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$550,000
3 Beds 2 Baths Brookshire Heights SubDv. 32792 Zip Code
Welcome home to the sought after neighborhood of Brookshire Heights with in the Greater Winter Park Pines Community, where tree-lined streets and the friendly touch of a neighborhood where the mailman still delivers to your door await you! This spacious and updated 3-bedroom, 2-bathroom home is an entertainer’s dream, offering a perfect blend of modern updates, cozy living spaces, and serene outdoor living. Nestled in a prime location, this home is designed for both relaxation and gathering with family and friends. Upon entering through the beautiful glass-paned front door, you'll immediately be drawn into the open dining and living room, creating a welcoming atmosphere. The beautifully renovated kitchen is a chef’s dream, featuring custom cabinetry with crown molding, stainless steel appliances, and striking quartzite countertops with a waterfall edge. The large quartzite peninsula provides ample space, including a built-in outlet cluster and seating for three. A separate coffee bar adds a thoughtful touch, perfect for serving your guests' beverage needs. The spacious family room offers an additional, cozy area for everyone to gather and unwind. All three bedrooms are thoughtfully tucked away on the other side of the home, offering privacy and comfort. Both bathrooms have been expertly remodeled, showcasing quartzite countertops and custom tiled floors that create a spa-like ambiance. Recessed lighting throughout enhances the bright, contemporary feel of the living spaces. Two sets of sliding glass doors lead to the inviting screened patio, which has been recently updated with new tile flooring and Fanimation fans, providing the perfect spot to relax. The beautifully landscaped backyard, featuring lush foliage and palm trees, offers privacy and tranquility, accented by professionally installed landscape lighting. Additional home feature include a whole-home water softener system, providing crisp, clean water for drinking and bathing. As a resident of Brookshire Heights, you'll enjoy easy access to the Cady Way trail, perfect for cycling or walking, with the trail stretching as far as 13 miles. Community amenities include the Cady Way Pool, tennis and pickleball courts, a playground, and Ward Park sports fields. With the Advent Health Winter Park campus and the Crosby Wellness Center just minutes away as well as a variety of grocery stores, restaurants, and shopping options nearby, convenience is at your fingertips. Top local colleges, including Full Sail, Valencia, Rollins, and UCF, are all within close proximity. With its ideal combination of interior luxury and expansive outdoor living, this home is truly the perfect place to call home! ROOF - 2012 HVAC - 2015 PLUMBING - 2013(re-piped) ELECTRICAL - 2012(new panel)

2310 Cady Way, Winter Park

$730,000
5 Beds 3 Baths Winter Park Pines SubDv. 32792 Zip Code
FULLY RENOVATED HOME IN THE HEART OF WINTER PARK! Welcome to 2925 Banchory Rd, a stunning, move-in-ready home featuring top-to-bottom luxury upgrades completed in 2021-2025. Every detail has been meticulously updated, blending modern elegance with the charm and convenience of Winter Park living. Recent upgrades include a fully replaced asphalt shingle roof (Jan 2021), energy-efficient HVAC (Jan 2022), and a completely remodeled kitchen with high-end finishes, new appliances, and custom cabinetry. The home also features three fully remodeled upscale bathrooms, new vinyl windows that enhance natural light and energy efficiency, and a newly installed steel entry door for added security and style. Additional upgrades include an upscale garage door replacement, a refinished pool and deck perfect for outdoor entertaining, and fresh interior and exterior paint in a modern neutral palette. The home also boasts new interior doors, updated lighting throughout, and elegant new tile flooring for a sleek and contemporary feel. Located in a prime Winter Park neighborhood, this home is zoned for top-rated Winter Park schools and is located near Cady Way Trail, offering access to scenic outdoor activities. It is minutes from Baldwin Park and Park Avenue, where boutique shopping, dining, and community events await. With convenient access to MCO Airport and all of Orlando’s top attractions, this fully renovated home is the perfect blend of modern sophistication and ideal location. Don’t miss this opportunity—schedule your private showing today!

2925 Banchory Road, Winter Park

$510,000
3 Beds 2 Baths Kenilworth Shores Sec 1 SubDv. 32792 Zip Code
Winter Park, Outstanding Renovations! 3 BD/2 BT Pool Home! Open concept , single story with a lot of natural light. Lavish Updated Kitchen. Stainless steel appliances. Walk in the pantry. New roof 2018, New energy efficient windows and sliding glass doors, 2020, New Trane AC 2023 and New Attic ventilation fan thermostat / humidistat controlled 2024. New refrigerator. Interior includes fresh paint, crown molding, wood burning fireplace. Laminate flooring. Beautiful lead glass entry. Open floor plan includes a large living room overlooking a sparkling Inground pool. Superb Family room with brick fireplace. Den / Office off the master bedroom. 2 additional bedrooms with Jack and Jill bath. The 2nd Bath also serves as the pool bath with access to the brick patio. Oversized laundry and storage. Beautiful updated home. 2 car garage with shelved storage room. Fresh paint, Beautiful flooring, Upgraded windows, Kitchen, Baths. Underground power line utilities. Split floor plan. Fenced backyard. Upscale community walking distance of Winter Park Hospital, Crosby Wellness Center, Starbucks, Restaurants, and shopping. It is also a short drive to Costco, Rollins College, Full Sail University, the VA Hospital, Baldwin Park. Nearby Cady Park and Trail offer recreational amenities such as ball fields, and a bike path. Outstanding schools! Move in Ready Hurry! Won't Last!

426 S Lakemont Avenue, Winter Park

$455,000
5 Beds 3 Baths Laurel Springs SubDv. 32792 Zip Code
MULTIPLE OFFERS RECEIVED! Please submit all BAFO by noon on April 1, 2025. Discover this astonishing modern gem, featuring an array of luxury amenities that can be controlled right from your smartphone. Situated in a sought-after community where homes rarely come on the market, this beautifully renovated residence perfectly balances comfort and entertainment. As you enter, the foyer welcomes you with stunning stacked natural stone paneling. Be captivated by the expansive marble and quartz kitchen island, complete with waterfall edges, built-in lighting, pop-up outlets for convenience, and a built-in cooktop paired with a pot filler faucet and stainless steel exhaust fan. Timeless light fixtures grace the space, enhancing the kitchen's elegance, which is equipped with a stainless steel refrigerator, dishwasher, and a dual-mount kitchen sink featuring a pull-down faucet. The 42-inch soft-close cabinets and drawers provide ample storage, while a built-in wine refrigerator adds a touch of luxury. The living room, bathed in natural light and featuring an electric fireplace, creates a cozy atmosphere that flows seamlessly into the dining area and kitchen. For ultimate privacy, the owner’s suite is thoughtfully separated from the other bedrooms. The mother-in-law suite resembles a studio apartment, complete with a sitting area, kitchenette, bedroom, bathroom, and a private entrance, accessible from the enclosed patio, garage, or a lockable hallway to ensure guest privacy. This stunning 5-bedroom, 3-bath home is a must-see! Nestled in a tranquil neighborhood with no through traffic, it offers a peaceful retreat while being just a few miles from various shops and restaurants. The fenced backyard, gazebo, and screened-in porch provide ideal spaces for relaxation and privacy. Plus, there's an exciting opportunity to customize your own pool, with construction for a 4.5-foot pool and deck awaiting completion. Zoned for highly rated schools and conveniently located near downtown Orlando, the University of Central Florida, Highway 50, SR 408, and SR 417, this exceptional home won’t last long. Schedule your showing today and seize the opportunity to own this remarkable property in one of Winter Park’s most desirable neighborhoods!

3073 Bluebrook Drive, Winter Park

$535,000
3 Beds 2 Baths Kenilworth Shores Sec 03 SubDv. 32792 Zip Code
This home has three intriguing possibilities, each offering its unique set of considerations. There may be a buyer who decides to purchase the home to live in it as-is. This buyer envisions making gradual repairs and upgrades over time, personalizing the property while steadily investing in improvements. There may be an investor who plans to convert the property into a rental. This investor possesses the financial capability to carry out necessary repairs and turn the house into an income-generating asset. A more dramatic scenario involves the demolition of the home, paving the way for new construction that aligns with other recent builds in the area. This path not only boosts the aesthetic appeal of the surrounding community but also sets a benchmark for future developments. By marketing the property's potential for a tear-down and rebuild, this scenario attracts buyers interested in long-term investments that promise to uplift the neighborhood.

2012 Loch Berry Road, Winter Park

$430,000
4 Beds 2 Baths Eastbrook Sub Unit 11 SubDv. 32792 Zip Code
Prime Winter Park Location – Updated 4-Bedroom Home in Eastbrook with No HOA! Welcome to 3420 Arnel Drive, a beautifully updated 4-bedroom, 2-bath home nestled in the desirable Eastbrook neighborhood of Winter Park—with no HOA! This charming home offers modern updates, spacious living areas, and an unbeatable location just minutes from Park Avenue, top-rated Seminole County schools, and endless shopping, dining, and entertainment. Step inside to find an inviting open floor plan featuring a contemporary kitchen with sleek granite countertops, an oversized island, and stylish modern cabinetry. The family room flows seamlessly to the screened-in covered patio, creating the perfect indoor-outdoor living space. Enjoy easy-maintenance wood-look tile and laminate flooring throughout, plus a spacious fenced backyard, ideal for entertaining or relaxing. Recent upgrades include a newer roof, AC system, water heater, updated electrical panel, and fresh exterior and interior paint—making this home truly move-in ready! Located in a pedestrian-friendly neighborhood, this home is close to Eastbrook Elementary and just a short drive to Park Avenue’s boutique shopping, dining, and cultural attractions. With convenient access to major highways, public transportation, and recreational hotspots like Cady Way Trail and Goldenrod Park, this property offers the perfect blend of suburban tranquility and urban convenience. Don’t miss this incredible opportunity—schedule your private showing today!

3420 Arnel Drive, Winter Park

$735,000
5 Beds 4 Baths Enclave At Aloma SubDv. 32792 Zip Code
Beautiful Pool Home in the Gated Community of Enclave at Aloma, Now Available!  With approximately 3500 sf, this home offers all the space and bedrooms that you're looking for.  The floor plan boasts 5 bedrooms, 4 bathrooms, office/study, and additional flex/bonus room.   Notable features of the home include: Gourmet Kitchen (w Granite Counters, Stainless Steel Appliances, 42" Cabinetry, Center Island), Huge Dining Room (perfect for entertaining), Dedicated Office (w/French Doors), Guest Suite on the First Floor (w/ a full bathroom and separate entrance from garage), Secondary Living Room(w/Wardrobe that can be used at 6th Bedroom), Massive Primary Suite (w/room for sitting area inside), Double Washer/Dryer hookups (both upstairs and down), and more.  This one has been lovingly maintained by the original owner.  The outdoors are equally appealing, with Covered Lanai, Screened Saltwater Pool, Paver Pool Deck, and Gorgeous Landscaping in the front and rear of the home.  The yard is enclosed with vinyl fencing.  And, beyond the home itself, this location in Winter Park is highly desirable.  This intimate gated community is located just minutes from top-rated school, Trinity Prep, restaurants/retail, and quick access to major highways and toll roads.  Don't miss your opportunity to own this great home.  Schedule your private showing today!

7945 Pleasant Pine Circle, Winter Park

$284,900
2 Beds 2 Baths Winter Green SubDv. 32792 Zip Code
This Winter Park Townhouse offers an easy-maintenance lifestyle with LOW monthly dues! Very few units come up for sale in this complex- and even fewer END UNITS like this one!! With 2 spacious bedrooms, an open Loft, *AND* a separate flex room that can easily be converted into a 3rd bedroom or private office, you don't want to miss this opportunity to snag this incredible deal!! The flow of this townhouse provides the perfect blend of function and comfort while the private courtyard gives you a place to enjoy the outdoors without having the upkeep of a large yard! Work-from-home? No problem... set up your home office in the Flex Space! Don't want to climb stairs? Problem Solved... there's a DOWNSTAIRS bedroom and Full Bath! Need separate living spaces? Who doesn't, right?... the Loft can fit a full living room set and large TV - or a Pool Table if you're so inclined! Host family and friends for weekly game nights and holidays? Let's do this... the open floorplan expertly connects the living room, dining AND kitchen! Need a laundry room INSIDE?...We Got You! Hate carpet in bedrooms?... Great, so do we! Thinking about picking up Tennis or Pickleball?...Check out the Community Courts (and then cool off in the Community Pool!)! Want a place that's close to all major roads, shopping, great dining options, and schools?....You Found It! Did we mention the ROOF is less than 1 Year NEW??? Grab this gem before someone else does!

1709 Winter Green Blvd, 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

$245,000
2 Beds 2 Baths Cedarwood Village 1 SubDv. 32792 Zip Code
Welcome to this beautifully renovated 2-bedroom, 2-bathroom condo located in the desirable Cedarwood Village community of Winter Park. This 1,295 sq ft home seamlessly blends modern updates with classic charm, offering a comfortable and stylish living space. The heart of this home boasts a brand-new kitchen equipped with modern appliances, sleek countertops, and ample cabinet space, perfect for culinary enthusiasts. High-grade laminate flooring extends throughout the living areas, providing durability and a contemporary aesthetic, while the entire interior has been freshly painted in neutral tones, creating a bright and inviting atmosphere. Both bathrooms have been thoughtfully updated with modern fixtures and finishes, enhancing both functionality and style. The open-concept living and dining areas feature vaulted ceilings and skylights, filling the space with natural light and offering a welcoming environment for relaxation and entertainment. Residents of Cedarwood Village enjoy access to a community pool, clubhouse, and well-maintained common areas, enhancing the overall living experience. The association fee covers exterior maintenance, landscaping, and access to community amenities. Situated in Winter Park, this condo offers proximity to a variety of shopping, dining, and entertainment options. The area is known for its excellent schools and vibrant community atmosphere, making it a sought-after location for families and professionals alike. Don’t miss out on this incredible opportunity—schedule your private showing today!

2471 Tahoe Circle Unit 00, Winter Park

$215,000
2 Beds 3 Baths Whisperwood Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this charming two bedroom, two and a half bathroom condo in the heart of Winter Park. This home offers a spacious and functional layout with a half bath on the first floor, perfect for guests, and an interior laundry room for added convenience. The living room features a cozy fireplace, creating a warm and inviting atmosphere. Two sliding glass doors on the first floor lead out to the expansive, fenced-in paver backyard ideal for outdoor relaxation or entertaining. The custom kitchen is a chef’s dream, featuring beautiful maple cabinets with crown molding, sleek granite countertops, and high end Frigidaire stainless steel appliances. Tile flooring throughout the living areas and new luxury vinyl upstairs provide both style and durability. Upstairs, you’ll find the primary bedroom, offering a private sanctuary with a stand-up shower, a spacious walk in closet, and a screened-in porch that overlooks a serene, lush green space. The generously sized second bedroom and a well appointed bathroom, featuring a luxurious Jacuzzi tub, complete the upper level. Additionally, there's an oversized storage room for all your extra needs. Exterior features include an oversized carport with a sun porch and extra storage space. The HOA includes exterior maintenance, pest control, as well as access to the community pool and clubhouse. Ideally located in Winter Park, this condo offers a peaceful setting while being just minutes away from local restaurants, shopping centers, major roadways, and top-rated schools. This condo is the perfect blend of comfort, style, and convenience, making it a must-see in Winter Park!

7468 Swallow Run Unit 38, 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

$89,900
1 Baths Colonies SubDv. 32792 Zip Code
NEW PRICE!!! Charming Studio Condo Near UCF & Full Sail – Ideal Investment or Cozy Retreat! Welcome to this well-maintained ground-floor studio condo, offering 549 square feet of comfortable living space in a prime location near UCF and Full Sail University. Perfect for a student, professional, or investor, this move-in-ready unit features tile flooring throughout, making it clean and easy to maintain. Enjoy a bright and open layout, a well-equipped kitchen, and a full bathroom, all designed for convenience and efficiency. Step outside to your private covered patio, where you can relax while overlooking the serene courtyard setting. Whether you’re looking for a low-maintenance home or a smart investment opportunity, this condo checks all the boxes. Schedule your showing today!

3071 George Mason Avenue Unit 5, Winter Park

$50,000
1 Beds 1 Baths Colonies Condo SubDv. 32792 Zip Code
Priced to sell! Turnkey Investment Opportunity in Winter Park! Attention investors and savvy buyers—this 1-bedroom, 1-bath condo in the Colonies Condo community is the perfect low-maintenance, high-potential opportunity! With 610 sq. ft. of efficient living space, this unit is ideal for a young professional, student, or tenant looking for affordability in a prime location. Featuring vinyl flooring throughout (no carpet to worry about!), a fully equipped kitchen with an oven and range, and central A/C & heating, this condo is move-in or rent-ready. Plus, the HOA takes care of the essentials—your water, sewer, trash, and building insurance are covered, making this a true hassle-free investment. Conveniently located near bus lines, major roads, shopping, and dining, this property is a fantastic rental option or a smart way to start building equity. Don’t miss out on this Winter Park hidden gem—schedule your showing today!

7309 Daniel Webster Drive Unit D, 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

$235,000
2 Beds 1 Baths Windward Square Sec 2 SubDv. 32792 Zip Code
Don’t miss out on a great opportunity to own a SINGLE-STORY, LOW HOA townhouse in Winter Park’s popular Windward Square community. Imagine yourself enjoying any of its three pools, tennis courts, BBQ area, or outdoor reading benches AND being located a mere 5 minutes from grocery shopping and dining esablishments. More shopping, dining, and opportunities to just relax and watch busy shoppers are available nearby, in Winter Park’s downtown Park Avenue district. This two-bedroom, no carpet unit offers a living/dining room combo with beautiful morning light. In addition to its smartly situated full bathroom, a separate sink and dressing area is available in the master bedroom, for owner convenience. Walk-in closets are found in both bedrooms, and the townhouse has a designated laundry closet, too (washer and dryer convey). Sliding patio doors open to a fully-fenced backyard, affording privacy and the ability to garden, BBQ, or watch Fido play. An exterior storage closet provides space for yard or hobby items you own. You will love the 3-car parking pad right in front of your unit. No more searching for visitor parking spots! Just around the corner you’ll find the clubhouse and all the community amenities that give Windward Square its “easy living” reputation. Schedule your private showing today! ROOF: 2023 HVAC: 2023

2529 Leeward Way, 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

$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

$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

$432,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
Welcome to this stunning townhome in the highly desirable neighborhood of Hawk’s Crest! This end unit is filled with natural light, thanks to its abundance of windows and soaring ceilings, creating a bright and open atmosphere. Upon entering, you’ll be greeted by a spacious living and dining area, perfect for entertaining guests or enjoying cozy nights in with loved ones. Adjacent to the living space, the kitchen strikes the ideal balance between style and functionality, featuring extra cabinet space and a dedicated area for a coffee or wine bar. A convenient half bath is located between the kitchen and the oversized 2-car garage for added ease. Upstairs, you'll find a versatile bonus space, ideal for a game room, home office, or media room. The spacious primary suite is a true retreat, thoughtfully separated from the other bedrooms for maximum privacy, complete with a large walk-in closet and a tray ceiling, adding an elegant touch to the room. The ensuite bathroom is a luxurious haven, featuring a granite vanity with dual sinks, a glass-enclosed shower, and a private water closet. The upstairs also offers two additional bedrooms and a full bathroom with a tub/shower combination, providing both comfort and convenience. Plus, with a full-sized laundry room located just steps from the bedrooms, laundry day is a breeze. This gated community of Hawk's Crest offers fantastic amenities, including a resort-style pool, playground, parks, and picnic areas, all with low monthly HOA fees(which include cable and internet). Perfectly situated just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida's premier private middle/high school. Also near the entrance of the community is Foxtail Coffee, Kelly’s Homemade Ice Cream, and The Ravenous Pig restaurant. You will find this community is centrally located, as you are just 10 minutes from the thriving downtown Winter Park and easy access to all major highways. Don't miss your chance to own this beautiful townhome—schedule your showing today! ROOF - 2020, HVAC - 2020, PLUMBING - 2020, ELECTRIC - 2020

2472 Firstlight Way, Winter Park

$397,000
3 Beds 2 Baths Winter Park Estates SubDv. 32792 Zip Code
NEW ROOF to be installed prior to closing. Look no further than this charming 3-bedroom, 2-bathroom pool home located in the highly desirable Winter Park community of Winter Park Estates. Sitting on ¼ of an acre with no HOA, this home is just what you’ve been searching for! Head inside to find the beautifully updated kitchen featuring quartz and butcher block countertops, stainless steel appliances, and a large middle prep island with breakfast bar seating. This open concept space features the living room and dining room that flows directly into the Florida room that is flooded with natural light. Down the hallway are all 3 bedrooms with 2 full bathrooms with the primary tucked up at the back. Make your way outside to find a spacious screened in patio that extends out to the private pool in your fully fenced backyard. Minimal green space in the back provides easy maintenance as well as the concrete pad that is the perfect space to park your boat, trailer, or RV for year-round storage. Centrally located and zoned for sought-after schools, this home provides convenient access to Downtown Winter Park, Rollins College, Downtown Orlando, UCF, & MCO. Come experience Winter Park living at its finest!

1109 Denton Road, Winter Park

$140,000
2 Beds 2 Baths Golfside Villas Condo SubDv. 32792 Zip Code
This Winter Park Condo is located on the first floor and Priced Below Market Value for a quick sales. Can't find a 2/2, first floor condo in Winter Park at this price. Needs a touch of TLC, if desired, but not necessary . Conveniently located near Baldwin Park, Full Sail, Downtown Orlando, and a short drive to the Orlando International Airport. This condo is across from the community pool, clubhouse , and laundry room. Has a fenced in patio area off of the living room for your needed privacy. Wood accent wall in the living room and the dining room. Great School Zone allows children to attend Brookshire Elementary, Glenridge Middle and Winter Park High. A/C is a 1999 Rheem unit. It's been maintain and well cared for and still operates and looks like new. Water Heater is a 2016 Rheem unit. Electric Panel has been updated. Polybutylene piping. Guest bathroom tub/shower has not been used in many years. Newer toilets in both bathrooms. Newer cooktop in kitchen. Bus Stop is located at the front of the community. HOA monthly fee is only $350 per month and incudes water and sewer. Location is everything and this location offers you that. Shopping, Dining, Entertainment, Bus Stops, and Emergency Facilities are all very close by. Make this your home or an investment opportunity. Either way, you'll have a great condo in a great location.

1000 S Semoran Boulevard Unit 511, Winter Park

$284,000
3 Beds 2 Baths Windward Square Sec 1 SubDv. 32792 Zip Code
Motivated seller! We encourage all offers! Welcome to 2539 Antilles Dr, Winter Park, FL – a beautiful corner unit townhouse in the highly desirable Windward Square. As you step inside, you’re welcomed by a cozy living room that seamlessly leads into the kitchen, featuring a new dishwasher and plenty of cabinet space. As you continue walking through the house you will notice the 3 spacious bedrooms and 2 bathrooms. Outside, you'll find a private front patio, a screened-in rear porch with a separate storage room, and a fenced backyard ideal for pets, outdoor dining, or gardening. The best part? You’ll have direct access to community amenities, including tennis courts, pool and clubhouse just steps from your back porch. The Windward community also boasts 3 pools, shuffleboard courts, and a playground, all just minutes from shopping, dining, and everyday essentials. This home truly has it all—schedule your private tour today!

2539 Antilles Drive, Winter Park

$685,000
4 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
This incredible home has only ever had one owner! It's your opportunity to own .34 acres on a Winter Park cul-de-sac, complete with mature landscaping and backyard access to the Cady Way Trail. The oversized backyard has endless potential -- bring your ideas for a pool, an addition, or an amazing garden. Inside the home, you'll find a 4 bedroom, 2 bath split floor plan with multiple living space options, including a fully enclosed back porch. If you're looking for great storage space, this home offers 9 closets, including a walk-in closet in each of the bedrooms. Each of the two bathrooms includes a double vanity and tub/shower combo. It also has a full 2 car garage and an indoor laundry room with a large utility sink! The roof was replaced in 2017, the water heater is from 2015, and one of the two electrical panels was replaced in 2024. This home is zoned for highly rated Winter Park schools: Brookshire Elementary, Glenridge Middle, and Winter Park High School. There is an optional HOA in the Winter Park Pines community that puts on neighborhood programming for members.

1321 Medinah Court, Winter Park

$190,000
3 Beds 2 Baths Goldenrod Villas Condo SubDv. 32792 Zip Code
Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas, 3 bedroom, 2 full bathrooms, 1,230 square feet of living area. Exterior of the home is concrete block and stucco. The eat-in-kitchen sits in the heart of the home which creates a warm and social atmosphere. Nice covered patio with back yard great for relaxing and entertaining family and friends. Come and make it your own. The HOA maintains building exterior, roof, and exterior landscape maintenance. The Community features enjoyable sparkling swimming pool and clubhouse. Great location! Conveniently located to nearby shopping, schools, banks, medical centers, and restaurants as well as easy access to major highways. Don't miss it. Priced to sell. Will Not Last!

7706 Country Pl Unit 7706, Winter Park

$385,000
3 Beds 2 Baths Springview SubDv. 32792 Zip Code
PLANT YOUR ROOTS HERE!! This lovely 3 BEDROOM, 2 BATH, 1411sf BLOCK HOME on .26 Acre is MOVE-IN READY at an Affordable Price! General features of this home include a NEWER ROOF (June 2023), LUXURY VINYL PLANK FLOORING (2020), SPLIT BEDROOM PLAN with CEILING FANS IN EVERY BEDROOM, 6 PANEL DOORS, 5.5" BASEBOARDS, DOUBLE PANE ENERGY EFFICIENT WINDOWS, RING DOORBELL, ELECTRONIC KEYPAD DOOR ENTRY, and so much more! The UPDATED KITCHEN has QUARTZITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, SOFT CLOSE DRAWERS AND CABINETS, decorative GLASS BACKSPLASH, HIDDEN 4 TIER SPICE RACK CABINET, COLOR CHANGING LED LIGHTING and a DEEP SINK. The Kitchen opens to the Dining Area which has dual stand-alone PANTRY CLOSETS. The spacious 11x17 LIVING ROOM has a CATHEDRAL CEILING and LAMINATE WOOD FLOORING. The 13x17 PRIMARY BEDROOM has LAMINATE FLOORING, a WALK-IN CLOSET, WOOD FAUX BLINDS and an EN SUITE BATHROOM. The GUEST BATHROOM has been UPDATED with RECTANGULAR CERAMIC TILE FLOORING, A SOLID SURFACE VANITY and MOSAIC TILE BACKSPLASH framing a large mirror. The 11x13 FLORIDA ROOM has sliders to a 12x22 concrete PATIO. The FULLY FENCED IN BACKYARD IS ENORMOUS with a FIRE PIT AREA and a 12x16 STORAGE SHED. This home was REPIPED IN 2007 and it has a TRANSFERRABLE TERMITE BOND as well as a 1 YEAR HOME WARRANTY FOR THE BUYER. Situated in the highly sought after SEMINOLE COUNTY SCHOOL DISTRICT and just minutes to UCF, Red Bug Lake Park, Shopping, Entertainment, the 417 and Park Ave makes this the perfect home in the perfect location! Don't delay…Call us today for a Private Showing!

1197 Village Forest Place, Winter Park