Location: Leesburg , 34748
Do Not Show Listings
906 OAK DR, LEESBURG, FL 34748
$189,00022 Days on yellowkey MLS ID: W7886051
REDUCED by $3,000 (1.6%) on 06/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1250 Built: 1950 Tax: $638 (2025)Community: Leesburg Whispering PinesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$638
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Nice two-bedroom concrete block home close to all shopping in beautiful Leesburg. The home has a brand new roof, the air conditioner and water heater are less than ten years old. The kitchen has been updated. Carpet throughout the home is in very good condition. House has two large sheds in the backyard. Has large laundry room off of the carport. Must see to appreciate.
Listing is courtesy of: LISTWITHFREEDOM.COM (855-456-4945)
Listing Agent: Ralph Harvey (855-456-4945)
7521 SLOEWOOD DR, LEESBURG, FL 34748
$381,90016 Days on yellowkey MLS ID: O6411802
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2019Monthly Fee: $42 Tax: $3,466 (2025)Community: Park Hill Ph 2Single Family
Taxes:$3,466
Elementary School: Beverly Shores Elem
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: Welcome home to a peaceful country lifestyle in the desirable Park Hill community of Leesburg! Built in 2019 and METICULOUSLY MAINTAINED, this stunning MOVE-IN READY 4 bedroom, 2 bath, 2 car garage residence offers over 2,330 heated square feet (2,750 total sq. ft.) of beautifully designed living space with NO REAR NEIGHBORS. Step inside to discover an open and airy floor plan featuring elegant architectural details, 5¼” baseboards, arched interior doorways and an abundance of natural light throughout. Designed with both entertaining and everyday living in mind. THIS HOME OFFERS A FORMAL LIVING AND DINING SPACE PLUS A LARGE FAMILY ROOM perfect for gathering with family and friends. The heart of the home is the beautifully appointed kitchen featuring upgraded stainless appliances, 36” upper cabinets with CROWN MOLDING, breakfast bar seating, abundant counter space, recessed lighting, and a cozy breakfast nook overlooking the screened patio and peaceful backyard. Enjoy morning coffee or evening sunsets from your private screened lanai with no rear neighbors, the perfect place to relax and unwind while enjoying Florida’s beautiful weather. The SPACIOUS OWNER'S SUITE is a true retreat with dual walk-in closets and a luxurious ensuite bath featuring raised double vanities, a relaxing GARDEN TUB AND SEPARATE GLASS ENCLOSED SHOWER. Bedroom 4 offers flexibility as a home office, den or guest room. Additional highlights include an oversized interior laundry room, energy efficient construction, insulated Low E windows, concrete block construction, irrigation system, architectural shingles and smart design features throughout. This community is tucked away from the hustle and bustle, you’ll enjoy the best of small-town living with nearby lakes, boating, fishing, parks and easy access to The Villages, Mount Dora and Orlando attractions. VERY LOW HOA fee and NO CDD. If you're searching for a beautifully cared for home with LOTS OF SPACE, privacy and MODERN UPGRADES in a peaceful neighborhood setting, this is the one you’ve been waiting for! Schedule your showing today!
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Lorna Henry (321-689-8184)
30437 ORANGE DR, LEESBURG, FL 34748
$800,00061 Days on yellowkey MLS ID: G5110964
REDUCED by $29,900 (3.6%) on 05/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2665 Built: 1925 Tax: $6,208 (2025)Community: Cisky ParkSingle Family
Taxes:$6,208
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bathroom lakefront home with a detached 1-bedroom, 1-bath cottage, ideally located in Leesburg’s desirable Sunnyside area. As you step inside the main home, you’re greeted by original refinished hardwood floors, 5-inch baseboards, and an open-concept layout filled with natural light. A wall of windows frames breathtaking views of Lake Harris, while the stone wood-burning fireplace creates a warm and inviting focal point in the living room. The upgraded kitchen is designed to impress, featuring stone countertops, stainless steel appliances, a spacious island, and a striking backsplash that ties the space together beautifully. Both bathrooms in the main home have been thoughtfully updated with tiled showers, built-in benches, new vanities, and modern fixtures, offering a clean and contemporary feel. Outdoor living is just as impressive, with wide open lake views from both the main house and cottage patios—perfect for relaxing or entertaining while enjoying the peaceful waterfront setting. The detached cottage offers exceptional versatility and can serve as a short- or long-term rental, in-law suite, or private guest retreat. It features its own open floor plan, a full kitchen with stone countertops, ample cabinetry, and serene lake views from inside. Major updates have already been completed, including new roofs in 2023, repiping and rewiring of both the main home and cottage in 2021, a kitchen renovation in 2023, and new double-pane windows in the Florida room, giving peace of mind to the next owner. Conveniently located just 10 minutes from shopping and dining, this property is perfectly suited as a primary residence, vacation home, or income-producing opportunity. Schedule your private showing today and experience the best of lakefront living.
Listing is courtesy of: CENTURY 21 ALTON CLARK (352-728-2121)
Listing Agent: Regina Rodriguez (352-269-0450)
4844 HERON RUN CIR, LEESBURG, FL 34748
$254,50074 Days on yellowkey MLS ID: G5110301
REDUCED by $2,500 (1.0%) on 05/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1995Monthly Fee: $180 Tax: $1,620 (2025)Community: Plantation At Leesburg Heron RunSingle Family
Taxes:$1,620
Remarks: Welcome to your own private retreat—where comfort meets lifestyle! This beautifully maintained, **furnished home** is move-in ready and perfectly situated in a sought-after **55+ gated community**, offering both convenience and peace of mind. Enjoy added value with a newer water heater, while the wood and vinyl fencing provides charm and privacy. Step out back and unwind with tranquil preserve views—no rear neighbors, just nature and serenity. With its desirable **southwest exposure**, you’ll be treated to stunning sunsets right from your spacious porch, the perfect spot for relaxing or entertaining. Residents of this vibrant community enjoy an exceptional array of amenities, including a clubhouse, fitness center, golf course, sparkling pool, relaxing spa/hot tub, pickleball and tennis courts, shuffleboard, and scenic walking trails—everything you need for an active and social lifestyle. Ideally located just a **short drive from Walt Disney World Resort and other world-class Orlando attractions**, this home offers the perfect balance of peaceful living and nearby excitement. Come see it yourself--you'll fall in love!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-717-2000)
Listing Agent: Mildred Feidner (219-669-1201)
25312 GREEN HERON DR, LEESBURG, FL 34748
$230,00071 Days on yellowkey MLS ID: G5109120
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1994Monthly Fee: $180 Tax: $3,455 (2025)Community: Plantation @ Leesburg Heron RunSingle Family
Taxes:$3,455
Remarks: * OUT OF PROBATE AND READY FOR YOU TO PURCHASE*Welcome home! This beautifully maintained home is move-in ready, featuring 2 bedrooms/2 bathrooms and perfectly situated within one of Central Florida’s premier 55+ gated communities, offering both convenience and peace of mind. Once you step inside, you will enjoy 1,289 sq ft. of comfortable living space, while enjoying the added value with a newer HVAC (2021), while the wood fencing provides charm and privacy. Step out back and unwind! The dining room/living room open floor plan is the perfect spot for entertaining. GOLF CART is included!!! Residents of this vibrant community, The Plantation of Leesburg enjoy an exceptional array of amenities, including a clubhouse, fitness center, golf course, sparkling pool, relaxing spa/hot tub, pickleball and tennis courts, shuffleboard, and scenic walking trails—everything you need for an active and social lifestyle. Ideally located just a **short drive from Walt Disney World Resort and other world-class Orlando attractions**, this home offers the perfect balance of peaceful living and nearby excitement.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Shelby Mangiardi (518-421-2875)
25308 CASA DEL LAGO LN, LEESBURG, FL 34748
$189,000128 Days on yellowkey MLS ID: G5107740
REDUCED by $10,000 (5.0%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1991Monthly Fee: $165 Tax: $2,649 (2025)Community: Plantation At Leesburg Casa Del LagoManufactured Home
Taxes:$2,649
Remarks: Welcome to easy Florida living in the sought-after Plantation at Leesburg, a guard-gated 55+ golf community in the heart of Lake County. Situated on a quiet corner lot, this well-maintained 2-bedroom, 2-bath manufactured home offers comfort, functionality, and peace of mind with recently updated skirting and tie-downs, providing enhanced stability and long-term value. Inside, you’ll find new flooring in the living room, fresh interior paint, and a flexible indoor laundry/office space ideal for hobbies or working from home. The home also features a bright sunroom and an attached workshop, perfect for storage, projects, or extra usable space. Plantation at Leesburg is known for its active lifestyle and impressive amenities, including three clubhouses with on-site activity directors, three community pools, a restaurant and lounge, walking trails, pickleball, tennis, golf, a fully equipped woodworking shop, and convenient RV and boat storage on property. Residents enjoy the security of a 24-hour manned gate and a low HOA that supports a vibrant, resort-style lifestyle. Ideally located just minutes from The Villages, with easy access to Orlando International Airport, Disney, Universal Studios, and both Florida’s east and west coast beaches, this home offers the perfect blend of relaxation, recreation, and convenience. Whether you’re seeking a full-time residence or a seasonal retreat, this home is a fantastic opportunity to enjoy one of Central Florida’s premier 55+ communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kelly Monroe (352-901-0494)
26627 RACQUET CIR, LEESBURG, FL 34748
$235,00077 Days on yellowkey MLS ID: G5110237
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1120 Built: 1996Monthly Fee: $261 Tax: $2,571 (2025)Community: Highland Lakes Ph 02AVilla
Taxes:$2,571
Remarks: Welcome to 26627 Racquet Circle-located in the premier 55+ gated community of Highland Lakes! This move-in ready villa features a bright open floor plan with two spacious bedrooms, both fully equipped with ensuite bathrooms-refreshed with updated toilets. Major updates provide peace of mind, including a new Roof (2022), a new garage door opener and keypad, and a well-maintained A/C (2014) New Stove (2026) and New Microwave (2026). The interior shines with newer Luxury Vinyl Plank flooring throughout, fresh interior paint, and newer countertops in both the kitchen and bathrooms. The heart of the home is the kitchen with its convenient breakfast bar, while new light fixtures and fans in both bedrooms add a modern touch. Enjoy the best of Florida living in the light-filled Florida room, or relax on the rear outdoor patio. The front courtyard is fully fenced-in, offering a private and secure entry-perfect for your pets! This home comes complete with a new washer and dryer for added convenience. For an added bonus, lawn maintenance and irrigation are included in the HOA! HOA/COMMUNITY: Highland Lakes is located in the “Lakefront City” of Leesburg, and features a plethora of amenities, including a clubhouse, heated indoor pool, outdoor pool, fitness center, bocce ball, pickleball, tennis, library and so much more! Highland Lakes is located off the U.S. Highway 27, just minutes from beautiful local destinations-Venetian Gardens Park and downtown Leesburg! Easily commute to The Villages’ restaurants and entertainment, Orlando theme parks, Ocala National Forest, and Mount Dora! Call to schedule your personal tour today!
Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)
Listing Agent: Missy Conway (352-804-9356)
21811 KING HENRY AVE, LEESBURG, FL 34748
$334,90084 Days on yellowkey MLS ID: G5109896
REDUCED by $5,000 (1.5%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 1999Monthly Fee: $229 Tax: $2,882 (2025)Community: Royal Highlands Ph 01CaSingle Family
Taxes:$2,882
Remarks: Step into easy Florida living with this well-maintained Squire floor plan, where thoughtful updates and flexible space come together in a way today’s buyers truly appreciate. Major improvements have already been taken care of, including updated windows (2021), HVAC (2020), and a 2025 roof—providing peace of mind from day one. Inside, you’ll find solid surface flooring throughout, creating a seamless and low-maintenance living environment. The kitchen is both functional and inviting, featuring solid wood cabinetry, quartz countertops, stainless steel appliances, and a sunny breakfast nook—perfect for morning coffee or casual meals. The open great room flows naturally into a dedicated dining space, making everyday living and entertaining feel effortless. The primary suite offers a comfortable retreat with a spacious walk-in closet and an en-suite bath complete with dual sinks and a walk-in shower. Guests will feel right at home with a private bedroom and bath, while the additional den/office and bonus room provide the flexibility so many buyers are looking for today—whether it’s hobbies, visiting family, or extra workspace. Step outside to enjoy the 8x13 screened birdcage patio—an ideal spot to relax and take in the Florida lifestyle. Additional highlights include an interior laundry room and a two-car garage. Located in Royal Highlands, a resident-owned gated 55+ community, residents enjoy a full suite of amenities including indoor and outdoor pools, an 18-hole golf course, restaurant and pro shop, tennis, pickleball, fitness center, billiards, and a vibrant calendar of social events. The HOA also includes Xfinity cable (up to three TVs), high-speed internet, and secure RV/boat storage. Conveniently located with easy access to the Florida Turnpike, Orlando attractions, and the Orlando Health South Lake Hospital emergency center.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
4721 TARA VIEW ROAD, LEESBURG, FL 34748
$307,900120 Days on yellowkey MLS ID: O6380183
REDUCED by $2,000 (0.6%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 1994Monthly Fee: $180 Tax: $1,740 (2024)Community: Plantation/Leesburg Tara ViewSpa: NoSingle Family
Taxes:$1,740
Elementary School: Leesburg Elementary
Tax Year: 2024
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)
20751 QUEEN ALEXANDRA DR, LEESBURG, FL 34748
$379,900459 Days on yellowkey MLS ID: G5094138
REDUCED by $4,100 (1.1%) on 04/25/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2224 Built: 2006Monthly Fee: $224 Tax: $2,893 (2024)Community: Royal Highlands Ph 02-B Lt 1317 Pb 50 PgSingle Family
Taxes:$2,893
Remarks: Beautiful 2-story York model on a conservation lot * 2+ Golf cart garage * 2019 HVAC system * 2022 Roof * Neatly landscape with an open front courtyard * Spacious great room and dining room * Split floor plan * large kitchen with a gas range and lots of cabinets * Breakfast nook with French doors * Primary suite with two walk-in closets and an ensuite bath with a dual sink vanity, garden tub and shower enclosure * Office and powder room * Two guest bedrooms and full bath upstairs * inside laundry room * Screened lanai * Lots of storage throughout including garage * in-wall pest system * Royal Highlands is a premier Pringle resident-owned gated community with 2 pools (one indoor and one outdoor), lighted tennis courts, 18 hole golf course, restaurant and pro shop, recreation center with numerous activities including billiards, fitness center, activity rooms, a library, etc. Grand hall for social functions, concerts and plays, bocce ball, pickleball, shuffleboard, softball, a driving range and putting practice * HOA fee includes Xfinity cable (for 3 tvs) and high-speed Internet, plus secure RV/boat storage * easy turnpike access, close to the airport and Orlando attractions * plus full-service Orlando Health South Lake Hospital emergency center.
5524 SQUIRES DR, LEESBURG, FL 34748
$375,00013 Days on yellowkey MLS ID: G5113023
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1898 Built: 2005Monthly Fee: $229 Tax: $4,192 (2025)Community: Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173Single Family
Taxes:$4,192
Remarks: Elegant and move-in ready, this beautifully updated Huntly model offers 3 bedrooms, 2 bathrooms, and approximately 1,900 square feet of living space under air with lovely conservation views and standout curb appeal. Recent improvements include a 2025 roof and gutters, 2019 HVAC, 2025 water heater, fresh interior and exterior paint, laminate flooring, and a spacious 2026 Florida room enhanced with additional auto screens. The updated kitchen features brand-new stainless-steel appliances, quartz countertops, and an open design that overlooks the main living areas, ideal for both everyday living and entertaining. Additional highlights include an inside laundry room and a thoughtfully designed layout that combines comfort, style, and functionality. Located in Royal Highlands, a 55+ gated golf community in Central Florida, residents enjoy access to a pro shop, restaurant, fitness center, courts, two pools, library, the Great Hall, live stage performances, and an impressive variety of clubs and activities. A wonderful opportunity to enjoy a vibrant, amenity-rich lifestyle in a beautifully updated home.
Listing Agent: Tonya Tibbetts (207-595-1414)
218 S EAST ST, LEESBURG, FL 34748
$210,00052 Days on yellowkey MLS ID: G5111396
REDUCED by $5,000 (2.3%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1368 Built: 1940 Tax: $1,350 (2025)Community: Harlem LeesburgSingle Family
Taxes:$1,350
Remarks: One or more photo(s) has been virtually staged. Price reduction of a total of $10,000!! Are you looking for the perfect starter home or considering downsizing? This home features 2 bedrooms and 2 bathrooms, an expansive kitchen and living room, a bonus room, a laundry room, and a screened front porch. Since purchasing the property in 2021, the sellers have completed numerous updates, including: - Kitchen: Fully remodeled. - Bathrooms: New tile work and upgraded vanity in the guest bathroom, and a new shower in the primary bathroom. - Flooring: New LVP flooring in both bedrooms and the bonus area. - Paint: Fresh interior and exterior paint.-New Landscaping in the front yard - Systems: A new 3-ton A/C unit and a full roof replacement, both completed in 2022. Call me today if you would like more information or to schedule a viewing.
Listing is courtesy of: DOWN HOME REALTY, LLLP (352-753-0976)
Listing Agent: Morgan Powell (352-272-2342)
5414 ASTOR ST, LEESBURG, FL 34748
$222,00030 Days on yellowkey MLS ID: G5112306
0 Days Off yellowkey (back on 6/6/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1256 Built: 1993Monthly Fee: $180 Tax: $2,028 (2024)Community: PlantationSingle Family
Taxes:$2,028
Remarks: Under contract-accepting backup offers. Back on the Market at no fault of the sellers or home! Now is your chance! Looking for the perfect place to call home? Welcome to this beautifully maintained 2-bedroom, 2-bath home features ALL TILE FLOORING and vaulted ceilings that create an open and airy feel throughout. The spacious living and dining room combination is perfect for entertaining guests or simply relaxing at home. The kitchen offers plenty of cabinet space, updated appliances, and a convenient appliance shelf to maximize counter space. Step through the sliding glass doors into the enclosed lanai featuring attractive Chattahoochee River Rock flooring, providing the perfect spot to enjoy the Florida sunshine. Just outside, you’ll find an additional patio area ideal for grilling or outdoor seating, all while enjoying the privacy of the shrubs behind. The spacious primary suite offers room for a king-size bed, a walk-in closet, and a private ensuite bathroom. The split-floor plan places the guest bedroom on the opposite side of the home for added privacy, complete with a double-door closet and an updated guest bathroom nearby. Additional updates include a Roof (2020), HVAC (2017), and Water Heater (2021). The Plantations at Leesburg is a 55+ gated community offering an exceptional Florida lifestyle. With 24-hour manned gate security, you’ll appreciate both privacy and peace of mind, whether you’re a full-time or seasonal resident. The community also features three swimming pools, tennis and pickleball courts, over 100 clubs and activities, a fenced RV and boat storage area, and a beautiful Veterans Memorial honoring all branches of the military. Residents enjoy two 18-hole golf courses, a driving range, putting green, full-service restaurant, pro shop, and endless walking and biking trails. Come experience all that life at The Plantations at Leesburg has to offer!
Listing is courtesy of: SALLY LOVE REAL ESTATE (352-399-2010)
Listing Agent: Julie Nay Gordon (407-969-9590)
1702 BIRCHWOOD CIR #A&B, LEESBURG, FL 34748
$284,00030 Days on yellowkey MLS ID: TB8504077
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1540 Built: 1984 Tax: $2,753 (2025)Community: Leesburg Birchwood SubApartment
Taxes:$2,753
Remarks: A home like this doesn’t just offer space — it offers opportunity. This four-bedroom income property at 1720 Birchwood blends comfort, charm, and smart investment potential in one inviting package. Step inside and you’re greeted by a warm, welcoming living area designed to make anyone feel instantly at home. Natural light fills the space, creating an atmosphere perfect for relaxing, hosting, or showcasing to future tenants. The highlight of the home is the beautifully updated bathroom, featuring modern finishes, clean lines, and a spa-like feel that adds a touch of luxury to everyday living. It’s the kind of bathroom that makes people stop and say wow. Each of the four bedrooms offers generous space and flexibility —ideal for families, roommates, or maximizing rental income. Whether you’re an investor or a homeowner looking to offset your mortgage, this property delivers both comfort and cash-flow potential. Outside, the lot provides room to enjoy the outdoors while keeping maintenance simple and manageable.
Listing is courtesy of: KEY PREMIER REALTY (813-943-3501)
Listing Agent: Alexis Scott (813-995-4549)
22146 PINE GROVE LOOP, LEESBURG, FL 34748
$374,99019 Days on yellowkey MLS ID: W7886118
INCREASED by $10,000 (2.7%) on 06/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 2026Monthly Fee: $95Community: Cedar LandingsSingle Family
Taxes:$0
Tax Year: 2026
Remarks: Pre-Construction. To be built. Perfectly proportioned for Florida living, The Brooks delivers the ideal blend of space and versatility. Enter through a welcoming front porch to discover airy 9’ ceilings that flow through the main living areas. This showstopping kitchen features an expansive 8’9” island that seamlessly connects to the dining and great room – all brightened by a dramatic wall of rear windows. The owner’s suite is a true retreat, featuring a spa-like bathroom with dual vanities and generous storage including a walk-in closet. Choose from four bedrooms or transform one into a private study. The spacious lanai extends your living space outdoors, capturing that sought-after Florida lifestyle. Available in two eye-catching elevations with optional stone accents and decorative siding. Thoughtfully designed with extra windows and smart storage throughout, The Brooks proves that the perfect home is all about balance. Introducing Cedar Landings in Leesburg, Florida! Resort-Style amenities including a zero-entry pool with cabana, a dog park with separate spaces for small and large dogs, a playground, and a 1-acre multi-use green space. 2 miles to the Florida Turnpike, 20 miles to Mt. Dora & Winter Garden, 35 miles to Downtown Orlando, 10 miles to Main Street in Leesburg with local favorite restaurants including The Brick and Barrel Public House, Turners Kitchen, & Prime 3, and 2 miles to The Monarch at Royal Highlands Golf Course. Golfers can play this course and grab burgers and brews at the club's eatery. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)
Listing Agent: Bill Maltbie (813-819-5255)
2602 WESTSIDE DR, LEESBURG, FL 34748
$289,0009 Days on yellowkey MLS ID: O6414236
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1998 Tax: $3,093 (2025)Community: N/ASingle Family
Taxes:$3,093
Remarks: One or more photo(s) has been virtually staged. Beautifully updated three-bedroom, two-bath home situated on just under an acre with no HOA. From the moment you arrive, you'll appreciate the care and attention that's gone into this property, including a new roof, updated kitchen and baths, luxury vinyl plank flooring, and fresh interior and exterior paint. Step inside to a spacious living area that flows seamlessly into the heart of the home, the stunning eat-in kitchen! Featuring quartz countertops, a tile backsplash, breakfast bar, and dining space, it's perfect for both everyday living and entertaining. The private primary suite is tucked away at the rear of the home and offers an inviting ensuite bath. Two additional bedrooms share a nicely updated full bathroom. A large interior laundry room adds convenience, while the versatile bonus room can easily serve as a home office, den, playroom, or fourth bedroom. Outside, the fenced backyard offers room to spread out and enjoy. A paved and pavered area provides flexible space for RV or boat parking, additional vehicles, or an outdoor entertaining area. With plenty of room to garden, play, or simply relax, the yard is a true retreat. Conveniently located near shopping, dining, and nature trails, this move-in-ready home offers the space, updates, and freedom that are increasingly hard to find.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Barrett Spray (407-927-3650)
LEESBURG, FL 34748
$180,0009 Days on yellowkey MLS ID: G5112204
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 952 Built: 1942 Tax: $1,407 (2025)Community: Leesburg Oak CrestSpa: NoSingle Family
Taxes:$1,407
Remarks: Welcome to 1813 High Street, a beautifully maintained and move in ready home located in the heart of Leesburg. Combining timeless charm with modern updates, this inviting property offers comfortable living, functional spaces, and exceptional value. From the moment you arrive, you'll appreciate the home's attractive curb appeal, mature landscaping, and welcoming presence within this established area. Inside, natural light fills the spacious living areas, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. The updated kitchen features ample cabinetry, generous counter space, and modern appliances, seamlessly connecting to the dining and living areas for effortless flow. The well appointed bedrooms offer comfortable accommodations with plenty of closet space, while the refreshed bathrooms showcase updated fixtures and finishes. Major updates have already been completed for the next owner, including a new roof in 2021, HVAC system in 2021, and water heater in 2021, providing added peace of mind and long term value. Additional improvements throughout the home include updated flooring, refreshed interior paint, updated lighting, and ongoing maintenance that make this property truly move in ready. Step outside and enjoy the backyard with endless possibilities. Whether you're hosting family gatherings, creating a garden oasis, accommodating pets, or simply relaxing outdoors, this versatile space offers room to make it your own. Covered outdoor areas provide the perfect setting to enjoy Florida's beautiful weather year round. Conveniently located near shopping, dining, medical facilities, parks, schools, and major roadways, this home offers the perfect combination of small town charm and everyday convenience. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, 1813 High Street delivers comfort, value, and location. Motivated seller and ready to make a deal. Don't miss this opportunity to own a well maintained home in one of Leesburg's most convenient locations. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Edalys Ramos (717-283-3340)
25273 LOST OAK CIR, LEESBURG, FL 34748
$285,000254 Days on yellowkey MLS ID: G5102745
1 Days Off yellowkey (back on 6/6/2026)
REDUCED by $14,000 (4.7%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1702 Built: 1996Monthly Fee: $165 Tax: $2,235 (2024)Community: Plantation At Leesburg Hidden Oak Village Tr ASingle Family
Taxes:$2,235
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. CORNER LOT • SOLAR PANELS • NO CARPET • GRANITE COUNTERTOPS • ENCLOSED LANAI • PRIVATE BACKYARD • UPDATED SYSTEMS • Located in the highly desirable Plantation at Leesburg 55+ golf community, this charming 3-bedroom, 2-bath single-family home offers 1,702 sq ft of stylish living on a beautifully landscaped corner lot. Step inside to soaring vaulted ceilings, no carpet, and rich finishes throughout. The kitchen is a standout with granite countertops, tile backsplash, stainless steel appliances, pendant lighting, and a cozy breakfast bar, perfect for casual mornings. The primary suite is a tranquil retreat with high vaulted ceilings, a spa-inspired bath featuring a soaking tub, tile shower, dual vanities, and a private water closet. Both guest bedrooms feature laminate flooring, built-in closets, and ceiling fans for year-round comfort. Outdoor living is maximized with a fully ENCLOSED LANAI and an additional SCREENED LANAI with a HOT TUB, ideal for evening unwinding or weekend entertaining. Have peace of mind knowing the roof was replaced in 2017, the HVAC in 2020, and the water heater in 2021. There's also a WATER SOFTENER and SOLAR PANELS, keeping electric bills between just $30–$50/month. There's plenty of space in the 2-CAR GARAGE with dedicated golf cart space and tool storage. Purchase the tool storage cabinets separately. This home is nestled within an amenity-rich community offering golf, pickleball, tennis, pools, fitness centers, clubs, and events. Whether you're looking for low-maintenance luxury, energy efficiency, or a vibrant community,
Listing is courtesy of: WORTH CLARK REALTY (352-988-7777)
Listing Agent: Tamara Nelson-Mcdonald (352-340-2202)
500 NEWELL HILL RD #106D, LEESBURG, FL 34748
$50,000173 Days on yellowkey MLS ID: S5140606
REDUCED by $5,000 (9.1%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1979Monthly Fee: $870 Tax: $1,049 (2025)Community: Chesterbrook 2 CondoCondo
Taxes:$1,049
Remarks: New Roof!! Welcome to this cozy and well-maintained 2-bedroom, 2-bath condo located in a 55+ community. This second-floor unit features a private entry, convenient parking, and no neighbors above for added privacy. The interior has been freshly painted and includes an enclosed porch a perfect for relaxing and enjoying the Florida lifestyle. Chesterbrook Condo offers excellent amenities, including a clubhouse, community pool, and shuffleboard. The HOA covers water, sewer, garbage, and cable, making for easy, low-maintenance living. Centrally located near shopping, dining, entertainment, and medical facilities, with a bus stop conveniently located within the community for easy access to daily needs. Enjoy!
Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)
Listing Agent: Diana Perez (407-483-4964)
8631 OAKSTONE CIR, LEESBURG, FL 34748
$325,990125 Days on yellowkey MLS ID: O6381151
2 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1876 Built: 2026Monthly Fee: $100 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Taxes:$239
Elementary School: Treadway Elem
Remarks: Pre-Construction. To be built. Located in the brand-new Oakstone Farms community just 5.5 miles from downtown Leesburg, The Maple offers modern design in a setting with convenient access to Orlando, Mount Dora, Tavares, and Eustis. The community features dedicated greenspace, a dog park, and a tot lot, creating a well-planned environment from the start. Entry and driveway pavers enhance the exterior, while a 6’8” full-lite front door creates a striking first impression and opens into a welcoming foyer. Two secondary bedrooms are positioned at the front of the home, one with a walk-in closet, with a full bath centered between them. The open-concept living, dining, and kitchen area forms the core of the home, designed for seamless flow. The kitchen is finished with quartz countertops, tile backsplash, and gas appliances, paired with a layout that feels both functional and inviting. Nearby, a flex room adds adaptable space that can be tailored to a variety of needs. Tucked privately toward the rear, the owner’s suite features a spacious walk-in closet and a well-appointed bath with dual sinks, quartz countertops, and an oversized ceramic tile walk-in shower. An additional secondary bedroom at the back of the home adds further flexibility to the floor plan. A walk-through laundry room with gas hookup from the two-car garage, gas tankless water heater, and deluxe interior trim package enhance everyday convenience and efficiency. Ceramic tile flooring extends through the main living areas, with carpet in the bedrooms, and blinds are included throughout. Architectural shingles and smart home features—including a Ring video doorbell, smart thermostat, and keyless entry smart door lock—complete the package. Backed by a full builder warranty, The Maple also offers the opportunity to select and personalize finishes before construction begins. Secure your homesite today and start shaping this home from the ground up in Oakstone Farms.
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
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