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$540,000
4 Beds 3 Baths Arrowhead Cove SubDv. 32792 Zip Code
Set in a quiet Winter Park cul-de-sac community, this renovated four-bedroom pool home offers an opportunity to live the Florida lifestyle you’ve been craving. Stepping inside, you’ll be struck by the versatility of its inviting, open floor plan. Flanking the foyer on either side are the living room, dining room, and a flex space, all connected by stylish luxury vinyl plank flooring. Just beyond, a large seamless quartz counter island, complete with additional under counter storage, draws your attention into the beautiful, bright kitchen that will surely become a favorite gathering place for all who walk through your door. The home’s split floor plan allows for a private primary bedroom location. You’ll appreciate the room’s ample size, en suite bathroom, and walk-in closet with dressing area. An additional bedroom can be found down the hall, around the corner and is perfect for use as either a bedroom or an office. Another tastefully updated hall bathroom serves two bedrooms on the opposite side of the house. A lifestyle house should have a lanai, and this one does not disappoint. Its massive area adds valuable room for extending your living space and serves as the perfect transition area to the home’s screened-in pool. Surrounding the pool is a deck that’s large enough for multiple seating areas; outside the screen, you’ll have plenty of fully-fenced yard space to enjoy gardening beds, outdoor grilling, and more. A paver walkway running the length of the house blends charm and practicality, allowing easy movement from the front yard to the back. Finally, an oversized garage that’s been beautifully enhanced with epoxy floor coating completes this amazing property and makes everyday life so easy. Located between Lake Nan and Lake Waunatta, the Arrowhead Cove community is zoned for highly-rated Winter Park High School, and is mere minutes from Trinity Prep, Full Sail, Rollins, and UCF. And whether you prefer outdoor recreational activities or the pleasures of shopping and dining, you’ll appreciate living near the Cady Way Trail, Winter Pines Golf Club, and all the shops, restaurants, and museums of Winter Park’s trendy Park Avenue mecca. Don’t miss your chance to own this irresistible gem, set in the serene neighborhood you’ve been looking for. Schedule your private showing today!

7852 Broken Arrow Trail, Winter Park

$472,500
4 Beds 4 Baths Cedar Ridge Unit 1 SubDv. 32792 Zip Code
Fully Renovated 4-Bedroom Home in Prime Winter Park Location – No HOA! Welcome to this beautifully updated block home in one of Winter Park's most desirable neighborhoods—offering modern upgrades, a spacious layout, and no HOA restrictions! Recently appraised at $518,000—appraisal is attached in the MLS for buyer confidence. This move-in-ready home features 4 full bedrooms and 3.5 bathrooms, including two ensuite bedrooms, ideal for guests or multi-generational living. Inside, you’ll find fresh paint throughout, new luxury vinyl plank flooring, 6-inch baseboards, and new recessed lighting that highlight the home's open and modern feel. The stunning all-new kitchen showcases 42” upper cabinets, dramatic marble countertops and backsplash, and stainless steel appliances—including a slide-in stove and counter-depth refrigerator for a sleek, refined look. All bathrooms have been fully updated with new vanities, mirrors, lighting, fixtures, and toilets. The custom 24x48 tile work in the showers and tub surrounds coordinates beautifully with the kitchen finishes, creating a seamless design throughout. Enjoy the outdoors in your large, private backyard, complete with mature landscaping and a vinyl privacy fence—perfect for relaxing or entertaining. A brand-new roof (June 2025) provides long-term value and peace of mind. Located near top-rated schools, shopping, dining, and parks—this is Winter Park living at its best. Don’t miss your chance to own this exceptional home!

1921 Heathwood Drive, Winter Park

$450,000
3 Beds 2 Baths Winter Park Estates SubDv. 32792 Zip Code
Under contract but will accept back-up offers. Beautiful Pool Home in Desirable Winter Park Estates. Seller is Motivated. Welcome to this charming and thoughtfully updated pool home in the highly sought-after Winter Park Estates subdivision—zoned for top-rated schools, including Winter Park High School. This mid-century gem blends modern comfort with timeless style, located in one of Central Florida’s most beloved neighborhoods. Property Highlights: Sparkling saltwater in-ground pool with newer pavers and decorative lighting Three new awnings provide shade and style for relaxing poolside Covered rear porch with mid-century style masonry garden and succulent plants Summer kitchen—perfect for outdoor entertaining Newer vinyl fencing surrounds a private, spacious backyard Backyard shed for tool storage or a workshop space Modern kitchen with built-in lighting, hidden compartments, and custom cabinetry Updated bathrooms with stylish, contemporary finishes Wood-burning masonry fireplace for cozy ambiance Blinds-in-glass French doors provide elegant access to outdoor living spaces Interior laundry room for added convenience This home offers the best of both worlds: classic mid-century character with today's sought-after updates. Whether you’re hosting guests by the pool or enjoying a peaceful evening at home, this residence is built for comfort and enjoyment. All measurements are approximate and should be verified by the buyer and their agent.

2648 Amsden Road, Winter Park

$550,000
3 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
Tucked away on a peaceful cul-de-sac, 1387 Sawgrass Court welcomes you home. This pristine, 1867 sq ft, single-story residence stands out with its distinctive and mature landscaping, perfectly nestled within a tree-lined, golf-front community. Located on a serene pond along the 15th hole of Winter Park Pines Golf Course (WP18), it offers a retreat with no rear neighbors- ideal for quiet enjoyment and privacy. Step inside to a spacious foyer that opens to formal living room leading to formal dining room. The updated kitchen features a cozy breakfast nook with views of the lush backyard. A dedicated indoor laundry room with storage closet provides convenient access to the oversized side-entry two-car garage. The welcoming family room boasts vaulted ceilings with skylight creating an inviting space for gatherings and relaxation. The primary suite includes a beautifully updated shower and his-and-her closets. Zoned for Brookshire Elementary, Glenridge Middle and Winter Park High School. Recent updates include: New windows 2023-24, New AC 2022, New driveway 2022, New fence 2022, roof 2015, New electrical panel 2022, updated porcelain tile. WELCOME HOME!

1387 Sawgrass Court, Winter Park

$290,000
3 Beds 1 Baths N/A SubDv. 32792 Zip Code
Welcome to a Rare Gem in Winter Park! Step into a vibrant slice of Winter Park history at 7102 Easter Street—a charming 1956-built home bursting with vintage character and endless possibilities! From the moment you arrive, you'll feel the warmth and nostalgia of this beautifully maintained residence, where classic mid-century style meets modern-day potential. Inside, you’ll find 3 generously sized bedrooms that create a cozy, welcoming atmosphere perfect for relaxing or entertaining. Original touches add a timeless charm, while the layout invites your personal touch to transform this into your dream home. But the real magic lies outside. Set on an oversized lot rarely found in Winter Park, the backyard is your canvas for unforgettable gatherings, tranquil mornings, or weekend fun with loved ones. Picture outdoor dinners under the stars, garden parties, or even building your own peaceful retreat surrounded by nature. With room for a garden, play area, or backyard sanctuary, the possibilities are truly endless. Location? Unbeatable. Just minutes from Full Sail University, and only 3 miles to the iconic Park Avenue, where you’ll find boutique shopping, award-winning dining, and cultural gems. And if you’re commuting to UCF, you’re just a quick 5-mile drive away. Everything you need—schools, parks, cafes, and convenience—is right at your doorstep. Whether you're a lover of vintage charm, a savvy renovator, or someone searching for a peaceful place to call home in one of Central Florida’s most sought-after neighborhoods, this is your chance. 7102 Easter Street isn’t just a house—it’s a lifestyle. A rare opportunity to own a piece of the past while creating the future you’ve always dreamed of. Don’t miss it—come experience the charm, space, and unbeatable location for yourself!

7102 Easter Street, Winter Park

$1,206,400
4 Beds 4 Baths Bear Gully Pointe SubDv. 32792 Zip Code
Welcome to 4048 Gilder Rose Pl, an impressive four-bedroom, three and a half bathroom residence spanning over 3,300 square feet, located in Winter Park at Bear Gully Pointe, a gated community featuring a spring fed 137 acre lake. This beautifully updated home perfectly balances modern style with practical living, offering an inviting retreat for those seeking both comfort, sophistication and completely turn key. After entering the gated community and arriving at this show stopping residence, your guest will either be able to park in your circular drive way up front or your extra long side entrance that leads to your 3 car garage with epoxy floors and built in storage. The garage also includes a Tesla EV charger and tankless hot water heater. Once parking up front you'll step through the double front doors into a spacious, open-concept layout filled with natural light and accented by luxury vinyl plank flooring. Upon entering your grand foyer you will walk past the office with custom built ins on your left and your formal dining room on your right. Once you reach the hallway on your left your guests will be able to use the half bathroom, the hallway separates the half bathroom from the beautiful kitchen. The kitchen features custom cabinetry, quartz countertops, built-in stainless steel appliances, a gas cook top for the chef of the house and a central island that includes a wine fridge, ideal for both daily meals and entertaining guests. You will be able to enjoy meals at your eat in kitchen or the breakfast nook that flows into the living room. The primary suite is a true sanctuary, with a seating area to enjoy your morning coffee in front of the gas fireplace or outside on your private patio the Primary suite is complete with two generous walk-in closets and a luxurious en-suite bath, featuring dual vanities, a frameless glass shower, a soaking tub and plenty of natural light. Each additional bedroom is thoughtfully designed, providing comfort and privacy for family members or guests. There is enough space for families big and small, 4 bedrooms plus an office/bonus room. Walk through your brand new Pella Doors (not pictured, that's how new they are) to your own personal oasis, boasting a sparkling pool with a custom flagstone patio provides the perfect space for outdoor gatherings, all framed by lush, mature landscaping and a conservation view. Whether you're soaking up the Florida sun or hosting weekend barbecues with your summer kitchen that features built in speakers, a gas grill, a sink and plenty of chilled space for your beverages of choice, this space is designed for making memories. In the evening you'll want to gather around your built in wood burning fireplace. Situated in Winter Park, this home offers easy access to top-rated schools, boutique shopping, and award-winning dining, making it the perfect choice for those seeking the best of Central Florida living. This neighborhood is highly desirable for families looking to be near Tuskawilla and easy access to Trinity Prep. Don’t miss this opportunity to make this exceptional Winter Park residence your own – <iframe src="https://my.matterport.com/show/?m=JgcRhZG1izN" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

4048 Gilder Rose Place, Winter Park

$1,100,000
4 Beds 4 Baths Lake Florence Preserve SubDv. 32792 Zip Code
Virtually Staged. Incredible Value!!! Major price reduction! Private Lakefront Living! Move-in Ready! Wake up to water views, quiet mornings and the kind of lifestyle that rarely becomes available in the Winter Park/Howell Branch area. Set along the shores of a private ski lake- Lake Florence, this single-level lakefront residence offers a serene retreat within an intimate gated enclave of just 28 homes. A setting that feels private and peaceful that is increasingly hard to find. Designed for both everyday comfort and effortless entertaining, the thoughtfully planned 4-bedroom, 3.5-bath layout includes a dedicated office, formal dining room and a desirable three-way split floor plan that provides flexibility and privacy for today’s lifestyle. At the heart of the home, the gourmet kitchen blends beauty and function with quartz countertops, a substantial center island, natural gas cooktop, 42" solid wood cabinetry, walk-in pantry, and a generous butler’s pantry—perfect for hosting or simply enjoying the flow of daily living. Rich wood flooring carries throughout the home connecting the kitchen seamlessly to the light-filled family room and casual dinette area. The primary suite is a true lakefront sanctuary featuring peaceful water views, two walk-in closets and a spa-inspired bath with dual sinks and an oversized shower with dual shower heads. Many upgrades are to be found through out this home such as an extra oversized storage closet, crown molding, custom mud room off of the laundry room, high ceilings, tray accents and abundant natural light to enhance the home’s relaxed, refined feel. Outdoors, the property transforms into a private lakefront escape. Enjoy sweeping water views, a sparkling pool and spa, custom rock waterfall, screened-in lanai and a fully fenced yard framed by tall privacy hedges and mature trees—ideal for quiet evenings or weekend gatherings. Direct lake frontage and access to a nearby community dock complete the lifestyle experience. A three-car garage with a separate AC wall unit offers added versatility—perfect for a workshop, home gym, or additional storage. Thoughtfully positioned, this home represents a rare opportunity to own a lakefront retreat that delivers serenity, lifestyle and value—all within close proximity to shopping, dining and top-rated schools in a prime location!

2922 Reef Knot Place, Winter Park

$910,000
4 Beds 4 Baths Eden Point SubDv. 32792 Zip Code
FULLY FURNISHED HOME THAT IS MOVE-IN READY! ALL FURNITURE INCLUDED IN THE SALES PRICE! Amazing home located in a quiet gated subdivision in Winter Park near Trinity Prep. The home provides a wonderful layout with high ceilings and an open concept – perfect for entertaining. Updated kitchen with clean white cabinets, spacious chef’s island, and GE stainless steel appliances to cook a delicious meal that can be served in your extended dining room area! Beautiful light fixtures throughout the house and plush carpet on the 2nd floor as well. The owner’s suite on the first floor has it all – extra sitting room, dual vanities, walk-in shower with extra large rain head attachment, jacuzzi tub, and walk-in closet with built-in shelving. The second floor includes TWO loft spaces – perfect for a media room AND a separate play area/sitting room. Kids bedrooms include separate walk-in closets and jack & jill bathroom. The fenced in backyard area provides a calming pond view and large patio area to relax and enjoy the outdoors. Also included are solar panels which drastically reduce electricity costs. This home has it all!

1319 Heavenly Cove, Winter Park

$349,000
3 Beds 2 Baths Howell Estates SubDv. 32792 Zip Code
Great investment opportunity in the prime location of Winter Park, Florida. Ideal for a growing family or investor. Well established neighborhood of Howell Estates, 3 bedroom, 2 full bathrooms, 1,637 square feet of living area with just over a quarter of an acre. Split plan bedrooms for added privacy. Exterior of the home is concrete block and stucco. The eat-in-kitchen and large family room sits in the heart of the home which creates a warm and social atmosphere. Nice large lot with patio in the back yard great for relaxing and entertaining family and friends. Newer roof replaced in 2021. Come and make it your own. No homeowners association. 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!

1050 Reading Court, Winter Park

$560,000
3 Beds 2 Baths Kenilworth Shores SubDv. 32792 Zip Code
A rare opportunity in the heart of Winter Park—this property sits on an oversized 0.31-acre corner lot in one of the area’s most desirable neighborhoods. This lot has no rear neighbors offering even more privacy. The existing home is owner-occupied, functional, and will be sold AS-IS, though it will require repairs. The true value lies in the land, offering outstanding potential for renovation, investment, or new construction. The street is experiencing a wave of redevelopment, with new homes selling well over the million-dollar range. Ideally located just minutes from Park Avenue, Baldwin Park, AdventHealth’s state-of-the-art hospital, and the Winter Park Wellness Center. Zoned for top-rated schools and just a short stroll to Cady Way Trail, Cady Way Pool & Pickleball Courts, Showalter Fields, and several nearby parks, this property offers an exceptional lifestyle and investment opportunity. Showings of the home will be accommodated only by limited request due to current occupancy.

1901 Loch Berry Road, Winter Park

$449,999
4 Beds 2 Baths Woodcrest Unit 03 SubDv. 32792 Zip Code
The home you’ve been waiting for is here! This beautifully remodeled gem in the desirable Woodcrest neighborhood of Winter Park is move-in ready and perfect for its next owner. Featuring a sparkling private pool, this home offers modern living with style and comfort. Inside, you’ll find an open-concept floor plan ideal for entertaining and everyday living. Luxury vinyl flooring runs throughout the home, complemented by a fully updated kitchen with advanced lighting, brand-new appliances, and sleek finishes. The kitchen flows seamlessly into the Florida room, where large newly installed windows give a clear view of the inviting pool area. Step through sliding glass doors from the kitchen to enjoy a covered back porch—great for outdoor dining—or access the fully updated laundry room, complete with a new water heater and plumbing. The fourth bedroom is set apart in a private in-law suite layout, just off the laundry room, with its own access to the pool. This oversized room features a walk-in closet with charming barn doors and a front-facing window for natural light—perfect for guests, a home office, or multi-generational living. Conveniently located near shopping, recreation, and top-rated schools, this home checks every box. Don’t miss your chance to own this stunning property—schedule your showing today!

7446 Houston Court E, Winter Park

$480,000
4 Beds 4 Baths Slovak Village SubDv. 32792 Zip Code
BRAND NEW ROOF SEPTEMBER 2025! Here’s your opportunity to own a beautifully updated duplex that combines comfort, convenience, and investment potential all in one. Each side offers 2 bedrooms, 1.5 bathrooms, a private driveway, and its own attached garage—ideal for owner-occupants, investors, or those seeking a multi-generational living setup. From the moment you arrive, the lush landscaping and well-kept exterior create a warm, inviting atmosphere. Step into the renovated vacant unit and you’ll immediately notice the fresh paint and luxury vinyl plank flooring that runs throughout the main level. The airy living and dining areas are filled with natural light and offers generous space to relax or entertain. The kitchen has been completely refreshed with sleek granite countertops, stainless steel appliances, modern lighting, silver-toned fixtures, and ample cabinetry, making it as functional as it is stylish. Upstairs, both bedrooms are generously sized and share a fully updated bathroom with granite countertops, a modern vanity, and a tiled walk-in shower. In contrast, the tenant-occupied unit features a shower/tub combo, offering added flexibility. A half bathroom on the main floor adds convenience for guests, while both garages come equipped with washer and dryer hookups—ready for move-in. Step outside to discover a pair of patios tucked beneath shady trees, each fully fenced in for added privacy and space for pets to roam freely, with plenty of room to garden, hang a hammock, or host summer grill-outs. Both sides share the same thoughtful layout, and the home is tucked into a quiet, no-HOA neighborhood—so you can enjoy your space without added fees or restrictions. Conveniently located close to schools, shopping, dining, and everything you need for day-to-day living. Live in one side while earning rental income from the other—the current tenant is in place through 9/30/25, providing steady revenue from day one. With updates already complete and a prime location, this is a rare find you won’t want to miss. Schedule your showing today before it's gone!

2608 Dora Court, Winter Park

$485,000
4 Beds 4 Baths Slovak Village SubDv. 32792 Zip Code
BRAND NEW ROOF SEPTEMBER 2025! Welcome to this fantastic income-producing duplex, offering the perfect blend of comfort, convenience, and opportunity. Each side features 2 bedrooms and 1.5 bathrooms, with its own attached garage and private driveway. From the moment you arrive, you’ll appreciate the meticulously maintained landscaping that enhances the curb appeal and sets a welcoming tone. Step inside the vacant unit to discover fresh renovations, including new paint and luxury vinyl plank flooring that flows seamlessly through the main living areas. The living and dining rooms are spacious and airy, making them ideal for both relaxation and entertaining. The beautifully updated kitchen features brand-new granite countertops, sleek silver fixtures, stainless steel appliances, upgraded lighting, and plenty of cabinetry for all your storage needs. Upstairs, you’ll find two generously sized bedrooms and a shared bathroom that has been thoughtfully renovated with a modern vanity, granite countertops, and a stylish tiled walk-in shower, while the occupied unit features a shower/tub combo for added versatility. A convenient half bath is located downstairs for guests, and each garage includes washer/dryer hookups, adding to the home’s functionality and move-in readiness. Out back, you’ll find two private patios surrounded by shady trees—the prime spot to unwind with a glass of wine and take in beautiful evening sunsets. Both units share an identical floor plan, and the property is nestled in a friendly, no-HOA neighborhood, giving you the freedom to live without added fees or restrictions. Centrally located, you'll be just minutes from top-rated schools, shopping, dining, and everyday essentials. Whether you’re seeking a smart investment, a multi-generational living solution, or the option to live on one side while generating rental income from the other, this duplex offers endless possibilities. The second unit is currently tenant-occupied through 2/28/26, providing immediate income for the new owner. Don’t miss your chance to own this amazing duplex with so much to see. Call today before this rare property is gone!

131 Stefanik Road, Winter Park

$450,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
Welcome to Hawks Crest – where modern living meets convenience and comfort. Built in 2019, this beautifully upgraded 3-bedroom, 2.5-bath townhome offers the perfect blend of style, function, and low-maintenance living—ready for you to move right in. From the moment you arrive, you’ll be charmed by the paver driveway and walkway framed by lush landscaping, leading to a bold, eye-catching front door. Step inside to find a versatile flex space ideal for a home office, gym, or playroom. The main level features soaring 9+ foot ceilings and tile wood flooring throughout. The open-concept layout effortlessly connects the living room, dining area, and chef-inspired kitchen—perfect for entertaining and everyday life. The kitchen showcases stunning quartz countertops, a stainless steel farmhouse sink, shaker-style cabinetry, and a large island with bar seating. Slide open the rear doors to your fully screened-in patio, a peaceful retreat to enjoy your morning coffee or unwind with evening drinks. Upstairs, a generous loft provides additional space for a second living area, playroom, or workspace. The expansive 23' x 14' primary suite is a true sanctuary, complete with tray ceilings, a luxurious en-suite bath featuring dual vanities, quartz countertops, a walk-in shower, private water closet, and a spacious walk-in closet. Two additional bedrooms—each with ceiling fans and walk-in closets—share a well-appointed full bathroom with quartz counters and a tub/shower combo. The laundry room is conveniently located upstairs and includes a washer and dryer. Hawks Crest is a gated community offering resort-style amenities including a sparkling pool, playground, parks, picnic areas, and more—all with low HOA fees that cover cable, internet landscaping, pool, entrance gate, playground, common areas, and exterior building and roof insurance . Ideally located just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida’s top private schools. You’ll also love the convenience of nearby favorites like Foxtail Coffee, Kelly’s Homemade Ice Cream, and The Ravenous Pig. Downtown Winter Park is only 10 minutes away, with easy access to major highways for commuting. Key Updates (2019): Roof | HVAC | Plumbing | Electrical. Don’t miss this opportunity to own a thoughtfully designed, move-in-ready home in one of Winter Park’s most sought-after communities—schedule your private tour today!

1624 Little Wren Lane, Winter Park

$290,000
2 Beds 2 Baths Windward Square Sec 2 SubDv. 32792 Zip Code
Discover One of Winter Park’s Best-Kept Secrets — Windward Square! Welcome to your beautifully renovated 2-bedroom, 2-bath townhome in the highly sought-after Windward Square community. This move-in ready home boasts a bright, open floor plan, with a modern kitchen that flows effortlessly into the spacious living area. The fully updated kitchen features brand-new stainless steel appliances, including a refrigerator with ice maker, plus 42" upper cabinets — ideal for everyday living and entertaining. The primary suite offers a generous walk-in closet, and both bedrooms are filled with natural light. Step outside to your private, screened-in patio and fenced backyard — perfect for morning coffee or evening relaxation. Additional highlights: Three dedicated parking spaces Beautiful green space throughout the community Resort-style amenities at Windward Square include: Three swimming pools, including a dedicated kids' pool Tennis courts Playground Putting Green Welcoming clubhouse Located just minutes from Full Sail University, UCF, shopping, dining, and all that Winter Park has to offer. Zoned for top-rated schools, this townhome provides the perfect blend of comfort, convenience, and community living. Don’t miss your opportunity to own a home in one of Winter Park’s most charming and well-maintained neighborhoods!

2541 Leeward Way, Winter Park

$430,000
3 Beds 2 Baths Cedar Ridge Unit 2 SubDv. 32792 Zip Code
Welcome to this well maintained three bedroom, two bathroom pool home, with a one year old roof in Winter Park! Perfectly designed for comfortable living, this home features a versatile office space, ideal for working from home. Inside, you’ll find an open floor plan with vaulted ceilings, spacious living areas with a cozy fireplace surrounded by built in shelves. This home features a well-equipped kitchen with plenty of cabinet space. The bedrooms are generously sized, including a primary suite with a private bathroom and a walk in closet. Step outside to your own private retreat, complete with a sparkling pool and lush landscaping, perfect for relaxing or entertaining in true Florida style. Situated in a desirable neighborhood, you’re just minutes away from excellent schools, nearby charming Park Avenue, delicious dining, parks and nearby access to The 417. This home offers both comfort and convenience in one wonderful package and is ready for someone to personalize and make it truly their own.

2003 Bentwood Drive, Winter Park

$610,000
4 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
OUTSTANDING LOCATION, LOCATION, LOCATION! Peace, quiet, and golf course living! This truly rare opportunity places you alongside the 13th tee and offers tranquil backyard views of the 16th fairway of Winter Park’s beautiful WP18 golf course—a picturesque links-style setting in Winter Park. Tree-lined street welcomes you to this serene setting with NO neighbors front, back or side yard! This single story, 4-bedroom, 2-bath home features over 2,000 sq ft of living space, including formal living and dining rooms, an eat-in kitchen, and a spacious family room with vaulted, beamed ceilings and a cozy wood-burning fireplace. Step outside to a 30x11 covered patio and screen-enclosed pool, ideal for relaxing or entertaining with a view! Additional features include: NEW ROOF (NOVEMBER 2024)* Large indoor laundry room* NO HOA!* Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High* Seller has lovingly owned this home for 33+ years. Bring your vision and renovation ideas to transform this gem into your own private retreat! WELCOME HOME!

1507 Golfside Drive, Winter Park

$645,000
5 Beds 3 Baths Lake Waunatta Woods SubDv. 32792 Zip Code
Welcome to 4030 Cool Water Ct! Nestled in the highly desirable Lake Waunatta Woods neighborhood, this spacious Winter Park Pool home is zoned for top-rated schools, including Winter Park High School and Lakemont Elementary School. With a new roof installed in 2022, this 5-bedroom, 3-bath home offers peace of mind along with undeniable charm. Situated on an oversized lot surrounded by mature trees and lush landscaping, it’s a rare find in a community known for its large lots, quiet streets, and beautiful greenery. Step inside to soaring ceilings and a stunning formal living room with a wood-burning fireplace and floor-to-ceiling stonework. Natural light pours through the large and numerous windows across the front of the house! This custom-built home exudes unique character throughout, blending timeless architectural details with modern updates that make it truly one-of-a-kind. The heart of the home is a chef’s dream kitchen featuring a massive island, gleaming quartz countertops, stainless steel appliances, and abundant cabinet space. Gorgeous wood floors flow throughout the downstairs living areas, including the formal dining room, a spacious family room, and a full bedroom and bathroom perfect for multigenerational living. Upstairs, you’ll find four additional generously sized bedrooms, all with brand new carpet, and two more full bathrooms, including an oversized primary suite that is massive! The expansive layout ensures privacy and comfort for every member of the household. Step outside to your own tropical retreat: a resort-like, large, screened pool and patio area that’s perfect for year-round fun, relaxation and entertaining! The uniquely shaped pool adds a touch of luxury, while the massive patio seamlessly connects to the kitchen and family room—creating the ultimate indoor-outdoor living experience. The lush landscaping and mostly fenced backyard provide ample privacy and a peaceful atmosphere for entertaining or enjoying quiet family moments. This beautiful property offers the perfect blend of warmth, character, and modern updates in one of Winter Park’s most sought-after neighborhoods. All of the shopping, restaurants, or leisure activities you can dream of are within just a few minutes in any direction! Don’t miss this exceptional opportunity, schedule your private showing today!

4030 Cool Water Court, Winter Park

$472,000
3 Beds 2 Baths Harbour Ridge SubDv. 32792 Zip Code
Nestled in one of Winter Park’s peaceful neighborhoods with *NO HOA*, this meticulously upgraded 3 bedrooms, 2 bath pool home plus 2 versatile bonus rooms, perfectly blends modern comfort, sustainable living, and timeless charm. With two vacant city-owned lots directly to the west, the property enjoys uninterrupted golden sunset views that fill the home with natural light. The exterior showcases a thoughtfully refreshed soft grey paint complemented by elegant slate ledgestone accents on both the front and rear, reflecting true pride of ownership. A sleek, durable **METAL ROOF** installed in 2022 enhances curb appeal while offering long-lasting protection, and a full **wraparound PVC privacy fence** enclosing the property. The main living area boasts tile floors flowing seamlessly throughout the family room, dining and leading into a kitchen that serves as the heart of the home. Granite countertops, custom wood cabinets, stainless steel appliances come together in a space that’s both stylish and highly functional. A Bright Bonus Room off the Family Room, is the perfect space for entertainment or casual retreat. Smart upgrades like a Nest thermostat and programmable KASA light switches allow for effortless, energy efficient control of your environment. The spacious primary suite boats an updated bathroom and connects through French doors to a versatile bonus room, ideal as a home office, nursery, or private retreat, featuring its own closet and a wall-mounted AC unit for personalized comfort. The two additional bedrooms share a full modern bathroom featuring a bathtub. This home is packed with features designed for sustainable, efficient living. Energy saving windows were installed in 2016, while a new HVAC system and upgraded ductwork in 2021 ensure year-round comfort. Twenty-two owned LG solar panels, added in 2022 (owned and fully paid), reduce energy bills to an average of around $30/month and also provide eco-friendly pool heating. Two additional panels with Enphase inverters are included for future expansion. A tankless water heater adds even more efficiency, providing endless hot water on demand while saving on energy costs. A 2023 installed whole house water softener and a generator ready plug wired into the electrical panel offers backup power when needed. Additional smart home conveniences include eight hard-wired surveillance camera ports and full home lighting and climate automation. Plus, this home is completely smoke-free and pet-free. Step outside to your private backyard retreat. A full landscape redesign, paired with a three-zone irrigation system, creates a lush, easy-to-maintain setting. The oversized screened pool enclosure (2022) includes a high-performance super gutter and 400 feet of integrated LED lighting, perfect for evening swims and lively gatherings. Enjoy outdoor living to the fullest with a solar heated pool and shower, a 10x12 gazebo, a 5x7 barbecue gazebo, and a large wooden playground complete with overhead canopy support beams. Fruit lovers will appreciate the mature avocado, apple, mandarin, orange, and pineapple trees! Lovingly transformed over the years, this one-of-a-kind home is a rare find where modern upgrades meet everyday comfort. Listing Price based on a recent professional appraisal, this is your chance to own a truly exceptional property in a quiet, sought-after Winter Park neighborhood. Come experience the lifestyle you’ve been waiting for!

2832 Buccaneer Drive, Winter Park

$750,000
5 Beds 3 Baths Lake Ann Estates Unit 1 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Spacious 5 bedroom, 3 bathroom courtyard ranch home offers the perfect blend of comfort and functionality on a spacious .73 acre lot. Upon entering the home, you step into a foyer with the living room/den, dining room, owner’s suite and en suite bathroom to the left, a centrally located kitchen and the family room and additional bedrooms and bathrooms to the right. The kitchen highlights beautiful cabinets, granite counter tops and an eat-in dining space. The family room features a wood burning fireplace providing a warm and cozy space for relaxation. This split floor plan home offers four additional bedrooms and two bathrooms with a privacy door to separate the bedrooms from the living areas. Enhancing the home’s appeal are two bonus areas: a sitting room overlooking the lanai and pool and an adjacent room ideal for a billiard or rec room with wet bar and counter seating. The oversized pool and screened lanai is perfect for entertaining guests. The front, back and side yards are all generous in size. Two car attached garage, 1 car detached garage and additional outdoor covered parking with electric access. Upgrades include hot water heater 2025, electric panel 2024, pool equipment 2024, exterior & interior paint 2024, new luxury vinyl flooring 2024, new lighting and fans 2024. Located in the well-established community of Lake Ann Estates. Don’t miss out! Call today to schedule your showing.

103 Longhorn Road, Winter Park

$357,000
3 Beds 3 Baths Vistas At Lake Howell SubDv. 32792 Zip Code
Charming Townhome with Modern Comforts! Step into comfort and convenience in this beautifully designed 3 bedroom 2 and 1/2 bath townhome. Perfectly suited for families, professionals or anyone seeking a stylish and low maintenance lifestyle. This END UNIT brings in a ton of natural light along with a thoughtful and spacious open floor plan. The main level features an open-concept living and dining area, Ideal for entertaining. The kitchen boasts modern stainless steal appliances, ample cabinetry, sleek granite countertops making meal prep a breeze. Each bedroom offers generous space and storage. The luxurious Primary Suite offers a walk-in closet and a spacious private bath with separate toilet room. Additional highlights include a one car attached garage, second level in-unit laundry, and a private outdoor space - perfect for morning coffee or evening unwinding. The porch is fully enclosed with sliding windows. Beautiful Crown Molding and Plantation Shutters throughout. 2018 Roof and AC. Located in the desirable gated community of The Vistas of Lake Howell. Close to shopping, dining, schools and transit. This townhome combines everyday functionality with stylish living. Don't miss this opportunity to make this home YOURS!

2548 Galliano Circle, Winter Park

$421,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Spectacular pool home in the Winter Park Pines on a corner lot with a side entry 2 car garage. Roof replaced in 2018. This 3 bedroom 2 bath home is a blank canvas just waiting to be customized to your particular taste. Pool has gunite with diamond brite finish. The particular location of this home could be perfect for raising a family and pets. Breakfast bar in kitchen. Sliding glass doors in the family room leads to the screened patio and the pool area as well as another set of sliding glass doors in the primary bedroom that opens to the pool area. Pocket doors between living room and family room. Front door also has a glass storm door. Sprinker system on well. Room measurements are approximate. Buyer to verify all schools and room measurements. Pool light and pool heater not working. Pool equipment at the home, washer and dryer and 2nd refrigerator in garage is included.

2817 Fitzooth Drive, Winter Park

$1,010,000
5 Beds 5 Baths Bear Gully Pointe SubDv. 32792 Zip Code
Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the first floor. Step inside and be greeted by soaring ceilings, a sweeping circular staircase, and expansive views of the screened lanai and sparkling pool and spa. The bright, open layout includes a spacious first-floor primary suite with a sitting area, spa-like bath, and a custom walk-in closet, as well as a second bedroom conveniently located on the main level. Upstairs you’ll find two additional bedrooms, two full bathrooms, and a versatile loft. Ideal for multi-generational living or guest privacy, the detached in-law suite offers its own living space, full bath, and private access from across the pool. At the heart of the home is a gourmet kitchen equipped with granite countertops, stainless steel appliances, gas cooktop, double ovens, center island, butler’s pantry, oversized walk-in pantry, and a cozy breakfast nook—perfect for entertaining. Additional features include a generous laundry room with washer and dryer, a spacious 3-car side-entry garage with epoxy floors, gas water heater, circular front drive, extended side driveway, and beautifully manicured landscaping. Bear Gully Pointe offers community tennis courts and a playground, all just minutes from Trinity Prep, major highways, UCF, and Orlando International Airport. This is Florida living at its finest.

2880 Old Castle Drive, Winter Park

$435,000
4 Beds 2 Baths Quail Run SubDv. 32792 Zip Code
**New roof will be installed prior to closing** Located in the sought-after Quail Run community, this 4-bedroom, 2-bathroom home offers over 2,000 sq ft of comfortable living space on an oversized lot. The heart of the home is the large kitchen, complete with two sinks—perfect for extra prep and easy cleanup. Just off the kitchen, enjoy a spacious screened-in patio, ideal for relaxing or entertaining guests. The large and open backyard offers endless possibilities for outdoor activities. The primary suite features a walk-in closet and plenty of natural light. The primary bathroom includes a dual vanity, private toilet closet, walk-in shower, and a separate soaking tub for added comfort. In addition this home has an indoor laundry room and a large two-car garage. This home is conveniently located near plenty of shopping/dining as well as top rated schools. Retail Locations Walmart- 1.3 miles Publix- 1.3 miles Kohls- 1.4 miles Schools Red Bug Elementary- 2.3 miles Tuscawilla Middle School- .5 miles Lake Howell High School- 1.1 miles Don’t miss your chance to make this well-maintained home your own—schedule your showing today!

2209 Fairglenn Way, Winter Park

$415,000
4 Beds 2 Baths Wrenwood Heights Unit 2 SubDv. 32792 Zip Code
Beautiful 4-Bedroom, 2-Bath Home in Winter Park (32792) — No HOA! Enter through your double front doors into a thoughtfully updated, move-in ready home. You're welcomed by a charming entry nook with a bench and hooks—perfect for organizing shoes, backpacks, and daily essentials. The formal living and dining rooms offer flexible space for entertaining or can easily be converted into a home office or den. At the heart of the home is a completely remodeled kitchen (2022), featuring quartz countertops, new cabinetry, a pantry, modern light fixture, and a large island with seating for four—perfect for gatherings and everyday living. The kitchen opens to a spacious family room with sliding glass doors leading to a screened-in porch with dual ceiling fans. Step outside onto the large concrete patio and enjoy the fully fenced backyard, enclosed with a mix of vinyl and wood fencing for added privacy. The split floor plan provides separation and function. The primary suite is tucked off the dining area and features space for a king-sized bed, multiple windows, a ceiling fan, and a fully remodeled ensuite bath with dual sinks, updated mirrors and lighting, and a walk-in shower (no tub). On the opposite side of the home are three very spacious guest bedrooms and a remodeled guest bathroom with charming finishes. The home features wood-look tile flooring throughout (2022), fresh interior paint, and curtains that stay. Front windows and one bedroom window were replaced in 2020. All bedrooms are generously sized—even the guest rooms comfortably fit queen beds with space to spare. Key upgrades and features include: Roof replaced in 2022 Kitchen remodel (2022) Wood-look tile flooring (2022) Front windows + one bedroom window replaced (2020) AC 2017 Water heater (2016) Microwave, refrigerator, and dishwasher (1 year old) Stove (4 years old) new electrical panel June 2025 Irrigation system (non-operational; sellers have never used it) 2-car garage with garage door opener, utility sink, and extra refrigerator and freezer Washer and dryer do not convey Public water & sewer Located outside of a flood zone NO HOA! Ideally located directly across from Eastbrook Elementary, and zoned for Tuskawilla Middle and Lake Howell High, with quick access to Full Sail University, downtown Winter Park, shopping, and dining. Meticulously maintained, tastefully updated, and move-in ready — schedule your private showing today!

5436 Tangerine Avenue, Winter Park

$440,000
3 Beds 2 Baths Winter Woods Unit 04 SubDv. 32792 Zip Code
This charming single-story home offers a comfortable and versatile layout with 3 bedrooms and 2 bathrooms, perfect for families or those looking to spread out and relax. A bright and sunny kitchen flows into the cozy family room, making daily living easy and enjoyable. Just off the kitchen, the generous dining and living areas provide ample space for entertaining or unwinding at the end of the day. The home’s standout features include an expansive screened-in porch—ideal for enjoying Florida weather year-round—and a spacious backyard that’s perfect for gatherings, outdoor dining, or creating your dream garden. The primary bedroom includes access to a private patio, offering outdoor space to enjoy. Additional enhancements throughout the home include updated sliding doors and windows that offer a clean, modern look and smooth functionality. A recently installed fence encloses the backyard, offering added privacy and peace of mind for both kids and pets. Located in Winter Park, this property offers convenient access to local shops, dining, and schools, all while maintaining a quiet, residential feel. Whether you're starting a new chapter or looking to settle into a welcoming neighborhood, this home has everything you need and more.

2312 Poinciana Road, Winter Park

$270,000
2 Beds 2 Baths Windward Square Sec 1 SubDv. 32792 Zip Code
Nestled in the heart of the highly desirable Windward Square community, this beautifully maintained home offers the perfect blend of comfort, style, and convenience. Step inside from the tranquil front patio and be welcomed by a surprisingly spacious open floor plan that instantly feels like home.The kitchen shines with newer appliances, granite countertops and beautiful upgraded cabinetry. Beautiful tile flooring, freshly painted interior, large closets with stylish closet doors. The thoughtfully designed layout includes 2 bedrooms, 2 full bathrooms, and a versatile BONUS room—ideal as a home office, guest space, or cozy den.Enjoy your morning coffee or unwind in the evening on the large screened-in patio overlooking the newly fenced backyard. Many Recent upgrades offer peace of mind: Replumbed in 2022, Water heater replaced in 2021, TRANE A/C system (installed 8 years ago) with advanced humidity control panel for year-round comfort. In addition, the Windward Square offers a resort-style lifestyle with two sparkling pools, a kiddie pool, tennis courts, shuffleboard, and a playground—all for a remarkably low HOA fee of just $95 per month. You’ll also appreciate the convenience of three private parking spaces directly in front, plus ample guest parking throughout the community. Ideally located just off SR 436 and Howell Branch Road, this home is minutes from shopping, dining, major highways, and top-rated schools. Whether you’re a first-time homebuyer, downsizing, or seeking a prime investment opportunity, this move-in ready gem is not to be missed. Schedule your private showing today and discover why this home stands out!

2426 Windward Way, Winter Park

$518,000
4 Beds 2 Baths Garden Lake Estates Unit 2 SubDv. 32792 Zip Code
Welcome to this beautifully remodeled 4BD/2BA home, featuring tons of updates, energy-efficient systems, and a desirable split floor plan. Enjoy new Luxury LVP flooring throughout the entire residence and ceramic tile in the bathrooms. Upon entry, you’re greeted by a spacious living room that flows seamlessly into a thoughtfully expanded kitchen, complete with custom Schuler cabinets, quartz countertops, a quartz backsplash, Frigidaire Gallery appliances, a 33” undermount sink, a reverse osmosis system, and a hot/cold glass rinser. The kitchen also features a large walk-in pantry with a built-in countertop and a breakfast nook with bench seating and storage—perfect for casual dining and added functionality. Just off the kitchen, the cozy family room provides the perfect space for relaxing or entertaining. The split layout offers three bedrooms on one side and a private primary suite on the other, complete with a bonus room, ideal for a nursery, home office, or flexible space. Both the primary and guest bathrooms were fully remodeled in 2022. Step outside to enjoy a screened-in pool and fenced yard—ideal for year-round outdoor living. Major upgrades include a newer roof (2019), new windows (2022), new Carrier A/C system and ductwork (2024), refreshed attic insulation, a whole-home surge protector, solar panels (2022), a solar pool heater (2023), a water purification system, and more. Located in a top-rated Seminole County school district, this move-in-ready home offers the perfect blend of comfort, and functionality. A true lifestyle upgrade!

1360 Gladiolas Drive, Winter Park