Displaying: For Sale
Location: Leesburg
Property Type(s): Single Family
Price: $300,000 to $399,000
Do Not Show Listings
Leesburg - 204 properties found
5135 AURORA DR, LEESBURG, FL 34748
$324,500237 Days on yellowkey MLS ID: G5101769
0 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2055 Built: 2001Monthly Fee: $278 Tax: $5,297 (2024)Community: Legacy LeesburgSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,297
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Stunning Custom Savannah/Scarsborough Model in the Sought-After Legacy of Leesburg Community Immaculately maintained and truly “like new,” this beautiful residence offers exceptional craftsmanship and an expanded floorplan designed for comfort and style. A leaded-glass double door entry welcomes you into a bright, open layout enhanced by vaulted ceilings and abundant natural light. The spacious living room is highlighted by triple sliding glass doors, while the adjacent ceramic-tiled family room provides an inviting space for relaxation. An enclosed lanai with large clear-view windows expands your entertaining options year-round. The gourmet kitchen features 42" oak cabinetry, a closet pantry, a custom walk-in storage area, and a full appliance package—including washer and dryer. In addition to the breakfast nook and generous family room, the home offers a formal dining area ideal for hosting. This desirable split-bedroom design includes a luxurious primary suite with private lanai access, two oversized walk-in closets, and a spa-inspired bathroom complete with a jetted tub, custom-tiled Roman walk-in shower, and listello accents. The dual-sink oak vanity completes the elegant space. Two expanded guest bedrooms share a well-appointed adjacent spa bath. A thoughtfully enhanced garage features additional square footage, a side utility door, laundry area with sink, and separate A/C for comfort. Legacy of Leesburg offers an active, nature-focused lifestyle with miles of walking and biking trails, acres of preserved conservation land, and a full array of amenities including a designer heated pool and spa, fitness center, and more. The low HOA fee covers lawn mowing, cable, and access to all community amenities. Recent Updates: New roof (2020) and A/C system (2018). Discover peaceful living and exceptional value in the upscale Legacy community—welcome home to Leesburg, Florida!
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Judith Kilgus (352-516-9946)
706 BEECHER ST, LEESBURG, FL 34748
$315,00010 Days on yellowkey MLS ID: G5111173
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 2026Community: Leesburg W C Wilkins 06Single Family
Taxes:$0
Tax Year: 2025
Remarks: No HOA, USDA loan eligible. Welcome to your brand-new retreat, where clean, modern design meets everyday comfort. Inside, luxury vinyl flooring runs seamlessly throughout, creating a polished, cohesive feel. The open-concept layout offers an easy flow for both relaxing and entertaining, while a versatile flex space gives you room for a home office, gym, or whatever fits your lifestyle. The home feels fresh and elevated throughout, paired with the peace of mind that comes with new construction. Out back, a fenced yard offers privacy and space to unwind, and the epoxy-coated garage floor adds a sleek, high-end finish. Ideally located just minutes from local boat ramps for easy access to the Harris Chain of Lakes, perfect for weekends on the water. You’re also conveniently close to downtown Leesburg, Tavares, Eustis, and Mount Dora, putting dining, shopping, and lakefront living all within reach. Call for your private showing today! Save Big: Receive a 1% lender credit toward closing costs or rate buy-down. Ask for details!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Monica Mcdonald (352-250-8681)
2212 LAKE POINTE CIR, LEESBURG, FL 34748
$307,50074 Days on yellowkey MLS ID: O6383971
REDUCED by $12,500 (3.9%) on 04/24/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1860 Built: 2004Monthly Fee: $33 Tax: $2,359 (2025)Community: Leesburg Village At Lake Pointe Lt 66 Pb 05Single Family
Taxes:$2,359
Elementary School: Beverly Shores Elem
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: One or more photo(s) has been virtually staged. Experience modern style in this Leesburg gem. The heart of the home features an open-concept layout finished with porcelain tile throughout. The kitchen was thoughtfully refreshed in 2025, with a new range, a custom backsplash, and an expanded pantry for all your storage needs.The primary suite will be your sanctuary, highlighted by a barn door and newly installed walk-in shower (2025). Major upgrades include a new AC system (2023) and premium Andersen windows and exterior doors (2022) that provide superior insulation for maximum efficiency and Florida comfort. This home is in a prime location with a very low HOA and a backyard that opens to Sleepy Hollow Drive. BONUS: Seller is offering a 1-year home warranty for your added peace of mind! Schedule your private tour before it's gone!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: April Williams (407-461-0651)
4506 SHENANDOAH RIVER TRL, LEESBURG, FL 34748
$347,00085 Days on yellowkey MLS ID: G5107932
0 Days Off yellowkey (back on 4/24/2026)
REDUCED by $7,900 (2.2%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1711 Built: 2021Monthly Fee: $126 Tax: $4,187 (2025)Community: Arlington Rdg Ph 3CSpa: NoSingle Family
Taxes:$4,187
Remarks: Under contract-accepting backup offers. (MOTIVATED SELLER! QUICK CLOSING POSSIBLE) Welcome to a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, guard-gated, active-adult golf communities, this beautiful, Golf-Front low-maintenance 1,711 s.f. conditioned Block & Stucco home built in 2021 with luxury vinyl plank in great room, kitchen, dining room & breakfast nook this 3-bedroom 2 bath stucco home with over-sized 2 car stretched garage The home delivers the comfort, quality, and freedom you’ve been dreaming of all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. Step inside open-concept home and feel the spacious flow of the 17x17 great room with high ceiling to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with its stainless steel fridge and gas range, closet pantry pantry, and 4-seat bar-top island that’s made for morning coffee and good conversation. The split-bedroom layout offers privacy for you and your guests, while the owner’s suite with ensuite bath w/ walk-in shower, private toilet and walk-in closet. The split bedroom floor plan provides the privacy you need. Step out on to your 19x16 covered & screened lanai overlooking the golf course and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita or grilling out on your separate patio, the indoor laundry room has cabinets and a sink. With its energy efficient foam-filled insulated block and stucco construction, high elevation, and insurance savings for wind and flood protection, this home offers strength and serenity in equal measure. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $127/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Steven Simpkins (352-425-4860)
8639 OAKSTONE CIR, LEESBURG, FL 34788
$359,99038 Days on yellowkey MLS ID: O6394291
REDUCED by $14,000 (3.7%) on 04/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2154 Built: 2026Monthly Fee: $8 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Taxes:$239
Elementary School: Leesburg Elementary
Remarks: Pre-Construction. To be built. Set within Oakstone Farms, a thoughtfully planned community surrounded by the beauty and recreation of Florida’s renowned Harris Chain of Lakes, this location captures the spirit of relaxed, active living. More than 50,000 acres of sparkling waterways stretch across eight scenic lakes connected by winding canals, creating endless opportunities for boating, fishing, and memorable days on the water. Within the neighborhood, dedicated greenspace, a dog park, and a tot lot provide inviting spaces to unwind and connect, while the charm of Mount Dora and Tavares brings boutique shopping, dining, and vibrant festivals nearby. Everyday conveniences are just minutes away in Leesburg, only 5.5 miles from the community, all complemented by a super low HOA. The Miramar reflects this lifestyle from the moment you arrive, with a driveway and entry adorned with brick pavers that set a welcoming tone. Step through the foyer to find 9'4" ceilings, crown molding throughout, and the Interior Trim Deluxe package, all combining to create an elegant and inviting first impression. The open floor plan flows seamlessly from room to room, with the great room bathed in natural light. Triple-panel patio doors extend the space to a 9'4" screened-in lanai, perfect for relaxing, entertaining, or enjoying the outdoors year-round. The chef-inspired kitchen blends style and functionality with a large granite-topped island, tile backsplash, stainless steel appliances including a gas range, and a spacious pantry. Whether preparing meals, hosting gatherings, or enjoying casual dining, this space is designed to accommodate it all. Tucked privately at the rear, the primary suite provides a serene retreat with a generous walk-in closet and a spa-inspired bath featuring an oversized tiled shower and a conveniently placed linen closet. Three additional bedrooms are positioned near the foyer, including one with a private bath for guests or a personalized space such as a home office or fitness room. A secondary bathroom includes a tiled shower and tub combination. Everyday convenience continues with a centrally located laundry room with washer and gas dryer included, alongside a built-in Smart Home Package featuring a Ring Video Doorbell, smart thermostat, keyless entry smart door lock, and Deako switches. The spacious two-car garage offers ample storage, while the full builder warranty provides peace of mind. With its thoughtful design, seamless indoor-outdoor living, and access to the natural beauty and recreational lifestyle of Oakstone Farms and the Harris Chain of Lakes, the Miramar perfectly blends comfort, style, and Florida living at its finest.
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
21127 ROYAL ST GEORGES LN, LEESBURG, FL 34748
$359,00026 Days on yellowkey MLS ID: A4686807
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1802 Built: 1999Monthly Fee: $229 Tax: $4,134 (2025)Community: Royal Highlands Ph 01CaSpa: YesSingle Family
Taxes:$4,134
Remarks: Golf course views in your backyard, plus 1% lender credit and free appraisal, this is the lifestyle upgrade you’ve been waiting for. Beautiful home located on the 7th hole in the sought-after, gated 55-plus community of Royal Highlands in Leesburg. This 2-bedroom, 2-bath residence with a spacious den, ideal as a third bedroom, offers a bright and open floor plan with luxury vinyl plank flooring throughout, complemented by vaulted ceilings, plantation shutters, and abundant natural light. The kitchen features a center island, ample cabinetry, and updated appliances, including a new refrigerator and garbage disposal, creating a functional and inviting space for everyday living. The living and dining areas flow seamlessly into the expansive 38-foot enclosed lanai, one of the home’s standout features, complete with a summer kitchen, two ceiling fans, an additional refrigerator, and generous space for entertaining or relaxing while enjoying peaceful golf course views. The den with double French doors offers flexibility and can easily function as a third bedroom, home office, or hobby space, providing additional value and versatility. Recent updates include a new roof in 2026, new attic insulation, two solar attic fans, a whole-house Culligan water purification system, and updated window treatments throughout. An exterior kitchenette and additional storage further enhance the home’s functionality. Royal Highlands is a resident-owned, gated 55-plus community offering indoor and outdoor pools, a fitness center, a clubhouse, a restaurant, and a full calendar of social activities. The 18-hole golf course is available with a separate membership. HOA is $229 per month and includes cable, internet, and additional community benefits. Homes with this level of upgrades, outdoor living space, and golf course positioning are in high demand. Schedule your private showing today to experience it in person.
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
27335 ORCHID GLADE ST, LEESBURG, FL 34748
$335,00026 Days on yellowkey MLS ID: G5110740
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 2004Monthly Fee: $293 Tax: $4,891 (2025)Community: Leesburg Legacy Unit 03 Lt 259Single Family
Taxes:$4,891
Remarks: Welcome to 27335 Orchid Glade Street! This beautifully maintained 3 bedroom, 2 bathroom home with 2,044 sq ft offers a stunning split floor plan and NO BOND. This property is located in the gated community of Legacy of Leesburg, a 55+ lifestyle community with a plethora of resort style amenities. Major updates to the roof and HVAC were completed in 2019, providing the buyer added peace of mind that this home has been truly cared for. Close to amazing shopping options, medical services, and amenities, it's everything you could want for your new home in Florida. The property has been meticulously maintained and is completely move in ready. A brick-paver driveway & well maintained landscaping welcome you outside. The front screened-in-entry opens into an expansive vaulted ceiling living space with views through a retractable sliding glass door of the BEAUTIFUL and lush forest behind your home which means, NO REAR NEIGHBORS! Furniture can be available too! The open-concept living space joins with the kitchen & dining to provide a welcoming area to relax or entertain, with plenty of space for everyone to feel right at home. Double pane windows and large sliders allow for the natural light to flow through your home. The well designed kitchen includes Corian countertops, tall cabinetry, a spacious pantry, & a custom-built buffet cabinet for added storage and display. A breakfast dining nook overlooks your screened in back patio with views of the greenery behind your home. The split floor plan features a spacious primary suite with vaulted ceilings and two separate closets, one being a walk-in with custom shelving included. The en-suite bath features dual separate vanities, a tiled walk-in shower, private water closet, and a relaxing soaking tub, creating the ideal space to unwind at the end of the day. The second & third bedrooms feature high ceilings, generous room size and spacious closets. An interior laundry room adds convenience with a dedicated folding table. Outdoor living is equally impressive with a large bird cage, screened & enclosed rear covered patio, brick pavers, and beautiful river rock, making it perfect for easy maintenance and to enjoy your...NO REAR NEIGHBORS! This beautifully updated residence combines comfort, functionality, and location. Located between the Villages & Leesburg, with easy access to the Turnpike, this home makes it effortless to get to Clermont, Tampa, Orlando or anywhere you want to experience your Florida lifestyle. The community is close to great shopping options, including a NEW Aldi store, as well as state of the art medical facilities. The community amenities include a pool, parks, walking paths, softball field, clubhouse, fitness center and MORE. The HOA fee includes the Cable, Internet & LAWN CARE! On Site RV & Boat Storage is available too! Come see why this home is the perfect choice for you, schedule your private showing TODAY!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Bill Josh (352-630-0967)
7814 SLOEWOOD DR, LEESBURG, FL 34748
$310,00074 Days on yellowkey MLS ID: G5108492
REDUCED by $10,000 (3.1%) on 04/24/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1809 Built: 2007Monthly Fee: $42 Tax: $2,009 (2025)Community: Park Hill Ph 2Single Family
Taxes:$2,009
Remarks: MOTIVATED SELLER!!! JUST REDUCED!!! Bring all offers for this MOVE IN READY HOME!!!! Discover this amazingly well maintained one-owner home—a spacious 4-bedroom, 2-full-bath single-family home offering 1,809 sq ft of comfortable living space. Pride of ownership shines throughout, with major updates already taken care of: a new roof installed in March 2023. A new water heater replaced 1 year ago, complete new A/C system April 2016. Enjoy serene, private views from your back yard on your screened patio overlooking a tranquil pond and backed by a mature nature conservation area—ensuring no rear neighbors. Endless natural beauty right outside your door. Fully irrigated lawn. Perfect for families seeking peace, privacy, and move-in-ready convenience. Don't miss this rare opportunity!
Listing is courtesy of: BONJORN REAL ESTATE (352-394-2112)
Listing Agent: Genger Narehood (352-394-2112)
29991 ANAHID DR, LEESBURG, FL 34748
$300,00011 Days on yellowkey MLS ID: O6398037
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2168 Built: 2022Monthly Fee: $50 Tax: $706 (2025)Community: Lake Denham EstatesSpa: NoSingle Family
Taxes:$706
Remarks: Short Sale. This is a home that you cannot pass up. Energy efficient home which will help you save thousands of dollars on utility bills. Built in 2022! This home has plenty of space and it is located in a desirable community that is minutes from the Florida Turnpike, which provides easy access to major centers. In less than a year the owners have customized the closet in the master bedroom, added a water filter, water softener as well as solar panels. This home has Wh cabinets with Moon Wh Granite counter-tops, Vicinity Brown large wood-like tile flooring with gray beige tweed carpet.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jason Asa (407-337-7702)
27300 PINE STRAW RD, LEESBURG, FL 34748
$335,00016 Days on yellowkey MLS ID: G5111189
1 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 2007Monthly Fee: $293 Tax: $2,127 (2025)Community: Leesburg Legacy Leesburg Unit 06Single Family
Taxes:$2,127
Remarks: WELCOME TO ONE OF THE MOST PRIVATE LOTS IN LEGACY OF LEESBURG. THE ENTRANCE TO THE HOME OFFERS DOUBLE FRENCH DOORS AND A VIEW THAT WILL TAKE YOUR BREATH AWAY. DOUBLE PANE WINDOWS WITH PLANTATION SHUTTERS THROUGHOUT. SLIDING GLASS DOORS ARE LOCATED IN THE IN THE PRIMARY BEDROOM, BREAKFAST NOOK,AND LIVING ROOM THAT ALL LEAD TO THE ALL SEASON ROOM. THE NORTHWEST EXPOSURE WILL ALLOW YOU TO ENJOY YOUR OUTDOOR SPACE WITH YOUR MORNING COFFEE, BBQ WITH FRIENDS, OR ENJOY YOUR AFTERNOON NAP. PRIMARY BATHROOM HAS A WALK IN SHOWER, SOAKING TUB, AND DUAL SINKS, LOTS OF SPACE FOR THE FAMILY AND FRIENDS WITH A SEPARATE FAMILY ROOM AND 2 GUEST ROOM.THE EXTERIOR HAS AN TEXTURED DRIVEWAY AND SIDEWALK THAT LEAD TO THE FRONT SCREENED LANIA. NEW ROOF NOVEMBER 2024, HVAC 2020 TRANSFERABLE TERMITE BOND ALL OF THIS IN ONE OF CENTRAL FLORIDA'S SOUGHT OUT AFTER 55+ COMMUNITIES, LEGACY OF LEESBURG. LEGACY IS A NATURE THEMED COMMUNITY WITH MILES OF TRAILS AND ACRES OF CONSERVATION AREA. THE COMMON FACILITIES WERE UPDATED IN 2025. DON'T MISS THE RESORT STYLE POOL AND SPA. FOR THE ACTIVE ADULT IN YOU THERE IS PICKLEBALL, TENNIS, HORSESHOES, SHUFFLEBOARD,YOGA, WATER AEROBICS JUST TO NAME A FEW. DO YOU HAVE A BOAT OR RV? THERE IS ON SITE STORAGE. THE AFFORDABLE HOA INCLUDES GRASS MOWING, EDGING, INTERNET AND CABLE. 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)
34041 HIGHLAND RD, LEESBURG, FL 34788
$359,999146 Days on yellowkey MLS ID: G5104831
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2280 Built: 1969 Tax: $3,440 (2025)Community: Golfview SubSingle Family
Taxes:$3,440
Remarks: One or more photo(s) has been virtually staged. Peaceful, majestic oak trees greet you as you arrive at this warm and welcoming home, offering nearly 2,300 square feet of comfortable living space designed for both everyday living and unforgettable gatherings. Inside, generously sized rooms create an inviting atmosphere, with oversized living and dining areas perfect for hosting holidays, celebrations, and quiet evenings with loved ones. The eat-in kitchen becomes the natural gathering place, where meals are shared and memories are made. Step outside to rear decks and imagine weekend barbecues, morning coffee, or unwinding as the sun sets in the distance. Set on a generous, fenced lot of nearly half an acre with no HOA, this property offers rare privacy, flexibility, and room to enjoy the outdoors—whether for pets, play or future projects. RV/EV 40 amp outlet installed by driveway. Home is ideally located just minutes from dining, shopping, and local conveniences, this inviting 3-bedroom, 2.5-bath home is a peaceful retreat in a prime location, ready for you to make it your own. Note: Recent housing development behind property has created a beautiful Water View Buffer at the rear of the home! Make your viewing appointment to see this home today! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.
Listing is courtesy of: HARRISON REAL PROPERTY GROUP (407-741-3547)
Listing Agent: Rex Rutledge (352-242-8735)
7716 PARK HILL AVE, LEESBURG, FL 34748
$379,900104 Days on yellowkey MLS ID: O6375467
REDUCED by $10,000 (2.6%) on 04/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3022 Built: 2008Monthly Fee: $42 Tax: $5,155 (2025)Community: Park Hill SubSingle Family
Taxes:$5,155
Remarks: PRICE JUST SLASHED—AND THIS ONE ISN’T WHISPERING, IT’S SHOUTING. This is the kind of opportunity buyers wait for… and then wish they hadn’t hesitated. One of the largest homes on one of the biggest lots in the neighborhood, now priced aggressively for a fast sale. If you’ve been watching this one, now’s your moment. Set on a rare .34-acre corner lot, this home delivers serious space—inside and out. From the soaring two-story foyer and living room to the flexible floor plan, everything here is built to live large. The first floor offers a generously sized bedroom with ideal potential for multi-generational living, while upstairs features a bright loft/office that keeps the open feel flowing throughout. And storage? Plenty of it—everywhere you turn. The kitchen is ready for real life and real entertaining, complete with double ovens, a gas stove, TWO refrigerators, a dinette area, and a separate formal dining space for hosting. Upstairs, the primary suite is a true retreat with a spacious bathroom and dual walk-in closets. Step outside and it only gets better—a fully fenced backyard this size is hard to come by. Whether it’s entertaining, relaxing, or just enjoying the Florida sunshine, you’ve got the space to do it. The screened lanai and extended patio make it even easier to enjoy year-round. With a newer upstairs A/C (2024), epoxy garage floors, and a location just minutes from Venetian Gardens, the Chain of Lakes, downtown Leesburg, shopping, dining, and major roadways—this home checks boxes across the board. Bottom line: this is a LOT of home for the money. Priced to move, and move quickly. If space, value, and potential are on your list, this one deserves your attention—now.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Carrie Pappas (352-460-1109)
5064 MEADOW SONG DR, LEESBURG, FL 34748
$375,00037 Days on yellowkey MLS ID: G5110256
0 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 2022Monthly Fee: $151 Tax: $4,360 (2025)Community: Spring CreekSingle Family
Taxes:$4,360
Remarks: Under contract-accepting backup offers. Experience the benefits of new construction—without the wait, added costs, or uncertainty—PLUS $10,000 SELLER CREDIT that the buyer can use however they choose. Built in 2022 and enhanced with over $40,000 in upgrades, this 4-bedroom, 3-bathroom home offers a rare opportunity to own a move-in-ready property where the upgrades are already done. Comparable new builds of this model start well above $400,000, and in nearby areas just a zip code away, pricing can climb another $75,000–$100,000+. All of this is set in the desirable south Leesburg area—an emerging and beautiful corridor between Clermont and Leesburg—with continued growth, including new shopping, dining, and everyday conveniences just minutes away. The home makes a strong first impression with an extended driveway that comfortably fits up to four vehicles and an inviting front porch elevation. Inside, the open-concept layout features 9-foot ceilings, 8-foot interior doors, and additional windows in the great room that fill the space with natural light. The kitchen is both stylish and functional, offering 42-inch cabinets with crown molding, quartz countertops, a full tile backsplash, stainless steel appliances, an upgraded faucet, soft-close doors and drawers, pull-out shelving, a large center island, and an oversized pantry with an outlet for a freezer or wine cooler. A split-bedroom layout provides flexibility and privacy, including a secondary suite with its own private en-suite bath and a no-step shower—ideal for guests, multi-generational living, or added accessibility. The primary suite offers a spacious retreat with additional windows, a large walk-in closet, and a well-appointed bath featuring dual vanities and upgraded tile in the shower and tub. Additional features include ceiling fans in every room with dedicated switches, comfort-height elongated toilets, upgraded flooring throughout the main living areas, and a fully wired security system monitoring all windows and doors. Outdoor living is just as impressive, with a screened and covered patio pre-plumbed for an outdoor kitchen sink, overlooking a professionally landscaped yard with irrigation and landscape curbing. The premium lot offers no rear neighbors with peaceful pond views, HOA-owned green space to the west, and a pie-shaped lot to the east—creating a larger, more private backyard feel. The garage is equipped with pre-plumbing for a utility sink and water softener, an overhead storage rack, and a Wi-Fi-enabled garage door opener with an integrated security camera. Blending upgrades, location, and a premium homesite, this home stands out as a true alternative to new construction—offering more value, more privacy, and immediate enjoyment. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Brandie Mathison-Klein (407-488-3446)
5024 LONG MEADOW DR, LEESBURG, FL 34748
$305,00060 Days on yellowkey MLS ID: G5109100
REDUCED by $24,900 (7.5%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1847 Built: 2001Monthly Fee: $180 Tax: $3,734 (2025)Community: Plantation At Leesburg Long Meadow VillageSingle Family
Taxes:$3,734
Remarks: ***** MAJOR PRICE REDUCTIO(N ***** Welcome to The Plantation at Leesburg and this inviting golf course home with a scenic view of the 4th hole of Cranes Roost Golf Course. Home buyer is eligible for a substantial discount as a new member of the Plantation at Leesburg, Golf Club. Enjoy the landscape from the screen-enclosed lanai and the generous windows of the Florida room, creating a bright and comfortable space to relax and take in the setting. Tucked near the end of a cul-de-sac, the location offers a quieter feel with minimal drive-by traffic, and it’s also just a short walk to the community’s popular pool and pickleball courts. This concrete block and stucco home features 2 bedrooms, plus office/den, 2 baths, and a tall garage with excellent storage. Since 2024, the home has seen meaningful improvements, including fresh interior paint, updated laminate flooring throughout most of the living areas, and new carpet in all three bedrooms. The primary bathroom has been thoughtfully updated by removing the jetted garden tub and adding beautiful cabinetry and a new vanity with expanded storage, along with a comfortable, easy-access shower and a spacious walk-in closet. The garage is equally impressive with new gray epoxy floor finished with black and blue flakes for a clean, finished look. Additional updates include a new hot water heater (2025) and a new backflow valve on the irrigation system (2026). The roof was replaced in 2018 and the A/C has been maintained. The Plantation at Leesburg is a gated, 55+ community offering two 18-hole championship golf courses, three pools and community centers, and an active calendar of clubs and amenities for a variety of lifestyles. Schedule your showing and come see the view, the updates, and the easy Florida living this home offers.
Listing Agent: Marty Bouhall (352-326-2662)
4949 SAWGRASS LAKE CIR, LEESBURG, FL 34748
$309,999214 Days on yellowkey MLS ID: G5102655
REDUCED by $14,001 (4.3%) on 04/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2133 Built: 2000Monthly Fee: $180 Tax: $2,209 (2024)Community: Plantation At Leesburg Sawgrass VillageSingle Family
Taxes:$2,209
Remarks: Spacious and updated home offering 2,158 sq. ft. of comfortable living in the highly desirable Plantation at Leesburg. This home features 2 owner’s suites, each with private bathrooms and walk-in closets, perfect for guests or multi-generational living. The split floor plan provides ultimate privacy. The kitchen is open to the family room, creating an ideal space for entertaining, with a large dining area nearby. Formal living and dining rooms add flexible space for gatherings. The third bedroom (11x13) makes a great office, den, or hobby room. You'll also enjoy the convenience of an indoor laundry room with a half bath. Relax year-round in the enclosed lanai with glass windows, or step outside to the paver patio, perfect for grilling. Home also features a 2-car garage plus a separate golf cart garage. Recent Updates Include: Roof (2018) Hot water heater (2024) Solar-powered attic fans for energy efficiency New Wi-Fi-enabled sprinkler system and garage door opener The Plantation offers resort-style living with 2 golf courses, 3 clubhouses, 3 pools, hot tubs, fitness centers, saunas, tennis, pickleball, softball, billiards, walking trails, on-site restaurant, and a full calendar of social events and entertainment. Golf cart-friendly community. Don't miss this opportunity to own a beautiful home in one of Central Florida's premier 55+ communities!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-536-0100)
Listing Agent: Mary Jane Grimes (410-353-0795)
29875 ANAHID DR, LEESBURG, FL 34748
$325,000264 Days on yellowkey MLS ID: O6335485
REDUCED by $24,990 (7.1%) on 04/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2021Monthly Fee: $54 Tax: $4,492 (2024)Community: Lake Denham EstatesSingle Family
Taxes:$4,492
Remarks: Welcome to this beautifully maintained 4-bedroom, 2.5-bath home built in 2021, offering the perfect blend of comfort, style, and functionality. Featuring a highly desirable primary suite on the first floor, this home is ideal for both convenience and privacy. Step inside to discover a bright, open-concept layout designed for modern living and effortless entertaining. The kitchen is a true centerpiece, showcasing granite countertops, 42” cabinetry, stainless steel appliances, and a spacious island that overlooks the main living area. The first-floor primary suite offers a peaceful retreat with ample space, while upstairs provides additional bedrooms perfect for family, guests, or a home office. Enjoy outdoor living in your fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your own private space. Located in a vibrant community, residents have access to resort-style amenities, including a sparkling pool, playground, and scenic walking trails. This home has been meticulously maintained, with major systems including the roof, HVAC, and flooring all from 2021. Conveniently located just minutes from downtown Leesburg, major highways, shopping, and dining, this property offers both tranquility and accessibility. Don’t miss your chance to own a modern home in a prime location—schedule your private showing today!
Listing is courtesy of: KINGS REALTY & CO LLC (407-353-7176)
Listing Agent: Sarah King (407-353-7176)
27601 COUNTRY STONE CT, LEESBURG, FL 34748
$369,00099 Days on yellowkey MLS ID: G5107236
REDUCED by $10,888 (2.9%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 2007Monthly Fee: $295 Tax: $3,826 (2025)Community: Leesburg Legacy Leesburg Unit 06Spa: NoSingle Family
Taxes:$3,826
Remarks: Set on a prominent corner cul-de-sac lot, this expanded Pringle Scarsboro delivers space, privacy, and effortless livability in one of Legacy of Leesburg’s most desirable settings. Thoughtful expansion and a smartly composed floor plan create a home that feels open yet defined, offering multiple living zones that accommodate both refined entertaining and relaxed daily life. The interior is balanced and functional, featuring three well-sized bedrooms and two baths arranged in a split configuration for maximum privacy. A seamless connection between indoor and outdoor living leads to an oversized lanai - an ideal extension of the home for hosting, unwinding, or simply enjoying the Florida climate. Meaningful updates, including a 2020 roof, refreshed interior and exterior finishes, updated flooring, and stainless steel kitchen appliances, underscore the home’s move-in-ready appeal and long-term value. Beyond the front door, Legacy of Leesburg offers a gated, 55+ lifestyle centered on activity, connection, and convenience. Residents enjoy access to tennis, pickleball, bocce, softball, a resort-style pool and spa, and an impressive variety of clubs and social opportunities. HOA services include internet, irrigation, and amenity maintenance, allowing for a truly low-maintenance experience. Ideally located near lakes, natural surroundings, and convenient routes to Orlando and both Florida coasts, this home provides a rare blend of tranquility and accessibility. This is not simply a residence... it’s a well-positioned opportunity to enjoy the best of active adult living in a community designed to elevate everyday life.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Scott Cohara (407-398-9554)
11426 LAKEVIEW DR, LEESBURG, FL 34788
$335,00013 Days on yellowkey MLS ID: G5111231
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1457 Built: 2023 Tax: $1,388 (2025)Community: No Subdivision NameSingle Family
Taxes:$1,388
Remarks: Built to a standard—not a price—this exceptional custom home showcases the craftsmanship of a professional builder who constructed the property well beyond typical code requirements. From reinforced framing with 16-inch on-center studs to thoughtfully engineered structural integrity, this residence delivers a level of quality rarely found in today’s market. Situated on an expansive .35+ acre homesite, the property offers unmatched flexibility—perfect for storing your RV, boat, or recreational vehicles, complete with dedicated electrical hookups. The oversized double-car garage provides excellent protection for your vehicles from Florida’s sun while adding valuable storage space. Inside, you’ll find a true open-concept floor plan featuring 3 spacious bedrooms and 2 full bathrooms, designed for both comfortable living and effortless entertaining. Natural flow, functional layout, and quality finishes create a warm yet modern living environment. Enjoy the freedom of NO HOA and NO restrictions, giving you the ability to truly make this property your own—whether that means hosting gatherings, creating a private garden oasis, or customizing your outdoor space to fit your lifestyle. This is a rare opportunity to own a solidly built, unrestricted property with space, flexibility, and superior construction. ?? Schedule your private showing today—homes of this caliber do not last.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Josh Duclos (352-552-1266)
8634 OAKSTONE CIR, LEESBURG, FL 34788
$373,99084 Days on yellowkey MLS ID: O6379065
INCREASED by $9,000 (2.5%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 2026Monthly Fee: $100 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Elementary School: Treadway Elem
Remarks: Under Construction. The Miramar is located in Oakstone Farms, a brand-new community just 5.5 miles from Downtown Leesburg and the Harris Chain of Lakes, offering peaceful pond waterfront views in a thoughtfully planned neighborhood. Residents enjoy dedicated community greenspace, a dog park, and a tot lot, all conveniently close to Downtown Leesburg. A striking 8’8” full-lite glass front door welcomes you into a foyer with 9’4” ceilings and an open-concept layout designed for modern living. The great room is filled with natural light and enhanced by additional flush-mount lighting, creating a bright and inviting atmosphere. At the heart of the home, the gourmet kitchen showcases a large center island, granite countertops, abundant cabinetry, and a spacious pantry, seamlessly connecting to the main living areas for effortless entertaining. The Miramar’s split-bedroom floor plan provides excellent privacy. Just off the foyer, two secondary bedrooms share a bathroom with a tile tub/shower combination, while an adjacent guest bedroom features its own private bath with a tiled shower, ideal for visitors or multigenerational living. Privately positioned at the rear of the home, the primary suite offers a true retreat with a large walk-in closet and a spa-inspired bath featuring a tiled shower and linen closet. Ceramic tile flooring extends throughout the main living areas, with carpeted bedrooms for added comfort. A centrally located laundry and mud room with washer and gas dryer adds everyday convenience. Additional highlights include Smart Home features such as a Ring video doorbell, smart thermostat, keyless entry smart door lock, and Deako switches. This gas home also includes a tankless gas water heater, architectural shingles, gutters, insulated windows, and a paver entry and driveway. Enjoy tranquil pond views from the covered rear patio, along with the functionality of a two-car garage. Backed by a full builder warranty, The Miramar delivers modern design, privacy, and waterfront living in one of Leesburg’s newest communities.
21811 KING HENRY AVE, LEESBURG, FL 34748
$339,90043 Days on yellowkey MLS ID: G5109896
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 1999Monthly Fee: $229 Tax: $2,882 (2025)Community: Royal Highlands Ph 01CaSingle Family
Taxes:$2,882
Remarks: Step into easy Florida living with this well-maintained Squire floor plan, where thoughtful updates and flexible space come together in a way today’s buyers truly appreciate. Major improvements have already been taken care of, including updated windows (2021), HVAC (2020), and a 2025 roof—providing peace of mind from day one. Inside, you’ll find solid surface flooring throughout, creating a seamless and low-maintenance living environment. The kitchen is both functional and inviting, featuring solid wood cabinetry, quartz countertops, stainless steel appliances, and a sunny breakfast nook—perfect for morning coffee or casual meals. The open great room flows naturally into a dedicated dining space, making everyday living and entertaining feel effortless. The primary suite offers a comfortable retreat with a spacious walk-in closet and an en-suite bath complete with dual sinks and a walk-in shower. Guests will feel right at home with a private bedroom and bath, while the additional den/office and bonus room provide the flexibility so many buyers are looking for today—whether it’s hobbies, visiting family, or extra workspace. Step outside to enjoy the 8x13 screened birdcage patio—an ideal spot to relax and take in the Florida lifestyle. Additional highlights include an interior laundry room and a two-car garage. Located in Royal Highlands, a resident-owned gated 55+ community, residents enjoy a full suite of amenities including indoor and outdoor pools, an 18-hole golf course, restaurant and pro shop, tennis, pickleball, fitness center, billiards, and a vibrant calendar of social events. The HOA also includes Xfinity cable (up to three TVs), high-speed internet, and secure RV/boat storage. Conveniently located with easy access to the Florida Turnpike, Orlando attractions, and the Orlando Health South Lake Hospital emergency center.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
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