Location: Leesburg
Keyword(s): Oak Park Middle
Keyword(s) Middle School: Oak Park Middle
Do Not Show Listings
3360 CURLEW AVE, LEESBURG, FL 34748
$319,00092 Days on yellowkey MLS ID: O6389048
INCREASED by $4,000 (1.3%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 2021Monthly Fee: $58 Tax: $3,491 (2025)Community: Lake Denham EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,491
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2025
Middle School: Oak Park Middle
Remarks: Welcome home to this well maintained, LIKE NEW one-story retreat nestled on a quiet interior lot in Leesburg’s Lake Denham Estates. Inside you're greeted with soaring ceilings and an abundance of natural light, creating an airy atmosphere complemented by a neutral color palette and wood look tile flooring. Centering the open floorplan in the eat-in kitchen complete with granite countertops, SS appliances, farmhouse sink and a walk-in pantry; flows seamlessly into the family room, offering the perfect layout for both daily living and effortless entertaining. The thoughtful split floorplan prioritizes privacy, positioning the two spacious guest bedrooms away from the primary suite, which has its own ensuite with dual vanity, tile shower and walk-in closet. Outside, the expansive backyard is a rare find, featuring a covered patio and NO rear neighbors. Ideally located, you are just minutes from the community pool, playground, and the boat ramps at Griffin State Park, with quick access to major transportation routes for an easy commute. This home will not last, Tour today!
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Jo Holton (307-690-7219)
33608 OVERTON DR, LEESBURG, FL 34788
$484,000129 Days on yellowkey MLS ID: O6378821
REDUCED by $900 (0.2%) on 05/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2554 Built: 1988 Tax: $2,252 (2025)Community: Silver Lake Hill SubSingle Family
Taxes:$2,252
Elementary School: Treadway Elem
Remarks: THE BEST opportunities currently available in this price range, featuring a FULLY RENOVATED 4 bedrooms 2 bathrooms, LARGE LOT. 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. Fully renovated, New roof, New AC, floorings, sprinkler system. NEW EVERYTHING! No HOA. RV/Boat parking. Now offered at $484,900. Schedule your showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Carl Bazelais (321-426-0831)
3871 BRANT PL, LEESBURG, FL 34748
$315,0005 Days on yellowkey MLS ID: O6415071
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2021Monthly Fee: $50 Tax: $4,071 (2024)Community: Lake Denham EstatesSingle Family
Taxes:$4,071
Tax Year: 2024
Remarks: This home can be purchased with NO INCOME VERIFICATION! Welcome to this beautifully maintained 4-bedroom, 2-bathroom home built in 2021, offering the perfect blend of modern design and everyday comfort. Featuring an open-concept floor plan, this home is ideal for entertaining and family living, with spacious living areas that flow seamlessly into the kitchen and dining spaces. The split-bedroom layout provides privacy for the primary suite while offering plenty of room for family, guests, or a home office. Enjoy a fully equipped modern kitchen, abundant natural light, and contemporary finishes throughout. Located in a quiet, well-kept community with a resort-style pool, this home offers the best of Florida living. Residents enjoy convenient access to shopping, dining, parks, golf courses, and the beautiful Harris Chain of Lakes, known for boating, fishing, and outdoor recreation. Downtown Leesburg,The Villages, Mount Dora, and major roadways are just minutes away, making commuting and weekend adventures a breeze. Whether you're a first-time homebuyer, growing family, or simply looking for a newer home in a desirable location, this property checks all the boxes. Schedule your private showing today and discover why so many people love calling Leesburg home!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Tina Liotine (321-276-6271)
2306 BUTLER ST, LEESBURG, FL 34748
$189,90080 Days on yellowkey MLS ID: G5110106
REDUCED by $5,000 (2.6%) on 05/26/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1192 Built: 1947 Tax: $2,497 (2025)Community: Leesburg Hillside ManorSingle Family
Taxes:$2,497
Remarks: Auction Property. Charming in-town home with good bones and needing TLC, and nestled on a quiet cul-de-sac in the heart of Leesburg—an opportunity for homeowners and savvy investors looking for value, flexibility, and location all in one. This cozy yet versatile home offers 2 bedrooms, 1 bath, plus a private 1 bedroom/1 bath mini in-law suite with its own entrance, giving you the functionality of a 3-bedroom home. The main living area features a light and open living/dining combination, seamlessly connected to a kitchen with bar seating that overlooks the space—perfect for everyday living and entertaining. One of the standout features is the attached in-law/guest suite, complete with a small kitchenette, private bathroom, and screened porch—ideal for extended family, guests, a teenager’s retreat, or even potential rental income. This home is sold AS-IS and needs some repairs. Situated on a generous 0.27-acre lot, the home boasts a large fenced backyard with endless possibilities—whether you're envisioning a garden, outdoor entertaining space, or future improvements. There’s plenty of room to enjoy the Florida lifestyle. Additional highlights include a roof recently replaced in 2020, and a location that puts you just minutes from shopping, dining, schools, and all the conveniences Leesburg and the Golden Triangle have to offer. Affordable, flexible, and full of potential—this is the kind of opportunity that doesn’t last long. Schedule your showing today!
Listing is courtesy of: BEACON REAL ESTATE & ASSOC (352-253-9200)
Listing Agent: Al Spry (407-310-3064)
34028 MATTHEWS CV, LEESBURG, FL 34788
$925,00021 Days on yellowkey MLS ID: G5112551
REDUCED by $24,000 (2.5%) on 06/11/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3245 Built: 2006 Tax: $5,082 (2025)Community: Silver Lake Meadows SubSpa: YesSingle Family
Taxes:$5,082
Remarks: Welcome to a truly one-of-a-kind custom estate located in the highly sought-after Silver Lake Meadows Community, near the Silver Lake area, a golf cart community. This meticulously maintained 5 Bedroom, 4 Bath residence is situated on an expansive .54 acre homesite, the kind of space and privacy that you have been looking for. This beautifully custom built home offers comfort, style and incredible entertaining spaces inside and out. From the moment you enter its decorative glass front entry doors with fan light, you enter your Formal Living Room with custom lighting, bamboo floors and crown molding, which opens up a view of a beautiful pool, lanai and firepit in your private fenced and Oak shaded back yard. A Formal Dining Room with decorative lighting, trey ceilings, Plantation shutters, and bamboo floors is exquisite. Right of the entryway is an office, den or bonus room with Plantation shutters, bamboo floors and beautiful trey ceilings. Moving on to the Kitchen, Family Room and Dinette area is an Aquarium Glass window for the perfect view of your private yard, resort style pool and lanai. Crown molding is found throughout with ceramic tile floors in the Kitchen, Family Room and Dinette area. The Gourmet Kitchen features chiseled leather granite countertops, Kitchen Island with granite, Stainless appliances, new lighting feature over the island, and new touch water faucet, gas range, and wine bar with refrigerator, built-in wine rack and walk in pantry. The Family Room has a gas fireplace with heat and glow fire concrete composite, 2 zone surround sound system and French door to pool deck. The Laundry Room has ceramic tile floors, cabinets below with laundry sink and cabinets above washer and dryer. A spacious 14 x 19 Master Suite with new carpet, and crown molding has French doors that open to the Lanai with a private gas fireplace. The Primary Bath has ceramic tile floors, His and Her Walk in Closets, separate vanities, garden tub and separate shower with Rain head, crown molding, separate water closet and Plantation Shutters. The Second and Third Bedrooms have new carpet and are connected with a Jack n Jill Bath. A large Fourth Bedroom is 15 x 19 above the Garage, with carpet, separate full bath with tile, tub & shower, and separate Walk-in-closet with attic access. There is a Fifth Bedroom that was added to one of the garage bays 10 x 17, with laminate floors, closet and split system HVAC. The 16 x 44 screened Pool Lanai has been freshly painted, and features an Outdoor Wet-bar with chiseled granite counter. The resort style pool with stone and waterfall hot tub, and lighting that changes colors for relaxing and entertaining. The Separate Paver Fire-pit offers seating, lighting and a power outlet. There is a poured and scored Concrete area 14 x 21 for your grilling area which is covered. There is an additional Concrete pad for a storage building, or gaming area. The enclosed backyard has majestic oak trees, azaleas, and beautiful landscaping. The attention to detail shows in every aspect of this beautiful home.
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Bill Casey (352-636-6336)
9513 STARLING LOOP, LEESBURG, FL 34788
$331,4908 Days on yellowkey MLS ID: O6414370
REDUCED by $3,200 (1.0%) on 06/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1839 Built: 2026Monthly Fee: $100 Tax: $4,183 (2026)Community: Silver Lake PointeSpa: NoSingle Family
Taxes:$4,183
Tax Year: 2026
Remarks: Virtually Staged. Under Construction. Ready for a Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment options, and convenient to downtown Leesburg and Mount Dora. Plus, you'll have three main lakes and beautiful Silver Lake right in your backyard and many nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead with the on-site amenities, including a pool, cabana, and playground. The Juniper combines modern style with practical comfort, offering a design that fits the way you live. A spacious two-car garage and optional covered lanai provide flexibility inside and out, while three main-level bedrooms are thoughtfully positioned at the front of the home. These bedrooms share a dual-vanity bath with a walk-in laundry room conveniently located across the hall. At the heart of the home, the open kitchen and dining area create the perfect setting for dinners or holiday gatherings. Afterward, relax in the expansive 17x17 great room, ideal for entertaining or quiet evenings together. With options for enhanced outdoor living, the Juniper brings the best of Florida’s sunshine and a functional layout together in one inviting design. *Photos are from a similar home.
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
9517 STARLING LOOP, LEESBURG, FL 34788
$323,4908 Days on yellowkey MLS ID: O6414365
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 2026Monthly Fee: $100 Tax: $4,083 (2026)Community: Silver Lake PointeSpa: NoSingle Family
Taxes:$4,083
Remarks: Virtually Staged. Under Construction. Ready for a Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment options, and convenient to downtown Leesburg and Mount Dora. Plus, you'll have three main lakes and beautiful Silver Lake right in your backyard and many nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead with the on-site amenities, including a pool, cabana, and playground. The Portland is the perfect floorplan to take advantage of the Florida lifestyle. In this home guests are greeted by a covered entryway that leads into a spacious main level living area. No matter where you are in this space, the open floorplan is a great place for entertaining family and friends. The kitchen island, allows for natural movement through the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a hall bath on the main level, and the real showcase of this home is the primary suite which offers the utmost luxury and privacy. You have everything you need with dual vanities, a large walk-in closet, and standing shower. This home is an oasis for those looking for a new construction home, built for the way you live! *Photos are from a similar home.
29883 ANAHID DR, LEESBURG, FL 34748
$278,90011 Days on yellowkey MLS ID: O6413188
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1484 Built: 2021Monthly Fee: $58 Tax: $4,255 (2025)Community: Lake Denham EstatesSpa: NoSingle Family
Taxes:$4,255
Remarks: Virtually Staged. Welcome to Lake Denham Estates, where modern design, energy efficiency, and an exceptional location come together! Built in 2021 by renowned builder Meritage Homes, this beautifully maintained 3-bedroom, 2-bath residence offers the perfect blend of style, comfort, and functionality. Step inside to discover an open-concept floor plan designed for today's lifestyle, featuring attractive wood-look tile flooring throughout the main living areas, soaring ceilings, and abundant natural light. The heart of the home is the stunning chef-inspired kitchen, complete with quartz countertops, stainless steel appliances, a spacious breakfast bar island, and a gas range that is sure to impress culinary enthusiasts. The kitchen flows seamlessly into the dining and living areas, creating the ideal space for entertaining family and friends. The desirable split-bedroom floor plan provides privacy for the primary suite, which features a generous 7X7 walk-in closet and a relaxing retreat at the end of the day. Two additional bedrooms and a full guest bath offer flexibility for family, guests, or a home office. An indoor laundry room and attached 2-car garage add everyday convenience. Located in the sought-after Lake Denham Estates community, residents enjoy access to outstanding neighborhood amenities including a resort-style community pool, playground, dog park, walking trails, and open green spaces. Conveniently situated near US-27 and the Florida Turnpike, this location offers easy access to Orlando, Clermont, shopping, dining, medical facilities, and the area's beautiful lakes and outdoor recreation opportunities. Whether you're searching for a primary residence, seasonal home, or investment property, this home checks all the boxes. With leasing permitted, it presents an excellent opportunity for both owner-occupants and investors alike. Don't miss your chance to own a newer construction home in one of Leesburg's fastest-growing communities!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
7642 PARK HILL AVE, LEESBURG, FL 34748
$375,00016 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 (646-480-7665)
Listing Agent: Vincent Cordaro (631-834-0816)
5712 BRISTLELEAF CT, LEESBURG, FL 34748
$379,990120 Days on yellowkey MLS ID: G5107689
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $4,910 (1.3%) on 05/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2600 Built: 2023Monthly Fee: $80 Tax: $5,449 (2025)Community: Windsong At LeesburgSingle Family
Taxes:$5,449
Remarks: Welcome HOME! This spacious 2023 built home is located in the beautiful community of Windsong—with a fabulous location. You have close access to both the interstate and turnpike for easy travel. This beauty has all of the modern living benefits and being so new, you will have plenty of peace of mind knowing your major home repairs will be minimal! This beautifully upgraded 4-bedroom, 2.5-bath home features a well thought floorplan with flexible living spaces and energy-efficient features throughout. Your main living and entertaining will be done downstairs with the spacious open kitchen, family room, flex room, and half bath... all flowing and open to each other nicely. The bright, modern kitchen features shaker-style cabinetry, quartz countertops, and stainless-steel appliances, making it perfect for everyday living and entertaining. The flex room off the foyer provides endless possibilities—home office, playroom, or formal sitting area. The first floor also features a spacious family room, dining area for memorable meals, and a patio ideal for outdoor living. Upstairs, a grand loft creates additional shared living space while all of your private bedrooms are upstairs as well. The Owner’s Suite includes a luxurious en-suite bath with dual sinks, a large walk-in shower, and a spacious walk-in closet. Three additional bedrooms and a convenient utility room with top-of-the-line washer and dryer complete the second level. Enjoy outdoor gatherings in the fully fenced backyard featuring a vinyl privacy fence and extended patio—perfect for hosting family and friends.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Lena Williams (352-435-4663)
31724 BROADWATER AVE, LEESBURG, FL 34748
$320,0009 Days on yellowkey MLS ID: O6413942
REDUCED by $15,000 (4.5%) on 06/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1928 Built: 2022Monthly Fee: $57 Tax: $3,857 (2025)Community: Seasons At Park HillSingle Family
Taxes:$3,857
Remarks: SELLER MOTIVATED!!! Space, functionality, and a location that makes everyday life easier, welcome to your next chapter in Leesburg! This beautifully maintained 4-bedroom, 2-bath home offers just under 2000 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 home features a spacious living area, creating the ideal setup for gatherings, game nights, holidays, and everything in between. It includes a water filtration system, a fiber-optic internet system, a transferable ADT security system, and a well-maintained HVAC system, which is serviced twice a year. Located in the desirable Park Hill community, you're tucked away in a peaceful setting, yet 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. This home is perfect for a first-time home buyer. Schedule your private showing today!
Listing Agent: Guerschom Demosthenes (407-595-8928)
7814 SLOEWOOD DR, LEESBURG, FL 34748
$310,000114 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)
2712 BERDETTA ST, LEESBURG, FL 34748
$155,000362 Days on yellowkey MLS ID: TB8396873
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1989 Tax: $1,456 (2024)Community: Edgewood Park AddManufactured Home
Taxes:$1,456
Elementary School: Fruitland Park Elem
Remarks: Under contract-accepting backup offers. Investor Opportunity!!! This charming home sits on a spacious 0.5-acre lot, fully enclosed with a wood fence and surrounded by beautiful mature trees. A large shed provides convenient storage for lawn equipment and more. Don't miss out—schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Martha Smith (813-760-5996)
1112 W MAIN ST #E7, LEESBURG, FL 34748
$109,90014 Days on yellowkey MLS ID: G5113070
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1973 Tax: $585 (2025)Community: Leesburg Spanish Oaks CondoCondo
Taxes:$585
Remarks: Freshly updated and ideally located in the heart of downtown Leesburg, this 2-bedroom, 2-bath second-floor end-unit condo offers an affordable opportunity for easy everyday living, a smart alternative to renting, or a practical addition to an investment portfolio. Move-in ready with fresh interior paint, no popcorn ceilings, durable tile and luxury vinyl plank flooring, and new remote-control ceiling fans with LED lighting in the living room and both bedrooms, the home has a clean, modern feel without the upkeep of carpet. The kitchen is well equipped with granite countertops, ample cabinetry, and comfortable functionality for daily use. Added conveniences include water and sewer included in the HOA, a private assigned covered parking space, and onsite laundry facilities. The downtown Leesburg location places you near local dining, shopping, events, schools, medical offices, and commuter routes, offering the walkability and convenience buyers are looking for. With strong affordability and rental potential, this condo is a versatile choice for an owner-occupant or investor. Schedule your private showing today.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
212 CRESTRUN LOOP, LEESBURG, FL 34748
$530,000598 Days on yellowkey MLS ID: O6248940
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $69,000 (11.5%) on 05/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3978 Built: 2007Monthly Fee: $46 Tax: $165 (2023)Community: Leesburg Crestridge At LeesburgSingle Family
Taxes:$165
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Experience Mediterranean Elegance at Its Finest Step into timeless sophistication with this exquisite two-story residence nestled in the prestigious Crestridge at Leesburg community. Originally the model home, this masterpiece showcases the finest craftsmanship, designer upgrades, and refined architectural details that speak to elevated living. From the moment you arrive, the lush, manicured landscaping welcomes you into a lifestyle of elegance and grace. Boasting 4 spacious bedrooms and 3.5 luxurious baths, this home blends comfort with grandeur at every turn. The grand foyer opens to a stunning formal living and dining space—perfect for elegant entertaining. Gracefully accented with four stately columns, this area exudes character and charm. A bespoke built-in wine display adds a sophisticated touch for the discerning connoisseur. The heart of the home is the gourmet kitchen, adorned with granite countertops, stainless steel appliances, a generous walk-in pantry, and an intimate breakfast nook. Adjacent, the expansive family room offers a warm and inviting ambiance, anchored by a beautiful fireplace, ideal for both intimate gatherings and lively celebrations. The primary suite is a serene retreat, featuring rich wood flooring, a private balcony for tranquil evenings, and a luxurious en-suite bath complete with a spa-style soaking tub, custom granite vanities, separate shower, and a custom-designed walk-in closet. A thoughtful touch includes a mirrored built-in jewelry storage wall unit, showcasing the home’s attention to detail. Two additional bedrooms are joined by a stylish Jack-and-Jill bath, while a fourth bedroom and versatile bonus room—perfect for a home office or creative studio—provide flexible living options. This bonus space also opens to a quaint exterior balcony, offering additional charm. For the hobbyist or enthusiast, the air-conditioned garage offers the perfect canvas for a private gym, man-cave, or elegant retreat. This residence is truly one-of-a-kind, with too many custom features to list. Conveniently located near historic downtown Leesburg and ViaPort for premier shopping, dining, and entertainment, this home combines luxury with lifestyle. Seller is offering $5,000 in concessions for full-price offers, and select furnishings may be included with the right offer. Schedule your private tour today and step into the lifestyle you deserve.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Yolanda Presley, Llc (352-461-7241)
4219 MAGNOLIA AVE, LEESBURG, FL 34748
$538,000102 Days on yellowkey MLS ID: G5109030
2 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2381 Built: 1984 Tax: $6,499 (2025)Community: N/ASingle Family
Taxes:$6,499
Remarks: Under contract-accepting backup offers. Welcome to an exceptional waterfront home that was fully remodeled on a canal with direct access to the Harris Chain of Lakes, offering the ultimate Florida lifestyle with boating, fishing, and year-round outdoor living right from your backyard. This 4-bedroom, 3-bathroom custom Spanish/Mediterranean home features a split floor plan ideal for multi-generational living, in-law suite, or home office, complete with a private entrance for added flexibility. The open-concept layout is designed for entertaining, centered around a chef’s kitchen with a large island, walk-through pantry, and seamless flow into multiple living areas. Enjoy true indoor-outdoor living with four sliding glass doors, including a fully opening 3-panel accordion door, leading to your private outdoor retreat. Step outside to a beautifully designed waterfront backyard oasis featuring canal views, multi-level decking, garden beds, and a fire pit area—perfect for relaxing or hosting guests. Boating enthusiasts will love the two covered boat docks, private boat lift, running water, electricity, and fish cleaning station—a rare and highly desirable setup. The primary suite offers privacy and comfort with a walk-in closet and spa-style bathroom overlooking the water. LOCATION HIGHLIGHTS: U-Haul Across the street for easy storage and extra security comfort Direct access to the Harris Chain of Lakes (boating, fishing tournaments, waterfront dining) Connected to the St. Johns River with access to the Atlantic Ocean Conveniently located off HWY 27 between Clermont and Leesburg Approx. 1 hour to Orlando, Disney, Universal, and SeaWorld Approx. 1.5 hours to East and West Coast beaches RECENT UPGRADES FOR PEACE OF MIND: Roof replaced (2022) HVAC (2018) + Clean Air UV Light & duct coating (2024) Well & septic (2019) Outdoor filtration, plumbing, irrigation & saltwater system (2024) New main water heater (2026) Appliances (2024) If you’re searching for a canal-front home with boat dock, lake access, outdoor living, and flexible living space, this property checks every box. Schedule your private showing today and experience true waterfront living on the Harris Chain of Lakes.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (352-648-0096)
Listing Agent: Trisha Williams (260-205-7197)
25212 CLIFFORD HL, LEESBURG, FL 34748
$259,00037 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: 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)
33651 OVERTON DR, LEESBURG, FL 34788
$475,00045 Days on yellowkey MLS ID: O6402186
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)
26143 FEATHERGRASS CIR, LEESBURG, FL 34748
$349,90016 Days on yellowkey MLS ID: G5112508
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2215 Built: 2022Monthly Fee: $80 Tax: $4,424 (2025)Community: Windsong At LeesburgSingle Family
Taxes:$4,424
Remarks: Welcome home to this spacious home located in the Windsong community of Leesburg. Designed with an open layout, the kitchen features a center island overlooking the dining and living areas, creating a comfortable space for everyday living and entertaining. The owner’s suite offers a private bath with dual sinks, a large walk-in shower, and a roomy walk-in closet. Upstairs, the loft provides additional flexible living space that works well for a game room, media area, office, or relaxing area. Additional features include stainless steel appliances, solid surface countertops, and tile flooring in the wet areas. Windsong offers residents a fabulous location and setting with opportunities to enjoy the outdoors, along with community amenities including recreation areas, a tot lot, and dog park. Conveniently located off Highway 27, the community is just minutes from shopping, dining, and entertainment in historic downtown Leesburg and an easy commute to the interstate and turnpike.
2314 BUTLER ST, LEESBURG, FL 34748
$231,10017 Days on yellowkey MLS ID: OM724745
3 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 912 Built: 1947 Tax: $2,542 (2025)Community: Leesburg Hillside ManorSingle Family
Taxes:$2,542
Remarks: Under contract-accepting backup offers. This charming, updated, move-in-ready, 2-bed, 1-bath home with freshly painted interior rooms & detached one-car garage in central Florida, Leesburg, offers a unique combination of privacy, modern upgrades, and traditional character. (PREFERRED LENDER OFFERS 1.0 BUYDOWN!) Features: a 2019 roof, NO HOA, sits on .27 ACRE, & Located on a Quiet, dead-end street, a large, fully fenced backyard with no northern neighbors, providing a peaceful, private retreat. Interior & Upgrades INCLUDE, living room/dining room combo, Original Hardwood classic flooring throughout (tile in wet areas); Modern Recessed canned lighting in the living/dining areas, under-cabinet lighting in the kitchen, & ceiling fans in the bedrooms, & hall linen closet. Your Kitchen is equipped with neutral cabinetry & stainless steel appliances, including a dishwasher, stove, microwave, refrigerator, pantry, & a nook area for eating or working from home! A large laundry closet is located in the kitchen. For your comfort & techy side- you have a Nest thermostat & insulated attic for heating & cooling savings & a new Electric InstaHot water heater! This is an extremely clean and meticulously maintained home with an Exterior, lovely screened-in front porch: Ideal for relaxing with coffee or wine. The Detached Garage with a metal roof is perfect for car & workshop space. Enjoy the outdoors on your irrigated lawn with professional landscaping and a Fully Fenced Backyard for your furry friends! This Large, private backyard features beautiful shrubs and a cozy fire pit for evening enjoyment. You will be situated close to Leesburg, with quick access to the Villages and Clermont. Minutes from hospitals, schools, Beacon College, parks, and the new community water park in Leesburg. With its blend of modern comfort and classic appeal, this home is ready for immediate occupancy. Make a full price offer, and the seller will contribute $5000 to the buyer's closing costs!
Listing is courtesy of: UNLOCK REALTY GROUP INC (470-509-3301)
Listing Agent: Louann Papp (352-613-4532)
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