Location: Leesburg
Keyword(s): Oak Park Middle
Keyword(s) Middle School: Oak Park Middle
Do Not Show Listings
33608 OVERTON DR, LEESBURG, FL 34788
$489,90063 Days on yellowkey MLS ID: O6378821
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2554 Built: 1988 Tax: $2,252 (2025)Community: Silver Lake Hill SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,252
Elementary School: Treadway Elem
High School: Leesburg High
Tax Year: 2025
Middle School: Oak Park Middle
Remarks: One of the best opportunities currently available in this price range in Silver Lake, Leesburg. Compared to similar homes, this property stands out with its complete top-to-bottom renovation; every major component has been updated, including a brand-new roof, AC, and new luxury vinyl flooring throughout, delivering a true move-in-ready experience. The redesigned kitchen features granite countertops, custom shelving, and modern finishes, opening to spacious living areas centered around a warm, inviting fireplace. And the rare combination of no HOA with RV/boat parking, offering both immediate comfort and long-term value. Bathrooms have been thoughtfully upgraded with quartz countertops and contemporary fixtures, while custom shelving throughout the home enhances both storage and functionality. Positioned on a generous lot, this property offers the flexibility today’s buyers are looking for, including space for RV or boat parking - all without HOA limitations. Conveniently located near shopping, dining, and major roadways, the home combines modern upgrades with everyday convenience. Ask about available buyer incentives and financing options that may help reduce your out-of-pocket costs or monthly payment. Fully renovated. New roof. New AC. No HOA. RV/Boat parking. Now offered at $489,900. Schedule your showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Carl Bazelais (321-426-0831)
8634 OAKSTONE CIR, LEESBURG, FL 34788
$364,99058 Days on yellowkey MLS ID: O6379065
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 2026Monthly Fee: $100 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Taxes:$239
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.
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
2212 LAKE POINTE CIR, LEESBURG, FL 34748
$320,00048 Days on yellowkey MLS ID: O6383971
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
Remarks: One or more photo(s) has been virtually staged. Experience peace of mind and modern style in this Leesburg gem. The heart of the home features a seamless 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 newly installed walk-in shower (2025) designed with modern aesthetics and accessibility in mind. 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. Topped off with an architectural shingle roof (2018) offering long-term durability. The major items are already updated so you can focus on decorating. This home is in a prime location with a very low HOA and a tropical oasis of a backyard that opens to Sleepy Hollow Drive. 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)
3639 WESTOVER CIR, LEESBURG, FL 34748
$299,90099 Days on yellowkey MLS ID: W7881684
REDUCED by $10,100 (3.3%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2006Monthly Fee: $180 Tax: $2,357 (2025)Community: PlantationSingle Family
Taxes:$2,357
Elementary School: Leesburg Elementary
Remarks: PRICE JUST UPDATED TO SELL! NEW ROOF! NEW HVAC! NEW EXTERIOR PAINT! MOVE-IN READY! Welcome to this beautifully maintained single-family home nestled in the sought-after Plantation at Leesburg, a vibrant 55+ active community in Leesburg, Florida. This charming residence offers 2 bedrooms, 2 bathrooms, and a versatile den—perfect for a home office, hobby room, or guest space. It has an open floor plan with a spacious Great Room that flows seamlessly into a screened lanai, ideal for relaxing or entertaining. The formal dining room connects to the lanai through sliding doors, creating an airy indoor-outdoor living experience. The kitchen features a walk-in pantry and ample number of cabinets. The Primary bedroom has an en-suite bathroom and dual walk-in closets. The 2-car garage has a tandem golf cart parking or workshop space. As an extra perk, the home is located across from Hermitage Hall, one of the three clubhouses in the subdivision where residents can enjoy access to a heated pool, fitness center, pickleball courts, tennis courts, and a wide array of activities. The Plantation at Leesburg boasts 36 holes of championship golf, pickleball courts, a softball diamond, and an on-site restaurant—making it a hub for recreation and social connection. This home offers the perfect blend of comfort, convenience, and community living. Whether you're seeking a peaceful retreat or an active lifestyle, this home delivers it all. Schedule your showing today!
Listing is courtesy of: SANDPEAK REALTY (727-232-2192)
Listing Agent: Rubi Teicher (813-943-5748)
8592 OAKSTONE CIR, LEESBURG, FL 34748
$375,9902 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
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.
2207 KARL ST #B, LEESBURG, FL 34748
$199,00023 Days on yellowkey MLS ID: O6389878
REDUCED by $11,000 (5.2%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1981 Tax: $2,379 (2025)Community: Linwood Square TwnhmsTownhouse
Taxes:$2,379
Remarks: Welcome to 2207 Karl Street Unit B, Leesburg, FL 34748. This well-maintained 1-story unit features a huge fully fenced backyard, offering rare outdoor space perfect for pets, entertaining, or relaxing. The property also includes a large storage shed providing plenty of room for tools, lawn equipment, or additional storage. Inside, the home offers granite countertops, white cabinetry, and a functional kitchen layout that opens into the main living area. A cozy fireplace adds character and warmth to the space. The home includes two bathrooms and practical living areas designed for comfort and everyday use. Additional highlights include a Brand New AC and roof replaced in 2022 and shared cement privacy walls on both sides, helping provide added separation and durability. Conveniently located in Leesburg with easy access to shopping, dining, and major roadways, this property offers a great opportunity for homeowners or investors looking for space, privacy, and value.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Liam Glover Pa (954-804-7579)
9186 HARRIS HAWK DR, LEESBURG, FL 34788
$324,990121 Days on yellowkey MLS ID: O6365887
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1839 Built: 2025Monthly Fee: $100 Tax: $4,012 (2025)Community: Silver Lake PointeSingle Family
Taxes:$4,012
Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for the Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment with convenient access to downtown Leesburg and Mount Dora. Plus, you'll have three major lakes and beautiful Silver Lake right in your backyard, and plenty of nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead at the future on-site amenities, which include a swimming pool, cabana, and playground. The Juniper offers the perfect blend of modern design and practical living. From its spacious two-car garage to a welcoming outdoor patio, this home adapts to all your lifestyle needs while keeping up with current style trends. Three main-level bedrooms located at the front of the house share access to a bathroom with a double vanity and a laundry room across the hall—all thoughtfully designed for comfort and convenience! Venture further into the open-concept kitchen and dining area, perfect for gathering for dinners or holiday feasts, and after dinner, take advantage of the spacious 17x17 living room for spending time in good company. The expansive primary suite includes a private bathroom with dual vanities, a walk-in shower, a linen closet, and a separate toilet. Enjoy all these features and the Florida sunshine from the included patio.
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
9217 HARRIS HAWK DR, LEESBURG, FL 34788
$313,490120 Days on yellowkey MLS ID: O6366355
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 2025Monthly Fee: $100 Tax: $3,856 (2025)Community: Silver Lake PointeSingle Family
Taxes:$3,856
Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for the Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment with convenient access to downtown Leesburg and Mount Dora. Plus, you'll have three major lakes and beautiful Silver Lake right in your backyard, and plenty of nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead at the future on-site amenities, which include a swimming pool, cabana, and playground. The Portland is the perfect floor plan to embrace the Florida lifestyle. In this home, guests are greeted by a covered entry that leads to a spacious living area on the main level. No matter where you are in this space, the open floor plan is an excellent place to entertain family and friends. The kitchen island allows for natural flow throughout the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a bathroom on the main level, and the true showstopper of this home is the primary suite, which offers the ultimate in luxury and privacy. It has everything you need with double vanities, a large walk-in closet, and a separate shower. This home is an oasis built for your lifestyle!
25045 PINE HL, LEESBURG, FL 34748
$159,90048 Days on yellowkey MLS ID: G5108405
REDUCED by $9,100 (5.4%) on 04/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 1987Monthly Fee: $195 Tax: $1,871 (2025)Community: Plantation At LeesburgManufactured Home
Taxes:$1,871
Remarks: Attention investors. Excellent rental income from this home or your own private oasis. Discover comfortable, low-maintenance living in this partially furnished 2-bed, 2-bath home located in the desirable **55+ Pine Hill Village** within **Plantation at Leesburg**. Offering **1,188 sq ft** of well-designed space, this move-in-ready home that is partially furnished . Recent upgrades include new doors and windows (2022), a new roof (2019), and HVAC (2014)—providing peace of mind for years to come. The bright, fully glassed-in front sunroom is perfect for morning coffee or relaxing afternoons. A covered carport with an attached storage/workshop area adds extra convenience and functionality. A golf cart is included**. Plantation at Leesburg offers an exceptional lifestyle with two championship golf courses three pools, a clubhouse, pickleball and tennis courts, billiards, fitness classes, arts and crafts, and 24-hour security. You’ll be close to medical facilities, restaurants, multiple lakes, The Villages, and just a short drive to Orlando. HOA approval is required for new buyers with a one-time **$250 transfer fee**. ---
Listing is courtesy of: RE/MAX PREMIER REALTY (352-460-4396)
Listing Agent: Brad Craycraft (859-983-1440)
24725 BRIGHTWATER CT, LEESBURG, FL 34748
$346,400153 Days on yellowkey MLS ID: TB8445644
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2132 Built: 2000Monthly Fee: $165 Tax: $2,454 (2024)Community: Plantation At Leesburg Sawgrass VillageSingle Family
Taxes:$2,454
Tax Year: 2024
Remarks: Owner financing available if qualify, 3 bed room split floor plan with 2 master bed rooms and 2.5 baths, Brand New (2025) hot water heater, washer dryer, back electronic entry, plus golf cart bay with it’s own door and workshop, home generator, 27 fully owned by home solar panels (member owned coop electric company, SecoEnergy), Blue bath shower upgrade about 2023, Kitchen appliances about 2022, Roof & AC duct work, condensers, air handler, furnace new in 2018. Plantation is a nationally sought after, vibrant, 55+, Active, gated community with a plethora of activities. Live at your Country Club.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
4721 TARA VIEW ROAD, LEESBURG, FL 34748
$314,90053 Days on yellowkey MLS ID: O6380183
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 1994Monthly Fee: $180 Tax: $1,740 (2024)Community: Plantation/Leesburg Tara ViewSingle Family
Taxes:$1,740
Remarks: Welcome-Bienvenido to The Plantation in Leesburg! The seller is open to assisting the buyer with CLOSING COST, subject to acceptable terms. Discover the perfect blend of comfort in this 3-Bedroom 2-bath home, featuring an open floor plan with tile and carpet flooring throughout. The beautifully landscaped front yard is adorned with vibrant flowers, adding charm and curb appeal. The Plantation at Leesburg is a lively and welcoming 55+, a secure 24/7 gated active community. Residents enjoy resort-style amenities including swimming pools, tennis courts, a basketball court, a fully equipped gym, and a stunning clubhouse. Love golf? This community boasts two 18-hole golf courses featuring a full-service restaurant and bar, perfect for socializing and unwinding, and three fully staffed activity centers. There’s always something exciting to do: Table tennis, Tai Chi, video aerobic exercises, walk away the pounds, water aerobics, water volleyball, yoga, cornhole, horseshoe, men's golf association, pickle ball, Ladies golf association, softball. The community is ideally located less than an hour from the magic of Disney World, Universal Studios, and Sea World. Only ten minutes from Downtown Leesburg, you’ll find a variety of shops, restaurants, and easy access to nearby lakes and parks. It’s the perfect spot for your permanent vacation! Live an active and fulfilling lifestyle with a calendar full of community events and activities designed just for you! Don't miss out on this incredible opportunity—schedule your private tour today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Rosa Hughes (407-529-9299)
9600 STARLING LOOP, LEESBURG, FL 34788
$297,490112 Days on yellowkey MLS ID: O6368037
0 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 2025Monthly Fee: $100 Tax: $3,906 (2025)Community: Silver Lake PointeSingle Family
Taxes:$3,906
Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for the Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment options with convenient access to downtown Leesburg and Mount Dora. Plus, you'll have three major lakes and beautiful Silver Lake right in your backyard, and plenty of nearby parks and golf courses offering endless recreational opportunities! Get ready to enjoy the sunny days ahead at the future on-site amenities, which include a swimming pool, cabana, and playground. The Portland is the perfect floor plan to embrace the Florida lifestyle. In this home, guests are greeted by a covered entry that leads to a spacious living area on the main level. No matter where you are in this space, the open floor plan is an excellent place to entertain family and friends. The kitchen island allows for natural flow throughout the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a bathroom on the main level, and the true showstopper of this home is the primary suite, which offers the ultimate in luxury and privacy. It has everything you need with double vanities, a large walk-in closet, and a separate shower. This home is an oasis built for your lifestyle!
9592 STARLING LOOP, LEESBURG, FL 34788
$393,990112 Days on yellowkey MLS ID: O6368014
2 Days Off yellowkey (back on 3/2/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2856 Built: 2025Monthly Fee: $100 Tax: $4,762 (2025)Community: Silver Lake PointeSingle Family
Taxes:$4,762
Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for the Florida lifestyle? You'll love living at Silver Lake Pointe, where you're just minutes from all the shopping, dining, and entertainment of downtown Leesburg and Mount Dora. Plus, you'll have three major lakes and beautiful Silver Lake right in your backyard, and plenty of nearby parks and golf courses offering endless recreational opportunities! Choose one of our open-concept floor plans with expertly selected design features to make it uniquely yours! Then, get ready to enjoy the sunny days ahead at the future on-site amenities, including a swimming pool, cabana, and playground. Your dream home awaits at Silver Lake Pointe! At nearly 3,000 square feet, the two-story single-family home, The Chester, boasts a spacious and inviting design that offers ample opportunities with its generous size. The front entrance and two-car garage flow directly into the open-concept kitchen, where you can gather to prepare meals and relax together. Windows along the exterior wall lead to the outdoor patio and provide spectacular morning and evening light throughout the main living area. Tucked away at the front of the house are spaces for work and relaxation, both upstairs and downstairs. A first-floor office and an upstairs loft provide the extra space everyone needs. The second floor features a separate hallway with three bedrooms and a shared guest bathroom with a double vanity to help make mornings more efficient, and the laundry room is conveniently located just around the corner. A large primary suite offers everything needed for privacy and comfort, including a double vanity and two walk-in closets.
9704 WEDGEWOOD LN, LEESBURG, FL 34788
$260,0009 Days on yellowkey MLS ID: OM721838
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2222 Built: 1981 Tax: $2,278 (2025)Community: Greenview SubSingle Family
Taxes:$2,278
Remarks: Under contract-accepting backup offers. Welcome to 9704 Wedgewood Lane, a spacious 3-bedroom, 2-bath home offering over 2,200 square feet, ideally situated on a .35-acre corner lot in the Greenview neighborhood near Silver Lake. This home has been well maintained over the years, with a roof that’s only 3 years old already taken care of. It also features a whole-home generator, providing added convenience and peace of mind when you need it most. The AC was installed in 2011 and continues to keep the home comfortable. Inside, you’ll find a layout that offers both space and functionality. Multiple living areas give you flexibility for everyday living and entertaining, while the fireplace adds warmth and character to the main living space. The home is move-in ready and offers a great opportunity to personalize over time if desired. Set on a generous corner lot, the .35 acres provide room to spread out, enjoy the outdoors, or simply appreciate a little extra privacy. The 2-car garage adds to the home’s overall convenience and storage. Located in the established Greenview neighborhood near Silver Lake, this property offers a relaxed setting while still being close to everything you need. If you’ve been looking for a home with space, character, and a great location, this one is worth a look.
Listing is courtesy of: BOFFO REAL ESTATE GROUP LLC (352-427-1072)
Listing Agent: Sarah Cooke (352-552-3715)
2207 KARL ST #A, LEESBURG, FL 34748
$169,00033 Days on yellowkey MLS ID: O6387931
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 1981 Tax: $2,637 (2025)Community: Linwood Square Twnhms Un #1Townhouse
Taxes:$2,637
Remarks: SELLER WILL HELP WITH CLOSING COST. Welcome to this 2-story block and stucco home located in a quiet neighborhood near downtown Leesburg with NO HOA. This property features 3 bedrooms and 2 bathrooms, a private fenced yard, new countertops, and a new roof. Conveniently located near major highways, schools, hospitals, shopping, and downtown Leesburg, offering easy access to everyday amenities. This home is a fixer-upper and needs some TLC, making it a great opportunity for investors or buyers looking to renovate and add their personal touch. Great potential with no HOA restrictions—schedule your showing today!
Listing is courtesy of: ALORA REALTY GROUP INC (407-790-9605)
Listing Agent: Trisha Deokinandan (407-790-9605)
109 N OAKLAND ST, LEESBURG, FL 34748
$242,400190 Days on yellowkey MLS ID: O6348065
1 Days Off yellowkey (back on 3/3/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1512 Built: 1950 Tax: $2,875 (2024)Community: Leesburg Oak CrestSingle Family
Taxes:$2,875
Remarks: Under contract-accepting backup offers. This charming property at 109 N Oakland Street offers a prime location just steps from historic downtown Leesburg. With its inviting curb appeal and classic Florida character, the property is functional and well maintained. The home sits on a spacious lot and provides easy access to Leesburg’s growing downtown district, where you’ll find boutique shops, restaurants, lakefront parks, and community events year-round. Inside, the property maintains its traditional charm while offering functional living areas filled with natural light. The flexible layout makes it a great option for a buyer looking to customize and add value. Outside, the yard provides ample space for outdoor enjoyment, gardening, or future improvements along with a complimenting workshop in the backyard. Located within minutes of Lake Harris, Venetian Gardens, and major roadways like US-441, this property combines convenience with small-town charm. Whether you’re seeking an affordable home close to downtown or a smart investment in a growing area, 109 N Oakland Street delivers excellent potential.
Listing is courtesy of: RLW REALTY (352-771-2560)
Listing Agent: Logan Wilson (352-771-2560)
7716 PARK HILL AVE, LEESBURG, FL 34748
$389,90078 Days on yellowkey MLS ID: O6375467
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: OPPORTUNITY JUST KNOCKED - 20K LOUDER! Big home, big lot, BIG $20K price drop—this one just became the best value in the subdivision. Welcome to a home that truly lives large—inside and out. Set on an impressive .34-acre corner lot, this sprawling residence is one of the largest homes with one of the biggest lots in the neighborhood, offering room to spread out, entertain, and live comfortably for years to come. From the moment you step into the two-story foyer and living room, the sense of openness is undeniable, with soaring ceilings that set the tone for the generous layout throughout. The first floor offers incredible flexibility, including an extra-spacious bedroom and the potential for an in-law or multi-generational living setup. Upstairs, a bright bonus office or loft overlooks the living area through thoughtfully added windows—maintaining the open feel while creating a perfect space for work, play, or relaxation. Storage is abundant at every turn—this home was designed with space in mind. At the heart of the home is a gourmet kitchen built for entertaining, complete with double ovens, a gas stove, TWO refrigerators, large decorative tile, a cozy dinette area, and a separate formal dining room for hosting memorable gatherings. Upstairs, the primary suite is a true retreat, featuring an en-suite layout that flows into a large bathroom and two separate walk-in closets—plenty of room for all your Florida lifestyle essentials, especially when you’re living near the Chain of Lakes. Now let’s talk about the backyard—because this is where the fun happens. Fully fenced, beautifully spacious, and rarely found at this size, the outdoor area offers endless possibilities: gatherings, play, pets, gardening, or simply enjoying the Florida sunshine. The screened-in lanai is perfect for year-round relaxation or entertaining, while the extended concrete patio expands your outdoor living space even further. This is the kind of backyard that invites memories. Additional highlights include a newer upstairs A/C (2024), epoxy garage floors, and thoughtful upgrades throughout. Located in a quiet neighborhood, you’re just minutes from the beauty of Venetian Gardens, nestled between Lake Harris and Lake Griffin, and close to everything Leesburg has to offer. Enjoy a charming downtown filled with local restaurants and shops, easy access to US-441 and US-27, proximity to Sleepy Hollow Sports Complex, Leesburg Hospital, Lake Square Mall, and nearby colleges including Lake-Sumter State College and Beacon College. Whether your lifestyle calls for space, convenience, entertaining, or simply room to breathe—this home delivers it all. Plenty of room, plenty to do, and a location that truly connects you to the best of Leesburg living.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Carrie Pappas (352-460-1109)
1000 S 9TH ST, LEESBURG, FL 34748
$659,000229 Days on yellowkey MLS ID: G5101187
REDUCED by $40,500 (5.8%) on 04/01/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1761 Built: 2024 Tax: $5,171 (2025)Community: Palmora ParkSingle Family
Taxes:$5,171
Remarks: Welcome to 1000 S. 9th Street — a one-of-a-kind custom residence built in 2024, set within Leesburg’s coveted historic Palmora Park. Designed to honor the character of the neighborhood while delivering modern comfort, this home offers a rare blend of timeless craftsmanship and elevated living. Situated on an elevated lot framed by hand-laid brick walls, the home immediately stands apart with inviting front and rear porches that reflect the charm Palmora Park is known for. Inside, authentic details take center stage — solid red oak doors and trim, custom Andersen Windows stained to match the hardwood floors, stained glass accents, and hand-painted tile elements throughout. The chef’s kitchen is thoughtfully designed for both function and entertaining, featuring a gas 5-burner range, under-counter microwave drawer, and custom cabinetry. The open living area is anchored by a gas-assisted wood-burning fireplace, creating a warm and refined gathering space. Offering 3 bedrooms, 3.5 baths, and 1,761 square feet of living space, the home also includes an oversized 2-car garage with extended ceiling height and attic storage. Built with intention and attention to detail, this newly constructed home feels perfectly at home in one of Leesburg’s most established and sought-after neighborhoods. The home was thoughtfully crafted by a nearby resident who invested over $800,000 into the project with a singular goal: to create something Palmora Park could be proud of. A rare opportunity to own a truly custom home in Palmora Park — where craftsmanship, character, and quality come together.
Listing is courtesy of: US REALTY HUB LLC (407-900-1001)
Listing Agent: Robert Purvis (850-583-1076)
26712 AUGUSTA SPRINGS CIR, LEESBURG, FL 34748
$309,0007 Days on yellowkey MLS ID: O6395645
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2211 Built: 2007Monthly Fee: $135 Tax: $4,700 (2024)Community: Leesburg Arlington Ridge Ph 1-BSingle Family
Taxes:$4,700
Remarks: Priced to sell quickly
Listing is courtesy of: REALTY ZOOM (904-807-1978)
Listing Agent: Ryan Call (904-807-1978)
5440 ROSEWALL CIR, LEESBURG, FL 34748
$234,90029 Days on yellowkey MLS ID: O6389409
REDUCED by $1,000 (0.4%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1991Monthly Fee: $246 Tax: $2,468 (2025)Community: Highland Lakes Ph 01Villa
Taxes:$2,468
Remarks: Impeccably maintained villa that has undergone an extensive renovation, offering an almost-new living experience. Interior updates include recessed lighting with dimmers in the living areas and garage, all-new drywall in the living area and garage, new flooring throughout, and a fully updated kitchen. The home features four new skylights and a new roof, creating a bright and inviting Florida atmosphere. Mechanical and structural improvements include a new HVAC system, new electrical panel, new natural gas fireplace, new washer and dryer, new garage door, and a hot water tank (2025). The bathroom has also been updated for a clean, modern presentation. A lovely courtyard provides an ideal outdoor living space, perfect for relaxing or entertaining. The HOA offers excellent value with low fees, covering termite protection, exterior maintenance, irrigation, and a roof reserve for future replacement. Low taxes further enhance the affordability of this nearly fully renovated Florida home. This villa reflects exceptional care and thoughtful upgrades throughout, offering true move-in readiness.
Listing is courtesy of: REAL PROPERTY INTERNATIONAL (407-909-8000)
Listing Agent: Bob Levy, Sr. (407-509-8255)
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