$1,000,000 VERY RARE FIND . EXCELLENT LOCATION IN WINTER GARDEN . CLOSE TO HWY 50 ON 9TH STREET . SITE APPROVED FOR 5400 SQ FOOT BLD MANY USES . COMES WITH BUILDING PLANS AS WELL , READY TO BUILD . GROUND LEASE OPTION IS ALSO AVAIABLE . Overstreet Crate SubDv. ⋅ 34787 Zip Code VERY RARE FIND . EXCELLENT LOCATION IN WINTER GARDEN . CLOSE TO HWY 50 ON 9TH STREET . SITE APPROVED FOR 5400 SQ FOOT BLD MANY USES . COMES WITH BUILDING PLANS AS WELL , READY TO BUILD . GROUND LEASE OPTION IS ALSO AVAIABLE . 851 9th Street, Winter Garden
$499,000 Welcome to your dream home in beautiful Winter Garden! Nestled on just over half an acre, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and character. Step inside to find a bright and open floor plan, highlighted by a cozy fireplace — perfect for relaxing evenings. A spacious, enclosed Florida room extends your living space and offers year-round enjoyment with serene views of the expansive backyard. This property is fully fenced, to include an automatic gate with keypad & remote access at the driveway entrance. The home features a brand-new roof 2025, providing peace of mind for years to come. Whether you’re entertaining, gardening, or simply enjoying the Florida sunshine, this property offers endless possibilities. Nestled just minutes from Historic Downtown Winter Garden, you'll enjoy easy access to charming shops, dining, and community events. Outdoor enthusiasts will love the proximity to the scenic West Orange Trail, ideal for walking, running, and cycling, as well as the Lake Apopka boat ramp, just a short drive away for boating and fishing adventures. Don’t miss your chance to own a slice of paradise with plenty of room to spread out — all in the highly desirable Winter Garden area! 3 Beds ⋅ 2 Baths ⋅ Magnolia Woods SubDv. ⋅ 34787 Zip Code Welcome to your dream home in beautiful Winter Garden! Nestled on just over half an acre, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and character. Step inside to find a bright and open floor plan, highlighted by a cozy fireplace — perfect for relaxing evenings. A spacious, enclosed Florida room extends your living space and offers year-round enjoyment with serene views of the expansive backyard. This property is fully fenced, to include an automatic gate with keypad & remote access at the driveway entrance. The home features a brand-new roof 2025, providing peace of mind for years to come. Whether you’re entertaining, gardening, or simply enjoying the Florida sunshine, this property offers endless possibilities. Nestled just minutes from Historic Downtown Winter Garden, you'll enjoy easy access to charming shops, dining, and community events. Outdoor enthusiasts will love the proximity to the scenic West Orange Trail, ideal for walking, running, and cycling, as well as the Lake Apopka boat ramp, just a short drive away for boating and fishing adventures. Don’t miss your chance to own a slice of paradise with plenty of room to spread out — all in the highly desirable Winter Garden area! 1663 Markel Dr. Drive, Winter Garden
$820,895 Beautiful new construction in Winter Garden 4 Beds ⋅ 4 Baths ⋅ Silverleaf Reserve At Hamlin Phase SubDv. ⋅ 34787 Zip Code Beautiful new construction in Winter Garden 5229 Citrus Leaf Boulevard, Winter Garden
$2,500,000 Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be rebuilt as a multigen and could be larger if needed with ample room for multiple garage spaces as well (example of possible home and floor plan attached in photos). This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Example photos of possible home and floor plan provided by custom home builder, David Konkol Custom Homes. 34787 Zip Code Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be rebuilt as a multigen and could be larger if needed with ample room for multiple garage spaces as well (example of possible home and floor plan attached in photos). This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Example photos of possible home and floor plan provided by custom home builder, David Konkol Custom Homes. 13377 Lake Butler Boulevard, Winter Garden
$2,500,000 Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be built as a multigen and could be larger if needed with ample room for multiple garage spaces as well. This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Value is in the land -- get a free house! 4 Beds ⋅ 5 Baths ⋅ 34787 Zip Code Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be built as a multigen and could be larger if needed with ample room for multiple garage spaces as well. This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Value is in the land -- get a free house! 13377 Lake Butler Boulevard, Winter Garden
$260,000 Charming DOWNTOWN WINTER GARDEN home with R-2 zoning! Move in ready 2-bedroom, 2-bath home, ideally situated near Winter Garden’s vibrant Plant Street. Nestled just minutes from the heart of downtown Winter Garden, this home allows easy access to the area’s renowned shopping, dining, and entertainment. An updated kitchen with Quartz countertop, new appliances, stylish vinyl flooring. NO HOA. Roof (2017), new windows, freshly paint inside and out. Located near major amenities including grocery stores, Ace Hardware, the award-winning Farmer’s Market, and the 22-mile West Orange Trail, this home truly offers the best of Winter Garden living. Easy access to major highways ensures seamless travel throughout Central Florida. Don’t miss the opportunity to own this charming, turnkey home in one of the area’s most desirable locations! 1 Beds ⋅ 1 Baths ⋅ Park SubDv. ⋅ 34787 Zip Code Charming DOWNTOWN WINTER GARDEN home with R-2 zoning! Move in ready 2-bedroom, 2-bath home, ideally situated near Winter Garden’s vibrant Plant Street. Nestled just minutes from the heart of downtown Winter Garden, this home allows easy access to the area’s renowned shopping, dining, and entertainment. An updated kitchen with Quartz countertop, new appliances, stylish vinyl flooring. NO HOA. Roof (2017), new windows, freshly paint inside and out. Located near major amenities including grocery stores, Ace Hardware, the award-winning Farmer’s Market, and the 22-mile West Orange Trail, this home truly offers the best of Winter Garden living. Easy access to major highways ensures seamless travel throughout Central Florida. Don’t miss the opportunity to own this charming, turnkey home in one of the area’s most desirable locations! 232 W Lafayette Street, Winter Garden
$505,000 Step into timeless charm with this beautifully preserved 2-bedroom, 1-bathroom historic 1920s home on 0.3 acres of land, nestled in the heart of downtown Winter Garden. Inside, original architectural details and vintage character create a warm and inviting atmosphere, while the thoughtfully maintained layout offers 1,364 sq ft of comfortable living space. Large windows flood the home with natural light, creating a warm, inviting atmosphere for guests and loved ones. Each bedroom offers cozy comfort, while the shared bathroom maintains historic charm with tasteful updates. The spacious backyard is ideal for relaxing, entertaining, or starting your dream garden. Just blocks from Winter Garden’s vibrant Plant Street, you’ll enjoy walkable access to award-winning dining, local boutiques, farmers markets, and year-round community events. With the West Orange Trail, Lake Apopka, parks, and top-rated schools all nearby, this location offers the perfect blend of small-town charm and modern convenience. Don’t miss this rare opportunity to own a piece of Winter Garden history, schedule your private tour TODAY!! 2 Beds ⋅ 1 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code Step into timeless charm with this beautifully preserved 2-bedroom, 1-bathroom historic 1920s home on 0.3 acres of land, nestled in the heart of downtown Winter Garden. Inside, original architectural details and vintage character create a warm and inviting atmosphere, while the thoughtfully maintained layout offers 1,364 sq ft of comfortable living space. Large windows flood the home with natural light, creating a warm, inviting atmosphere for guests and loved ones. Each bedroom offers cozy comfort, while the shared bathroom maintains historic charm with tasteful updates. The spacious backyard is ideal for relaxing, entertaining, or starting your dream garden. Just blocks from Winter Garden’s vibrant Plant Street, you’ll enjoy walkable access to award-winning dining, local boutiques, farmers markets, and year-round community events. With the West Orange Trail, Lake Apopka, parks, and top-rated schools all nearby, this location offers the perfect blend of small-town charm and modern convenience. Don’t miss this rare opportunity to own a piece of Winter Garden history, schedule your private tour TODAY!! 112 N Lakeview Avenue, Winter Garden
$582,990 Beautiful new construction in Winter Garden. 3 Beds ⋅ 3 Baths ⋅ Osprey Ranch - Phase 1 SubDv. ⋅ 34787 Zip Code Beautiful new construction in Winter Garden. 12591 Clear Sapphire Drive, Winter Garden
$1,300,000 One or more photo(s) has been virtually staged. Welcome to 11630 Flynn Court, a rare five-acre retreat where privacy, flexibility, and location come together in one of Central Florida’s most desirable areas. Tucked away on a quiet street, this estate offers the kind of peaceful setting that feels worlds away yet you’re just minutes from the charm and energy of historic Downtown Winter Garden. Saturday mornings can begin at the farmers market, afternoons spent along the West Orange Trail, and evenings finished at one of Winter Garden’s beloved local restaurants before returning home to your own private acreage. The property itself spans five fully fenced acres, thoughtfully designed to support a variety of lifestyles. With two separate residences, it’s ideal for multi-generational living, extended guests, or income-producing opportunities, all while preserving privacy and independence. The main home offers generous living spaces with a natural flow that’s equally suited for entertaining or quiet everyday living, while a screened lanai invites you to slow down and take in the surrounding landscape. The second residence, complete with a private entrance, adds another layer of versatility, perfect for a home office, guest house, or long-term rental. Whether you’re accommodating family, running a business from home, or creating an investment strategy, this setup offers rare flexibility in a location where land is increasingly scarce. For those who need space to create, store, or build, the 1,800 sq. ft. detached, fully insulated garage delivers exceptional function with oversized bays ideal for workshops, equipment, or specialty vehicles. The property’s natural beauty reinforces the feeling of a private countryside retreat. Despite its serene setting, convenience is unmatched. Top-rated schools, shopping, dining, hospitals, and major highways are all within easy reach, making daily life seamless while preserving the tranquility of estate living. 11630 Flynn Court is more than a home, it’s a lifestyle property offering room to grow, space to breathe, and the freedom to live on your own terms, all in one of Winter Garden’s most sought-after surroundings. 6 Beds ⋅ 5 Baths ⋅ Acreage SubDv. ⋅ 34787 Zip Code One or more photo(s) has been virtually staged. Welcome to 11630 Flynn Court, a rare five-acre retreat where privacy, flexibility, and location come together in one of Central Florida’s most desirable areas. Tucked away on a quiet street, this estate offers the kind of peaceful setting that feels worlds away yet you’re just minutes from the charm and energy of historic Downtown Winter Garden. Saturday mornings can begin at the farmers market, afternoons spent along the West Orange Trail, and evenings finished at one of Winter Garden’s beloved local restaurants before returning home to your own private acreage. The property itself spans five fully fenced acres, thoughtfully designed to support a variety of lifestyles. With two separate residences, it’s ideal for multi-generational living, extended guests, or income-producing opportunities, all while preserving privacy and independence. The main home offers generous living spaces with a natural flow that’s equally suited for entertaining or quiet everyday living, while a screened lanai invites you to slow down and take in the surrounding landscape. The second residence, complete with a private entrance, adds another layer of versatility, perfect for a home office, guest house, or long-term rental. Whether you’re accommodating family, running a business from home, or creating an investment strategy, this setup offers rare flexibility in a location where land is increasingly scarce. For those who need space to create, store, or build, the 1,800 sq. ft. detached, fully insulated garage delivers exceptional function with oversized bays ideal for workshops, equipment, or specialty vehicles. The property’s natural beauty reinforces the feeling of a private countryside retreat. Despite its serene setting, convenience is unmatched. Top-rated schools, shopping, dining, hospitals, and major highways are all within easy reach, making daily life seamless while preserving the tranquility of estate living. 11630 Flynn Court is more than a home, it’s a lifestyle property offering room to grow, space to breathe, and the freedom to live on your own terms, all in one of Winter Garden’s most sought-after surroundings. 11630 Flynn Court, Winter Garden
$360,000 One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Come see this charming home now on the market! This home has Fresh Interior Paint, Partial flooring replacement in some areas. Discover a bright interior tied together with a neutral color palette. Meal prep is a breeze in the kitchen, complete with a spacious center island. Relax in your primary suite with a walk in closet included. Take advantage of the extended counter space in the primary bathroom complete with double sinks and under sink storage. Don't wait! Make this beautiful home yours. 3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Come see this charming home now on the market! This home has Fresh Interior Paint, Partial flooring replacement in some areas. Discover a bright interior tied together with a neutral color palette. Meal prep is a breeze in the kitchen, complete with a spacious center island. Relax in your primary suite with a walk in closet included. Take advantage of the extended counter space in the primary bathroom complete with double sinks and under sink storage. Don't wait! Make this beautiful home yours. 16518 Brook Springs Alley, Winter Garden
$1,057,482 Crabtree Model at Oakland Park in Winter Garden Florida is by homebuilder David Weekly Homes 5 Beds ⋅ 4 Baths ⋅ Oakland Park South SubDv. ⋅ 34787 Zip Code Crabtree Model at Oakland Park in Winter Garden Florida is by homebuilder David Weekly Homes 1216 Oak Fort Lane, Oakland
$550,000 Welcome to this breathtaking 4-bedroom, 2-bathroom CUSTOM BUILT home, ideally located ONE MINUTE from the heart of Historic Downtown Winter Garden. And with a NEW ROOF, NEWER AC system, and NO HOA, this home delivers tremendous value and peace of mind for years to come. Tucked away on a quiet dead-end street, this property offers both privacy and peace of mind — an ideal setting for families. Inside, you’ll find bamboo flooring throughout, soaring ceilings in the living room, EVERY SINGLE ROOM being OVERSIZED, and an open layout that feels bright, spacious, and inviting. The kitchen features generous counter space and seamlessly connects to the living and dining areas, making it perfect for both everyday life and entertaining. The flexible dining room could easily double as a home office or study, depending on your lifestyle needs. Step outside to your own backyard oasis — complete with an outdoor kitchen, expansive yard space, and plenty of room to add a pool if desired. Don’t miss your chance to own a spacious home in one of Central Florida’s most desirable areas — just moments from Winter Garden’s dining, shopping, and trails! 4 Beds ⋅ 2 Baths ⋅ Pleasant Park SubDv. ⋅ 34787 Zip Code Welcome to this breathtaking 4-bedroom, 2-bathroom CUSTOM BUILT home, ideally located ONE MINUTE from the heart of Historic Downtown Winter Garden. And with a NEW ROOF, NEWER AC system, and NO HOA, this home delivers tremendous value and peace of mind for years to come. Tucked away on a quiet dead-end street, this property offers both privacy and peace of mind — an ideal setting for families. Inside, you’ll find bamboo flooring throughout, soaring ceilings in the living room, EVERY SINGLE ROOM being OVERSIZED, and an open layout that feels bright, spacious, and inviting. The kitchen features generous counter space and seamlessly connects to the living and dining areas, making it perfect for both everyday life and entertaining. The flexible dining room could easily double as a home office or study, depending on your lifestyle needs. Step outside to your own backyard oasis — complete with an outdoor kitchen, expansive yard space, and plenty of room to add a pool if desired. Don’t miss your chance to own a spacious home in one of Central Florida’s most desirable areas — just moments from Winter Garden’s dining, shopping, and trails! 18 Cooledge Street, Winter Garden
$489,900 Step into a home that feels brand new — but better. Tastefully updated with bespoke finishes and thoughtful upgrades throughout, this residence blends comfort and elegance in all the right ways. From the moment you enter, you’re greeted by an open, airy layout with vaulted ceilings, rich wood-toned LVP floors, and a spacious great room perfect for entertaining or everyday living. The kitchen is a true showpiece, outfitted with all-new shaker solid wood cabinetry featuring soft-close doors, brushed brass hardware, quartz countertops, a stunning mosaic tile backsplash, full stainless steel appliance package, and an eat-in island for casual dining. A large walk-in pantry and designer lighting complete the space with elevated functionality. The primary suite is a retreat of its own with a walk-in closet and a fully remodeled ensuite bath featuring dual vanities, quartz countertops, undermount porcelain sinks, and a sleek walk-in shower accented with modern fixtures. Two additional bedrooms offer built-in closets and share access to a second bath. A linen closet and oversized indoor laundry room add convenience and extra storage. Step outside to your private escape — a massive screened-in patio finished with slate gray tile flooring, all overlooking a large, fully fenced quarter-acre lot. Enjoy a 10x14 storage shed plus a separate powered accessory building, perfect for a gym, studio, or creative workspace. Located in a no-HOA, golf cart–approved community just 1.5 miles from downtown Winter Garden and 0.8 miles from scenic Lake Apopka, this home offers the best of both tranquility and convenience. 3 Beds ⋅ 2 Baths ⋅ Garden Heights SubDv. ⋅ 34787 Zip Code Step into a home that feels brand new — but better. Tastefully updated with bespoke finishes and thoughtful upgrades throughout, this residence blends comfort and elegance in all the right ways. From the moment you enter, you’re greeted by an open, airy layout with vaulted ceilings, rich wood-toned LVP floors, and a spacious great room perfect for entertaining or everyday living. The kitchen is a true showpiece, outfitted with all-new shaker solid wood cabinetry featuring soft-close doors, brushed brass hardware, quartz countertops, a stunning mosaic tile backsplash, full stainless steel appliance package, and an eat-in island for casual dining. A large walk-in pantry and designer lighting complete the space with elevated functionality. The primary suite is a retreat of its own with a walk-in closet and a fully remodeled ensuite bath featuring dual vanities, quartz countertops, undermount porcelain sinks, and a sleek walk-in shower accented with modern fixtures. Two additional bedrooms offer built-in closets and share access to a second bath. A linen closet and oversized indoor laundry room add convenience and extra storage. Step outside to your private escape — a massive screened-in patio finished with slate gray tile flooring, all overlooking a large, fully fenced quarter-acre lot. Enjoy a 10x14 storage shed plus a separate powered accessory building, perfect for a gym, studio, or creative workspace. Located in a no-HOA, golf cart–approved community just 1.5 miles from downtown Winter Garden and 0.8 miles from scenic Lake Apopka, this home offers the best of both tranquility and convenience. 560 Garden Heights Drive, Winter Garden
$540,000 Discover the Heart of Winter Garden Living. Welcome to this 3-bedroom, 2-bath home tucked away in a GOLF CART APPROVED neighborhood with NO HOA or CDD fees, a rare and exciting opportunity in Winter Garden! From the inviting front porch to the beautifully landscaped yard, this home feels warm, welcoming, and ready for you to make it your own. Step inside to find brand new laminate flooring throughout and thoughtful details like custom trim work and a wood-burning fireplace that instantly make the space feel like home. The eat-in kitchen is bright and functional, featuring granite countertops and plenty of cabinet space, just right for everyday meals or weekend gatherings. The primary suite offers a peaceful place to recharge, complete with two custom closets and a remodeled en-suite bathroom that brings a spa-like feel to your daily routine. The second bathroom has also been updated with fresh, modern tile. Two additional bedrooms give you space for guests, a home office, or a growing family. Step out to the air conditioned Florida Room, perfect for relaxing any time of year, then head outside to your private backyard retreat. You’ll love the sparkling pool, paver patio, heated outdoor shower, and the fully fenced yard, ideal for entertaining, playing, or simply enjoying the Florida sunshine. There's also a storage shed, and the large 0.29 acre lot gives you room to spread out. With a new roof (April 2025) and a location that puts you just minutes from Downtown Winter Garden, Winter Garden Village, and the West Orange Trail, everything you love about this community is right at your doorstep. This isn’t just a home, it’s your chance to experience the Winter Garden lifestyle. Come see it in person and imagine what life could look like here. 3 Beds ⋅ 2 Baths ⋅ Glenview Estates 1st Add SubDv. ⋅ 34787 Zip Code Discover the Heart of Winter Garden Living. Welcome to this 3-bedroom, 2-bath home tucked away in a GOLF CART APPROVED neighborhood with NO HOA or CDD fees, a rare and exciting opportunity in Winter Garden! From the inviting front porch to the beautifully landscaped yard, this home feels warm, welcoming, and ready for you to make it your own. Step inside to find brand new laminate flooring throughout and thoughtful details like custom trim work and a wood-burning fireplace that instantly make the space feel like home. The eat-in kitchen is bright and functional, featuring granite countertops and plenty of cabinet space, just right for everyday meals or weekend gatherings. The primary suite offers a peaceful place to recharge, complete with two custom closets and a remodeled en-suite bathroom that brings a spa-like feel to your daily routine. The second bathroom has also been updated with fresh, modern tile. Two additional bedrooms give you space for guests, a home office, or a growing family. Step out to the air conditioned Florida Room, perfect for relaxing any time of year, then head outside to your private backyard retreat. You’ll love the sparkling pool, paver patio, heated outdoor shower, and the fully fenced yard, ideal for entertaining, playing, or simply enjoying the Florida sunshine. There's also a storage shed, and the large 0.29 acre lot gives you room to spread out. With a new roof (April 2025) and a location that puts you just minutes from Downtown Winter Garden, Winter Garden Village, and the West Orange Trail, everything you love about this community is right at your doorstep. This isn’t just a home, it’s your chance to experience the Winter Garden lifestyle. Come see it in person and imagine what life could look like here. 1013 Glensprings Avenue, Winter Garden
$717,583 SOLD DATA ENTRY ONLY/HARVEST AT OVATIONS 4 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code SOLD DATA ENTRY ONLY/HARVEST AT OVATIONS 15180 Field Daisy Drive, Winter Garden
$999,000 This is a truly rare find—a sprawling, MULTIGENERATIONAL COMPOUND on nearly an acre with no rear neighbors. Offering two homes for the price of one, this well-maintained property features a massive screened-in pool and spa, creating the ultimate private retreat. The main residence boasts FIVE bedrooms and 2.5 bathrooms, with a spacious formal living and dining area, plus a large family room complete with a wood-burning fireplace.Connected by a covered breezeway, the entirely separate one-bedroom, one-bathroom home offers its own full kitchen, great room, and private one-car garage. This unique setup is perfect for aging parents, onsite caretakers, or adult children needing their own space with a private entrance. It also presents an excellent rental opportunity to help offset living expenses. The expansive circular driveway and oversized parking area provide ample room for RVs, boats, or work vehicles—all with no HOA restrictions. 3 car side entry garage and additional 1 car garage for lawn equipment and storage, you never will need anything offsite again ! The meticulously manicured grounds feature mature landscaping, a huge covered lanai, an oversized screened-in pool & spa, and a party deck with a dedicated cabana bath, ensuring an incredible outdoor living experience. Relax by the waterfall and stream at rear of property and enjoy a Florida evening anytime you desire. Adding even more value, the seller will pay off the whole-home solar system at closing, significantly reducing electric costs, while the well water system eliminates monthly water bills. This prime location is just minutes from extensive shopping, dining options, plus highly sought-after K-12 school district. Several private school campuses short distance from your front door. With Disney less than 15 minutes away and easy access to the 429 Expressway, Florida’s Turnpike, and the 408 Expressway, commuting is effortless. Zoned A-1, this property offers endless possibilities at an unbeatable price. Act fast—this exceptional home won’t last long! ROOF IS 2022, AC UNITS 2017, NEWER WATER HEATERS and everything has been meticulously maintained. ZONED A-1 so chickens are allowed !!! 5 Beds ⋅ 4 Baths ⋅ 34787 Zip Code This is a truly rare find—a sprawling, MULTIGENERATIONAL COMPOUND on nearly an acre with no rear neighbors. Offering two homes for the price of one, this well-maintained property features a massive screened-in pool and spa, creating the ultimate private retreat. The main residence boasts FIVE bedrooms and 2.5 bathrooms, with a spacious formal living and dining area, plus a large family room complete with a wood-burning fireplace.Connected by a covered breezeway, the entirely separate one-bedroom, one-bathroom home offers its own full kitchen, great room, and private one-car garage. This unique setup is perfect for aging parents, onsite caretakers, or adult children needing their own space with a private entrance. It also presents an excellent rental opportunity to help offset living expenses. The expansive circular driveway and oversized parking area provide ample room for RVs, boats, or work vehicles—all with no HOA restrictions. 3 car side entry garage and additional 1 car garage for lawn equipment and storage, you never will need anything offsite again ! The meticulously manicured grounds feature mature landscaping, a huge covered lanai, an oversized screened-in pool & spa, and a party deck with a dedicated cabana bath, ensuring an incredible outdoor living experience. Relax by the waterfall and stream at rear of property and enjoy a Florida evening anytime you desire. Adding even more value, the seller will pay off the whole-home solar system at closing, significantly reducing electric costs, while the well water system eliminates monthly water bills. This prime location is just minutes from extensive shopping, dining options, plus highly sought-after K-12 school district. Several private school campuses short distance from your front door. With Disney less than 15 minutes away and easy access to the 429 Expressway, Florida’s Turnpike, and the 408 Expressway, commuting is effortless. Zoned A-1, this property offers endless possibilities at an unbeatable price. Act fast—this exceptional home won’t last long! ROOF IS 2022, AC UNITS 2017, NEWER WATER HEATERS and everything has been meticulously maintained. ZONED A-1 so chickens are allowed !!! 14343 Tilden Road, Winter Garden
$1,125,000 This exceptional property is a rare gem that combines tranquility and convenience, located just moments away from downtown Winter Garden. The spacious estate home features 6 bedrooms and 4.5 bathrooms on over 2 acres of lush, beautiful land. Recent renovations include new interior paint, luxury vinyl flooring, lighting, HVAC system, and multiple bathroom updates, adding a fresh and modern touch. The oversized 4-car garage includes a renovated bathroom and a private entry studio/In-laws' space on the second floor, complete with a full kitchen and bathroom, offering great flexibility with ample storage options. The 24.79 KWp solar panel system and emergency backup generator provide excellent savings and reliability. The kitchen brings in natural light with views of the backyard, wood cabinets, oversized island with cooktop, granite surfaces, and a walk-in pantry making it perfect for both everyday living and entertaining. The second floor features a great room, two large bedrooms with double walk-in closets, and a full bathroom. Step outside to your own private oasis, where mature trees, beautiful landscaping, a metal gazebo, firepit, and a serene flowing creek create the perfect setting in nature for relaxation or play. Here is your chance to make this incredible property your own. Contact the listing agent for more information and to schedule showing. 6 Beds ⋅ 5 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code This exceptional property is a rare gem that combines tranquility and convenience, located just moments away from downtown Winter Garden. The spacious estate home features 6 bedrooms and 4.5 bathrooms on over 2 acres of lush, beautiful land. Recent renovations include new interior paint, luxury vinyl flooring, lighting, HVAC system, and multiple bathroom updates, adding a fresh and modern touch. The oversized 4-car garage includes a renovated bathroom and a private entry studio/In-laws' space on the second floor, complete with a full kitchen and bathroom, offering great flexibility with ample storage options. The 24.79 KWp solar panel system and emergency backup generator provide excellent savings and reliability. The kitchen brings in natural light with views of the backyard, wood cabinets, oversized island with cooktop, granite surfaces, and a walk-in pantry making it perfect for both everyday living and entertaining. The second floor features a great room, two large bedrooms with double walk-in closets, and a full bathroom. Step outside to your own private oasis, where mature trees, beautiful landscaping, a metal gazebo, firepit, and a serene flowing creek create the perfect setting in nature for relaxation or play. Here is your chance to make this incredible property your own. Contact the listing agent for more information and to schedule showing. 12788 Gillard Road, Winter Garden
$533,000 Luxury living in this stunning new townhome, featuring 3 to 4 bedrooms, 2.5 to 3.5 bathrooms and 2-car garage. With a covered lanai, charming front porch, and private covered balcony. The chef’s kitchen is a highlight, featuring an island and upgraded solid surface flooring. 4 Beds ⋅ 3 Baths ⋅ Harvest At Ovation Th SubDv. ⋅ 34787 Zip Code Luxury living in this stunning new townhome, featuring 3 to 4 bedrooms, 2.5 to 3.5 bathrooms and 2-car garage. With a covered lanai, charming front porch, and private covered balcony. The chef’s kitchen is a highlight, featuring an island and upgraded solid surface flooring. Winter Garden
$550,000 SOLD DATA ENTRY ONLY 3 Beds ⋅ 3 Baths ⋅ Silverleaf Reserve Bungalows SubDv. ⋅ 34787 Zip Code SOLD DATA ENTRY ONLY 5105 Railroad Vine Alley, Winter Garden
$470,000 Make this coveted 2.2 acres of prime Winter Garden land yours today. Located directly on Avalon Rd (& Old Country Ln) Lake Avalon Groves is an epicenter of beauty and tranquility, nestled within the ever-booming development of this great city. With Hamlin shops nearby, and so very much more at your fingertips, you'll be sure to enjoy the peaceful surroundings, while being in ultra close proximity to all things Winter Garden! NO HOA and the sky is the limit. 34787 Zip Code Make this coveted 2.2 acres of prime Winter Garden land yours today. Located directly on Avalon Rd (& Old Country Ln) Lake Avalon Groves is an epicenter of beauty and tranquility, nestled within the ever-booming development of this great city. With Hamlin shops nearby, and so very much more at your fingertips, you'll be sure to enjoy the peaceful surroundings, while being in ultra close proximity to all things Winter Garden! NO HOA and the sky is the limit. 17001 Old Country Ln, Winter Garden
$500,000 Step into a piece of mid-century magic just blocks from the heart of Plant Street and the shimmering shoreline of Lake Apopka! This beautifully maintained home welcomes you with incredible curb appeal—lush FLORIDA NATIVE landscaping, a charming courtyard, and a manicured lawn that perfectly frames this classic beauty. Inside, this single-level home exudes character, with original terrazzo floors, abundant natural light, and thoughtful design details throughout. The kitchen is an absolute dream—quartz countertops, a classic apron-front sink, a stunning marble slab backsplash, and ample cabinetry provide both function and timeless elegance. A cozy breakfast bar seamlessly connects the kitchen to the dining room (or home office), creating an inviting space for gathering and conversation. Just around the corner, the spacious living room offers a welcoming retreat, and the laundry room adds everyday convenience. Slide open the back doors, and you’ll find a private backyard oasis—perfect for hosting friends or enjoying a quiet morning coffee. The patio is ready for al fresco dining, while the fully fenced yard offers space for a garden, a playscape, or even the pool of your dreams. A storage shed provides a spot for all your outdoor essentials. Tucked away in its own corner of the home, the primary suite is a relaxing escape with a beautifully designed ensuite featuring a step-in shower. Two additional guest rooms share a full hallway bath, offering plenty of space for family or visitors. And with ample closet storage throughout, you’ll have a place for everything. But let’s talk about location—because it doesn’t get much better than this! You’re just a short stroll from the vibrant energy of Plant Street in Downtown Winter Garden, where you can enjoy the local cafés, wine bars, restaurants, and the famous weekly farmers market. Love the outdoors? Walk to the lakefront parks, hop on the 34-mile West Orange Trail, or take a breezy golf cart ride to dinner. And with easy access to Orlando, the airport, and all the theme parks in under 30 minutes, this home offers the perfect blend of charm, community, and convenience. Don’t miss your chance to own this one-of-a-kind home in one of Central Florida’s most sought-after neighborhoods! 3 Beds ⋅ 2 Baths ⋅ Winter Garden Shores Add 02 SubDv. ⋅ 34787 Zip Code Step into a piece of mid-century magic just blocks from the heart of Plant Street and the shimmering shoreline of Lake Apopka! This beautifully maintained home welcomes you with incredible curb appeal—lush FLORIDA NATIVE landscaping, a charming courtyard, and a manicured lawn that perfectly frames this classic beauty. Inside, this single-level home exudes character, with original terrazzo floors, abundant natural light, and thoughtful design details throughout. The kitchen is an absolute dream—quartz countertops, a classic apron-front sink, a stunning marble slab backsplash, and ample cabinetry provide both function and timeless elegance. A cozy breakfast bar seamlessly connects the kitchen to the dining room (or home office), creating an inviting space for gathering and conversation. Just around the corner, the spacious living room offers a welcoming retreat, and the laundry room adds everyday convenience. Slide open the back doors, and you’ll find a private backyard oasis—perfect for hosting friends or enjoying a quiet morning coffee. The patio is ready for al fresco dining, while the fully fenced yard offers space for a garden, a playscape, or even the pool of your dreams. A storage shed provides a spot for all your outdoor essentials. Tucked away in its own corner of the home, the primary suite is a relaxing escape with a beautifully designed ensuite featuring a step-in shower. Two additional guest rooms share a full hallway bath, offering plenty of space for family or visitors. And with ample closet storage throughout, you’ll have a place for everything. But let’s talk about location—because it doesn’t get much better than this! You’re just a short stroll from the vibrant energy of Plant Street in Downtown Winter Garden, where you can enjoy the local cafés, wine bars, restaurants, and the famous weekly farmers market. Love the outdoors? Walk to the lakefront parks, hop on the 34-mile West Orange Trail, or take a breezy golf cart ride to dinner. And with easy access to Orlando, the airport, and all the theme parks in under 30 minutes, this home offers the perfect blend of charm, community, and convenience. Don’t miss your chance to own this one-of-a-kind home in one of Central Florida’s most sought-after neighborhoods! 375 N Boyd Street, Winter Garden
$412,000 Welcome to this beautifully renovated 3 bedroom, 2 bath home--taken down to the studs and completely updated in 2022! Every detail has been thoughtfully designed with modern living in mind. All major components were updated in 2022: Roof, HVAC, kitchen appliances, washer/dryer, & water heater. As you step inside, you’ll immediately notice the open-concept living and dining areas, flooded with natural light. The spacious feel is enhanced by LVP flooring throughout the common areas. The gourmet kitchen offers stainless steel appliances, gleaming granite countertops, and chic backsplash that compliments the wood cabinetry. Both bathrooms have lovely marble and tile finishes, making every space feel like a personal retreat. For added convenience, the laundry room comes with a handy wash bay and a door leading to the side yard, making it easy to tackle all your household tasks. Sliding glass door leads to the back patio—great for grilling--with built in lighting as a thoughtful touch for evening gatherings. The property boasts a private, fenced backyard—perfect for pets and play as well! Enjoy a charming covered front porch with an upgraded cobblestone paver driveway that adds extra curb appeal. 8x8 shed in the backyard, offering plenty of room for tools and outdoor gear. This home is located just half a mile from Downtown Winter Garden! Whether you prefer a 10-minute walk or a 3-minute golf cart ride, you’re just moments away from all of the wonderful restaurants, coffee shops, breweries, & retail in the area! 3 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code Welcome to this beautifully renovated 3 bedroom, 2 bath home--taken down to the studs and completely updated in 2022! Every detail has been thoughtfully designed with modern living in mind. All major components were updated in 2022: Roof, HVAC, kitchen appliances, washer/dryer, & water heater. As you step inside, you’ll immediately notice the open-concept living and dining areas, flooded with natural light. The spacious feel is enhanced by LVP flooring throughout the common areas. The gourmet kitchen offers stainless steel appliances, gleaming granite countertops, and chic backsplash that compliments the wood cabinetry. Both bathrooms have lovely marble and tile finishes, making every space feel like a personal retreat. For added convenience, the laundry room comes with a handy wash bay and a door leading to the side yard, making it easy to tackle all your household tasks. Sliding glass door leads to the back patio—great for grilling--with built in lighting as a thoughtful touch for evening gatherings. The property boasts a private, fenced backyard—perfect for pets and play as well! Enjoy a charming covered front porch with an upgraded cobblestone paver driveway that adds extra curb appeal. 8x8 shed in the backyard, offering plenty of room for tools and outdoor gear. This home is located just half a mile from Downtown Winter Garden! Whether you prefer a 10-minute walk or a 3-minute golf cart ride, you’re just moments away from all of the wonderful restaurants, coffee shops, breweries, & retail in the area! 246 W Cypress Street, Winter Garden
$541,400 SOLD DATA 3 Beds ⋅ 3 Baths ⋅ Hamlin Pointe SubDv. ⋅ 34787 Zip Code SOLD DATA 16860 Hamlin Vista Alley, Winter Garden
$812,550 This beautiful home boasts convenience and functionality, with a spacious owner's suite on the main floor and open living areas. 5 Beds ⋅ 3 Baths ⋅ Del Webb Oasis 50' SubDv. ⋅ 34787 Zip Code This beautiful home boasts convenience and functionality, with a spacious owner's suite on the main floor and open living areas. 13727 Fresh Ivy Street, Winter Garden
$1,190,500 If you've ever dreamed of country living, but don't want to give up your conveniences, then welcome to your DREAM property in desirable Winter Garden! This spacious 2,571 sq ft custom home sits on 4.6 acres and includes a 3 stall horse barn with a tack room, as well as an additional 10x20 garage. The home has so much natural light and views out of every window. The kitchen has been recently updated and it's a showstopper! Relax in the sparkling pool and enormous outdoor entertainment space. Property like this is a rare find! Avalon Estates is located close to several shops and restaurants, the Florida turnpike, 429 and 408 expressways, 11 miles from Disney World, 12 miles from Universal Studios, and is an easy 23 miles from Orlando International Airport. Reserve a private viewing of this exceptional country home and begin building memories today. Pool built in 2023 with a state-of-the-art heating and cooling system. 4 Beds ⋅ 3 Baths ⋅ Avalon Estates SubDv. ⋅ 34787 Zip Code If you've ever dreamed of country living, but don't want to give up your conveniences, then welcome to your DREAM property in desirable Winter Garden! This spacious 2,571 sq ft custom home sits on 4.6 acres and includes a 3 stall horse barn with a tack room, as well as an additional 10x20 garage. The home has so much natural light and views out of every window. The kitchen has been recently updated and it's a showstopper! Relax in the sparkling pool and enormous outdoor entertainment space. Property like this is a rare find! Avalon Estates is located close to several shops and restaurants, the Florida turnpike, 429 and 408 expressways, 11 miles from Disney World, 12 miles from Universal Studios, and is an easy 23 miles from Orlando International Airport. Reserve a private viewing of this exceptional country home and begin building memories today. Pool built in 2023 with a state-of-the-art heating and cooling system. 11400 Lovers Lane, Winter Garden
$772,400 This beautiful home boasts convenience and functionality, with a spacious owner's suite on the main floor and open living areas. 5 Beds ⋅ 3 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code This beautiful home boasts convenience and functionality, with a spacious owner's suite on the main floor and open living areas. 13708 Fresh Ivy Street, Winter Garden
$866,150 Scarlett floor plan in Silverleaf Oaks at Hamlin. 5 Beds ⋅ 5 Baths ⋅ Silverleaf Oaks At Hamlin SubDv. ⋅ 34787 Zip Code Scarlett floor plan in Silverleaf Oaks at Hamlin. 6608 Foggy Silver Road, Winter Garden
$430,000 LOCATION-LOCATION-LOCATION~REDUCED PRICE TO SELL~NO HOA~DOWNTOWN WINTER GARDEN HOME READY FOR A AUGUST MOVE IN!~ONE BLOCK NORTH OF PLANT STREET~STEPS AWAY FROM THE CROOKED CAN, THE MARKET PLACE, DINING AND LIVE ENTERTAINMENT WEEKLY~ HISTORIC WINTER GARDEN HOME IN GOLF CART DISTRICT~PARKING IN THE BACK OF THE HOUSE WITH PAVER DRIVEWAY ~ CORNER LOT BEAUTIFULLY MANICURED LUSH LANDSCAPING~ RENOVATED WITH NEW KITCHEN CABINETS AND GRANITE COUNTERS~ STAINLESS STEEL APPLIANCES~3RD BEDROOM ADDED WITH FULL BATH WITH FRENCH DOORS TO PRIVATE PATIO AREA, ALSO PRIVACY DOOR OFF LANDURY/PANTRY ROOM~ NEW A/C IN 2023, NEW DUCTWORK 2025, NEWER ELECTRICAL, AND PLUMBING~FRESHLY PAINTED INSIDE WITH NEW FLORIDA ROOM FLOORING~CHARMING FAMILY ROOM WITH FLORIDA ROOM ENTRY FROM THE FRONT DOOR~SPLIT BEDROOM PLAN~ VERY LARGE BACK SCREENED PORCH WITH PAVER DRIVEWAY AND GARDEN AREA BEHING THE HOUSE~ ADORABLE NEW COTTAGE STYLE STORAGE SHED~SET IN THE BACK OF THE LOT~ FULLY FENCED CEDAR FENCING~BRING YOUR RV COULD BE PARKED BEHIND THE FENCE~HIGHLY DESIRABLE LOCATION TWO BLOCKS FROM DOWNTOWN WINTER GARDEN ~WEST ORANGE TRAIL~HIGHLY DESIRABLE CENTRAL FLORIDA LOCATION~COME SEE FOR YOURSELF THIS WEEKEND! 3 Beds ⋅ 2 Baths ⋅ Lake View Add SubDv. ⋅ 34787 Zip Code LOCATION-LOCATION-LOCATION~REDUCED PRICE TO SELL~NO HOA~DOWNTOWN WINTER GARDEN HOME READY FOR A AUGUST MOVE IN!~ONE BLOCK NORTH OF PLANT STREET~STEPS AWAY FROM THE CROOKED CAN, THE MARKET PLACE, DINING AND LIVE ENTERTAINMENT WEEKLY~ HISTORIC WINTER GARDEN HOME IN GOLF CART DISTRICT~PARKING IN THE BACK OF THE HOUSE WITH PAVER DRIVEWAY ~ CORNER LOT BEAUTIFULLY MANICURED LUSH LANDSCAPING~ RENOVATED WITH NEW KITCHEN CABINETS AND GRANITE COUNTERS~ STAINLESS STEEL APPLIANCES~3RD BEDROOM ADDED WITH FULL BATH WITH FRENCH DOORS TO PRIVATE PATIO AREA, ALSO PRIVACY DOOR OFF LANDURY/PANTRY ROOM~ NEW A/C IN 2023, NEW DUCTWORK 2025, NEWER ELECTRICAL, AND PLUMBING~FRESHLY PAINTED INSIDE WITH NEW FLORIDA ROOM FLOORING~CHARMING FAMILY ROOM WITH FLORIDA ROOM ENTRY FROM THE FRONT DOOR~SPLIT BEDROOM PLAN~ VERY LARGE BACK SCREENED PORCH WITH PAVER DRIVEWAY AND GARDEN AREA BEHING THE HOUSE~ ADORABLE NEW COTTAGE STYLE STORAGE SHED~SET IN THE BACK OF THE LOT~ FULLY FENCED CEDAR FENCING~BRING YOUR RV COULD BE PARKED BEHIND THE FENCE~HIGHLY DESIRABLE LOCATION TWO BLOCKS FROM DOWNTOWN WINTER GARDEN ~WEST ORANGE TRAIL~HIGHLY DESIRABLE CENTRAL FLORIDA LOCATION~COME SEE FOR YOURSELF THIS WEEKEND! 335 W Bay Street, Winter Garden
$295,000 Completely renovated, this HOME is ready for a new owner. Featuring a brand-new kitchen and bathrooms with stunning granite countertops, all-new appliances, and fresh paint throughout. Enjoy the large backyard, perfect for the upcoming spring season! Conveniently located near restaurants, shopping, highways, and theme parks, this home is truly a gem. Don't miss out—move-in ready! Contact us today to schedule a viewing. Multiple offers. Please submit Highest and Best by 5Pm this 4/14/2025 3 Beds ⋅ 2 Baths ⋅ East Bay Estates SubDv. ⋅ 34787 Zip Code Completely renovated, this HOME is ready for a new owner. Featuring a brand-new kitchen and bathrooms with stunning granite countertops, all-new appliances, and fresh paint throughout. Enjoy the large backyard, perfect for the upcoming spring season! Conveniently located near restaurants, shopping, highways, and theme parks, this home is truly a gem. Don't miss out—move-in ready! Contact us today to schedule a viewing. Multiple offers. Please submit Highest and Best by 5Pm this 4/14/2025 632 E Bay Cove, Winter Garden
$360,000 **Stunningly Updated** 3-bedroom, 2-bathroom home with a versatile den and 1,500 square feet of modern living space. Located in the heart of Winter Garden, this home is a true gem with stylish upgrades and an unbeatable location. Step inside to discover luxury vynil flooring throughout, providing a seamless and elegant feel. The brand-new kitchen features luxurious marble countertops, custom cabinetry, and a sleek, new Whirlpool appliance package with full warranty, perfect for cooking and entertaining. The spacious primary suite offers a private retreat with ample closet space and a beautifully updated en-suite bathroom. This home also boasts a newer roof, ensuring peace of mind for years to come. The den provides flexibility—ideal for a home office, playroom, or guest space. Outside, enjoy a HUGE private backyard, perfect for relaxing or entertaining. Location is everything, and this home delivers! Situated just minutes from historic downtown Winter Garden, you’ll have easy access to award-winning restaurants, charming boutiques, and the popular Winter Garden Farmers Market. Enjoy a leisurely bike ride along the West Orange Trail or take in a show at the Garden Theatre—all just steps from your door. For shopping and everyday conveniences, the Winter Garden Village is only 10 minutes away, offering major retailers, dining options, and entertainment. Plus, with quick access to major highways, you’re just 25 minutes from downtown Orlando and 30 minutes from Walt Disney World. Don’t miss this incredible opportunity to own a fully updated home in one of Winter Garden’s most desirable locations. 3 Beds ⋅ 2 Baths ⋅ Burchshire SubDv. ⋅ 34787 Zip Code **Stunningly Updated** 3-bedroom, 2-bathroom home with a versatile den and 1,500 square feet of modern living space. Located in the heart of Winter Garden, this home is a true gem with stylish upgrades and an unbeatable location. Step inside to discover luxury vynil flooring throughout, providing a seamless and elegant feel. The brand-new kitchen features luxurious marble countertops, custom cabinetry, and a sleek, new Whirlpool appliance package with full warranty, perfect for cooking and entertaining. The spacious primary suite offers a private retreat with ample closet space and a beautifully updated en-suite bathroom. This home also boasts a newer roof, ensuring peace of mind for years to come. The den provides flexibility—ideal for a home office, playroom, or guest space. Outside, enjoy a HUGE private backyard, perfect for relaxing or entertaining. Location is everything, and this home delivers! Situated just minutes from historic downtown Winter Garden, you’ll have easy access to award-winning restaurants, charming boutiques, and the popular Winter Garden Farmers Market. Enjoy a leisurely bike ride along the West Orange Trail or take in a show at the Garden Theatre—all just steps from your door. For shopping and everyday conveniences, the Winter Garden Village is only 10 minutes away, offering major retailers, dining options, and entertainment. Plus, with quick access to major highways, you’re just 25 minutes from downtown Orlando and 30 minutes from Walt Disney World. Don’t miss this incredible opportunity to own a fully updated home in one of Winter Garden’s most desirable locations. 760 S Park Avenue, Winter Garden