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$779,000
4 Beds 3 Baths Preserve At Hawks Crest SubDv. 32792 Zip Code
This stunning and stylish one-story home built by Meritage in the gated community of Hawk's Crest in Winter Park includes many new upgrades. This is the Pomelo model built with the upgraded kitchen package featuring built-in double ovens and stainless steel range hood. Beautiful quartz countertops on an oversized kitchen island with room for four seats. Other features include a walk-in pantry, under cabinet lighting, and stone backsplash. The luxurious kitchen opens into your dining and living areas. In the large living room is a new custom built-in electric fireplace with decorative trim moulding. The dining room is enhanced by custom board and batten and a view of the back covered lanai with motorized screens. The backyard features a new large extended patio for entertaining. The yard is fenced in with a view of conservation trees. A total of four bedrooms and three bathrooms. The front bedroom includes custom built-in shelves and storage, which is used as an office, but can also still be used as a bedroom. The primary bedroom has a private bathroom with a double vanity, linen closet and a large walk-in closet that could be customized for a future homeowner. The home also comes with new gutters. Other amenities in the Hawk's Crest community include a resort-style pool with clubhouse, splash pad, fitness center, BBQ grills, playgrounds, dog park, and a community fishing dock overlooking beautiful Lake Howell. At the front of the neighborhood shops and dining includes Kelly's Ice Cream, Foxtail Coffee, Sobol, Winter Park Pediatric Dentistry and Park Maitland's Preschool Campus.

2247 Marsh Sedge Lane, Winter Park

$270,000
2 Beds 2 Baths Winter Park Pines Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Multiple Offers Received. Please present highest and best by 3pm on June 30th. Immaculate and move-in ready, this beautifully maintained 2 bed/2 bath one-story condo in sought after Winter Park Pines offers comfort, style and convenience. Step through your front courtyard, perfect for enjoying morning coffee and into a spacious great room featuring vaulted ceilings and skylights. The home is freshly updated with neutral tones, new lighting and new ceiling fans. The kitchen includes stainless steel appliances, a bar counter and a pass-thru window ideal for entertaining. A versatile Florida room, with closet storage, can serve as a dining area, office or workout space. The primary suite features a vaulted ceiling, walk-in closet and ensuite bath with a large walk-in shower. Additional features include tile flooring throughout, washer and dryer, French doors, a fenced rear pavered patio with refreshed landscaping, a detached one-car garage and adjacent parking space, 2 new electric panels, new roof is 2025 and a new water heater. Located minutes from Full Sail University, Cady Way Trail and the 18-hole Winter Park Pines golf course. Welcome home!

463 Warrenton Road Unit 463, 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

$2,500,000
5 Beds 4 Baths Acreage & Unrec SubDv. 32792 Zip Code
This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house and a detached the three-car air-conditioned garage is a car collector's dream. The primary bedroom suite offers a tranquil retreat, with modern features, ample square footage and completely remodeled en suite bathroom. The remaining two bedrooms with remodeled hall bath provide comfortable accommodations for family and guests. The updated and remodeled interiors showcase a warm, modern, inviting ambiance, with thoughtful design elements throughout. The open floor plan allows for seamless indoor-outdoor living, with access to the lakefront and private boat dock. The lakefront location offers unparalleled privacy and access to the serene waters, creating a serene and peaceful living environment. The property's unique features, including the updated interiors, separate living spaces, and prime lakefront setting, make it an ideal choice for those seeking a distinctive and well-appointed home. Some of the upgrades include new roof in 2022, New HVAC systems in 2022, new water heater in 2022, new kitchen in 2024, new bathrooms in 2024, new designer light fixtures throughout the house in 2024, upgraded flooring in 2022, new expanded back porch deck in 2022 with stunning views of lake and natural setting, new interior paint in 2024, new exterior paint in 2022, upgraded mother-in-law, guest house, office space, separated rental or teenager's retreat, new boat lift in 2022, new paver driveway in 2022, new water softener in 2022. No HOA restrictions.

2652 Lake Howell Lane, 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

$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

$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

$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

$749,000
4 Beds 2 Baths Brookshire Heights 4th Add SubDv. 32792 Zip Code
Nestled in the heart of sought-after Winter Park, this beautifully updated 4-bedroom, 2-bathroom home offers 2,509 square feet of versatile living space designed for comfort, functionality, and style. Perfect for families or anyone needing room to grow, the home features multiple living areas including a formal living room with a bay window and elegant shutters, a cozy family room, a bright sunroom, and an office space—ideal for remote work or study. The heart of the home is the spacious kitchen, featuring light cabinetry, stainless steel appliances, double ovens, ample storage, and a convenient breakfast bar overlooking the sunroom, which also offers space for casual dining. Enjoy a private retreat in the split floorplan primary suite, complete with generous walk-in closets, dual sinks, and a walk-in shower. Beautiful white oak flooring runs throughout much of the home, adding warmth and sophistication. Step outside to a lushly landscaped backyard with plenty of space to add a pool—your personal outdoor oasis awaits. Huge storage space above the garage. Key updates include a new roof (2018), new electrical panels, AC (2018), Nest thermostat, new irrigation well, paver driveway, and fresh interior/exterior paint (2022)—all ensuring peace of mind and energy efficiency. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High schools. With easy access to Winter Park’s iconic Park Avenue and nearby Baldwin Park, you’ll enjoy premier shopping, dining, and entertainment just minutes from your doorstep. Don’t miss the opportunity to own this move-in-ready gem in one of Winter Park’s most desirable neighborhoods!

627 Darcey Drive, Winter Park

$469,500
4 Beds 3 Baths Arrowhead Cove SubDv. 32792 Zip Code
Back on the market with fresh updating! Spacious 4 bedroom 2.5 bath 2600+ Sq. Ft. Winter Park home within the desirable Arrowhead Cove subdivision. As you enter the home, you are greeted by a large living room / dining room area, with engineered hardwood floors, and a beautiful stacked stone electric fireplace at the center. The fully updated kitchen is complete with granite counters, wood cabinets, newer stainless steel appliances, and a massive pantry area, all overlooking the inviting family room. From the family room, sliding glass doors open into a nearly 500 Sq. Ft. air conditioned, enclosed patio / Florida room with tile floors, that is perfect for a game room! The Florida room has tons of storage and also a secondary access into the guest bathroom. The large Owners Suite is at the end of the hallway, with a nicely updated bathroom. Recent updates include brand new LVP flooring in the family room, new carpet in the bedrooms, new sliding barn door in Master bath, and fresh paint throughout! This house has many great features and updates including a 2022 roof, renovated bathrooms, travertine tile, inside laundry room, oversized 2 car garage, irrigation system with well, and situated on a generously sized ¼ acre lot. This hidden gem is close to everything, zoned for Winter Park Schools, and even has community lake access to Lake Nan! Call today for a private showing.

7679 Bent Bow Trail, Winter Park

$1,180,000
4 Beds 5 Baths Bear Gully Pointe SubDv. 32792 Zip Code
A rare opportunity to own this beautiful pool home in Winter Park at Bear Gully Pointe, a gated community located on a spring fed 137-acre Lake. This perfect 3-way split floor plan with pool views has an open fireplace to enjoy the mornings & evenings. The conservation area in back makes a very private pool & patio area. Expect to be impressed when entering the home with expansive ceilings, open floor plan, and a beautiful gas fireplace in the family room. A very large kitchen with granite counter tops, Jenn Air appliances, lots of cabinet space, breakfast bar & large pantry. Wood floors and tile throughout the home. This home is perfect for entertaining boasting large open floor plan, lots of natural light and soaring ceilings. Beautiful wrought iron staircase to upstairs bedrooms and office that could be a 5th bedroom. The primary bedroom is on the first floor and one of the bedrooms upstairs has a balcony overlooking the pool and patio with sitting area; a perfect place to enjoy your morning coffee or reading your favorite book. This home has tons of extra storage space and a 3-car garage, tile roof and has recently been re-plumbed. Home is just over 4000 sq ft and sits on almost 1/2 acre. Close to restaurants, shopping, Trinity Prep, Park Avenue, 417, UCF and easy access to Orlando International Airport. Call for your private tour today!

4052 Gilder Rose Place, Winter Park

$455,000
3 Beds 2 Baths Bennington SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome Home! This immaculate 3-bedroom, 2-bathroom single family home is perfectly designed for comfortable family living. Featuring a desirable split floor plan, this move in ready gem offers space, style, and convenience in every corner. The heart of the home is the modern kitchen, complete with stainless steel appliances and brand new, gorgeous quartz countertops, perfect for preparing family meals or entertaining guests. Fresh interior paint throughout gives the home a bright, clean, and inviting feel, truly turn key condition! Step outside and enjoy the peaceful charm of a quiet street ending in a cul-de-sac, offering privacy and a wonderful area for families to play. Plus, you’re just minutes from local restaurants, parks, grocery stores, and major highways; everything a busy family needs is right at your fingertips. All that’s missing is you! Priced to sell and waiting for YOU to make it home. Schedule your showing today and see it for yourself. Don't miss it!

3304 Bennington Ct, Winter Park

$800,200
4 Beds 4 Baths N/A SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat – A Rare Blend of Privacy and Natural Beauty! Refurbish the house as it is, or start new on this amazing rare natural Florida lakefront ground. Tucked away on the serene shores of Bear Gully Lake, this one-of-a-kind property presents a rare opportunity to own a true Florida waterfront sanctuary. Set on a private 137-acre lake—renowned as one of the cleanest in the country—this 1.8 acre property currenty has a four-bedroom, 3.5-bathroom pool home. A 464-foot boardwalk walks you from the house through natural Florida landscape, guiding you to the lake and a 28x28 dock complete with a covered power lift—perfect for boating, fishing, paddle-boarding, wakeboarding, or simply relaxing while taking in sweeping lake views. Back at the house, you'll enter through a private courtyard that reveals a tranquil screened pool and spa with cascading waterfalls and an outdoor kitchen this is a true retreat. Step inside the main home to find soaring ceilings, warm wood accents, and spacious living areas ideal for gathering and entertaining. The heart of the home is a generous kitchen featuring unique granite countertops embedded with petrified wood, a breakfast bar, and seamless flow to both the formal dining room and family room with a cozy wood-burning fireplace. The expansive primary suite on the main level is a private haven, offering its own fireplace, walk-in closet, and spa-inspired ensuite bath. Upstairs, a dramatic loft overlooks the main living space, flanked by two bedrooms with a Jack and Jill bath. Separate from the main house, a private fourth bedroom and third full bath provide the perfect setup for an in-law suite, home office, or guest retreat. Ideally located just minutes from SR 417, UCF, Winter Park, and Downtown Orlando, this lakefront home combines everyday convenience with extraordinary living. Homes like this are rarely available—schedule your private showing today and experience the magic of Bear Gully Lake for yourself.

4107 Gabriella Lane, Winter Park

$425,000
4 Beds 2 Baths Wrenwood Heights Unit 2 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Major Price Reduction! Don’t miss this rare opportunity in sought after Winter Park location —now offered at a significantly lower price. Your Dream Home Just Got Closer! Completely Renovated 4-Bedroom Pool Home in the Heart of Winter Park! 2,195 Sq Ft of Modern Living! Welcome to 5338 Tangerine Ave, a beautifully updated 4-bedroom, 2-bathroom home offering 2,195 square feet of thoughtfully redesigned living space. Nestled on a spacious lot, this move-in-ready gem features a large screened-in pool and a flexible bonus room with a kitchenette in the converted garage, ideal for a guest suite, home office, or media room. The updated kitchen flows seamlessly into the open concept living and dining areas, perfect for both everyday comfort and entertaining. Every major system and aesthetic detail has been updated, including: New Roof (2022), New Tankless Water Heater, New Plumbing Throughout the Home, New Electrical Panels (Inside & Out), New Ceiling Texture with Modern Knockdown Finish, New Flooring and Baseboards Throughout, New Ceiling Fans in Every Room, All Receptacles and Switches Replaced (USB-C Outlets in Bedrooms & Common Areas), Updated Guest Bathroom with Modern Vanity & Lighted, Defogging Mirror, Primary Bathroom with New Lighted, Defogging Mirror, Smart Home Features: Keyless Entry System & Ring Doorbell with Camera, UV Light Installed in A/C Handler for Cleaner Air, and New Shed for Additional Storage. Step outside to your private backyard oasis, featuring a large screened-in pool and patio area perfect for Florida living. This home offers not only luxury and functionality but peace of mind with all the major updates already completed. Located in the desirable Winter Park area, you're close to top-rated schools, shopping, dining, and major highways. Don't miss your chance to own this turnkey home. SELLER IS OFFERING $1,000 CREDIT AT CLOSING FOR BUYER TO ADD MASTER BATHROOM ENTRY DOOR OF THEIR CHOICE. Schedule your private showing today!"

5338 Tangerine Avenue, Winter Park

$428,000
4 Beds 2 Baths Eastbrook Subd Unit No 07 SubDv. 32792 Zip Code
Welcome to this beautifully updated home that blends charm, space, and modern upgrades—an expansive OVER 1/4 ACRE LOT with NO REAR NEIGHBORS and NO HOA. 4 Bed/2Ba with a 2-car Garage! You’ll love the BRAND NEW ROOF (April 2025) and the NEW EXTERIOR PAINT (2025). Inside, the COMPLETELY RENOVATED KITCHEN features stunning QUARTZ COUNTERTOPS and MODERN SHAKER STYLE CABINETS. The DINING SPACE offers bright views of the front yard, while the LIVING ROOM is filled with NATURAL LIGHT from a full wall of windows and a sliding glass door. It also includes a NEW CEILING FAN and beautiful, updated LUXURY VINYL FLOORING throughout the home. Step outside to the UPDATED BACK PATIO, ideal for outdoor dining and entertaining. The backyard is a standout—spacious and ready for endless possibilities, with newly planted FRUIT TREES including 3 MANGO TREES, PASSION FRUIT, 2 JACKFRUIT TREES, 2 AVOCADO TREES, and a PAPAYA TREE. The SPLIT BEDROOM FLOOR PLAN places the PRIMARY BEDROOM privately on the west side, complete with an UPDATED PRIVATE ENSUITE BATHROOM. The remaining 3 BEDROOMS are located down the hallway near a full bathroom with DUAL SINK VANITIES and a TUB SHOWER with a SLIDING SHOWER DOOR. Additional features include a SPACIOUS 2 CAR GARAGE, LONG DRIVEWAY, and a peaceful neighborhood setting the current owners truly enjoy. Conveniently located next to popular coffee shops and bakeries, and less than 15 minutes from COSTCO, ALDI, TARGET, WALMART, and PUBLIX, and near several parks with playgrounds including PHELPS PARK, CADY WAY TRAIL (bike and running trails), and WARD PARK. Don’t miss the opportunity to own this stunning, move-in ready home in a prime location! Schedule your appointment to view today!

3520 Balsam Dr, Winter Park

$468,470
4 Beds 2 Baths Howell Estates Rep SubDv. 32792 Zip Code
Welcome to your private oasis—where thoughtfully designed living spaces and beautiful upgrades come together in one incredible home. Whether it’s poolside afternoons, entertaining under the lanai, or cozy nights inside, this property delivers the Florida lifestyle you’ve been searching for. Step inside this well-maintained split floor plan home and enjoy a spacious family room that flows effortlessly into a covered rear oversized porch and screened-in pool—perfect for relaxing or hosting friends. The remodeled kitchen features upgraded wood cabinetry, granite countertops, stainless steel appliances, and a lovely backsplash. The primary suite offers its own retreat, complete with a separate vanity area, walk-in closet, and updated shower. Throughout the home, you’ll find wood plank vinyl flooring—no carpet—and beautifully upgraded bathrooms with granite countertops and custom tile finishes. The property layout is perfect for anyone needing space for a home office, guest room, or kids' area. The exterior boasts charming arched openings and a private front courtyard, ideal for morning coffee or quiet evenings surrounded by your own landscaping. Step into the backyard and discover the perfect Florida escape: a large covered lanai, sparkling pool, and a privacy fence for ultimate seclusion. It's the ideal spot for grilling, lounging, or soaking up the sunshine. Located just minutes from Park Avenue where you’ll find incredible dining, shopping, and events, plus quick access to 417 for easy travel to the Orlando theme parks or Florida’s stunning beaches. Zoned for top-rated Seminole County schools, this home offers both comfort and convenience in one of Central Florida’s most desirable areas. Don't miss this opportunity to own a beautifully upgraded home in a prime location—schedule your tour today!

1026 Manchester Circle, Winter Park

$426,000
3 Beds 2 Baths Winter Woods Unit 04 SubDv. 32792 Zip Code
In the sought-after Winter Woods community of Winter Park, this 3-Bedroom and 2-Bathroom home with almost 1,700 SQFT of recently updated living space offers both functionality and convenience. Situated on an oversized lot overlooking a pond, this home is perfect for anyone seeking a turn-key opportunity with optimal privacy. Upon entering the home, a large and spacious living area is to the right, bright with plentiful natural light through the front windows. A hallway leads to the open family room and kitchen providing the ideal space for gathering with family and friends. The updated well-equipped kitchen features granite countertops, bar-top seating, wood cabinetry with ample storage, and newer appliances. The kitchen blends seamlessly to a dining area, also adjacent to the front living room. The master bedroom is located on the left of the home with an en-suite updated bathroom. The other two bedrooms are in the back of the home giving privacy for family or guests. The second bathroom is conveniently located in the hallway from the family room leading to the back bedrooms. All bedrooms are complemented with Luxury Vinyl Flooring. Sliding glass doors lead you to the covered back patio and yard overlooking a pond providing a quiet, peaceful, and serene place to relax and unwind. Just outside the kitchen is a large mudroom with Washer/Dryer and additional pantry or storage space. The mudroom leads to the large two-car garage with an additional work worm. A new roof was installed in 2023 as well as fresh interior and exterior paint. This home is ideally located just minutes from the renowned Park Ave and Rollins College as well as close to Full Sail University. Interlachen Country Club is just around the corner and the golf course runs just behind the pond. With easy access to major roadways leading to the 417 and Orlando International Airport, this home is ideal for active families, professionals, and anyone looking for the perfect Winter Park place to call their own.

2028 Sussex Road, Winter Park

$450,000
3 Beds 2 Baths Woodcrest Unit 5 SubDv. 32792 Zip Code
Discover your dream home in Winter Park! This stunning 3-bedroom, 2-bathroom gem sits on a spacious 1/3-acre lot, offering the perfect blend of comfort, style, and outdoor living. Step inside to an inviting open-concept layout, where natural light floods the living, dining, and kitchen areas, creating an ideal space for entertaining or cozy nights. The modern kitchen boasts sleek appliances and ample counter space, flowing seamlessly into the living area. Retreat to the generous primary suite with its own updated bathroom, while two additional bedrooms provide flexibility for guests, a home office, or growing families. Both bathrooms feature contemporary finishes for a touch of luxury. Outside, paradise awaits! Dive into your private pool, perfect for Florida’s sunny days, or relax on the expansive screened lanai, ideal for al fresco dining or morning coffee or a dip into the jetted hot tub. The fully fenced yard offers privacy and plenty of space for pets, play, or gardening. With a new roof, new HVAC system, and plumbing re-pipe in 2016 this home is as worry-free as it is beautiful. Nestled in vibrant Winter Park, you’re minutes from top-rated schools, charming boutiques, gourmet dining, and scenic parks.

5326 Lanyard Court, Winter Park

$586,000
3 Beds 2 Baths Brookshire Heights 1st Add SubDv. 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the highly desirable Brookshire Heights neighborhood! Nestled on the charming, tree-lined Banchory Road with sidewalks on both sides, this home is just a short stroll from Brookshire Elementary, the Cady Way Pool, Pickleball Courts, and Trail. In 2018, this home underwent extensive renovations, including a new roof, HVAC system, water heater, and fully updated kitchen and bathrooms. As you arrive, the inviting front porch greets you—a perfect spot to enjoy your morning coffee or unwind with a glass of wine in the evening while watching the kids play. Inside, you'll find an open-concept floor plan designed for effortless entertaining. The kitchen is a chef's dream, featuring soft-close cabinetry, quartz countertops, a spacious breakfast bar, and stainless steel appliances. It seamlessly flows into the living and dining areas, ensuring a bright and welcoming atmosphere. Adjacent to these spaces, a spacious Florida room offers endless possibilities as a playroom, sunroom, or relaxation area. The primary bedroom is a true retreat with two closets, including a walk-in, and extra space ideal for an office or nursery. The en-suite bathroom boasts a large shower, soft-close cabinetry, and quartz countertops. The secondary bathroom is equally well-appointed with a tub/shower combination and matching finishes. Step outside to a generously sized, fully fenced backyard with ample space for kids and pets to play. The home also features an attached 2-car garage and an additional laundry room for added convenience. Other updates include newer windows, re-plumbing, and updated electrical systems. This home offers the perfect blend of modern updates and a prime location, close to top-rated schools, fantastic restaurants, shopping, Ward Park, and the vibrant Park Avenue. Don’t miss this incredible opportunity to make this house your home!

2441 Banchory Road, Winter Park

$390,000
3 Beds 3 Baths Merrie Oaks Village Ph 01 SubDv. 32792 Zip Code
Welcome to 264 Balfour Drive — an exclusive residence within a private enclave of just 13 elegant townhomes in the heart of Winter Park designed by architect Nils Schweizer. a student of Frank Lloyd Wright. Offering an attached two-car garage and a premier location, this home blends sophistication with comfort in every detail. Step into a grand living room where soaring ceilings and expansive windows bathe the space in natural light. The formal dining room transitions effortlessly into a thoughtfully designed galley kitchen, showcasing a newly renovated island, high-end Bosch dishwasher, and a French door leading to a truly remarkable outdoor retreat. The covered courtyard, adorned with a trellised garden and overlooking manicured community green space, offers the perfect setting for elevated entertaining and tranquil evenings under the stars. Upstairs, discover a versatile loft ideal for a refined home office, along with a luxurious primary suite featuring a glass-enclosed porch — a serene escape for morning coffee or evening unwinding. Two additional guest bedrooms and a well-appointed guest bath complete the upper level. This discreet and desirable community offers unmatched access to shopping, dining, Advent Health Medical Campus, Full Sail University, Cady Way Park with bike trails & pickleball courts and a short drive to the renowned charm of Park Avenue. Roof 2012, HVAC 2016. Zoned for top-rated schools: Brookshire Elementary, Glenridge Middle, and Winter Park High. WELCOME HOME!

264 Balfour Drive, Winter Park

$498,000
3 Beds 2 Baths Winter Park Estates SubDv. 32792 Zip Code
Step into a slice of mid-century magic, your private oasis awaits. On an oversized corner lot with no rear neighbors, this one-of-a-kind mid-century gem is more than just a home, it’s an experience. With classic architectural charm, lush landscaping and thoughtful updates, you’ll feel like you’ve stepped back in time without sacrificing modern-day comforts. Enjoy the tranquility of nature with lush, low maintenance landscaping featuring palms, oaks, gardenia, jasmine, plumeria and more. A raised garden bed offers a taste of the good life, growing pineapple, asparagus, Japanese sweet potatoes and melon, ideal for home chefs and garden lovers alike. The irrigation system, with seven zones (two in use), keeps everything thriving with ease. Whether you're entertaining or simply unwinding, the large 9.5-foot-deep pool, newly refinished with tile and pebble tec for a natural lagoon feel, is the ultimate showstopper. And when you're done with a dip? The outdoor shower adds a beachy, resort-like vibe to your daily routine. Inside, enjoy a newly remodeled kitchen that’s as functional as it is stylish, complete with an immense walk-in pantry and great indoor storage throughout. A dedicated indoor washer/dryer area adds everyday convenience, making laundry feel less like a chore. Recent upgrades include new windows and sliders, updated plumbing and air conditioner (approximately three years old), and a roof in excellent condition (approximately 10 years old). The home’s new back windows and sliders frame views of the serene backyard, making indoor-outdoor living seamless. Outside, you’ll love the fabulous airy covered carport, and the long, shaded driveway provides ample space for guests or multiple vehicles, enhancing function and curb appeal. Families will love the top-rated schools nearby, and commuters will appreciate being just 10 minutes to downtown Winter Park, UCF, and *moments from State Road 417 and major highways. Don’t miss your chance to own this rare, private retreat in an unbeatable location. With its timeless style, modern updates and natural beauty, this home is a one-of-a-kind gem.

808 Denton Road, Winter Park

$790,000
4 Beds 3 Baths Kenilworth Shores Sec 04 SubDv. 32792 Zip Code
Welcome to one of the most sought after neighborhoods of Kenilworth Shores in Winter Park! Nestled among tree-lined streets where the mail is still delivered right to your door, this beautifully appointed 4-bedroom, 3-bathroom home blends timeless elegance with modern comfort. From the moment you step onto the charming brick walkway, you'll fall in love with the lush, mature landscaping and inviting curb appeal. Enter through stately double doors into a home filled with thoughtful details—gleaming hardwood floors, crown molding, chair rail, and classic columns in the living, dining, and family rooms. The functional and spacious kitchen is ready for gatherings large or small, whether it's a festive Thanksgiving dinner or a casual poolside barbecue. A flexible space off the kitchen serves as the perfect spot for a breakfast nook, mudroom, or home office. The primary suite, seamlessly added in 2013, offers a private retreat with its own office/flex space, custom walk-in closet, and French doors opening to the pool area. The luxurious en-suite bath features a pedestal soaking tub, dual vanities, and a large walk-in shower with dual shower heads. Three additional bedrooms are situated on the opposite side of the home, including a secondary primary bedroom with its own en-suite bath—perfect for guests or multigenerational living. Step outside to your private tropical paradise featuring a spacious screened lanai, sparkling pool with sun shelf, fountains, and spa jets—an entertainer’s dream. Located just minutes from the Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, Center for Health and Wellbeing, WP AdventHealth Hospital & ER, and top-rated schools (Brookshire, Glenridge and Winter Park High School) and colleges like Rollins, Full Sail, Valencia, and UCF. Plus, you’ll love the convenience of nearby shops, restaurants, and grocery stores. Less than 10 minutes from Downtown Winter Park shopping and fine dining. This is more than a home—it’s a lifestyle. Come experience it for yourself! ROOF - 2013 HVAC - 2013 ELECTRICAL UPDATES - 2013 PLUMBING - 2022 WATER HEATER - 2022

600 Brechin Drive, Winter Park

$423,000
3 Beds 3 Baths Grayson Square SubDv. 32792 Zip Code
Built in 2024, this move-in ready 3-bedroom, 2.5-bathroom townhome is located in the gated community of Grayson Square, just a little over 15 minutes from Park Avenue in downtown Winter Park. Designed with a sleek, neutral gray color scheme and modern finishes throughout, the home features an open-concept layout filled with natural light that enhances its bright and airy feel. The main level includes tile flooring throughout, a convenient half bath for guests, and a spacious living and dining area that flows seamlessly into the upgraded kitchen. You'll love the 42" cabinets, quartz countertops, stainless steel appliances, large breakfast bar, and closet-style pantry — perfect for both everyday living and entertaining. Upstairs, the primary suite offers a peaceful retreat with a walk-in closet, dual quartz vanity, and walk-in shower. The hallway loft then leads to two generously sized secondary bedrooms that provide excellent closet space and share a full bathroom just down the hall. A laundry closet with washer and dryer is also conveniently located upstairs. Additional highlights include a 1-car garage, a private covered back patio overlooking a quiet yard area, and plenty of guest parking throughout the community. HOA includes lawn care and internet, and residents enjoy amenities such as a resort-style swimming pool, community mailboxes, and a secure gated entrance. Ideally located with quick access to shopping, dining, and major attractions — approximately 30 minutes to Orlando International Airport, 35 minutes to Universal Orlando, and 40 minutes to Walt Disney World. Don’t miss your chance to own a bright, modern, low-maintenance home in one of Central Florida’s most convenient locations — schedule your showing today!

2812 Bright Bird Lane, Winter Park

$618,900
3 Beds 2 Baths Kenilworth Shores Sec 05 SubDv. 32792 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath home with a 2-car garage, nestled in the sought-after Kenilworth Shores neighborhood of Winter Park. Featuring an open-concept layout, the home is anchored by a modern kitchen with an island, stainless steel appliances, granite countertops, and stylishly renovated bathrooms. Enjoy cozy evenings by the fireplace or relax in the spacious, screened porch overlooking the low-maintenance backyard. Bedrooms are ample, with plenty of closet space. Thoughtful upgrades shine throughout the home. Including new ductwork, A/C system, updated wiring, a new water heater (2024), and replumb. The home also offers gas cooking, easy-to-maintain terrazzo floors, and mature landscaping and irrigation system. Additional updates include impact resistant windows, slider and a new front door w/ sidelights. All with no HOA. Perfectly located just minutes from Winter Park Hospital, Cady Way Trail, the Center for Health & Wellbeing, and top-rated Winter Park schools. You're also close to parks, dining, shopping, and a short drive to downtown Winter Park, Baldwin Park, and Orlando. The fully fenced backyard is generously sized—ideal for adding a pool or creating your dream outdoor oasis. Don't miss your opportunity to live in this amazing neighborhood, schedule your private showing now!

624 Dunraven Drive, Winter Park

$705,000
4 Beds 2 Baths Golfside Sec 03 SubDv. 32792 Zip Code
NEW LOWER PRICE 6/3/25, OWNER WANTS OFFERS. NO HOA. Fabulous RENOVATED home in the heart of Winter Park, where timeless charm meets tranquil Winter Park Pines golf course living. Nestled on a lush, manicured lot right on the 9th fairway, this expansive REMODELLED OPEN AND AIRY SPLIT-plan residence offers a SPLIT PLAN WITH 4 generously sized bedrooms, 2 full baths, and FABULOUS FLEX SPACE that can be a formal living room, office, playroom, bonus room, etc. This floor plan is effortlessly flowing... perfect for both entertaining and everyday living. Step inside and be greeted by warm natural light, rich wood-tile flooring, and the inviting ambiance of a classic wood-burning fireplace. Don’t let the lovely antique furniture fool you—this home is modern in all the right ways, with updated primary bath, renovated 2nd bath and new 2024 kitchen, an open-concept layout, and thoughtful design throughout. The open kitchen, fully renovated in 2024, is a chef’s delight. It blends seamlessly into the living and dining areas for a truly connected feel, perfect for hosting weekend brunches or casual weeknight dinners. French doors open gracefully to the cozy family room and the private primary suite from the lanai, creating an elegant connection between indoor comfort and outdoor serenity. The primary bathroom has been beautifully updated, and the second bathroom was fully renovated in 2016. Enjoy peace of mind with major system upgrades already completed, including a brand-new roof in 2025, a AC 2021, new water heater 2023, and newer windows throughout the home. Step outside to the screened-in patio and take in the sweeping golf course views, ideal for entertaining, morning coffee, grilling out, or simply enjoying the Florida breeze. Set on a generous 0.25-acre lot with plenty of space to add your dream pool! Families will appreciate the top-tier Winter Park school district, zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, some of the most sought-after schools in the area. With generous living space, elegant touches, and a truly unbeatable location, this Winter Park Pines gem is more than a house. It’s a lifestyle. Come experience it for yourself!

1139 Fairway Drive, Winter Park

$665,000
4 Beds 4 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
NEW ROOF 2019! GREAT PRICE! SPECTACULAR WINTER PARK HOME COMPLETELY RENOVATED AND UPGRADED INCLUDING A STUNNING KITCHEN! This four bedroom three and a half bath home has been meticulously updated and cared for! It has PORCELAIN WOOD LOOK TILE and WOOD flooring THROUGHOUT and NO CARPET. When you walk in the front door you are greeted by a grand and open design. This one-story home even has an IN LAW SUITE with its own private bathroom. When you walk up to the home you are greeted by the inviting front porch. Once entering the home you will find custom details such as crown molding, stunning countertops that look like artwork and much more! From the kitchen, family room, living room and dining room you can see the backyard and access the huge back lanai which comes with the mounted TV. The master bedroom is large and has a beautiful master bathroom! The secondary rooms are large as well with one being EXCEPTIONALLY LARGE and is an in-law suite. This home is located in the quiet community of Winter Park Pines offering beautiful canopying tree-lined streets and the feeling of a simple life with mail still delivered right to the mailbox at your front door. This home is perfectly located with easy access to anywhere you desire to go. You will be just 3 ½ miles to Park Avenue! In just a few moments drive you can be to the 408 Expressway or I4! This home is located just moments away from the Cady Way Pool where they also have tennis and pickleball courts, playgrounds and so much more. You are just moments from top-rated schools and even close to colleges such as Full Sail, Rollins, UCF and Valencia. Moments from Restaurants, Shopping, Advent Health Wellness Center and so much more! COME LIVE IN THE HEART OF IT ALL YET TUCKED AWAY IN A PEACEFUL QUIET ENCLAVE. Come visit this amazing, warm and friendly Winter Park neighborhood because you are sure to want to stay forever!

2817 Prince John Road, Winter Park

$550,000
3 Beds 2 Baths Brookshire Heights 1st Add SubDv. 32792 Zip Code
Charming one-story ranch home walking distance to Brookshire Elementary. Located on a .20-acre lot, this 3-bedroom 1.5 bath, home has 1,352 sq ft., including a screen porch conversion adding sq ft. Kitchen has been completely remodeled with stainless appliances, poured concrete counters, tile backsplash and double ovens. All new vinyl plank flooring throughout. New roof in 2022. New exterior paint. Fantastic location close to shopping, dining, parks, Advent Health, The Wellness Center, and Cady Way pool and trail. Additionally, a short drive to Rollins College, Full Sail University, Winter Park Pines golf course and Baldwin Park. Top-rated Winter Park schools. Great opportunity to add or build new. Welcome home!

2492 Brookshire Avenue, Winter Park