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5506 Prince Charles Lane, Leesburg
$369,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01 Tr B Less Pt Lying W Fol SubDv. ⋅ 34748 Zip Code
Move in Ready!!! POOL home with an over-sized 2 car garage with space for a golf cart and more! The front door opens to a spacious living area with formal dining space and includes laminate wood floors throughout the home. The dining space has sliding doors out to the screened pool enclosure and covered porch. The saline, HEATED swimming pool is 12 x 30 sq. ft. and has a hot tub with waterfall feature. Privacy hedges surround pool and patio, with plenty of green space between homes. The kitchen is upgraded with granite counter tops, stainless appliances, closet pantry, and gas stove. The kitchen nook also opens with sliding doors to the porch and pool. A huge master bedroom includes two large walk-in closets, with master bath offering dual sinks, corner tub, and separate shower. The guest bedrooms are conveniently located on the other side of the home, with one of guest rooms also having sliding doors to porch and pool area. The inside utility room has counter space and lots of cabinets for convenience. Other features include Newer A/C & HEATING, OVER-SIZED TWO CAR GARAGE WITH GOLF CART SPACE. FURNITURE. Located in Royal Highlands resort style golf community, with 24/7 security guard/gate, indoor and outdoor swimming pools, walking and bike paths through shady Florida landscape, 18-hole championship golf course, Pickleball courts, fitness center.

5506 Prince Charles Lane, Leesburg

25501 Maurepas Lane, Leesburg
$440,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Ashland Village SubDv. ⋅ 34748 Zip Code
HUGE PRICE IMPROVEMENT on this beautiful residence featuring a premium cul de sac lot, no rear neighbors, and nearly 3000sqft of living space, designed for those looking to entertain in everyday comfort! Come check out this ONE OF A KIND HOME for you in the sought after community of Plantation at Leesburg. This home includes a LIKE-NEW, FULLY-PAID SOLAR SYSTEM, with a rare combination of privacy, space, and resort-style living. THIS HOME CURRENTLY EARNS A MONTHLY CREDIT FOR KWH PRODUCTION of $60-80/mo. MAJOR UPDATES provide peace of mind, which is why the owners took care of everything that could concern you. Including a new roof (2021), solar panels (2021), HVAC system (2022), water heater (2021), interior and exterior paint (2021-2022), garage epoxy flooring, and more! The oversized 2-car plus golf cart garage offers additional storage, workshop space, built-in shelving, dual attic access with ladders, and even a 30-amp RV outlet. From the moment you arrive, the manicured landscaping, upgraded exterior lighting, and inviting curb appeal set the tone for what's inside. The thoughtfully designed floor plan features 2 official bedrooms, 2 bathrooms, and a dedicated flex room that can be the home office or your third bedroom! What truly sets this home apart is the spectacular custom-built addition completed in 2021. Designed with entertaining in mind, this impressive gathering space features multiple walls of sliding glass doors, a custom bar area, seamless access to the oversized screened lanai, and views of the tranquil water setting in the rear of the home. Whether hosting friends, watching the big game, enjoying a glass of wine in the hot tub, or simply taking in the breathtaking sunsets, this is the kind of indoor-outdoor living Florida is famous for. At the heart of the home is a modern, updated kitchen offering custom countertops, abundant cabinetry, stainless steel appliances, double ovens, under-cabinet lighting, and a spacious dinette area. The primary suite serves as a private retreat with wood flooring, a large walk-in closet, dual vanities, and a size-able garden tub with even larger walk in shower. Residents of Plantation at Leesburg enjoy an active resort lifestyle with three heated pools, fitness centers, tennis and pickleball courts, walking trails, on-site dining, two championship golf courses, and optional RV and boat storage. Conveniently located near shopping, dining, healthcare, and Central Florida attractions, this is more than just a home—it's the lifestyle you've been waiting for. Call us today to schedule your own private showing!

25501 Maurepas Lane, 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

27326 Orchid Glade Street, Leesburg
$290,000
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

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

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

3538 Mulberry Grove Loop, Leesburg
$403,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Mulberry Grove SubDv. ⋅ 34748 Zip Code
Virtually Staged. Spacious, expanded, and perfectly designed for comfortable FLORIDA LIVING! Located in the highly sought-after 55+ community of The Plantation at Leesburg, this beautifully maintained 3-bedroom, 2-bath home offers over 2,400 sq. ft. of living space with room exactly where you want it most. The heart of the home is the HUGE KITCHEN, featuring abundant cabinetry with convenient pull-out drawers, generous counter space, and the perfect layout for entertaining or everyday living. The OVERSIZED PRIMARY SUITE offers double walk-in closets and a private en-suite bath with dual sinks and a walk-in shower. Bedroom 2 provides excellent flexibility and can easily function as a home office, hobby room, or guest retreat. The open family room is filled with natural light from two beautiful bay windows, all overlooking spectacular private open views. Enjoy peaceful mornings and relaxing evenings from the enclosed lanai, screened porch, or gathered around the fire pit on the paved patio, creating multiple outdoor spaces to enjoy Florida’s beautiful weather year-round. Additional highlights include a 2-car garage plus a full-length golf cart garage, NEW ROOF (2026), and A/C (2022) for added peace of mind. Enjoy resort-style living with golf, swimming pools, tennis, pickleball, softball, clubs, and endless activities in one of Central Florida’s premier active adult communities. Conveniently located near major hospitals, shopping, parks, restaurants, and the airport, this is the lifestyle you have waited your whole life for. Call today for your private tour—you will be so glad you did!

3538 Mulberry Grove Loop, 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

2993 Poplar Avenue, Leesburg
$199,900
3 Beds ⋅ 2 Baths ⋅ Leesburg Royal Oak Estates SubDv. ⋅ 34748 Zip Code
Welcome to Royal Oak Estates, where low-maintenance living meets peaceful Florida sunsets. This rare 3-bedroom, 2-bath villa-style home offers a layout that stands out from the typical 2-bedroom floor plans found throughout the community, giving you the extra flexibility buyers are searching for, whether it's for guests, a home office, hobby room, or additional living space. Positioned to capture beautiful sunset views over the neighboring pastures, this home offers a setting that feels far more private and open than many similarly sized properties in the area. Oversized rear views create the perfect backdrop for relaxing evenings, morning coffee, or entertaining guests while enjoying the changing Florida skies. Inside, the functional split-bedroom layout provides comfortable everyday living with easy-maintenance spaces designed for convenience and simplicity. The covered parking space adds protection from the Florida sun and weather, while the villa-style design keeps exterior upkeep manageable. Residents of Royal Oak Estates enjoy access to a community pool and community center, creating opportunities for social gatherings, activities, and an active lifestyle without the high-maintenance demands of larger communities. Conveniently located near shopping, restaurants, medical facilities, and major roadways, this property combines affordability, functionality, and lifestyle appeal in one of Leesburg’s established communities. Whether you're searching for a primary residence, seasonal Florida retreat, or downsizing opportunity without sacrificing an extra bedroom and peaceful views, this home offers a unique combination rarely available in Royal Oak Estates.

2993 Poplar Avenue, Leesburg

5503 Laver Street, Leesburg
$219,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 02d Tr A-D SubDv. ⋅ 34748 Zip Code
Well-maintained and ready for immediate occupancy! BLOCK and STUCCO 2-bedroom Cottage Home boasts an open airy floor plan with vaulted ceilings. The living and dining combination over-looks a bonus room that would make for an ideal sitting/reading space. The kitchen features new Formica countertops, tile flooring, eat-in dinette space and all appliances included. The Primary bedroom has walk-in closet and an ensuite bath with tile flooring, dual sinks, shower (NO tub), hi-rise toilet and glass block window. On the opposite side of the home is the guest bedroom and bath, featuring vaulted ceiling and ceiling fan. Guest bath with shower-tub combination, hi-rise toilet, new Formica vanity top with undermount/built-in sink and linen closet. DOUBLE PANE WINDOWS throughout the home! NEW natural gas water heater (May 2026)! HVAC 2024! UPDATED ELECTRIC PANEL (June 2026)! Gutters and fresh exterior paint. Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

5503 Laver Street, Leesburg

6419 Borg Street, Leesburg
$279,900
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 03 Tr A-G SubDv. ⋅ 34748 Zip Code
PRICED BELOW MARKET VALUE! RENOVATED and ready for immediate occupancy! 3-bedroom 2 bath, split bedroom floor plan with open living concept. GRANITE countertops | REFACED CABINETS | STAINLESS-STEEL APPLIANCES | Breakfast bar and eat-in dinette space with Bay Window | FRESH INTERIOR PAINT | Luxury Vinyl Plank flooring throughout (NO carpet) | INSIDE LAUNDRY ROOM with electric dryer hookup | DOUBLE PANE WINDOWS throughout | Sunroom Room | TANKLESS water heater | Primary bedroom with ensuite bath, walk-in closet, dual sinks single vanity with granite top, separate tiled shower and walk-in jetted tub | updated fixtures | Siemens electrical panel | ROOF May 2026 | Gutters | MOTIVATED SELLER - BRING YOUR OFFER! Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

6419 Borg Street, Leesburg

21101 Braveheart Drive, Leesburg
$349,999
3 Beds ⋅ 3 Baths ⋅ Royal Highlands Ph 01e SubDv. ⋅ 34748 Zip Code
Welcome to low maintenance, open concept living! This modified Princess Model CBS constructed home in the 55+ gated, golf community of Royal Highlands is located in central Florida’s Lake County! Upon arrival you’ll appreciate the circular drive with ample visitor parking. This updated home comes equipped with features including 42” upper kitchen cabinets, granite counters, pull-outs and pot drawers. The interior has knockdown ceiling texture, custom walk-in closets, screened lanai with tiled flooring and sliding doors as well as an updated ceiling fan. The master and guest bathrooms have dual vanities, and you’ll love the half bath located adjacent to the inside laundry room and garage. Pick fresh lemons from your very own fruit tree! Some furniture may be conveyed, please inquire! Vaulted ceilings, kitchen pantry, solar tube lighting, step-in shower, garage pegboards, and a utility sink for easy clean-up. Over 2200 square feet of under air living, an oversized garage, 2021 roof, and this home is perched among the hills of Royal Highlands. Our active, adult community has an on-campus restaurant, pro shop, driving range, 18 holes, a Great Hall for dancing and stage performances, as well as a Recreation Center with two pools, fitness center, billiards, library and craft space with kiln! Additionally, the low monthly HOA fee includes cable and internet, softball field, pickleball & tennis courts, meeting rooms and trails. Call today for your home and community tour!

21101 Braveheart Drive, Leesburg

100 E Oak Terrace Drive Unit D2, Leesburg
$133,900
2 Beds ⋅ 2 Baths ⋅ Coach Houses/Leesburg 2d SubDv. ⋅ 34748 Zip Code
Price Reduced, and the Sellers are offering $5,000 towards Closing Costs!! Move-in ready! This beautifully updated first-floor condo offers comfort, convenience, and low-maintenance living all in one. Freshly painted throughout, the interior feels clean and inviting from the moment you step inside. The kitchen features brand-new stainless steel appliances, providing a modern touch for everyday cooking and entertaining. Enjoy the convenience of an in-unit laundry closet complete with full size washer and dryer included, plus the added bonus of a private one-car garage for extra storage and parking There is a private attic over the garage. Sliding glass doors off the dining room fill the living space with natural light and lead out to a peaceful screened-in lanai. The perfect spot to enjoy your morning coffee or unwind in the evening without worrying about bugs or weather. Whether you’re looking for a seasonal retreat, investment opportunity, or full-time residence, this charming condo checks all the boxes with its ideal first-floor location and thoughtful updates throughout.

100 E Oak Terrace Drive Unit D2, Leesburg

25335 Cranes Roost Circle, Leesburg
$233,500
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
NEW 2026 ROOF, NEW LUXURY VINYL FLOORING & A VILLAGE POOL! Why take on the expense of replacing a roof or flooring when these major improvements have already been completed? Welcome to 25335 Cranes Roost in The Plantation at Leesburg, a gated 55+ community offering an active Florida lifestyle and an impressive selection of amenities. WHAT MAKES THIS HOME DIFFERENT? Its location! This home is situated in the only village within The Plantation that offers its own neighborhood swimming pool, giving residents another convenient place to relax and enjoy the Florida sunshine. Inside, the home has received several improvements in 2026, including a brand-new roof, new flooring throughout, fresh interior paint, and updated ceiling fans and light fixtures. The neutral interior offers a fresh starting point with the opportunity to personalize the kitchen and bathrooms to your taste. Enjoy comfortable living spaces and the convenience of a screened porch, perfect for morning coffee or relaxing evenings. Beyond the neighborhood pool, The Plantation at Leesburg offers two 18-hole golf courses, clubhouses, heated pools, fitness centers, tennis, pickleball, on-site dining, and an extensive calendar of clubs and activities. Shopping, restaurants, and medical facilities are conveniently located nearby. NOW OFFERED AT $233,500! With major improvements already completed, a desirable village location, and access to everything The Plantation has to offer, this home is ready for its next chapter. Schedule your private showing and discover the possibilities! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent. Some pictures are Virtually Staged.

25335 Cranes Roost Circle, Leesburg

5106 Chanticleer Drive, Leesburg
$513,000
3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Chanticleer Village L SubDv. ⋅ 34748 Zip Code
Welcome to 5106 Chanticleer Dr, a rare and extensively expanded custom home located in the highly sought-after Plantation at Leesburg, one of Central Florida’s premier 55+ gated golf communities. Offering 3 bedrooms, 2.5 baths, a versatile flex room, and an impressive 3,112 square feet of living space, this thoughtfully designed residence combines spacious living, quality upgrades, and exceptional functionality rarely found in the community. From the moment you enter, you’ll appreciate the soaring ceilings, elegant archways, abundant natural light, and oversized living spaces that create an open yet inviting feel throughout the home. The expansive layout offers multiple entertaining and gathering areas, while the split-bedroom floor plan provides privacy and flexibility for guests or multigenerational living. The flex room is ideal for a home office, hobby space, library, or additional guest accommodations. The kitchen is both spacious and functional, featuring upgraded appliances, abundant cabinetry, generous counter space, and a large center island perfect for cooking and entertaining. The adjacent living areas flow seamlessly to the oversized rear porch through beautiful French doors, creating the ideal indoor-outdoor Florida lifestyle. Extensive structural upgrades set this home apart, including a garage expansion with an additional 6’ on the right side and 4’ to the front, a 4’ bedroom extension, a fully enclosed 16’x10’ room off the left-side patio with windows, and a massive 30’x10’ rear porch ideal for relaxing or entertaining. Additional custom storage spaces include a 10’x10’ closet with window in the flex room and another 12’x10’ closet in the rear guest room. Double pane tinted windows, tailored foam insulation in walls and solar board under roof, plus pull down stairs and flooring in attic. The primary suite features upgraded luxury vinyl plank flooring and its own dedicated HVAC system for enhanced comfort and efficiency. Major mechanical updates include a new roof (2021), HVAC system (2021), and hot water heater (2020). The home also features an upgraded oversized gutter and downspout system engineered to meet FBC2001 wind load standards for added durability and peace of mind. Residents of Plantation at Leesburg enjoy resort-style amenities including two 18-hole championship golf courses, three clubhouses, three heated pools, fitness centers, tennis and pickleball courts, walking trails, fishing lakes, an on-site restaurant, and countless clubs and social activities. Conveniently located near shopping, dining, medical facilities, and the Florida Turnpike, this one-of-a-kind property offers the perfect blend of comfort, flexibility, and active Florida living.

5106 Chanticleer Drive, Leesburg

4841 Glen Coe Street, Leesburg
$280,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 02-A Lt 1173 Orb 2040 SubDv. ⋅ 34748 Zip Code
Welcome to your opportunity in Royal Highlands — a gated 55+ golf community where space, privacy, and potential come together. Situated on a desirable corner lot with a circular driveway, this 3 bedroom, 2 bathroom home offers 2,197 square feet of comfortable living space with room for everyone to spread out. Unlike many communities, you'll appreciate the generous distance between neighboring homes, giving you a more open and peaceful setting. Inside, the functional floorplan features spacious bedrooms, separate family and living rooms, and a formal dining room perfect for gatherings, entertaining, or everyday living. Step outside to enjoy the large screened-in patio complete with a birdcage enclosure — an ideal spot for relaxing mornings or unwinding in the evenings while enjoying Florida living year-round. All the space is here and waiting for your personal touches to truly make it shine. Whether you're looking for your forever home, an investment opportunity, or a property you can customize to your taste, this home offers endless potential in a sought-after community offering golf, security, and an active Florida lifestyle.

4841 Glen Coe Street, Leesburg

24947 Cranes Roost Circle, Leesburg
$205,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to the sought-after gated 55+ golf community of The Plantation, where resort-style living meets comfort and convenience. Nestled within the desirable Golfview neighborhood, this golf course frontage home offers the perfect setting to relax and enjoy peaceful views right from your enclosed rear porch as golfers pass by throughout the day. This inviting 3 bedroom, 2 bathroom home also features a welcoming front porch, ideal for enjoying your morning coffee and connecting with neighbors. Residents of The Plantation enjoy access to three community pools, recreation centers, and an active lifestyle filled with amenities and activities. In addition, Golfview residents have exclusive use of their own private neighborhood pool for even more convenience and enjoyment. Whether you're searching for a winter escape or your next full-time Florida home, this property offers the relaxed golf community lifestyle you've been waiting for.

24947 Cranes Roost Circle, Leesburg

24511 Bocage Way, Leesburg
$415,000
3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Nottoway Village SubDv. ⋅ 34748 Zip Code
Welcome to The Plantation at Leesburg — an award-winning gated golf community offering resort-style living and endless amenities. This beautifully maintained home features 2,684 square feet of wonderful living space with a paver driveway, front entry, and charming front porch sitting area. The oversized 2-car garage includes additional storage space. Inside, you’ll find a true 3-bedroom, 2.5-bath floor plan designed for both comfort and entertaining. The convenient half bath is perfect for guests. Enjoy a formal living room, formal dining room with wet bar, and a spacious family room with French doors leading to the patio area. The extra-large kitchen is a chef’s dream, featuring an abundance of cabinetry and storage, a center island with sink and electric, plus a dinette area with patio access. Plantation shutters throughout the home add timeless style and elegance. The owner’s suite offers a private retreat with a sitting area, spacious bathroom, and an oversized walk-in closet. Major updates include a roof that is almost 2 years old, hot water heater approximately 3 years old, and A/C approximately 8 years old. Perfect for entertaining and enjoying the Florida lifestyle, this home is located in a community packed with amenities including two golf courses, three swimming pools, tennis courts, popular pickleball courts, three clubhouses, two fitness centers, billiards, walking trails, fishing, horseshoes, and more. Hop on your golf cart and head to the on-site restaurant for food, drinks, live entertainment, karaoke, and dancing. Low HOA fees, gated security, beautifully maintained grounds, and an unbeatable lifestyle make this home a must-see. Schedule your private tour today!

24511 Bocage Way, Leesburg

32914 Crooked Oaks Lane, Leesburg
$259,900
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code
Spacious MacLean II model with 3 bedrooms/2 baths. It features an open kitchen with oak cabinets and both breakfast nook and separate dining room. Notice the charming leaded glass insert in front door. It has laminate flooring in all but kitchen and laundry, which has cabinets and a freezer which will convey. It has newer double pane windows, the roof was replaced in 2017, and HVAC in 2024. The remaining furniture can convey or be removed prior to closing. There is a 2 car garage with sliding screen doors. It needs a little updating but is priced to sell quickly. This property is in Pennbrooke Fairways, an active 55 plus community located close to The Villages Community and many of their amenities. Pennbrooke has three golf courses--two executive and one regulation. Also tennis, pickleball, two pools with hot tubs, free fitness center, two recreation centers, a restaurant, library, and hair salon. Many activities and classes are offered. If you're not familiar with Pennbrooke, you need to check it out!

32914 Crooked Oaks Lane, Leesburg

27111 Nostalgia Drive, Leesburg
$279,000
3 Beds ⋅ 2 Baths ⋅ Legacy/Leesburg Un 05 SubDv. ⋅ 34748 Zip Code
Welcome to the Florida lifestyle you’ve been dreaming of! This immaculate 3-bedroom, 2-bath home offers 1,477 sq. ft. of beautifully designed living space with peaceful pond views in the vibrant 55+ Legacy of Leesburg gated community. Step inside to a light and airy open floor plan, perfect for both relaxing and entertaining. The spacious kitchen features brand-new stainless steel appliances, abundant cabinetry, generous counter space, a cozy breakfast nook, and a convenient pass-through to the dining area. The primary suite offers a private retreat with direct access to the screened patio, a large walk-in shower, and a soothing garden tub. Two additional bedrooms and a full bath provide plenty of space for guests, hobbies, or a home office. Enjoy easy-care laminate flooring throughout the main living areas and bedrooms, along with peace of mind knowing the roof was replaced in December 2019. Step outside to the screened patio and take in the tranquil pond views, perfect for morning coffee or evening relaxation. Legacy of Leesburg offers resort-style amenities, including a beach-entry pool and spa, fitness center, tennis, pickleball, bocce, shuffleboard, nature trails and more. The HOA fee also includes gated community access, cable TV, internet, and lawn care for truly carefree living. Conveniently located near shopping, dining, medical facilities, and major roadways/highways, this move-in-ready home is a rare find. Schedule your private tour today!

27111 Nostalgia Drive, Leesburg

21630 Regency Park Ln, Leesburg
$263,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01d SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to this beautifully maintained light and bright 3-bed, 2-bath split plan home featuring LAMINATE FLOORING AND NO CARPET! FRESHLY PAINTED WITH A NEUTRAL COLOR through out, with a SUNROOM offering 1,438 sf of comfortable living in a highly desirable 55+ GATED GOLF COMMUNITY featuring an 18 HOLE COURSE with PRO SHOP AND RESTAURANT. This inviting residence provides the perfect blend of relaxation and active living, with spacious interiors ideal for both everyday comfort and entertaining. Enjoy the peaceful surroundings and the sense of security that comes with living in a well-established, amenity-rich neighborhood designed for an engaging lifestyle. Residents enjoy access to an impressive Rec Center featuring TWO POOLS (one indoor and one outdoor), tennis and pickleball courts, facilities for corn hole, shuffleboard, bocce, and even a softball field. Indoors, you’ll find a fitness center, card room, billiards, arts and crafts spaces, and a well-stocked library. There are 4 lakes, wildlife areas and a nature trail. The community’s Great Hall includes a ballroom with a stage and dance floor, perfect for social events and entertainment. With over 75 clubs and regularly scheduled activities, there are endless opportunities to stay active, social, and connected every day.

21630 Regency Park Ln, Leesburg

4908 Cypress Head Court, Leesburg
$334,900
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to 4908 Cypress Head Court in Leesburg—an exceptional 3-bedroom, 2-bath residence nestled within the highly desirable Rosedown Village of The Plantation at Leesburg, where refined living meets a truly maintenance-free lifestyle. This beautifully maintained home offers a serene lakefront setting, highlighted by a painted driveway and an inviting screened front lanai—perfect for enjoying peaceful mornings and tranquil evenings with uninterrupted water views. Inside, the home exudes warmth and sophistication with wood laminate flooring throughout the main living areas, seamlessly connecting the spacious living and dining rooms. A sliding glass door leads to a fully enclosed, air-conditioned porch, effortlessly expanding your living and entertaining space year-round. The kitchen is both stylish and functional, featuring stainless steel appliances, rich wood cabinetry, and a skylight that fills the space with natural light. The owner’s suite serves as a private retreat, complete with dual vanities, a walk-in shower, a generous walk-in closet, and direct access to the enclosed porch. A versatile den/office with a built-in desk offers the flexibility to create a home office, hobby space, or personal sanctuary tailored to your lifestyle. Outdoor living is abundant, with a fully enclosed air-conditioned lanai, an additional 10’ x 11’ screened porch, and a 10’ x 14’ patio—designed to embrace Florida’s indoor-outdoor lifestyle at its finest. Thoughtfully updated for lasting value and efficiency, this home features a new roof (2022), a newer HVAC system (2023), thermal-tinted windows throughout, and additional insulation in both walls and ceilings, creating a more comfortable and energy-efficient living environment. Residents of The Plantation at Leesburg enjoy an unparalleled resort-style experience, offering three clubhouses, three pools, two championship golf courses, fitness centers with saunas, tennis and pickleball courts, and an array of social clubs, dining, and entertainment options. Ideally located near shopping, dining, and just moments from The Villages, this residence delivers the perfect blend of luxury, comfort, and vibrant Florida living. This is more than a home—it’s a lifestyle. Dining room chandelier not included, and some furniture to stay if purchasers would like to purchase.

4908 Cypress Head Court, Leesburg

5607 Sir Churchill Drive, Leesburg
$397,999
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173 SubDv. ⋅ 34748 Zip Code
Virtually Staged. Discover this exceptional Monarch model home—a true royal gem nestled on a tranquil conservation lot with no rear neighbors, offering unmatched privacy, picturesque views and can be purchased furnished. The lush landscaping, stately architectural arches, and oversized paver driveway create impressive curb appeal. Step inside to find over 2,300 square feet of elegant living space, including additional living area in the enclosed Florida room with new blinds, perfect for relaxing and taking in Florida wildlife and beautiful sunsets. This meticulously maintained property provides peace of mind with newer roof (2017) and new gutter with leaf guards (2025), updated windows, solar tubes and doors (2015), HVAC (2018), and a gas hot water heater (2023). The thoughtfully designed kitchen features 42" upper cabinets, granite countertops, wood cabinetry, a floating island, wall oven, and a lovely tiled backsplash. Throughout the home, you'll appreciate crown moldings, tray ceilings, engineered hardwood floors, walk-in closets, and luxurious bathroom fixtures including a jetted tub. Additional highlights include a Kenetico water softener, hot water recirculation system, portable A/C in the Florida room, & home security. Enjoy the active lifestyle offered by Royal Highlands—a 55+ gated golf community with a restaurant, pub, driving range, putting green, two pools, billiards, craft and meeting rooms, library, courts, fitness center, and a Great Hall equipped for large events. Don’t miss your chance to own this lovingly cared-for home—call for your tour today!

5607 Sir Churchill Drive, Leesburg

25312 Green Heron Drive, Leesburg
$220,000
2 Beds ⋅ 2 Baths ⋅ Plantation @ Leesburg Heron Run SubDv. ⋅ 34748 Zip Code
Welcome home! This beautifully maintained home is move-in ready, featuring 2 bedrooms/2 bathrooms and perfectly situated within one of Central Florida’s premier 55+ gated communities, offering both convenience and peace of mind. Once you step inside, you will enjoy 1,289 sq ft. of comfortable living space, while enjoying the added value with a newer HVAC (2021), while the wood fencing provides charm and privacy. Step out back and unwind! The dining room/living room open floor plan is the perfect spot for entertaining. GOLF CART is included!!! Residents of this vibrant community, The Plantation of Leesburg enjoy an exceptional array of amenities, including a clubhouse, fitness center, golf course, sparkling pool, relaxing spa/hot tub, pickleball and tennis courts, shuffleboard, and scenic walking trails—everything you need for an active and social lifestyle. Ideally located just a **short drive from Walt Disney World Resort and other world-class Orlando attractions**, this home offers the perfect balance of peaceful living and nearby excitement.

25312 Green Heron Drive, Leesburg

26627 Racquet Circle, Leesburg
$219,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 02a SubDv. ⋅ 34748 Zip Code
Welcome to 26627 Racquet Circle-located in the premier 55+ gated community of Highland Lakes! This move-in ready villa features a bright open floor plan with two spacious bedrooms, both fully equipped with ensuite bathrooms-refreshed with updated toilets. Major updates provide peace of mind, including a new Roof (2022), a new garage door opener and keypad, and a well-maintained A/C (2014) New Stove (2026) and New Microwave (2026). The interior shines with newer Luxury Vinyl Plank flooring throughout, fresh interior paint, and newer countertops in both the kitchen and bathrooms. The heart of the home is the kitchen with its convenient breakfast bar, while new light fixtures and fans in both bedrooms add a modern touch. Enjoy the best of Florida living in the light-filled Florida room, or relax on the rear outdoor patio. The front courtyard is fully fenced-in, offering a private and secure entry-perfect for your pets! This home comes complete with a new washer and dryer for added convenience. For an added bonus, lawn maintenance and irrigation are included in the HOA! HOA/COMMUNITY: Highland Lakes is located in the “Lakefront City” of Leesburg, and features a plethora of amenities, including a clubhouse, heated indoor pool, outdoor pool, fitness center, bocce ball, pickleball, tennis, library and so much more! Highland Lakes is located off the U.S. Highway 27, just minutes from beautiful local destinations-Venetian Gardens Park and downtown Leesburg! Easily commute to The Villages’ restaurants and entertainment, Orlando theme parks, Ocala National Forest, and Mount Dora! Call to schedule your personal tour today!

26627 Racquet Circle, Leesburg

21811 King Henry Avenue, Leesburg
$324,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code
Step into easy Florida living with this well-maintained Squire floor plan, where thoughtful updates and flexible space come together in a way today’s buyers truly appreciate. Major improvements have already been taken care of, including updated windows (2021), HVAC (2020), and a 2025 roof—providing peace of mind from day one. Inside, you’ll find solid surface flooring throughout, creating a seamless and low-maintenance living environment. The kitchen is both functional and inviting, featuring solid wood cabinetry, quartz countertops, stainless steel appliances, and a sunny breakfast nook—perfect for morning coffee or casual meals. The open great room flows naturally into a dedicated dining space, making everyday living and entertaining feel effortless. The primary suite offers a comfortable retreat with a spacious walk-in closet and an en-suite bath complete with dual sinks and a walk-in shower. Guests will feel right at home with a private bedroom and bath, while the additional den/office and bonus room provide the flexibility so many buyers are looking for today—whether it’s hobbies, visiting family, or extra workspace. Step outside to enjoy the 8x13 screened birdcage patio—an ideal spot to relax and take in the Florida lifestyle. Additional highlights include an interior laundry room and a two-car garage. Located in Royal Highlands, a resident-owned gated 55+ community, residents enjoy a full suite of amenities including indoor and outdoor pools, an 18-hole golf course, restaurant and pro shop, tennis, pickleball, fitness center, billiards, and a vibrant calendar of social events. The HOA also includes Xfinity cable (up to three TVs), high-speed internet, and secure RV/boat storage. Conveniently located with easy access to the Florida Turnpike, Orlando attractions, and the Orlando Health South Lake Hospital emergency center.

21811 King Henry Avenue, Leesburg

3544 Mount Hope Loop, Leesburg
$310,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Glendale Village SubDv. ⋅ 34748 Zip Code
Price adjustment. Welcome to this well-maintained block home featuring a spacious open floor plan and beautifully landscaped surroundings. Inside, you'll find plantation shutters throughout and durable tile flooring, creating a clean and cohesive look. The kitchen offers ample cooking space, a convenient pantry, and a cozy dinette area just off the kitchen, perfect for casual meals. The owner’s suite features a full bathroom with double sinks, a walk-in shower, and a walk-in closet. A comfortable guest bedroom includes double closets and tile flooring, while the third bedroom offers a large closet and double-door entry, making it ideal for guests, an office, or hobby space. The laundry room includes a utility sink and plenty of extra storage, adding everyday convenience. Major updates include AC (2023) and roof (2024). Located in The Plantation at Leesburg, a vibrant 55+ community offering outstanding amenities including three swimming pools, two clubhouses, two golf courses, two fitness centers, softball, popular pickleball courts, and scenic walking trails. Residents enjoy easy golf cart access to Steve's Bar & Grill for great food and nightly entertainment. Low HOA and easy access to the Florida Turnpike make this home as convenient as it is enjoyable. Come experience the active Florida lifestyle this community has lots of fun...come join in.

3544 Mount Hope Loop, Leesburg

500 Newell Hill Road Unit 101A, Leesburg
$59,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook Condo SubDv. ⋅ 34748 Zip Code
NEW LOW PRICE! Welcome to Chesterbrook, a peaceful 55+ community minutes from downtown Leesburg, The Villages, and Lake Griffin. This updated 2/2 ground-floor end-unit offers a bright open layout with premium ceramic tile throughout and a relaxed, low-maintenance lifestyle. Enjoy a private enclosed patio overlooking green space—perfect for morning coffee or afternoon reading. Parking is right outside your door, and the HOA covers water, sewer, trash, and grounds maintenance, so you can truly retire your lawn mower. Community amenities: pool, clubhouse, bathhouse, shuffleboard. Close to shopping, dining, medical facilities, and the Chain of Lakes for boating and fishing. Roof replacement is already underway. Move-in ready and perfectly located—this condo is an excellent full-time home or investment opportunity.

500 Newell Hill Road Unit 101A, Leesburg