 7-year windows and electrical panels, and an 8-year, thoroughly-serviced and well-maintained AC unit inside and out, the water heater, exterior paint and window blinds are under a year old. PLUS the brand-new ceiling fans, light fixtures, gutter screens, smoke detectors, interior paint - and all conveying appliances in perfect working order - give you a worry-free, move-in-ready home. Now, let’s talk about that massive backyard oasis! Lush mature trees, a “grass-covered” patio, and a large concrete firepit all conspire to provide a perfect spot for entertaining and room for kids and pets to romp. The house's bonus features include a covered carport, huge separate, air-conditioned laundry room, tons of storage space inside and out, and a separate cross-fenced side yard for vehicles and other large items. To round out these stellar amenities, potential buyers will have peace of mind knowing the roof, electrical, and plumbing systems have all been recently inspected and found in tip-top shape! What’s not to love about this adorable, cozy house?

1760 Peruvian Lane, Winter Park

$415,000
3 Beds 2 Baths Eastbrook Sub Unit 16 SubDv. 32792 Zip Code
All photos with furniture have been virtually staged*Welcome home to 3246 Athena Drive in beautiful Winter Park! Fully renovated 3-bedroom, 2-bath home offering 1,600 sqft of move-in ready, flexible living space. This thoughtfully updated home features a bright open layout, new flooring throughout, a completely updated kitchen with modern cabinetry, countertops, and stainless steel appliances. This home boasts a family room, with stone fireplace, and a living room off the kitchen. Each are flexible spaces that can be used as TV/living/Gaming rooms or comfortable sitting areas to relax and entertain. The kitchen is in the center of the house and connects each living space creating an ideal layout for everyday living and entertaining. This home also has a split bedroom plan. The primary bedroom on the left side of the home has a large closet and en-suite bathroom that has been fully renovated with beautiful finishes. The second and third bedrooms are located on the opposite side of the home and separated by a short hallway connected to the guest bath featuring double sinks with Carrera marble counters and modern finishes as well as an open linen closet. Bedroom 2 has oversized sliding windows and a large closet and gets great natural light. Bedroom 3 is the perfect size and can also be used as a large home office. There is a large screened porch through the sliding door for entertaining and watching sports and movies after a long week, and very spacious backyard for hosting. Conveniently located near Historic Downtown Winter Park/ Park Avenue which hosts a weekly Farmer’s Market. A-Rated Seminole County Schools, shopping, coffee shops and more! Move right in and enjoy modern living in a beautifully renovated home in a great location!

3246 Athena Drive, Winter Park

$629,000
3 Beds 2 Baths Kenilworth Shores Sec 07 SubDv. 32792 Zip Code
***MUST SEE WINTER PARK POOL HOME*** Explore the virtual tours to fully appreciate the beauty of this completely renovated 3 bedroom/2 bath solid block pool home nestled in the highly desirable Kenilworth Shores community in Winter Park. This move-in-ready home features an open layout with vaulted ceilings and an abundance of natural light, highlighted by a large free-flowing kitchen with all the amenities... new stainless-steel GE appliances, elegant quartz countertops, sturdy oversized soft-close shaker cabinets and two large built-in wall pantries. The open living area includes a cozy formal dining room with additional countertop seating, and a picturesque sliding glass door opens to an extra-large 40 x 12 outdoor covered porch that provides additional casual outdoor living space. The spacious primary bedroom has a vaulted ceiling and his/her closets, with private access to the backyard covered porch, and features a fully renovated en-suite bath. The secondary bathroom has been tastefully upgraded, as well. Freshly painted inside and out, this immaculate home has new waterproof LVP flooring throughout, new light fixtures and ceiling fans, and stylish window shade coverings on every window. With an indoor laundry room and a two-car carport, this worry-free home features a new AC unit installed in 2025, a new electrical panel and updated plumbing, and a roof that was replaced in 2018. Setting this home apart is your private outdoor private backyard oasis, showcasing a gorgeous 32 ft long/10 ft deep in- ground pool plus a unique outdoor kitchen . . . perfect for family gatherings or hosting a Bar-b-que pool party . . . and with a generously sized 10’ x 18’ shed with full electric providing additional storage solutions or living options, this fully fenced-in backyard is truly a tranquil outdoor haven. Zoned for excellent Winter Park schools, this home is located four blocks from Winter Park High and less than a mile from Brookshire Elementary and Glenridge Middle. It comes with deeded access to the boat ramp and fishing dock at Lake Berry. Blue Jacket Park and Cady Way Park are just down the street, showcasing great bike trails for walking and jogging. The well-known shopping and restaurants of downtown Park Avenue and Baldwin Park are just minutes away. Rollins College, UCF, Full Sail University, and Winter Pines Golf Course are all close by. And Advent Health/Winter Park Hospital is less than a mile down the street. This is a quiet, family-friendly community known for its tranquility and peaceful living. Don’t miss this opportunity to make this wonderful home your very own. Schedule your showing today.

1926 Natalen Road, Winter Park

$300,000
3 Beds 3 Baths Winter Green SubDv. 32792 Zip Code
Offering the comfort and feel of a single-family home with the convenience of townhome living, this beautifully maintained two-story residence features 3 bedrooms, 2.5 baths, and a private courtyard conveniently located in Winter Park. Sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to your private outdoor courtyard. Inside, the spacious layout is complemented by low-maintenance tile flooring throughout and a cozy wood-burning fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with granite countertops, stainless steel appliances, and a newer refrigerator, while the generously sized bedrooms provide comfortable retreats. The primary suite features two closets and an ensuite bath with dual sinks. Major system updates provide exceptional peace of mind, including a brand-new roof and HVAC system installed in January 2026, along with fresh exterior paint, newer gutters (approximately three years old), and a newer fence. The washer and dryer convey, making this home truly move-in ready. The community offers an exceptionally low HOA fee of under $200 per month, adding to the home’s overall value. Ideally located with easy access to Winter Park, Maitland, Full Sail University, UCF, Rollins College, and Valencia College, as well as nearby shopping, dining, and major roadways. With its spacious design, private outdoor space, and proven rental history, this property presents an outstanding opportunity as either a primary residence or investment. Reach out to schedule your private showing now!

1515 Winter Green Boulevard, Winter Park

$275,000
2 Beds 2 Baths Windward Square Sec 2 SubDv. 32792 Zip Code
Hidden gem in the heart of Winter Park! This beautifully updated 2-bedroom, 2-bath single-story townhouse offers a private fenced backyard, additional storge closet on back patio and a low HOA. The home features granite countertops, new cabinetry, and stainless steel appliances, along with tastefully renovated bathrooms and fresh interior paint throughout. Major upgrades include 2022 pavers, a whole-house repipe, and a newer roof. Enjoy community amenities such as a resort-style pool, basketball courts, and a clubhouse—perfect for entertaining. Centrally located near shopping, dining, major travel routes, Altamonte Springs Mall, Downtown Winter Park, Full Sail University, and UCF. Zoned for top-rated Seminole County schools. A fantastic single-level townhome in a prime location with very reasonable HOA fees.

2612 Exuma Way, Winter Park

$865,000
3 Beds 3 Baths Kenilworth Shores Sec 04 SubDv. 32792 Zip Code
Discover a rare opportunity to own a beautifully maintained home that perfectly blends comfort, style, and location. Nestled in a desirable neighborhood, this property welcomes you with inviting curb appeal and a thoughtfully designed layout ideal for both everyday living and entertaining. Inside, you’ll find spacious living areas filled with natural light, a modern kitchen featuring quality finishes and ample storage, and generously sized bedrooms that offer the perfect retreat at the end of the day. This home has been thoughtfully updated with major improvements already completed for peace of mind, including a new AC system, all new ductwork, and new insulation installed in 2020 for enhanced energy efficiency and comfort. The exterior was freshly painted in 2020, the roof was replaced in 2021, and the pool was resurfaced in 2021—perfect for enjoying warm days in your own backyard oasis. Electrical panels were updated in 2018, and the water heater was replaced in 2024, offering added reliability and value. Ideally located just minutes from Baldwin Park and the prestigious Park Avenue district, you’ll enjoy easy access to boutique shopping, dining, and community events. This home is also a short drive to Rollins College, Full Sail University, and the University of Central Florida (UCF), making it a convenient choice for professionals, faculty, and students alike. Step outside to a private backyard ideal for relaxing evenings or entertaining guests. Conveniently located near parks, schools, and everyday amenities, this move-in-ready home offers both tranquility and accessibility. if you're on the market this exceptional property is ready to welcome you home.

628 Dunblane Drive, Winter Park

$300,000
3 Beds 3 Baths Coronado Twnhms SubDv. 32792 Zip Code
Welcome home to a well-maintained 3-bedroom, 2 full bath, and 1 half bath home tucked away on a quiet cul-de-sac. This home offers a comfortable layout with just the right amount of space for everyday living and entertaining. The main living areas feel open and inviting, with plenty of natural light flowing throughout. The kitchen features granite countertops, ample cabinet and counter space, and connects easily to the dining and living areas, making it perfect for gatherings or casual nights at home. The bathrooms also include granite countertops, adding a clean and updated touch throughout. Upstairs, the primary bedroom offers a peaceful retreat with its own private bath, while the additional bedrooms provide flexibility for guests, a home office, or hobbies. The half bath downstairs adds extra convenience for visitors. Conveniently located near great schools, shopping, dining, and everything Orlando has to offer, this home combines comfort with a great location. Also close to the University of Central Florida and Oviedo. Schedule your private showing and come see it for yourself.

3227 Crown Jewel Court, Winter Park

$567,000
5 Beds 3 Baths Winter Woods Unit 03 SubDv. 32792 Zip Code
Discover this completely renovated 4-bedroom pool home plus office with custom built-ins (could be a 5th bedroom) tucked away in the quiet, highly sought-after Winter Woods neighborhood. Backing up directly to the gorgeous Interlachen Golf Course, this property offers no rear neighbors—a rare opportunity in such a prime location. Extensively updated in 2018, this home features a new roof (2018), flooring, 16 SEER A/C with new ductwork, full electrical and plumbing updates, water heater, and a solar-heated (solar paid /not a lease!) pool with new pool deck, along with numerous additional improvements (see attached list for full details). The open-concept kitchen and living area center around a spacious island. The primary bedroom is generously sized, while the 2.5 bathrooms are thoughtfully updated with stylish finishes that blend comfort and functionality. A two-car garage and interior laundry room provide convenience. Step outside to your private retreat—featuring a screen-enclosed, sparkling solar-heated pool and a backyard to enjoy. Whether it’s morning coffee poolside or relaxing evenings under the stars, this outdoor setting truly shines. Ideally located just minutes from the charm of Park Avenue and vibrant downtown Winter Park, you’ll enjoy easy access to top dining, shopping,

1459 Nottingham Drive, Winter Park

$614,500
3 Beds 2 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
Welcome to 2708 Lion Heart Rd, where timeless charm meets modern elegance in the heart of Winter Park. This beautifully reimagined home has been thoughtfully renovated from top to bottom, offering a seamless blend of style, comfort, and functionality. Step inside to discover brand-new luxury vinyl plank flooring flowing throughout, creating a warm and cohesive feel in every room. The stunning two-tone kitchen is a true centerpiece, featuring sleek quartz countertops, contemporary finishes, and new appliances to be installed at closing—perfect for both everyday living and entertaining. The upgrades continue in the fully renovated bathrooms, where carefully selected color palettes and high-quality finishes provide a fresh, sophisticated look designed to stand the test of time. Every detail of this home has been meticulously considered, leaving no space untouched. Outdoors, enjoy your private oasis with a newly resurfaced pool—ideal for relaxing weekends or hosting gatherings year-round in Florida’s sunshine. This move-in-ready gem offers the perfect opportunity to own a like-new home in a highly desirable location. Come experience the beauty, quality, and lifestyle that 2708 Lion Heart Rd has to offer—your dream home awaits.

2708 Lion Heart Road, Winter Park