Location: Leesburg
Do Not Show Listings
5384 AURORA DR, LEESBURG, FL 34748
$539,00020 Days on yellowkey MLS ID: O6418897
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3004 Built: 2006Monthly Fee: $293 Tax: $4,546 (2025)Community: LeesburgSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,546
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2025
Middle School: Oak Park Middle
Remarks: Picture your mornings starting on your own private, second-story balcony, sipping coffee as the sun rises over the quiet woods behind your home. Located in one of Leesburg’s premier communities, this beautiful property welcomes you with a picture-perfect paver driveway, a cozy front porch, and the effortless upkeep of premium Rhino Shield exterior paint. Inside, warm, real hardwood floors flow through an open and airy layout. Step into a light-filled gourmet kitchen where baking and hosting feel effortless. Crisp double ovens stand ready for holiday meals, while a generous central island and breakfast bar invite friends to pull up a stool and chat while you cook. This beautiful space flows naturally into a formal dining room, making it easy to transition from casual meal prep to elegant candlelit dinners. Downstairs also features a cozy fireplace in the living room and a bright, dedicated office that could easily become a fourth bedroom or a creative studio. The layout offers a rare and luxurious setup with two separate primary suites. The main-floor suite is perfect for guests, while the upstairs serves as your ultimate personal sanctuary, complete with a charming reading loft. When it's time to unwind, step out into the massive, screened-in lanai. With a dramatic two-story screen and a backyard that backs right up to the trees with no rear neighbors, it feels like your own private, peaceful oasis. Welcome home.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Mark Vescio (678-895-2631)
27106 CAMERONS RUN, LEESBURG, FL 34748
$419,900306 Days on yellowkey MLS ID: O6343489
REDUCED by $10,000 (2.3%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2436 Built: 2017Monthly Fee: $124 Tax: $4,806 (2024)Community: Leesburg Arlington Ridge Ph 02Single Family
Taxes:$4,806
Tax Year: 2024
Remarks: Price Reduced! NEW ROOF! This beautifully landscaped property offers a 3-bedroom, 2-bath split floor plan with an open-concept layout, outfitted with crown molding and designed for modern living. The master suite is a private retreat, featuring a walk-in shower, double vanity, and a custom walk-in closet with a organized well thought out closet system. The gourmet kitchen boasts a large island with granite countertops, solid wood cabinets, stainless steel appliances, and stylish backsplash, complemented by a breakfast nook. With plenty of room the separate but (still visbile) living and dining rooms makes it great for entertaining. There is also a spacious bonus room ideal for a family room, media room, office or can even be converted into a 4th bedroom. Additional highlights include a laundry room with abundant storage, water softener, and a 2-car garage. Relax year-round in the enclosed patio under air, complete with walls of windows for natural light and motorized shades for privacy. Arlington Ridge is a 24-hour gated and guarded community offering championship golf, resort-style amenities, and low-maintenance living. HOA fees cover lawn care, high-speed internet, cable, and full use of amenities including two pools, hot tub, fitness center, movie theater, and more. Dine at the Chesapeake Grill & Tavern, enjoy walkable streets with sidewalks and lighting, and take advantage of the community’s prime central location—just minutes to shopping, restaurants, and healthcare, with easy access to Orlando, airports, and Florida’s coasts. Don’t miss this neighborhood gem—schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Raymond Reyes (407-243-8940)
21516 CASTLE VIEW CT, LEESBURG, FL 34748
$214,900137 Days on yellowkey MLS ID: G5108841
2 Days Off yellowkey (back on 6/25/2026)
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
Elementary School: None
High School: None
Middle School: None
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)
1000 E DIXIE AVE, LEESBURG, FL 34748
$359,00021 Days on yellowkey MLS ID: O6419432
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1964 Tax: $590 (2024)Community: Leesburg Poinciana HeightsSingle Family
Taxes:$590
Remarks: LOCATION, VALUE, AND STUNNING UPGRADES! Check out this completely renewed 4BR/2BA single-family home in Leesburg! Designed to impress, this solid block home offers the perfect blend of modern style and worry-free living. MAJOR UPGRADES INCLUDE: A brand-new roof (2026), a breathtakingly transformed chef’s kitchen, and beautifully refreshed bathrooms. The property features brand-new exterior landscaping and a gorgeous garden area that sets it apart from anything else on the market. Nestled on a spacious lot in Poinciana Heights with NO HOA, you are just minutes away from downtown Leesburg’s best shopping, dining, and entertainment. Move-in ready and immaculately detailed—this one is a must-see!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Victoria Nassif (321-317-9520)
2700 WESTSIDE DR, LEESBURG, FL 34748
$470,00056 Days on yellowkey MLS ID: O6409123
REDUCED by $5,000 (1.1%) on 06/24/2026
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)
1000 BOYLSTON ST, LEESBURG, FL 34748
$465,00094 Days on yellowkey MLS ID: G5110902
REDUCED by $15,000 (3.1%) on 06/24/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3025 Built: 1958 Tax: $4,575 (2025)Community: Acreage & UnrecSingle Family
Taxes:$4,575
Remarks: Welcome home to this spacious and versatile 5-bedroom, 3-bath home with over 3,000 sq. ft. and NO HOA in the heart of Leesburg! Featuring a private interior in-law suite complete with its own kitchenette, this flexible layout is ideal for multi-generational living or extended guests. Tucked away for a sense of privacy, you're still just minutes from shopping, dining, downtown Leesburg, Venetian Gardens, the community boat ramp to the Harris Chain of Lakes, ski beach, and endless local events and entertainment. The heart of the home showcases a beautifully updated main kitchen featuring high-level granite countertops, stainless steel appliances, rustic knotty pine cabinets, and updated tile flooring. Multiple spacious living areas provide room for everyone, while both a brick fireplace and a cast iron fireplace create the perfect setting for cozy evenings at home. Step outside and enjoy Florida living at its finest on the screened-in paver patio, perfect for year-round relaxing or entertaining. The fully fenced backyard includes a raised garden, a convenient outdoor sink, and separate golf cart parking. Whether enjoying peaceful mornings outdoors, hosting family gatherings, or enjoying boating, fishing, skiing, and more, this property offers a lifestyle as inviting as the home itself, just minutes from your front door. This is more than just a home—it’s the complete Florida lifestyle package! *Aerial photo property lines are an estimate and to be verified by buyer.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Brandie Mathison-Klein (407-488-3446)
27040 CAMERONS RUN, LEESBURG, FL 34748
$419,900127 Days on yellowkey MLS ID: G5106477
REDUCED by $20,000 (4.5%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2201 Built: 2019Monthly Fee: $116 Tax: $5,815 (2026)Community: Leesburg Arlington Ridge Ph 02Single Family
Taxes:$5,815
Tax Year: 2026
Remarks: This Beautiful LIGHT AND BRIGHT "Calla II Model" Home is located on a LARGE CORNER LOT in the highly desirable 55+ Community of ARLINGTON RIDGE. The home offers a SPLIT FLOOR PLAN with an open concept. The KITCHEN FEATUTRS LARGE ISLAND WITH GRANITE COUNERTOPS, SOLID WOOD CABINETRY, STAINLESS STEEL APPLIANCES (currently gas but set up for gas or electric) plus LARGE PANTRY. This home also FEATURES SEPARATE LAUNDRY ROOM including LAUNDRY SINK and EXTRA UPPER AND LOWER CABINETRY. The MASTER SUITE with ENSUITE BATH FEATURES WALK IN SHOWER, DOUBLE VANITY and WALK IN CLOSETS. This home includes SPRAY FOAM INSULATION IN EXTERIOR BLOCK WALLS, RADIANT BARRIER IN THE ATTIC SPACE (R38) and DOUBLE PANE LOW E GLASS WINDOWS. RECENT UPDATES INCLUDE: CULLIGAN WATER FILTRATION SYSTEM, ELECTRIC SHADES IN LIVING AREA, SHADES ON 24'x10' SCREENED LANAI, WHOLE HOUSE 'GENERAC' GENERATOR (hooked up to natural gas underground) newly INSULATED and AIR CONDITIONED 2 CAR GARAGE plus GOLF CART GARAGE. ARLINGTON RIDGE is a 24-HOUR GATED COMMUNITY offering CHAMPIONSHIP GOLF, with RESORT STYLE AMENITIES and LOW HOA fee. YOUR HOA FEE COVERS: lawn care, high speed internet cable, amenities including two pools, hot tub, movie theater and fitness center. Lots of Golf Cart Paths and Walking areas. Dine at the on-site Chesapeake Grill & Tavern. Arlington Ridge is just minutes from shopping, recreation, waterfront restaurants and boat ramps. It's easy access to healthcare, airports and the beaches. COME SEE THIS BEAUTIFUL HOME!
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Lynn Bucklew (407-620-0138)
21506 QUEEN ANNE CT, LEESBURG, FL 34748
$275,000180 Days on yellowkey MLS ID: G5105642
0 Days Off yellowkey (back on 6/24/2026)
REDUCED by $17,500 (6.0%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2041 Built: 1997Monthly Fee: $229 Tax: $2,389 (2025)Community: Royal Highlands Ph 01 Tr B Less Pt Lying W FolSpa: NoSingle Family
Taxes:$2,389
Remarks: Under contract-accepting backup offers. Virtually Staged. Recently reduced and move-in ready, this beautifully maintained 3-bedroom, 2-bath block and stucco residence offers timeless comfort, thoughtful updates, and an inviting setting within the gated golf community of Royal Highlands. Privately situated on a quiet court, this custom Majestic Model features a desirable split-bedroom layout with a screened entry, an east facing Florida Room, a versatile bonus area, and a seamless blend of formal and casual living spaces. The kitchen is both stylish and functional, appointed with Corian countertops, white cabinetry, a gas range, stainless steel appliances, a pantry, disposal, and easy-care laminate flooring, while both baths are enhanced with granite counters. The spacious primary suite offers a relaxing soaker tub, step-in shower, and customized closet storage. Additional features include fresh interior and exterior paint, luxury vinyl plank flooring, a brand-new 2024 roof, water softener, central vacuum, transferable termite bond, new gas dryer, open backyard patio, 3M window tinting, lightning rods, pull-down attic stairs, and a utility sink in the garage. With lovely green space between homes and close proximity to community amenities, this home also offers convenient access to SR27, the Florida Turnpike, I-75, shopping, dining, medical facilities, and Central Florida attractions. Royal Highlands features an impressive array of amenities, including an 18-hole golf course, restaurant, driving range, pools, fitness center, library, recreation center, arts and crafts rooms, courts, softball field, and a Great Hall with theater stage and dance floor. Schedule your private tour today and discover the lifestyle this exceptional home has to offer.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Tonya Tibbetts (207-595-1414)
33710 LINDA LN, LEESBURG, FL 34788
$360,000132 Days on yellowkey MLS ID: TB8481071
REDUCED by $10,000 (2.7%) on 06/24/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2395 Built: 1991 Tax: $4,958 (2025)Community: Western Pines Ph 02Single Family
Taxes:$4,958
Remarks: Virtually Staged. PRICE REDUCTION: Beautiful Pool Home on Linda Lane! This spacious 3-bedroom, 2.5-bath residence with a screened-in pool offers the perfect combination of comfort, style, and Florida living. Featuring two generous living areas, this home provides plenty of space for entertaining, relaxing, or creating a flexible layout to suit your lifestyle. The updated kitchen is designed for both functionality and entertaining, offering plenty of counter space and storage while overlooking the main living areas. The home’s smart floor plan provides comfortable bedrooms and a natural flow that feels open yet inviting. Step outside to your private screened-in pool, ideal for year-round enjoyment, weekend gatherings, or simply unwinding in your own backyard retreat. This outdoor space truly captures the best of Florida living. Major updates include a NEW ROOF (2025) and NEW OUTSIDE AC UNIT (2024) — giving buyers added confidence and long-term value. Located in a quiet, established neighborhood, yet conveniently close to shopping, restaurants, schools, and major roads, this home offers both privacy and accessibility. Pool homes with major updates like this are hard to find — schedule your showing before it's gone!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tonino Damiano (813-345-7487)
1023 MELLATHON CIR, LEESBURG, FL 34748
$2,000,00021 Days on yellowkey MLS ID: G5114003
Bed: 11 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 7111 Built: 1927 Tax: $12,109 (2025)Community: Leesburg East LeesburgSingle Family
Taxes:$12,109
Remarks: Welcome to Paradise on Lake Harris, an extraordinary lakefront estate in Leesburg offering elevated waterfront living, multigenerational flexibility, and income-producing potential. Completely reimagined from a single-story residence into a breathtaking two-story retreat, the main home was designed to capture sweeping Lake Harris views from the moment you arrive. Inside, refined architectural details include cedar plank ceilings, a floating staircase, waterfall granite counters, a butler’s pantry, and beautifully curated living spaces that blend luxury with comfort. The private second-story primary retreat is a true sanctuary, featuring a balcony overlooking Lake Harris and the peaceful beauty of Central Florida lake living. With 6 bedrooms and 4.5 baths in the main residence (4,295 living area), plus four separate apartment units (2,816 living area) that can each comfortably sleep 4 or more, this rare property offers remarkable versatility. Create a private family compound, host extended guests with ease, or explore short-term rental and Airbnb income potential. Located on sought-after Lake Harris, part of the Harris Chain of Lakes, this estate delivers the lifestyle buyers dream of: boating, fishing, sunset views, lakeside entertaining, and space for generations to gather. A rare opportunity to own a luxury waterfront estate where everyday living feels like a private resort.
Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)
Listing Agent: Tony Stanley (407-883-9694)
804 S LONE OAK DR, LEESBURG, FL 34748
$210,000241 Days on yellowkey MLS ID: G5104582
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1963 Tax: $1,701 (2025)Community: Hollywood HeightsSingle Family
Taxes:$1,701
Middle School: Mount Dora Middle
Remarks: Under contract-accepting backup offers. This home is everything you've been looking for in Leesburg Fl. The renovations made in 2021 include a new roof, fresh interior and exterior paint, updated electrical (tested by a licensed master electrician), and a fully serviced HVAC system by a licensed professional, refinished cabinetry, countertops, range and range hood. Both bathrooms have been updated with refinished tile, new vanities, sinks, mirrors, lighting, toilets, and luxury plank flooring back in 2021. All three bedrooms offer new carpet and lighting, and new interior doors have been installed throughout the home. Updated lighting was added in every room except for the unique and stylish living room fixture. The spacious primary bedroom offers excellent privacy. Located within walking distance to Leesburg Elementary and Oak Park Middle School, this property offers both comfort and convenience. Don’t miss this opportunity! Schedule your private showing today!
Listing is courtesy of: IMPERIAL REALTY CENTRAL FL. (352-460-4672)
Listing Agent: Gustavo Berrios Rosado (352-350-0514)
1114 OAK DR, LEESBURG, FL 34748
$299,000259 Days on yellowkey MLS ID: O6355917
REDUCED by $25,900 (8.0%) on 06/24/2026
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 2108 Built: 1953 Tax: $699 (2024)Community: Leesburg Whispering Pines AnnexSingle Family
Taxes:$699
Elementary School: Beverly Shores Elem
Middle School: Carver Middle
Remarks: Price Improvement! This beautifully renovated and spacious single-family home offers 2,108 sq ft of flexible living space with 4–5 bedrooms and 2 full baths. The inviting living room features a cozy fireplace and large doors overlooking the front yard. The updated kitchen includes stainless steel appliances, refreshed countertops, ample cabinetry, and extended space ideal for a coffee bar or buffet. The primary suite offers a sitting or office area, en-suite bath, and direct access to the laundry room and backyard. Situated on a large corner lot, this home also features a covered porch, an adjacent concrete patio, and a 10×17 powered workshop, perfect for storage, projects, or hobbies. Conveniently located near downtown Leesburg, parks, shopping, and dining. The seller may consider concessions.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Jeffrey Fort (352-973-2554)
26209 NEWCOMBE CIR, LEESBURG, FL 34748
$249,000243 Days on yellowkey MLS ID: G5104476
REDUCED by $900 (0.4%) on 06/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1514 Built: 1993Monthly Fee: $125 Tax: $2,128 (2025)Community: Highland Lakes Ph 01BSingle Family
Taxes:$2,128
Remarks: Welcome to relaxed Florida living in the highly sought-after Highland Lakes 55+ gated community. This well-designed 2 bedroom, 2 bath single-family home offers 1,514 sq. ft. of comfortable living space on a beautifully landscaped lot, perfect for those who want a low-maintenance lifestyle without sacrificing style. Step inside to a bright, airy layout with vaulted ceilings in the main living area and an inviting eat-in kitchen ideal for everyday meals or morning coffee. Seller is offering an appliance upgrade allowance of $7500. with an acceptable contract. The glassed-in Bonus Room/Office/Guest Room extends your living space year-round and opens to an open patio overlooking a peaceful nature area—a wonderful spot to unwind, entertain, or enjoy quiet evenings outdoors. The primary suite enjoys direct access to the Florida Room, creating a private retreat. A versatile second bedroom with a built-in Murphy bed easily serves as a guest room, home office, or hobby space. Additional conveniences include an inside laundry room with tub sink, a 2-car garage, tankless water heater, and economical natural gas central heat. Living in Highland Lakes means embracing a vibrant, active lifestyle. Residents enjoy two pools (indoor and outdoor), free RV/boat storage, and countless social and recreational amenities designed to make every day feel like vacation. Don’t miss your chance to experience exceptional living—schedule your showing today!
Listing Agent: Bill Casey (352-636-6336)
1650 ANN ROSE WAY, LEESBURG, FL 34748
$325,000207 Days on yellowkey MLS ID: O6368702
0 Days Off yellowkey (back on 6/13/2026)
REDUCED by $10,900 (3.2%) on 05/15/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1635 Built: 2025Monthly Fee: $18 Tax: $253 (2025)Community: Arbor ParkSingle Family
Taxes:$253
Remarks: Under contract-accepting backup offers. Welcome Home to Exceptional Savings and Florida Living! This beautiful 4/2 could be yours with an estimated payment of $1,711.12 (principal & interest). For a limited time, take advantage of a special 4.99%interest rate and closing costs paid.when using the builder’s preferred lender-potentially saving you thousands of dollars. Adding to the value is an impressive $35,900 price reduction, making now the perfect time to secure your new home in one of Leesburg’s growing communities. The location of this home is ideal as there are plenty of restaurants, shopping centers, main roads, 15 minutes to Florida’s Turnpike, Chain of Lakes, city library and Downtown Leesburg. Step inside and discover a thoughtfully designed single-story floor plan featuring an open-concept layout filled with natural light, ideal for both everyday living and entertaining. Residents will enjoy access to outstanding community amenities, Including: * Resort style swimming pool *pickleball courts *Dog parks *Tot lots/playgrounds *scenic walking trails Whether you’re a first-time homebuyer, looking to downsize, or seeking a great investment opportunity, this home offer the perfect combination of comfort, value, and lifestyle. Don’t miss this opportunity- these incentives are available for a limited time and are subject to change without notice. Payment example is based on preferred lender financing programs. Subject to buyer qualification, credit approval, loan terms, and use of preferred lender. Closing must occur within 30 days. Terms and conditions apply.
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Macarena Munoz (305-773-3684)
5616 LAVER ST, LEESBURG, FL 34748
$249,900263 Days on yellowkey MLS ID: G5103058
REDUCED by $20,000 (7.4%) on 06/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 1994Monthly Fee: $135 Tax: $2,235 (2024)Community: Highland Lakes Ph 02ASingle Family
Taxes:$2,235
Remarks: Ready for immediate occupancy! 2 bedrooms PLUS DEN/STUDY. 2 full baths, WATER VIEWS, this home features open living concept. volume ceilings, tile flooring throughout except for the bedrooms. Living, dining and family rooms, eat-in kitchen with bay window, breakfast bar, all appliances including washer and dryer. Split bedrooms. Updated baths, walk-in closets. NEW ROOF and water heater (Oct. 2025), HVAC 2018. UPDATED electrical panel (Siemens) April 2026! Enjoy morning coffee in the Sunroom, over-looking the water beyond or step outside to the screen enclosed patio. The over-sized garage features 504sf. 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!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sara Sutherland (407-341-6328)
25312 GREEN HERON DR, LEESBURG, FL 34748
$225,000101 Days on yellowkey MLS ID: G5109120
REDUCED by $5,000 (2.2%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1994Monthly Fee: $180 Tax: $3,455 (2025)Community: Plantation @ Leesburg Heron RunSingle Family
Taxes:$3,455
Remarks: 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.
Listing Agent: Shelby Mangiardi (518-421-2875)
1008 MONTEREY DR, LEESBURG, FL 34748
$524,90046 Days on yellowkey MLS ID: G5112870
1 Days Off yellowkey (back on 6/23/2026)
REDUCED by $10,100 (1.9%) on 06/12/2026
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1968 Built: 1973 Tax: $3,986 (2025)Community: Leesburg East LeesburgSpa: NoSingle Family
Taxes:$3,986
Remarks: Under contract-accepting backup offers. Completely remodeled Chain of lakes Canal Front pool home! Leading directly to Lake Harris and the renowned Harris Chain of Lakes, be sure to bring those fishing poles and your boat! This beautifully updated two-story home offers the perfect blend of modern upgrades and comfortable living space. From the moment you step inside, you’ll appreciate the extensive renovations completed throughout the home including luxury vinyl plank flooring, crown molding, updated lighting and ceiling fans, and a fully remodeled interior from top to bottom. The stunning kitchen has been completely redesigned and features quartz countertops, top-of-the-line LG stainless steel appliances, a stainless farmhouse sink, and an impressive walk-in butler’s pantry complete with electric outlets for coffee makers and additional kitchen appliances. There is a lovely downstairs living room and an additional Family room upstairs complete with a custom accent wall, electric fireplace, and built in TV. Downstairs, the living room leads out to the screened pool and patio area, creating an ideal setup for entertaining. The oversized screened pool area is inviting and private, and the pool has recently been resurfaced. The backyard is fully fenced and overlooks the canal. There is also a 30-amp plug already in place for an RV or electric vehicle charging. Conveniently located downstairs is a beautifully updated half bath for guests. Upstairs you’ll find spacious guest bedrooms and a fully remodeled guest bathroom showcasing beautiful tile work, updated fixtures, and modern finishes. One of the guest bedrooms even offers its own private balcony with water views. The spacious primary suite easily accommodates a king-sized bed with additional room for a sitting area and features private balcony access overlooking the pool. The luxurious primary bath has been completely remodeled with dual sinks, a soaking tub, and separate shower. Additional upgrades include a new air conditioning system with Nest remote access capability and a new water heater. Located just minutes from Venetian Gardens, downtown Leesburg, restaurants, shopping, medical facilities, boat ramps, and waterfront attractions including ski beach, this is a rare opportunity to own a move-in ready waterfront home on the Chain of Lakes.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Lena Williams (352-435-4663)
4844 HERON RUN CIR, LEESBURG, FL 34748
$239,000104 Days on yellowkey MLS ID: G5110301
REDUCED by $15,500 (6.1%) on 06/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1995Monthly Fee: $180 Tax: $1,620 (2025)Community: Plantation At Leesburg Heron RunSingle Family
Taxes:$1,620
Remarks: Welcome to your own private retreat—where comfort meets lifestyle! This beautifully maintained, **furnished home** is move-in ready and perfectly situated in a sought-after **55+ gated community**, offering both convenience and peace of mind. Enjoy added value with a newer water heater, while the wood and vinyl fencing provides charm and privacy. Step out back and unwind with tranquil preserve views—no rear neighbors, just nature and serenity. With its desirable **southwest exposure**, you’ll be treated to stunning sunsets right from your spacious porch, the perfect spot for relaxing or entertaining. Residents of this vibrant community 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. Come see it yourself--you'll fall in love!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-717-2000)
Listing Agent: Mildred Feidner (219-669-1201)
1033 MEADOWBEND DR, LEESBURG, FL 34748
$239,90022 Days on yellowkey MLS ID: G5113906
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1388 Built: 2004Monthly Fee: $265 Tax: $1,736 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$1,736
Remarks: Lovely 3-bed/2-bath Siesta Key model offering an open, split-bedroom layout and a large picture window framing serene views of Meadow Oaks Park and its majestic oaks. Enjoy your morning coffee on the front porch or relax in the vinyl-enclosed lanai, which includes an empty hot tub sold AS-IS. The kitchen features maple cabinetry, tile floors, a newer Bosch dishwasher, Samsung stainless refrigerator with dispenser and a newer microwave; wood-look laminate flows through the main living areas. The laundry room has tile flooring and a utility sink with a newer GE washer and dryer. All furniture is included and sold AS IS. Roof was replaced in 12/2017, HVAC in 2020 and water heater in 2022. 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!
Listing is courtesy of: SALLY LOVE REAL ESTATE (352-399-2010)
Listing Agent: Carol Julianelli (352-516-9659)
22240 CALEDONIA DR, LEESBURG, FL 34748
$329,99933 Days on yellowkey MLS ID: G5112932
0 Days Off yellowkey (back on 6/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1716 Built: 2005Monthly Fee: $229 Tax: $2,462 (2025)Community: Royal Highlands Ph 2Single Family
Taxes:$2,462
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this rare gem, with rear views of the conservation! Imagine yourself savoring a morning cup of coffee as you relax and watch the native wild birds from your own Florida Room. Our block and stucco constructed Colchester Model with new roof (2024), and an updated HVAC. The exterior is impressive with gorgeous lava stone landscaping, shade trees, open patio, tiled screened entry, and an automatic screen on the garage. Inside, you'll see the updates and they are sure to please! Quartz counters, Plantation Shutters, Shaker kitchen cabinets with pull-outs and 42 inch uppers! Also featuring stainless steel appliances, water softener, generator, huge single bowl sink, gas range, disposal, and tiled floors. This floor plan offers split bedrooms, ADA shower, inside laundry room, and some furniture is negotiable! Cute as can be! This home has been well maintained an loved dearly. Situated on a lot premium with a slightly oversized garage, this could be the ONE! Don't delay for even a minute. Call for your showing today! Royal Highlands is a 55+ gated golf community with driving range, restaurant, courts, softball field, two pools, fitness center and more clubs than you can imagine! Theater stage, dance floor, library, and close to MCO, Florida Turnpike, Historic Districts, Disney, and The Villages. See you soon!
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