Location: Leesburg, 34748
Do Not Show Listings
610 COTTAGE PARK LN, LEESBURG, FL 34748
$89,24773 Days on yellowkey MLS ID: G5107513
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 432 Built: 1987Monthly Fee: $265 Tax: $409 (2025)Community: Pennbrooke FairwaysManufactured Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$409
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Discover Your Perfect Central Florida Retreat at Pennbrooke Fairways! Nestled just 5 minutes south of The Villages, this hidden gem offers the ultimate in convenient Florida living. Whether you're dreaming of day trips to Orlando, Tampa, or Daytona Beach—all within 60-90 minutes—or simply enjoying everything this vibrant community has, you'll be perfectly positioned for the lifestyle you've been imagining. Golf enthusiasts will appreciate the exceptional Pennbrooke courses featuring two executive nines and one regulation nine, with packages available exclusively for residents and open to the public. Beyond the greens, Pennbrooke Fairways truly shines with its thoughtful amenities: secure RV and boat storage complete with dump and wash stations, 24-hour gated security for peace of mind, and a welcoming community center housing a hair salon, library, and on-site real estate office—all just steps from your door! Your HOA fees work hard for you, too -- covering cable, internet, and lawn cutting services. Take a refreshing dip in one of the sparkling pools, gather with neighbors at the recreational centers, or join in the calendar full of engaging activities planned year-round. The location truly can't be beat—minutes from The Villages and Brownwood Town Square for nightly entertainment, shopping and dining, and a short drive to charming Downtown Leesburg. With an exceptional community like Pennbrooke, opportunities like this don't last long. This is Central Florida living at its finest! Schedule your showing today—you're going to love calling Pennbrooke Fairways home!
Listing is courtesy of: MAXREV LLC (904-460-2789)
Listing Agent: Jayne Marvin (352-205-5379)
27601 COUNTRY STONE CT, LEESBURG, FL 34748
$379,88879 Days on yellowkey MLS ID: G5107236
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 2007Monthly Fee: $295 Tax: $3,826 (2025)Community: Leesburg Legacy Leesburg Unit 06Single Family
Taxes:$3,826
Remarks: Set on a prominent corner cul-de-sac lot, this expanded Pringle Scarsboro delivers space, privacy, and effortless livability in one of Legacy of Leesburg’s most desirable settings. Thoughtful expansion and a smartly composed floor plan create a home that feels open yet defined, offering multiple living zones that accommodate both refined entertaining and relaxed daily life. The interior is balanced and functional, featuring three well-sized bedrooms and two baths arranged in a split configuration for maximum privacy. A seamless connection between indoor and outdoor living leads to an oversized lanai - an ideal extension of the home for hosting, unwinding, or simply enjoying the Florida climate. Meaningful updates, including a 2020 roof, refreshed interior and exterior finishes, updated flooring, and stainless steel kitchen appliances, underscore the home’s move-in-ready appeal and long-term value. Beyond the front door, Legacy of Leesburg offers a gated, 55+ lifestyle centered on activity, connection, and convenience. Residents enjoy access to tennis, pickleball, bocce, softball, a resort-style pool and spa, and an impressive variety of clubs and social opportunities. HOA services include internet, irrigation, and amenity maintenance, allowing for a truly low-maintenance experience. Ideally located near lakes, natural surroundings, and convenient routes to Orlando and both Florida coasts, this home provides a rare blend of tranquility and accessibility. This is not simply a residence... it’s a well-positioned opportunity to enjoy the best of active adult living in a community designed to elevate everyday life.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Scott Cohara (407-398-9554)
28803 HUBBARD ST, LEESBURG, FL 34748
$149,900229 Days on yellowkey MLS ID: O6338949
1 Days Off yellowkey (back on 12/24/2025)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1728 Built: 1999 Tax: $2,020 (2024)Community: Delouest LandManufactured Home
Taxes:$2,020
Tax Year: 2024
Remarks: Under contract-accepting backup offers. 1999 triple-wide, 1728 sq ft on 0.34 acres. No HOA, Lake Harris access with boat ramp two houses away. Plenty of room to store your boat and other toys. Features 2020 AC, 2023 roof, wood-burning fireplace/chimney in good condition, new water filtration system. On well and septic with an additional unused septic system. Four spacious bedrooms, stunning master bath and walk in closet. Large, fully fenced back yard, and a carport. Needs some TLC. Accepting renovation loans, cash, or hard money.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Judson Osbon (407-955-1672)
109 N OAKLAND ST, LEESBURG, FL 34748
$242,400196 Days on yellowkey MLS ID: O6348065
1 Days Off yellowkey (back on 3/3/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1512 Built: 1950 Tax: $2,875 (2024)Community: Leesburg Oak CrestSingle Family
Taxes:$2,875
Elementary School: Leesburg Elementary
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: Under contract-accepting backup offers. This charming property at 109 N Oakland Street offers a prime location just steps from historic downtown Leesburg. With its inviting curb appeal and classic Florida character, the property is functional and well maintained. The home sits on a spacious lot and provides easy access to Leesburg’s growing downtown district, where you’ll find boutique shops, restaurants, lakefront parks, and community events year-round. Inside, the property maintains its traditional charm while offering functional living areas filled with natural light. The flexible layout makes it a great option for a buyer looking to customize and add value. Outside, the yard provides ample space for outdoor enjoyment, gardening, or future improvements along with a complimenting workshop in the backyard. Located within minutes of Lake Harris, Venetian Gardens, and major roadways like US-441, this property combines convenience with small-town charm. Whether you’re seeking an affordable home close to downtown or a smart investment in a growing area, 109 N Oakland Street delivers excellent potential.
Listing is courtesy of: RLW REALTY (352-771-2560)
Listing Agent: Logan Wilson (352-771-2560)
25039 PINE HILL, LEESBURG, FL 34748
$149,00046 Days on yellowkey MLS ID: G5108806
REDUCED by $3,900 (2.6%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 1989Monthly Fee: $180 Tax: $1,349 (2025)Community: Plantation At LeesburgManufactured Home
Taxes:$1,349
Remarks: Welcome to this two bedroom two bath home located in the highly sought after 55 plus community of Plantation at Leesburg. A new roof was installed 6 years ago plus luxury vinyl plank flooring throughout most of the home, separate living and family room areas, dining room, kitchen with stainless appliances and tiled counter tops, inside laundry with cabinets, full guest bath, large guest bedroom with 8 ft closet with mirror and doors, master bedroom with dual closets, renovated primary bathroom with dual sinks and dual medicine cabinets, newer shower and light fixtures and upgraded fans throughout the home. Sheetrock was installed throughout the home. There's a Florida room and a nice size wood deck for barbecuing an outside entertaining. They're good size shed combination workshop with golf cart garage door and covered carport. A/C was installed in 2011 works very well and was recently serviced. This golf course community has 2 golf courses, 24 hr. guards at the entrances, three club houses, three swimming pools, large Manor clubhouse which hosts plays and musical events as well as many other activities. Activities include billiards, exercise facilities, bocce ball, tennis, pickleball, baseball field, batting cage, archery, RV and boat storage as well as many others.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Dennis Hjorten (352-255-4526)
5618 ROSEWALL CIR, LEESBURG, FL 34748
$215,00012 Days on yellowkey MLS ID: G5110464
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1306 Built: 1990Monthly Fee: $125 Tax: $2,306 (2025)Community: Highland Lakes Ph 01Single Family
Taxes:$2,306
Remarks: This 2/2 home is a must see in this highly sought after 55+ community of Highland Lakes in beautiful Leesburg. Centrally located close to Leesburg and Clermont. Both cities have a lot for those of you that likes walks around lakes or parks and an abundance of restaurants, markets, breweries and other outdoor activities. The community of Highland Lakes have for their community a beautiful clubhouse, tennis courts and pool, picnic tables overlooking a tranquil lake.
Listing is courtesy of: MICKI BLACKBURN REALTY (352-394-6611)
Listing Agent: Sonia Brown (407-600-5150)
7716 PARK HILL AVE, LEESBURG, FL 34748
$389,90084 Days on yellowkey MLS ID: O6375467
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3022 Built: 2008Monthly Fee: $42 Tax: $5,155 (2025)Community: Park Hill SubSingle Family
Taxes:$5,155
Elementary School: Beverly Shores Elem
Remarks: OPPORTUNITY JUST KNOCKED - 20K LOUDER! Big home, big lot, BIG $20K price drop—this one just became the best value in the subdivision. Welcome to a home that truly lives large—inside and out. Set on an impressive .34-acre corner lot, this sprawling residence is one of the largest homes with one of the biggest lots in the neighborhood, offering room to spread out, entertain, and live comfortably for years to come. From the moment you step into the two-story foyer and living room, the sense of openness is undeniable, with soaring ceilings that set the tone for the generous layout throughout. The first floor offers incredible flexibility, including an extra-spacious bedroom and the potential for an in-law or multi-generational living setup. Upstairs, a bright bonus office or loft overlooks the living area through thoughtfully added windows—maintaining the open feel while creating a perfect space for work, play, or relaxation. Storage is abundant at every turn—this home was designed with space in mind. At the heart of the home is a gourmet kitchen built for entertaining, complete with double ovens, a gas stove, TWO refrigerators, large decorative tile, a cozy dinette area, and a separate formal dining room for hosting memorable gatherings. Upstairs, the primary suite is a true retreat, featuring an en-suite layout that flows into a large bathroom and two separate walk-in closets—plenty of room for all your Florida lifestyle essentials, especially when you’re living near the Chain of Lakes. Now let’s talk about the backyard—because this is where the fun happens. Fully fenced, beautifully spacious, and rarely found at this size, the outdoor area offers endless possibilities: gatherings, play, pets, gardening, or simply enjoying the Florida sunshine. The screened-in lanai is perfect for year-round relaxation or entertaining, while the extended concrete patio expands your outdoor living space even further. This is the kind of backyard that invites memories. Additional highlights include a newer upstairs A/C (2024), epoxy garage floors, and thoughtful upgrades throughout. Located in a quiet neighborhood, you’re just minutes from the beauty of Venetian Gardens, nestled between Lake Harris and Lake Griffin, and close to everything Leesburg has to offer. Enjoy a charming downtown filled with local restaurants and shops, easy access to US-441 and US-27, proximity to Sleepy Hollow Sports Complex, Leesburg Hospital, Lake Square Mall, and nearby colleges including Lake-Sumter State College and Beacon College. Whether your lifestyle calls for space, convenience, entertaining, or simply room to breathe—this home delivers it all. Plenty of room, plenty to do, and a location that truly connects you to the best of Leesburg living.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Carrie Pappas (352-460-1109)
147 ROYAL PALM DR, LEESBURG, FL 34748
$225,00042 Days on yellowkey MLS ID: G5108999
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1308 Built: 2020Monthly Fee: $397 Tax: $1,851 (2025)Community: Hawthorne At Leesburg A CoopManufactured Home
Taxes:$1,851
Remarks: Be prepared to FALL IN LOVE with this 2020 HOME that is LIKE NEW and has been IMPECCABLY MAINTAINED. LUXURY VINYL PLANK FLOORS throughout make the LIVING EASY and an OPEN FLOOR PLAN lends a feeling of SPACIOUSNESS and COMFORT. KITCHEN appliances are STAINLESS STEEL and there are AMPLE CABINETS and COUNTER SPACE. There are CEILING FANS placed strategically in the home, crown molding and a neutral color scheme. The PRIMARY BEDROOM has an EN SUITE with DUAL SINKS, SHOWER with a BUILT-IN BENCH, COMFORT-HEIGHT COUNTER & TOILET, and a WINDOW for NATURAL LIGHT. There are TWO ADDITIONAL BEDROOMS for GUESTS, AN OFFICE, TV ROOM or extra STORAGE ~ whatever you like! UPGRADES TO THIS MODEL INCLUDE: DOUBLE-PANE WINDOWS, SLIDING DOOR FRONT OF HOME, and some BULLNOSE CORNERS. The OVERSIZED CARPORT has space for CARS and a GOLF CART, too, plus a LARGE STORAGE SHED WITH STEEL SHELVING (Fridge and portable shelving in shed do not convey). TRANSFERABLE TERMITE BOND.HAWTHORNE is a PREMIER manufactured home CO-OP COMMUNITY with a plethora of AMENITIES, ACTIVITIES AND CLUBS. Included in the monthly fee are: 24-HOUR GUARDED GATE, CABLE, WATER, SEWER, COMMUNITY FACILITIES USE, ACCESS to HARRIS CHAIN of lakes, A BOAT SLIP, DOCK, MARINA, POOL, TENNIS, RV STORAGE & PICKLEBALL COURTS, EMT SERVICES WITHIN THE COMMUNITY & so MUCH MORE! See attachments for comprehensive list/details.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Celie White (352-223-2580)
2316 N GRIFFIN DR, LEESBURG, FL 34748
$545,00018 Days on yellowkey MLS ID: G5110219
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1197 Built: 1952 Tax: $3,439 (2025)Community: Griffin ShoresSingle Family
Taxes:$3,439
Remarks: Direct lake front home on Lake Griffin, part of the Harris chain, this home has been completely reimagined from the inside out, which offers the rare combination of modern finishes, privacy and direct access to one of Central Florida’s most sought-after waterways on the Harris Chain of Lakes. Set on nearly one acre with no HOA, the property slopes gently toward the lake, creating stunning views and a peaceful setting where wildlife, boating activity and spectacular sunrises become part of your everyday backdrop. The interior has been fully renovated to deliver a fresh, modern feel throughout the two-bedroom, two-bath home. From the moment you enter, the open living spaces are designed to showcase the lake, with views stretching from the living room, family room and dining area toward the water. The gorgeous kitchen is truly the centerpiece of the home, featuring an abundance of cabinetry, stainless steel appliances including built-in ovens and a sleek cooktop accented by a touchless vent hood that blends style with convenience. The finishes throughout the home feel thoughtful and elevated, including beautifully selected tile and flooring in both showers. The second bathroom features a clever space-saving shower door design, while the primary bedroom includes a generous walk-in closet area intentionally left open, so you can design the custom closet system that perfectly fits your lifestyle. Practical upgrades add tremendous value and peace of mind, including a brand-new AC system, updated plumbing and electrical and new gutters. An inside laundry area with a stackable washer and dryer is already in place for convenience. Outside, the property shines. Nearly one acre of land with no HOA provides room to breathe and the freedom to enjoy the waterfront lifestyle. The lot gently slopes down to Lake Griffin where you will find a fishing dock ideal for relaxing, casting a line or simply watching the incredible wildlife that makes this lake so special. A private concrete boat ramp allows you to launch your own boat and explore the Harris Chain of Lakes, known for its world-class bass fishing, scenic waterways and the ability to boat between multiple lakes, waterfront restaurants and marinas throughout the chain. Enjoy the outdoors from multiple vantage points, whether you are relaxing on the spacious 22-by-12-foot front patio, entertaining on the rear deck overlooking the backyard and lake or sitting on the dock directly over the water as the sun sets across the lake. A circular driveway leads you to the home and adds both convenience and curb appeal. With a serviced well, well house and a recently pumped septic system, you’ll enjoy the benefit of no water or sewer bills while living on one of Florida’s beloved fishing and boating lakes. This is the perfect opportunity to enjoy a completely updated home with lake views, private lake access, and the freedom of nearly an acre on Lake Griffin, where boating, fishing and nature are right outside your door.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Dawn Giachetti (352-874-2100)
4242 LEAFWAY CIR, LEESBURG, FL 34748
$345,000173 Days on yellowkey MLS ID: O6354460
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2297 Built: 1994Monthly Fee: $165 Tax: $2,526 (2025)Community: Plantation At Leesburg Oak Tree VillageSingle Family
Taxes:$2,526
Remarks: Welcome to The Plantation at Leesburg, a vibrant 55+ active community perfectly located less than an hour from Disney World, Universal Studios, and SeaWorld, and just under two hours from both Florida coasts. Only minutes from Downtown Leesburg, you’ll enjoy convenient access to shops, dining, lakes, and parks; truly the ideal spot for your permanent vacation! This friendly, fully developed community offers over 100 active clubs, two 18-hole golf courses with a full-service restaurant and bar, and three staffed activity centers ensuring there’s always something exciting to do. Your next home features 2 bedrooms, 2 full baths, an office, and a 2-car garage with additional storage cabinets the seller is willing to leave behind. Enjoy the screened-in pool and spacious backyard, perfect for entertaining family and friends. Experience the best of Florida’s active community. The Plantation at Leesburg, where every day feels like a vacation! Buyer must be approved by the HOA. See attachments for the application.
Listing is courtesy of: WYNNMORE REALTY LLC (407-535-0335)
Listing Agent: Cora Johnson (407-535-0335)
3850 PLANTATION BLVD, LEESBURG, FL 34748
$339,00055 Days on yellowkey MLS ID: G5108438
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1998Monthly Fee: $180 Tax: $4,121 (2025)Community: Plantation At LeesburgSingle Family
Taxes:$4,121
Remarks: Welcome home to this beautifully updated 3-bedroom, 2-bathroom POOL HOME in the highly desirable 55+ community of Plantation at Leesburg. Offering an open and spacious floor plan, this home is designed for both comfortable everyday living and effortless entertaining. Step inside and you’ll immediately appreciate the inviting layout, featuring a formal dining room and a generous family room with sliding glass doors that open to the screened-in pool area. The pool is equipped with solar heating—allowing you to enjoy a swim year-round—and features a pump that was replaced in 2025, providing added peace of mind for the new owner. The primary suite is a true retreat, offering ample space, a walk-in closet, and a private en-suite bath complete with granite countertops, a soaking tub, and a walk-in shower. A private door from the bedroom provides direct access to the pool area, creating the perfect indoor-outdoor flow. The upgraded kitchen is a standout, showcasing quartz countertops, elegant cabinetry, a luxurious backsplash, and a large pantry. The adjacent dinette overlooks the pool, making every meal feel like a getaway. The spacious living room also features sliding glass doors to the pool, providing abundant natural light and additional space for gathering with family and friends. Both guest bedrooms are generously sized and share a well-appointed bathroom with granite countertops and a tub/shower combination. Step outside to the screened pool and back porch area, where you can enjoy alfresco dinners, morning coffee, or evening cocktails while overlooking the sparkling water. With plenty of space for outdoor dining and entertaining, this private retreat is perfect for hosting friends and family or simply relaxing and enjoying Florida’s beautiful weather year-round. The Plantation at Leesburg is an active 55+ community with several amenities including 3 club houses, three swimming pools, two 18-hole golf courses, lighted tennis courts, world class fitness centers, men's & women's wet and dry saunas in the fitness center, pickle ball, bocce ball, shuffleboard, softball/ baseball field, horseshoes, beautiful lakes, great fishing, drama clubs, computer clubs, broadway caliber shows, ballroom dancing, billiards, crafts, full-time activity directors, and Plantation Oaks Restaurant. As an added bonus Plantation is located close to shopping, dining, and all the amenities that The Villages has to offer. This home truly has it all — style, space, and the Florida lifestyle you’ve been dreaming of. Call for your private showing today!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-536-0100)
Listing Agent: Dustin Dubie (352-978-5445)
400 CARMAN DR, LEESBURG, FL 34748
$545,000153 Days on yellowkey MLS ID: G5104429
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2356 Built: 2006 Tax: $5,369 (2025)Community: AcreageSingle Family
Taxes:$5,369
Remarks: Welcome to your beautiful 3-bedroom 2 bath home, located in the heart of Leesburg. This 2356 square foot single story style home sits on 1+ gorgeous acre located in a small private gated community of only 5 homes with the friendliest neighbors one could want. New and upgraded features of this property include plenty of room for storage of all of your recreational toys because there is NO HOA to bother you! The home features a large open space with cathedral ceilings, a large bonus Florida room, extra-large added screened lanais off the front and back of the home to enjoy your morning coffee or evening wine while catching a rocket launch, enjoying an easy to access recessed hot tub for safely getting in and out, plus an automated cover to keep in the warmth. Enjoy this bug free space for relaxing anytime of the day. Indoors, the chef-style kitchen features plenty of custom real wood cabinets with newly updated appliances. The laundry features full sized washer and dryer, a hanging space and cabinets to keep the room tidy. The guest bathroom is newly renovated and offers handicap accessibility. New hurricane rated windows with transferable warranty throughout the home, as well as a new energy efficient front door add efficiency for lower utilities. Enjoy your spacious 2-car garage with hurricane rated insulated garage door with Wi-Fi camera capabilities. Room to store all your holiday decorates with 12 feet of overhead storage racks and a climate controlled mechanical roof for storage of delicate items. The property is topped by a metal roof for best hurricane insurability. Rain will empty into the full wrap around 6-inch super gutters with leaf filter gutter guards and downspouts which makes easy maintenance with no worries of leaves from the majestic oak trees that dot the property. The property backs up to 15 acres of private land that will never be developed, beautifully grassed offering a lovely view of sunrise. Desirably located between The Villages, Mount Dora, and Tavares with short drives to restaurants and recreational opportunities. A quick trip to the public boat ramp will have you cruising on Lake Griffin or the chain of lakes from the Lake Harris boat ramp. Come see all that this home has to offer, call for your private showing today!
Listing is courtesy of: DOWN HOME REALTY, LLLP (352-753-0976)
Listing Agent: Rachel Sowder (863-308-3668)
30215 REDTREE DR, LEESBURG, FL 34748
$3,875,000182 Days on yellowkey MLS ID: S5136187
Bed: 6 Bath: 7.5 Gar: 5 Liv Area Sq Ft: 8596 Built: 2002 Tax: $17,078 (2024)Community: Johnsons Mary K & T SSingle Family
Taxes:$17,078
Remarks: Experience a rare blend of serenity, sophistication, and lakefront living on the pristine shores of Lake Harris, part of Central Florida’s famed Harris Chain of Lakes. Tucked behind a private gated drive, this extraordinary property spans 3.06 acres with the added benefit of 46± acres of protected conservation land, creating a sense of unrivaled privacy and natural beauty. Inside the 8,596-square-foot custom residence, craftsmanship takes center stage. Walls of windows capture shimmering water views from nearly every room, while rich design details, from diagonal-laid hardwood floors and porcelain tile to tongue-and-groove, barrel, coffered, and tray ceilings, set an elegant tone. Handcrafted millwork, a stunning leaded glass entry, granite surfaces, multiple fireplaces, and upscale finishes add warmth and timeless appeal. The home was designed for both quiet moments and unforgettable gatherings. An open chef’s kitchen flows into welcoming dining and living areas, perfect for entertaining. Additional spaces include a first-floor game room with its own chilled wine room, a private office with custom woodwork, a dedicated homework station, and a versatile bonus room over the garage, ideal for a theater, guest suite, fitness area, or creative retreat. Each bedroom features a private ensuite bath, offering comfort and privacy for family and guests alike. Step outside to an outdoor haven where you can wander a serene path to a lakeside firepit, relax by the pool, or enjoy your private boathouse with dual lifts for effortless days on the water. The expansive, beautifully landscaped grounds have even hosted picturesque weddings, making this estate as enchanting for events as it is for everyday living. All this tranquility comes with surprising convenience. You’re moments from charming downtown Leesburg and Mount Dora, with nearby golf, shopping, dining, and healthcare options such as UF Health and AdventHealth. Leesburg International Airport is close at hand, while Disney and Orlando International Airport are less than an hour away. This is more than a home, it’s a private lakeside retreat designed for refined living, effortless entertaining, and unforgettable memories.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
26903 HONEYMOON AVE, LEESBURG, FL 34748
$299,90034 Days on yellowkey MLS ID: G5109408
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2005Monthly Fee: $265 Tax: $1,835 (2025)Community: Legacy LeesburgSingle Family
Taxes:$1,835
Remarks: One or more photo(s) has been virtually staged. *** NEW ROOF 4/2026 *** NEW WATER HEATER 4/2026 *** PAID-OFF SOLAR with battery backup means extremely LOW ELECTRIC BILLS in this beautifully maintained home located in the GATED 55+ community of Legacy of Leesburg.*** Welcome to 26903 HONEYMOON AVE. This beautifully maintained 3-BEDROOM, 2-BATH home in the GATED 55+ community of Legacy of Leesburg, one of Central Florida’s most sought-after ACTIVE ADULT neighborhoods. Offering approximately 1,526 square feet, this well-designed home delivers comfort, efficiency, and several valuable UPGRADES. A standout feature is the fully PAID OFF SOLAR system with BATTERY BACKUP, helping reduce electric costs while providing added peace of mind during power outages. The GARAGE floor and DRIVEWAY have been professionally EPOXIED, creating a clean, durable, high-end finish that elevates both function and CURB APPEAL. Inside, the home offers a popular SPLIT BEDROOM FLOOR PLAN with SPACIOUS LIVING and DINING areas ideal for everyday living or entertaining. The primary suite features DUAL VANITIES and a walk-in ROMAN STYLE SHOWER, while the main living area flows comfortably toward the LANAI, providing a RELAXING indoor-outdoor feel. Located in the RESORT STYLE 55+ community of Legacy of Leesburg, known for its MILES of SCENIC WALKING and BIKING TRAILS winding through over 275 ACRES of CONSERVATION LAND, plus a PRIVATE RIVERFRONT PARK. AMENITIES include a RESORT STYLE HEATED POOL, TENNIS, PICKLEBALL, BOCCE, SHUFFLEBOARD, SOFTBALL, HORSESHOES, and a CLUBHOUSE with BALLROOM, GAME ROOMS, BILLIARDS, LIBRARY, FITNESS, and ARTS & CRAFTS studios. On-site RV and BOAT STORAGE available. The affordable HOA INCLUDES LAWN CARE, CABLE, and INTERNET. Conveniently located near SHOPPING, DINING, MEDICAL facilities, and major highways, this home offers the perfect combination of ENERGY EFFICIENCY, quality UPGRADES, and the ACTIVE FLORIDA LIFESTYLE that Legacy of Leesburg is known for.
Listing is courtesy of: COOPER HOMEFRONT REALTY (352-874-5764)
Listing Agent: Joe Cooper (352-874-5764)
4844 HERON RUN CIR, LEESBURG, FL 34748
$257,00013 Days on yellowkey MLS ID: G5110301
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)
121 AZALEA TRL, LEESBURG, FL 34748
$131,00013 Days on yellowkey MLS ID: R4910982
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1428 Built: 1974Monthly Fee: $397 Tax: $1,296 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,296
Remarks: Welcome to this charming 2-bedroom, 2-bath partially furnished home located on desirable Azalea Trail! This well-maintained property features beautiful cherry oak wood floors throughout the main living areas, with cozy carpeting in both spacious bedrooms. The updated kitchen boasts modern cabinets, stylish backsplash, and upgraded countertops—perfect for both everyday living and entertaining. The primary bathroom has been refreshed with an updated vanity and bathtub, adding a touch of comfort and style. Additional highlights include some newer windows, a brand-new washer and dryer, and a large laundry/utility room offering plenty of storage and workspace. Enjoy relaxing in the inviting sitting area under the carport—ideal for morning coffee or evening unwinding. This home offers a wonderful blend of comfort, updates, and functionality in a great location—don’t miss this opportunity! Hawthorne at Leesburg is a vibrant 55+ community that blends comfort, convenience, and affordability. For just $397 a month, residents enjoy a maintenance-free lifestyle that includes water, sewer, lawn care, emergency services, and access to a wealth of resort-style amenities plus secure RV and boat storage. The expansive clubhouse is the social hub of the community, offering over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, a library, and a fine arts studio. A dedicated program coordinator ensures there’s always something fun and engaging on the calendar. For those who love the water, the private marina offers more than 120 boat slips with direct access to the beautiful Harris Chain of Lakes. Safety and peace of mind come standard, thanks to a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Surrounded by natural beauty, the community features scenic walking trails, serene lake views, and plenty of opportunities for fishing and boating. The golf cart-friendly streets make it easy to explore nearby shopping, dining, and medical facilities. With a sparkling pool, endless recreational options, and a warm, welcoming atmosphere, Hawthorne at Leesburg isn’t just a place to live it’s a lifestyle. Schedule your showing today and discover the perfect blend of comfort, community, and convenience.
Listing is courtesy of: BLACK TIE REAL ESTATE PROFESSIONALS, INC. (352-516-8810)
Listing Agent: Dee Brown (352-516-8810)
5440 ROSEWALL CIR, LEESBURG, FL 34748
$234,90035 Days on yellowkey MLS ID: O6389409
REDUCED by $1,000 (0.4%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1991Monthly Fee: $246 Tax: $2,468 (2025)Community: Highland Lakes Ph 01Villa
Taxes:$2,468
Remarks: Impeccably maintained villa that has undergone an extensive renovation, offering an almost-new living experience. Interior updates include recessed lighting with dimmers in the living areas and garage, all-new drywall in the living area and garage, new flooring throughout, and a fully updated kitchen. The home features four new skylights and a new roof, creating a bright and inviting Florida atmosphere. Mechanical and structural improvements include a new HVAC system, new electrical panel, new natural gas fireplace, new washer and dryer, new garage door, and a hot water tank (2025). The bathroom has also been updated for a clean, modern presentation. A lovely courtyard provides an ideal outdoor living space, perfect for relaxing or entertaining. The HOA offers excellent value with low fees, covering termite protection, exterior maintenance, irrigation, and a roof reserve for future replacement. Low taxes further enhance the affordability of this nearly fully renovated Florida home. This villa reflects exceptional care and thoughtful upgrades throughout, offering true move-in readiness.
Listing is courtesy of: REAL PROPERTY INTERNATIONAL (407-909-8000)
Listing Agent: Bob Levy, Sr. (407-509-8255)
25134 CRANES ROOST CIR, LEESBURG, FL 34748
$234,00032 Days on yellowkey MLS ID: G5109439
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1418 Built: 2001Monthly Fee: $180 Tax: $2,000 (2024)Community: Plantation At LeesburgSingle Family
Taxes:$2,000
Remarks: TURNKEY. Welcome to this well-maintained Golfview Village home that has TWO Primary Suites. The covered and screened Front Porch leads way to the leaded-glass front door. Upon entering you’ll appreciate this spacious additional living area, with an abundance of natural light. This inviting home features an open Kitchen complete with a Breakfast Bar, Dining Area, and spacious Family Room. Sliding glass doors provide access to the Enclosed and Screened Lanai. The Inside Laundry Room is complete with wall-mounted cabinets. This enclave of golf course homes enjoys a special ambiance in their community as this Village has its own community Pool, yards are mowed, shrubs are trimmed, homes are power washed and the exterior is maintained, all under the direction of the Golfview Village HOA. The Plantation at Leesburg, situated in Central Florida, is a well-established, access-controlled community that offers 3 fully staffed activity centers equipped with heated pools and spas, fitness facilities, two 18-hole golf courses, a driving range & putting green, Restaurant & Tavern, Pro Shop, woodworking shop, optional RV & Boat Storage, courts for tennis & pickleball, and a variety of activities. Only a short drive to main highways, shopping, health care facilities, attractions and beaches. Equal Opportunity Housing.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Michelle Ritson (407-701-7676)
1502 HIGH ST, LEESBURG, FL 34748
$399,900172 Days on yellowkey MLS ID: O6355283
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 10883 Built: 1910 Tax: $3,357 (2024)Community: Leesburg Archbell SubMulti-Family 5+
Taxes:$3,357
Remarks: Here is a chance to convert this nine-unit property into a cash-flowing, 10-unit multifamily residence. Located in Leesburg, a market with strong tenant demand and long-term growth, this property holds tremendous potential to address an undersupplied rental market and achieve significant returns. A complete renovation, estimated at $400,000, will be required to achieve its maximum potential. Repairs and upgrades will include reroofing, general system maintenance, cosmetic improvements, updated floor plans, and modern interiors. While this project will require significant work, it presents an opportunity for incredible returns, with an After-Repair Value (ARV) of $1,700,000. This property is a fantastic opportunity to provide value for tenants in a location where demand is strong. Don't miss out on this chance to create affordable and comfortable housing for 10 families. Contact your EquityPro Advisor today.
Listing is courtesy of: EQUITYPRO LLC (407-203-6860)
Listing Agent: Navid Rokh (321-900-5977)
925 BEVERLY HARBORS DR, LEESBURG, FL 34748
$319,00026 Days on yellowkey MLS ID: G5109633
REDUCED by $10,000 (3.0%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1842 Built: 1994 Tax: $2,513 (2025)Community: Leesburg Beverly Harbors 02 CondoCondo
Taxes:$2,513
Remarks: Wake up every morning to breathtaking views and sunrises over Lake Griffin from your screened front porch and from many rooms throughout the home. This move-in ready residence offers the perfect blend of comfort, style, and low-maintenance living. The driveway leads you to this unique single-family duplex-style home with the rare bonus of an oversized two-car garage with laundry area. Inside, the home feels light and open with a cathedral ceiling great room featuring a gas fireplace with quartz surround, perfect for cozy evenings. The updated kitchen is designed for both everyday living and entertaining, featuring quartz counter tops, shaker-style cabinetry, stainless steel appliances, a WiFi-enabled range and refrigerator, in-cabinet microwave drawer, and abundant storage. LED recessed and under-cabinet lighting brighten the space beautifully. The private master suite features a vaulted ceiling, oversized walk-in closet, and a fully updated spa-style bath with dual walk-in showers, double sinks, and granite countertops. The split-bedroom floor plan provides privacy, with two additional spacious bedrooms filled with natural light and sharing a guest bath with double vanity and granite counters. Simply relax on your porch, enjoy the panoramic lake views, and let someone else handle the maintenance. Low-stress living, incredible views, and a beautifully updated home — all in one perfect package.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christopher Cheshire (352-446-6174)
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