Location: Leesburg
Keyword(s): Leesburg High
Keyword(s) High School: Leesburg High
Do Not Show Listings
8592 OAKSTONE CIR, LEESBURG, FL 34748
$375,990102 Days on yellowkey MLS ID: O6396600
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1989 Built: 2026Monthly Fee: $100 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$239
Elementary School: Treadway Elem
High School: Leesburg High
Tax Year: 2025
Middle School: Oak Park Middle
Remarks: Pre-Construction. To be built. Set within Oakstone Farms, this beautifully designed home places you in the heart of one of Central Florida’s most treasured lake regions, the renowned Harris Chain of Lakes. Spanning more than 50,000 acres across eight interconnected lakes and scenic canals, the area is beloved for boating, fishing, and days spent enjoying Florida’s natural beauty. Within the neighborhood, thoughtfully planned greenspace, a dog park, and a tot lot contribute to a welcoming setting where neighbors connect and outdoor living is part of everyday life. Inside, the four-bedroom Drexel floor plan blends comfort and thoughtful design. A striking 8-foot glass full-lite front door opens to a welcoming foyer accented by 9-foot 4-inch ceilings and deluxe interior trim that continue throughout the home. Two secondary bedrooms are positioned at the front and share a full bath, creating a functional layout with both privacy and convenience. The living areas unfold into a bright, open space where the kitchen serves as the centerpiece. Quartz countertops, soft-close cabinetry, a gas range, a large center island, and a generous pantry create a kitchen designed for both everyday living and gatherings. The space flows seamlessly into the kitchen nook and expansive great room, while sliding doors lead to the covered lanai for relaxed indoor and outdoor living. Privately positioned at the rear of the home, the owner’s suite provides a quiet retreat with a spacious walk-in closet and a well-appointed deluxe primary bath with an oversized shower and dual vanity. An additional bedroom features a built-in closet, and the laundry room is conveniently located just behind the kitchen with direct access to the two-car garage. Additional features include dual-pane windows, gas tankless water heater, architectural shingles, entry & driveway brick pavers, full landscaping, and irrigation in the front and sides supplied by reclaimed water. Modern convenience continues with a built-in Smart Home Package that includes a Ring Video Doorbell, smart thermostat, keyless entry smart door lock, and Deako smart switches. A full builder warranty adds lasting peace of mind. Beyond the home itself, life in Oakstone Farms connects you with some of Central Florida’s most charming destinations. The lakeside communities of Mount Dora and Tavares are known for waterfront dining, boutique shopping, and year-round festivals, while Leesburg sits just 5.5 miles away for everyday shopping, dining, and entertainment. Here, the beauty of Florida’s lake country and the comforts of a thoughtfully designed home come together in a setting that truly feels special.
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
33651 OVERTON DR, LEESBURG, FL 34788
$475,00079 Days on yellowkey MLS ID: O6402186
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $10,000 (2.1%) on 05/19/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2678 Built: 1974 Tax: $5,432 (2025)Community: Country Club View SubSpa: NoSingle Family
Taxes:$5,432
Remarks: Under contract-accepting backup offers. Welcome to Leesburg, the “City of Lakes,” where space, privacy, and convenience come together on this nearly one-acre homesite just minutes from Lake Silver and the Harris Chain of Lakes. This solid concrete block home offers a flexible split floor plan with two primary suites featuring private ensuites, plus an additional bedroom and bathroom, ideal for multi-generational living or guests. The updated kitchen with newer cabinetry and granite countertops opens seamlessly to a spacious living and entertaining area with a wood-burning fireplace and built-in bar, all connecting to a bright enclosed sunroom and pool area for easy indoor-outdoor living. A separate oversized living room with large windows brings in abundant natural light and adds even more functional space. Outside, enjoy mature oak trees, a large private pool with a recently replaced pump (2025), and plenty of yard space to relax or entertain. The property also features an oversized driveway with ample parking, a two-car garage, and no HOA, giving you flexibility and room for additional vehicles. Major upgrades include a metal roof installed in 2019 with a lifetime warranty, a newer drainfield, and a fully connected natural gas whole-home generator for reliable backup power. This is a well-maintained property offering land, upgrades, and a peaceful setting just minutes from everything Leesburg has to offer.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Evan Caulfield (407-432-9767)
5909 WINDSONG OAK DR, LEESBURG, FL 34748
$300,00048 Days on yellowkey MLS ID: O6411614
REDUCED by $5,000 (1.6%) on 06/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 2013Monthly Fee: $86 Tax: $3,578 (2025)Community: Windsong At LeesburgSpa: NoSingle Family
Taxes:$3,578
Elementary School: Leesburg Elementary
Remarks: Virtually Staged. Lowest Price per foot in Windsong at Leesburg! Seller will put on a NEW Roof prior to closing with accepted contract! Welcome to 5909 Windsong Oak Drive NEAR the quiet culdesac in the very back of this quiet community, in the desirable Windsong at Leesburg community—where modern comfort, convenience, and Florida living come together beautifully. This move-in-ready home offers 1,875 square feet of thoughtfully designed living space featuring attractive stone accents, durable block-and-stucco construction, energy-efficient double-pane windows, and a spacious two-car garage. Step through the impressive foyer and discover an open-concept floor plan highlighted by large ceramic tile flooring, abundant natural light, and spacious gathering areas perfect for entertaining or everyday living. The heart of the home is the oversized kitchen featuring rich espresso cabinetry, granite countertops, stainless steel appliances, abundant prep space, and a large dining area ideal for family dinners and holiday celebrations. The expansive living room flows seamlessly to the large covered lanai through oversized sliding glass doors, creating the perfect indoor-outdoor lifestyle. Whether you're enjoying your morning coffee, relaxing after work, or hosting friends and family, this inviting space is designed to be enjoyed year-round. The oversized primary suite serves as a private retreat with plenty of room for a sitting area, a huge walk-in closet, and a luxurious ensuite bath featuring dual vanities, solid-surface countertops, a soaking tub, and a separate walk-in shower. Secondary bedrooms are with comfort and privacy, while the oversized laundry room provides additional storage and functionality. Beyond the home itself, Windsong at Leesburg offers exceptional community amenities with low HOA fees. Residents enjoy a beautiful community pool, covered seating and gathering areas, and a playground, creating the perfect setting for relaxation, recreation, and neighborhood gatherings. Location is another standout feature. Conveniently situated near Publix, shopping, restaurants, medical facilities, and daily conveniences, everything you need is just minutes away. Outdoor enthusiasts will appreciate the close proximity to public boat ramps and the area's beautiful lakes, providing endless opportunities for boating, fishing, kayaking, and waterfront fun. Commuters will love the easy drive to Clermont, Minneola, and surrounding Central Florida destinations, while wine enthusiasts can enjoy nearby weekends at Lakeridge Winery, one of Florida's premier wineries known for its scenic vineyards, festivals, and live entertainment. If you've been searching for a move-in-ready home in Leesburg with granite countertops, stainless steel appliances, an oversized primary suite, covered lanai, low HOA fees, community pool, playground, and convenient access to shopping, boating, and Clermont, then 5909 Windsong Oak Drive is the opportunity you've been waiting for. Schedule your private showing today and discover why this exceptional home stands out from the competition.
Listing is courtesy of: NEXTHOME LOTT PREMIER REALTY (407-222-0495)
Listing Agent: Corey Lott (407-222-0495)
6644 CEDAR LANDING CIR, LEESBURG, FL 34748
$304,9908 Days on yellowkey MLS ID: W7887515
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1787 Built: 2026Monthly Fee: $230Community: Cedar Landings TownhomesTownhouse
Taxes:$0
Tax Year: 2026
Remarks: Pre-Construction. To be built. With beautiful amenities, low-maintenance living, and an ideal Leesburg location, Cedar Landings makes it easier than ever to enjoy the comfort of a brand-new home in a community designed for connection, recreation, and convenience. Designed with comfort and style in mind, these thoughtfully crafted townhomes are perfect for those seeking convenience without compromise, with included lawn care, so you can spend more time enjoying your home and less time maintaining it. Conveniently located just minutes from Clermont and Minneola, Cedar Landings provides easy access to some of the area’s most popular destinations while maintaining a peaceful, relaxed atmosphere. Cedar Landings Townhomes brings modern, low-maintenance lifestyle in one of Central Florida’s most charming small-town settings. The Biscayne leads back through dual arches into the Kitchen and the Great Room. Separated from the Great Room by a breakfast bar, the Kitchen flows into the Dinette and then out onto the Patio, bringing the outdoors in. You have three generous bedrooms and two baths. All floorplans feature a 2nd floor Laundry with either stacking or side-by-side washer and dryer. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)
Listing Agent: Bill Maltbie (813-819-5255)
7642 PARK HILL AVE, LEESBURG, FL 34748
$375,00050 Days on yellowkey MLS ID: G5112923
1 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2948 Built: 2007Monthly Fee: $42 Tax: $4,428 (2025)Community: Park HillSingle Family
Taxes:$4,428
Elementary School: Beverly Shores Elem
Remarks: Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed plus receive one percent back from the seller’s preferred lender! Space, functionality, and a location that makes everyday life easier welcome to your next chapter in Leesburg! This beautifully maintained 4-bedroom, 2.5-bath home offers just under 3,000 square feet of living space with a layout designed for real life. From the moment you walk in, you’ll notice the soaring sense of space, oversized rooms, and flexible living areas perfect for entertaining, working from home, hosting family, or simply spreading out comfortably. The heart of the home is the spacious open kitchen overlooking the main living area, creating the ideal setup for gatherings, game nights, holidays, and everything in between. The oversized primary suite offers a true retreat with plenty of room to unwind after a long day, while the additional bedrooms provide flexibility for guests, hobbies, or a growing household. Outside, enjoy a large yard with room to relax, play, entertain, or create your dream outdoor setup. The 3-car garage gives you the extra storage space everyone wants but rarely finds. Located in the desirable Park Hill community, you’re tucked away in a peaceful setting while still being just minutes from shopping, restaurants, medical facilities, schools, Venetian Gardens, Downtown Leesburg, and the beautiful Harris Chain of Lakes. Whether you love boating, fishing, dining by the water, or simply enjoying the Florida lifestyle, this location puts you close to it all. Homes with this much space, functionality, and value don’t come around often, and with NO income verification financing available plus one percent back from the seller’s preferred lender, this opportunity is even sweeter. Schedule your private showing today!
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Vincent Cordaro (407-813-6959)
1667 ANN ROSE WAY, LEESBURG, FL 34748
$364,9009 Days on yellowkey MLS ID: O6423156
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 2026Monthly Fee: $18 Tax: $259 (2025)Community: Arbor ParkSingle Family
Taxes:$259
Elementary School: Fruitland Park Elem
Middle School: Carver Middle
Remarks: Under Construction. Under Construction – Discover the perfect blend of style, comfort, and quality in this beautifully designed 4-bedroom, 3-bath home in desirable Leesburg, Florida. Thoughtfully crafted with today's lifestyle in mind, this spacious open-concept floor plan provides the ideal setting for both everyday living and entertaining. At the heart of the home, the modern kitchen features granite countertops, a large center island, Whirlpool® stainless steel appliances, and abundant cabinetry, creating a functional and inviting space for gathering with family and friends. The spacious owner's suite offers a relaxing retreat, while three additional bedrooms and two additional bathrooms provide flexibility for guests, a home office, or multi-generational living. A generously sized laundry room adds everyday convenience, and granite countertops throughout the bathrooms provide a timeless, upscale finish. Enjoy added peace of mind with comprehensive builder warranties, including a 1-year builder workmanship warranty and a 10-year structural warranty. Residents of this growing community will enjoy outstanding planned amenities, including a resort-style swimming pool with cabanas, pickleball courts, scenic nature trails, a tot playground, dog park, community pavilions, and open green spaces designed for recreation and relaxation. Conveniently located in Leesburg, you'll be just minutes from shopping, dining, parks, the Chain of Lakes, medical facilities, and major roadways offering easy access to Mount Dora, The Villages, and the greater Orlando area. With its welcoming atmosphere, outdoor recreation, and small-town charm, Leesburg continues to be one of Central Florida's most desirable places to call home. Please note: This home is currently under construction. The photos shown are from a previously completed home featuring the same floor plan with a different elevation and are provided for illustrative purposes only. Colors, finishes, fixtures, landscaping, and design selections may vary from the home currently under construction. Schedule your private tour today and learn more about this exceptional opportunity to own a brand-new home in one of Leesburg's fastest-growing communities.
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Bri Mcswain (407-454-0960)
1654 ANN ROSE WAY, LEESBURG, FL 34748
$371,9009 Days on yellowkey MLS ID: O6422970
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1820 Built: 2026Monthly Fee: $18 Tax: $253 (2025)Community: Arbor ParkSingle Family
Taxes:$253
Remarks: Under Construction. Welcome to this beautiful under-construction home in desirable Leesburg, Florida! This thoughtfully designed 4-bedroom, 2-bath home with a 3-car garage offers the perfect blend of comfort, functionality, and modern style. Situated on a spacious 60-foot homesite with no rear neighbors, you'll enjoy added privacy and peaceful outdoor living. Inside, you'll find an open-concept floor plan that's perfect for both everyday living and entertaining. The bright, spacious living areas flow seamlessly into the kitchen and dining spaces, creating an inviting atmosphere for family and friends. The split-bedroom design provides privacy for the owner's suite, while the additional bedrooms provide flexibility for guests, a home office, or a growing family. The 3-car garage provides plenty of room for vehicles, storage, hobbies, or recreational equipment. Built with quality craftsmanship, this home includes valuable builder warranties for added peace of mind, including a 10-year structural warranty, 2-year mechanical systems warranty, and a 1-year builder workmanship warranty. Residents of this growing community will enjoy outstanding planned amenities, including a resort-style swimming pool with cabanas, pickleball courts, scenic nature trails, a tot playground, dog park, community pavilions, and open green spaces designed for recreation and relaxation. Located in the growing city of Leesburg, you'll enjoy convenient access to shopping, dining, parks, golf courses, medical facilities, and the beautiful Chain of Lakes. With easy access to Mount Dora, The Villages, and the greater Orlando area, this location offers the perfect balance of small-town charm and modern convenience. Please note: The photos shown are of a previously completed home featuring the same floor plan and are for illustrative purposes only. Colors, finishes, fixtures, elevations, landscaping, and design selections may vary from the home currently under construction. Don't miss the opportunity to own this exceptional new home on a premium 60-foot homesite with no rear neighbors. Contact us today for construction updates and schedule your private tour of the community!
6692 CEDAR LANDING CIR, LEESBURG, FL 34748
$319,16028 Days on yellowkey MLS ID: W7886881
INCREASED by $10,000 (3.2%) on 07/09/2026
Remarks: Quick move-in! With beautiful amenities, low-maintenance living, and an ideal Leesburg location, Cedar Landings makes it easier than ever to enjoy the comfort of a brand-new home in a community designed for connection, recreation, and convenience. Designed with comfort and style in mind, these thoughtfully crafted townhomes are perfect for those seeking convenience without compromise, with included lawn care, so you can spend more time enjoying your home and less time maintaining it. Conveniently located just minutes from Clermont and Minneola, Cedar Landings provides easy access to some of the area’s most popular destinations while maintaining a peaceful, relaxed atmosphere. Cedar Landings Townhomes brings modern, low-maintenance lifestyle in one of Central Florida’s most charming small-town settings. The Biscayne leads back through dual arches into the Kitchen and the Great Room. Separated from the Great Room by a breakfast bar, the Kitchen flows into the Dinette and then out onto the Patio, bringing the outdoors in. You have three generous bedrooms and two baths. All floorplans feature a 2nd floor Laundry with either stacking or side-by-side washer and dryer. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
4331 MAGNOLIA AVE, LEESBURG, FL 34748
$279,90060 Days on yellowkey MLS ID: L4961818
REDUCED by $20,000 (6.7%) on 07/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1396 Built: 1960 Tax: $1,441 (2025)Community: UnincorporatedSingle Family
Taxes:$1,441
Remarks: Fractional Ownership. PRICE IMPROVEMENT PRICE IMPOVEMENT PRICE IMPROVEMENT Step into timeless Florida charm with this beautifull 1960-built waterfront home featuring 2 bedrooms, 2 bathrooms, and a dedicated office space. Nestled on a peaceful freshwater canal with direct access to the renowned Lake Harris Chain of Lakes, this property blends historic character with an unbeatable outdoor lifestyle. From the moment you arrive, you’ll appreciate the home’s classic charm, warm character, and inviting atmosphere that newer homes simply can’t replicate. Spend your days bass fishing from your backyard or enjoying endless waterfront activities including water skiing, jet skiing, paddle boarding, canoeing, and kayaking. Whether you’re searching for a full-time residence, weekend retreat, or waterfront getaway, this unique home offers vintage charm, scenic beauty, and true Florida living at its finest
Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)
Listing Agent: Skip Scism, Ii (863-608-4356)
5127 AURORA DR, LEESBURG, FL 34748
$379,90028 Days on yellowkey MLS ID: O6418513
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2386 Built: 2002Monthly Fee: $294 Tax: $5,595 (2025)Community: Legacy Of LeesburgSingle Family
Taxes:$5,595
Remarks: Virtually Staged. OVERSIZED GARAGE, CUL-DE-SAC LOCATION, LONG DRIVEWAY, NEAR COMMUNITY PARK, 55+ LEGACY OF LEESBURG COMMUNITY, CLUBHOUSE & RESORT-STYLE AMENITIES! Welcome to this beautifully maintained 3-BEDROOM, 2-BATH single-family home offering 2,386 HEATED SQ FT of spacious living in the desirable LEGACY OF LEESBURG community. This home features an open and functional SPLIT-BEDROOM FLOOR PLAN, soaring HIGH CEILINGS, generous living areas, excellent natural light, and a seamless flow designed for comfort and everyday living. The kitchen opens beautifully to the main living spaces, while the SCREENED REAR PORCH and mature landscaping create a peaceful setting to relax and enjoy the Florida lifestyle. Additional highlights include a 2-CAR OVERSIZED GARAGE, LONG DRIVEWAY, CUL-DE-SAC SETTING, and a location near the COMMUNITY PARK. Located in the established 55+ LEGACY OF LEESBURG community, residents enjoy access to a CLUBHOUSE, COMMUNITY POOL, FITNESS CENTER, TENNIS COURTS, SIDEWALKS, GOLF CART-FRIENDLY STREETS, community recreation areas, and beautifully maintained grounds. The community also offers a convenient Leesburg location near shopping, dining, medical services, major roadways, and Central Florida lifestyle destinations. OVERSIZED GARAGE, CUL-DE-SAC, LONG DRIVEWAY, NEAR COMMUNITY PARK, CLUBHOUSE, POOL, FITNESS CENTER, TENNIS COURTS, AND 55+ LEGACY OF LEESBURG AMENITIES — THIS ONE HAS THE FEATURES BUYERS ARE LOOKING FOR!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Charles Watson (818-321-6494)
5712 SUMMERBROOKE CT, LEESBURG, FL 34748
$525,00087 Days on yellowkey MLS ID: G5110840
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2961 Built: 2004Monthly Fee: $180 Tax: $5,742 (2025)Community: Plantation At Leesburg Summerbrooke VillageSingle Family
Taxes:$5,742
Remarks: Welcome to waterfront living at its finest in the highly sought-after, gated community of The Plantation at Leesburg. Located in the cul-de-sac enclave of Summerbrooke, this meticulously maintained, beautifully renovated home is tucked near the rear entrance and surrounded by just six other homes—creating a quiet, private setting with a true sense of community. Featuring 3 bedrooms, 2.5 bathrooms, and a spacious Florida room with panoramic pond and conservation views, this FURNISHED home is designed for both everyday comfort and effortless entertaining. Natural light fills the interior, highlighted by soaring ceilings, crown molding, custom fixtures, and a seamless blend of porcelain tile and wood flooring throughout. The thoughtfully designed layout includes two primary suites, with the main suite offering serene water views and a spacious en-suite bath complete with a large walk-in shower and dual vanities. The open kitchen serves as the heart of the home, featuring 42-inch cabinetry, Corian countertops, a center movable island all flowing effortlessly into the dining area with tranquil water views. Additional highlights include extraordinary custom closet systems in all bedrooms, an oversized garage, low-maintenance landscaping, a new roof (2022), AC (2016), and a recently painted interior and exterior. The Florida room creates the perfect setting to relax and take in the peaceful surroundings. Wait until you see the details that truly set this home apart—the current owners’ meticulous attention to detail and pride of ownership shine through in the extraordinary, interchangeable shelving systems featured in each of the exceptional closets, offering both beauty and functionality. This home has truly been the owners’ pride and joy, and their care is evident throughout. While they are heartbroken to leave, it presents a rare opportunity for the next owner. And as an added bonus, you’ll enjoy some of the best neighbors around… one even offers free pickleball lessons! An added benefit: the home offers an ASSUMABLE VA LOAN at an attractive 2.75% interest rate for qualified buyers. Residents of The Plantation enjoy a true resort-style lifestyle with access to golf, multiple pools, fitness centers, an on-site restaurant, tennis, pickleball, softball, shuffleboard, and a wide variety of clubs and social activities. This is a rare opportunity to own a fully updated waterfront home in one of Central Florida’s most active and welcoming communities.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tom Mcknight (352-978-9777)
25300 HIBISCUS ST, LEESBURG, FL 34748
$238,225195 Days on yellowkey MLS ID: TB8460495
0 Days Off yellowkey (back on 7/9/2026)
REDUCED by $10,775 (4.3%) on 06/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1908 Built: 1992Monthly Fee: $190 Tax: $1,453 (2025)Community: Plantation At Leesburg GreentreeSingle Family
Taxes:$1,453
Middle School: None
Remarks: Welcome to The Plantations of Leesburg, a 55+ residential community with two (2) 18 hole golf courses, driving range, putting green, full service restaurant, pro shop and endless strolling trails. 24 hour manned gate security access results in privacy and security for full time or part time residents. Three (3) pools, tennis and pickleball courts plus over 100 varied club activities. A Veteran's memorial paying tribute to all branches of the military is located in a beautiful wooded area of The Plantations.. The Plantations at Leesburg has a fenced RV and boat storage area. Nationally recognized as one of the best 55+ residential communities nationwide. This two (2) bedroom two (2) full bath residence has been fully professionally remodeled with new paint, trim, floor, kitchen appliances and new roof (2022). Central heating and air conditioning. Property is in excellent condition with attention to detail. Expansive landscaping with four (4) oak trees and woodlands behind and adjacent to the residence provides a sense of security and openness. Seller has relocated. Price includes a golf cart. One year full warranty on electrical, plumbing or home construction. The Plantations offers a beautifully landscaped with lakes and forested areas for a relaxed and quality of life. Easy access to Turnpike (5 minutes) Orlando metro, Gainesville or Gulf of Mexico beaches in 40 minutes.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
1658 ANN ROSE WAY, LEESBURG, FL 34748
$366,9009 Days on yellowkey MLS ID: O6423293
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 2026Monthly Fee: $18 Tax: $252 (2025)Community: Arbor ParkSingle Family
Taxes:$252
Remarks: Under Construction. Under Construction! Discover the popular 2030 floor plan in Arbor Park, offering approximately 2,038 square feet of thoughtfully designed living space with 4 bedrooms, 2 bathrooms, and a 2-car garage. Situated on a desirable 60-foot homesite with no rear neighbors, this home provides added privacy and peaceful backyard views. The open-concept layout features a spacious great room that flows seamlessly into the kitchen and dining area, creating the perfect space for everyday living and entertaining. The kitchen is appointed with granite countertops, along with an included range and microwave, combining style and functionality. The split-bedroom floor plan offers a private owner's suite with a generous walk-in closet and en-suite bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Arbor Park is a growing community designed for today's lifestyle, with planned amenities including a resort-style swimming pool with cabanas, pickleball courts, walking trails, a playground, dog park, open green spaces, and community gathering areas. Conveniently located in Leesburg, you'll enjoy easy access to Downtown Leesburg, Mount Dora, The Villages, Tavares, Clermont, and Orlando via major roadways. Nearby attractions include Lake Harris and the Chain of Lakes, Venetian Gardens, shopping, dining, healthcare facilities, and numerous parks offering boating, fishing, and outdoor recreation. Don't miss the opportunity to own this beautiful new construction home in one of Leesburg's most desirable new communities. Contact us today for more information and current builder incentives!
1676 ANN ROSE WAY, LEESBURG, FL 34748
$381,9009 Days on yellowkey MLS ID: O6423068
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2026Monthly Fee: $18 Tax: $253 (2025)Community: Arbor ParkSpa: NoSingle Family
Remarks: Under Construction – Welcome to the stunning 2117 floor plan in Arbor Park, Adams Homes' newest community in beautiful Leesburg, Florida! Thoughtfully designed with both style and functionality in mind, this spacious 4-bedroom, 3-bath home offers the perfect blend of modern living and everyday comfort. This exceptional floor plan welcomes you with a grand foyer leading into an open-concept living space featuring soaring cathedral ceilings, a spacious family room, a dedicated dining area, and a beautifully designed kitchen. Complete with granite countertops, modern appliances, abundant cabinetry, and a large center island, the kitchen is ideal for entertaining and everyday living. The private owner's suite serves as a relaxing retreat with a spacious walk-in closet and an elegant ensuite bath featuring a granite double vanity. Three additional bedrooms are thoughtfully positioned on the opposite side of the home, providing privacy for family or guests. Two of the secondary bedrooms are connected by a convenient Jack-and-Jill bathroom, making this layout ideal for growing families or multi-generational living. Built with quality craftsmanship and attention to detail, the 2117 floor plan reflects Adams Homes' commitment to delivering exceptional value and timeless design. Homeowners will also enjoy Arbor Park's outstanding community amenities, including a resort-style swimming pool with cabana, pavilion with grilling area, playground, dog park, pickleball courts, and scenic green spaces. Please note: This home is currently under construction. Photos are of a previously completed home featuring the same floor plan and are for illustrative purposes only. Colors, finishes, fixtures, elevations, landscaping, and design selections may vary from the home under construction. Don't miss your opportunity to own this exceptional new home in one of Leesburg's newest communities. Contact us today for current construction updates and to schedule your private community tour!
26220 FEATHERGRASS CIR, LEESBURG, FL 34748
$320,0009 Days on yellowkey MLS ID: O6423365
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1432 Built: 2023Monthly Fee: $80 Tax: $4,095 (2025)Community: Windson At Leesburg Phase IiSingle Family
Taxes:$4,095
Remarks: Welcome to this stunning community, 3 bedroom home, with 2 full badroms, this home i designed for both, confort and convenience
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Miguel Lopez (407-448-0223)
25245 QUAIL CROFT PL, LEESBURG, FL 34748
$240,00030 Days on yellowkey MLS ID: O6416520
REDUCED by $10,000 (4.0%) on 07/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1653 Built: 2005Monthly Fee: $165 Tax: $2,209 (2025)Community: Plantation/Leesburg Laurel VlySingle Family
Taxes:$2,209
Remarks: Welcome to this affordable and comfortable 2-bedroom, 2-bath Cancun model with a versatile office/den, ideal for a home office, hobbies, or guest space. Tucked away on a quiet cul-de-sac, this home offers a functional layout for everyday living and entertaining. The spacious eat-in kitchen features Corian countertops, ample cabinetry, and direct access to the enclosed lanai. The open living and dining areas showcase beautiful hardwood floors and sliding glass doors that extend the living space outdoors. The primary suite includes a soaking tub, walk-in shower, and large walk-in closet, while the second bedroom provides a comfortable retreat for guests. Relax in the enclosed lanai overlooking the garden area, or enjoy the paved patio—perfect for grilling, unwinding, and enjoying the Florida sunshine. Priced to reflect needed updates, this home offers an excellent opportunity to customize and build equity. Located in The Plantation at Leesburg, the 55+ community residents enjoy two golf courses, a restaurant, three clubhouses with pools and spas, fitness centers, pickleball, tennis, bocce, horseshoes, and a wide variety of clubs and activities.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Joel Garay (203-522-2231)
8639 OAKSTONE CIR, LEESBURG, FL 34788
$359,990112 Days on yellowkey MLS ID: O6394291
1 Days Off yellowkey (back on 7/8/2026)
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
Remarks: Under contract-accepting backup offers. 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.
25212 CLIFFORD HL, LEESBURG, FL 34748
$259,00071 Days on yellowkey MLS ID: TB8502256
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1407 Built: 1992Monthly Fee: $180 Tax: $3,350 (2025)Community: Plantation At LeesburgSingle Family
Taxes:$3,350
Remarks: Under contract-accepting backup offers. Welcome to easy living in the gated community of Plantation at Leesburg. This community offers resort-style amenities including multiple pools, golf, pickleball, and an active lifestyle year-round. This MOVE-IN READY, fully renovated cottage home is perfect for full-time living or a seasonal getaway. Step inside to luxury vinyl plank flooring throughout and a bright, open layout that flows from the living and dining area right into the updated kitchen. The kitchen is featuring new cabinetry, GRANITE countertops, and stainless steel appliances. The split floor plan offers privacy with a primary suite complete with a walk-in closet and en suite bath, while the guest bedroom and bath sit on the opposite side. Both bedrooms feature sliding glass doors leading out to the enclosed rear patio, for added living square footage or just enjoying some the sunrise. Additional features include an indoor laundry room, a garage with extra workspace or storage, new ceiling fans, fresh interior paint, and peace of mind with a BRAND NEW ROOF, A/C, and WATER HEATER. Whether you're looking to settle in or escape for the season, this home checks all the boxes for comfort, convenience, and low-maintenance living.
Listing is courtesy of: OPTIMA ONE REALTY (352-243-6784)
Listing Agent: Matthew Griffin (407-947-9712)
8631 OAKSTONE CIR, LEESBURG, FL 34748
$325,990158 Days on yellowkey MLS ID: O6381151
2 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1876 Built: 2026Monthly Fee: $100 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Remarks: Pre-Construction. To be built. Located in the brand-new Oakstone Farms community just 5.5 miles from downtown Leesburg, The Maple offers modern design in a setting with convenient access to Orlando, Mount Dora, Tavares, and Eustis. The community features dedicated greenspace, a dog park, and a tot lot, creating a well-planned environment from the start. Entry and driveway pavers enhance the exterior, while a 6’8” full-lite front door creates a striking first impression and opens into a welcoming foyer. Two secondary bedrooms are positioned at the front of the home, one with a walk-in closet, with a full bath centered between them. The open-concept living, dining, and kitchen area forms the core of the home, designed for seamless flow. The kitchen is finished with quartz countertops, tile backsplash, and gas appliances, paired with a layout that feels both functional and inviting. Nearby, a flex room adds adaptable space that can be tailored to a variety of needs. Tucked privately toward the rear, the owner’s suite features a spacious walk-in closet and a well-appointed bath with dual sinks, quartz countertops, and an oversized ceramic tile walk-in shower. An additional secondary bedroom at the back of the home adds further flexibility to the floor plan. A walk-through laundry room with gas hookup from the two-car garage, gas tankless water heater, and deluxe interior trim package enhance everyday convenience and efficiency. Ceramic tile flooring extends through the main living areas, with carpet in the bedrooms, and blinds are included throughout. Architectural shingles and smart home features—including a Ring video doorbell, smart thermostat, and keyless entry smart door lock—complete the package. Backed by a full builder warranty, The Maple also offers the opportunity to select and personalize finishes before construction begins. Secure your homesite today and start shaping this home from the ground up in Oakstone Farms.
LEESBURG, FL 34748
$175,00042 Days on yellowkey MLS ID: G5112204
REDUCED by $5,000 (2.8%) on 07/08/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 952 Built: 1942 Tax: $1,407 (2025)Community: Leesburg Oak CrestSpa: NoSingle Family
Taxes:$1,407
Remarks: Welcome to 1813 High Street, a beautifully maintained and move in ready home located in the heart of Leesburg. Combining timeless charm with modern updates, this inviting property offers comfortable living, functional spaces, and exceptional value. From the moment you arrive, you'll appreciate the home's attractive curb appeal, mature landscaping, and welcoming presence within this established area. Inside, natural light fills the spacious living areas, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. The updated kitchen features ample cabinetry, generous counter space, and modern appliances, seamlessly connecting to the dining and living areas for effortless flow. The well appointed bedrooms offer comfortable accommodations with plenty of closet space, while the refreshed bathrooms showcase updated fixtures and finishes. Major updates have already been completed for the next owner, including a new roof in 2021, HVAC system in 2021, and water heater in 2021, providing added peace of mind and long term value. Additional improvements throughout the home include updated flooring, refreshed interior paint, updated lighting, and ongoing maintenance that make this property truly move in ready. Step outside and enjoy the backyard with endless possibilities. Whether you're hosting family gatherings, creating a garden oasis, accommodating pets, or simply relaxing outdoors, this versatile space offers room to make it your own. Covered outdoor areas provide the perfect setting to enjoy Florida's beautiful weather year round. Conveniently located near shopping, dining, medical facilities, parks, schools, and major roadways, this home offers the perfect combination of small town charm and everyday convenience. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, 1813 High Street delivers comfort, value, and location. Motivated seller and ready to make a deal. Don't miss this opportunity to own a well maintained home in one of Leesburg's most convenient locations. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Edalys Ramos (717-283-3340)
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