Location: Leesburg , 34748
Do Not Show Listings
1000 BOYLSTON ST, LEESBURG, FL 34748
$465,00097 Days on yellowkey MLS ID: G5110902
REDUCED by $15,000 (3.1%) on 06/24/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3025 Built: 1958 Tax: $4,575 (2025)Community: Acreage & UnrecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,575
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome home to this spacious and versatile 5-bedroom, 3-bath home with over 3,000 sq. ft. and NO HOA in the heart of Leesburg! Featuring a private interior in-law suite complete with its own kitchenette, this flexible layout is ideal for multi-generational living or extended guests. Tucked away for a sense of privacy, you're still just minutes from shopping, dining, downtown Leesburg, Venetian Gardens, the community boat ramp to the Harris Chain of Lakes, ski beach, and endless local events and entertainment. The heart of the home showcases a beautifully updated main kitchen featuring high-level granite countertops, stainless steel appliances, rustic knotty pine cabinets, and updated tile flooring. Multiple spacious living areas provide room for everyone, while both a brick fireplace and a cast iron fireplace create the perfect setting for cozy evenings at home. Step outside and enjoy Florida living at its finest on the screened-in paver patio, perfect for year-round relaxing or entertaining. The fully fenced backyard includes a raised garden, a convenient outdoor sink, and separate golf cart parking. Whether enjoying peaceful mornings outdoors, hosting family gatherings, or enjoying boating, fishing, skiing, and more, this property offers a lifestyle as inviting as the home itself, just minutes from your front door. This is more than just a home—it’s the complete Florida lifestyle package! *Aerial photo property lines are an estimate and to be verified by buyer.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Brandie Mathison-Klein (407-488-3446)
27040 CAMERONS RUN, LEESBURG, FL 34748
$419,900130 Days on yellowkey MLS ID: G5106477
REDUCED by $20,000 (4.5%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2201 Built: 2019Monthly Fee: $116 Tax: $5,815 (2026)Community: Leesburg Arlington Ridge Ph 02Single Family
Taxes:$5,815
Tax Year: 2026
Remarks: This Beautiful LIGHT AND BRIGHT "Calla II Model" Home is located on a LARGE CORNER LOT in the highly desirable 55+ Community of ARLINGTON RIDGE. The home offers a SPLIT FLOOR PLAN with an open concept. The KITCHEN FEATUTRS LARGE ISLAND WITH GRANITE COUNERTOPS, SOLID WOOD CABINETRY, STAINLESS STEEL APPLIANCES (currently gas but set up for gas or electric) plus LARGE PANTRY. This home also FEATURES SEPARATE LAUNDRY ROOM including LAUNDRY SINK and EXTRA UPPER AND LOWER CABINETRY. The MASTER SUITE with ENSUITE BATH FEATURES WALK IN SHOWER, DOUBLE VANITY and WALK IN CLOSETS. This home includes SPRAY FOAM INSULATION IN EXTERIOR BLOCK WALLS, RADIANT BARRIER IN THE ATTIC SPACE (R38) and DOUBLE PANE LOW E GLASS WINDOWS. RECENT UPDATES INCLUDE: CULLIGAN WATER FILTRATION SYSTEM, ELECTRIC SHADES IN LIVING AREA, SHADES ON 24'x10' SCREENED LANAI, WHOLE HOUSE 'GENERAC' GENERATOR (hooked up to natural gas underground) newly INSULATED and AIR CONDITIONED 2 CAR GARAGE plus GOLF CART GARAGE. ARLINGTON RIDGE is a 24-HOUR GATED COMMUNITY offering CHAMPIONSHIP GOLF, with RESORT STYLE AMENITIES and LOW HOA fee. YOUR HOA FEE COVERS: lawn care, high speed internet cable, amenities including two pools, hot tub, movie theater and fitness center. Lots of Golf Cart Paths and Walking areas. Dine at the on-site Chesapeake Grill & Tavern. Arlington Ridge is just minutes from shopping, recreation, waterfront restaurants and boat ramps. It's easy access to healthcare, airports and the beaches. COME SEE THIS BEAUTIFUL HOME!
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Lynn Bucklew (407-620-0138)
101 TAMARISK WAY, LEESBURG, FL 34748
$149,00045 Days on yellowkey MLS ID: G5113138
REDUCED by $10,900 (6.8%) on 06/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1973Monthly Fee: $397 Tax: $1,153 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,153
Remarks: At last, the home you’ve been waiting for in Hawthorne at Leesburg! Situated on a premium corner lot, this beautifully maintained, tastefully furnished home offers fantastic lake views and exceptional value. Relax in the Florida room while enjoying peaceful water views and stunning sunsets from the comfort of your home. The spacious floor plan features a coastal-inspired primary suite with a walk-in closet and en-suite bath with a walk-in shower. A guest bedroom can easily serve as a home office or hobby room, and the guest bath includes a tub for added convenience. The fully equipped kitchen offers a cooktop, microwave, double oven, ample cabinetry, and generous workspace. An in-home laundry area with a full-sized washer and dryer adds everyday convenience, while beautiful window treatments provide warmth and charm throughout. Recent updates include upgraded windows (2010), durable exterior vinyl siding, a new roof (2015), and an HVAC system (2015), providing peace of mind for years to come. An extra-wide carport, desirable corner-lot location, and beautiful lake views complete this move-in-ready gem. Don’t miss this opportunity to enjoy comfort, convenience, and one of the most scenic settings in Hawthorne at Leesburg!.............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)
146 HIBISCUS WAY, LEESBURG, FL 34748
$119,00024 Days on yellowkey MLS ID: G5114182
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 984 Built: 1979Monthly Fee: $397 Tax: $1,026 (2025)Community: Hawthorne At Leesburg A CoopManufactured Home
Taxes:$1,026
Remarks: Distinctive Corner-Lot Retreat with Scenic Views & Thoughtful Enhancements. Nestled on an expansive corner homesite at Hibiscus and Crocus Way, just moments from the newer home phase along Sago Palm Drive, this meticulously maintained 1979 residence offers an exceptional blend of comfort, functionality, and timeless appeal. Featuring 2 bedrooms and 2 baths, this inviting home showcases pride of ownership at every turn. A flourishing landscape, crisp vinyl siding, and captivating curb appeal create an impressive first impression, while numerous updates throughout contribute to a truly turnkey experience. The interior feels fresh, bright, and thoughtfully curated, beginning with a contemporary kitchen featuring abundant cabinetry, generous storage, and updated appliances, including a refrigerator replaced in 2025. The welcoming living room is bathed in natural light from a charming bay window enhancement, creating an airy and inviting gathering space complemented by upgraded double-pane windows throughout the home that enhance energy efficiency, comfort, and quiet enjoyment while allowing natural light to flow beautifully from room to room. Just beyond, the enclosed Florida Room positioned on the south corner of the home and under heat and air provides a tranquil setting to enjoy scenic views year-round. This versatile space also houses a conveniently relocated indoor laundry area with a brand-new 2026 washer and dryer. Recent improvements bring both comfort and confidence, including an HVAC system installed in 2020 and a water heater replaced in 2024. The spacious primary suite features a walk-in shower and generous walk-in closet, while the guest bedroom also enjoys ample closet space. The guest bath is well-appointed with a tub and expansive vanity area. Every improvement has been made with livability and longevity in mind. Combining scenic surroundings, substantial updates, and effortless move-in-ready convenience, this distinctive corner-lot retreat offers a rare opportunity to enjoy Florida living at its finest.................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.
1023 MELLATHON CIR, LEESBURG, FL 34748
$2,000,00024 Days on yellowkey MLS ID: G5114003
Bed: 11 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 7111 Built: 1927 Tax: $12,109 (2025)Community: Leesburg East LeesburgSingle Family
Taxes:$12,109
Remarks: Welcome to Paradise on Lake Harris, an extraordinary lakefront estate in Leesburg offering elevated waterfront living, multigenerational flexibility, and income-producing potential. Completely reimagined from a single-story residence into a breathtaking two-story retreat, the main home was designed to capture sweeping Lake Harris views from the moment you arrive. Inside, refined architectural details include cedar plank ceilings, a floating staircase, waterfall granite counters, a butler’s pantry, and beautifully curated living spaces that blend luxury with comfort. The private second-story primary retreat is a true sanctuary, featuring a balcony overlooking Lake Harris and the peaceful beauty of Central Florida lake living. With 6 bedrooms and 4.5 baths in the main residence (4,295 living area), plus four separate apartment units (2,816 living area) that can each comfortably sleep 4 or more, this rare property offers remarkable versatility. Create a private family compound, host extended guests with ease, or explore short-term rental and Airbnb income potential. Located on sought-after Lake Harris, part of the Harris Chain of Lakes, this estate delivers the lifestyle buyers dream of: boating, fishing, sunset views, lakeside entertaining, and space for generations to gather. A rare opportunity to own a luxury waterfront estate where everyday living feels like a private resort.
Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)
Listing Agent: Tony Stanley (407-883-9694)
804 S LONE OAK DR, LEESBURG, FL 34748
$210,000244 Days on yellowkey MLS ID: G5104582
0 Days Off yellowkey (back on 6/24/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1963 Tax: $1,701 (2025)Community: Hollywood HeightsSingle Family
Taxes:$1,701
Elementary School: Leesburg Elementary
High School: Leesburg High
Middle School: Mount Dora Middle
Remarks: Under contract-accepting backup offers. This home is everything you've been looking for in Leesburg Fl. The renovations made in 2021 include a new roof, fresh interior and exterior paint, updated electrical (tested by a licensed master electrician), and a fully serviced HVAC system by a licensed professional, refinished cabinetry, countertops, range and range hood. Both bathrooms have been updated with refinished tile, new vanities, sinks, mirrors, lighting, toilets, and luxury plank flooring back in 2021. All three bedrooms offer new carpet and lighting, and new interior doors have been installed throughout the home. Updated lighting was added in every room except for the unique and stylish living room fixture. The spacious primary bedroom offers excellent privacy. Located within walking distance to Leesburg Elementary and Oak Park Middle School, this property offers both comfort and convenience. Don’t miss this opportunity! Schedule your private showing today!
Listing is courtesy of: IMPERIAL REALTY CENTRAL FL. (352-460-4672)
Listing Agent: Gustavo Berrios Rosado (352-350-0514)
1114 OAK DR, LEESBURG, FL 34748
$299,000262 Days on yellowkey MLS ID: O6355917
REDUCED by $25,900 (8.0%) on 06/24/2026
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 2108 Built: 1953 Tax: $699 (2024)Community: Leesburg Whispering Pines AnnexSingle Family
Taxes:$699
Elementary School: Beverly Shores Elem
Tax Year: 2024
Middle School: Carver Middle
Remarks: Price Improvement! This beautifully renovated and spacious single-family home offers 2,108 sq ft of flexible living space with 4–5 bedrooms and 2 full baths. The inviting living room features a cozy fireplace and large doors overlooking the front yard. The updated kitchen includes stainless steel appliances, refreshed countertops, ample cabinetry, and extended space ideal for a coffee bar or buffet. The primary suite offers a sitting or office area, en-suite bath, and direct access to the laundry room and backyard. Situated on a large corner lot, this home also features a covered porch, an adjacent concrete patio, and a 10×17 powered workshop, perfect for storage, projects, or hobbies. Conveniently located near downtown Leesburg, parks, shopping, and dining. The seller may consider concessions.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Jeffrey Fort (352-973-2554)
2109 HIALEAH AVE, LEESBURG, FL 34748
$139,000535 Days on yellowkey MLS ID: G5092071
REDUCED by $10,000 (6.7%) on 06/24/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1990 Tax: $1,290 (2024)Community: Indian HillManufactured Home
Taxes:$1,290
Remarks: 2 Homes for the Price of One – Investment Opportunity! BEING SOLD AS A PACKAGE DEAL 2107 + 2109 HIALEAH! Attention investors! Expand your portfolio with this rare opportunity—two income-producing properties, fully leased and ready to generate immediate rental income. With no HOA, you have the freedom to maximize your return without restrictions. 2109 Hialeah is a charming 2-bedroom, 1-bath manufactured home featuring laminate wood flooring throughout and an open kitchen that flows seamlessly into the family room. Outside, you'll find a covered carport and attached storage shed, adding convenience for tenants. Adding even more value, 2107 Hialeah is included in the deal! Both properties share a septic system and are already tenant-occupied, making this a hassle-free investment. Located just off Hwy 27, this prime spot offers easy access to shopping, dining, and major roadways. Don't miss this incredible dual-property investment! Call today for more details.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Kim Ducharme-Levensohn (352-874-5906)
2107 HIALEAH AVE, LEESBURG, FL 34748
$139,000535 Days on yellowkey MLS ID: G5092050
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1082 Built: 1973 Tax: $1,190 (2024)Community: Indian HillMobile Home
Taxes:$1,190
Remarks: 2 Homes for the Price of One – Income-Producing Opportunity! BEING SOLD AS A PACKAGE DEAL 2107 + 2109 HIALEAH! Attention investors! If you’re looking to expand your portfolio with an ncome-generating property, this is it! This unique opportunity includes 2107 & 2109 Hialeah, both tenant-occupied and producing immediate rental income. With no HOA, you have the freedom and flexibility to maximize your investment. The primary residence, a single-wide manufactured home with an addition. Home was updated in 2020. Kitchen that seamlessly overlooks the family room. The primary bedroom includes a half bath, while the second bedroom is situated on the opposite side of the home. The addition serves as the main entry point and offers a versatile bonus room—perfect as a second family room, office, or flex space. There is also an additional room currently used as a bedroom (no closet) and an indoor utility room for added convenience. Adding even more value, 2109 Hialeah is included in the deal! Both homes share a septic system (drainfield was replaced in 2016) and sit right next door to each other and are fully leased, making this a fantastic investment opportunity in a prime location—just off Hwy 27, minutes from shopping, dining, and more. Don't miss this chance to own two income-producing properties in one transaction. Call today for more details!
26209 NEWCOMBE CIR, LEESBURG, FL 34748
$249,000246 Days on yellowkey MLS ID: G5104476
REDUCED by $900 (0.4%) on 06/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1514 Built: 1993Monthly Fee: $125 Tax: $2,128 (2025)Community: Highland Lakes Ph 01BSingle Family
Taxes:$2,128
Remarks: Welcome to relaxed Florida living in the highly sought-after Highland Lakes 55+ gated community. This well-designed 2 bedroom, 2 bath single-family home offers 1,514 sq. ft. of comfortable living space on a beautifully landscaped lot, perfect for those who want a low-maintenance lifestyle without sacrificing style. Step inside to a bright, airy layout with vaulted ceilings in the main living area and an inviting eat-in kitchen ideal for everyday meals or morning coffee. Seller is offering an appliance upgrade allowance of $7500. with an acceptable contract. The glassed-in Bonus Room/Office/Guest Room extends your living space year-round and opens to an open patio overlooking a peaceful nature area—a wonderful spot to unwind, entertain, or enjoy quiet evenings outdoors. The primary suite enjoys direct access to the Florida Room, creating a private retreat. A versatile second bedroom with a built-in Murphy bed easily serves as a guest room, home office, or hobby space. Additional conveniences include an inside laundry room with tub sink, a 2-car garage, tankless water heater, and economical natural gas central heat. Living in Highland Lakes means embracing a vibrant, active lifestyle. Residents enjoy two pools (indoor and outdoor), free RV/boat storage, and countless social and recreational amenities designed to make every day feel like vacation. Don’t miss your chance to experience exceptional living—schedule your showing today!
Listing Agent: Bill Casey (352-636-6336)
1710 INDIAN TRL #B, LEESBURG, FL 34748
$209,00060 Days on yellowkey MLS ID: G5112500
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1987 Tax: $1,269 (2025)Community: Indian HillManufactured Home
Taxes:$1,269
Remarks: Check out this great 3-bedroom, 2 Bath home, with a metal roof installed in 2023, hardy-board siding, home was built in 1987, with a view of the spring-fed Lake Indianolia. This home is in a rural setting but still close to town, has indoor laundry, a chain-link-fenced yard, and a front porch ready for you to sit and enjoy your morning coffee. This property enjoys convenient access to daily essentials and regional destinations. Nearby schools include Fruitland Park Elementary, Carver Middle School, and Leesburg High School. Medical care is close at hand with UF Health Leesburg Hospital and Advent Health Waterman in nearby Tavares. Grocery shopping and everyday conveniences are just minutes away along US 441 and in the Leesburg retail corridor. The home is well-positioned near major roadways, including US Highway 441 and the Florida Turnpike, providing straightforward access to Leesburg, The Villages, Tavares, and Mount Dora. Orlando International Airport is approximately an hour away, making travel and connectivity easy for seasonal or full-time residents. This is a strong opportunity for investors, renovators, or buyers looking to create value through improvements in a convenient Central Florida location. Let's not stop here, the seller also has a detached in-law suite that will be sold as a separate transaction and could also be used as a rental property on MLS#G5112497 1708 INDIAN TRAIL LEESBURG
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Ricky Harper (352-787-6966)
1650 ANN ROSE WAY, LEESBURG, FL 34748
$325,000210 Days on yellowkey MLS ID: O6368702
0 Days Off yellowkey (back on 6/13/2026)
REDUCED by $10,900 (3.2%) on 05/15/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1635 Built: 2025Monthly Fee: $18 Tax: $253 (2025)Community: Arbor ParkSingle Family
Taxes:$253
Remarks: Under contract-accepting backup offers. Welcome Home to Exceptional Savings and Florida Living! This beautiful 4/2 could be yours with an estimated payment of $1,711.12 (principal & interest). For a limited time, take advantage of a special 4.99%interest rate and closing costs paid.when using the builder’s preferred lender-potentially saving you thousands of dollars. Adding to the value is an impressive $35,900 price reduction, making now the perfect time to secure your new home in one of Leesburg’s growing communities. The location of this home is ideal as there are plenty of restaurants, shopping centers, main roads, 15 minutes to Florida’s Turnpike, Chain of Lakes, city library and Downtown Leesburg. Step inside and discover a thoughtfully designed single-story floor plan featuring an open-concept layout filled with natural light, ideal for both everyday living and entertaining. Residents will enjoy access to outstanding community amenities, Including: * Resort style swimming pool *pickleball courts *Dog parks *Tot lots/playgrounds *scenic walking trails Whether you’re a first-time homebuyer, looking to downsize, or seeking a great investment opportunity, this home offer the perfect combination of comfort, value, and lifestyle. Don’t miss this opportunity- these incentives are available for a limited time and are subject to change without notice. Payment example is based on preferred lender financing programs. Subject to buyer qualification, credit approval, loan terms, and use of preferred lender. Closing must occur within 30 days. Terms and conditions apply.
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Macarena Munoz (305-773-3684)
5616 LAVER ST, LEESBURG, FL 34748
$249,900266 Days on yellowkey MLS ID: G5103058
REDUCED by $20,000 (7.4%) on 06/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 1994Monthly Fee: $135 Tax: $2,235 (2024)Community: Highland Lakes Ph 02ASingle Family
Taxes:$2,235
Remarks: Ready for immediate occupancy! 2 bedrooms PLUS DEN/STUDY. 2 full baths, WATER VIEWS, this home features open living concept. volume ceilings, tile flooring throughout except for the bedrooms. Living, dining and family rooms, eat-in kitchen with bay window, breakfast bar, all appliances including washer and dryer. Split bedrooms. Updated baths, walk-in closets. NEW ROOF and water heater (Oct. 2025), HVAC 2018. UPDATED electrical panel (Siemens) April 2026! Enjoy morning coffee in the Sunroom, over-looking the water beyond or step outside to the screen enclosed patio. The over-sized garage features 504sf. Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sara Sutherland (407-341-6328)
202 FERNWOOD ST, LEESBURG, FL 34748
$210,000123 Days on yellowkey MLS ID: O6388064
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1045 Built: 1986 Tax: $1,926 (2025)Community: Leesburg The FernerySpa: NoHalf Duplex
Taxes:$1,926
Middle School: Oak Park Middle
Remarks: Welcome to this charming 2 Bedroom, 2 Bathroom half-duplex with NO HOA, making it a perfect choice for a primary residence or investment property. This home features a bright open floor plan with durable laminate flooring throughout, creating a comfortable and low-maintenance living space. The kitchen offers an eat-in breakfast bar and a convenient closet pantry, perfect for everyday living and casual dining. The primary bedroom includes two built-in closets, providing plenty of storage, while the bathroom features a tub/shower combination. Enjoy relaxing in the 8x8 screened back porch or step outside to the beautiful patio surrounded by palm trees, creating a peaceful outdoor space. Additional features include a 1-car garage for parking and storage. Conveniently located near parks, hospitals, shopping, dining, and major roadways, and only 8 minutes from Leesburg International Airport. Don’t miss this great opportunity—schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ariel Vargas (407-558-5161)
25312 GREEN HERON DR, LEESBURG, FL 34748
$225,000104 Days on yellowkey MLS ID: G5109120
REDUCED by $5,000 (2.2%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1994Monthly Fee: $180 Tax: $3,455 (2025)Community: Plantation @ Leesburg Heron RunSingle Family
Taxes:$3,455
Remarks: Welcome home! This beautifully maintained home is move-in ready, featuring 2 bedrooms/2 bathrooms and perfectly situated within one of Central Florida’s premier 55+ gated communities, offering both convenience and peace of mind. Once you step inside, you will enjoy 1,289 sq ft. of comfortable living space, while enjoying the added value with a newer HVAC (2021), while the wood fencing provides charm and privacy. Step out back and unwind! The dining room/living room open floor plan is the perfect spot for entertaining. GOLF CART is included!!! Residents of this vibrant community, The Plantation of Leesburg enjoy an exceptional array of amenities, including a clubhouse, fitness center, golf course, sparkling pool, relaxing spa/hot tub, pickleball and tennis courts, shuffleboard, and scenic walking trails—everything you need for an active and social lifestyle. Ideally located just a **short drive from Walt Disney World Resort and other world-class Orlando attractions**, this home offers the perfect balance of peaceful living and nearby excitement.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Shelby Mangiardi (518-421-2875)
1008 MONTEREY DR, LEESBURG, FL 34748
$524,90049 Days on yellowkey MLS ID: G5112870
1 Days Off yellowkey (back on 6/23/2026)
REDUCED by $10,100 (1.9%) on 06/12/2026
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1968 Built: 1973 Tax: $3,986 (2025)Community: Leesburg East LeesburgSpa: NoSingle Family
Taxes:$3,986
Remarks: Under contract-accepting backup offers. Completely remodeled Chain of lakes Canal Front pool home! Leading directly to Lake Harris and the renowned Harris Chain of Lakes, be sure to bring those fishing poles and your boat! This beautifully updated two-story home offers the perfect blend of modern upgrades and comfortable living space. From the moment you step inside, you’ll appreciate the extensive renovations completed throughout the home including luxury vinyl plank flooring, crown molding, updated lighting and ceiling fans, and a fully remodeled interior from top to bottom. The stunning kitchen has been completely redesigned and features quartz countertops, top-of-the-line LG stainless steel appliances, a stainless farmhouse sink, and an impressive walk-in butler’s pantry complete with electric outlets for coffee makers and additional kitchen appliances. There is a lovely downstairs living room and an additional Family room upstairs complete with a custom accent wall, electric fireplace, and built in TV. Downstairs, the living room leads out to the screened pool and patio area, creating an ideal setup for entertaining. The oversized screened pool area is inviting and private, and the pool has recently been resurfaced. The backyard is fully fenced and overlooks the canal. There is also a 30-amp plug already in place for an RV or electric vehicle charging. Conveniently located downstairs is a beautifully updated half bath for guests. Upstairs you’ll find spacious guest bedrooms and a fully remodeled guest bathroom showcasing beautiful tile work, updated fixtures, and modern finishes. One of the guest bedrooms even offers its own private balcony with water views. The spacious primary suite easily accommodates a king-sized bed with additional room for a sitting area and features private balcony access overlooking the pool. The luxurious primary bath has been completely remodeled with dual sinks, a soaking tub, and separate shower. Additional upgrades include a new air conditioning system with Nest remote access capability and a new water heater. Located just minutes from Venetian Gardens, downtown Leesburg, restaurants, shopping, medical facilities, boat ramps, and waterfront attractions including ski beach, this is a rare opportunity to own a move-in ready waterfront home on the Chain of Lakes.
Listing Agent: Lena Williams (352-435-4663)
1033 MEADOWBEND DR, LEESBURG, FL 34748
$239,90025 Days on yellowkey MLS ID: G5113906
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1388 Built: 2004Monthly Fee: $265 Tax: $1,736 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$1,736
Remarks: Lovely 3-bed/2-bath Siesta Key model offering an open, split-bedroom layout and a large picture window framing serene views of Meadow Oaks Park and its majestic oaks. Enjoy your morning coffee on the front porch or relax in the vinyl-enclosed lanai, which includes an empty hot tub sold AS-IS. The kitchen features maple cabinetry, tile floors, a newer Bosch dishwasher, Samsung stainless refrigerator with dispenser and a newer microwave; wood-look laminate flows through the main living areas. The laundry room has tile flooring and a utility sink with a newer GE washer and dryer. All furniture is included and sold AS IS. Roof was replaced in 12/2017, HVAC in 2020 and water heater in 2022. Priced to sell quickly. This property is in Pennbrooke Fairways, an active 55 plus community located close to The Villages Community and many of their amenities. Pennbrooke has three golf courses--two executive and one regulation. Also tennis, pickleball, two pools with hot tubs, free fitness center, two recreation centers, a restaurant, library, and hair salon. Many activities and classes are offered. If you're not familiar with Pennbrooke, you need to check it out!
Listing is courtesy of: SALLY LOVE REAL ESTATE (352-399-2010)
Listing Agent: Carol Julianelli (352-516-9659)
22240 CALEDONIA DR, LEESBURG, FL 34748
$329,99936 Days on yellowkey MLS ID: G5112932
0 Days Off yellowkey (back on 6/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1716 Built: 2005Monthly Fee: $229 Tax: $2,462 (2025)Community: Royal Highlands Ph 2Single Family
Taxes:$2,462
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this rare gem, with rear views of the conservation! Imagine yourself savoring a morning cup of coffee as you relax and watch the native wild birds from your own Florida Room. Our block and stucco constructed Colchester Model with new roof (2024), and an updated HVAC. The exterior is impressive with gorgeous lava stone landscaping, shade trees, open patio, tiled screened entry, and an automatic screen on the garage. Inside, you'll see the updates and they are sure to please! Quartz counters, Plantation Shutters, Shaker kitchen cabinets with pull-outs and 42 inch uppers! Also featuring stainless steel appliances, water softener, generator, huge single bowl sink, gas range, disposal, and tiled floors. This floor plan offers split bedrooms, ADA shower, inside laundry room, and some furniture is negotiable! Cute as can be! This home has been well maintained an loved dearly. Situated on a lot premium with a slightly oversized garage, this could be the ONE! Don't delay for even a minute. Call for your showing today! Royal Highlands is a 55+ gated golf community with driving range, restaurant, courts, softball field, two pools, fitness center and more clubs than you can imagine! Theater stage, dance floor, library, and close to MCO, Florida Turnpike, Historic Districts, Disney, and The Villages. See you soon!
Listing Agent: Tonya Tibbetts (207-595-1414)
6555 WILANDER ST, LEESBURG, FL 34748
$209,900148 Days on yellowkey MLS ID: G5108431
REDUCED by $10,100 (4.6%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1390 Built: 1997Monthly Fee: $135 Tax: $119 (2026)Community: Highland Lakes SubSingle Family
Taxes:$119
Remarks: This beautiful 3-bedroom, 2-bath home situated on a corner lot in the Highland Lakes Community has the very popular open floor plan enhanced with its volume ceilings, skylights, and garden windows. The recently remodeled eat-in kitchen adjoins the great room with its breakfast bar, a great place for a quick meal or coffee. The great room, the home's center point, allows for direct access to the primary bedroom, which is split and private from the guest bedrooms, and to the 10 x 17 "all-season" enclosed porch, which, by the way, has sliding door access to the primary bedroom as well. The two guest bedrooms, one with a walk-in closet, have direct access to the guest bath towards the front of the home, making one of these a great hobby room or office. The large two-car garage has plenty of storage space and wall hanging space to help arrange your tools. Gas appliances, and heating system, together with a whole home vacuum system and water softening system add to the conveniences. The Highland Lakes 55+ community is conveniently located close to shopping and restaurants, and has so much to offer, including indoor and outdoor pools; a huge clubhouse which includes a craft center, fitness center, library, kitchen, game rooms, and an indoor arena and stage for live performances. The outdoor enthusiast can enjoy basketball. tennis, pickleball, shuffleboard, bocce ball, horseshoe's and even a softball field; or just kick back and enjoy miles of walking trails and sitting areas under majestic oaks. The community also includes a woodworking shop, golf driving range, fishing ponds, and on-site RV and boat storage. What more could you want for such a reasonable monthly HOA fee? Call today to schedule your showing!
Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)
Listing Agent: Bob David (352-552-3968)
114 JACARANDA DR, LEESBURG, FL 34748
$144,900265 Days on yellowkey MLS ID: G5103748
REDUCED by $4,100 (2.8%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1312 Built: 1975Monthly Fee: $397 Tax: $1,187 (2024)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,187
Remarks: Virtually Staged. Welcome to this beautifully refreshed and thoughtfully enhanced 1,312 sq. ft. residence on Jacaranda Drive, where comfort meets craftsmanship in every detail. The exterior impresses with durable vinyl siding, double-hung windows (installed 2014), and a roof serviced in 2025, ensuring lasting peace of mind. Enjoy outdoor living on the screened side porch or the open back porch, perfect for enjoying the cool morning breeze or evening barbecue gatherings. Step inside to discover a warm and inviting interior adorned with laminate wood flooring (2014), new interior doors (2024), and elegant crown molding accenting much of the home. The kitchen blends style and practicality with stainless steel appliances, a new garbage disposal, and upgraded GFCI outlets and switches. Retreat to the primary suite, featuring a barn-style door, walk-in shower, and generous walk-in closet. The guest bedroom also offers a spacious walk-in closet, providing abundant storage. Ceiling fans grace all rooms except the dining area for added comfort. The Florida room invites relaxation year-round, highlighted by reflective windows with modern window treatments and climate control via both central heat and air plus a dedicated split-type AC system. Additional improvements include HVAC system (2015), Water heater (2014), Washer and dryer (2024), Upgraded secondary electrical panels (2025) and Vapor barriers replaced (2020). This home radiates care, comfort, and contemporary appeal, offering an ideal blend of function and finesse, ready to welcome its next owner!.............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.
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