Location: Leesburg, 34748
Do Not Show Listings
164 ROYAL PALM DR, LEESBURG, FL 34748
$177,250360 Days on yellowkey MLS ID: O6319637
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1979Monthly Fee: $397 Tax: $1,984 (2025)Community: Hawthorne At Leesburg A CoopManufactured Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,984
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to your fully re-imagined retreat in the vibrant 55+ golf cart community of Hawthorne at Leesburg—where style, comfort, and lifestyle come together in perfect harmony. This exquisitely remodeled home is truly a standout, thoughtfully renovated in 2022 with upgrades that make it feel like new from top to bottom. And now, the showstopper: brand new flooring just completed. The home has been professionally leveled and supported, setting the stage for stunning luxury plank flooring that flows seamlessly throughout. It’s not just an update—it’s a transformation. Rich, modern, and beautifully finished, these floors elevate every room and bring a fresh, cohesive elegance that’s rarely found at this price point. Combined with all the prior renovations, this home doesn’t just feel updated—it feels like a brand new home. Inside, you’ll find new sub-floors, fresh drywall on walls and ceilings, and a bright, open interior designed for both comfort and style. The kitchen and bathroom have been tastefully remodeled with a perfect balance of beauty and functionality. Widened 30-inch interior doors and openings add to the home’s accessibility and spacious feel. Enjoy peace of mind with major system updates, including a fully serviced A/C with a new circuit board (2022), helping keep utility costs low and comfort high year-round. This home is partially furnished—making your move effortless. Additional upgrades include a new washer (2024), new dishwasher (2025), new tie-downs (2023) meeting current Florida code, a completed 4-point inspection (2023), and a roof re-coating in 2025 to extend longevity. Outside, a new layer of sod just added to the front lawn area. Beyond the home, Hawthorne at Leesburg offers a lifestyle that’s hard to match. With a low monthly HOA of $397, you’ll enjoy lawn care, water, sewer, trash, and access to an incredible lineup of amenities: 24/7 gated security with on-site fire/EMS, private marina access to the Harris Chain of Lakes, boat slips, free RV and trailer storage, 100+ resident-led clubs and activities, tennis, pickleball, a resort-style pool, clubhouse, softball league, and so much more. And the best part—you own the land. No lot rent, just freedom. This isn’t just a home—it’s a fresh start, a lifestyle upgrade, and a rare opportunity to have it all. Don’t miss your chance to experience the magic of Hawthorne at Leesburg.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Carrie Pappas (352-460-1109)
1102 N PALMETTO ST, LEESBURG, FL 34748
$870,00011 Days on yellowkey MLS ID: G5113105
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2278 Built: 1952 Tax: $3,834 (2024)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$3,834
Elementary School: Beverly Shores Elem
High School: Leesburg High
Tax Year: 2024
Middle School: Carver Middle
Remarks: Step into a private garden oasis as a trellis walkway, wrapped in wisteria and lush Florida-friendly foliage, welcomes you home. Originally a fish camp on Lake Griffin, this mid-century home with Coquina shell stucco has been transformed into a stunning single-family lake retreat, seamlessly blending character with modern comfort. As you enter, the spacious great room immediately captures your attention with its high ceiling, wood-burning fireplace, and large picture windows that frame breathtaking views of the lake. The open layout seamlessly incorporates a dining area, where Edison-style lighting casts a warm glow beneath a modern eight-blade ceiling fan, creating an inviting space for both relaxation and entertaining. The thoughtfully designed kitchen is sure to meet your expectations with custom cabinetry to maximize storage & efficiency. Premium appliances include built-in dual convection ovens, an induction cooktop, and sleek stainless-steel appliances, all complemented by exquisite soapstone countertops. A uniquely designed pantry offers additional storage and convenience, making meal preparation an absolute pleasure. The primary suite is a true retreat, featuring two spacious walk-in closets and direct access to the inside laundry room, complete with a washer, gas dryer, and built-in cabinets. The en-suite bath is a haven of relaxation, boasting a double vanity, a luxurious jetted tub with an inline heater, and a large walk-in shower outfitted with state-of-the-art fixtures. Two additional bedrooms provide ample space for family or guests and share a newly remodeled bathroom designed with style and comfort in mind. Modern upgrades throughout the home ensure effortless living. The Mitsubishi Ductless Air Conditioning System offers precise climate control, while updated windows come with a lifetime warranty. A whole-house water softener system and a tankless gas water heater enhance efficiency. The property also includes a transferable termite bond for added peace of mind. Outdoor living is just as exceptional as the interior. A spacious screened enclosure houses a solar-heated saltwater pool (2018) with a gas-heated spa, providing the perfect setting for relaxation. The private boathouse and dock feature a covered boat lift and ample storage for gear, all set against a stunning stone seawall that protects your shoreline. An irrigation system sourced from the lake ensures that the lush landscaping remains vibrant year-round. Recent improvements to the home include a new roof in 2018, a water heater in 2017, and a newly installed driveway and storage shed in 2024. A whole-house generator, also added in 2024, offers additional security and convenience. Spanning over 9,327 acres, Lake Griffin is a paradise for nature lovers and anglers alike, offering some of Florida’s best largemouth bass fishing. As the final link in the Harris Chain of Lakes, it provides easy access to the Ocklawaha River and beyond. Whether you prefer boating, kayaking, or simply soaking in the untouched natural beauty, this lakefront location delivers an unparalleled lifestyle. Nestled near Leesburg, this home provides close proximity to the University of Florida Medical Center, the charming historic downtown area, and effortless access to Orlando’s world-renowned attractions, beaches, and international airport. This is more than just a home—it’s a gateway to the ultimate lakefront lifestyle. Schedule your private tour today and experience its beauty firsthand.
Listing is courtesy of: LAKEFRONT LIVING REALTY FLORIDA (352-744-7539)
Listing Agent: Guy Shipley (321-356-3755)
4219 MAGNOLIA AVE, LEESBURG, FL 34748
$538,000102 Days on yellowkey MLS ID: G5109030
2 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2381 Built: 1984 Tax: $6,499 (2025)Community: N/ASingle Family
Taxes:$6,499
Elementary School: Leesburg Elementary
Middle School: Oak Park Middle
Remarks: Under contract-accepting backup offers. Welcome to an exceptional waterfront home that was fully remodeled on a canal with direct access to the Harris Chain of Lakes, offering the ultimate Florida lifestyle with boating, fishing, and year-round outdoor living right from your backyard. This 4-bedroom, 3-bathroom custom Spanish/Mediterranean home features a split floor plan ideal for multi-generational living, in-law suite, or home office, complete with a private entrance for added flexibility. The open-concept layout is designed for entertaining, centered around a chef’s kitchen with a large island, walk-through pantry, and seamless flow into multiple living areas. Enjoy true indoor-outdoor living with four sliding glass doors, including a fully opening 3-panel accordion door, leading to your private outdoor retreat. Step outside to a beautifully designed waterfront backyard oasis featuring canal views, multi-level decking, garden beds, and a fire pit area—perfect for relaxing or hosting guests. Boating enthusiasts will love the two covered boat docks, private boat lift, running water, electricity, and fish cleaning station—a rare and highly desirable setup. The primary suite offers privacy and comfort with a walk-in closet and spa-style bathroom overlooking the water. LOCATION HIGHLIGHTS: U-Haul Across the street for easy storage and extra security comfort Direct access to the Harris Chain of Lakes (boating, fishing tournaments, waterfront dining) Connected to the St. Johns River with access to the Atlantic Ocean Conveniently located off HWY 27 between Clermont and Leesburg Approx. 1 hour to Orlando, Disney, Universal, and SeaWorld Approx. 1.5 hours to East and West Coast beaches RECENT UPGRADES FOR PEACE OF MIND: Roof replaced (2022) HVAC (2018) + Clean Air UV Light & duct coating (2024) Well & septic (2019) Outdoor filtration, plumbing, irrigation & saltwater system (2024) New main water heater (2026) Appliances (2024) If you’re searching for a canal-front home with boat dock, lake access, outdoor living, and flexible living space, this property checks every box. Schedule your private showing today and experience true waterfront living on the Harris Chain of Lakes.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (352-648-0096)
Listing Agent: Trisha Williams (260-205-7197)
26035 OAKMOUNT DR, LEESBURG, FL 34748
$275,00095 Days on yellowkey MLS ID: G5109321
REDUCED by $10,000 (3.5%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1837 Built: 1997Monthly Fee: $180 Tax: $2,076 (2025)Community: Plantation/Leesburg Glen EagleSingle Family
Taxes:$2,076
Remarks: Golf Course Frontage Home | 3 Bed / 2 Bath | New Impact Windows | Move-In Ready Beautiful 3-bedroom, 2-bath golf course home offering peaceful views and a well-maintained interior in a desirable golf course community. This move-in ready Florida home sits directly on the course, providing scenic green views, added privacy, and a relaxing outdoor setting. A major recent upgrade includes brand new impact-resistant, double-pane hurricane windows throughout the home, delivering superior storm protection, energy efficiency, and noise reduction. These impact glass windows include a lifetime warranty, offering long-term value and peace of mind for homeowners.The interior features bright, open living spaces with abundant natural light and comfortable flow for everyday living or entertaining. Large windows showcase beautiful golf course views while enhancing the home's airy feel. Step outside and enjoy the quiet surroundings and open green space behind the home—perfect for morning coffee, relaxing evenings, or entertaining guests.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)
Listing Agent: Ryan Heitman (407-497-6888)
25212 CLIFFORD HL, LEESBURG, FL 34748
$259,00037 Days on yellowkey MLS ID: TB8502256
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1407 Built: 1992Monthly Fee: $180 Tax: $3,350 (2025)Community: Plantation At LeesburgSingle Family
Taxes:$3,350
Remarks: Welcome to easy living in the gated community of Plantation at Leesburg. This community offers resort-style amenities including multiple pools, golf, pickleball, and an active lifestyle year-round. This MOVE-IN READY, fully renovated cottage home is perfect for full-time living or a seasonal getaway. Step inside to luxury vinyl plank flooring throughout and a bright, open layout that flows from the living and dining area right into the updated kitchen. The kitchen is featuring new cabinetry, GRANITE countertops, and stainless steel appliances. The split floor plan offers privacy with a primary suite complete with a walk-in closet and en suite bath, while the guest bedroom and bath sit on the opposite side. Both bedrooms feature sliding glass doors leading out to the enclosed rear patio, for added living square footage or just enjoying some the sunrise. Additional features include an indoor laundry room, a garage with extra workspace or storage, new ceiling fans, fresh interior paint, and peace of mind with a BRAND NEW ROOF, A/C, and WATER HEATER. Whether you're looking to settle in or escape for the season, this home checks all the boxes for comfort, convenience, and low-maintenance living.
Listing is courtesy of: OPTIMA ONE REALTY (352-243-6784)
Listing Agent: Matthew Griffin (407-947-9712)
1100 N PALMETTO ST, LEESBURG, FL 34748
$795,00016 Days on yellowkey MLS ID: TB8509243
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2765 Built: 1952 Tax: $4,521 (2025)Community: Acreage & UnrecSingle Family
Taxes:$4,521
Remarks: Experience extraordinary lakefront living from this beautifully renovated waterfront retreat surrounded by towering mature palms, lush tropical landscaping, and breathtaking panoramic views of Lake Griffin on the renowned Harris Chain of Lakes. Perfectly positioned on an 1.08 acre lot with approximately 125 feet of direct waterfront frontage and neighboring the serene 40-acre Bourlay Historic Nature Park. This remarkable property offers an unmatched blend of privacy, natural beauty, and timeless elegance with no HOA restrictions. From the moment you arrive, the home’s impressive curb appeal and meticulous attention to detail are immediately evident. Over 500 feet of charming picket fencing frame the property while mature landscaping creates a welcoming and picturesque setting. A spacious screened front porch invites you into an interior designed to capture both comfort and sophistication. Inside, soaring 12-foot vaulted ceilings, wide-plank Tigerwood flooring, crown molding, plantation shutters, and expansive French doors create a warm yet refined atmosphere throughout the residence. At the heart of the home is a stunning open-concept living area designed to maximize the spectacular waterfront views. The expansive great room features a gas fireplace and an impressive wall of windows that fill the home with natural light while showcasing the sparkling lake beyond. Seamlessly connected to the living space is the gourmet style kitchen, thoughtfully designed with rich custom wood cabinetry, granite countertops, built-in food warmer, easy pull-out cabinet drawers with lazy Susans, stainless steel appliances, and a large center island ideal for entertaining or meal prepping. Every detail of the kitchen was carefully selected to combine beauty & functionality while embracing the home’s exceptional lakefront setting. The primary suite serves as a peaceful private retreat with tranquil water views, its own gas fireplace, French doors leading directly to the screened lanai, and a spa-inspired en-suite bath featuring an oversized soaking tub, separate walk-in shower, and generous space designed for relaxation. Each additional bedroom offers the comfort & convenience of a private bathroom, creating ideal accommodations for family or guests. Additional flex space provides versatile living options such as a den/bedroom. Outdoor living is equally impressive and perfectly suited for enjoying Florida’s year-round lifestyle. The expansive screened lanai features a wet bar and opens effortlessly to over 630 square feet of paved patio space, complete with a natural gas hookup for grilling, an infrared spa that seats 4, and outdoor entertaining. The oversized backyard offers endless possibilities, including ample room for the future pool of your dreams, all while overlooking the tranquil water and unforgettable sunset views. Additional parking space that's prefect for your boat or RV with completely fenced front yard. This exceptionally maintained residence also offers the convenience and peace of mind of city water, sewer, natural gas service, a newer roof, and a generator. Boating enthusiasts will appreciate direct access to the Harris Chain of Lakes, allowing endless opportunities for fishing, waterfront dining, cruising through interconnected lakes, and exploring nearby charming lakefront towns. Ideally located just minutes from historic downtown Leesburg, The Villages, Leesburg International Airport, shopping, dining, and entertainment.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Jac Smith (727-228-1777)
313 PALO VERDE DR, LEESBURG, FL 34748
$100,000124 Days on yellowkey MLS ID: O6380700
INCREASED by $25,000 (33.3%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1280 Built: 1974Monthly Fee: $392 Tax: $1,027 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,027
Remarks: Welcome to 313 Palo Verde Drive, a charming 2-bed, 2-bath residence nestled in the heart of Hawthorne at Leesburg one of Central Florida’s most sought-after maintenance-free, active adult communities. Step inside to discover bright, easy-care laminate flooring, an inviting Florida room perfect for relaxing or entertaining, and a well-appointed kitchen with generous storage and workspace. NO LOT RENT. NEW AC replaced 6 years ago! The primary suite boasts a large walk-in closet and built-in storage, while the guest suite features a convenient Jack-and-Jill bath all designed for effortless living and comfort. Live the Ultimate Resort-Style Lifestyle: This community isn’t just a place to live it’s a vibrant lifestyle. Spend your days boating from your private marina with direct access to the Harris Chain of Lakes, perfect for every level of water enthusiast. The golf-cart-friendly streets invite you to explore with ease, whether you’re headed to the clubhouse or meeting friends for a game. Enjoy a robust amenity package that includes: Tennis and pickleball courts, Shuffleboard courts, Community pool & spa, Fitness center, Clubhouse with social events & activities, Marina & secure boat/RV storage, Golf cart-accessible community roads …and so much more designed for fun, fitness, and friendship. With HOA-included water, sewer, lawn care, emergency services, and a calendar full of clubs, classes, and activities, you’ll have more time to enjoy the things you love. Perfectly positioned for Florida leisure living, this home offers the best of comfort, convenience, and community, making every day feel like a getaway.
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
26143 FEATHERGRASS CIR, LEESBURG, FL 34748
$349,90016 Days on yellowkey MLS ID: G5112508
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2215 Built: 2022Monthly Fee: $80 Tax: $4,424 (2025)Community: Windsong At LeesburgSingle Family
Taxes:$4,424
Remarks: Welcome home to this spacious home located in the Windsong community of Leesburg. Designed with an open layout, the kitchen features a center island overlooking the dining and living areas, creating a comfortable space for everyday living and entertaining. The owner’s suite offers a private bath with dual sinks, a large walk-in shower, and a roomy walk-in closet. Upstairs, the loft provides additional flexible living space that works well for a game room, media area, office, or relaxing area. Additional features include stainless steel appliances, solid surface countertops, and tile flooring in the wet areas. Windsong offers residents a fabulous location and setting with opportunities to enjoy the outdoors, along with community amenities including recreation areas, a tot lot, and dog park. Conveniently located off Highway 27, the community is just minutes from shopping, dining, and entertainment in historic downtown Leesburg and an easy commute to the interstate and turnpike.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Lena Williams (352-435-4663)
25741 BELLE HELENE, LEESBURG, FL 34748
$259,900103 Days on yellowkey MLS ID: S5144825
REDUCED by $5,000 (1.9%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1993Monthly Fee: $180 Tax: $3,164 (2025)Community: Plantation/Leesburg Belle GroveSpa: NoSingle Family
Taxes:$3,164
Remarks: One of Central Florida's finest 55+ Active Adult Communities, located just 1 hour from Disney, the Gulf or Atlantic and only 10 minutes to Downtown Leesburg. Plantation offers 24 hour Guard Gated Community placing your security first and foremost! Amenities include 2 18-hole Golf Courses, Full service Restaurant & Bar, and 3 Clubhouses with full time activity directors. Whether its walking or biking the scenic trails, or participating in 1 of the over 100 active clubs (Gun, Italian/American, Veterans, Democrat, Republican, just to name a few) or taking in a game at Heritage Hall, Bridge, Bingo, Mexican Train etc. plus Arts/Crafts; ceramic, crochet, scrapbooking or woodworking, you will find an Active Lifestyle awaits. Plantation has 3 heated swimming pools (1 Olympic style with chair lift), and a fitness center with state of the art gym. Sports galore, from an archery field to pickleball, billiards and bocce are played to a Ballroom. Now for a few comments about this updated 2 bedroom gem that shows pride of ownership throughout. Carpet free, you will enjoy the luxury vinyl with lifetime warranty in the bedrooms and den, tile in the bathrooms and laminate in the rest of the home. Enjoy the sunsets with western exposure while relaxing on the spacious lanai that backs up to the 8th hole and a bird sanctuary. No rear Neighbors. New kitchen appliances, garbage disposal, stainless steel sink, hot water heater, ceiling fans in almost every room, new garage door with WiFi as well as new gutters. Landscaping reworked with river rock and stepping stones. Roof replaced 2021, A/C 2018. Why delay when this home has everything you could be looking for!
Listing is courtesy of: FIRST INTERNATIONAL REAL ESTAT (407-932-3400)
Listing Agent: Connie Culbertson (407-932-3400)
5507 LAVER ST, LEESBURG, FL 34748
$205,0005 Days on yellowkey MLS ID: O6414819
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1160 Built: 1995Monthly Fee: $135 Tax: $1,861 (2025)Community: Highland Lakes Ph 02D Tr A-DSpa: NoSingle Family
Taxes:$1,861
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 2-bedroom, 2-bathroom cottage home with a 2-car garage in the highly sought-after gated 55+ community of Highland Lakes! Perfect for year-round residents or seasonal snowbirds, this beautifully maintained home offers comfortable living, abundant amenities, and the relaxed Florida lifestyle you've been dreaming of. Step inside to discover vaulted ceilings and beautiful laminate flooring throughout the spacious living and dining areas. The bright and cheerful kitchen features light cabinetry, white appliances, and custom accent walls, creating a welcoming space for everyday living and entertaining. The spacious primary suite offers vaulted ceilings, laminate flooring, a large walk-in closet, and a private ensuite bathroom with dual vanities and a walk-in shower. A desirable split-bedroom floor plan provides privacy for guests, with the second bedroom and full bathroom located on the opposite side of the home. One of the home's standout features is the incredible outdoor living space, including an enclosed sunroom plus an oversized 12' x 33' screened lanai—perfect for entertaining family and friends, enjoying your morning coffee, or simply relaxing while taking in Florida's beautiful weather year-round. The oversized 2-car garage features durable epoxy flooring, retractable screened garage doors that allow you to enjoy fresh air while keeping insects out, and attic access with a pull-down ladder, providing excellent storage space for seasonal items and holiday decorations. Highland Lakes is renowned for its resort-style amenities, including indoor and outdoor swimming pools, a golf driving range, clubhouse, fitness center, library, craft room, billiards and ping pong room, ballroom with stage, tennis courts, pickleball courts, shuffleboard, bocce ball, horseshoes, softball field, woodworking shop, walking trails, fishing lakes, picnic pavilions, RV and boat storage, and countless social activities and clubs. Enjoy an active, maintenance-friendly lifestyle in one of Central Florida's premier active adult communities. Schedule your private tour today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
1406 PEMBROOK DR, LEESBURG, FL 34748
$197,5005 Days on yellowkey MLS ID: O6414675
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1963 Tax: $2,609 (2025)Community: Leesburg Sherwood HighlandsSingle Family
Taxes:$2,609
Remarks: Rare find solid block 3-bedroom 1 bath, well established neighborhood in the heart of Leesburg, conveniently located near lake Harris, restaurants and shopping center, Ski beach and Venetian Gardens Park on Lake Harris for enthusiast looking for outdoor recreational activities, well maintained property, Cozy and Functional lay out. Well prices Oversized Corner lot under market value for first time buyer looking to add personal touches or investor looking to add to portfolio. Hurryy Won't Last ...
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sergo Gaspard (407-470-4488)
25224 WILD HERON, LEESBURG, FL 34748
$125,0005 Days on yellowkey MLS ID: G5113289
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1989Monthly Fee: $180 Tax: $1,162 (2025)Community: Plantation At LeesburgManufactured Home
Taxes:$1,162
Remarks: Quite the opportunity in Leesburg! The home presents great potential for the new homeowners or investors seeking to add value through updates, renovations or improvements. With strong demand in the Leesburg market and proximity to The Villages and located in the highly desirable Plantation at Leesburg, a premier golf course community, you will find that this home has something for everyone. Whether you're relocating, downsizing, or searching for a seasonal retreat, this property provides an excellent opportunity to embrace Florida living. Spend your days exploring nearby lakes, parks, and nature trails, or simply relax and enjoy the sunshine from the comfort of home.
Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)
Listing Agent: Keith Packey (407-908-2781)
500 NEWELL HILL RD #110D, LEESBURG, FL 34748
$99,9005 Days on yellowkey MLS ID: G5113323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1980 Tax: $548 (2025)Community: Leesburg Chesterbrook 02 CondoCondo
Taxes:$548
Remarks: 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: a BRAND NEW ROOF (February 2026) and AC (2020).
Listing is courtesy of: GARRISON REALTY GROUP LLC (352-901-3415)
Listing Agent: Jennifer Garrison (352-805-5550)
2587 SUMMER STAR WAY, LEESBURG, FL 34748
$299,9008 Days on yellowkey MLS ID: S5151127
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1725 Built: 2021Monthly Fee: $67 Tax: $3,466 (2024)Community: Seasons/HillsideSingle Family
Taxes:$3,466
Elementary School: Treadway Elem
Remarks: Welcome to 2587 Summer Star Way in the sought-after Seasons at Hillside community! This beautiful 3-bedroom, 2-bath home features an open-concept layout, split-bedroom floor plan, spacious living areas, and an oversized lot with mature landscaping. The kitchen offers GE stainless steel appliances, a natural gas range, MasterBrand oak cabinets with 36" uppers, and ample storage. Energy-efficient features include natural gas heating and R-38 ceiling insulation. Enjoy Florida living with double sliding glass doors leading to a covered lanai, perfect for relaxing or entertaining. The extended driveway provides plenty of parking space. Conveniently located just minutes from Downtown Leesburg, Venetian Gardens, Lake Harris, Ski Beach & Grill, shopping, dining, and major roadways. Ask about available Down Payment Assistance programs for qualified buyers. Don't miss this move-in-ready opportunity!
Listing is courtesy of: THE ARROW REALTY TEAM LLC (321-746-2899)
Listing Agent: Bibi Lopez (321-746-2899)
21516 CASTLE VIEW CT, LEESBURG, FL 34748
$214,900106 Days on yellowkey MLS ID: G5108841
REDUCED by $20,000 (8.5%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 2000Monthly Fee: $225 Tax: $2,405 (2025)Community: Royal Hlnds Ph 1-DSingle Family
Taxes:$2,405
Remarks: Looking to retire in a desirable 55+ community, in a house with alot of space to make it your own, then Royal Highlands could be the place for you. This home is located on a corner lot at the beginning of a cul-de-sac , entering the front door shows the open floor plan to the living room overlooking the closed-in Florida room, to your left features all 3 bedrooms and 2 bathrooms with the primary in the back of the home. To your immediate right view is the dinette room followed by the kitchen with breakfast bar and the formal dining room just off the kitchen, enough space for everyone. Looking for activities to enjoy, this community has a lot of activities, from the 18-hole senior championship golf course, two pools, a fitness room, restaurant and pro shop, and a recreation center with numerous activities such as billiards, fitness center, activity rooms, bocce ball, pickle ball, shuffleboard, softball and so much more. At this subdivision and home location you are conveniently located close to the Florida turnpike for quick easy access to an approximately 45 mins drive to all what Orlando attractions have to entertain and also the Orlando airport. Locally you are also close to city shops, grocery stores, medical offices and hospital centers. This charming home is ready for it's next chapter offering great bones and a functional layout, its the perfect opportunity to bring your personal style and vision to life, with spacious rooms this property full of potential to become the home you have always dream of. This is a chance to create something truly special for your next chapter. Come take a look!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-735-4433)
Listing Agent: Ian Drummond (352-617-9030)
1120 WEBSTER ST, LEESBURG, FL 34748
$425,000235 Days on yellowkey MLS ID: G5103558
0 Days Off yellowkey (back on 6/8/2026)
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 3382 Built: 1924 Tax: $6,062 (2024)Community: Leesburg Sunshine ParkMulti-Family 5+
Taxes:$6,062
Remarks: Under contract-accepting backup offers. Located Just a few blocks from Downtown Leesburg (Beacon College, Restaurants, shopping), HWY 27 and 441, this 6 plex is fully occupied and income generating with management in place. There are 6, 1/1's along with 3 locking storage areas that could generate additional income. Rents are $800 (x2), $835, $900, $895, $901. The storage units are currently not rented. The units are all separately metered for power and share one water meter that the owner includes. Several tenants are long term (over 10 years). 4 of the 6 units have central A/C's and 2 utilize wall units. The roof was replaced in 2021 on both buildings. All units have 2 entrances and exits. Schedule an appointment with your agent today!
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Alex Vonhartman (352-406-8553)
25735 GLEN EAGLE DR, LEESBURG, FL 34748
$299,250152 Days on yellowkey MLS ID: G5106539
REDUCED by $15,750 (5.0%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1996Monthly Fee: $180 Tax: $1,872 (2025)Community: The Plantation At Leesburg Oak Tree VillageSingle Family
Taxes:$1,872
Remarks: Price Improvement! Welcome home to The Plantation at Leesburg, where comfort, style, and an active lifestyle come together. This beautifully updated 3-bedroom, 2-bath home welcomes you with high ceilings, fresh neutral paint throughout, and updated lighting, creating a bright and inviting atmosphere from the moment you step inside. Attractive laminate flooring flows through the main living areas, complemented by ceramic tile in the wet spaces. Recent improvements add tremendous value and peace of mind, including Low-E Thermopane windows throughout (2023), a newer roof (2017), HVAC replaced (2021), water heater (2021). Outside, you’ll appreciate the freshly painted front door and garage door, a new front storm door, a water softener, updated landscaping with a fully functioning irrigation system and a clear-sealed concrete driveway to maintain its clean appearance. The spacious kitchen is designed for both everyday living and entertaining, featuring newly painted white cabinetry with updated hardware, quartz countertops, and stainless-steel appliances, including a newer refrigerator with ice maker (2024). Open to the dining area, this space is perfect for gathering with family and friends. Sliding doors lead to the Florida room, where you can open the windows and enjoy the breeze and Florida Sunshine, and unwind with your morning coffee or a glass of wine in the evenings. The primary suite is a peaceful retreat, offering a generous walk-in closet and a private ensuite bath with a freshly painted white vanity and new hardware. Every room in the home is equipped with a ceiling fan with light. The Plantation at Leesburg is a guard-gated 55+ community offering 24-hour security and exceptional amenities, including three clubhouses, three community pools, an on-site restaurant, and two 18-hole golf courses, along with tennis, fishing, clubs, and classes for every interest. An added bonus—the HOA includes boat and RV storage, a rare find. Centrally located in Lake County close to shopping, restaurants, medical facilities and major highways. Also, conveniently located near public boat ramps to The Famous Harris Chain of Lakes for those that love boating and fishing. Call today for a Private Tour! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.
Listing is courtesy of: HARRISON REAL PROPERTY GROUP (407-741-3547)
Listing Agent: Amanda Harrison (407-741-3547)
25335 CRANES ROOST CIR, LEESBURG, FL 34748
$244,90026 Days on yellowkey MLS ID: G5112540
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1386 Built: 2002Monthly Fee: $180 Tax: $3,713 (2025)Community: Plantation At Leesburg GolfviewSingle Family
Taxes:$3,713
Remarks: Located in the highly desirable 55+ gated community of The Plantation At Leesburg, this updated home offers comfort, convenience, and an active Florida lifestyle. Recent 2026 improvements include a brand-new roof, new flooring throughout, fresh interior paint, and updated ceiling fans and light fixtures in the living spaces, giving the home a clean and modern feel. The spacious floor plan features bright living areas, a functional kitchen, and inviting spaces ideal for both relaxing and entertaining.The Plantation At Leesburg is a premier active adult community offering resort-style amenities including two championship golf courses, multiple clubhouses, heated swimming pools, fitness centers, tennis and pickleball courts, walking trails, an on-site restaurant, and a wide variety of social clubs and activities. Conveniently located near shopping, dining, medical facilities, and major roadways, this community provides the perfect blend of relaxation and recreation.All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.
2993 POPLAR AVE, LEESBURG, FL 34748
$209,00022 Days on yellowkey MLS ID: G5112544
REDUCED by $11,000 (5.0%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1418 Built: 2000Monthly Fee: $245 Tax: $2,212 (2025)Community: Leesburg Royal Oak EstatesVilla
Taxes:$2,212
Remarks: 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.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Bryan Nelson (407-780-8787)
2316 MISPAH AVE, LEESBURG, FL 34748
$199,60025 Days on yellowkey MLS ID: G5112593
REDUCED by $7,000 (3.4%) on 06/08/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1026 Built: 1973 Tax: $1,661 (2025)Community: Leesburg Beulah HeightsSingle Family
Taxes:$1,661
Remarks: Attention!!! Come view this cute updated 3 bedroom 1 1/2 bath block home today. The property is centrally located close to all needed amenities and easy commuting. Brand new A/C system just installed, metal roof 2021, new water heater 2025. This property has been well maintained and is ready to go. Some of the updates include the ample size kitchen area with plenty of cabinet space, stainless steel appliances and granite counter tops. The main bath offers a tiled shower. The whole home is tile for easy maintenance and cleaning! Keep the vehicle out of the sun under the spacious carport that also offers storage. No HOA... always a plus! Great price, come view today and let's make a deal!!!
Listing is courtesy of: JMR REALTY, INC. (352-877-4525)
Listing Agent: James Romeyn (352-217-0916)
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