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$1,015,000
3 Beds 3 Baths Lake Avalon Heights SubDv. 34787 Zip Code
Located in the Rare Lake Avalon Rural Settlement where oversized lots and protected rural zoning create one of Winter Garden’s last truly rare, low-density communities. Welcome to this fully remodeled, modern lakefront retreat on the shores of Lake Avalon, offering the perfect balance of sophistication, privacy, and convenience. Situated on almost 1.5 acres of fenced, irrigated land, this stunning single-story home features 3 bedrooms, 3.5 baths, and approximately 2,400 sq. ft. of living space with an attached 2-car garage—all meticulously updated with high-end finishes throughout. Step inside to an open, airy floor plan filled with natural light and luxury vinyl wood flooring that flows seamlessly from room to room. The gourmet kitchen is the heart of the home, featuring a dramatic quartz waterfall island, soft-close cabinetry, elegant gold accent hardware, and premium GE Cafe Matte white kitchen appliances, all included, along with washer and dryer. The kitchen overlooks a spacious dining area and family room, perfect for entertaining or relaxing by the wood-burning fireplace while taking in serene views of the backyard and lake beyond. The primary suite is a luxurious private retreat with two walk-in closets, direct access to the back porch, and a spa-style bathroom featuring double vanities, a beautifully tiled walk-in shower, and a freestanding soaking tub. The two additional bedrooms each have their own custom; modern bathrooms designed with premium tile and fixtures. Outside, the possibilities are endless. Enjoy the peaceful setting surrounded by mature trees, a large fire pit area, and a private pathway leading to your own dock—perfect for skiing, fishing, kayaking, or simply watching the sunset over Lake Avalon. Lake Avalon is a freshwater lake of about 184 acres in size and the lake supports fish species including largemouth bass and blue catfish. The property offers ample space for a boat, RV, or multiple vehicles along the extended paved driveway, with no HOA restrictions, allowing you the freedom to add a guest house, barn, or workshop if desired. Major updates include: Roof (2021), A/C (2021), Plumbing (2019), Water Heater (2020), Windows (2019), Septic (2019 and clean out 2025), Well Pump (2025), Water Softener & Purification System (2021). The home operates on well and septic, ensuring low utility costs and self-sufficiency. Located just minutes from Historic Downtown Winter Garden, Fowler’s Grove, and Hamlin Town Center, you’ll enjoy the best of both worlds—city conveniences with a peaceful, country feel. This home truly has it all: acreage, lake access, privacy, and luxurious modern design—all move-in ready for the holidays. There’s simply nothing else like it on the market. Come experience lakefront living at its finest in one of Central Florida’s most desirable locations. Call for your private tour today!

17661 Davenport Road, Winter Garden

$929,500
3 Beds 2 Baths Rolling Hills Avalon Annex SubDv. 34787 Zip Code
This home in the rural community of Lake Avalon features a beautiful 2+ acre property with mature oaks with fresh landscaping, long paved driveway, and a separate workshop/barn or possible 6+ car garage with separate electric meter. A 3 bedroom 2 bathroom plus office with a large Florida room, gas burning fireplace, and large kitchen with wood cabinetry and center island which are all wonderful features of this country home. Brand new roof and newer AC with a freshly painted interior. This community features one of the best locations in the county with a rural feel yet close to amenities and easy commute routes. This community prides itself with rural protection from the county with an Agricultural zoning which allows small farming, horses and livestock, and opportunity for an ADU building approval. Schools in the area are top rated. Property is fully fenced with a smart gate opener and fully irrigated. Own your piece of Florida paradise!

17234 Cork Street, Winter Garden

$979,000
4 Beds 3 Baths Emerald Acres SubDv. 34787 Zip Code
Welcome home to a true Winter Garden gem that perfectly blends modern comfort, timeless design, and small-town charm. Nestled on a spacious private lot with no HOA, this beautifully expanded and reimagined residence captures the spirit of historic Winter Garden while delivering every modern luxury. Step inside and feel the warmth of a home lovingly transformed from its original 3-bedroom ranch into a stunning 4-bedroom, 3-bath retreat spanning more than 3,300 sf. Every detail has been thoughtfully curated — from the chef-inspired kitchen to the inviting gathering spaces that make this home a haven for family life and entertaining. The kitchen is the heart of the home, featuring cashmere-white granite countertops, a 5-burner gas cooktop with high-velocity vent hood, pot filler, and a walk-in pantry with concrete counters. Dual full-size refrigerator and freezer units provide professional-grade storage, and the open design keeps everyone connected across the bar-top seating and living area. Multiple living and entertaining zones make this home truly special. Enjoy cozy evenings around the double-sided fireplace, host friends at the Tiki-bar porch (complete with built-in beer tap and refrigerator), or unwind on the two-level back deck featuring an outdoor kitchen, built-in hot tub, and paver patio with fire-pit wall — all set against a backdrop of breathtaking sunset views over the treetops. The home was designed to complement Winter Garden’s historic district, drawing inspiration from nearby vintage architecture and timeless details found throughout downtown. Brick column bases, tapered columns, and graceful arches pay homage to the area’s early 20th-century charm while interiors balance modern function with warmth and character. Skylights and a solar tube bathe the home in natural light, while thoughtful craftsmanship ensures every space feels welcoming. Enjoy your morning coffee on the front porch and wave to neighbors passing by — this is the kind of street where community still matters. The fenced backyard with a built-in dog door is ideal for pets and play, and there’s ample room to add a pool if you wish. Additional features include dedicated RV parking with power hookup, offering the perfect setup for your camper, boat, or extra vehicle — a rare find in this desirable location. Located in the highly coveted golf cart district of downtown Winter Garden, you’re just a five-minute golf cart ride from the heart of Plant Street — home to the Crooked Can Brewery & Marketplace, Axum Coffee, Plant Street Market, Matthew’s Steakhouse, and an ever-growing array of boutiques, cafés, and entertainment. Stroll or ride to the West Orange Trail, enjoy the Saturday Farmers Market, or take part in year-round events like Music Fest, Spring Fever in the Garden, and Oktoberfest. Every feature of this property reflects thoughtful living — from the expansive 0.33-acre lot on a quiet dead-end street to the custom addition adding over 1,800 square feet of living space, an expanded primary suite with spa-style bath, and multiple social zones perfect for entertaining. Abundant natural light pours through skylights and large windows, while the private backyard oasis offers serene sunset views and generous outdoor living space. This is more than a house — it’s a lifestyle. With space to grow, room to gather, and proximity to one of Florida’s most vibrant downtown districts, this Winter Garden treasure offers the perfect place to live, play, and thrive.

100 Temple Grove Drive, Winter Garden

$150,001
G T Smith Sub 4 SubDv. 34787 Zip Code
***PLEASE DO NOT GO SEE HOME WITHOUT AN APPOINTMENT APPROVED BY LISTING AGENT***** *****HIGHEST AND BEST OFFER DUE BY 900PM MONDAY 10/13/25... THANK YOU***** Prime Winter Garden Location – Investor special to renovate or build new! Welcome to 143 W Morgan Street in Winter Garden, Florida — a rare opportunity to own a piece of property in one of Central Florida’s most desirable communities. This 2-bedroom, 1-bathroom fixer upper offers 780 sq. ft. of living space on a generous .17-acre lot with no HOA — meaning no fees, no restrictions, and the freedom to truly make it your own. Built in 1940, this single-story residence sits in unincorporated Orange County and is zoned R-2, offering excellent versatility. You can renovate the existing home, or build new — either a single-family home or a modular residence with a permanent foundation. Setbacks are 25’ front and rear, 6’ sides, with a maximum building height of 35’. The lot meets the required 45’ minimum width for new construction, giving you flexibility for your future plans. The property features copper plumbing, city water, a septic system, and Duke Energy for electricity. Outdoor living is easy to enjoy with an oversized yard — perfect for gardening, play, or even raising up to four backyard chickens (no roosters; requires class and permit). You’re also allowed to store one boat and one RV onsite (though not for living purposes). Inside, the home is equipped with wall air-conditioning units and has a functional layout, but it is ready for major updates and vision. Whether you choose to restore it with TLC or start fresh with a new build, the potential is endless. Why Winter Garden? This area has become one of Central Florida’s most sought-after destinations. Known for its historic charm and small-town feel, Winter Garden offers a vibrant downtown with boutique shopping, award-winning dining, and the central Florida famous Winter Garden Farmers Market. The West Orange Trail runs right through town, inviting you to bike, jog, or stroll for miles. Recreation abounds with nearby lakes for boating and fishing, scenic parks, golf courses, and community events year-round. Disney World, Universal Studios, SeaWorld and Downtown Orlando are within 30 minutes. The Orlando International Airport is just as convenient, making travel a breeze. And in 90 minutes or less, you can enjoy Florida’s sandy east coast beaches or the stunning Gulf Coast. This property is truly about location, freedom, and opportunity. Whether you’re an investor, a builder, or a homeowner dreaming of a new start, 143 W Morgan St offers the perfect canvas in one of Florida’s fastest-growing and most beloved communities. Don’t miss this chance to create your vision in Winter Garden — schedule a showing today!

143 W Morgan Street, Winter Garden

$150,001
2 Beds 1 Baths G T Smith Sub 4 SubDv. 34787 Zip Code
***PLEASE DO NOT GO SEE HOME WITHOUT AN APPOINTMENT APPROVED BY LISTING AGENT***** *****HIGHEST AND BEST OFFER DUE BY 900PM MONDAY 10/13/25... THANK YOU***** Prime Winter Garden Location – Investor special to renovate or build new! Welcome to 143 W Morgan Street in Winter Garden, Florida — a rare opportunity to own a piece of property in one of Central Florida’s most desirable communities. This 2-bedroom, 1-bathroom fixer upper offers 780 sq. ft. of living space on a generous .17-acre lot with no HOA — meaning no fees, no restrictions, and the freedom to truly make it your own. Built in 1940, this single-story residence sits in unincorporated Orange County and is zoned R-2, offering excellent versatility. You can renovate the existing home, or build new — either a single-family home or a modular residence with a permanent foundation. Setbacks are 25’ front and rear, 6’ sides, with a maximum building height of 35’. The lot meets the required 45’ minimum width for new construction, giving you flexibility for your future plans. The property features copper plumbing, city water, a septic system, and Duke Energy for electricity. Outdoor living is easy to enjoy with an oversized yard — perfect for gardening, play, or even raising up to four backyard chickens (no roosters; requires class and permit). You’re also allowed to store one boat and one RV onsite (though not for living purposes). Inside, the home is equipped with wall air-conditioning units and has a functional layout, but it is ready for major updates and vision. Whether you choose to restore it with TLC or start fresh with a new build, the potential is endless. Why Winter Garden? This area has become one of Central Florida’s most sought-after destinations. Known for its historic charm and small-town feel, Winter Garden offers a vibrant downtown with boutique shopping, award-winning dining, and the central Florida famous Winter Garden Farmers Market. The West Orange Trail runs right through town, inviting you to bike, jog, or stroll for miles. Recreation abounds with nearby lakes for boating and fishing, scenic parks, golf courses, and community events year-round. Disney World, Universal Studios, SeaWorld and Downtown Orlando are within 30 minutes. The Orlando International Airport is just as convenient, making travel a breeze. And in 90 minutes or less, you can enjoy Florida’s sandy east coast beaches or the stunning Gulf Coast. This property is truly about location, freedom, and opportunity. Whether you’re an investor, a builder, or a homeowner dreaming of a new start, 143 W Morgan St offers the perfect canvas in one of Florida’s fastest-growing and most beloved communities. Don’t miss this chance to create your vision in Winter Garden — schedule a showing today!

143 W Morgan Street, Winter Garden

$243,900
3 Beds 1 Baths Bay St Park SubDv. 34787 Zip Code
**NOW FHA AVAILABLE** DISCOVER THE SERENE BEAUTY OF THIS STUNNING HOME! GORGEOUS 3-BEDROOM, 1-BATHROOM, 1-CARPORT HOME boasting a SPACIOUS FLOOR PLAN that effortlessly blends functionality with modern style. From the moment you step inside, you’ll be greeted by an OPEN-CONCEPT LIVING AREA filled with NATURAL LIGHT, creating a warm and inviting atmosphere. Cook like a pro in the NEWER KITCHEN featuring NEW QUARTZ COUNTERTOPS and SLEEK STAINLESS STEEL APPLIANCES—perfect for culinary enthusiasts. This home is LOADED WITH UPGRADES, including: New Roof with 30-Year Shingles, New HVAC System, New Laminate Flooring Throughout, Renovated Bathrooms, Fresh Interior & Exterior Paint, New Light Fixtures, Faucets, Toilets, Interior Doors, and Closet Doors. CONVENIENTLY LOCATED near all major highways, shopping, restaurants, and entertainment—this move-in-ready home truly has it all! All measurements are approximate and should be verified by the buyer for accuracy. Virtual Staging was added to some of the pictures.

1125 Lincoln Terrace, Winter Garden

$395,000
2 Beds 1 Baths Ellman Park SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Downtown Winter Garden charmer in the Golf Cart District—set on a picturesque brick street, this beautifully updated 2 bedroom, 1 bath home sits on an oversized 0.24-acre lot with approximately 75 feet of frontage. Substantially remodeled in 2019, it blends classic character with modern comfort and welcomes you with a wide front porch perfect for morning coffee and sunset chats. Inside, light-filled living spaces and a smart, flexible layout make the home live larger than its size, and the convenience of an interior laundry with washer and dryer located inside adds everyday ease. The deep backyard offers room to play, garden, entertain, or plan future enhancements. Zoned R-2 (Two-Family), the property also presents valuable flexibility in one of Winter Garden’s most coveted locations. From the driveway, you are minutes by cart, bike, or foot to Plant Street dining, coffee shops, boutiques, and the award-winning Saturday Farmers Market. Plant Street Market with Crooked Can Brewing, the West Orange Trail, and the historic Garden Theatre are all close by—park the car, grab the cart keys, and enjoy downtown living at its best.

18 W Vining Street, Winter Garden

$330,000
3 Beds 2 Baths Merchants Sub SubDv. 34787 Zip Code
READY NOW! THE SELLER WILL CONTRIBUTE $ 5,000 TOWARDS CLOSING COST FOR THE BUYER. This spacious 3-bedroom, 2-bathroom home is perfect for anyone seeking modern comfort and style. Step inside and you'll immediately notice the open floorplan, which boasts plenty of natural light and provides ample space for entertaining. No HOA, one-story floorplans featured in Winter Garden, Florida. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,210 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features quartz countertops, stainless-steel appliances and a which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have tile floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. just minutes from the vibrant and historic Downtown Winter Garden.

823 Magnolia Avenue, Winter Garden

$625,000
4 Beds 2 Baths Glenview Estates SubDv. 34787 Zip Code
*Spacious Family Retreat with Pool & Entertaining Space* Welcome to this large family home designed for both comfort and connection, perfectly set in a highly desirable golf cart community with no HOA, just 5 minutes from historic downtown Winter Garden. With its spacious layout, private pool, and beautifully landscaped backyard, this home offers the ideal blend of indoor elegance and outdoor living. Home as 2 AC units to keep you cool on those hot summer days. Also has 2 water heaters, one for each side of the house. Roof is just 3 years old. Step inside to discover an open and inviting floor plan filled with natural light. The separate office provides a quiet, dedicated space for remote work or study, while the large laundry room adds everyday convenience with room to spare. The heart of the home flows effortlessly into the backyard oasis—your very own retreat for relaxation and entertaining. Enjoy a refreshing swim in the private pool, gather with friends in the generous outdoor entertaining area, or simply take in the beauty of the yard designed for year-round enjoyment. Living here means more than just a beautiful home—you’ll be part of a welcoming golf cart community, where local shops, dining, weekend markets, and festivals in historic downtown Winter Garden are just a short ride away. This property offers the perfect balance of location, lifestyle, and space—a rare find in today’s market.

617 Glenview Drive, Winter Garden

$790,000
3 Beds 3 Baths Magnolia Wood SubDv. 34787 Zip Code
Welcome to 1507 N Fullers Cross Road, a rare lakefront opportunity on Lake Apopka. This spacious three-bedroom, two-and-a-half-bath home sits on an impressive 1.12-acre lot with direct Lake Apopka frontage, offering privacy, tranquility and year-round sunset views. Surrounded by mature trees and natural wildlife, the property provides a peaceful lakefront retreat while remaining close to everything Winter Garden has to offer. Significant upgrades have been made, including a newer metal roof less than five years old, full re-plumbing, mostly completed new electrical rough-in, and fully paid-off solar panels. The home is being sold in unfinished condition, giving buyers a unique opportunity to complete the residence to their specifications and create a custom lakefront estate. Construction was started and then paused. Electrical and plumbing rough ins are mostly complete, with some finishing work needed. No drywall has been installed, leaving a clean slate for buyers to design and finish to their preferences. The seller will also convey valuable materials on site, including various cabinets, quartz countertops, bath fixtures, and kitchen appliances—saving buyers time and upfront costs. Whether you choose to complete the remodel, design a luxury lakefront retreat, or build a new custom home, the potential of this Lake Apopka property is unmatched. The location is exceptional. Just a short golf cart ride takes you to historic downtown Winter Garden, home to award-winning restaurants, a local brewery, live music, artisan eateries, museums, a theater, galleries and boutique shopping. The nationally recognized Winter Garden Farmers Market and the 22-mile West Orange Trail for biking, recreation and running are also nearby. With easy access to major highways, area golf courses and Orlando’s world-class attractions, this property combines lakefront lifestyle, convenience and investment potential. This Winter Garden lakefront home on Lake Apopka will not be completed by the seller prior to closing and is being offered as-is, providing a once-in-a-lifetime chance to own over an acre of prime Florida lakefront real estate with endless possibilities.

1507 N Fullers Cross Road, Winter Garden

$345,000
Showalter Park SubDv. 34787 Zip Code
Build your dream home in the heart of Winter Garden on this rare .18-acre vacant lot, perfectly positioned for lifestyle and convenience. Just a short stroll from Historic Downtown Winter Garden, you’ll have easy access to charming shops, award-winning restaurants, live entertainment, and the scenic West Orange Trail for biking or walking. Enjoy the vibrant community atmosphere and weekend farmers markets that make this area one of Central Florida’s most beloved destinations. This prime homesite offers the flexibility to design and build a custom residence that reflects your unique vision. Nestled in a peaceful neighborhood of beautiful homes, yet only minutes from Disney and major highways, it’s an ideal balance of tranquility and accessibility. With utilities nearby and top-rated schools in the area, this property is ready for your plans to take shape. Whether you’re an investor or future homeowner, this location promises strong long-term value. Don’t miss the chance to create something truly special — your custom home in the heart of Winter Garden awaits.

282 E Newell Street, Winter Garden

$1,875,000
5 Beds 5 Baths N/A SubDv. 34787 Zip Code
Step into luxury with this brand-new, custom-built J&J home! Featuring 5 spacious bedrooms, 4.5 baths, plus a loft and flex space, this home is designed for both comfort and style. GREEN certified home. The primary bedroom and two additional bedrooms are conveniently located on the main floor, offering easy living. Chef's kitchen with monogram appliances and a scullery kitchen complete with another refrigerator, sink, and tons of shelving. Enjoy quick access to the West Orange Fitness Trail and just 1.2 miles to historic downtown Winter Garden, with all its charming shops and dining options. Located in the Golf Cart District, this home is perfect for an active, convenient lifestyle. Relax in your private backyard oasis with a sparkling pool, spa, outdoor kitchen, and fully fenced-in yard. No HOA, and an oversized 3-car garage complete this exceptional property. Don’t miss your chance to own this one-of-a-kind home!

1020 Tildenville School Road, Winter Garden