Location: Leesburg
Do Not Show Listings
1144 BEN MORE DR, LEESBURG, FL 34788
$199,90070 Days on yellowkey MLS ID: O6392742
REDUCED by $10,100 (4.8%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1213 Built: 1989Monthly Fee: $215 Tax: $692 (2025)Community: Scottish Highlands Phase KSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$692
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Tucked away on a private homesite with no direct rear neighbors and a peaceful glimpse of the pond, this beautifully updated home offers the easy, low-maintenance lifestyle so many buyers are searching for in the desirable 55+ COMMUNITY of Scottish Highlands in Leesburg. With soaring cathedral ceilings, an open light-filled layout, and multiple indoor and outdoor living spaces, the home feels both spacious and inviting from the moment you arrive. The thoughtfully updated kitchen serves as the heart of the home, featuring abundant cabinetry and prep space, a breakfast bar, new gas range, and convenient pass-through to the living area—perfect for entertaining or everyday living. Ceramic tile flooring throughout the main living areas adds durability and easy upkeep, while flexible living and dining spaces provide room to relax, host guests, or create a cozy den or hobby area. The primary suite offers a comfortable retreat with engineered wood flooring, custom closet features, and an updated en-suite bath with a garden tub and upgraded finishes. A generously sized guest bedroom and nearby full bath with walk-in shower provide privacy and comfort for visitors. Enjoy Florida living year-round from the enclosed Florida Room or the screened porch overlooking the quiet backyard with a subtle water view in the distance—ideal for morning coffee, reading, or relaxing evenings outdoors. Additional features include an oversized one-car garage with golf cart space, utility tub, and rear access entry. Scottish Highlands residents enjoy access to an active community lifestyle with an indoor heated pool and spa, tennis courts, recreation halls, planned social activities, and convenient RV and boat storage. Move-in ready and exceptionally maintained, this home is a wonderful opportunity to enjoy comfort, privacy, and carefree living in one of Leesburg’s established 55+ communities.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
21821 KING JOHN ST, LEESBURG, FL 34748
$325,900108 Days on yellowkey MLS ID: O6382093
5 Days Off yellowkey (back on 5/28/2026)
REDUCED by $13,877 (4.1%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1694 Built: 1998Monthly Fee: $229 Tax: $1,802 (2025)Community: Royal HighlandsSpa: NoSingle Family
Taxes:$1,802
Remarks: Under contract-accepting backup offers. Better than new! This meticulously renovated 3BR/2BA home offers modern elegance in an exclusive 24/7 guard-gated enclave. Situated on a spacious corner lot, this property boasts a total transformation: Freshly Painted–Crisp new palette inside and out. Gourmet Kitchen–New cabinets, quartz countertops, and sleek new appliances. Modern Flooring–Durable and stylish new floors throughout. Open Concept–Ideal for entertaining with a bright, airy flow and a large Florida room. Life here feels like a vacation. Your HOA gives you full access to a Clubhouse, Fitness Center, and sparkling Pool. Stay active on the Tennis and Pickleball courts or take your furry friend to the private Dog Park. Enjoy peace of mind with around-the-clock security and world-class recreation right at your doorstep. Furnishings negotiable.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Kristi Matthew (407-325-6107)
2218 ORKNEY DR, LEESBURG, FL 34788
$229,00059 Days on yellowkey MLS ID: G5110470
1 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1500 Built: 1989Monthly Fee: $215 Tax: $2,221 (2025)Community: Scottish Highlands Condo Ph VSpa: NoSingle Family
Taxes:$2,221
Remarks: SCOTTISH HIGHLANDS NO REAR NEIGHBORS – LONG DRIVEWAY – WELL FOR IRRIGATION – NEW GARAGE DOOR OPENER 2025, NEW HOT WATER HEATER 2025, WASHER DRYER 2023, ROOF 2017. * Front covered screened porch 8x 21. * Spacious living room with tiled floors flowing into dining room and kitchen. ** Kitchen has updated countertops, breakfast bar, stainless steel refrigerator and d/w. Gas stove. Pantry. ** Family room has vinyl flooring and newer windows offering a gorgeous open view of backyard. Open patio great for grilling and entertaining ** Primary bedroom has en-suite bath with dual sinks, walk – in shower, jacuzzi tub, pocket doors, tiled floors and walk-in closet. ** Guest bedroom is a great size 15 x 12 and has carpet and walled closet. *Guest bathroom has tub/shower and has updated vanity with granite tops. Shower has newer tiled walls. Oversized garage with cabinetry, pull down stairs, utility tub. FOYER WITH COAT CLOSET. GUTTERS, SCREENED GARAGE DOOR. WATER SOFTENER. The community’s fees are $215. Per month which includes your basic cable, internet, private community sewer and all of the amenities including indoor Olympic size pool, spa, recreation building, activity building, stage for productions, outside pool,tennis, pickleball and loads of activities to choose from. Great convenient location close to shopping, restaurants, worship and medical facilities. Make appointment to today and start living the active lifestyle that Scottish Highlands has to offer.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-259-4900)
Listing Agent: Cynthia Wheeler (352-255-6032)
301 S EAST ST, LEESBURG, FL 34748
$1,000,000576 Days on yellowkey MLS ID: O6253611
0 Days Off yellowkey (back on 5/28/2026)
Bed: 24 Bath: 0.0 Liv Area Sq Ft: 7072 Built: 1957 Tax: $10,315 (2023)Community: Leesburg LeesMulti-Family 5+
Taxes:$10,315
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Unlock incredible potential with this 12-unit apartment building, perfect for the savvy investor seeking to gain equity and add value. Ten of the units have already been beautifully gutted and renovated, while one is currently being updated and another is in the process of electrical improvements. Located in a prime area near the stunning chain of lakes and vibrant downtown Leesburg, this property offers the ideal blend of convenience and appeal. Don’t miss your chance to capitalize on this lucrative investment! Seller is selling his 112 unit rental portfolio properties including 1000 E CAROLINE STREET, TAVARES, Florida 32778, 737 ALBROOK STREET, MASCOTTE, Florida 34753, 617 E MYERS BOULEVARD, MASCOTTE, Florida 34753, 30 WAFFORD STREET, UMATILLA, Florida 32784, 15992 W COLONIAL DRIVE, OAKLAND, Florida 34787, and 301 S EAST STREET, LEESBURG, Florida 34748.
Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)
Listing Agent: Kyler Moreland (407-496-4196)
5401 AURORA DR, LEESBURG, FL 34748
$316,90045 Days on yellowkey MLS ID: G5111109
REDUCED by $3,100 (1.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1621 Built: 2006Monthly Fee: $293 Tax: $1,969 (2025)Community: Legacy Of Leesburg Unit 03 Lt 259Single Family
Taxes:$1,969
Remarks: Welcome to this beautifully maintained Carlisle model tucked within the sought-after Legacy of Leesburg, where thoughtful updates and comfortable living come together in a home that truly feels move-in ready. Offering 3 bedrooms, 2 baths, and over 1,600 square feet, this residence delivers the right balance of open gathering space and private retreat. At the heart of the home, the kitchen has been tastefully upgraded with granite countertops, quality cabinetry, and stainless appliances, creating a space that is both functional and inviting. 2022 dishwasher, 2021 microwave, 2020 refrigerator. The adjoining breakfast nook, accented with plantation shutters, brings in natural light and offers the perfect spot to start your day. The main living areas flow seamlessly, enhanced by warm flooring and a layout designed for both everyday living and easy entertaining. The primary suite provides a peaceful retreat with generous space and an ensuite bath designed for comfort. Two additional bedrooms offer flexibility for guests, hobbies, or a home office—an important feature for today’s lifestyle. Step outside and you’ll find a setting designed for relaxation, whether enjoying quiet mornings or hosting friends. The home sits on a well-sized homesite, offering both usability and privacy. 2024 garage screen, 2021 whole home generator, 2020 water heater, 2019 roof and HVAC system. Beyond the home itself, Legacy of Leesburg is known for its natural beauty, miles of walking paths, and vibrant social atmosphere. Residents enjoy a resort-style pool, fitness center, and a wide variety of clubs and activities, all within a gated community conveniently located near shopping, dining, and major roadways. This is more than just a home—it’s an opportunity to enjoy the next chapter with ease, comfort, and connection.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
34028 MATTHEWS CV, LEESBURG, FL 34788
$949,0008 Days on yellowkey MLS ID: G5112551
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3245 Built: 2006 Tax: $5,082 (2025)Community: Silver Lake Meadows SubSpa: YesSingle Family
Taxes:$5,082
Elementary School: Treadway Elem
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: Welcome to a truly one-of-a-kind custom estate located in the highly sought-after Silver Lake Meadows Community, near the Silver Lake area, a golf cart community. This meticulously maintained 5 Bedroom, 4 Bath residence is situated on an expansive .54 acre homesite, the kind of space and privacy that you have been looking for. This beautifully custom built home offers comfort, style and incredible entertaining spaces inside and out. From the moment you enter its decorative glass front entry doors with fan light, you enter your Formal Living Room with custom lighting, bamboo floors and crown molding, which opens up a view of a beautiful pool, lanai and firepit in your private fenced and Oak shaded back yard. A Formal Dining Room with decorative lighting, trey ceilings, Plantation shutters, and bamboo floors is exquisite. Right of the entryway is an office, den or bonus room with Plantation shutters, bamboo floors and beautiful trey ceilings. Moving on to the Kitchen, Family Room and Dinette area is an Aquarium Glass window for the perfect view of your private yard, resort style pool and lanai. Crown molding is found throughout with ceramic tile floors in the Kitchen, Family Room and Dinette area. The Gourmet Kitchen features chiseled leather granite countertops, Kitchen Island with granite, Stainless appliances, new lighting feature over the island, and new touch water faucet, gas range, and wine bar with refrigerator, built-in wine rack and walk in pantry. The Family Room has a gas fireplace with heat and glow fire concrete composite, 2 zone surround sound system and French door to pool deck. The Laundry Room has ceramic tile floors, cabinets below with laundry sink and cabinets above washer and dryer. A spacious 14 x 19 Master Suite with new carpet, and crown molding has French doors that open to the Lanai with a private gas fireplace. The Primary Bath has ceramic tile floors, His and Her Walk in Closets, separate vanities, garden tub and separate shower with Rain head, crown molding, separate water closet and Plantation Shutters. The Second and Third Bedrooms have new carpet and are connected with a Jack n Jill Bath. A large Fourth Bedroom is 15 x 19 above the Garage, with carpet, separate full bath with tile, tub & shower, and separate Walk-in-closet with attic access. There is a Fifth Bedroom that was added to one of the garage bays 10 x 17, with laminate floors, closet and split system HVAC. The 16 x 44 screened Pool Lanai has been freshly painted, and features an Outdoor Wet-bar with chiseled granite counter. The resort style pool with stone and waterfall hot tub, and lighting that changes colors for relaxing and entertaining. The Separate Paver Fire-pit offers seating, lighting and a power outlet. There is a poured and scored Concrete area 14 x 21 for your grilling area which is covered. There is an additional Concrete pad for a storage building, or gaming area. The enclosed backyard has majestic oak trees, azaleas, and beautiful landscaping. The attention to detail shows in every aspect of this beautiful home.
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Bill Casey (352-636-6336)
1125 CABALLO RD, LEESBURG, FL 34748
$1,295,0004 Days on yellowkey MLS ID: G5112512
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3278 Built: 2008 Tax: $6,499 (2025)Community: Acreage & UnrecSingle Family
Taxes:$6,499
Remarks: One or more photo(s) has been virtually staged. Experience the ultimate in luxury country living with this exceptional 5-acre private estate, where sophistication, comfort, and resort-style amenities blend seamlessly. Beyond the gated entrance, a winding driveway leads to a grand circular drive highlighted by an elegant fountain, creating a truly unforgettable arrival experience.Meticulously maintained and move-in ready, this stunning residence offers more than 3,200 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3.5 bathrooms, soaring 10-foot ceilings, tray ceilings, extensive crown molding, and energy-efficient Icynene insulation throughout. The expansive living areas are enhanced by a whole-home surround sound system with a dedicated media closet, creating the perfect setting for both entertaining and everyday living.At the heart of the home, the gourmet chef’s kitchen is designed to impress with antique-painted soft-close cabinetry, granite countertops, a large center island with pull-out shelving, a walk-in pantry, and premium KitchenAid stainless steel appliances, including a double oven.Designed with both luxury and functionality in mind, the property offers exceptional space for car enthusiasts, RV owners, and hobbyists alike. The spacious 4-car garage is fully air-conditioned and features professionally finished epoxy floors, while the impressive 30’ x 50’ climate-controlled garage provides ample room for RV storage, boats, recreational vehicles, or a workshop.Step outside into your own private resort-style retreat. The screened lanai showcases a sparkling pool complete with a water slide and fountain, alongside a fully equipped outdoor kitchen featuring a built-in grill, double-drawer cooler, and outdoor shower for effortless entertaining. Just beyond the pool area, a custom deck surrounds a majestic granddaddy oak tree, offering a peaceful place to relax and unwind.The beautifully landscaped grounds were thoughtfully designed for both recreation and relaxation, featuring a Disney-inspired playground with slides, a rock wall, playhouse, and zipline, as well as a fire pit and potting shed with dedicated gardening space.Additional highlights include a fully fenced 6-foot perimeter fence, two private golf driving holes, a whole-home Generac propane generator, a brand-new roof installed in 2025, and an upgraded HVAC system. Combining timeless elegance with unmatched lifestyle amenities, this extraordinary estate offers a rare opportunity to enjoy refined country living at its finest. Call today to schedule your private showing.
Listing is courtesy of: FLAMINGO REAL ESTATE & MNGMT (352-689-1000)
Listing Agent: Robbie Shoemaker (352-661-5733)
2314 BUTLER ST, LEESBURG, FL 34748
$231,1004 Days on yellowkey MLS ID: OM724745
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 912 Built: 1947 Tax: $2,542 (2025)Community: Leesburg Hillside ManorSingle Family
Taxes:$2,542
Elementary School: Leesburg Elementary
Remarks: This charming, move-in-ready, 2-bed, 1-bath home with freshly painted interior rooms & detached one-car garage in central Florida, Leesburg, offers a unique combination of privacy, modern upgrades, and traditional character. Features: a 2019 roof, NO HOA, sits on .27 ACRE, & Located on a Quiet, dead-end street, a large, fully fenced backyard with no northern neighbors, providing a peaceful, private retreat. Interior & Upgrades INCLUDE, living room/dining room combo, Original Hardwood classic flooring throughout (tile in wet areas); Modern Recessed canned lighting in the living/dining areas, under-cabinet lighting in the kitchen, & ceiling fans in the bedrooms, & hall linen closet. Your Kitchen is equipped with neutral cabinetry & stainless steel appliances, including a dishwasher, stove, microwave, refrigerator, pantry, & a nook area for eating or working from home! A large laundry closet is located in the kitchen. For your comfort & techy side- you have a Nest thermostat & insulated attic for heating & cooling savings & a new Electric InstaHot water heater! This is an extremely clean and meticulously maintained home with an Exterior, lovely screened-in front porch: Ideal for relaxing with coffee or wine. The Detached Garage with a metal roof is perfect for car & workshop space. Enjoy the outdoors on your irrigated lawn with professional landscaping and a Fully Fenced Backyard for your furry friends! This Large, private backyard features beautiful shrubs and a cozy fire pit for evening enjoyment. You will be situated close to Leesburg, with quick access to the Villages and Clermont. Minutes from hospitals, schools, Beacon College, parks, and the new community water park in Leesburg. With its blend of modern comfort and classic appeal, this home is ready for immediate occupancy. Make a full price offer, and the seller will contribute $5000 to the buyer's closing costs!
Listing is courtesy of: UNLOCK REALTY GROUP INC (470-509-3301)
Listing Agent: Louann Papp (352-613-4532)
274 ANN ROSE WAY, LEESBURG, FL 34748
$325,000163 Days on yellowkey MLS ID: O6368500
REDUCED by $35,000 (9.7%) on 05/15/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2202 Built: 2025Monthly Fee: $18 Tax: $253 (2025)Community: Arbor ParkSingle Family
Taxes:$253
Remarks: Welcome to this brand-new, move-in ready two-story home in beautiful Leesburg, Florida, ideally situated on a desirable corner lot and offered with valuable buyer incentives. This spacious 4-bedroom, 2.5-bath residence features a thoughtfully designed layout with comfortable living spaces and modern finishes throughout. Buyers can take advantage of closing cost assistance with approved lenders, making homeownership more affordable. Additional incentives are available for buyers who close within 30 days and are subject to program guidelines. The two-story design provides separation between living and sleeping areas, offering privacy and flexibility for families, remote work, or entertaining. With four bedrooms and two-and-a-half bathrooms, there is ample space to accommodate a variety of lifestyles. The corner-lot setting enhances curb appeal and outdoor possibilities. Residents will enjoy access to impressive resort-style community amenities, including a swimming pool with cabanas, pickleball courts, nature trails, tot playground, dog park, and open green spaces. Community pavilions with benches create ideal spaces for gatherings, relaxation, and outdoor enjoyment. Located in Leesburg, this home offers convenient access to local parks, lakes, shopping, dining, medical facilities, and major roadways connecting to Mount Dora, The Villages, and the greater Orlando area. Leesburg blends small-town charm with modern conveniences and outdoor recreation. Schedule your private showing today and experience the space, value, and lifestyle this exceptional new Leesburg home. Call for additional details.
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Justin Derazza (352-455-9989)
2700 WESTSIDE DR, LEESBURG, FL 34748
$500,00012 Days on yellowkey MLS ID: O6409123
REDUCED by $15,000 (2.9%) on 05/28/2026
Bed: 2 Bath: 3.0 Liv Area Sq Ft: 3390 Built: 2022 Tax: $6,129 (2025)Community: SouthSpa: NoSingle Family
Taxes:$6,129
Remarks: Come see 2700 Westside Dr, a residence with functional living, including a fireplace and a kitchen featuring an island and accent backsplash. The kitchen also provides all stainless steel appliances, complementing the primary bathroom's double sinks and separate tub and shower. Exterior living includes a covered patio and ground pool. This home brings modern comfort and appeal. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
313 PALO VERDE DR, LEESBURG, FL 34748
$100,000111 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)
8725 TREASURE ISLAND RD, LEESBURG, FL 34788
$329,900146 Days on yellowkey MLS ID: G5106215
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1390 Built: 1982 Tax: $2,142 (2025)Community: Silver Lake EstatesSingle Family
Taxes:$2,142
Remarks: Short term Owner Financing make this a RARE opportunity to acquire a wooded 4.87-acre Agricultural-zoned property in a highly convenient Leesburg location. Think Horses, Cows or Chickens. Tucked away for privacy, yet less than 1 mile from County Road 44, this parcel offers the ideal balance of rural living with quick access to town amenities. The property is 3.2 miles to Lake Sumter State College and just 6 miles to the public boat ramp on the world-class Harris Chain of Lakes, renowned for excellent bass fishing. It's only 9 miles to the two best hospitals in the area; UF Health in Leesburg and Advent Health Waterman in Tavares. The existing 1,390 sq ft concrete block residence was impacted by a lightning strike in June 2025, resulting in a fire that destroyed the interior. Only the concrete block shell remains—the roof, all interior walls, kitchen cabinetry, and plumbing fixtures have been removed. This presents a clean slate for your custom floor plan. There is plenty of room to add floorspace in all directions. A great opportunity to create your own country estate. Owner occupants, investors or builders, here's your head start to create something outstanding. Instant savings include greatly reduced impact fees because of the pre-existing 3 Bedroom, 2 Bath Home, a private well and a septic system. The future owner could potentially live on site in an RV or a camper while reconstructing the main house. Additional features include a 720 sq ft detached barn and mostly fenced acreage, suitable for agricultural use, animals, or future improvements. With mature trees, usable land, and strong location fundamentals, this property offers exceptional potential for redevelopment or a custom rural homestead close to lakes, education, and major roadways.
Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)
Listing Agent: Richard Bisaillon (407-257-9972)
3600 MOUNT HOPE LOOP, LEESBURG, FL 34748
$305,00010 Days on yellowkey MLS ID: G5112627
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1868 Built: 2006Monthly Fee: $180 Tax: $1,983 (2025)Community: Plantation/Leesburg Glendale VSpa: NoSingle Family
Taxes:$1,983
Remarks: Under contract-accepting backup offers. Welcome to the lifestyle you’ve been dreaming about in the beautiful Golf Course Community of Plantation at Leesburg! Just bring your suitcase and start enjoying the comfort, beauty, and endless amenities this resort-style community has to offer. This beautifully maintained and fully furnished 2-bedroom, 2-bath home with a spacious office, craft room, or optional guest room offers 1,868 square feet of relaxed Florida living designed for both comfort and entertaining. From the moment you walk inside, you’ll fall in love with the bright open floor plan, high ceilings, spacious living areas, and warm inviting feel throughout the home. The large living room flows effortlessly into the formal dining room, creating the perfect setting for hosting family and friends. Beautiful laminate flooring adds warmth and elegance, while ceramic tile flooring in the dining room, kitchen, and laundry room offers easy maintenance. The kitchen is a true centerpiece featuring gorgeous granite countertops, a pantry, and stainless steel appliances that look practically brand new. Step outside and enjoy not one, but two wonderful lanai spaces — an enclosed lanai with acrylic windows for year-round enjoyment and an additional screened lanai perfect for relaxing evenings, morning coffee, or weekend BBQs with friends. The spacious primary suite is your own private retreat with direct access to the lanai, a huge walk-in closet, the main bath offers double sinks with granite countertops, and an oversized walk-in shower. Guests will appreciate the comfortable second bedroom with double closets, while the versatile office/craft room with built-in desk can easily serve as an additional guest room. Plantation shutters throughout the home add timeless style and charm. Additional updates include a NEW ROOF in 2022, HVAC in 2017, and a spacious 2-car garage with beautiful epoxy-finished flooring. Located in the peaceful Glendale Village neighborhood, lawn maintenance is included, allowing you to truly relax and enjoy the quiet surroundings without the constant noise of lawn equipment. Living in Plantation at Leesburg means enjoying an incredible resort lifestyle every single day. Residents enjoy two 18-hole golf courses, three clubhouses, three swimming pools, tennis courts, pickleball, shuffleboard, fitness rooms, billiards, sauna, restaurant, golf shop, walking paths, fishing dock, RV storage, and 24-hour gated security. There are endless clubs and activities including theater, woodworking, biking, bowling, writers groups, social clubs, and so much more. Perfectly located just 1.5 miles from The Villages — without the high prices — and conveniently close to shopping, hospitals, restaurants, and Florida’s Turnpike, this home offers easy access to both east and west coast beaches. Discover the perfect blend of comfort, elegance, and active resort-style living in one of Central Florida’s most desirable communities.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Bonnie Valentine Pa (352-530-5685)
2103 VINE ST, LEESBURG, FL 34748
$169,90082 Days on yellowkey MLS ID: O6389211
2 Days Off yellowkey (back on 5/27/2026)
REDUCED by $10,000 (5.6%) on 05/19/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 868 Built: 1954 Tax: $459 (2025)Community: Leesburg Lakewood ParkSingle Family
Taxes:$459
Remarks: Under contract-accepting backup offers. LOCATION! LOCATION! LOCATION! Charming single-family home located in the heart of Leesburg, offering a great opportunity for homeowners or investors seeking a property with convenience and potential. This cozy residence features 2 bedrooms, 1 bathroom, and approximately 868 square feet of living space, situated on a generous lot of about 0.26 acres, the home provides a functional layout and plenty of outdoor space to enjoy Florida living. ? The spacious yard offers room for gardening, outdoor entertaining, or future improvements. With a quiet residential setting, this property provides a comfortable environment while remaining close to major conveniences, shopping, dining, schools, and recreational amenities throughout the Leesburg area. Very nice semi Remodeled House with a beautiful fenced land 135 X 73 FT It Is Downtown Area, Don’t miss it Opportunity!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Jina Zabbara (407-873-6654)
100 E OAK TERRACE DR #A2, LEESBURG, FL 34748
$150,00017 Days on yellowkey MLS ID: O6407728
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1518 Built: 1980Monthly Fee: $550 Tax: $1,324 (2026)Community: Leesburg Coach Houses At Leesbug CondoCondo
Taxes:$1,324
Tax Year: 2026
Remarks: ***Seller offering $5,000 in concession*** The open-concept living area seamlessly connects the living room, dining area, and stunning kitchen. The kitchen is an entertainer's dream, boasting stainless steel appliances that add a modern touch. With ample cabinet space, the kitchen provides both functionality and style, making meal preparation a delightful experience. Step into the spacious master bedroom with a spacious walk-in closet and private bathroom. The condo also offers a second well-proportioned bedroom, perfect for guests or a home office, providing versatility to suit your lifestyle. The two bathrooms are tastefully designed, combining practicality with a touch of luxury. The home also features a brand new water heater. One of the standout features of this condo are the screened in patio and the attached one-car garage, providing secure parking and additional storage space. Each condo comes with additional storage space in the attic located on the second floor. Seller Offering $5,000 in Concessions! Use it toward your closing costs, down payment, or even a rate buy-down to help make homeownership more affordable. Don’t miss this opportunity — schedule your showing today!
Listing is courtesy of: OLIVER MOSLEY REALTY INC (407-495-2794)
Listing Agent: Shelly Osborne Llc (407-319-4053)
1031 MELLATHON CIR, LEESBURG, FL 34748
$899,0007 Days on yellowkey MLS ID: G5112201
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2555 Built: 1993 Tax: $6,211 (2025)Community: Leesburg East LeesburgSpa: YesSingle Family
Taxes:$6,211
Remarks: One or more photo(s) has been virtually staged. Exquisite Waterfront Estate on Lake Harris with Birdcage Enclosed Pool, In-Law Suite, Private Dock and Boat Slip! Welcome to this rare opportunity on picturesque Mellathon Circle, where stunning modern and historic estates line the shores of Lake Harris. Part of the renowned Harris Chain of Lakes, this breathtaking waterway offers over 75,000 acres of freshwater world-class fishing, boating, and endless recreation. Homes in this exclusive community rarely come available—don’t miss your chance! This stately waterfront home features three bedrooms and two baths on the main level, plus a private upstairs in-law suite with its own full bath and private entrance—ideal for extended family, guests, or multi-generational living. Step inside through a grand mosaic-tiled entrance into the formal living room, where soaring views of the sparkling pool and Lake Harris immediately captivate. The open-concept family room and designer kitchen with delightful bowed cabinets, create the perfect entertaining space, highlighted by a beautiful gas fireplace. A spacious formal dining room easily accommodates large gatherings and your favorite festive furnishings. The luxurious primary suite is a true retreat, complete with private sliders to the pool area, walk-in closet, and a spa-like ensuite bath featuring a separate shower, separate water closet, deep soaking tub and decorative stained glass window. Just steps away awaits your private oasis: a resort style enclosed in-ground pool with sweeping lake views—the ultimate spot for year-round relaxation and entertaining. Beyond the pool, enjoy direct lake access with a dock, covered boat lift, jet-ski dock, and convenient fish-cleaning station. Outdoor enthusiasts will love the generous ¾-acre lot, which includes a large matching two-story barn, a spacious storage shed, and an RV-sized carport with plenty of additional parking for boats, trailers, and toys. Best of all—no HOA! Nearby Venetian Gardens is just minutes away and offers an incredible array of lakefront amenities for residents to enjoy: waterfront dining, scenic walking trails, volleyball courts, spacious picnic areas, a community building, a full-service marina, boat club, and multiple boat launch put-in areas. Conveniently located just minutes from The Villages with world-class shopping, dining, entertainment, and medical facilities, and approximately 1 hour to Orlando attractions, Orlando International Airport or sandy coastal beaches. This exceptional waterfront estate combines modern comforts, timeless charm, and unparalleled lake living. Schedule your private showing today and make this dream property yours!
Listing is courtesy of: KELLER WILLIAMS CORNERSTONE RE (352-369-4044)
Listing Agent: Diane Smallwood (352-787-4325)
308 SUNNYSIDE DR, LEESBURG, FL 34748
$340,000389 Days on yellowkey MLS ID: G5096774
REDUCED by $10,000 (2.9%) on 05/07/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2168 Built: 1940 Tax: $1,690 (2024)Community: Sunset ParkSpa: YesSingle Family
Taxes:$1,690
Tax Year: 2024
Middle School: Carver Middle
Remarks: Under contract-accepting backup offers. The buyers failed to preform, so this unique 4-bedroom estate, is back on the market. where Mediterranean architecture and modern touches combine to create a private oasis. Nestled on beautifully landscaped grounds, this one-of-a-kind property offers a serene escape with exceptional amenities. From the moment you arrive, you're greeted by pathways that wind through flowering gardens and lead to vibrant plants and trees—a sensory experience in every season. The main residence showcases 1450 square feet with rich stucco walls, spacious living areas, and a fireplace in the living room. The formal dining room offers ideal settings for both quiet evenings and grand entertaining with french doors that go to a screened in porch. In the primary suite there is a set of sliding glass doors that lead to your private hot tub surrounded by tropical plants. Step outside and enjoy your own private resort: a sparkling pool bordered by a privacy wall and custom cabana, perfect for lounging or private dining. Guests will feel pampered in the detached 718 square foot guest house, complete with its own kitchenette and full bath with walk in shower...offering comfort, privacy, and style. Whether you're exploring the garden trails or hosting unforgettable gatherings under the stars, this exceptional home is more than a residence—it's a lifestyle. Brand new electrical updates including a breaker box, tankless water heater and GFCI outlets.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (800-948-0938)
Listing Agent: Joseph Bosbous (321-246-1306)
103 ROYAL PALM DR, LEESBURG, FL 34748
$148,50054 Days on yellowkey MLS ID: G5110684
REDUCED by $10,500 (6.6%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1312 Built: 1977Monthly Fee: $397 Tax: $1,740 (2025)Community: Hawthorne At Leesburg A CoopManufactured Home
Taxes:$1,740
Remarks: Welcome to 103 Royal Palm Drive. A warm, welcoming retreat where comfort meets thoughtful design and every detail has been carefully considered. Offering 1,312 square feet of beautifully updated living space, this charming 2-bedroom, 2-bath home invites you to slow down, settle in, and truly enjoy where you live. A beautiful paver driveway (2024) creates excellent curb appeal from the moment you arrive and continues seamlessly along the side yard to the back porch, providing both style and functionality. Just beyond, a welcoming Florida room entry sets the tone, an inviting space filled with natural light that’s perfect for greeting guests, enjoying your morning coffee, or simply easing into the day. From there, step inside and feel the difference. The solid, upgraded subfloors and stylish luxury vinyl plank flooring (2022) create a sense of quality underfoot, while natural light pours through brand-new windows (2023), giving the home a bright and airy feel. Updated lighting with dimmers (2023) allows you to set just the right mood. At the heart of the home, the kitchen is designed to bring friends and family together. Featuring rich solid wood cabinetry with convenient pull-out shelves, stainless steel appliances (Refrigerator 2025), sleek Corian countertops, it’s a space that’s as functional as it is inviting, perfect for everything from morning coffee to holiday gatherings. Thoughtfully placed pendant light fixtures hang above the peninsula and over the sink, adding both style and warm, focused lighting to the space. The spacious primary suite offers a peaceful escape, complete with a custom-built walk-in closet and a beautifully updated en-suite bathroom featuring a walk-in shower for comfort and ease. The guest bathroom includes a tub, thoughtfully designed to accommodate both relaxation and accessibility. (Both bathrooms are ADA compliant.) Step outside and discover even more to love. The large, screened porch is perfect for morning breezes or evening conversations and beyond it, a private wooded backyard offers a serene, natural setting with added privacy, making it the perfect place to unwind. With major updates already completed, including a membrane roof (2023) with new trim (2023), HVAC system (2019), and tankless water heater (2016), this home offers not just beauty, but peace of mind.................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.
Listing is courtesy of: HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC. (352-360-6226)
Listing Agent: Maria Crisostomo (352-626-2914)
30437 ORANGE DR, LEESBURG, FL 34748
$800,00047 Days on yellowkey MLS ID: G5110964
REDUCED by $29,900 (3.6%) on 05/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2665 Built: 1925 Tax: $6,208 (2025)Community: Cisky ParkSingle Family
Taxes:$6,208
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bathroom lakefront home with a detached 1-bedroom, 1-bath cottage, ideally located in Leesburg’s desirable Sunnyside area. As you step inside the main home, you’re greeted by original refinished hardwood floors, 5-inch baseboards, and an open-concept layout filled with natural light. A wall of windows frames breathtaking views of Lake Harris, while the stone wood-burning fireplace creates a warm and inviting focal point in the living room. The upgraded kitchen is designed to impress, featuring stone countertops, stainless steel appliances, a spacious island, and a striking backsplash that ties the space together beautifully. Both bathrooms in the main home have been thoughtfully updated with tiled showers, built-in benches, new vanities, and modern fixtures, offering a clean and contemporary feel. Outdoor living is just as impressive, with wide open lake views from both the main house and cottage patios—perfect for relaxing or entertaining while enjoying the peaceful waterfront setting. The detached cottage offers exceptional versatility and can serve as a short- or long-term rental, in-law suite, or private guest retreat. It features its own open floor plan, a full kitchen with stone countertops, ample cabinetry, and serene lake views from inside. Major updates have already been completed, including new roofs in 2023, repiping and rewiring of both the main home and cottage in 2021, a kitchen renovation in 2023, and new double-pane windows in the Florida room, giving peace of mind to the next owner. Conveniently located just 10 minutes from shopping and dining, this property is perfectly suited as a primary residence, vacation home, or income-producing opportunity. Schedule your private showing today and experience the best of lakefront living.
Listing is courtesy of: CENTURY 21 ALTON CLARK (352-728-2121)
Listing Agent: Regina Rodriguez (352-269-0450)
2927 TANGERINE CT, LEESBURG, FL 34748
$139,900180 Days on yellowkey MLS ID: V4946146
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1288 Built: 1988Monthly Fee: $245 Tax: $1,875 (2025)Community: Leesburg Royal Oak EstatesSpa: NoTownhouse
Taxes:$1,875
Remarks: ASIS GREAT INVESTMENT OPPORTUNITY OR FIRST TIME HOME OWNERSHIP WITH PRESTIGE WATER VIEWS! Very motivated Seller ready for offers! Two bedrooms with beautiful view of pond from upstairs balconies. Convenient half bath downstairs with washer/ dryer hook up. Breakfast bar, Kitchen with appliances, dining and spacious living room. As you enter this unit a screened patio welcomes you home. Two reserved car parking spaces conveniently located around the corner. This townhome has been renter occupied for many years producing an income to owner. This location attracts a lot of tenants looking to enjoy the great entertainment offered by The Villages area. Gated community with swimming pool, club house and fitness center. Enjoy summer days by the pool with your family and friends. Many restaurants and shops nearby. Only a few minutes from Brownwood Square in The Villages!
Listing is courtesy of: COLDWELL BANKER COAST REALTY (386-275-1000)
Listing Agent: Luciana Beck (352-267-0342)
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