Location: Leesburg
Do Not Show Listings
717 W COACH N FOUR DR, LEESBURG, FL 34748
$152,50040 Days on yellowkey MLS ID: G5111988
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1981Monthly Fee: $50 Tax: $529 (2024)Community: Leesburg East Coachwood ColonyManufactured Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$529
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: LOOKING FOR A RETIREMENT HOME? LOOKING TO KICKBACK AND RELAX?....LOOK NO FURTHER THAN THIS DOUBLE WIDE MANFACTURED HOME, OFFERING 2 BEDROOMS, POSSIBLE THIRD BEDROOM, OFFICE, EXTRA TV/DEN, OR HOBBY ROOM. FURNISHING TO REMAIN, INCLUDING DISHES, POTS AND PAN, LINENS. LARGE LIVING AREA, LARGE KITCHEN WITH ALL APPLIANCES INCLUDING REFRIGERATOR, DISHWASHER, RANGE, MICROWAVE. PANTRY WITH PULL OUTS IN SOME OF THE CABINETS. KITCHEN HAS BEEN REMODELED. LAMINATE FLOORING. REMODELED MASTER BATHROOM TO ACCOMODATE A WHELL CHAIR. LARGE STEP-IN SHOWER. INSIDE UTILITY, WITH WASHER AND DRYER. WORKSHOP WITH EXTRA LIGHTING AND RAMP FOR WHEEL CHAIR ACCESS. LOCATED IN LOVELY COACHWOOD EAST A 55+ COMMUNITY. THIS COMMUNITY OFFERS, HEATED POOL, WATER AEROBICS ON MONDAY, WEDNESDAY AND FRIDAYS, CLUB HOUSE, AND SHUFFLEBOARDS COURTS. COACHWOOD EAST OFFERS POT LUCK DINNERS, DARTS, CARD GAMES, AND LOADS OF OTHER ACTIVITIES. CALL YOUR REALTOR TODAY MAKE AN APPOINTMENT TO VIEW THIS LOVELY PROPERTY.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Joan Defoe (352-435-4663)
1404 REGENCY CT, LEESBURG, FL 34748
$674,900112 Days on yellowkey MLS ID: G5108641
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1900 Built: 1983Monthly Fee: $50 Tax: $170 (2025)Community: Acreage & UnrecSingle Family
Taxes:$170
Elementary School: Beverly Shores Elem
High School: Leesburg High
Tax Year: 2025
Middle School: Carver Middle
Remarks: Welcome home to this stunning three-bedroom, two-bath retreat on the shores of Lake Griffin, part of the coveted Chain of Lakes. From the moment you arrive, the charming brick front and curb appeal set the tone for what's inside. Step into an open, light-filled living space featuring rich engineered hardwood floors and breathtaking lake views that instantly steal the showl The heart of the home is the gourmet kitchen, anchored by an impressive 14-foot granite countertop-perfect for entertaining, casual meals, or gathering with friends and family. Premium black stainless steel appliances, including Sub-Zero refrigerator, elevate both style and performance. The indoor laundry room and oversized garage add everyday convenience, while the tankless hot water heater ensures endless comfort. Unwind on the screened-in lanai as you take in serene water views and unforgettable sunsets. NEW tankless hot water tank & New A/C unit. The property also includes a deeded dock, offering direct access to boating, fishing, and lake life right from your backyard. This is more than a home-it's a lifestyle! If you've been dreaming of waterfront living with high-end finishes and effortless Florida Charm, you just found it!
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: Marty Goff (407-718-5451)
9233 SILVER LAKE DR, LEESBURG, FL 34788
$874,900362 Days on yellowkey MLS ID: G5098341
1 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2751 Built: 1927 Tax: $5,125 (2024)Community: Silver Lake EstatesSpa: NoSingle Family
Taxes:$5,125
Remarks: Under contract-accepting backup offers. LAKEFRONT HISTORIC "ENGLISH TUDOR" ESTATE... POOL HOME! Start living your own fairy tale in this "one of a kind" residence with a separate full guest apartment PLUS a custom recreation boathouse on the water with electric & water! Beautifully maintained & restored, year built 1927 home located in prime location in the heart of central Florida. NEW ROOF& one of the HVAC REPLACED in 2024! Seller has added new French Casement & Double hung insulated windows with UV protection (except in Sunroom), updated plumbing & electric, installed energy efficient Hybrid electric hot water heater & tankless gas hot water in cottage offering a perfect blend of modern convenience. This spacious property features a 3-bedroom, 2-bath main house with a walk-in finished basement for additional storage, along with a separate 1-bedroom, 1-bath guest house—ideal for extended family, guests, or rental income potential! Plenty of room for everybody to relax and entertain! Step outside to enjoy your private swimming pool, perfect for cooling off on warm summer days. While there's no garage, the previous concrete slab is there to park vehicles and ready to build a new one. The handyman will love the detached 2 story 16 x 16 Barn with electric! Your pets will run freely in their private fenced dog run area under the shade trees...Enjoy the gardens to include Cherry Laurel, Maple, Palms, Gardenias, Jasmine Shrubs and Vinery plus Fig & Key Lime fruit trees! Fish & entertain from your wrap around dock with room for small boat underneath your 19 x11 screened in boathouse! Great views of firework displays and rocket launches!! Don’t miss your chance to own a piece of history with this rare find!
Listing Agent: Theresa Morris (352-360-3736)
2003 TWEED CT, LEESBURG, FL 34788
$199,500116 Days on yellowkey MLS ID: G5108501
REDUCED by $5,500 (2.7%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1360 Built: 1990Monthly Fee: $215 Tax: $1,424 (2025)Community: Scottish HighlandsSpa: NoSingle Family
Taxes:$1,424
Remarks: NEW IMPROVED PRICE!! MOVE IN READY!! HIGHLANDS 55+ COMMUNITY WITH LOADS OF ACTIVITIES TO CHOOSE FROM. PRIDE OF OWNERSHIP WITH THIS 2/2 WELLINGTON II SPLIT PLAN HOME WITH LOADS OF UPDATES. LOCATED ON A DEAD END STREET. ROOF 2019, WATER HEATER REPLACED 2023, WASHER AND DRYER 2018. ALL FLOORS ARE TILE PLANK AND VINYL PLANK IN FAMILY ROOM. NO CARPET. Large living room with cathedral ceilings opens on to dining room area with sliders to glassed in Florida Room. KITCHEN HAS BEEN UPDATED WITH CABINETS REFACED, UPGRADED GRANITE-LOOK COUNTERTOPS, AND WHITE APPLIANCES. PANTRY CLOSET. Primary bedroom with en-suite with upgraded cabinets and countertops, updated walk-in shower with glass door. 10’ walk in closet. Guest side of house features nice size bedroom, updated guest bath with cabinetry and countertops. Garage with rear entry to 10’ patio and pull down stairs. Nice size lot with oak trees and front covered porch. Under termite bond. The fees in Scottish Highlands cover the private sewer, basic cable, internet and all of the amenities including Olympic Indoor pool with spa, recreation buildings, tennis, pickleball and loads of activities to choose from. Storage area for your boat/rv/trailer. Great convenient location close to restaurants, shopping, worship and medical facilities. View today to see this lovely well-kept home.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-259-4900)
Listing Agent: Cynthia Wheeler (352-255-6032)
24511 BOCAGE WAY, LEESBURG, FL 34748
$415,00040 Days on yellowkey MLS ID: G5111933
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2684 Built: 2003Monthly Fee: $180 Tax: $3,377 (2025)Community: Plantation At Leesburg Nottoway VillageSingle Family
Taxes:$3,377
Remarks: Welcome to The Plantation at Leesburg — an award-winning gated golf community offering resort-style living and endless amenities. This beautifully maintained home features 2,684 square feet of wonderful living space with a paver driveway, front entry, and charming front porch sitting area. The oversized 2-car garage includes additional storage space. Inside, you’ll find a true 3-bedroom, 2.5-bath floor plan designed for both comfort and entertaining. The convenient half bath is perfect for guests. Enjoy a formal living room, formal dining room with wet bar, and a spacious family room with French doors leading to the patio area. The extra-large kitchen is a chef’s dream, featuring an abundance of cabinetry and storage, a center island with sink and electric, plus a dinette area with patio access. Plantation shutters throughout the home add timeless style and elegance. The owner’s suite offers a private retreat with a sitting area, spacious bathroom, and an oversized walk-in closet. Major updates include a roof that is almost 2 years old, hot water heater approximately 3 years old, and A/C approximately 8 years old. Perfect for entertaining and enjoying the Florida lifestyle, this home is located in a community packed with amenities including two golf courses, three swimming pools, tennis courts, popular pickleball courts, three clubhouses, two fitness centers, billiards, walking trails, fishing, horseshoes, and more. Hop on your golf cart and head to the on-site restaurant for food, drinks, live entertainment, karaoke, and dancing. Low HOA fees, gated security, beautifully maintained grounds, and an unbeatable lifestyle make this home a must-see. Schedule your private tour today!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-717-2000)
Listing Agent: Mary Jane Grimes (410-353-0795)
29994 ANAHID DR, LEESBURG, FL 34748
$281,000184 Days on yellowkey MLS ID: S5140236
REDUCED by $8,999 (3.1%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1342 Built: 2022Monthly Fee: $50 Tax: $4,279 (2025)Community: Lake Denham EstatesSingle Family
Taxes:$4,279
Elementary School: Leesburg Elementary
Middle School: Oak Park Middle
Remarks: Located in the idyllic Lake Denham Estates community in Leesburg, this well-maintained 3-bedroom, 2-bathroom home offers comfort, privacy, and convenience just minutes from the Florida Turnpike. Residents enjoy resort-style amenities including a community pool, yoga lawn, dog park, and playground. The home is ideally situated near outdoor recreation, shopping, and dining. Inside, the layout is inviting and functional, while the covered rear lanai creates the perfect outdoor retreat. Relax on a comfortable patio set and take in unobstructed sunset views, with a backyard that feels private and peaceful—ideal for unwinding or entertaining.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tyra Goodrich (407-405-7546)
5510 CELEBRATION WAY, LEESBURG, FL 34748
$350,000187 Days on yellowkey MLS ID: G5105328
REDUCED by $26,000 (6.9%) on 05/07/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 2007Monthly Fee: $298 Tax: $2,666 (2025)Community: Legacy Of LeesburgSpa: YesSingle Family
Taxes:$2,666
Remarks: Discover this beautiful casita-style home located on a corner lot, with 3-bedrooms 3-baths offering 2,044 sq. ft. of bright, open living space along with a private guest house—perfect for visitors, hobbies, or a peaceful personal retreat. Ideally This home welcomes you with comfort, charm, and exceptional curb appeal. New Roof 2021, AC 2019. Step through the entrance into a serene, spacious courtyard featuring a soothing spa—your own quiet escape. From here, enter the inviting living room where an open, airy floor plan unfolds, enhanced by tile and luxury vinyl flooring throughout for a clean, cohesive, and low-maintenance style. The formal dining room is perfect for gatherings, while the kitchen offers stainless steel appliances, Quartz countertops, a breakfast bar, and a cozy dinette. A large picture window in the dinette overlooks the courtyard, filling the space with natural light. Nearby, a convenient laundry room with extra cabinetry leads directly to the garage. The main bedroom offers a calming retreat with a generous walk-in closet. The main bathroom provides a spa-like feel with a walk-in shower, double vanities, and a built-in cabinet chest for added storage and seating. The second bedroom features tiled flooring and sits next to a full tub/shower bathroom—ideal for guests. Just off the living room is a versatile office or craft room complete with a bay window and tile flooring. The third bedroom, located within the courtyard as a private casita, is perfect for an in-law suite or guest hideaway. It features a spacious sleeping area, walk-in closet, and full tub/shower bathroom. Each bedroom in this home enjoys its own private outdoor retreat into the courtyard creating peaceful nooks to relax and unwind, with the spa nearby adding to the tranquil atmosphere. This exceptional home combines flexible living, beautiful finishes, and a resort-like ambiance, making it a perfect blend of elegance, comfort, and relaxation. The Legacy of Leesburg community enhances the lifestyle further with a wealth of amenities, including a sparkling pool, tennis courts, shuffleboard, an exercise room, meeting space for neighborhood gatherings, a Bocce Ball court, a baseball field, and a variety of engaging clubs such as the Veterans Club, Quilt Club, GFWC Woman’s Club, and Book Club. Around the community there are 14 scenic nature trails winding around picturesque wildlife and peaceful retention ponds, there's always something to enjoy. Be sure to pick up a Trails and Pond Guide from the HOA office, along with the monthly newsletter, to explore all the exciting happenings in this wonderful community.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Bonnie Valentine Pa (352-530-5685)
26812 AUGUSTA SPRINGS CIR, LEESBURG, FL 34748
$475,000247 Days on yellowkey MLS ID: G5103238
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2318 Built: 2018Monthly Fee: $124 Tax: $6,261 (2024)Community: Leesburg Arlington Ridge Ph 1-BSingle Family
Taxes:$6,261
Remarks: Fantastic Gated Golf Community for Active 55+ Living! This home offers a unique and versatile layout, featuring 4 bedrooms, or 3 bedrooms plus an office/study, an uncommon find in a 55+ community! Enjoy the flexibility to create the perfect space for guests, hobbies, or a quiet workspace, all within a premier golf community known for its beautiful surroundings and resort-style amenities. This gorgeous home features a WHOLE HOUSE GENERATOR, thermal pane windows, a beveled glass front door, epoxy garage floor, extra closet space throughout, and beautiful, easy-care landscaping designed for stress-free living. Open and bright kitchen featuring 42-inch cabinets, granite countertops, a convenient breakfast bar, soft-close drawers, pull-out shelves, recessed lighting, and a spacious breakfast nook, perfect for casual dining and morning coffee. Wonderful space throughout this home! There’s plenty of room to accommodate family and friends when they come to visit. The primary suite is extra spacious, featuring a huge walk-in closet and a beautifully designed bath with a large tiled walk-in shower with a built-in seat, an extended vanity with a makeup area, a generous linen closet, and a private water closet for added comfort and privacy. Lastly, enjoy evening cookouts or gatherings on the large covered patio and open screened areas, ideal for hosting friends and family during Florida’s perfect weather months. The backyard offers wonderful privacy, with neighbors set back at a distance, a spacious grassy area, and mature trees that create a peaceful, secluded atmosphere. So much to offer! This wonderful community offers an exceptional lifestyle! Enjoy a Championship golf course surrounded by a winding river and majestic old oaks that frame all 18 holes. Take advantage of the resort-style pool, perfect for cooling off on warm Florida days, or stay active in the spacious fitness center. Additional amenities include tennis courts, a full-service restaurant and bar, numerous clubs and activities, and so much more! With two convenient gated entrances and plenty of sidewalks throughout, this is truly a premier Central Florida location. Just 10–15 minutes to the Florida Turnpike, 45 minutes to Disney World and major theme parks, and 30 minutes to historic downtown Mount Dora. The Villages are only a short drive away, and everyday conveniences like an emergency care hospital, dog park, restaurants, grocery stores, and pharmacies are just minutes from your doorstep. Come discover the perfect blend of relaxation, recreation, and community. Make this gorgeous home and lifestyle yours today!
Listing is courtesy of: WATSON REALTY CORP (352-536-6530)
Listing Agent: Nancy Mccloskey (352-552-7749)
34618 S HAINES CREEK RD, LEESBURG, FL 34788
$224,90070 Days on yellowkey MLS ID: G5110498
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1964 Tax: $3,033 (2025)Community: N/ASingle Family
Taxes:$3,033
Remarks: GREAT INVESTMENT OPPORTUNITY! Charming 2-bedroom, 2-bath home situated on a spacious 0.82-acre lot in Leesburg, offering peaceful living with direct access to the highly sought-after HARRIS CHAIN OF LAKES. Built in 1964, this property is full of potential and ideal for those seeking a WATERFRONT lifestyle. Enjoy serene surroundings and beautiful natural views, with the ADDED BONUS OF A SHARED BOATHOUSE (1/2 ownership)—perfect for boating & fishing people looking to explore the Harris Chain right from their backyard. Inside, the home features a functional layout with a combined living, kitchen & dining area. The kitchen comes equipped with essential appliances, and the home offers a mix of carpet and tile flooring throughout. Step outside to 2 HUGE SCREENED IN PORCHES appreciate the expansive yard, mature trees, and quiet setting—ideal for relaxing, entertaining, or customizing to your liking. Additional features include a 2 separate Carports provide space for a total of 3 vehicles, Garage and NO HOA. Conveniently located just minutes from shopping, dining, and major roadways, while still offering a tucked-away, tranquil feel. Don’t miss this opportunity to own a WATERFRONT property with access to one of Central Florida’s premier lake chains! With a little updating and TLC this can be a Great Canal Front home connected to the HARRIS CHAIN OF LAKES. Schedule your private showing today.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Jen Gotlewski (352-988-9210)
2309 ANGEL FISH LOOP, LEESBURG, FL 34748
$329,000109 Days on yellowkey MLS ID: OM719694
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1337 Built: 2012Monthly Fee: $29 Tax: $3,487 (2025)Community: Ashton WoodsSingle Family
Taxes:$3,487
Remarks: 3/2/2 CBS Home where Rustic Elegance Meets Modern Comfort. Experience the perfect blend of stylish design and pastoral tranquility in this stunning, open and airy residence. The double french doors open out to the screened in back porch. Designed to maximize both space and light, this home offers a refreshing atmosphere that immediately feels like a retreat. Ceramic and luxury vinyl tile throughout the main living areas and carpeting to snuggle the feet in the bedrooms make this home cozy. The heart of the home features a sleek galley-style kitchen, masterfully updated with premium granite countertops that provide ample prep space for the home chef. The living areas boast dramatic vaulted ceilings, enhancing the sense of volume and freedom throughout the floor plan. Climate Control: Stay cool year-round with stylish ceiling fans strategically placed to complement the natural airflow. Convenience: Enjoy the ultimate functional luxury of a dedicated inside laundry room, making chores seamless and tucked away. This property combines the community feel of a neighborhood with the serene, wide-open "country feel" of the adjacent farmstead.
Listing is courtesy of: HOMERUN REALTY (352-624-0935)
Listing Agent: Madison Allen (352-875-7915)
223 PARADISE S, LEESBURG, FL 34788
$105,00075 Days on yellowkey MLS ID: G5109717
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 920 Built: 1980Monthly Fee: $235 Tax: $1,796 (2025)Community: Molokai Mhp Lt 02-HaSpa: NoManufactured Home
Taxes:$1,796
Remarks: Located in the 55+ Resident-Owned Molokai Co-Op-where you own your share and pay no lot rent-this spacious double-wide home is move-in ready and comes fully furnished. Situated in the pet-friendly section of the community, it's perfect for bringing along your small furry companion. With low HOA fees, residents enjoy access to the community pool, clubhouse, active social clubs, and a variety of additional amenities.
Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)
Listing Agent: Joanne Levy (352-805-5100)
104 DIAMOND HEAD DR, LEESBURG, FL 34788
$99,90082 Days on yellowkey MLS ID: G5109817
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1973Monthly Fee: $235 Tax: $1,720 (2025)Community: Molokai Co-OpSpa: NoMobile Home
Taxes:$1,720
Remarks: Welcome to your waterfront retreat in the 55+ resident-owned community of Molokai! Inside this inviting 2-bedroom, 2-bathroom home, you'll find updated flooring throughout. Step out to the private side screened-in porch, or look through the bay windows, to enjoy stunning pond views and local wildlife. This community offers an active lifestyle with social clubs, bazaars, and endless events. Your HOA fee provides internet, cable, water, trash, full access to the community pool and so much more. Don't miss this must-see home—schedule your tour today!
119 DOGWOOD TRL, LEESBURG, FL 34748
$205,00041 Days on yellowkey MLS ID: R4911222
0 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1620 Built: 1999Monthly Fee: $397 Tax: $1,641 (2025)Community: Hawthorne At Leesburg A CoopManufactured Home
Taxes:$1,641
Remarks: Under contract-accepting backup offers. Beautiful 3-bedroom, 2-bath home located on desirable Dogwood Trail. This well-maintained property features a stunning driveway, a spacious screened porch off the carport, new windows, and updated flooring throughout. The kitchen has been tastefully updated, making this home truly move-in ready. Hawthorne at Leesburg is a vibrant 55+ community that blends comfort, convenience, and affordability. For just $397 a month, residents enjoy a maintenance-free lifestyle that includes water, sewer, lawn care, emergency services, and access to a wealth of resort-style amenities plus secure RV and boat storage. The expansive clubhouse is the social hub of the community, offering over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, a library, and a fine arts studio. A dedicated program coordinator ensures there’s always something fun and engaging on the calendar. For those who love the water, the private marina offers more than 120 boat slips with direct access to the beautiful Harris Chain of Lakes. Safety and peace of mind come standard, thanks to a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Surrounded by natural beauty, the community features scenic walking trails, serene lake views, and plenty of opportunities for fishing and boating. The golf cart-friendly streets make it easy to explore nearby shopping, dining, and medical facilities. With a sparkling pool, endless recreational options, and a warm, welcoming atmosphere, Hawthorne at Leesburg isn’t just a place to live it’s a lifestyle. Schedule your showing today and discover the perfect blend of comfort, community, and convenience.
Listing is courtesy of: BLACK TIE REAL ESTATE PROFESSIONALS, INC. (352-516-8810)
Listing Agent: Dee Brown (352-516-8810)
30112 ARMENIA RD, LEESBURG, FL 34748
$315,00046 Days on yellowkey MLS ID: O6403796
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 2022Monthly Fee: $60 Tax: $3,727 (2025)Community: Lake Denham EstatesSingle Family
Taxes:$3,727
Remarks: “Just bring your toothbrush” truly applies here. Built in 2022 and impeccably maintained, this move-in-ready home shows true pride of ownership from the moment you walk in. Featuring 3 bedrooms, 2 baths, an open floor plan, neutral décor, and no rear neighbors, it offers comfort, privacy, and easy living. The kitchen shines with updated appliances, timeless white cabinetry, a center island, and a huge pantry. Ceramic tile enhances the kitchen and baths, while wood-look vinyl flooring adds warmth in the family room and third bedroom. Relax on the screened porch overlooking the private backyard. Tucked near the back of the community, this quiet retreat is a fantastic opportunity for first-time buyers, downsizers, or anyone wanting a clean, well-cared-for home without the work. Enjoy the lifestyle of Lake Denham Estates with a resort-style pool, cabana, tot lot, fitness area, walking trails, and nearby dog park. Ideally located in Leesburg just minutes to the Florida Turnpike and historic downtown, offering charming shops, waterfront dining, festivals, and farmers markets. Outdoor enthusiasts will love easy access to the Harris Chain of Lakes, public boat ramps, Lake Griffin State Park, Flat Island Preserve, and Pear Park. Golf courses and scenic trails are nearby, while Orlando attractions, the airport, and both coasts are all within easy reach.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Patricia Woodhouse (407-782-2240)
105 ORCHID WAY, LEESBURG, FL 34748
$160,00081 Days on yellowkey MLS ID: G5110049
REDUCED by $10,000 (5.9%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1976Monthly Fee: $446 Tax: $1,051 (2025)Community: Hawthorne At Leesburg A CoopSpa: NoMobile Home
Taxes:$1,051
Remarks: Buyer failed to perform. Back on the market!! Welcome to your beautifully updated home in the highly sought-after community in Leesburg with a marina on the Harris Chain Of Lakes. Where comfort, security, and an active lifestyle come together seamlessly. This move-in-ready 2-bedroom, 2-bath residence has been thoughtfully renovated and meticulously maintained, offering both modern upgrades and peace of mind. Step inside to discover a light-filled interior featuring new 610 series vinyl windows, that conveniently tilt in for easy cleaning, enhancing both efficiency and everyday living. The spacious layout flows effortlessly into a bright Florida room, perfect for relaxing, entertaining, or enjoying your morning coffee or tea year-round. The primary suite is your private retreat, complete with its own screened-in lanai, creating a serene outdoor space to unwind and enjoy Florida’s beautiful weather. The kitchen is equipped with stainless steel appliances (2023), all protected by Lowe’s warranties, offering both style and reliability. Major Upgrades Include: Roof replaced (2021) Electrical panel upgraded (2023) Water heater (2023) New side door & entrance stairs (2024) Energy-efficient vinyl windows (2023) Resort-Style Living in Hawthorne at Leesburg. This resident-owned, gated 55+ community is designed with a unique focus on health, safety, and independence, featuring: Built-in emergency response buttons in every home connected directly to the community’s private EMS and On-site Fire Department & water treatment facility. 24/7 staffed gated security. Enjoy exclusive access to the private marina with 120 boat slips and direct entry to the Harris Chain of Lakes, offering over 76,000 acres of boating and water recreation. The HOA Includes: Water & sewer utilities, Lawn maintenance, 24/7 EMS services & emergency monitoring, Clubs, activities & community events, Resort-style heated pool & spa, Fitness center & group classes, Tennis, pickleball, bocce, and shuffleboard courts, 18-hole putting green, Marina, kayaking & dragon boating, Clubhouse, library, billiards & card rooms,Woodworking shop & garden plots, RV & trailer storage, Weekly courtesy transportation service....and MORE!!!! With over 100 resident-led clubs and activities, there’s truly something for everyone. Live the Florida Lifestyle You Deserve!! Whether you're looking for a peaceful retreat or an active social lifestyle, this home offers the best of both worlds in one of Central Florida’s most unique and amenity-rich communities. Schedule your private showing today....this one won’t last! *It should be noted that the only pets that are allowed in Hawthorne at Leesburg are service animals.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (352-648-0096)
Listing Agent: Bethany Burge Bosbous (352-223-9500)
2200 BUTLER ST, LEESBURG, FL 34748
$249,850224 Days on yellowkey MLS ID: G5104109
REDUCED by $10,150 (3.9%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 1955 Tax: $1,461 (2024)Community: Leesburg Sunset TerraceSingle Family
Taxes:$1,461
Remarks: NEW PRICE ADJUSTMENT!! NEAR APPRAISED VALUE RECENTLY, THIS ONE IS READY FOR YOU, NOTHING YOU HAVE TO DO!! This fascinating and wonderfully spacious 3-bedroom, 2-bath corner-lot home offers an abundance of character, comfort, and opportunity, making it an exceptional choice for families of all sizes or even two households looking to combine and save on expenses. From the moment you step inside, you’re welcomed by a beautifully designed sunk-in family room, a versatile space perfect for game nights, movie marathons, or a dedicated play area for ALL KINDS OF INSIDE FUN. This room flows effortlessly into the expansive main living area, where you’ll find plenty of room for a home office setup, a cozy reading nook, or a dedicated space for all your seasonal and holiday displays. Anchoring the room is a charming real wood-burning fireplace, adding warmth, ambiance, and a true sense of home. Large sliding glass doors open to the formal living and dining areas, creating a seamless flow ideal for entertaining, hosting gatherings, or simply enjoying everyday living with ease. The open kitchen offers excellent functionality and connects directly to the laundry room, a full bathroom, and the enormous two-car garage, which is a standout feature on its own with impressive 9-ft ceilings, built-in storage, and convenient pull-down attic stairs leading to even more overhead storage—perfect for tools, seasonal décor, or hobby equipment. From the garage, step into the inviting screened room overlooking the fully fenced backyard, a peaceful outdoor retreat complete with a storage shed, lush landscaping, and a variety of plants and flowers that bring color and charm to the space year-round. The fenced yard includes gates that open to a beautifully maintained front and side yard, all situated on a desirable corner lot directly across from a tranquil pond and surrounded by friendly, long-standing neighbors who help make this community feel like home. Back inside, through the family room, you’ll find three generously sized bedrooms and an additional full bathroom, offering comfort, privacy, and convenience for everyone in the household. With its thoughtful layout, multiple living areas, and abundant storage, this home is perfectly suited for multi-generational living, shared households, or anyone seeking extra space to spread out and enjoy. Located NEAR MANY schools, churches, local stores, and more, this property offers the perfect blend of comfort, convenience, and community. Call your agent today to discover everything this incredible home has waiting for you.
Listing is courtesy of: DOWN HOME REALTY, LLLP (352-753-0976)
Listing Agent: Colleen A. Kramer (352-408-9317)
27437 DESERT ROSE CT, LEESBURG, FL 34748
$340,000287 Days on yellowkey MLS ID: O6339748
REDUCED by $60,000 (15.0%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2115 Built: 2005Monthly Fee: $278 Tax: $4,740 (2024)Community: Leesburg Legacy Unit 03 Lt 259Single Family
Taxes:$4,740
Remarks: Short Sale. **SHORT SALE** Prepare to be impressed by this beautiful 3-bedroom, 2-bath home located in the highly desirable Legacy of Leesburg community! From the moment you arrive, you’ll notice the extended driveway, lush landscaping, and the convenience of a 2-car garage plus a separate golf cart garage. A charming front courtyard welcomes you inside, where you’re greeted by a formal living room and a versatile flex space perfect for a home office or reading nook. The kitchen, truly the heart of the home, is a chef’s delight with stainless steel appliances, quartz countertops, a farmhouse sink, handsome backsplash, breakfast bar seating, and a cozy breakfast nook with sliding glass doors leading out to the screened lanai. The spacious primary suite features walk-in closets, dual sinks, a glass enclosed shower, and a linen closet. On the opposite side of the home, two additional bedrooms share a full bath one of which is currently set up as a custom home office with built-in desk and cabinetry. Step through the laundry room into the garage, where you’ll find not only two full size parking spaces and a golf cart garage, but also a large workshop with abundant storage for tools and equipment. The central vacuum system is also conveniently located here. Additional highlights include an oversized lot of more than half an acre and energy savings with a solar power system under an affordable, transferable lease. Legacy of Leesburg is a gated, active-adult community offering an incredible lifestyle with walking trails, clubhouse, library, billiards, resort-style heated pool, social events, RV & boat storage, cable, internet, and lawn maintenance including. Conveniently located near major highways, shopping, and dining.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Milton James (407-572-4458)
32819 TIMBERWOOD DR, LEESBURG, FL 34748
$186,700207 Days on yellowkey MLS ID: G5104681
REDUCED by $13,200 (6.6%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1162 Built: 1996Monthly Fee: $255 Tax: $1,995 (2025)Community: PennbrookeSingle Family
Taxes:$1,995
Remarks: “Life’s Better on the Pond—See for Yourself!” Priced to sell $199,900! Welcome to easy, maintenance-free living! This lovely 2-bedroom, 2 bath split-plan home sits on a generous corner lot and is ready for you to make it your own. Enjoy all the amenities of this active, gated 55+ golf community—lawn care, a sparkling pool, tennis courts, and more. Roof replaced in year 2014 and HVAC replaced in year 2010...You’ll love the spacious kitchen with plenty of storage and a bright eat-in area. The home also features an inside laundry room with newer appliances and a large, screened patio with a calming pond view—perfect for sipping your morning coffee. Ideally located just minutes from The Villages. Come see it today!!
427 HAWTHORNE BLVD, LEESBURG, FL 34748
$99,900277 Days on yellowkey MLS ID: G5101938
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1975Monthly Fee: $397 Tax: $1,045 (2024)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,045
Remarks: One or more photo(s) has been virtually staged. This home offers wonderful curb appeal and a convenient location right on Hawthorne Blvd near the back gate. Step inside to find thoughtful updates throughout, including stainless steel appliances, upgraded windows, vinyl siding, and a refreshed driveway. The spacious utility room provides endless possibilities! Create a workshop, hobby space, or enjoy the convenience of a separate laundry room. In the bathroom, both toilets and tubs have been upgraded for modern comfort. One of the highlights of this home is the AC/heated Florida room overlooking Hawthorne Blvd, adding year-round living space and plenty of natural light. With its solid updates and versatile spaces, this home is the perfect opportunity to make it your own in the highly desirable Hawthorne at Leesburg community.....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)
5107 AURORA DR, LEESBURG, FL 34748
$310,000559 Days on yellowkey MLS ID: G5090078
0 Days Off yellowkey (back on 5/5/2026)
REDUCED by $5,000 (1.6%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 2005Monthly Fee: $293 Tax: $4,051 (2023)Community: Legacy Of LeesburgSingle Family
Taxes:$4,051
Tax Year: 2023
Remarks: Lovely expanded Balmoral model with peaceful pond views and 2+ golf cart garage...2020 roof, 2018 HVAC system, 2010 water heater. Solid surface flooring and high ceilings throughout living areas. Screened in front porch. The bright and light great room is open to the kitchen and has sliding doors leading to an enclosed lanai which has pocketing sliders and an additional patio. Eat in kitchen with built-in desk and closet pantry is adjacent to the laundry room and garage access. The spacious master bedroom includes a generous walk-in closet and also has sliders to the lanai. Master bath has a dual sink vanity with a make-up counter, a linen closet and walk-in shower. Guest area has 2 bedrooms and a guest bath with a tub/shower combo, or use one of the bedrooms as an office. Legacy is a nature themed Pringle community with miles of walking paths for your enjoyment * lots of beautiful birds including Sandhill cranes and eagles * cards, bocce, billiards, tennis, pickleball, crafts, aerobics, bicycling, softball, travel, library and more! Enjoy the beautiful resort style pool with walk-in entry * closer to the turnpike, about 45 minutes to the airport and Orlando attractions * shopping is just around the corner, plus a full-service Orlando Health South Lake Hospital emergency center * HOA includes cable & internet, lawn mowing and edging and RV/boat storage! Plan your visit today!
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
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