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$750,000
Lake Avalon Groves Rep SubDv. 34787 Zip Code
3.82 ACRES OF SECLUDED PRIVACY AND STUNNING VIEWS! Perched on a hilltop and surrounded by nature, this property offers the perfect combination of tranquil serenity and modern convenience to the luxuries and amenities of Windermere and Winter Garden. Zoning is A-1 within the Lake Avalon Rural district which allows for 1 dwelling unit per 5 acres. Horses and farm animals welcome. Spread out and build your dream home! The existing home is 1,685 SF with 4 bedrooms and 2 full bathrooms. Renovate it, tear it down, or reimagine it as a guest house or pool cabana! Roof replaced in 2005. AC replaced approximately 2019. Water heater replaced approximately 2015. Private well and septic systems. Public water and sewer connections available. Less than 30 minutes from Disney World and downtown Orlando, this is a rare opportunity to own a hilly 3.82 acre private estate in one of the most stunning and desirable areas of Winter Garden and Central Florida. Whether you are looking for a full-time residence or a luxury getaway, this property offers endless possibilities!

17309 Marsh Road, Winter Garden

$1,100,000
34787 Zip Code
BUILD YOUR CUSTOM RETREAT!! Discover an exceptional opportunity in the highly desirable Winter Garden area. This rare offering includes a 3.59-acre elevated homesite showcasing unobstructed, sweeping views of Black Lake, paired with a separate lakefront parcel. Both parcels are sold together, providing unmatched flexibility for your dream estate. The main parcel offers a stunning natural backdrop for a luxury custom residence, guest house, private garden, or personal retreat, all set against breathtaking lake views from morning to sunset. The bonus lakefront parcel allows you to design your own waterfront amenities, such as a private dock, pavilion, boat launch, or tranquil lakeside sitting area just steps from your home. Nestled in a peaceful, established setting with convenient access to Winter Garden’s premier dining, shopping, top-rated schools, and major highways, this property represents a truly unique opportunity to secure a generational lake-view estate in one of Central Florida’s most sought-after communities. Whether you envision a signature custom home, a multi-parcel compound, or a premium investment in West Orange County, this offering delivers an unparalleled blend of land, location, and lifestyle. Both parcels sold together. Rare opportunity, don’t miss your chance.

14424 Ellerbee Street, Winter Garden

$119,000
Mary Jean Sub SubDv. 34787 Zip Code
Build your dream home or investment property! Owner is willing to turn over the plans for a single family home for you to start the project right away and potentially saving you thousands. Quiet street with lots of mature oak trees and new construction in the area. 5 min from the iconic downtown Winter Garden, 3 minutes away from gorgeous Lake Apopka, and less than a mile from the 429. You will enjoy super convenient access to SR 429, SR 50, Florida's Turnpike, and the SR 408. Disney, Universal, downtown Orlando, and the Orlando Eye are easy drives. The neighborhood is not part of an HOA, so no annual association fees are due. Public Water/Sewer/Electric connections are available. Don't miss this opportunity. Make an offer now!

188 Mary Street, 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

$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

$895,000
Briley Farm SubDv. 34787 Zip Code
As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in the beautiful town of Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have the opportunity to build with one of three of Central Florida’s leading custom home builders, Element Home Builders, Pioneer Builders, and J&J Builders. Each residence will be meticulously designed to complement its natural surroundings, with spacious floor plans that flow from room to room, planned to be airy yet cozy and ready for your personal touch. At Briley Farm, you'll find a seamless combination of residential luxury and convenience, with homes built for enjoying the best of indoor and outdoor living. Briley Farm boasts serene scenery as a picturesque backdrop for new home construction, while still near shopping, restaurants, and major highways. At Briley Farm you'll discover comfortable countryside living under a canopy of welcoming trees, set to embody the lifestyle for which you've been searching, all nestled away from life's demands. Stop by our sales office today!

521 N Pollard Street, Oakland

$799,900
Acreage & Unrec SubDv. 34787 Zip Code
Serene 5 acre property! Zoned for residential and agricultural use. Whether you envision building your dream home, farming or simply enjoying the peaceful landscape, this land offers country living without sacrificing city amenities. For those looking for a turnkey solution, the property is also available as a to-be-built custom home opportunity with Lionshead Homes, allowing buyers to design and build a luxury residence tailored to their lifestyle. Conveniently located just 7 minutes to Publix at Hamlin or Publix at Stoneybrook. Shopping, dining, medical offices, hospitals, movie theater are all close by! Disney World 20 minutes. Orlando International Airport 35 min. Contact us for additional information and take the first step towards owning your slice of rural paradise!

9940 Black Bear Lane, Winter Garden

$575,000
Briley Farm SubDv. 34787 Zip Code
Briley Farm, Central Florida’s newest custom home community, sits on 111 acres of lush landscape in Oakland, Florida. Here, you’ll have the opportunity to build your dream custom home with Pioneer Builders on a .45-acre corner lot. Pioneer Builders is renowned for their commitment to craftsmanship, attention to detail, and creating homes that reflect each client’s unique style. Every residence is meticulously designed to complement its natural surroundings, with spacious floor plans that flow from room to room—airy yet cozy and ready for your personal touch. Enjoy the perfect balance of indoor and outdoor living, set against serene scenery while remaining close to shopping, restaurants, and major highways. Briley Farm offers comfortable countryside living under a canopy of welcoming trees, crafted to embody the lifestyle you’ve been searching for. Stop by our sales office today to start building your dream home with Pioneer Builders!

514 N Pollard Street, Oakland

$800,000
Briley Farm SubDv. 34787 Zip Code
As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to opportunity to build with one of three of Central Florida's leading custom home builders, Element Home Builders, Pioneer Builders, and J&J Builders. Each residence will be meticulously designed to complement its natural surroundings, with spacious floor plans that flow from room to room, planned to be airy yet cozy and ready for your personal touch. At Briley Farm, you'll find a seamless combination of residential luxury and convenience, with homes built for enjoying the best of indoors and out. Briley Farm boasts serene scenery as a picturesque backdrop for new home construction, while still near shopping, restaurants, and major highways. At Briley Farm you'll discover comfortable countryside living under a canopy of welcoming trees, set to embody the lifestyle for which you've been searching, all nestled away from life's demands. Stop by our sales office today!

517 N Pollard Street, Oakland

$800,000
Briley Farm SubDv. 34787 Zip Code
As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to opportunity to build with one of three of Central Florida's leading custom home builders, Element Home Builders, Pioneer Builders, and J&J Builders. Each residence will be meticulously designed to complement its natural surroundings, with spacious floor plans that flow from room to room, planned to be airy yet cozy and ready for your personal touch. At Briley Farm, you'll find a seamless combination of residential luxury and convenience, with homes built for enjoying the best of indoors and out. Briley Farm boasts serene scenery as a picturesque backdrop for new home construction, while still near shopping, restaurants, and major highways. At Briley Farm you'll discover comfortable countryside living under a canopy of welcoming trees, set to embody the lifestyle for which you've been searching, all nestled away from life's demands. Stop by our sales office today!

525 N Pollard Street, Oakland

$75,000
Black Lake SubDv. 34787 Zip Code
Great Opportunity to purchase a completely cleared vacant lot in the heart of Winter Garden. This Corner Lot is already sitting on two separate lots (16 & 17) with one Parcel ID. Therefore, it should be allowed to split into two different Parcels with Orange County; officially making it two buildable lots. Surveyor said lot split should work and Buyers interested in splitting would need to do a Survey showing two different lots and request official lot split with Orange County on lots already separated. BIG PLUS!! Survey Available. Easy access right off Astrolyn Street where there is approximately 200 Ft. frontage. GREAT LOCATION just minutes from the amazing Downtown Winter Garden area that offers a number of original restaurants, shops and night life. Let's not forget the West Orange Trail, Kid's Splash Park and renown weekly Farmers Market. Literally take Avalon across Colonial and you RUN INTO Downtown Winter Garden. It's That Close! IN ADDITION there is an incredible recreation facility coming called the Tucker Ranch Wellness Park set to be built right up the street THIS YEAR! Look it up online - it's awesome and supposed to have community garden. In the meantime, this park is currently Tucker Ranch Recreation & Nature Facility that has playground, picnic tables, huge area to walk pets and hiking trail. All walking or biking distance from this lot. This property is located on street just off West Colonial with quick access to the 429, Turnpike, 408, 441 and I-4. Numerous shopping plazas and Orlando Health Hospital off 50 close by. Perfect time to buy this lot now before Tucker Ranch Wellness Park opens as home values in area will likely rise substantially once this Community Gem is complete. Please check internet for more information on this fabulous facility opening THIS YEAR that has partnered with West Orange Health District to build a state of the art Wellness Park. This will be a fabulous addition to the community! Feel free to drive by and check the property out while being respectful to neighbors. Lots of potential. Especially if you can make one lot into two! Nice small homes on Astrolyn next to this lot and vacant area across street could bring others.

14855 Astrolyn Street, Winter Garden

$2,700,000
Lake Avalon Groves Rep SubDv. 34787 Zip Code
Probably the finest site for a huge estate home in Orange County! No need to move almost an hour away to Montverde just to find enough land to build your private estate or Equestrian estate when this gem is minutes to Windermere and everywhere you want to be. This highly sought after 10 acre property in the Lake Avalon rural settlement, is a declining citrus grove and sits on the highest elevation in West Orange County, which affords it incredible views in every direction. If you build a two story home on the property with a balcony situated just right, you can see all the way to Orlando, Windermere, and the nightly Walt Disney World fireworks. There is a contract in place for reclaimed water for irrigation and a clean well on the property for drinking water. This dream property is just minutes from the thriving downtown Winter Garden Village, Hamlin center, downtown Windermere and minutes to the 429 expressway to downtown Orlando, Disney, and all major shopping , dining, and attractions. This lot is a rare find! There is nothing like it on the market, and there never will be again, as quality parcels of country real estate are disappearing. Don't miss your chance to own your dream piece of country paradise!

17902 Seidner Road, Winter Garden

$85,000
Merchants Sub SubDv. 34787 Zip Code
ENTITLED SINGLE LOT With APRROVED PLANS! | 3 Bed 2 Bath 2 Car Garage | Build Your Dream - Spec Home -Investment Home in the Heart of Winter Garden! | 821 Pine St, Winter Garden, FL 34787 Rare Ready-to-Build Lot with Approved Plans! High & Dry Ready to Build! Welcome to a highly sought-after lot located in the heart of Historic Downtown Winter Garden! This vacant residential lot is a rare gem—fully permitted and ready for construction with approved architectural plans to build a stunning two-story single-family home. Prime Location, Endless Possibilities: • Just minutes from Downtown Winter Garden – enjoy the farmers market, boutiques, restaurants, and live music events • Close proximity to Winter Garden Village, local hospitals, and top-rated Orange County Public Schools • Walking or biking distance to parks, trails, and community events • NO HOA – freedom to build and live without restrictions! Features & Highlights: • High & Dry Ready to Build lot in an established area of Winter Garden Florida. • Includes approved construction plans for a spacious custom home • Utilities nearby – ready for immediate development • Perfect for primary residence, second home, or investment opportunity Why This Property? This lot is ideal for anyone looking to build in a vibrant, walkable community where charm meets modern convenience. Without the burden of HOA rules or fees, you have the flexibility to create a home that suits your unique lifestyle. Schedule a Showing Today! This opportunity won’t last long! Land like this in Winter Garden is disappearing fast. Call or text Heather Grooms. Powered by The Landlord Finders Build Real Estate today and make this ready-to-build lot yours! Visit BuildingFloridaRealEstate

821 Pine Street, Winter Garden

$895,000
Briley Farm SubDv. 34787 Zip Code
Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium LOT 36 offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your personal oasis—whether that’s a timeless farmhouse, a classic Southern estate, or a luxurious lakeside residence. You’ll have the option to work with one of our three trusted builders, each known for their exceptional craftsmanship and personalized approach: Pioneer Builders, J&J Building, and Element Home Builders. Each of these professionals brings years of experience and a dedication to turning your vision into reality. This lot is situated within a peaceful, beautifully maintained community that combines the tranquility of lakeside living with convenient access to local shops, dining, and major roadways. With utilities already in place and minimal site preparation required, you're ready to get started on building the home you’ve always dreamed of. As a lakefront property owner, you'll also have the opportunity to add a private dock—perfect for boating, fishing, or simply soaking in the stunning sunsets over Lake Apopka. This is a rare opportunity to become part of the Briley Farm lifestyle—where quality, nature, and community come together. Don’t miss your chance to build in Briley Farm, Okland's newest custom home community. Reach out today for more information or to schedule a private tour.

513 N Pollard Street, Oakland

$1,125,000
Briley Farm SubDv. 34787 Zip Code
Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your personal oasis—whether that’s a timeless farmhouse, a classic Southern estate, or a luxurious lakeside residence. You’ll have the option to work with one of our three trusted builders, each known for their exceptional craftsmanship and personalized approach: Pioneer Builders, J&J Building, and Element Home Builders. Each of these professionals brings years of experience and a dedication to turning your vision into reality. This lot is situated within a peaceful, beautifully maintained community that combines the tranquility of lakeside living with convenient access to local shops, dining, and major roadways. With utilities already in place and minimal site preparation required, you're ready to get started on building the home you’ve always dreamed of. As a lakefront property owner, you'll also have the opportunity to add a private dock—perfect for boating, fishing, or simply soaking in the stunning sunsets over Lake Apopka. This is a rare opportunity to become part of the Briley Farm lifestyle—where quality, nature, and community come together. Don’t miss your chance to build in Briley Farm, Okland's newest custom home community. Reach out today for more information or to schedule a private tour.

552 Walker Street, Oakland

$2,500,000
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

$1,175,000
Isles Lake Hancock Ph 02 48 06 SubDv. 34787 Zip Code
Exceptional waterfront estate building lot in a truly unique setting--with lake frontage behind and multiple lake views from the front of the lot at the gated Isles of Lake Hancock community. The lot is over 130’ wide and has uplands depth of more than 230’, availing a remarkable building envelope to construct a very large lakefront home, in ideal privacy. Lake Hancock is a chain of three lakes availing pristine waters with miles of shoreline for boating, and is a water sports paradise--famous for its ideal water skiing conditions. The Hamlin town center plans include docks for water access to restaurants, shops and a movie theater. All while only ten minutes from Disney, and in close proximity to downtown Winter Garden, Windermere, and the world-famous attractions of Orlando. Come and see why this very private gated oasis has seen such little turnover, enjoying unmatched tranquility while just minutes from so much.

14653 Isleview Drive, Winter Garden

$125,000
Overstreet Crate SubDv. 34787 Zip Code
Home builders! Discover the perfect lot for your dream project in the heart of Winter Garden. Whether you're looking to build spec, your dream home, or invest in future development. Less than a 5 min bike ride to Plant Street Market and everything Downtown Winter Garden has to offer, including restaurants, brewery, shopping, etc. There is a 1940's frame house on the site in unlivable condition, 2 bed/1 bath, approximately 500 sf. Water and sewer available for connection according to call with City of Winter Garden. Lot is zoned R-2. According to the City of Winter Garden Planning Department, this is considered a legal non-conforming lot. A Single family house is allowed to be built as long as it meets required setbacks. If smaller setbacks are needed for home plans, a variance can be applied for.

227 W Cypress Street, Winter Garden