Location: Leesburg
Do Not Show Listings
1121 LUCAS ST, LEESBURG, FL 34748
$139,000261 Days on yellowkey MLS ID: O6350068
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 984 Built: 1922 Tax: $1,102 (2024)Community: Leesburg W C Wilkins SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,102
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Short Sale. Sort Sale.
Listing is courtesy of: GOLDEN DOOR REALTY (407-748-7262)
Listing Agent: Andre Leirias, Llc (407-748-7262)
1805 HIGH ST, LEESBURG, FL 34748
$139,000261 Days on yellowkey MLS ID: O6350082
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1955 Tax: $1,488 (2024)Community: Leesburg Oak CrestSingle Family
Taxes:$1,488
Remarks: Short Sale. Short Sale.
201 MIKE ST, LEESBURG, FL 34748
$139,000261 Days on yellowkey MLS ID: O6350103
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1058 Built: 1925 Tax: $641 (2024)Community: Leesburg J W Lees SubSingle Family
Taxes:$641
1803 HIGH ST, LEESBURG, FL 34748
$139,000261 Days on yellowkey MLS ID: O6350095
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1212 Built: 1939 Tax: $1,824 (2024)Community: Leesburg Oak CrestSingle Family
Taxes:$1,824
11241 EM EN EL GROVE RD, LEESBURG, FL 34788
$760,00055 Days on yellowkey MLS ID: G5111421
REDUCED by $15,000 (1.9%) on 05/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3022 Built: 1997 Tax: $6,532 (2025)Community: HigleySpa: NoSingle Family
Taxes:$6,532
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Dreaming of one day owning a 7.5 ACRE homestead or horse farm complete with a beautiful screened in POOL? A peaceful retreat where you can spend your days and nights enjoying all the things that nature has to offer? Welcome to 11241 Em En El Grove Road. This stunning 4 bedroom 2.5 bathroom home boasting a little over 3,000 sqft of living space is perfectly positioned in the center of gorgeous rolling hills, big shady oak trees, as well as a stunning view of the pond. This is truly a one-of-a-kind home where horses, donkeys, chickens, goats, cows, you name it, are always welcomed with open arms. If farm-life is on your bucket list and you realize that HOA's are over-rated, then you've stopped at the right place!!. This POOL HOME sits ON 7.5 ACRES of pure serenity and bliss- This custom home was updated in 2018 with wood-like tile flooring in the kitchen, family room, hallways & dining room. The interior was freshly painted and recessed can lights were added plus TRIM & DOORS. The master bathroom has a fantastic VANITY, honed marble floors, updated shower w/TILE , beautiful fixtures, and big closets. The hallway bathroom has a vanity w/double sinks, honed marble floors, tub/shower tile and also serves as the pool bath. All bedrooms have spacious closets with closet fixtures. Relax & entertain on your pool deck overlooking the peaceful pond. The back half of the attached two-car garage was converted into a storage/canning room. The large over-sized interior laundry room has enough space that storage racks are able to be utilized. The Property is fully fenced with 3 large pastures and 3 smaller paddocks. For additional entertaining space there is a formal dining room & formal sunken living room with stained concrete floors and a striking fireplace adding a modern element. The kitchen has plenty of wood cabinets, gorgeous tiled backsplash, refinished counters, and newer appliances that were all replaced in 2019 along with the double oven. The kitchen also features a large pantry, breakfast bar and is precisely located in the center of the home making it a fabulous place to gather. Kitchen conveniently opens up into the family room making it a perfect space for everyday casual living. The large kitchen window opens up and overlooks the pool area and large covered patio making this such a functional outdoor living space which is exceptional for entertaining family and friends. French doors lead to the screened pool area from the dining room, the family room and primary bedroom. A huge covered and partially enclosed all block workshop/storage area was built next to the house in 2021. The metal roof was installed on the home in 2019. One HVAC system was replace in 2019 and the 2nd HVAC system was replaced in 2026. The well was replaced in 2019 as well as the septic drain field. The hot water heater was replaced in 2019. The property also has a 3-stall barn (one stall with an attached paddock area) A large 24X12 storage shed utilized as a Feed/Hay/Tack room, Property also has a covered 3-horse wash rack plus 2 separate wells. The property thick tree-line and heavy forage area were extensively cleared creating a picturesque backdrop and view of strategically placed Spanish Moss Oak trees which conveniently create the perfect amount of shade during the Florida summers.
Listing is courtesy of: KELLIE & CO REAL ESTATE (407-617-4186)
Listing Agent: Kellie Wheeler (407-617-4186)
406 S 12TH ST, LEESBURG, FL 34748
$205,00040 Days on yellowkey MLS ID: G5112359
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1188 Built: 1939 Tax: $1,560 (2025)Community: Leesburg Bonaire Heights 02Single Family
Taxes:$1,560
Remarks: Charming 2-bedroom, 1-bath bungalow located in the heart of downtown Leesburg, just a short walk to local restaurants, shops, and Ski Beach/Venetian Park on beautiful Lake Harris. This home features original hardwood flooring throughout most of the interior, adding warmth and character. The spacious living room includes an adjacent flex space perfect for a home office, reading nook, or additional sitting area. Off the dining room, you'll find a utility room currently used for storage and laundry, complete with a window A/C unit for added comfort. Step outside to enjoy the large backyard with a storage shed, offering plenty of room for entertaining, gardening, or future possibilities. Major updates include a new A/C in 2025, tankless water heater installed in 2022, and roof replaced in 2021. Seller relocation creates a fantastic opportunity for the next owner. Schedule your private showing today!
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Lori Walker (352-516-7804)
113 TROPICAL LN, LEESBURG, FL 34748
$114,90035 Days on yellowkey MLS ID: G5112606
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1132 Built: 1975 Tax: $1,218 (2025)Community: Brittany EstatesMobile Home
Taxes:$1,218
Remarks: Welcome to Brittany Estates — one of Leesburg’s most sought-after resident-owned 55+ waterfront co-op communities located on the shores of beautiful Lake Griffin and the renowned Harris Chain of Lakes. This FULLY FURNISHED 2-bedroom, 2-bath double-wide home is ideally situated on a desirable corner homesite and offers the perfect blend of affordability, comfort, and the relaxed Florida lake lifestyle buyers are searching for. Inside, you’ll find wood laminate flooring throughout the main living areas and bedrooms, creating a warm and cohesive feel throughout the home, while the spacious Florida Room features ceramic tile flooring and newer windows, providing additional living space perfect for entertaining, relaxing with friends, or enjoying your morning coffee. The home conveys fully furnished, making this truly a move-in-ready opportunity. This property also offers important updates that provide added value and peace of mind, including a TPO roof installed over the mobile home in 2024 and a 200-amp electrical service conversion to underground service completed previously. Brittany Estates is known for its strong sense of community ownership pride and exceptional amenities without the high monthly fees often associated with waterfront living. Residents enjoy a heated screened pool overlooking Lake Griffin, clubhouse, marina with boat slips, private boat ramp, fishing pier, shuffleboard, pickleball, horseshoes, library, game room, and an active social calendar. The community is golf-cart friendly and pet-friendly, encouraging residents to enjoy the Florida lifestyle to the fullest. As a shareholder in the co-op, the monthly fee is just $160 and includes water, sewer, lawn care, twice-weekly trash pickup, and storage — an outstanding value for waterfront living on the Harris Chain of Lakes. Conveniently located just minutes from shopping, dining, medical facilities, and everyday conveniences, this property offers the rare combination of affordability, location, and resort-style amenities. Brittany Estates requires a $200 application fee for the approval process. All information deemed reliable but not guaranteed and should be verified by buyers. Room measurements are approximate and should be independently verified by buyers.
Listing is courtesy of: WORTH CLARK REALTY (352-988-7777)
Listing Agent: Chris Day (352-988-7777)
4841 GLEN COE ST, LEESBURG, FL 34748
$285,00043 Days on yellowkey MLS ID: G5112234
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2197 Built: 2004Monthly Fee: $229 Tax: $2,929 (2025)Community: Royal Highlands Ph 02-A Lt 1173 Orb 2040Spa: NoSingle Family
Taxes:$2,929
Remarks: Welcome to your opportunity in Royal Highlands — a gated 55+ golf community where space, privacy, and potential come together. Situated on a desirable corner lot with a circular driveway, this 3 bedroom, 2 bathroom home offers 2,197 square feet of comfortable living space with room for everyone to spread out. Unlike many communities, you'll appreciate the generous distance between neighboring homes, giving you a more open and peaceful setting. Inside, the functional floorplan features spacious bedrooms, separate family and living rooms, and a formal dining room perfect for gatherings, entertaining, or everyday living. Step outside to enjoy the large screened-in patio complete with a birdcage enclosure — an ideal spot for relaxing mornings or unwinding in the evenings while enjoying Florida living year-round. All the space is here and waiting for your personal touches to truly make it shine. Whether you're looking for your forever home, an investment opportunity, or a property you can customize to your taste, this home offers endless potential in a sought-after community offering golf, security, and an active Florida lifestyle.
Listing is courtesy of: VANTAGE POINT REALTY CO. (321-287-9123)
Listing Agent: Tracie Ruffolo (321-287-9123)
304 BRIGADOON CIR, LEESBURG, FL 34788
$193,000233 Days on yellowkey MLS ID: OM712733
REDUCED by $5,000 (2.5%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1278 Built: 1987Monthly Fee: $215 Tax: $1,392 (2024)Community: Scottish Highlands CondoSingle Family
Taxes:$1,392
Remarks: Best Buy in Scottish Highlands. There’s something special about a place that feels calm the moment you walk in. This charming 55+ home was designed for easy living, with gleaming hardwood floors throughout—no carpet anywhere—and sunlight streaming through and NO REAR NEIGHBORS! The high ceilings add an airy sense of space, while every room feels warm and inviting. Step out back and you’ll find your own private garden oasis. With no rear neighbors, it’s peaceful and secluded, surrounded by lush Zoysia grass that stays green thanks to a private IRRIGATION WELL. The porch is the perfect spot for morning coffee or quiet evenings. Inside, thoughtful updates make life effortless: a NEWER ROOF, HVAC, UPDATED WINDOWS and WATER HEATER, a beautiful primary suite with double closets and an updated en suite bath, plus a spacious second bedroom with a generous walk-in closet. While the home could use a few small cosmetic touches (paint) to make it truly your own, the solid structure and well-maintained systems mean the hard work is already done. The neighborhood is known for its friendliness and sense of community. You’ll be close to everything—just a mile from shopping, dining, and the post office, and a short drive to Mount Dora, The Villages, two hospitals, and the airport. Residents here enjoy resort-style amenities, including an indoor heated Olympic-sized pool, an outdoor pool, two community centers full of activities, and even a private neighborhood TV station. The affordable HOA covers basic cable, internet, and private sewer, so you can simply relax and enjoy life. This home offers the best of Florida living—beautiful weather, lively seasonal festivals, and a welcoming community that truly feels like home. Call now and arrive just in time for Winter Festivals and Activities in Lake County. Seller will consider a Lease Purchase for the right person.
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Valerie Foerst (352-360-3492)
326 HAWTHORNE BLVD, LEESBURG, FL 34748
$59,000216 Days on yellowkey MLS ID: G5104619
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1264 Built: 1973Monthly Fee: $397 Tax: $981 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$981
Remarks: Charming Corner-Lot Fixer-Upper in Hawthorne at Leesburg – Endless Potential! Discover an incredible opportunity to own a home in the highly desirable Hawthorne at Leesburg, a premier 55+ gated community known for its beautiful grounds and active lifestyle. This corner-lot gem sits on one of the community’s most attractive parcels, offering extra space, added privacy, and wonderful natural light. While the home is in need of updates and repairs, it provides the perfect blank canvas for buyers looking to create their dream Florida retreat. With some vision and TLC, this property could truly shine. Upgrades: exterior vinyl siding, HVAC system 2022. .............Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.
Listing is courtesy of: HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC. (352-360-6226)
Listing Agent: Maria Crisostomo (352-626-2914)
127 ROYAL PALM DR, LEESBURG, FL 34748
$164,99936 Days on yellowkey MLS ID: R4911299
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1452 Built: 1976Monthly Fee: $397 Tax: $1,532 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,532
Remarks: Beautiful 2-bedroom, 2-bath river view home offering 1,452 square feet of comfortable living space on the desirable Royal Palm Drive in Hawthorne at Leesburg! This well-maintained home features an open concept floorplan with an updated kitchen showcasing a large island and charming country farmhouse style. Enjoy relaxing river views from both the spacious screen room and the Florida room, creating the perfect setting for morning coffee or evening sunsets. The home offers laminate flooring throughout the main living areas, tile flooring in the Florida room, and carpet in the guest bedroom. Both bedrooms feature walk-in closets for ample storage. The main bedroom includes a walk-in shower, while the guest bath offers a convenient tub/shower combination. Updated windows allow for plenty of natural light and energy efficiency. Outside, the large backyard provides beautiful river views along with mature shade trees and room for golf cart parking. Additional features include newer washer and dryer, inviting outdoor living spaces, and a peaceful setting that makes this home a true retreat. 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 has 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!
Listing is courtesy of: BLACK TIE REAL ESTATE PROFESSIONALS, INC. (352-516-8810)
Listing Agent: Dee Brown (352-516-8810)
111 CHESTNUT ST, LEESBURG, FL 34748
$119,90036 Days on yellowkey MLS ID: R4911297
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1975Monthly Fee: $397 Tax: $1,171 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,171
Remarks: Beautifully furnished 2-bedroom, 2-bath home situated on a desirable corner lot and lovingly maintained throughout! This well-cared-for property features a roof over, durable vinyl siding, updated windows, and a brand-new A/C unit installed in 2025 for added comfort and peace of mind. The kitchen has been refreshed with updated countertops and includes a new refrigerator, while the newer washer and dryer add extra convenience. This move-in ready home also includes four ladders stored under the home that will remain with the property. An added bonus is the portable A/C unit in the main bedroom along with a generator capable of keeping the entire home cool during a power outage. Don’t miss this clean, comfortable, and thoughtfully updated home! 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.
1311 BRAEBURY DR, LEESBURG, FL 34748
$260,000134 Days on yellowkey MLS ID: O6378780
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1961 Tax: $2,048 (2025)Community: Leesburg Hampton CourtSingle Family
Taxes:$2,048
Remarks: Lots of room with a view! Bring your easy chair, sit back, and relax while you enjoy the park-like, gentle water view of Lake Robinhood directly across the street from your front yard or in central air-conditioned comfort through your large living room picture window. This charming 3-bedroom, 2 full bath home with a large privacy fenced back yard has no rear neighbors and plenty of room for your toys and trailers. Some updates started. New Roof, Kitchen and floor renovated in 2022. Five minutes to restaurants, grocery stores, shopping, medical facilities, and parks. Leesburg is home to the Harris Chain of Lakes, with fantastic pleasure boating and fishing. Only one hour to most Orlando attractions and incredible ocean beaches. Don't miss this one!
Listing is courtesy of: ACRE TERRA GROUP LLC (321-368-3649)
Listing Agent: Olga Rolon (407-666-3066)
27601 STONEY BROOK DR, LEESBURG, FL 34748
$299,90048 Days on yellowkey MLS ID: G5112043
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1490 Built: 2007Monthly Fee: $293 Tax: $3,081 (2025)Community: Legacy/Leesburg Un #7Single Family
Taxes:$3,081
Remarks: THIS IS THE ONE YOU HAVE BEEN WAITING FOR AND IT CHECKS ALL THE BOXES. GREAT KITCHEN WITH LG STAINLESS STEEL APPLIANCES, LAMINATE FLOORING, EAT IN KITCHEN, 2023 PAINTED INSIDE 2025 EXTERIOR PAINTED 2023 ROOF 2019 DOUBLE PANE WINDOWS, AND 3 BEDROOMS WITH 2 FULL BATHS. IF YOU HAVE ALWAYS WANTED OUTDOOR SPACE TO ENTERTAIN, ROOM ENOUGH FOR THE GRANDKIDS OR ENJOY WATCHING FLORIDA SUNSETS THEN LOOK NO FURTHER. ALL OF THIS IN ONE OF CENTRAL FLORIDA'S PREMIER 55+ COMMUNITIES. LEGACY OF LEESBURG. LEGACY IS A NATURE THEMED COMMUNITY WITH MILES OF WALKING TRAILS AND ACRES OF CONSERVATION. FOR THE ACTIVE ADULT THERE IS PICKLEBALL, TENNIS, BOCCE, AND A RESORT STYLE POOL. RV AND BOAT STORAGE ON SITE. COME SEE WHY SO MANY CALL LEGACY HOME.
Listing is courtesy of: DOUBLE MM DEVELOPMENT, LLC (352-552-0017)
Listing Agent: Mo Mclay (352-552-0017)
12024 LAKEVIEW DR, LEESBURG, FL 34788
$99,90040 Days on yellowkey MLS ID: G5112415
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1608 Built: 1979 Tax: $3,029 (2025)Community: Lake Eustis Village ParkSpa: NoManufactured Home
Taxes:$3,029
Elementary School: Treadway Elem
High School: Eustis High School
Middle School: Eustis Middle
Remarks: INVESTOR SPECIAL – FIXER UPPER WITH MASSIVE POTENTIAL! Opportunity knocks on this oversized .38-acre corner lot featuring three separate structures and endless possibilities! Whether you’re an investor, flipper, contractor, or someone looking for a property with space to create your vision, this one deserves a look. The manufactured home offers an expansive layout with 3 bedrooms, 2 bathrooms, a split floor plan, and formal dining area, but it is currently down to the studs and will require a full rehab or possible replacement. Bring your imagination and either replace or transform this property into something special. A standout feature is the detached storage building with attached garage located southwest of the home, offering covered parking space for multiple vehicles, workshop potential, storage, or hobby space. There’s also an additional storage building on the east side of the property that could be restored for even more functionality. Cool off during those hot Florida days in the private pool, which also needs work but could become an amazing backyard centerpiece with some TLC and vision. Situated on a large corner lot with paved road access on two sides and NO HOA, this property offers flexibility that’s hard to find. Possible home business opportunity, room for toys, equipment, boats, trailers, or future improvements. The possibilities truly are endless! Please note: there is currently a significant amount of debris and personal property on-site; however, the owner is exploring options to have the property cleaned out and much/all of the debris removed. Property is being sold completely AS-IS with no repairs or warranties expressed or implied. Cash only. Don’t miss your chance to unlock the potential of this unique property that is priced to sell — schedule your private showing today! — Al Spry The Realtor® Guy
Listing is courtesy of: BEACON REAL ESTATE & ASSOC (352-253-9200)
Listing Agent: Al Spry (407-310-3064)
12067 CALLICARPA LN, LEESBURG, FL 34788
$310,00048 Days on yellowkey MLS ID: O6405967
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 2020Monthly Fee: $49 Tax: $3,176 (2025)Community: Meadow Rdg/Grand Island Ph 2Single Family
Taxes:$3,176
Remarks: BACK ON THE MARKET! Buyer got cold feet! This beautifully maintained 3-bedroom, 2-bath home located in the desirable Meadow Ridge at Grand Island community is BACK! Built in 2020 and kept in exceptional condition, this home offers a desirable split floor plan with spacious living areas and modern finishes throughout. Situated on a premium corner lot, the property provides added privacy and curb appeal. Enjoy peace of mind with a recently serviced septic system and the benefit of a low HOA. Move-in ready and conveniently located near shopping, dining, and major roadways, this home is a must see!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Janet Lynn (407-314-6198)
4331 MAGNOLIA AVE, LEESBURG, FL 34748
$299,90037 Days on yellowkey MLS ID: L4961818
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1396 Built: 1960 Tax: $1,441 (2025)Community: UnincorporatedSingle Family
Taxes:$1,441
Elementary School: Leesburg Elementary
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: Fractional Ownership. Step into timeless Florida charm with this beautifull 1960-built waterfront home featuring 2 bedrooms, 2 bathrooms, and a dedicated office space. Nestled on a peaceful freshwater canal with direct access to the renowned Lake Harris Chain of Lakes, this property blends historic character with an unbeatable outdoor lifestyle. From the moment you arrive, you’ll appreciate the home’s classic charm, warm character, and inviting atmosphere that newer homes simply can’t replicate. Spend your days bass fishing from your backyard or enjoying endless waterfront activities including water skiing, jet skiing, paddle boarding, canoeing, and kayaking. Whether you’re searching for a full-time residence, weekend retreat, or waterfront getaway, this unique home offers vintage charm, scenic beauty, and true Florida living at its finest
Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)
Listing Agent: Skip Scism, Ii (863-608-4356)
5106 CHANTICLEER DR, LEESBURG, FL 34748
$535,00037 Days on yellowkey MLS ID: G5112349
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3112 Built: 2006Monthly Fee: $180 Tax: $4,549 (2025)Community: Plantation At Leesburg Chanticleer Village LSingle Family
Taxes:$4,549
Remarks: Welcome to 5106 Chanticleer Dr, a rare and extensively expanded custom home located in the highly sought-after Plantation at Leesburg, one of Central Florida’s premier 55+ gated golf communities. Offering 3 bedrooms, 2.5 baths, a versatile flex room, and an impressive 3,112 square feet of living space, this thoughtfully designed residence combines spacious living, quality upgrades, and exceptional functionality rarely found in the community. From the moment you enter, you’ll appreciate the soaring ceilings, elegant archways, abundant natural light, and oversized living spaces that create an open yet inviting feel throughout the home. The expansive layout offers multiple entertaining and gathering areas, while the split-bedroom floor plan provides privacy and flexibility for guests or multigenerational living. The flex room is ideal for a home office, hobby space, library, or additional guest accommodations. The kitchen is both spacious and functional, featuring upgraded appliances, abundant cabinetry, generous counter space, and a large center island perfect for cooking and entertaining. The adjacent living areas flow seamlessly to the oversized rear porch through beautiful French doors, creating the ideal indoor-outdoor Florida lifestyle. Extensive structural upgrades set this home apart, including a garage expansion with an additional 6’ on the right side and 4’ to the front, a 4’ bedroom extension, a fully enclosed 16’x10’ room off the left-side patio with windows, and a massive 30’x10’ rear porch ideal for relaxing or entertaining. Additional custom storage spaces include a 10’x10’ closet with window in the flex room and another 12’x10’ closet in the rear guest room. The primary suite features upgraded luxury vinyl plank flooring and its own dedicated HVAC system for enhanced comfort and efficiency. Major mechanical updates include a new roof (2021), HVAC system (2021), and hot water heater (2020). The home also features an upgraded oversized gutter and downspout system engineered to meet FBC2001 wind load standards for added durability and peace of mind. Residents of Plantation at Leesburg enjoy resort-style amenities including two 18-hole championship golf courses, three clubhouses, three heated pools, fitness centers, tennis and pickleball courts, walking trails, fishing lakes, an on-site restaurant, and countless clubs and social activities. Conveniently located near shopping, dining, medical facilities, and the Florida Turnpike, this one-of-a-kind property offers the perfect blend of comfort, flexibility, and active Florida living.
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-717-2000)
Listing Agent: Mary Jane Grimes (410-353-0795)
26921 WHITE PLAINS WAY, LEESBURG, FL 34748
$229,00065 Days on yellowkey MLS ID: G5111039
REDUCED by $10,000 (4.2%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1254 Built: 2009Monthly Fee: $303 Tax: $5,937 (2025)Community: Arlington Ridge Ph 01-CVilla
Taxes:$5,937
Remarks: New Price Improvement!!!! NEW ROOF 2023! Turn-key furnished and including an electric golf cart, this beautifully maintained 2-bedroom, 2-bath open-concept villa is move-in ready—just bring your toothbrush and clothes. Located in a secure, manned gated golf community, this home offers comfort, convenience, and an exceptional lifestyle. A welcoming sitting porch greets you upon arrival. Inside, you’ll enjoy an open layout with views through to the backyard. The spacious kitchen offers abundant cabinet and counter space, while the split-bedroom floor plan provides privacy for owners and guests alike. The primary suite features two closets, dual vanities, and a walk-in shower with grab bars for added safety. The north-facing lanai stays shaded, creating a comfortable outdoor retreat year-round. Additional highlights include no carpet, with tile and laminate flooring throughout. Exterior painting, roofing, lawn care, landscaping, irrigation, and cable TV are all included in the low HOA fee. Conveniently located within 5 minutes of grocery stores, restaurants, banks, and pharmacies, approximately 45 miles to Orlando theme parks and the airport, and only 10 minutes to a free boat ramp accessing the 15,000-acre Harris Chain of Lakes. Community amenities are second to none, featuring an 18-hole golf course, driving range, putting and chipping greens, lighted tennis and pickleball courts, two swimming pools (one heated), hot tub, fitness center, locker rooms with showers, billiards room, crafts room, library, movie theater, reception hall, restaurant, and pub. Golf cart friendly community—drive your cart from home to the clubhouse and amenities! Call today to schedule your private showing before this opportunity is gone!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Monica Mcdonald (352-250-8681)
35724 DAWN DR, LEESBURG, FL 34788
$268,00054 Days on yellowkey MLS ID: O6404214
INCREASED by $38,000 (16.5%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1986 Tax: $2,235 (2025)Community: Haines Creek HeightsSingle Family
Taxes:$2,235
Remarks: One or more photo(s) has been virtually staged. Short Sale. THE PERFECT START OR A SAVVY ADDITION WITH OUTDOOR FREEDOM! This move-in-ready 3BR/2BA home offers the ultimate blend of interior peace of mind and incredible outdoor potential. Tucked away at the very end of a quiet dead-end street, the property sits on a spacious lot that provides exceptional privacy and plenty of room to build your dream backyard oasis, park your toys, or entertain. Major recent interior and structural updates—including a newer roof and a newer AC system—mean you won't have to spend a dime on immediate capital expenses, saving you thousands and ensuring easier insurance options. Enjoy a low-maintenance lifestyle with durable tile and laminate flooring throughout—absolutely NO carpet to worry about after a day spending time outside! Best of all, with NO HOA restrictions, you have the absolute freedom to truly make this expansive outdoor space your own—bring your boat, your RV, or your utility trailers while keeping your monthly carrying costs at a zero-dollar minimum. Whether you’re looking for your first "Home Sweet Home" with room to grow or a lucrative, high-demand rental with great curb appeal, this solid 1986 build is ready for its next chapter. Easy to show and priced to sell—schedule your tour today!
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Elieser Mercado, Jr (321-888-6328)
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