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18 Weston Road, Leesburg
$399,990
3 Beds ⋅ 2 Baths ⋅ Leesburg Pulp Mill SubDv. ⋅ 34748 Zip Code
REDUCED OVER $89,000 -- NOW $399,990! Offered at a dramatically reduced price, this waterfront property offers an exceptional opportunity to own a beautifully upgraded home with direct access to Lake Griffin, outstanding energy efficiency, and room to enjoy the Florida lifestyle you've been dreaming about. Located within a private gated community, this 3 Bedroom/2 Bath home enjoys 100 feet of canal frontage and sits on a .46-acre homesite extending all the way to the water's edge. Step inside to discover a welcoming open-concept layout featuring updated fixtures, contemporary ceiling fans, attractive laminate flooring, and a thoughtfully redesigned kitchen complete with granite counters, upgraded appliances, custom 42” cabinetry, and convenient pull-out storage. The spacious primary suite features an ensuite bath enhanced with a custom dual-sink vanity and updated finishes, while a separate family room with a custom dry bar creates the perfect setting for entertaining or relaxing at home. One of this property's most valuable features is its impressive energy package, highlighted by an 11.73 kW solar array paired with TWO 14 kW Tesla Powerwall batteries installed in December 2019. Designed to help reduce utility expenses while providing exceptional backup power capabilities, the system can operate virtually the entire home—including the air-conditioning system—during outages. Even better, the seller will satisfy the remaining balance on the solar and battery system at closing, allowing the new owner to enjoy the benefits without assuming the existing obligation. Outside, the property has been cleared to maximize water views and usability, creating the perfect canvas for the next owner to create the ultimate backyard retreat with a private dock, pool, outdoor kitchen, waterfront firepit, or virtually any combination of outdoor amenities they envision. Additional improvements include an updated HVAC system (2020), reinforced roof decking constructed with structural plywood, an interior laundry room under A/C, and numerous interior upgrades throughout. Waterfront homes offering this combination of location, upgrades, energy efficiency, and value are a rare find. Schedule your private showing today and discover why this newly repositioned property deserves your attention.

18 Weston Road, Leesburg

500 N 13th Street, Leesburg
$269,000
3 Beds ⋅ 2 Baths ⋅ Sunshine Park SubDv. ⋅ 34748 Zip Code
Virtually Staged. Prime Downtown Leesburg Investment & Lifestyle Opportunity! This beautifully maintained property offers immediate cash flow with an established tenant paying $1,900 monthly, making it an ideal turnkey investment while preserving future owner-occupancy options. Perfectly positioned just minutes from Historic Downtown Leesburg, local restaurants, shopping, entertainment, and convenient access to major highways. The generous lot provides valuable additional space with exciting possibilities for future enhancements or expansion, subject to municipal approvals and buyer due diligence. Whether you're an investor seeking stable income or a buyer planning for the future, this property delivers location, flexibility, and long-term growth potential in one outstanding package.

500 N 13th Street, Leesburg

3871 Brant Place, Leesburg
$305,000
4 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
WHY WAIT FOR NEW CONSTRUCTION WHEN YOU CAN MOVE RIGHT IN? Built in 2021, this beautifully maintained 4-bedroom, 2-bath home in desirable Lake Denham Estates offers 1,867 sq. ft. of comfortable, modern living with the benefits of a newer home—without the wait, construction process, or uncertainty. Step inside to an open, functional floor plan with plenty of space for everyday living and entertaining. The split-bedroom layout offers privacy, while the spacious kitchen opens to the main living area, making it easy to stay connected with family and guests. The primary suite provides a comfortable retreat, and three additional bedrooms give you the flexibility for family, guests, a home office, or whatever fits your lifestyle. Enjoy all that Lake Denham Estates has to offer, including the community pool and a welcoming neighborhood setting. With a low HOA and a convenient Leesburg location, you're close to shopping, dining, medical facilities, outdoor recreation, and everything Central Florida has to offer. Now offered at $305,000. If you're looking for a newer 4-bedroom home without the price tag and hassle of new construction, this one deserves a look. Schedule your private showing today!

3871 Brant Place, Leesburg

500 Newell Hill Rd Unit 110D, Leesburg
$85,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook 02 Condo SubDv. ⋅ 34748 Zip Code
Discover elegance and ease in this beautifully remodeled 2-bedroom, 2-bath condo, tucked away in the premier 55+ community of Chesterbrook. Glowing with natural warmth, the spacious open-concept layout effortlessly connects the living and dining area to a serene enclosed porch, the perfect spot for your morning coffee. A bonus is additional storage in the attic space located on the enclosed porch, so nice to have that space you will not find on the 1st floor. High-end finishes elevate every corner, featuring Venatino Italian tile, durable laminate flooring, granite countertops, and custom maple cabinetry. Both bathrooms have been stunningly upgraded with Mirasol glazed ceramic wall tiles, including a luxurious jacuzzi jetted tub in the guest bath. Retreat to the generous primary suite, which easily accommodates a king-size bed and boasts an impressive, oversized walk-in closet. The large second bedroom offers fantastic flexibility, making it an ideal space for guests, a home office, or a hobby room. Outside, Chesterbrook’s sparkling community pool is ready for summer relaxation. Perfectly positioned, you are just minutes from Lady Lake, The Villages, and Lake Griffin. Your stylish, low-maintenance retreat awaits, in addition to the remodel, please note excellent mechanical updates, NEW ROOF (February 2026) and AC (2020).

500 Newell Hill Rd Unit 110D, Leesburg

4905 Kelso Street, Leesburg
$269,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 02-A Lt 1173 Orb 2040 SubDv. ⋅ 34748 Zip Code
One or more photo(s) has been virtually staged. DON’T MISS OUT ON THIS GREAT HOUSE FOR THIS GREAT NEW PRICE! Come for your winters or stay year round in this great 3 bedroom 2 bath home on the golf course, priced right for retirement! This desirable Gated Community, Royal Highlands is an active 55+ community with all the amenities you desire. This open plan has high ceilings, no popcorn and open bar counter with eat in kitchen and split floor plan. This property is under video surveillance. Wood flooring in living/dining room and office, tile in the kitchen and baths, and soft carpet for two bedrooms. Newer kitchen with granite counters. A new roof (2023) and newer A/C (2019) for your safety and comfort. New Water Filtration System (2022) A 2 car garage to keep you from the elements. Security equipment and cameras included. The affordable HOA includes your cable and internet too! Such an amazing view of the 16th tee box as you enter this house. Whether you play golf or not, here’s to having a large backyard, without neighbors, except some beautiful wild life, and golfers. With a south facing home, and a north facing lanai with sliding glass windows to keep the right temperature year round. Royal Highlands has amenities and fun for everyone. There is a gorgeous outdoor pool and indoor pool for year round swimming and perhaps water aerobics or water volleyball. From tennis, pickleball, and bocce ball to softball, billiards, and dance classes of all kinds! If you’d rather paint, craft, or make stained glass, there are lots of options for you too! With shows and events in the Great Hall or grab a bite or drink at the Crown and Shield restaurant….all to arrive by golf cart if you'd like if you choose. Oh and did I mention, you can park your RV or boat in the fenced lot…included in the low HOA fee. Don’t miss out on this fabulous opportunity! Reach out…it’s very Easy to show!!

4905 Kelso Street, Leesburg

1142 Meadowbend Drive, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code
Auction Property. Great home in Pennbrooke Fairways; a 55+ active lifestyle community. The home features a spacious dining and living room combination plus a bonus room that will make a perfect den, office, craft room, etc. The kitchen has plenty of cabinet and counter space. The primary bedroom features a walk in closet and the primary bathroom has double vanities. The enclosed lanai is the perfect spot to enjoy your morning coffee as you look out to your private back yard. The home is situated on a quiet dead-end street, offering minimal traffic and added privacy. Pennbrooke Fairways is a gated community located just five minutes south of The Villages and less than an hour from Orlando International Airport. Residents enjoy access to the Pennbrooke Fairways golf course featuring two executive nines and one regulation nine, with golf packages available. Additional amenities include 24-hour security, MULTIPLE POOLS, recreation and fitness centers, a clubhouse with restaurant, hair salon, library, RV and boat storage with dump and wash stations, and a full calendar of planned activities. The HOA includes cable, internet, lawn, and trash service. Conveniently located near Brownwood Town Square, Downtown Leesburg, and all the shopping, dining, and entertainment nearby (The Villages).

1142 Meadowbend Drive, Leesburg

Leesburg
$175,000
2 Beds ⋅ 1 Baths ⋅ Leesburg Oak Crest SubDv. ⋅ 34748 Zip Code
Welcome to 1813 High Street, a beautifully maintained and move in ready home located in the heart of Leesburg. Combining timeless charm with modern updates, this inviting property offers comfortable living, functional spaces, and exceptional value. From the moment you arrive, you'll appreciate the home's attractive curb appeal, mature landscaping, and welcoming presence within this established area. Inside, natural light fills the spacious living areas, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. The updated kitchen features ample cabinetry, generous counter space, and modern appliances, seamlessly connecting to the dining and living areas for effortless flow. The well appointed bedrooms offer comfortable accommodations with plenty of closet space, while the refreshed bathrooms showcase updated fixtures and finishes. Major updates have already been completed for the next owner, including a new roof in 2021, HVAC system in 2021, and water heater in 2021, providing added peace of mind and long term value. Additional improvements throughout the home include updated flooring, refreshed interior paint, updated lighting, and ongoing maintenance that make this property truly move in ready. Step outside and enjoy the backyard with endless possibilities. Whether you're hosting family gatherings, creating a garden oasis, accommodating pets, or simply relaxing outdoors, this versatile space offers room to make it your own. Covered outdoor areas provide the perfect setting to enjoy Florida's beautiful weather year round. Conveniently located near shopping, dining, medical facilities, parks, schools, and major roadways, this home offers the perfect combination of small town charm and everyday convenience. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, 1813 High Street delivers comfort, value, and location. Motivated seller and ready to make a deal. Don't miss this opportunity to own a well maintained home in one of Leesburg's most convenient locations. Schedule your private showing today.

Leesburg

9237 Harris Hawk Drive, Leesburg
$330,490
4 Beds ⋅ 3 Baths ⋅ Silver Lake Pointe SubDv. ⋅ 34788 Zip Code
Virtually Staged. Pre-Construction. To be built. Ready for a Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment options, and convenient to downtown Leesburg and Mount Dora. Plus, you'll have three main lakes and beautiful Silver Lake right in your backyard and many nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead with the on-site amenities, including a pool, cabana, and playground. The Seaton is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

9237 Harris Hawk Drive, Leesburg

9210 Harris Hawk Drive, Leesburg
$308,490
4 Beds ⋅ 3 Baths ⋅ Silver Lake Pointe SubDv. ⋅ 34788 Zip Code
Virtually Staged. Pre-Construction. To be built. Ready for a Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment options, and convenient to downtown Leesburg and Mount Dora. Plus, you'll have three main lakes and beautiful Silver Lake right in your backyard and many nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead with the on-site amenities, including a pool, cabana, and playground. The Seaton is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

9210 Harris Hawk Drive, Leesburg

9194 Harris Hawk Drive, Leesburg
$332,310
4 Beds ⋅ 3 Baths ⋅ Silver Lake Pointe SubDv. ⋅ 34788 Zip Code
Virtually Staged. Under Construction. Ready for a Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment options, and convenient to downtown Leesburg and Mount Dora. Plus, you'll have three main lakes and beautiful Silver Lake right in your backyard and many nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead with the on-site amenities, including a pool, cabana, and playground. The Webber is a spacious 2,210 square feet single-story home featuring four bedrooms and three bathrooms. The kitchen overlooks the dining and living room, while the outdoor patio off the great room provides plenty of natural light throughout the main living area. Tucked away in the front of the home is second bedroom with an ensuite bathroom - perfect for guests! Featuring a spacious primary suite at the rear of the home and three additional bedrooms, the Webber offers comfort and flexibility for a variety of lifestyles. *Photos are from a similar home.

9194 Harris Hawk Drive, Leesburg

5824 Cliffbow Loop, Leesburg
$349,915
4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Move In Ready! Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. The Webber is a spacious 2,210 square feet single-story home featuring four bedrooms and three bathrooms. The kitchen overlooks the dining and living room, while the outdoor patio off the great room provides plenty of natural light throughout the main living area. Tucked away in the front of the home is second bedroom with an ensuite bathroom - perfect for guests! Featuring a spacious primary suite at the rear of the home and three additional bedrooms, the Webber offers comfort and flexibility for a variety of lifestyles. *Photos are from a similar home.

5824 Cliffbow Loop, Leesburg

5828 Cliffbow Loop, Leesburg
$336,415
4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Move In Ready! Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. The Seaton is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

5828 Cliffbow Loop, Leesburg

27326 Orchid Glade Street, Leesburg
$279,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Unit 03 Lt 259 SubDv. ⋅ 34748 Zip Code
NEW ROOF!!!! This 3 bedroom and 2 bathroom home in the gated Legacy of Leesburg gated 55+ community. This lovely home has a screened front front porch. The eat-in kitchen sits just off to the left, featuring a bay window. The stove is gas with a vent to the outside. You have a great room dinning and living room combo with a four panel sliding glass door out to the rear screened patio. On the left side of the great room are the two bedrooms with the secondary bathroom. The master on suit has sliding glass doors to the screened in patio. A nice nice size walk in closet and a master bath with a garden tub and walk in shower. There are amazing amenities Legacy offers to it's residence is a heated swimming pool, tennis courts, soft ball, billiards, horseshoes, updated fitness center, aerobic, walking trails, etc. and plenty of social activities. Free RV and boat storage. Your HOA fees "include" the mowing of your lot and internet and basic cable! You are just minutes away from shopping. To see more photos and details go to the community website legacy neighbors. Owner is Realtor.

27326 Orchid Glade Street, Leesburg

420 Glen Arbor Lane, Leesburg
$254,000
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01j Lt J1 Pb 50 Pg 88-90 O SubDv. ⋅ 34748 Zip Code
Welcome to Pennbrooke Fairways, a sought-after gated golf community in Leesburg! This well-maintained condominium at 420 Glen Arbor Lane offers comfortable, low-maintenance living with access to an impressive array of community amenities. Inside, you’ll find a bright and inviting floor plan designed for both everyday living and entertaining. Enjoy a spacious living area, well-appointed kitchen, and comfortable bedrooms, along with a private outdoor space perfect for relaxing with your morning coffee or evening beverage. Pennbrooke Fairways residents enjoy access to golf courses, swimming pools, fitness facilities, tennis and pickleball courts, clubhouse activities, and a vibrant social calendar. Conveniently located near shopping, dining, medical facilities, and major roadways, this home provides the perfect blend of comfort, convenience, and active Florida living. Schedule your private showing today and discover everything this wonderful community has to offer!

420 Glen Arbor Lane, Leesburg

2544 Autumn Stream Drive, Leesburg
$389,990
4 Beds ⋅ 2 Baths ⋅ Seasons/Hillside SubDv. ⋅ 34748 Zip Code
Low HOA, No CDD. This beautifully upgraded 4-bedroom, 2-bath home offers the perfect blend of modern comfort, energy efficiency, and style. Built in 2020 and located in the desirable Seasons at Hillside community, this open-concept floor plan creates a seamless flow between the living, dining, and kitchen areas ideal for everyday living and entertaining. The spacious kitchen overlooks the main living area, providing the perfect gathering space for family and friends. The oversized 3-car garage features insulated doors, durable epoxy flooring and ample room for vehicles, storage, or a workshop. This home is packed with premium upgrades, including fully owned solar panels with batteries for long-term energy savings, two electric vehicle charging stations, and permanent exterior trim lighting that enhances curb appeal year-round. Located in a natural gas community, you'll enjoy the efficiency and convenience of gas service. Step outside and experience a well-maintained property with modern amenities designed for today's lifestyle. Whether you're looking for space, sustainability, or convenience, this home checks all the boxes. Conveniently located near shopping, dining, medical facilities, and major roadways, this move-in-ready home offers exceptional value and comfort in one of Leesburg's growing communities. Eligible area for USDA financing. Call and schedule your appointment today!

2544 Autumn Stream Drive, Leesburg

132 Tamarisk Way, Leesburg
$109,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcome to this beautiful home located on desirable Tamarisk Way, a quiet private street that ends in a peaceful cul-de-sac. Nestled against a serene, wooded backdrop, this charming residence offers privacy, comfort, and picturesque natural views. Step inside and enjoy the bright and cheerful front Florida room, where large windows fill the space with natural light and provide lovely views of the surrounding landscape. The home’s inviting layout continues with a breezy screened-in porch, perfect for relaxing with your morning coffee or enjoying Florida’s beautiful weather year-round. The fully equipped kitchen features ample cabinetry and a convenient eating nook, creating a warm and functional space for everyday living and entertaining. A spacious utility and laundry room provides added storage and practicality. The guest bathroom includes a tub for comfort and convenience, while the primary suite offers a walk-in shower in the master bath. With its tranquil setting, bright living spaces, and thoughtful amenities, this home is the perfect blend of comfort, charm, and privacy.................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

132 Tamarisk Way, Leesburg

5909 Windsong Oak Drive, Leesburg
$295,000
3 Beds ⋅ 2 Baths ⋅ Windsong At Leesburg SubDv. ⋅ 34748 Zip Code
One or more photo(s) has been virtually staged. Lowest Price per foot in Windsong at Leesburg! Welcome to 5909 Windsong Oak Drive NEAR the quiet cul-de-sac in the very back of this quiet community, in the desirable Windsong at Leesburg Subdivision—where modern comfort, convenience, and Florida living come together beautifully. This move-in-ready home offers 1,875 square feet of thoughtfully designed living space featuring attractive stone accents, durable block-and-stucco construction, energy-efficient double-pane windows, and a spacious two-car garage. Step through the impressive foyer and discover an open-concept floor plan highlighted by large ceramic tile flooring, abundant natural light, and spacious gathering areas perfect for entertaining or everyday living. The heart of the home is the oversized kitchen featuring rich espresso cabinetry, granite countertops, stainless steel appliances, abundant prep space, and a large dining area ideal for family dinners and holiday celebrations. The expansive living room flows seamlessly to the large covered lanai through oversized sliding glass doors, creating the perfect indoor-outdoor lifestyle. Whether you're enjoying your morning coffee, relaxing after work, or hosting friends and family, this inviting space is designed to be enjoyed year-round. The oversized primary suite serves as a private retreat with plenty of room for a sitting area, a huge walk-in closet, and a luxurious ensuite bath featuring dual vanities, solid-surface countertops, a soaking tub, and a separate walk-in shower. Secondary bedrooms are with comfort and privacy, while the oversized laundry room provides additional storage and functionality. Beyond the home itself, Windsong at Leesburg offers exceptional community amenities with low HOA fees. Residents enjoy a beautiful community pool, covered seating and gathering areas, and a playground, creating the perfect setting for relaxation, recreation, and neighborhood gatherings. Location is another standout feature. Conveniently situated near Publix, shopping, restaurants, medical facilities, and daily conveniences, everything you need is just minutes away. Outdoor enthusiasts will appreciate the close proximity to public boat ramps and the area's beautiful lakes, providing endless opportunities for boating, fishing, kayaking, and waterfront fun. Commuters will love the easy drive to Clermont, Minneola, and surrounding Central Florida destinations, while wine enthusiasts can enjoy nearby weekends at Lakeridge Winery, one of Florida's premier wineries known for its scenic vineyards, festivals, and live entertainment. If you've been searching for a great home in Leesburg with granite countertops, stainless steel appliances, an oversized primary suite, covered lanai, low HOA fees, community pool, playground, and convenient access to shopping, boating, and Clermont, then 5909 Windsong Oak Drive is the opportunity you've been waiting for. Schedule your private showing today and discover why this exceptional home stands out from the competition.

5909 Windsong Oak Drive, Leesburg

30380 Armenia Road, Leesburg
$315,000
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates Phase Iii SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Lake Denham Estates community in Leesburg, Florida. Built in 2022, this modern residence offers over 1,600 square feet of thoughtfully designed living space with an open-concept floor plan perfect for both everyday living and entertaining. The spacious kitchen features stainless steel appliances, a large center island, ample cabinet space, and overlooks the bright and inviting living and dining areas. The private primary suite offers a relaxing retreat with a walk-in closet and ensuite bath. Enjoy Florida living year-round from the covered lanai overlooking the backyard. Situated on a generously sized lot with a 2-car garage, this home also includes energy-efficient construction, low HOA fees, and access to community amenities including a resort-style pool and sidewalks throughout the neighborhood. Conveniently located near shopping, dining, downtown Leesburg, Lake Harris, parks, and Florida Turnpike access, this move-in-ready home combines comfort, style, and convenience in one exceptional package. Don’t miss the opportunity to make this nearly new home yours!

30380 Armenia Road, Leesburg

1112 W Main Street Unit C4, Leesburg
$80,000
1 Beds ⋅ 1 Baths ⋅ Leesburg Spanish Oaks Condo SubDv. ⋅ 34748 Zip Code
BACK ON THE MARKET at no fault of the sellers! Second chances don’t come around often, so don’t miss your opportunity to own this rare first-floor condo in the heart of Downtown Leesburg! Rare first-floor condo in the heart of downtown Leesburg! Enjoy the convenience of walking to local dining, shopping, and Beacon College while living in a beautifully remodeled condo with a modern feel throughout. Step inside to an open dining and living room combination featuring new luxury vinyl plank flooring, fresh white paint, and a bright, clean design. The updated kitchen offers wood cabinetry, backsplash, open wood shelving, and butcher block countertops that create a stylish modern touch. The bathroom has been fully updated with a beautifully tiled shower, new vanity, elegant gold fixtures, and updated lighting. Additional features include a 2017 hot water heater, and the condo association maintains the roof for added peace of mind. Community amenities include an assigned parking space, guest parking, and community pool. Whether you are looking for a low-maintenance full-time residence, investment property, or downtown retreat, this rare first-floor unit is a must-see!

1112 W Main Street Unit C4, Leesburg

7642 Park Hill Avenue, Leesburg
$350,000
4 Beds ⋅ 3 Baths ⋅ Park Hill Sub SubDv. ⋅ 34748 Zip Code
Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed plus receive one percent back from the seller’s preferred lender! Space, functionality, and a location that makes everyday life easier welcome to your next chapter in Leesburg! This beautifully maintained 4-bedroom, 2.5-bath home offers just under 3,000 square feet of living space with a layout designed for real life. From the moment you walk in, you’ll notice the soaring sense of space, oversized rooms, and flexible living areas perfect for entertaining, working from home, hosting family, or simply spreading out comfortably. The heart of the home is the spacious open kitchen overlooking the main living area, creating the ideal setup for gatherings, game nights, holidays, and everything in between. The oversized primary suite offers a true retreat with plenty of room to unwind after a long day, while the additional bedrooms provide flexibility for guests, hobbies, or a growing household. Outside, enjoy a large yard with room to relax, play, entertain, or create your dream outdoor setup. The 3-car garage gives you the extra storage space everyone wants but rarely finds. Located in the desirable Park Hill community, you’re tucked away in a peaceful setting while still being just minutes from shopping, restaurants, medical facilities, schools, Venetian Gardens, Downtown Leesburg, and the beautiful Harris Chain of Lakes. Whether you love boating, fishing, dining by the water, or simply enjoying the Florida lifestyle, this location puts you close to it all. Homes with this much space, functionality, and value don’t come around often, and with NO income verification financing available plus one percent back from the seller’s preferred lender, this opportunity is even sweeter. Schedule your private showing today!

7642 Park Hill Avenue, Leesburg

610 Yorktown Drive, Leesburg
$374,900
3 Beds ⋅ 2 Baths ⋅ Leesburg Heritage Cove SubDv. ⋅ 34748 Zip Code
Welcome to this charming 3-bedroom, 2-bath home featuring a spacious BONUS ROOM, perfectly situated on an OVERSIZED quarter-acre lot with NO HOA, mature trees, and established landscaping. A brand-new ROOF installed in 2024. Inside, the open floor plan offers a warm and inviting atmosphere. The eat-in kitchen features abundant cabinetry and flows seamlessly into the spacious family room with soaring ceilings and a cozy wood-gas brick FIREPLACE. French doors open to the versatile bonus room, ideal for entertaining, a home office, playroom, or additional living space. The private owner’s suite includes NEW LAMINATE flooring, a generously sized bedroom, and an updated en-suite bath complete with a relaxing JETTED SOAKING TUB with tiled surround, decorative tile accents, natural light, and a new vanity—creating a spa-like retreat at home. The formal living and dining rooms also feature NEW LAMINATE flooring, providing flexible spaces perfect for hosting family and friends. Step outside to enjoy the charming backyard retreat featuring a retractable striped AWNING for shaded outdoor enjoyment. The oversized backyard offers PLENTY OF ROOM TO ADD A POOL, while the EXTENDED DRIVEWAY provides ample space for RV or boat parking. Additionally, the property features a DETACHED WORKSHOP, providing ample space for tools, equipment, hobbies, or recreational storage Conveniently located near the Turnpike and SR 44, this home provides easy access to downtown Orlando, sporting events, dining, nightlife, and shopping. Outdoor enthusiasts will love the nearby lakes and public boat ramp access to Lake Harris, while the charming shops and restaurants of downtown Mount Dora are just 20 minutes away. You’re also within close reach of The Villages, offering the perfect balance of peaceful living and vibrant nearby amenities.

610 Yorktown Drive, Leesburg

1310 Lee Court, Leesburg
$289,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Beverly Shores SubDv. ⋅ 34748 Zip Code
[PRICE IMPROVEMENT]. LOCATION, LOCATION, LOCATION! This exceptional, one-of-a-kind property is move-in ready and in outstanding condition. Constructed of solid concrete block, this beautifully renovated home features three spacious bedrooms, each with generously sized built-in closets. The home has been extensively updated, including two fully remodeled bathrooms. The primary bathroom showcases a stunning walk-in shower with designer tile, matte fixtures, and stylish lighting. The secondary bathroom features a bathtub with coordinating tilework, matte fixtures, a new vanity, toilet, and modern lighting. All new switches, outlets and covers. The heart of the home is the gorgeous new kitchen, complete with abundant cabinetry, soft-close doors and drawers, quartz countertops, stainless steel appliances, and a spacious center island that opens seamlessly to the living and dining areas. In addition to the main living spaces, the home offers two bonus rooms. One is a sunken family room just off the kitchen, with beautiful wood looking tile floors. providing additional gathering space, while the second can serve as a mudroom, utility room, home office, or flex space. There is also a separate indoor laundry room for added convenience. Additional upgrades include luxury vinyl plank flooring throughout, new light fixtures and ceiling fans, and almost all new windows. The natural gas HVAC system (air handler and condenser) is only seven years old and in excellent working condition. A brand-new natural gas water heater was installed in 2026. The remainder of the home operates on electric service. The roof is also only seven years old and in excellent condition. Freshly painted throughout, this home has been meticulously maintained and beautifully finished. Outside, you’ll find huge, covered carport and expansive circular driveway to accommodate all of your house guests or space for your RV for convenience. Ideally located near shopping, restaurants, schools, hospital and major highways, this property is perfect as a primary residence, vacation home, or investment opportunity. Best of all—NO HOA! This property won’t last long. Would not be disappointed, Schedule you're showing today!

1310 Lee Court, Leesburg

5030 El Destino Drive, Leesburg
$223,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Casa Del Lago SubDv. ⋅ 34748 Zip Code
Welcome to the beautiful resort-style golf course community of Plantation at Leesburg, where comfort and relaxation come together in this cute and cozy 2-bedroom, 2-bath vacation-style home. From the moment you step inside, you’ll love the warm and inviting feel with its spacious living and dining areas, high ceilings, and easy-care laminate flooring that create the perfect space for relaxing or entertaining. The bright eat-in kitchen offers plenty of counter space, abundant cabinetry, and all appliances included, making meal preparation simple and enjoyable. Just beyond the living area, the acrylic glass-enclosed lanai with vinyl tile flooring provides additional year-round living space and opens to an outdoor patio deck that is perfect for BBQs, morning coffee, or unwinding in the Florida sunshine. The spacious primary bedroom features a large walk-in closet and private bath with a stand-up shower, while the guest bedroom offers a built-in closet with the second bath conveniently located nearby with a tub/shower combination and large vanity. The laundry room provides extra storage possibilities with room for pantry shelving, and the spacious 2-car garage adds even more convenience. With the AC and hot water heater only 2 to 3 years old, this home is move-in ready and ideal as a full-time residence or relaxing seasonal getaway. Living in Plantation at Leesburg means enjoying an incredible resort lifestyle every day with two 18-hole golf courses, three clubhouses, swimming pools, tennis, pickleball, shuffleboard, fitness rooms, billiards, sauna, restaurant, golf shop, walking trails, fishing dock, RV storage, and 24-hour gated security, along with endless clubs and social activities. Conveniently located just minutes from The Villages, shopping, restaurants, hospitals, and Florida’s Turnpike, this charming home offers the perfect blend of cozy living, active lifestyle, and beautiful Central Florida resort-style living.

5030 El Destino Drive, Leesburg

26912 Becker Court, Leesburg
$355,000
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 02c SubDv. ⋅ 34748 Zip Code
Step inside this bright and beautiful home offering more than 2,400 sq. ft. of inviting living space. Every corner of this residence has been thoughtfully designed to create comfort, functionality, and the perfect atmosphere for entertaining and everyday living. The expansive and light-filled living room provides the ideal setting to host family and friends, while the warm and cozy family room invites you to relax with your favorite book or enjoy movie nights at home. One of the highlights of the property is the covered Florida room, fully air-conditioned and surrounded by large windows showcasing a private and peaceful view. Rain or shine, your gatherings and barbecues can continue uninterrupted, making this the perfect year-round entertaining space. This functional split-bedroom floor plan features 3 bedrooms and 2 bathrooms, with a centrally located kitchen offering easy access to all main living areas, creating both convenience and flow throughout the home. Additional features include CONCRET BLOCK construction, NO CARPET throughout the home, Roof replaced in 2011, A/C 2010, Water Heater 2014, and Garage Door with screen enclosure installed in 2023, NEW APPLIANCES ,As an added BONUS , part of the furniture will remain with the home, offering extra convenience and value for the future owner. Located in the highly desirable Highland Lakes, a premier 55+ luxury community, residents enjoy an exceptional lifestyle with an impressive variety of amenities designed for both relaxation and recreation. The community features indoor and outdoor pools, RV and boat storage, a beautiful clubhouse with a fitness center, craft room, library, catering kitchen, game rooms, meeting spaces, billiard room with pool tables and ping pong, and a grand ballroom with stage hosting year-round entertainment and shows. Outdoor enthusiasts will love the walking trails, scenic ponds for catch-and-release fishing, tennis courts, softball field, shuffleboard, pickleball courts, golf driving range, and covered pavilions with grills . all designed to help you enjoy the Florida sunshine 365 days a year. Schedule your private showing today and experience for yourself the natural light, spaciousness, and peaceful private backyard this beautiful home . Don’t miss the opportunity to make it yours.

26912 Becker Court, Leesburg

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