Homes for Sale Near Oak Park Middle in Leesburg - 78 homes

Remarks: REDUCED - Spacious 2BR/2.5BA Home on Prime Corner Lot - Discover comfort and versatility in this generously sized home featuring 2 bedrooms, 2.5 baths, and an additional 11x16 flex room—perfect as a home office, cozy den, or third bedroom. The open-concept kitchen flows seamlessly into the Great Room and breakfast nook, with a convenient walk-through to the formal dining area. Large lanai is enclosed with vinyl windows. 3 sets of stacking sliding doors to enclosed porch. Half bath is adjacent to the inside utility area. Oversized garage. Floors in home are waterproof. New roof in August 2025. Almost all the furniture is negotiable. Duchess model - but larger

Listing is courtesy of: BONJORN REAL ESTATE (352-394-2112)

Listing Agent: Pamela Bonjorn (352-267-6003)

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 the convenience of downtown Leesburg and Mount Dora nearby. Plus, you'll have three major lakes and beautiful Silver Lake right in your backyard, along with numerous parks and golf courses nearby offering endless recreational opportunities. Then, get ready to enjoy sunny days with the community amenities, including a swimming pool, cabana, and playground. Your dream home awaits at Silver Lake Pointe! The Linden offers the perfect layout and smart storage solutions for every homeowner. The main floor features an open-concept kitchen with an island and an oversized pantry, a spacious living room, a dining area, and a versatile flex room (an ideal space offering ample storage and functionality), plus a convenient bathroom. Enjoy your outdoor space on the patio and take in the Florida sunsets. Upstairs, a spacious loft provides a comfortable area for entertaining. Down the hall, you'll find three guest bedrooms, a shared bathroom with a double vanity, and a laundry room. The expansive primary suite offers plenty of space with a huge walk-in closet, a private bathroom with a shower, and two linen closets. The Linden's impressive use of space makes this single-family home welcoming and livable, with all the advantages of a Stanley Martin home.

Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)

Listing Agent: Jason Walzer (407-537-2883)

Remarks: Price Reduced! NEW ROOF! This beautifully landscaped property offers a 3-bedroom, 2-bath split floor plan with an open-concept layout, outfitted with crown molding and designed for modern living. The master suite is a private retreat, featuring a walk-in shower, double vanity, and a custom walk-in closet with a organized well thought out closet system. The gourmet kitchen boasts a large island with granite countertops, solid wood cabinets, stainless steel appliances, and stylish backsplash, complemented by a breakfast nook. With plenty of room the separate but (still visbile) living and dining rooms makes it great for entertaining. There is also a spacious bonus room ideal for a family room, media room, office or can even be converted into a 4th bedroom. Additional highlights include a laundry room with abundant storage, water softener, and a 2-car garage. Relax year-round in the enclosed patio under air, complete with walls of windows for natural light and motorized shades for privacy. Arlington Ridge is a 24-hour gated and guarded community offering championship golf, resort-style amenities, and low-maintenance living. HOA fees cover lawn care, high-speed internet, cable, and full use of amenities including two pools, hot tub, fitness center, movie theater, and more. Dine at the Chesapeake Grill & Tavern, enjoy walkable streets with sidewalks and lighting, and take advantage of the community’s prime central location—just minutes to shopping, restaurants, and healthcare, with easy access to Orlando, airports, and Florida’s coasts. Don’t miss this neighborhood gem—schedule your private showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Raymond Reyes (407-243-8940)

Remarks: Escape to your own private lakefront countryside retreat with this picturesque pond-front property set on 8± acres, offering incredible equestrian potential and peaceful, open space. This charming 5-bedroom, 2.5-bath ranch-style home spans 2,381 square feet and is perfectly positioned with a generous setback, creating a serene sense of arrival through the expansive front yard. Designed for both comfort and functionality, the property features two cross-fenced pastures shaded by mature trees, a garden area, a large parking pad, and a 20x20 metal carport with a workshop. A paver walkway leads to the inviting front porch—an ideal spot to unwind with morning coffee or enjoy a refreshing drink on a warm afternoon. Inside, vaulted ceilings and low-maintenance tile flooring enhance the bright, open-concept layout. The living room centers around a cozy wood-burning fireplace and flows seamlessly into the kitchen and dining areas, creating the perfect space for everyday living and entertaining. The kitchen is well-equipped with abundant wood cabinetry, stainless-steel appliances—including a French-door refrigerator—and a convenient breakfast bar for casual gatherings. Double French doors open to a spacious Florida room, where panoramic windows invite in natural light, backyard views, and gentle breezes. The primary suite offers a relaxing retreat with a walk-in closet and a private en-suite bath featuring dual sinks and a walk-in shower. Four additional bedrooms provide flexibility for family and guests, and the home also features a dedicated home office. Additional highlights include a laundry room, an oversized storage space currently used as a pantry, a whole-house surge protector, a newer A/C system, a whole-house filtration water softener, and a durable metal roof—ensuring both comfort and peace of mind. Outdoors, the property continues to impress with a variety of fruit trees, a storage shed, and a second metal carport ideal for boats or extra vehicles. A small barn offers excellent potential for conversion into horse stables. Wander to the back of the property to discover Lake Robinson nestled beneath a canopy of mature trees—your own private fishing and relaxing escape. Whether you're an equestrian enthusiast or simply seeking space, privacy, and natural beauty, this exceptional property offers the perfect place to call home.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-735-4433)

Listing Agent: Loretta C. Maimone (352-357-2400)

Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Experience the ultimate Florida lifestyle at 27014 Camerons Run in the premier 55+ community of Arlington Ridge. This meticulously maintained residence is now an even more exceptional value: the seller will prepay your HOA fees for TWO FULL YEARS! This incredible incentive saves you $127 per month, allowing you to enjoy world-class amenities with zero carrying costs for your first 24 months. Step inside to an open, sun-drenched floor plan featuring modern finishes and a seamless flow perfect for entertaining. The spacious kitchen and inviting living areas overlook a private outdoor space, ideal for morning coffee or sunset views. Residents enjoy access to a championship golf course, resort-style pools, a fitness center, and on-site dining. With your HOA fees covered, you can dive straight into the social clubs and active lifestyle that make Leesburg famous. Don’t miss this rare opportunity to secure a "worry-free" move-in with significant immediate savings. Welcome home!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jessica Collins (386-564-0120)

Remarks: Welcome to Chesterbrook — a quiet, well-kept 55+ community just minutes from Lady Lake, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless. Chesterbrook residents enjoy a friendly, active community with amenities that include: A refreshing community pool A welcoming clubhouse A convenient bathhouse Shuffleboard courts for leisurely afternoons You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.

Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)

Listing Agent: James Donovan (352-552-8195)

Remarks: Price reduced $5,000. Situated by the serene Lake Denham and completed in 2022, this 3 bedroom, 2 bathroom home seamlessly combines modern architecture with the tranquility of nature. Step inside to discover luxury vinyl plank flooring and an expansive open layout, ideal for socializing and entertaining. The kitchen, equipped with stainless steel appliances and lavish granite countertops, is a haven for both cooking enthusiasts and gracious hosts. A fully fenced backyard offers added privacy and a perfect setting for relaxed outdoor living. With its blend of contemporary style and natural beauty, this home offers unparalleled comfort and sophistication. The Lake Denham community offers residents a sparkling pool for relaxation, an outdoor gym for fitness enthusiasts, and a playground for fun. Don't miss the chance to make this extraordinary property your dream home!

Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)

Listing Agent: Michael Kushner (516-510-7218)

Remarks: One or more photo(s) has been virtually staged. Move-In Ready New Construction Home in Fox Pointe – Leesburg, FL Discover comfort, style, and energy efficiency in this beautifully designed 1-story, 4-bedroom, 2-bathroom home with 1,840 square feet of living space and a 2-car garage, located in the boutique Fox Pointe community—a quiet enclave of just 42 homesites near US-27 and the Harris Chain of Lakes Boat Ramp. Interior Highlights • White shaker cabinets with elegant crown molding for a clean, timeless look • Quartz countertops in both kitchen and bathrooms for durability and style • Engineered Vinyl Plank flooring in all main living areas; plush carpet in bedrooms for added comfort • Stainless steel GAS appliances including range, microwave, dishwasher, and refrigerator • Gas Tankless Water Heater and gas dryer hookup for energy-conscious living • Washer, dryer, and blinds included—move in with ease! ??? Open-Concept Living • Spacious kitchen island with counter-height bar seating—perfect for casual dining or entertaining • Kitchen opens to the dining area and expansive Great Room, creating a seamless flow • Kitchen sink overlooks the backyard and living space, ideal for hosting and everyday living Energy Efficiency & Wellness • Energy Star Certified with spray foam insulation and fresh air intake system • Designed to reduce allergens, improve indoor air quality, and lower utility bills • A healthier, quieter, and more energy-efficient home for modern Florida living Community & Location Perks • Fox Pointe amenities include a dog park and open green space for outdoor enjoyment • Minutes from Harris Chain of Lakes—boating, fishing, and waterfront fun await • Close to Publix, restaurants, and shopping, including a brand-new Aldi just down the street • Easy access to Downtown Leesburg, Venetian Gardens, Lake Griffin State Park, and Lakeridge Winery • Enjoy nearby golf courses, nature trails, and community events throughout Lake County Property Features • 4 Bedrooms 2 Bathrooms 2-Car Garage 1,840 Sq Ft • Located in a small, close-knit community with limited availability This home is truly MOVE-IN READY—perfect for anyone seeking a low-maintenance, high-comfort lifestyle in Central Florida.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Tina Bircher (321-228-4267)

Remarks: Custom built home boasting a perfect blend of luxury and classic elegance. This luxurious 4 bedroom, 3 bathroom home is located in the sought after gated community of Majestic Oaks. As you enter the home through the French doors, you will notice the tall ceilings throughout the home and the open floor plan that seamlessly connects the living, dining, and custom kitchen areas. The kitchen boasts a large quartz waterfall island, tall cabinets, double oven, and French door refrigerator. The laundry room includes a separate pet wash station. The outdoor screened in patio is perfect for early morning coffee or late night relaxation. Home includes a whole house water softener and a 10' X 16" storage shed. The shed is prewired for electricity if desired and the yard is completely fenced in.

Listing is courtesy of: BLUE WATER REALTY INVESTMENTS (407-957-7581)

Listing Agent: James Brown (407-456-4907)

Remarks: Don’t miss this rare opportunity to own a pristine, move-in-ready sanctuary in the highly desirable Lake Denham Estates neighborhood. This charming home is the perfect blend of modern comfort and effortless Florida living, featuring a bright, open-concept design that invites natural light and easy flow throughout. The heart of the home is a beautifully updated kitchen with sleek granite countertops, rich dark-wood cabinetry, stainless steel appliances, and a generous island that doubles as the ideal gathering spot for casual meals or entertaining. It opens seamlessly into the dining and living spaces, creating the perfect backdrop for everything from relaxed weeknights to weekend gatherings. Your private primary retreat offers a peaceful escape with ample space and a bath featuring granite finishes. The additional bedrooms provide flexibility for guests or a home office. Outside, enjoy your own private backyard oasis complete with a spacious concrete patio, the ideal setting for morning coffee, evening gatherings, or simply unwinding under the Florida sky. The fully fenced yard also adds peace of mind. The home is conveniently located with easy access to major highways, shopping, dining, and all that Leesburg and Central Florida have to offer, this beautifully maintained home represents outstanding value and true move-in readiness in today’s market. Properties like this in Lake Denham Estates move quickly. Schedule your private showing today before it is too late!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jerry Miller (407-480-9633)

Remarks: Fully renovated 2007 mobile home with 4 bedrooms, 2 bathrooms, and 2052 sq ft on a .25-acre corner lot. Features include an open floor plan, new 2025 roof, new LVP flooring, fresh interior paint, new interior and exterior doors, stunning kitchen with new soft close cabinets, granite countertops, and brand new stainless steel appliances. Move in ready!

Listing is courtesy of: LISTED SIMPLY (800-995-5879)

Listing Agent: Sinan Zakaria (800-995-5879)

Remarks: Experience comfort, security, and modern convenience in this beautifully upgraded single-family home located in the desirable 55+ community of Arlington Ridge in Leesburg, Florida. This home features Wi-Fi–enabled appliances, an Ecobee smart thermostat, and Wi-Fi–controlled sprinklers, making it easy to monitor and manage the home from anywhere. Additional interior highlights include QUARTZ countertops throughout, soft-close cabinetry, stainless steel NATURAL GAS appliances, rounded wall corners, elegant archways, and a CENTRAL VACUUM SYSTEM . A 50-gallon commercial-grade water heater provides reliable performance for everyday living. Built in 2021, this home is equipped with premium upgrades designed for peace of mind, including a Generac whole-home GENERATOR, upgraded 16-seer AC, dual-pane Aragon glass windows with low-e tint glass coating, a whole-home WATER FILTRATION SYSTEM, and water softener. The epoxy-finished garage floor adds durability and a clean, finished look. Every detail has been thoughtfully selected to support both comfort and low-maintenance living. Located in an active 55+ community, residents enjoy resort-style amenities and a vibrant social environment. Community features include a 18-hole golf course, tennis and pickleball courts, bocce ball, a fitness center, sauna, fitness and recreation pools, spa, and an on-site restaurant, pub and movie theatre. Daily activities, clubs, and events provide endless opportunities to stay active, social, and engaged. Your quarterly HOA fee includes cable, internet and lawn care. This home offers the perfect blend of modern upgrades and a lifestyle centered around relaxation and recreation.

Listing is courtesy of: HAMMOND REALTY GROUP LLC (407-468-0074)

Listing Agent: Diana Hammond (407-276-4420)

Remarks: The Plantation at Leesburg a gated golf community ! 2BR/2BA Home with vaulted ceiling, wood laminte flooring and eat-in-kitchen.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)

Listing Agent: Jessica Sanchez, Pa (352-504-7772)

Remarks: Pre-Construction. To be built. Set within Oakstone Farms, a thoughtfully planned community surrounded by the beauty and recreation of Florida’s renowned Harris Chain of Lakes, this location captures the spirit of relaxed, active living. More than 50,000 acres of sparkling waterways stretch across eight scenic lakes connected by winding canals, creating endless opportunities for boating, fishing, and memorable days on the water. Within the neighborhood, dedicated greenspace, a dog park, and a tot lot provide inviting spaces to unwind and connect, while the charm of Mount Dora and Tavares brings boutique shopping, dining, and vibrant festivals nearby. Everyday conveniences are just minutes away in Leesburg, only 5.5 miles from the community, all complemented by a super low HOA. The Miramar reflects this lifestyle from the moment you arrive, with a driveway and entry adorned with brick pavers that set a welcoming tone. Step through the foyer to find 9'4" ceilings, crown molding throughout, and the Interior Trim Deluxe package, all combining to create an elegant and inviting first impression. The open floor plan flows seamlessly from room to room, with the great room bathed in natural light. Triple-panel patio doors extend the space to a 9'4" screened-in lanai, perfect for relaxing, entertaining, or enjoying the outdoors year-round. The chef-inspired kitchen blends style and functionality with a large granite-topped island, tile backsplash, stainless steel appliances including a gas range, and a spacious pantry. Whether preparing meals, hosting gatherings, or enjoying casual dining, this space is designed to accommodate it all. Tucked privately at the rear, the primary suite provides a serene retreat with a generous walk-in closet and a spa-inspired bath featuring an oversized tiled shower and a conveniently placed linen closet. Three additional bedrooms are positioned near the foyer, including one with a private bath for guests or a personalized space such as a home office or fitness room. A secondary bathroom includes a tiled shower and tub combination. Everyday convenience continues with a centrally located laundry room with washer and gas dryer included, alongside a built-in Smart Home Package featuring a Ring Video Doorbell, smart thermostat, keyless entry smart door lock, and Deako switches. The spacious two-car garage offers ample storage, while the full builder warranty provides peace of mind. With its thoughtful design, seamless indoor-outdoor living, and access to the natural beauty and recreational lifestyle of Oakstone Farms and the Harris Chain of Lakes, the Miramar perfectly blends comfort, style, and Florida living at its finest.

Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)

Listing Agent: Charles Pennant (407-305-4317)

Remarks: Short Sale. Short Sale! Welcome to this charming, well-maintained 4-bedroom, 3-bath home with over 2,100 sq ft in Leesburg! This property offers a comfortable and inviting layout, perfect for both everyday living and entertaining. Step inside to find brand-new carpet in the bedrooms, adding a fresh and cozy feel, while the living room and main areas feature tile flooring for easy maintenance and a clean, modern look. The living spaces are bright and welcoming, creating a warm atmosphere for you and your guests. Enjoy the outdoors in your fully fenced backyard, offering privacy and plenty of space to relax or entertain. A beautiful play set is already in place, making it a perfect setup for families or anyone who loves outdoor living. The home has been well cared for, including a well-maintained A/C system, providing comfort and peace of mind. Conveniently located near shopping, dining, and major roadways, this home combines comfort, value, and location. Don’t miss this great opportunity—schedule your showing today!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Nancy Tanago (407-556-5936)

Remarks: Under contract-accepting backup offers. Seller may consider buyer concessions if made in an offer ~ This adorable Leesburg home is proof that character never goes out of style! Opportunity is knocking on Wilson Avenue where FRESH INTERIOR PAINT (2026) gives the home a bright, fresh feel, and the NEWER ROOF (2021) adds peace of mind. Set on a spacious .22 ACRE LOT, FULLY FENCED with NO HOA, this single story concrete block home delivers both space and flexibility in a quiet, established community tucked away against the shores of LAKE HARRIS and the HARRIS CHAIN OF LAKES. Mature trees, landscaping and welcoming curb appeal set the tone, while the 1-car garage offers convenient parking or additional storage. Inside, the home is full of warmth and personality with ORIGINAL HARDWOOD FLOORS, a cozy FIREPLACE in the living room, and an easy flow between the OPEN LIVING & DINING spaces. The kitchen offers tons of cabinet storage and charming vintage vibes, along with a casual breakfast nook perfect for everyday meals or morning coffee. The SPLIT BEDROOM layout adds privacy, and both bedrooms feature their own en-suite baths – a rare find in homes of this size. The PRIMARY SUITE includes a WALK-IN CLOSET, creating a comfortable retreat at the end of the day. Step outside to enjoy the large fenced backyard, offering plenty of room for pets, gardening, outdoor entertaining or future plans. The location adds even more appeal – just two blocks from Palmar Park, minutes to the historic downtown Leesburg district, and conveniently close to US-27 and US-441 for easy commuting. Shopping, dining, waterfront parks and the Chain of Lakes lifestyle are all at your fingertips! Whether you are looking to downsize your primary residence, a first home with character and room to make it your own, or a solid investment, this Leesburg property offers charm, location and great potential all in one. Call today to schedule your tour!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Architectural character and resort-style outdoor living come together on this beautifully maintained .43-acre corner lot located in a golf cart-friendly community with NO HOA. From the moment you arrive, the striking floor-to-ceiling stone chimney, bold architectural beams, and fresh exterior paint (2025) create standout curb appeal and give this home a custom feel you do not see every day. Inside, vaulted ceilings with exposed wood beams and a dramatic stone fireplace anchor the living space, while clerestory windows bring in natural light and enhance the open feel. Durable luxury vinyl plank flooring runs throughout the main living areas, offering the look of hardwood with easy maintenance and long-term durability. A built-in wet bar adds both function and personality, making the space ideal for entertaining. This is not a cookie cutter home. The architectural details and thoughtful layout set it apart from the typical floor plan. The split-bedroom design provides privacy, with an oversized primary suite offering generous closet space and an en-suite bath, while two additional bedrooms are positioned on the opposite side of the home near a full bath and laundry area. The kitchen features solid wood cabinetry, stainless steel appliances, a breakfast nook, and convenient access to the dining room for an easy flow. The backyard is a true highlight, featuring an impressive screened patio and pool enclosure with a fully pavered deck, multiple seating areas, and a covered lanai complete with ceiling fan and dedicated grilling space. The resurfaced gas-heated pool (2025) includes a new salt chlorination system (2025) and is connected to city gas for efficiency and convenience. Major updates include a new roof (2026), new pool screen enclosure (2026), exterior paint (2025), two AC units with one replaced (2017) and one replaced (2022), and a new drain field (2021). The oversized garage provides additional storage or workspace flexibility. With nearly half an acre, distinctive architectural detail, durable finishes, and extensive system upgrades, this home offers space, personality, and functionality in one complete package.

Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)

Listing Agent: Breanna Eckerdt (352-901-4464)

Remarks: Discover a quietly impressive four-bedroom, two-bath pool home designed for comfortable living and effortless everyday enjoyment. A screened front porch welcomes you inside, where the spacious main living area opens to a spacious kitchen featuring granite counters, an island with breakfast bar, generous pantry storage, and a bright eat-in nook. Just off the kitchen, a large laundry room offers additional convenience, with the washer and dryer thoughtfully included. The kitchen flows seamlessly into the living room, creating an easy gathering space that extends out to a screened patio running the full length of the home—ideal for relaxing or entertaining. The primary suite offers a large walk-in closet and private bath. Two additional bedrooms also feature walk-in closets, and the fourth includes a full-length closet, providing exceptional storage throughout. A dedicated linen closet in the second bath adds even more usefulness. Outside, a large fenced yard hosts an above-ground pool with surrounding deck, plus a unique two-story structure offering abundant open storage below and a framed-in upper level with its own balcony—ready for customization as a workshop, studio, or retreat. With no HOA, there’s room to bring your boats, RVs, and other toys. A property with this much space and potential is a rare find. Schedule your showing and experience it for yourself.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Barrett Spray (407-927-3650)