Location: Leesburg, 34748
Do Not Show Listings
8591 OAKSTONE CIR, LEESBURG, FL 34748
$332,9908 Days on yellowkey MLS ID: O6396735
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1876 Built: 2026Monthly Fee: $100 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$239
Elementary School: Treadway Elem
High School: Leesburg High
Tax Year: 2025
Middle School: Oak Park Middle
Remarks: Pre-Construction. To be built. Set within Oakstone Farms, a thoughtfully planned new community just 5.5 miles from downtown Leesburg, this residence places you near the scenic waterways of the renowned Harris Chain of Lakes. Spanning more than 50,000 acres across eight interconnected lakes, the Chain is a favorite destination for boating, fishing, and sunset cruises. Nearby towns such as Mount Dora and Tavares add to the lifestyle with charming waterfront dining, boutique shopping, and vibrant festivals throughout the year. Within Oakstone Farms itself, residents enjoy welcoming greenspaces, a dog park, and a tot lot that help shape a friendly neighborhood setting. The Maple presents a thoughtfully designed layout with a modern feel. Entry and driveway pavers enhance the exterior, while a 6'8" full-lite front door opens into a bright foyer beneath 8'8" ceilings. Two secondary bedrooms are positioned at the front of the home, one featuring a walk-in closet, with a full bath conveniently placed between them. The main living space unfolds into an open-concept design that brings the living room, dining area, and kitchen together for comfortable everyday living. The kitchen is finished with quartz countertops, a tile backsplash, and gas appliances, creating a stylish and functional centerpiece of the home. A nearby flex room adds valuable versatility, ready to become a home office, hobby space, or additional sitting area. Privately located toward the rear, the owner’s suite provides a peaceful retreat with a spacious walk-in closet and a well-appointed bath featuring dual sinks, quartz countertops, and an oversized ceramic tile walk-in shower. An additional secondary bedroom at the back of the home adds even more flexibility to the floor plan. A walk-through laundry room connects the two-car garage to the interior and includes a washer and gas dryer for added convenience. Practical features such as a gas tankless water heater, gutters, low emissive windows, and architectural shingles contribute to efficiency and durability. Ceramic tile flooring extends through the main living areas while the bedrooms are finished with comfortable carpet, and blinds are included throughout. Outdoor living continues with a patio that provides a comfortable setting for relaxing evenings or casual gatherings. Smart home technology including a Ring video doorbell, smart thermostat, and keyless entry door lock adds modern convenience, all backed by a full builder warranty. Life in Oakstone Farms brings together community greenspaces, a dog park, and a tot lot within a neighborhood that continues to grow in the heart of Lake County. With nearby lakes, charming downtown districts, and endless recreation surrounding you, this is a place where everyday living feels connected to the best of Central Florida.
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
8604 OAKSTONE CIR, LEESBURG, FL 34748
$348,9908 Days on yellowkey MLS ID: O6396647
Remarks: Pre-Construction. To be built. Set within Oakstone Farms, a thoughtfully planned new community just 5.5 miles from downtown Leesburg, this home places you in the heart of the celebrated Harris Chain of Lakes. More than 50,000 acres of sparkling waterways span eight interconnected lakes, creating a paradise for boating, fishing, and days spent exploring Central Florida’s natural beauty. Nearby favorites such as Mount Dora and Tavares bring charming waterfront dining, boutique shopping, and year-round festivals, while the surrounding area keeps everyday conveniences within easy reach. Within Oakstone Farms itself, residents enjoy welcoming neighborhood spaces including dedicated greenspace, a dog park, and a tot lot designed to bring neighbors together. The Maple showcases a modern layout designed for comfortable everyday living. Entry and driveway pavers add curb appeal, while a 6'8" full-lite front door opens into a bright foyer beneath 8'8" ceilings. Two secondary bedrooms are positioned toward the front of the home, one featuring a walk-in closet, with a full bath conveniently centered between them. At the heart of the home, the open living, dining, and kitchen areas create a seamless gathering space. The kitchen is finished with granite countertops, a tile backsplash, and gas appliances, blending style with everyday functionality. Nearby, a versatile flex room provides additional space that can easily serve as a home office, hobby room, or quiet retreat. Privately situated toward the rear, the owner’s suite delivers a peaceful escape with a spacious walk-in closet and a well-appointed bath featuring dual sinks, granite countertops, and an oversized ceramic tile walk-in shower. An additional secondary bedroom at the back of the home adds even more flexibility to the floor plan. A walk-through laundry room with gas hookup connects to the two-car garage, and practical features such as a gas tankless water heater, gutters, dual-pane windows, and architectural shingles contribute to efficiency and long-term value. Ceramic tile flooring runs through the main living areas, with soft carpet in the bedrooms, and blinds are included throughout. Step outside to a 10x22 aluminum screened porch, an inviting setting for relaxing evenings or weekend gatherings. Smart home technology including a Ring video doorbell, smart thermostat, and keyless entry door lock adds modern convenience, all backed by a full builder warranty. Life at Oakstone Farms places recreation, small-town charm, and scenic lakefront destinations within reach, while the community’s greenspaces, dog park, and tot lot help shape a welcoming neighborhood atmosphere from the very beginning. Secure your homesite and begin shaping this Maple residence from the ground up in one of Lake County’s newest communities.
8592 OAKSTONE CIR, LEESBURG, FL 34748
$375,9908 Days on yellowkey MLS ID: O6396600
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1989 Built: 2026Monthly Fee: $100 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Remarks: Pre-Construction. To be built. Set within Oakstone Farms, this beautifully designed home places you in the heart of one of Central Florida’s most treasured lake regions, the renowned Harris Chain of Lakes. Spanning more than 50,000 acres across eight interconnected lakes and scenic canals, the area is beloved for boating, fishing, and days spent enjoying Florida’s natural beauty. Within the neighborhood, thoughtfully planned greenspace, a dog park, and a tot lot contribute to a welcoming setting where neighbors connect and outdoor living is part of everyday life. Inside, the four-bedroom Drexel floor plan blends comfort and thoughtful design. A striking 8-foot glass full-lite front door opens to a welcoming foyer accented by 9-foot 4-inch ceilings and deluxe interior trim that continue throughout the home. Two secondary bedrooms are positioned at the front and share a full bath, creating a functional layout with both privacy and convenience. The living areas unfold into a bright, open space where the kitchen serves as the centerpiece. Quartz countertops, soft-close cabinetry, a gas range, a large center island, and a generous pantry create a kitchen designed for both everyday living and gatherings. The space flows seamlessly into the kitchen nook and expansive great room, while sliding doors lead to the covered lanai for relaxed indoor and outdoor living. Privately positioned at the rear of the home, the owner’s suite provides a quiet retreat with a spacious walk-in closet and a well-appointed deluxe primary bath with an oversized shower and dual vanity. An additional bedroom features a built-in closet, and the laundry room is conveniently located just behind the kitchen with direct access to the two-car garage. Additional features include dual-pane windows, gas tankless water heater, architectural shingles, entry & driveway brick pavers, full landscaping, and irrigation in the front and sides supplied by reclaimed water. Modern convenience continues with a built-in Smart Home Package that includes a Ring Video Doorbell, smart thermostat, keyless entry smart door lock, and Deako smart switches. A full builder warranty adds lasting peace of mind. Beyond the home itself, life in Oakstone Farms connects you with some of Central Florida’s most charming destinations. The lakeside communities of Mount Dora and Tavares are known for waterfront dining, boutique shopping, and year-round festivals, while Leesburg sits just 5.5 miles away for everyday shopping, dining, and entertainment. Here, the beauty of Florida’s lake country and the comforts of a thoughtfully designed home come together in a setting that truly feels special.
271 VERNY GROVE LANE, LEESBURG, FL 34748
$342,21075 Days on yellowkey MLS ID: O6378053
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1970 Built: 2025 Tax: $253 (2025)Community: Arbor ParkSpa: NoSingle Family
Taxes:$253
Elementary School: Fruitland Park Elem
Middle School: Carver Middle
Remarks: Welcome to 271 Verny Grove Lane, a beautifully crafted single-story 3 bedroom, 2 bathroom home located in the desirable Arbor Park community. This thoughtfully designed home offers an open and airy layout, ideal for both everyday living and entertaining, with a modern kitchen overlooking the main living area and a spacious 2-car garage. Enjoy the benefits of a growing community with planned amenities including a resort-style pool, pickleball courts, dog park, tot lots, and scenic walking trails. Arbor Park is conveniently located near shopping, dining, and major roadways, offering easy access throughout Leesburg and the greater Central Florida area. Whether you’re a first-time buyer, downsizing, or seeking a low-maintenance single-story home, this property offers comfort, convenience, and community in one exceptional opportunity Receive a fixed 4.99 interest rate when using our preferred lender. Incentives can be applied toward a lower monthly payment, up to $12,000 off the purchase price, or used to buy down the interest rate further and cover prepaid items and closing costs. Savings can total thousands of dollars. Must use preferred lender and close within 30 days.
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Sean Whitfield (914-619-7712)
20639 PRINCE RANIER PL, LEESBURG, FL 34748
$349,00054 Days on yellowkey MLS ID: G5108192
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1917 Built: 2005Monthly Fee: $229 Tax: $2,492 (2025)Community: Royal Highlands Ph 2 B SubSingle Family
Taxes:$2,492
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to a truly exceptional home nestled in the sought-after Royal Highlands senior golf community! This beautifully maintained property sits on nearly a ¼ acre lot with no rear neighbors, offering privacy and serene views. Enjoy the peace of mind that comes with a low monthly HOA, which covers cable, internet, a manned gate, and access to an incredible array of amenities including sparkling pools, a state-of-the-art fitness center, event center, on-site restaurant, top-notch golf facilities, craft rooms, library, billiards, courts, softball field, and a vibrant calendar filled with clubs and activities. Step inside this Modified and Expanded York Model and be delighted by the versatile bonus room, an expansive golf cart garage with a long driveway, a welcoming screened front courtyard, and an open rear patio with an electric awning—perfect for relaxing or entertaining. The large Florida Room features stylish tiled floors and nearly floor-to-ceiling windows, bathing the interior in natural light. You'll appreciate thoughtful upgrades such as plantation shutters, luxury vinyl plank flooring & ceramic tile throughout (no carpet!), a water softener, generator, high ceilings, home security system, porch shades, and a spacious inside laundry room complete with cabinetry and a convenient utility sink in the garage. The kitchen is a chef’s dream with stainless steel appliances, a pantry, island, rich wood cabinetry with pull-outs, a handy desk area, a sleek tiled backsplash, and an extra refrigerator in the garage for added convenience. This home also boasts a transferable pest control plan, a 2015 roof, and a brand-new 2025 HVAC system. Retreat to the spacious primary bedroom with double closets and a luxurious ensuite bath featuring a soaker tub, step-in shower, dual vanities, and a private commode. The home’s layout and features offer comfort, style, and true move-in readiness. Located in picturesque Lake County, Florida, you’ll be close to scenic lakes, the Turnpike, MCO, Disney, historic districts, and plenty of shopping and dining options. Don’t miss this opportunity to enjoy resort-style living—schedule your private viewing today and discover all this outstanding home and community have to offer!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Tonya Tibbetts (207-595-1414)
2010 1/2 VINE STREET, LEESBURG, FL 34748
$244,90034 Days on yellowkey MLS ID: G5109373
REDUCED by $4,800 (1.9%) on 04/06/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1300 Built: 1982 Tax: $2,101 (2025)Community: Schaeffer SubSingle Family
Taxes:$2,101
Remarks: Check out this 2-Bedroom 1.5 Bath home. This homes in a great location and has more space to grow. The large family room can be converted into another 3rd bedroom, the master bedroom has a huge 10 x 10 walk-in closet, inside laundry, a covered carport, a large screened-in back porch, and the back yard has chain-link fencing. This area is a large space for the kids to play or for your pets to roam.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Ricky Harper (352-787-6966)
500 NEWELL HILL RD #106D, LEESBURG, FL 34748
$60,000112 Days on yellowkey MLS ID: S5140606
REDUCED by $10,000 (14.3%) on 04/06/2026
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)
303 LOUIS ST, LEESBURG, FL 34748
$218,90040 Days on yellowkey MLS ID: O6386992
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1251 Built: 1954 Tax: $2,488 (2025)Community: Leesburg Lakewood ParkSingle Family
Taxes:$2,488
Remarks: Tucked away in a peaceful area of Leesburg, this delightful 3-bedroom, 1-bath ranch offers comfort, style, and space to enjoy. Mature trees and a spacious, fully fenced backyard create a private outdoor setting perfect for pets, play, or weekend gatherings. Step inside to discover a thoughtfully refreshed interior featuring durable vinyl plank flooring, an abundance of natural light, and a functional layout designed for everyday living. The kitchen shines with bright cabinetry and stainless steel Samsung appliances, blending modern updates with timeless appeal. A split-bedroom arrangement enhances privacy, while the versatile bonus room just off the main living area provides the flexibility for a home office, creative studio, or additional lounge space. With its inviting feel and practical design, this home is ideal for first-time buyers, those looking to simplify, or anyone seeking a quiet setting with modern touches. Come see all the possibilities this charming property has!
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Amanda Brown (386-248-5754)
4358 ANTIETAM CREEK TRL, LEESBURG, FL 34748
$369,900133 Days on yellowkey MLS ID: G5105131
REDUCED by $5,000 (1.3%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1776 Built: 2012Monthly Fee: $132 Tax: $170 (2024)Community: Arlington Rdg Ph I-ASpa: YesSingle Family
Taxes:$170
Tax Year: 2024
Remarks: 55 PLUS GATED GOLF COMMUNITY! Welcome to your new home... This meticulously maintained three-bedroom two-bath block home is located in an exceptionally well kept gated and guarded golf course community. The home features an open concept design with a detailed eye on the kitchen with its stone counter tops, dual built in ovens including a convection oven, gas range top, built in microwave and a sit-down Island. The cabinets are ample and upgraded from standard there is expansive stone counter space for your cooking pleasure, a stone and tile backsplash and ample outlets! There is tile throughout the open living space, the 18x24 great room has a natural flow to the expanded 20X40 screened and partially covered rear porch which boasts your private spa and ceiling fans. The master suite has tall 9' ceilings with dual walk-in closets. The master bath sports a dual sink vanity with a stone top. There is a private privy and a walk-in shower. The separate laundry/mudroom leading to the two-car garage is well designed and functional. The garage has built in storage racks mounted to the ceiling, and a 220 outlet for your electric car. This home is well optioned and ready to move into.
Listing is courtesy of: RE/MAX SELECT PARTNERS (352-559-0911)
Listing Agent: Edwin Budd, Jr (352-697-0399)
31834 PARKDALE, LEESBURG, FL 34748
$419,999127 Days on yellowkey MLS ID: O6365794
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2320 Built: 2006Monthly Fee: $42 Tax: $783 (2025)Community: Park Hill SubSingle Family
Taxes:$783
Remarks: Welcome to this beautiful 5 bedroom, 3 bathroom home in the desirable community of Leesburg, FL. Designed for comfort, efficiency, and style, this property offers a blend of modern upgrades and inviting indoor-outdoor living spaces that make it truly stand out. Step inside to find a spacious and functional layout ideal for families, guests, or multi-generational living. The home features a hidden bonus room, perfect for a private office, media room, or creative space. Each room is thoughtfully arranged to maximize comfort, natural light, and easy flow throughout the home. Enjoy peace of mind with significant recent upgrades, including a new roof (2023), new air conditioning system (2023), and a new water heater (2022). Energy efficiency is built in with solar panels installed in 2022, offering long-term savings and environmental benefits. Outdoor living is one of the home's greatest features. Step out back to discover two large patios, providing ample room for gatherings, relaxation, or weekend barbecues. The impressive outdoor kitchen is a chef’s dream, perfect for hosting family and friends in every season. The beautifully landscaped yard adds to the home’s charm, offering lush surroundings and well-maintained curb appeal. Every detail of this property reflects pride of ownership. From its modern upgrades to its spacious design and outdoor amenities, this Leesburg home is move-in ready and offers everything you need for comfortable, enjoyable living. Don’t miss your chance to make it yours!
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Joshua Hofle (407-637-6951)
26707 CASH COURT, LEESBURG, FL 34748
$215,00098 Days on yellowkey MLS ID: G5106116
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1293 Built: 1993Monthly Fee: $383 Tax: $1,214 (2025)Community: Highland LakesVilla
Taxes:$1,214
Remarks: Come and enjoy this low-maintenance Villa with 2 Master Suites with the living area between these rooms for privacy. The roof was recently installed. The kitchen with breakfast nook, an under-sink water filter, an electric range, a microwave hood, a closet pantry, and opens over a breakfast bar to the dining/living area. It boasts cathedral ceilings and plant shelves with a feeling of spaciousness. Living area opens through sliders to a screened lanai that overlooks a green lawn and conservation area, where you will enjoy watching birds and other wildlife. The garage has an enclosed storage area, a laundry area, and a unique garage door screen. A/C July 2010. Dues include lawn maintenance, irrigation maintenance and water, termite bond, and more. This community offers a huge clubhouse, indoor & outdoor pools, mega sport courts, craft barn, and free RV and boat storage, plus numerous planned activities and clubs. Professional/Medical offices are at the front of the community. Located just 1 mile to banks, RX, groceries, restaurants, etc., just 3 miles to public ramps into Lake Harris.
131 WILLOW BROOK DR, LEESBURG, FL 34748
$232,900143 Days on yellowkey MLS ID: G5104392
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1994Monthly Fee: $255 Tax: $1,846 (2024)Community: Pennbrooke Ph 01DSingle Family
Taxes:$1,846
Remarks: Welcome to Easy Living in Pennbrooke Fairways – Central Florida’s Premier 55+ Gated Golf Community! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and the sought-after Florida lifestyle. Move-in ready, this home has been lovingly maintained and thoughtfully updated over the years. Step inside to a bright, open living area highlighted by a tube light that brings natural daylight into the space. Sliding glass doors lead to the inviting Florida room, providing a peaceful spot to relax, enjoy morning coffee, or entertain guests. The home features numerous updates, including a roof (2011), A/C (2014), interior paint (2018), flooring (2018), and a fresh exterior paint job (2025). The primary bathroom was beautifully updated in 2022, and the kitchen boasts newer appliances: refrigerator (2023), stove (2025), dishwasher (2025), and range hood (2025)—offering modern convenience and move-in confidence. One of the standout features is the extra-spacious garage, providing excellent storage and plenty of room for your vehicle or golf cart—perfect for Florida-style commuting. Love golf? Enjoy 27 holes of championship golf right inside the community. Not a golfer? Pennbrooke Fairways offers something for everyone, including two heated pools, hot tubs, a fitness center, tennis and pickleball courts, and even an on-site hair salon. Dine at The Grille restaurant or take part in the countless clubs and activities that create Pennbrooke’s warm, friendly atmosphere—where neighbors don’t just wave, they stop to chat! The HOA includes lawn maintenance, giving you more time to focus on the activities you love and the carefree lifestyle you deserve. Conveniently located just minutes from The Villages and Brownwood Town Center, you’ll enjoy easy access to shopping, dining, and entertainment while still coming home to the peace and charm of your private oasis. Don’t miss your chance to enjoy the lifestyle you’ve been waiting for—schedule your private showing today and discover why Pennbrooke Fairways isn’t just a place to live, it’s a place to love!
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tom Mcknight (352-978-9777)
105 ORCHID WAY, LEESBURG, FL 34748
$160,00018 Days on yellowkey MLS ID: G5110049
0 Days Off yellowkey (back on 4/6/2026)
REDUCED by $10,000 (5.9%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1976Monthly Fee: $446 Tax: $1,051 (2025)Community: Hawthorne At Leesburg A CoopSpa: NoMobile Home
Taxes:$1,051
Remarks: PRICE REDUCED!!!!! This seller is serious!! Welcome to your beautifully updated home in the highly sought-after community in Leesburg with a marina on the Harris Chain Of Lakes. Where comfort, security, and an active lifestyle come together seamlessly. This move-in-ready 2-bedroom, 2-bath residence has been thoughtfully renovated and meticulously maintained, offering both modern upgrades and peace of mind. Step inside to discover a light-filled interior featuring new 610 series vinyl windows, that conveniently tilt in for easy cleaning, enhancing both efficiency and everyday living. The spacious layout flows effortlessly into a bright Florida room, perfect for relaxing, entertaining, or enjoying your morning coffee or tea year-round. The primary suite is your private retreat, complete with its own screened-in lanai, creating a serene outdoor space to unwind and enjoy Florida’s beautiful weather. The kitchen is equipped with stainless steel appliances (2023), all protected by Lowe’s warranties, offering both style and reliability. Major Upgrades Include: Roof replaced (2021) Electrical panel upgraded (2023) Water heater (2023) New side door & entrance stairs (2024) Energy-efficient vinyl windows (2023) Resort-Style Living in Hawthorne at Leesburg. This resident-owned, gated 55+ community is designed with a unique focus on health, safety, and independence, featuring: Built-in emergency response buttons in every home connected directly to the community’s private EMS and On-site Fire Department & water treatment facility. 24/7 staffed gated security. Enjoy exclusive access to the private marina with 120 boat slips and direct entry to the Harris Chain of Lakes, offering over 76,000 acres of boating and water recreation. The HOA Includes: Water & sewer utilities, Lawn maintenance, 24/7 EMS services & emergency monitoring, Clubs, activities & community events, Resort-style heated pool & spa, Fitness center & group classes, Tennis, pickleball, bocce, and shuffleboard courts, 18-hole putting green, Marina, kayaking & dragon boating, Clubhouse, library, billiards & card rooms,Woodworking shop & garden plots, RV & trailer storage, Weekly courtesy transportation service....and MORE!!!! With over 100 resident-led clubs and activities, there’s truly something for everyone. Live the Florida Lifestyle You Deserve!! Whether you're looking for a peaceful retreat or an active social lifestyle, this home offers the best of both worlds in one of Central Florida’s most unique and amenity-rich communities. Schedule your private showing today....this one won’t last! *It should be noted that the only pets that are allowed in Hawthorne at Leesburg are service animals.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (352-648-0096)
Listing Agent: Bethany Burge Bosbous (352-223-9500)
5225 CHANTICLEER DR, LEESBURG, FL 34748
$465,0009 Days on yellowkey MLS ID: O6396046
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2413 Built: 2004Monthly Fee: $180 Tax: $3,462 (2025)Community: Plantation At Leesburg Chanticleer Village LSpa: YesSingle Family
Taxes:$3,462
Remarks: Welcome to this impeccably maintained, bright and airy original-owner home, built in 2004 and cared for with exceptional pride throughout the years. Offering 2,413 square feet of thoughtfully designed living space, this residence blends comfort, functionality, and effortless Florida living. Step outside to your private backyard retreat featuring a sparkling pool and solar-heated spa—perfect for both entertaining and quiet relaxation. Just off the lanai, enjoy a seamless transition into the screened-in pool area, all set on a beautifully landscaped lot with cement-curbed flower beds. The spacious layout provides multiple living areas, including a generous family room and den, along with a well-appointed kitchen featuring 48-inch upper cabinets, under-cabinet lighting, and top of the line appliances. A standout feature of this home is the custom extended garage with an additional 3 feet of depth, along with a dedicated golf cart garage, painted garage floors, and a workshop area—ideal for storage, hobbies, or larger vehicles. Additional highlights include built-in custom cabinetry, surround sound, plantation shutters, and enhanced insulation for added comfort and efficiency. Flooring offers a blend of durability and warmth with tile in the main living areas, engineered hardwood flooring in the family room, office, and guest bedroom, and carpet in the primary suite. Recent improvements provide peace of mind, including a 2023 architectural shingle roof, 2025 exterior paint, and a 2021 water heater. Nestled within the highly sought-after Plantation at Leesburg, a premier 55+ community, residents enjoy access to two 18-hole golf course, three clubhouses, and a vibrant lifestyle filled with amenities, activities, and social opportunities—or the option to simply relax in a peaceful, beautifully maintained setting. Floor plan is based on original builder plans of Bird of Paradise and may vary due to modifications; buyers are encouraged to verify all measurements, details, and dates provided.
Listing is courtesy of: WATSON REALTY CORP (352-536-6530)
Listing Agent: Beth Stoothoff (352-455-2778)
3639 WESTOVER CIR, LEESBURG, FL 34748
$299,900105 Days on yellowkey MLS ID: W7881684
REDUCED by $10,100 (3.3%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2006Monthly Fee: $180 Tax: $2,357 (2025)Community: PlantationSingle Family
Taxes:$2,357
Elementary School: Leesburg Elementary
Remarks: PRICE JUST UPDATED TO SELL! NEW ROOF! NEW HVAC! NEW EXTERIOR PAINT! MOVE-IN READY! Welcome to this beautifully maintained single-family home nestled in the sought-after Plantation at Leesburg, a vibrant 55+ active community in Leesburg, Florida. This charming residence offers 2 bedrooms, 2 bathrooms, and a versatile den—perfect for a home office, hobby room, or guest space. It has an open floor plan with a spacious Great Room that flows seamlessly into a screened lanai, ideal for relaxing or entertaining. The formal dining room connects to the lanai through sliding doors, creating an airy indoor-outdoor living experience. The kitchen features a walk-in pantry and ample number of cabinets. The Primary bedroom has an en-suite bathroom and dual walk-in closets. The 2-car garage has a tandem golf cart parking or workshop space. As an extra perk, the home is located across from Hermitage Hall, one of the three clubhouses in the subdivision where residents can enjoy access to a heated pool, fitness center, pickleball courts, tennis courts, and a wide array of activities. The Plantation at Leesburg boasts 36 holes of championship golf, pickleball courts, a softball diamond, and an on-site restaurant—making it a hub for recreation and social connection. This home offers the perfect blend of comfort, convenience, and community living. Whether you're seeking a peaceful retreat or an active lifestyle, this home delivers it all. Schedule your showing today!
Listing is courtesy of: SANDPEAK REALTY (727-232-2192)
Listing Agent: Rubi Teicher (813-943-5748)
4741 ST ANDREWS ARC, LEESBURG, FL 34748
$334,90089 Days on yellowkey MLS ID: G5105570
REDUCED by $10,000 (2.9%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2020 Built: 2001Monthly Fee: $229 Tax: $2,585 (2024)Community: Royal Highlands Phase 1 DSingle Family
Taxes:$2,585
Remarks: Vast views of the conservation, oversized garage for extra storage, and ceramic tile floors wrap this home up in a fancy package just for you! This Duchess Model floor plan provides it's owners with a screen entry, guest suite, third bedroom or den area, along with sliding doors that lead you to your large Florida Room. Inside the Florida Room, you'll spend countless hours enjoying the natural Florida wildlife, quiet moments of relaxation, and visits with family and dear friends. Our home is a sturdy block & stucco construction, with an updated 2022 roof and 2018 HVAC. Featuring knockdown ceiling texture-no popcorn! And Corian counters in the kitchen with white appliances, pantry, new disposal, recipe windows, and desk area. The primary bedroom has tray ceilings, eyebrow window, dual vanities, private commode, new shower with glass enclosure, and a large walk-in closet. You'll love the tiled flooring, no carpeting! And our home comes furnished, making your Florida move an easy decision! This is the time to call Florida home! Come see what Central Florida 55+ has to offer. Royal Highlands is a gated, golf community with on-campus restaurant and pro shop. Driving range, putting green, Great Hall with theater stage and dance floor, two pools, craft rooms with kiln, library, community mail kiosks, and court for tennis and pickleball. Join the softball team or visit the fitness center! You can have it all! Let's get you in for a tour of this great home and community today!
25527 BELLE HELENE, LEESBURG, FL 34748
$185,00087 Days on yellowkey MLS ID: G5106620
REDUCED by $4,001 (2.1%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1989Monthly Fee: $165 Tax: $2,704 (2025)Community: Plantation At Leesburg Belle GroveManufactured Home
Taxes:$2,704
Remarks: Welcome to this spacious 2-bedroom, 2-bath home located in a quiet cul-de-sac. Home is located in the desirable active 55+ community in The Plantation of Leesburg. This well-maintained property is ideal as a full-time residence or a worry-free winter retreat—major updates have already been completed for you. ROOF (2022) and HOT WATER HEATER (2022). In 2021, the home received all new insulated windows, an updated porch with vinyl windows and a double-insulated roof, plus a roof over the laundry room. The home sits on a larger corner lot on a quiet cul-de-sac, offering a peaceful setting perfect for relaxing on the porch with morning coffee or a good book. Bring your golf cart—parking is available under the carport or in the laundry/storage room. Enjoy an active lifestyle in this guard-gated community with 24-hour security and a low HOA fee. Amenities include two golf courses, three swimming pools and clubhouses, a fitness center, tennis courts, pickleball, walking trails, and an on-site restaurant. Don’t miss this opportunity, call today to schedule your private showing!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Joseph Wynkoop (407-496-1673)
301 S EAST ST, LEESBURG, FL 34748
$1,000,000529 Days on yellowkey MLS ID: O6253611
Bed: 24 Bath: 0.0 Liv Area Sq Ft: 7072 Built: 1957 Tax: $10,315 (2023)Community: Leesburg LeesMulti-Family 5+
Taxes:$10,315
Tax Year: 2023
Remarks: Unlock incredible potential with this 12-unit apartment building, perfect for the savvy investor seeking to gain equity and add value. Ten of the units have already been beautifully gutted and renovated, while one is currently being updated and another is in the process of electrical improvements. Located in a prime area near the stunning chain of lakes and vibrant downtown Leesburg, this property offers the ideal blend of convenience and appeal. Don’t miss your chance to capitalize on this lucrative investment! Seller is selling his 112 unit rental portfolio properties including 1000 E CAROLINE STREET, TAVARES, Florida 32778, 737 ALBROOK STREET, MASCOTTE, Florida 34753, 617 E MYERS BOULEVARD, MASCOTTE, Florida 34753, 30 WAFFORD STREET, UMATILLA, Florida 32784, 15992 W COLONIAL DRIVE, OAKLAND, Florida 34787, and 301 S EAST STREET, LEESBURG, Florida 34748.
Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)
Listing Agent: Kyler Moreland (407-496-4196)
2207 KARL ST #B, LEESBURG, FL 34748
$199,00029 Days on yellowkey MLS ID: O6389878
REDUCED by $11,000 (5.2%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1981 Tax: $2,379 (2025)Community: Linwood Square TwnhmsTownhouse
Taxes:$2,379
Remarks: Welcome to 2207 Karl Street Unit B, Leesburg, FL 34748. This well-maintained 1-story unit features a huge fully fenced backyard, offering rare outdoor space perfect for pets, entertaining, or relaxing. The property also includes a large storage shed providing plenty of room for tools, lawn equipment, or additional storage. Inside, the home offers granite countertops, white cabinetry, and a functional kitchen layout that opens into the main living area. A cozy fireplace adds character and warmth to the space. The home includes two bathrooms and practical living areas designed for comfort and everyday use. Additional highlights include a Brand New AC and roof replaced in 2022 and shared cement privacy walls on both sides, helping provide added separation and durability. Conveniently located in Leesburg with easy access to shopping, dining, and major roadways, this property offers a great opportunity for homeowners or investors looking for space, privacy, and value.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Liam Glover Pa (954-804-7579)
26822 BULL RUN, LEESBURG, FL 34748
$324,00099 Days on yellowkey MLS ID: G5105994
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1602 Built: 2012Monthly Fee: $115 Tax: $5,626 (2025)Community: Leesburg Arlington Ridge Ph 1-ASingle Family
Taxes:$5,626
Remarks: Exceptional view from one of the top lots in the entire community. It is open at the rear with scenic long distance views, plus it has the rare advantage of being just 500ft from all the amenities (clubhouse, restaurant, and pub). The owners searched for 7 years and at several communities to find such a homesite. Open living with no rear neighbors by the clubhouse. It is situated on the lush Championship golf course at the 7th tee box, so it is safe from fly balls. Many times it is vacant due to weather conditions, evening, or time of the year. Then you can enjoy the benefits when not in play, like taking a stroll in a beautiful park that they maintain, or just not having congestion in back of you. The 3 bedroom 2 bath split is an open floor plan and has been well maintained with recent paint job. Additionally, the owner has a complete set of plans for a golf cart garage addition to the front right. Come check it out! Park here, walk to the clubhouse and see this special home with its unique property location. It can come furnished if needed. List provided and negotiable. This home was built by the top builders in the U.S., D.R> Horton. It includes: screened partially enclosed lanai, granite countertops, breakfast bar, solid wood cabinets, 5 burner gas range, double ovens, closet pantry, laundry room, and walk-in closet and shower in master suite. The community has 24 hr guard, 18 hole championship golf course, resort style lap pool, organized community activities & functions, cinema, fitness center, plus restaurant & pub. 2 grocery stores, many restaurants, turnpike, airport access and city of Leesburg all close by. HOA includes lawn care, cable, high-speed internet, & community maintenance.
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Jaret Whitney (352-385-3948)
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