Location: Leesburg
Do Not Show Listings
24914 CRANES ROOST CIR, LEESBURG, FL 34748
$275,900162 Days on yellowkey MLS ID: G5104174
1 Days Off yellowkey (back on 2/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1801 Built: 1999Monthly Fee: $180 Tax: $1,350 (2024)Community: Plantation At Leesburg GolfviewSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,350
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Snowbird approved!!!Friendly neighbors invite you to join in the fun. This villa is virtually maintenance free so you can enjoy all the Plantation at Leesburg has to offer.Interior has been upgraded with luxury vinyl plank flooring, gas stove and tankless water heater. . Plenty of room inside and out with 3 bedrooms, living/diningroom and family room. Additionally a 3-season porch and additional patio for chillin and grillin. Patio has electronic awning with mood lighting. Spend your days swimming, in one of 4 heated pools, golfing 36 holes of golf, pickleball, softball, horseshoes, bocce ball, card games, water aerobics, crafting, boating, fishing, exploring Florida. Lawn care trimming and fertilizing done regularly and pressure washing once a year as part of the neighborhood hoa. Orlando Parks less than an hour away. Plantation is located within minutes of all that The Villages have to offer in restaurants and entertainment. You can retire here or snowbird here in this guard gated 55 plus community.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Sandy Twito (352-901-9100)
25251 CRANES ROOST, LEESBURG, FL 34748
$259,90077 Days on yellowkey MLS ID: G5107331
3 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1313 Built: 2001Monthly Fee: $180 Tax: $3,342 (2026)Community: The Plantation At LeesburgSingle Family
Taxes:$3,342
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained 2-bedroom, 2-bath single-family residence located in a gated 55+ golf community offering relaxed, resort-style living. Filled with abundant natural light and a cozy from porch, this bright and airy home features an open floor plan with both a formal living area and a comfortable family room, creating distinct yet connected spaces for entertaining and everyday living. The eat-in kitchen opens to the living room, while the separate dining room is attached to the family room, with the kitchen thoughtfully positioned between the two—providing both functionality and privacy while maintaining an open, welcoming flow. Spacious bedrooms offer comfort and retreat, and the home’s layout enhances its open yet well-defined feel. Recent updates include a roof in 2021, resurfaced kitchen counters and master bath shower, new shower glass enclosures, fresh interior paint, front door paint and garage door paint! The yard was also resoded! Enjoy additional living and entertaining space in the screened-in lanai, perfect for morning coffee or evening gatherings. Residents have access to outstanding amenities including three community pools, two golf courses, a clubhouse with restaurant, tennis courts, and pickle ball courts. Golf View features a secondary quarterly HOA covering lawn maintenance and granting exclusive access to a private pool reserved for Golf View residents. This home offers easy, low-maintenance living in a vibrant community designed to enjoy every day.
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-536-0100)
Listing Agent: Ashlee Mohammed (407-489-5458)
2306 EDGEWATER AVE, LEESBURG, FL 34748
$135,50065 Days on yellowkey MLS ID: G5107988
4 Days Off yellowkey (back on 3/23/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1940 Tax: $1,317 (2025)Community: Edgewater Heights CorrSingle Family
Taxes:$1,317
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Solid Bungalow in Established Leesburg Neighborhood – Possible 2 Bedroom Conversion. Great opportunity for investors or first-time buyers. Currently configured as a 1-bedroom, this home was previously a 2-bedroom and offers potential to convert back if desired. This home features hardwood floors and a functional, easy-flow layout with good natural light. Located on a quiet dead-end street in a stable, established neighborhood primarily made up of long-term residents and working homeowners. Convenient to schools, shopping, parks, and everyday necessities. Property is centrally located in Leesburg with easy access to surrounding areas, the Harris Chain of Lakes, and a short drive to The Villages. Suitable for rental, light renovation, or owner-occupant purchase. Seller will consider all offers.
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Fred Slotnick (352-455-1918)
10679 GOOSE PRAIRIE RD, LEESBURG, FL 34788
$399,00016 Days on yellowkey MLS ID: G5109886
0 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1452 Built: 1976 Tax: $3,274 (2025)Community: UnincorporatedSingle Family
Taxes:$3,274
Elementary School: Treadway Elem
High School: Tavares High
Middle School: Tavares Middle
Remarks: Under contract-accepting backup offers. Make your dreams of country living a reality with this stunning, 10 ACRES of privacy located in Leesburg, FL! Escape into your very own scenic hideaway, featuring two private entry gates, access gates around the property and a long private driveway! This is truly an amazing piece of property! This home is being sold AS-IS with all contents. The roof was replaced in 2007 and HVAC in 2009. Partially open clearing would be perfect for barns, sheds or maybe that dream home you've been thinking about! If you are ready to build your dream home, IMPACT FEES WON'T APPLY HERE if you utilize the existing building. There is plenty of room to add dwellings. You can keep the existing home and make it your own or perhaps turn it into a workshop or stable after you build another living space on the property. Perfect for those DIYs! What a spectacular opportunity to have that country home! Once you see it, you will be blown away! Experience the walking path around the fence line and take in the sights! Got trailers? RVs? Boats? This has the space for all of them! Come see what the hype is all about!
Listing is courtesy of: PICKET FENCE REALTY LLC (352-801-8000)
Listing Agent: David Leo (352-801-5594)
33236 GRAND CYPRESS WAY, LEESBURG, FL 34748
$279,247500 Days on yellowkey MLS ID: G5089755
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 2003Monthly Fee: $265 Tax: $3,053 (2023)Community: Pennbrooke FairwaysSingle Family
Taxes:$3,053
Tax Year: 2023
Remarks: Welcome to Pennbrooke Fairways, a 55+ Community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has to offer and just minutes to Downtown Leesburg. Central Florida living at its best! THIS HOME IS A MUST VISIT!! UNEXPECT THE UNEXPECTED! The view of this home is spectacular to say the least! 3/2 home with oversized birdcage offers much to your outdoor living space! Plenty of room for you to create an outdoor oasis!! Beautiful flooring in main Living room area, and Florida room which is encased with stunning glass windows. There is a custom built pantry that features pull out shelving. You will enjoy the front screen enclosure, Open floorplan, and the VIEW! The birdcage area also has room for a hot tub. Lots of privacy and nature abounds! MUST SEE THIS HOME! ROOF 2019 AC 2024
Listing is courtesy of: MAXREV LLC (904-460-2789)
Listing Agent: Jayne Marvin (352-205-5379)
32747 TIMBERWOOD DR, LEESBURG, FL 34748
$229,24782 Days on yellowkey MLS ID: G5107140
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 1999Monthly Fee: $265 Tax: $2,015 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$2,015
Remarks: WATER VIEW! BEAUTIFUL LANDSCAPING! PLENTY OF UPGRADES! EXPECT THE UNEXPECTED! This adorable 2/2 home has lots of upgrades. There is NO CARPETING in the main living areas. You have newer appliances in your eat in kitchen-where plenty of sunlight shines in. The VIEW is what will draw you in. You have a beautiful backyard space that opens to the WATER VIEW. Nature at its best! Welcome to Pennbrooke Fairways, a 55+ Community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has to offer and just minutes to Downtown Leesburg. Central Florida living at its best! HVAC 2025, REROOF 2019, FURNITURE IS NEGOTIABLE
642 GLEN OAKS DR, LEESBURG, FL 34748
$214,247235 Days on yellowkey MLS ID: G5100872
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1632 Built: 1994Monthly Fee: $265 Tax: $1,999 (2024)Community: Pennbrooke FairwaysSingle Family
Taxes:$1,999
Remarks: Welcome to 642 Glen Oaks, nestled in the heart of Leesburg, Florida—a home where comfort meets simplicity. This inviting residence offers a rare opportunity to enjoy peaceful living with no homes behind, granting you added privacy and tranquil views from your backyard. Step inside to discover a practical floor plan for this 2 bedroom and 2 bathroom home enhanced with easy-care tile and laminate flooring throughout, ensuring both durability and effortless cleaning. While the home is in its original condition with no recent updates, it presents a wonderful canvas for your personal touch and creative vision. Enjoy bright, open living spaces perfect for gathering with friends or relaxing after a long day. The kitchen and bathrooms maintain their classic charm, allowing you to move in and settle comfortably or plan your dream renovations at your own pace. Your laundry room is inside as well. Outside, unwind in the backyard oasis, creating a serene natural backdrop—no neighbors to interrupt your view. This unique setting is perfect for morning coffee, outdoor dining, or simply savoring Florida’s beautiful weather. Additional features include a spacious driveway, 2 car garage, low-maintenance landscaping, and a friendly neighborhood atmosphere. Welcome to Pennbrooke Fairways - a 55+ gated guarded community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump and Wash Stations & 24-hour Gated Security. The community center offers a Restaurant, Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. Guarded, gated community with pools, club recreational centers and more. Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has and just minutes to Downtown Leesburg. Central Florida living at its best! ROOF 2013 HVAC 2024
27601 COUNTRY STONE CT, LEESBURG, FL 34748
$379,88881 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)
10330 PLEASANT VIEW DR., LEESBURG, FL 34788
$335,00052 Days on yellowkey MLS ID: O6384571
1 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 2003Monthly Fee: $28 Tax: $2,362 (2025)Community: Oakmont Silver LakeSingle Family
Taxes:$2,362
Remarks: HIGHLY DESIRED OAKMONT AT SILVER LAKE!!! LOCATION!!! Open Floor Plan, Beautifully Upgraded and maintained cosmetically & mechanically! 2021 ROOF! HARDWOOD FLOORS! FULLY FENCED! SCREENED IN PATIO! 3/4 bedrooms, 2 baths, PLUS OFFICE OR 4TH BEDROOM, 16 SEER AC, 50 GALLON WATER HEATER, AIR CONDITIONED GARAGE, AND SCREENED FOR THE COOLER WEATHER!! Beautiful curb appeal on a quiet dead-end cul-de-sac street. As you step inside, large sliders across the back fill the home with natural light. The convenience of the MOTORIZED SHADE is a spoil-worthy upgrade! The large family room is situated in the heart of the home, surrounded by the kitchen, dining, and office spaces, giving views from most rooms. The family room opens up to a screened patio through glass sliding doors. The oversized dining area will accommodate a large table and space for your buffet! The kitchen is well equipped with ample Corian countertops, stainless steel appliances, a built-in dining area, and a breakfast bar, making it highly functional. The Primary Suite is located on its own side of the home, giving you privacy! The Primary Bath is a true retreat for relaxation with a very long GRANITE countertop with dual sinks, a walk-in shower, and a private water closet. The second and third bedrooms share a bath on the opposite side of the home. The office is off the family room. Step outside to the large FENCED back yard! NEWER SHED! This home is SPOTLESS and MAINTAINED! Excellent Price and Location! Outstanding AdventHealth Waterman Hospital, approx. 10 minutes away! Plenty of restaurants, nightlife, shopping, and schools nearby. Downtown Mount Dora is minutes away and is known for its small Southern charm, many antique shops, festivals, boutiques, charming historical sights, and world-famous dining! Only minutes to downtown Tavares, featuring a fun entertainment district, an international assortment of restaurants, pubs, and music venues. Leesburg International Airport is only 8 minutes away. Several public boat ramps are nearby, along with boat storage areas and marinas. Lake County is known for its beautiful lakes. The Harris Chain of Lakes comprises 8 primary lakes, known for sailing, boating, and water skiing, but it’s best known for its world-class bass fishing. Easy commute to downtown ORLANDO and all theme parks! Welcome Home!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Michelle Chase (407-595-7685)
109 N OAKLAND ST, LEESBURG, FL 34748
$242,400198 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)
2218 ORKNEY DR, LEESBURG, FL 34788
$229,00014 Days on yellowkey MLS ID: G5110470
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 VSingle 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)
5618 ROSEWALL CIR, LEESBURG, FL 34748
$215,00014 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)
33942 LINDA LN, LEESBURG, FL 34788
$725,00023 Days on yellowkey MLS ID: G5110035
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1997 Built: 1979 Tax: $3,415 (2025)Community: Western ShoresSingle Family
Taxes:$3,415
Remarks: Welcome to true lakefront living on the shores of Lake Eustis, part of Central Florida’s highly sought-after Harris Chain of Lakes. This beautifully renovated 3-bedroom, 2-bath home offers direct waterfront access with your own private dock and boat lift—perfect for boating, fishing, and enjoying peaceful sunrise views right from your backyard. Inside, the home has been thoughtfully updated to blend comfort and functionality with a relaxed lake lifestyle. One of the standout features is the indoor/outdoor kitchen, ideal for entertaining family and friends while taking in the waterfront setting. Recent upgrades include all-new appliances in both kitchens, vinyl siding, soffits, and luxury vinyl flooring. Freshly painted interior with a warm neutral tone ready for your final touches Car enthusiasts, boaters, or anyone needing extra space will love the oversized drive-through garage, offering convenient access and ample room for storage, toys, or workshop needs—with additional space perfect for a motorcycle or golf cart. The durable metal roof was installed in 2017. Situated directly on the Western Shore of Lake Eustis, this property combines modern improvements with the charm of lakefront living. Whether you’re looking for a full-time residence, vacation home, or investment property, this Lake Eustis gem delivers the ultimate Florida lifestyle with direct access to the entire Harris Chain of Lakes.
Listing is courtesy of: LAKE PROPERTY STARS (352-973-3283)
Listing Agent: Robin Costoplos Pa (352-973-3283)
7716 PARK HILL AVE, LEESBURG, FL 34748
$389,90086 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)
2316 N GRIFFIN DR, LEESBURG, FL 34748
$545,00020 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
$345,000175 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
$339,00057 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 Agent: Dustin Dubie (352-978-5445)
400 CARMAN DR, LEESBURG, FL 34748
$545,000155 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
$3,875,000184 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)
12401 BLUE HERON WAY, LEESBURG, FL 34788
$475,00034 Days on yellowkey MLS ID: G5109552
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1541 Built: 1991 Tax: $2,511 (2024)Community: Harbor Shores Unit 02Single Family
Taxes:$2,511
Remarks: Under contract-accepting backup offers. Experience waterfront living on a peaceful canal leading directly to Lake Eustis, complete with a private dock and boat lift for effortless days on the water. This bright, sun-filled home showcases spa shower and huge walk-in closet, custom moldings, new windows, elegant ceiling fans, and thoughtful upgrades throughout. The updated kitchen and custom closet organizers add both style and function, while an attic with additional storage provides extra convenience. Major systems—including the roof, hot water heater, and AC—have all been replaced within the past five years for peace of mind. Step outside to your enclosed pool and lanai, creating a private retreat perfect for relaxing or entertaining while enjoying tranquil water views. With its charming character, updated finishes, and serene setting, this home offers the perfect blend of comfort and luxury.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kelsie Brennan (352-638-8608)
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