Location: Leesburg
Do Not Show Listings
2103 VINE ST, LEESBURG, FL 34748
$169,900106 Days on yellowkey MLS ID: O6389211
2 Days Off yellowkey (back on 5/27/2026)
REDUCED by $10,000 (5.6%) on 05/19/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 868 Built: 1954 Tax: $459 (2025)Community: Leesburg Lakewood ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$459
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. LOCATION! LOCATION! LOCATION! Charming single-family home located in the heart of Leesburg, offering a great opportunity for homeowners or investors seeking a property with convenience and potential. This cozy residence features 2 bedrooms, 1 bathroom, and approximately 868 square feet of living space, situated on a generous lot of about 0.26 acres, the home provides a functional layout and plenty of outdoor space to enjoy Florida living. ? The spacious yard offers room for gardening, outdoor entertaining, or future improvements. With a quiet residential setting, this property provides a comfortable environment while remaining close to major conveniences, shopping, dining, schools, and recreational amenities throughout the Leesburg area. Very nice semi Remodeled House with a beautiful fenced land 135 X 73 FT It Is Downtown Area, Don’t miss it Opportunity!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Jina Zabbara (407-873-6654)
308 SUNNYSIDE DR, LEESBURG, FL 34748
$340,000413 Days on yellowkey MLS ID: G5096774
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $10,000 (2.9%) on 05/07/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2168 Built: 1940 Tax: $1,690 (2024)Community: Sunset ParkSpa: YesSingle Family
Taxes:$1,690
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2024
Middle School: Carver Middle
Remarks: Under contract-accepting backup offers. The buyers failed to preform, so this unique 4-bedroom estate, is back on the market. where Mediterranean architecture and modern touches combine to create a private oasis. Nestled on beautifully landscaped grounds, this one-of-a-kind property offers a serene escape with exceptional amenities. From the moment you arrive, you're greeted by pathways that wind through flowering gardens and lead to vibrant plants and trees—a sensory experience in every season. The main residence showcases 1450 square feet with rich stucco walls, spacious living areas, and a fireplace in the living room. The formal dining room offers ideal settings for both quiet evenings and grand entertaining with french doors that go to a screened in porch. In the primary suite there is a set of sliding glass doors that lead to your private hot tub surrounded by tropical plants. Step outside and enjoy your own private resort: a sparkling pool bordered by a privacy wall and custom cabana, perfect for lounging or private dining. Guests will feel pampered in the detached 718 square foot guest house, complete with its own kitchenette and full bath with walk in shower...offering comfort, privacy, and style. Whether you're exploring the garden trails or hosting unforgettable gatherings under the stars, this exceptional home is more than a residence—it's a lifestyle. Brand new electrical updates including a breaker box, tankless water heater and GFCI outlets.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (800-948-0938)
Listing Agent: Joseph Bosbous (321-246-1306)
24001 ROBINWOOD ST, LEESBURG, FL 34748
$289,90042 Days on yellowkey MLS ID: A4693502
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2188 Built: 2004Monthly Fee: $180 Tax: $4,874 (2025)Community: Plantation At Leesburg Riverside Village LtSingle Family
Taxes:$4,874
Remarks: Located in the highly sought-after 55+ community of The Plantation, this spacious 2BR/2.5BA home with a den offers incredible value. Designed with comfort and privacy in mind, both bedrooms feature private en-suite bathrooms, making it ideal for guests or dual owner suites. The home includes a 2-car garage, a recently replaced water heater, and all appliances will convey. Enjoy resort-style amenities including pools, golf courses, fitness center, tennis, pickleball, on-site restaurant, and hobby rooms. Excellent opportunity to personalize a well-maintained home in one of Leesburg's premier active adult communities! This home is priced to sell and won't last, schedule your showing today!
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
10169 HUNTINGNET WAY, LEESBURG, FL 34748
$332,415100 Days on yellowkey MLS ID: O6391180
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $16,075 (4.6%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1839 Built: 2026Monthly Fee: $90 Tax: $4,356 (2026)Community: Groves At WhitemarshSpa: NoSingle Family
Taxes:$4,356
Tax Year: 2026
Middle School: Oak Park Middle
Remarks: One or more photo(s) has been virtually staged. Under Construction. Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. The Juniper combines modern style with practical comfort, offering a design that fits the way you live. A spacious two-car garage and optional covered lanai provide flexibility inside and out, while three main-level bedrooms are thoughtfully positioned at the front of the home. These bedrooms share a dual-vanity bath with a walk-in laundry room conveniently located across the hall. At the heart of the home, the open kitchen and dining area create the perfect setting for dinners or holiday gatherings. Afterward, relax in the expansive 17x17 great room, ideal for entertaining or quiet evenings together. With options for enhanced outdoor living, the Juniper brings the best of Florida’s sunshine and a functional layout together in one inviting design. *Photos are from a similar home.
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
822 DUNDEE CIR, LEESBURG, FL 34788
$220,000128 Days on yellowkey MLS ID: G5108264
REDUCED by $15,000 (6.4%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1414 Built: 1990Monthly Fee: $215 Tax: $1,510 (2025)Community: Scottish HighlandsSpa: NoSingle Family
Taxes:$1,510
Remarks: Discover your perfect lifestyle in Leesburg's Scottish Highlands. Nestled in this highly sought-after 55+ community. Offers peace of mind with a newer 2020 roof and 2023 electrical panel. Step into easy living with an oversized 2 car garage, private irrigation well, and low monthly fees-giving you more time to enjoy what matters most. Whether you are relaxing at the indoor pool and spa, staying active with tennis, or joining vibrant community activities, there's always something to love here. Ideally located just minutes from shopping, dining, medical facilities, and places of worship, this home blends quiet community charm with everyday convenience.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Jo Leen Howe (352-267-0770)
29991 ANAHID DR, LEESBURG, FL 34748
$300,00062 Days on yellowkey MLS ID: O6398037
0 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2168 Built: 2022Monthly Fee: $50 Tax: $706 (2025)Community: Lake Denham EstatesSpa: NoSingle Family
Taxes:$706
Remarks: Under contract-accepting backup offers. Short Sale. This is a home that you cannot pass up. Energy efficient home which will help you save thousands of dollars on utility bills. Built in 2022! This home has plenty of space and it is located in a desirable community that is minutes from the Florida Turnpike, which provides easy access to major centers. In less than a year the owners have customized the closet in the master bedroom, added a water filter, water softener as well as solar panels. This home has Wh cabinets with Moon Wh Granite counter-tops, Vicinity Brown large wood-like tile flooring with gray beige tweed carpet.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jason Asa (407-337-7702)
5336 TIDEWATER ST, LEESBURG, FL 34748
$269,00029 Days on yellowkey MLS ID: O6410903
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 2004Monthly Fee: $135 Tax: $4,441 (2025)Community: Plantation At Leesburg Riverside Village LtSingle Family
Taxes:$4,441
Remarks: One or more photo(s) has been virtually staged. Looking for a home in the highly sought-after 55+ gated community of Plantation at Leesburg? This corporate-owned 3-bedroom, 2-bathroom home offers 1,918 sq ft of comfortable single-story living with an open layout that’s perfect for both relaxing and entertaining. The spacious living and dining areas flow seamlessly into the bright kitchen equipped with all appliances, and has a cozy breakfast area. Built in 2004, the home also features a covered lanai where you can enjoy your morning coffee or unwind in the Florida sunshine. With great bones and a cozy layout, this home is ready for your personal touches to truly make it your own. Plantation at Leesburg is a resort-style lifestyle with championship golf courses, heated pools, pickleball and tennis courts, fitness centers, walking and biking trails, and more than 100 clubs and activities each week. Conveniently located near shopping, dining, major highways, and just 30–45 minutes from Orlando attractions, you’ll have the perfect balance of relaxation and convenience. Don’t miss your chance to own a home in one of Leesburg’s most desirable active adult communities—schedule your private showing today!
Listing is courtesy of: APEX INTERNATIONAL BROKERAGE (407-286-2048)
Listing Agent: Zachry Elkhander (407-663-4344)
317 TOMATO HILL RD, LEESBURG, FL 34748
$385,00055 Days on yellowkey MLS ID: G5107827
0 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1620 Built: 1987 Tax: $1,539 (2025)Community: Sunnyside AreaSpa: NoSingle Family
Taxes:$1,539
Remarks: Under contract-accepting backup offers. Between two lakes where Serene Country Living Meets Downtown Convenience! Welcome to Sunnyside, located between Lake Griffin and Lake Harris, where you can enjoy the peace of the countryside without sacrificing city perks. This move-in ready country home sits on a fenced 1-acre lot, offering the space and seclusion you’ve been dreaming of—all while being only minutes from downtown restaurants and shopping! Enjoy the peace of mind that comes with major recent upgrades: the roof and A/C are only 5 years old, and the property features a reliable 190' deep well (8 years old) with a 2-year-old pump. You’ll also find a new pool pump and 2 yr old liner ready for summer. The true highlight of this outdoor paradise is your private swimming pool—the perfect vantage point to take in breathtaking sunset views over Lake Harris. With a spacious garage for a workshop, no HOA, and no utility fees thanks to the private well and septic, this Sunnyside gem truly offers the best of both worlds.
Listing is courtesy of: BLU SEA DREAMS,LLC (352-915-5100)
Listing Agent: Elizabeth Fox (352-915-5100)
24618 STILLRIDGE COURT, LEESBURG, FL 34748
$295,00064 Days on yellowkey MLS ID: L4961241
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1790 Built: 2000Monthly Fee: $180 Tax: $783 (2025)Community: The Plantation At Leesburg – Sawgrass VillageSingle Family
Taxes:$783
Remarks: One or more photo(s) has been virtually staged. Cul-de-sac living meets golf cart lifestyle in The Plantation at Leesburg. This updated 3 bedroom, 2 bath home offers 1,790 sq ft and a rare 3-car garage with dedicated golf cart access. Situated on an elevated lot at the end of a dead-end street, enjoy added privacy with minimal traffic. Inside features luxury vinyl plank flooring throughout, granite countertops, and updated fixtures. The primary suite stands out with a fully renovated shower--dual heads, wall wand, porcelain tile, and recessed shelf. Additional highlights include indoor laundry and an enclosed lanai with wood-look LVP. Major updates include newer Carrier A/C, newer water heater, and new disposal with countertop push-button. Located in a guard-gated community with 3 pools, spa, 2 championship golf courses, 3 clubhouses, pickleball, tennis, archery, and a private restaurant for residents. Easy, elevated living, this one is worth seeing.
Listing is courtesy of: BLUE MARLIN REAL ESTATE (321-877-2902)
Listing Agent: Ray Bellamy (321-537-9749)
8634 OAKSTONE CIR, LEESBURG, FL 34788
$374,990135 Days on yellowkey MLS ID: O6379065
2 Days Off yellowkey (back on 5/26/2026)
INCREASED by $1,000 (0.3%) on 05/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 2026Monthly Fee: $100 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Taxes:$239
Elementary School: Treadway Elem
Remarks: Under Construction. The Miramar is located in Oakstone Farms, a brand-new community just 5.5 miles from Downtown Leesburg and the Harris Chain of Lakes, offering peaceful pond waterfront views in a thoughtfully planned neighborhood. Residents enjoy dedicated community greenspace, a dog park, and a tot lot, all conveniently close to Downtown Leesburg. A striking 8’8” full-lite glass front door welcomes you into a foyer with 9’4” ceilings and an open-concept layout designed for modern living. The great room is filled with natural light and enhanced by additional flush-mount lighting, creating a bright and inviting atmosphere. At the heart of the home, the gourmet kitchen showcases a large center island, granite countertops, abundant cabinetry, and a spacious pantry, seamlessly connecting to the main living areas for effortless entertaining. The Miramar’s split-bedroom floor plan provides excellent privacy. Just off the foyer, two secondary bedrooms share a bathroom with a tile tub/shower combination, while an adjacent guest bedroom features its own private bath with a tiled shower, ideal for visitors or multigenerational living. Privately positioned at the rear of the home, the primary suite offers a true retreat with a large walk-in closet and a spa-inspired bath featuring a tiled shower and linen closet. Ceramic tile flooring extends throughout the main living areas, with carpeted bedrooms for added comfort. A centrally located laundry and mud room with washer and gas dryer adds everyday convenience. Additional highlights include Smart Home features such as a Ring video doorbell, smart thermostat, keyless entry smart door lock, and Deako switches. This gas home also includes a tankless gas water heater, architectural shingles, gutters, insulated windows, and a paver entry and driveway. Enjoy tranquil pond views from the covered rear patio, along with the functionality of a two-car garage. Backed by a full builder warranty, The Miramar delivers modern design, privacy, and waterfront living in one of Leesburg’s newest communities.
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
6400 SUNNYSIDE DR, LEESBURG, FL 34748
$399,00041 Days on yellowkey MLS ID: G5112336
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1944 Built: 1979 Tax: $2,162 (2025)Community: Cedar ParkSpa: YesSingle Family
Taxes:$2,162
Remarks: ONE ACRE...POOL HOME Spread out, slow down, and enjoy the beauty and privacy of this wooded, shaded by majestic oak trees--inviting pool home designed for real living and memorable gatherings. From the moment you arrive, the welcoming front porch calls for rocking chairs and quiet mornings, leading you inside to a charming parlor-style living room. The heart of the home is a spacious kitchen with granite countertops, snack bar seating, and newer appliances, all opening seamlessly to the family room with a cozy wood-burning fireplace and an oversized dining area perfect for hosting. Step outside and make a splash in the large lap/game pool (resurfaced in 2013 & New Pump 2021), complete with a volleyball net for endless family fun, then unwind in your private porch retreat featuring a jetted spa just off the primary suite, where glass doors disappear into the wall to bring the outdoors in. The primary bedroom offers double wall closets and a beautifully appointed bath with dual sinks and a large walk-in shower, while the additional bedrooms provide comfortable space, including a lighted walk-in closet and ceiling fans. You will love the large Bonus Room 25 x 12.6 that also serves as an inside Laundry Room that convey the Washer & Dryer! For those who need room for toys and projects, you’ll appreciate the attached 2-car carport, additional 21 x 30 RV carport/ Pole barn (water & electric hook up), and a well-equipped workshop shed with electric and roll-up door. With major updates already completed—including a 2019 roof, 2025 HVAC, 2026 water heater, and Kinetico water system—this property offers a no hassle, NO HOA giving peace of mind along with charm, space, and functionality. This is more than a home…it’s a lifestyle waiting to be enjoyed. YOUR NEW BEGINNING AWAITS....CALL TODAY!
Listing Agent: Theresa Morris (352-360-3736)
25510 BELLE ALLIANCE, LEESBURG, FL 34748
$235,00030 Days on yellowkey MLS ID: OM725295
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1457 Built: 1992Monthly Fee: $180 Tax: $1,416 (2025)Community: Plantation At Leesburg Belle GroveSingle Family
Taxes:$1,416
Remarks: One or more photo(s) has been virtually staged. Welcome to resort-style living in the sought-after 55+ community of Plantation at Leesburg. Situated on an oversized corner lot at the end of a quiet cul-de-sac, this beautifully maintained 2-bedroom, 2-bath home with a dedicated office/den offers comfort, functionality, and an active Florida lifestyle. Inside, you’ll find a spacious layout featuring luxury vinyl plank flooring in the living room, dining room, and primary bedroom, ceramic tile flooring throughout the main living areas, and plush carpet in the guest bedroom. The kitchen is equipped with Corian countertops, ample cabinetry, and a functional layout perfect for everyday living or entertaining. Updated vanities add a modern touch to both bathrooms, while the primary suite features a large walk-in closet and an oversized walk-in shower. Enjoy year-round relaxation in the enclosed screened Florida room complete with ceiling fans, creating the perfect extension of your living space. Additional highlights include a covered front porch, mature landscaping, and a spacious 2-car garage. Residents of Plantation at Leesburg enjoy access to an incredible lineup of amenities including 3 clubhouses, 3 resort-style pools, 36 holes of golf, an on-site restaurant, and a vibrant social atmosphere with activities and events throughout the year. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers the perfect blend of comfort, convenience, and community living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Garrett Huffman (248-787-9667)
4504 SHENANDOAH RIVER TRL, LEESBURG, FL 34748
$309,000117 Days on yellowkey MLS ID: G5108757
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $7,000 (2.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 2020Monthly Fee: $126 Tax: $1,893 (2025)Community: Arlington RidgeSpa: NoSingle Family
Taxes:$1,893
Remarks: Under contract-accepting backup offers. Motivated Seller. QUICK CLOSING POSSIBLE! Welcome to a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, guard-gated, active-adult golf communities, this beautiful, Low-maintenance 2 bedroom 2 bath w/Flex room and 2 car garage w/Heavy Duty Block & Stucco construction built in 2020 is priced to sell. Home has luxury vinyl plank flooring throughout the entire home home with tile in wet-rooms (NO CARPETS) The home delivers the comfort, quality, and freedom you’ve been dreaming of all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. Step inside open-concept home and feel the spacious flow of the 27x16 great room with high ceiling to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with plenty of cabinets, granite counters, closet pantry, stainless steel fridge and gas range , (THEY STAY WITH THE HOME) , 4-seat bar-top island that’s made for morning coffee and good conversation. The split-bedroom layout offers privacy for you and your guests, while the owner’s suite with ensuite bath w/ walk-in shower, private toilet and walk-in closet. The split bedroom floor plan provides the privacy you need guest bath has a $20,000 upgrade with jacuzzi jets & recirculating heater deep walk-in tub for a spa-like experience, Step out on to your 24x9 covered & screened lanai and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita, the indoor laundry room has cabinets and a folding area. With its energy efficient foam-filled insulated block and stucco construction, high elevation, and substantial insurance savings for wind and flood protection, this home offers strength and serenity in equal measure. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $126/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Steven Simpkins (352-425-4860)
9221 HARRIS HAWK DR, LEESBURG, FL 34788
$288,99048 Days on yellowkey MLS ID: O6405947
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1350 Built: 2025Monthly Fee: $100 Tax: $3,612 (2026)Community: Silver Lake PointeSpa: NoSingle Family
Taxes:$3,612
Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for a Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment options, and convenient to downtown Leesburg and Mount Dora. Plus, you'll have three main lakes and beautiful Silver Lake right in your backyard and many nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead with the on-site amenities, including a pool, cabana, and playground. Step inside the Quest single-family home, a thoughtfully designed residence that maximizes both comfort and efficiency. Spanning 1,350 square feet, the open floor plan seamlessly connects the kitchen, dining room, and great room, creating an inviting space perfect for family gatherings or entertaining guests. Sliding glass doors lead from the great room to a rear patio, ideal for outdoor grilling and enjoying the Florida sunshine. The primary suite, tucked away for privacy, features a large window that bathes the room in natural light, while the en-suite bathroom boasts a walk-in shower, dual vanity, and a spacious walk-in closet. Two additional bedrooms down the hall share a full bath, ensuring privacy for everyone while also being accessible for guests. With three elevation options available for this value-packed home, the Quest offers ample opportunities for personalization to suit your style. The home includes two garage spaces, providing convenience and additional storage. This is more than just a house; it’s a place where memories will be made and cherished. Don’t miss out on this incredible opportunity to own a beautiful home in a vibrant community. Contact us today to schedule an appointment and take the first step toward making this dream a reality. Your new life awaits! *Photos are from a similar home.
6040 CLIFFBOW LOOP WAY, LEESBURG, FL 34748
$410,915100 Days on yellowkey MLS ID: O6391171
INCREASED by $16,000 (4.1%) on 04/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2856 Built: 2026Monthly Fee: $90 Tax: $4,936 (2026)Community: Groves At WhitemarshSpa: NoSingle Family
Taxes:$4,936
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. With almost 3,000 square feet, The Chester 2-story single-family home is a spacious and welcoming design for a variety of lifestyles. The entry from both the front and 2-car garage flow directly into the open kitchen where everyone can gather to prepare meals and relax all together. Windows along the exterior wall lead to the outdoor patio and provide spectacular morning and evening light throughout the main living area. Tucked away in the front of the house are spaces for work and relaxation, both upstairs and down. An office on the first floor and a loft area above provides the extra room everyone needs. The second floor has a separate hallway with three bedrooms and a shared guest bathroom with a double vanity to help make mornings more efficient and the walk-in laundry room is located right around the corner for convenience. A large primary suite provides everything needed for privacy and comfort, including a double vanity and two walk-in closets.*Photos are from a similar home.
6032 CLIFFBOW LOOP WAY, LEESBURG, FL 34748
$410,915100 Days on yellowkey MLS ID: O6391158
Remarks: One or more photo(s) has been virtually staged. Under Construction. Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. With almost 3,000 square feet, The Chester 2-story single-family home is a spacious and welcoming design for a variety of lifestyles. The entry from both the front and 2-car garage flow directly into the open kitchen where everyone can gather to prepare meals and relax all together. Windows along the exterior wall lead to the outdoor patio and provide spectacular morning and evening light throughout the main living area. Tucked away in the front of the house are spaces for work and relaxation, both upstairs and down. An office on the first floor and a loft area above provides the extra room everyone needs. The second floor has a separate hallway with three bedrooms and a shared guest bathroom with a double vanity to help make mornings more efficient and the walk-in laundry room is located right around the corner for convenience. A large primary suite provides everything needed for privacy and comfort, including a double vanity and two walk-in closets.*Photos are from a similar home.
4240 JAMES RIVER CIR, LEESBURG, FL 34748
$457,90031 Days on yellowkey MLS ID: G5112758
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1948 Built: 2019Monthly Fee: $127 Tax: $8,826 (2025)Community: Arlington Rdg-Ph 3BSingle Family
Taxes:$8,826
Remarks: Welcome to Arlington Ridge, a highly appealing Gated 55+ Golf Community in Leesburg! You will enjoy this beautifully maintained home being offered TURN-KEY – completely FURNISHED, including a 2019 STARR GOLF CART! This 3 Bedroom, 2 Bath home sits on the GOLF COURSE between the 15th and 16th Fairways and showcases an OPEN-CONCEPT FLOOR PLAN perfect for everyday living and entertaining. Features include a spacious DINING/LIVING ROOM combination, along with a well-appointed KITCHEN with abundant CABINETRY, GRANITE Countertops, an oversized BREAKFAST BAR, modern APPLIANCES, and a DINETTE AREA filled with natural light. The split-bedroom floor plan provides privacy, while the spacious PRIMARY SUITE offers an EN SUITE BATH with DUAL SINKS, a ROMAN SHOWER, a large WALK-IN CLOSET, and a private TOILET ROOM. The 2nd and 3rd BEDROOMS are located at the front of the home near the GUEST BATHROOM. Additional highlights include an extended 2-CAR GARAGE with a GOLF CART BAY, a FINISHED (protective coating) Driveway and Garage Floor, an indoor LAUNDRY ROOM, and SLIDING GLASS DOORS leading to the Screened-In LANAI, ideal for enjoying the Florida lifestyle. The home is situated on a NEWLY LANDSCAPED lot in a GOLF COURSE COMMUNITY featuring RESORT-STYLE AMENITIES including Pools, a Fitness Center, Tennis, a Restaurant, a Theater, and numerous Social Activities. The low HOA fee of $127/month includes Amenities, Lawn Cutting, Edging, Blowing, 200+ Cable TV Channels, Hi-Speed Internet, a Wi-Fi Router to broadcast signal throughout the home, and 2 DVRs to record shows. Conveniently located near Shopping, Restaurants, Medical Facilities, and The Villages. MOVE-IN READY! All information provided in this report is believed to be true and accurate at the time of data entry but is not guaranteed.
Listing is courtesy of: ARROW REALTY & INVESTMENTS INC (352-326-8282)
Listing Agent: Anita Dinard (352-326-8282)
345 ASHTON WOODS LN, LEESBURG, FL 34748
$375,00095 Days on yellowkey MLS ID: O6392593
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2549 Built: 2021Monthly Fee: $29 Tax: $4,072 (2025)Community: Leesburg Ashton WoodsSpa: NoSingle Family
Taxes:$4,072
Remarks: Welcome to: 345 Ashton Woods Ln in Leesburg! Welcome to this beautifully designed one-story home, built in 2021, offering modern comfort and exceptional value. Situated on nearly a quarter-acre lot, this property provides both space and privacy—an ideal setting for everyday living and entertaining. Step inside to an inviting open floor plan enhanced by elegant 5.5-inch baseboards throughout, adding a refined touch to the home’s contemporary design. The spacious layout seamlessly connects the living, dining, and kitchen areas, creating the perfect flow for gatherings and family time. The primary suite offers a relaxing retreat, featuring a double-sink vanity, separate tub, and walk-in shower—perfect for unwinding at the end of the day. With its newer construction, thoughtful upgrades, and generous lot size, this home stands out as one of the best-priced opportunities in the area. Don’t miss your chance to own this exceptional home—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Edouard Sarkissian (407-729-9703)
6514 WILANDER ST, LEESBURG, FL 34748
$349,900142 Days on yellowkey MLS ID: G5107603
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2546 Built: 1997Monthly Fee: $135 Tax: $2,475 (2025)Community: Highland Lakes SubSingle Family
Taxes:$2,475
Remarks: One or more photo(s) has been virtually staged. This well-maintained 2,546 sq. ft. features a BLOCK and STUCCO construction and offers a SPLIT FLOOR PLAN of flexible living space. The spacious primary bedroom features two large walk-in closets and an ensuite bathroom with dual sinks, a walk-in shower and a jacuzzi tub. On the other side of the home are the spacious 2nd and 3rd bedrooms with expanded double closets and a second bathroom. The kitchen is bright and inviting with dark cabinetry, glass inserts, under-cabinet lighting, with both pantry and drawer pullouts, and a breakfast nook. The huge kitchen host STAINLESS STEEL APPLIANCES and features a raised dishwasher for your convenience. From the family room with its own GAS FIREPLACE, you can enter the large screened rear Lania through the French doors creating an ideal setup for entertaining, letting pets out with ease, or simply enjoying your morning coffee in the Florida breeze. Major updates include a 2025 GAS WATER HEATER, 2024 ROOF, a 2024 ELECTRICAL BOX, and a well-maintained 2006 HVAC system, double-pane energy-efficient windows, blinds, and plantation shutters. This property also features an oversized 2-car garage with screen sliding doors and its own full-size bathroom. Highland Lakes is a premier 55+ community offering an impressive array of amenities. Residents enjoy the sparkling heated indoor and outdoor pools and a spacious clubhouse with a fitness center, craft room, library, catering kitchen, game and meeting rooms, billiards, ping pong, and an indoor arena with a stage for live entertainment community events. Outdoor amenities include walking trails, fishing ponds, lighted tennis and pickleball courts, shuffleboard, bocce ball, horseshoe pits, a softball field with concession and, a covered picnic pavilion with grills, a Craftsman Club / Wood Working Shop ($12/annually after a minimal fee to join), an RV and boat storage (included in HOA), a golf driving range and catch and release fishing lakes. Schedule your private showing today to make it yours!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Renee Williams (352-459-9794)
27210 STONEY BROOK DR, LEESBURG, FL 34748
$299,00063 Days on yellowkey MLS ID: O6400899
REDUCED by $1,000 (0.3%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 2007Monthly Fee: $293 Tax: $2,141 (2025)Community: Leesburg Legacy Of Leesburg Unit 07Single Family
Taxes:$2,141
Remarks: Welcome home to carefree living in one of Leesburg’s most desirable 55+ gated communities! This beautifully maintained three bedroom, two bath residence boasts fantastic curb appeal and a two car garage. New roof in 2025 and Carpet in bedrooms and appliances in 2026 A small enclosed front porch provides a secure space for receiving packages. Step inside to discover an open, light-filled main living area where the dining room seamlessly flows into the living room with tile floors. Sliding glass doors open from the living room to an enclosed patio, perfect for relaxing or entertaining guests for a barbecue. Cook family favorites in the kitchen featuring brand new stainless steel appliances, recessed lighting, a pantry closet, and a breakfast nook with plantation shutters. The spacious primary suite offers private access to the lanai, a generous walk in closet, and an en suite bath with dual sinks and a glass door shower. Two additional guest bedrooms are bright and inviting, one of which provides a walk-in closet, while the guest bath provides a tub/shower combo and ample counter space. The laundry room is equipped with a washer and dryer, complete with cabinetry for storage. Step out back to enjoy the screened patio and relax. As part of the Legacy of Leesburg community, residents enjoy resort style amenities, including a clubhouse, tennis and pickleball courts, games of shuffleboard and horseshoe, a zero entry swimming pool, walking trails, RV and boat storage, and more. You’ll also have convenient access to Publix, shopping and dining, and highway 27. Check out the 3D tour and schedule your private showing today!
Listing is courtesy of: FRONT PORCH REALTIES (352-989-6051)
Listing Agent: Tammie Vinson (770-374-9468)
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