Location: Leesburg , 34748
Do Not Show Listings
187 JACARANDA DR, LEESBURG, FL 34748
$79,00075 Days on yellowkey MLS ID: G5110829
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1974Monthly Fee: $397 Tax: $972 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$972
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Step into comfort and ease in this beautifully cared-for, fully furnished home that instantly feels welcoming from the moment you arrive. With its charming curb appeal, durable vinyl siding, and stamped concrete driveway, the home is framed by thoughtfully designed, low-maintenance landscaping, so you can spend more time enjoying and less time maintaining. Imagine starting your mornings with coffee on the screened porch or unwinding in the sunlit, glass-enclosed Florida room, a perfect space to relax, read, or gather with friends. Inside, fresh new carpet flows through the spacious living and dining areas, creating a cozy yet open setting for everyday living and special moments alike. The dining room shines with a classic chandelier and built-in cabinetry, adding both character and functionality. The kitchen is clean, well-maintained, and ready for home-cooked meals and conversation. Retreat to the comfortable primary suite, complete with a walk-in closet and a private bath featuring an easy-access walk-in shower. The guest bedroom is equally inviting, with nearby access to a full bath with a tub, ideal for visitors or family. Both bathrooms are generously sized and ADA compliant, offering added comfort and accessibility. A spacious laundry area, along with a separate workshop or storage space, provides flexibility for hobbies, projects, or extra organization. With a roof-over and an HVAC system installed in 2006, this home offers peace of mind along with its undeniable charm. Whether you’re looking for a full-time residence or a seasonal escape, this home is more than just a place to live, it’s a place to truly feel at home..................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.
Listing is courtesy of: HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC. (352-360-6226)
Listing Agent: Maria Crisostomo (352-626-2914)
24001 ROBINWOOD ST, LEESBURG, FL 34748
$289,90041 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
$332,41599 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
Elementary School: Leesburg Elementary
High School: Leesburg High
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)
2108 & 2110 SOUTH ST, LEESBURG, FL 34748
$459,00037 Days on yellowkey MLS ID: O6408544
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2622 Built: 2026 Tax: $579 (2025)Community: N/AApartment
Taxes:$579
Remarks: Under contract-accepting backup offers. Come see this Brand New Duplex/Income producing property! Built to last and with features that renters will want to stay for the long term and Buyers will have lower maintenance costs. It starts with a large kitchen with light grey cabinets that have 36" uppers and all cabinets have slow close hinges, 3/4" shelves, and dovetail drawers for longevity and granite countertops for unparalleled durability. The lower cabinets include a draw stack and a dual garbage bin next to the sink. There's an undermounted stainless steel kitchen sink, And glass top range for easy cleanup. Kitchen also has Samsung dishwashers, Double door Whirlpool fridge with ice and water in the door. Commercial rated LVP flooring throughout, with tile in both bathroom floors. Bathrooms cabinets also have granite countertops and four drawers. Along with super strong Sterling Vikrel shower units (so no grout to mess with). Carrier A/C units with 3 month filters(less changing). Hookups for washer dryer stacked units. Large walk-in closet for Master bedroom(room size 15'8"x 11'8"). Bed 2 is 11'6" x 10'4". Bed 3 is 10'6" x 10'11". Craftsman style front door for easy viewing out to see visitors. Exterior sprinkler system splits water bill between units, and waters low maintenance Bahia grass. Located right on South Street across from the elementary school, so children can actually walk to school. And the High school is less than a mile away. BUYER HAS OPTION OF PURCHASING ADJACENT LOT NEXT DOOR, ZONED FOR DUPLEX, FOR 25K.
Listing is courtesy of: FLORIDA RE ANALYSTS, INC (407-702-8363)
Listing Agent: James Grayford (352-267-4511)
29991 ANAHID DR, LEESBURG, FL 34748
$300,00061 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
$269,00028 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
$385,00054 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
$295,00063 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)
6400 SUNNYSIDE DR, LEESBURG, FL 34748
$399,00040 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 is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Theresa Morris (352-360-3736)
25093 RIVERWALK DR, LEESBURG, FL 34748
$309,90040 Days on yellowkey MLS ID: G5112358
4 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1931 Built: 1996Monthly Fee: $190 Tax: $3,398 (2025)Community: Plantation At Leesburg RiverwalkSingle Family
Taxes:$3,398
Remarks: Located in the Plantation at Leesburg, this well maintained home features golf course views overlooking hole 18 along with added privacy, as the home faces a conservation area and neighboring homes are well spaced. The property features great curb appeal with stamped concrete on the driveway and patio, plus additional street parking. The interior has an open floor plan with the kitchen overlooking the living room, and features luxury vinyl flooring (2022), stone poured countertops, ceramic backsplash, abundant cabinetry, pull-out shelving, a large pantry, and a breakfast nook. Both the living and family rooms have access to the Florida room. The primary bedroom includes a walk-in closet and direct access to the Florida room, while the primary bathroom features dual vanities, a garden tub, and a walk-in shower that was re-tiled in 2023. The second bathroom includes a tub/shower combination and stone poured countertops, and the dining room features plantation shutters. Additional interior features include a laundry room with cabinetry and an intercom system. Major updates include a new A/C (2022), Florida room mini split (2022), water heater (2023), interior paint (2023), updated front irrigation (2024), and a new roof with transferable warranty (2025). The 23x20 garage features epoxy floors (2023), automatic lighting, a side exterior door, and a workstation with sink. The outdoor patio overlooks the golf course and provides a peaceful and private setting, ideal for relaxing or entertaining.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Craig Yox (352-255-6002)
25510 BELLE ALLIANCE, LEESBURG, FL 34748
$235,00029 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
$309,000116 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)
6040 CLIFFBOW LOOP WAY, LEESBURG, FL 34748
$410,91599 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
$410,91599 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
$457,90030 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
$375,00094 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
$349,900141 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
$299,00062 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)
5609 ROSEWALL CIR, LEESBURG, FL 34748
$309,000238 Days on yellowkey MLS ID: G5103638
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $20,900 (6.3%) on 05/05/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2251 Built: 1992Monthly Fee: $135 Tax: $2,715 (2024)Community: Highland Lakes Ph 01Single Family
Taxes:$2,715
Tax Year: 2024
Remarks: NEW ROOF (shingle) completed April 2026 | full 3 car garage | 3 bedrooms, split floor plan | 2.5 baths | Extra wide driveway | PLANTATION SHUTTERS throughout | Porcelain tile flooring | NEW LVP FLOORING | DOUBLE-PANE WINDOWS | CENTRAL VACUUM | SURROUND SOUND throughout. This home has features formal living and dining, family room and split bedroom layout. Eat-in kitchen with tile countertop and backsplash, natural gas cooktop, built-in oven and microwave. You'll find extra storage behind the mirrored dining room cabinets, making for ideal extra pantry storage. The Master Retreat boasts HIS & HER walk-in closets, ensuite bath with separate vanities, tile floors, shower stall, linen closet, private toilet, and French doors that lead to quick reading nook. Off the kitchen and living room, you will find FRENCH DOORS with eyebrow transom windows, that lead to the Florida Room with stone/pebble floor and over-looks the brick paver outside patio. This beautiful lot offers shade and views of the community tennis courts and amenities yet still has a private feel. Laundry room, located off the large foyer, comes complete with washer and natural gas dryer, built-in ironing board and ample storage cabinets. The 3-car garage has a half bath for easy cleanup after outdoor projects and boasts 721 sf of man-cave. Bedroom 2 features cedar-lined double closets. Guest bath has tub and shower combination, linen closet. Natural gas water heater replaced October 2025. Don't wait..........call now to schedule your private tour. MOTIVATED SELLER-BRING YOUR OFFER! Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!
Listing Agent: Sara Sutherland (407-341-6328)
24215 BELLE MEDE DR, LEESBURG, FL 34748
$424,900159 Days on yellowkey MLS ID: G5106583
Bed: 2 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2755 Built: 2004Monthly Fee: $180 Tax: $5,004 (2025)Community: Plantation At Leesburg Belle Terre Village LSingle Family
Taxes:$5,004
Remarks: Prepare to be awed by this exquisite home. It is a MUST SEE! Right From the curb you will appreciate the landscaping, a sign of a meticulously maintained home. Notice the width of the new driveway which offers parking space for several vehicles. You will be surprised to discover a “3” car garage rotated vertically. Longer vehicle, no problem, from the front it is 30 feet deep. Next surprise – a paver pathway around to the Golf Cart entry. The covered front porch is delightfully welcoming with a beautiful leaded glass front door with matching side lite. Once you enter the foyer you will be amazed at the high ceilings and structural arches that continue throughout the home. On your left you will find the study/den/library with double pocket doors provide privacy. This room is truly flexible; you can also use it for additional space for guests. Notice the first of beautiful bright windows with Plantation Shutters that ae consistent throughout the home. On the other side of the foyer is a large closet in a recessed hall that leads to one of the two large master suites. The huge ensuite bathroom has double vanities and walk in shower and large walk-in closet. Continuing through the foyer you will come to the impressive living room/dining room with a wall of glass that includes 8 foot sliding glass doors. High transom windows provide even more natural lighting. You will be looking out to the enclosed 11X43 lanai with new windows and shades from floor to ceiling. The view is spectacular view of the 7th hole of Cranes Roost Golf Course. It brings nature into your home. Off this great room is a space that can be used as a wet or dry bar. In addition there is a powder room. Moving on into the kitchen/ family room combination. This is truly the heart of the home. The kitchen has granite countertops and loads of workspace enhanced further with a matching work island which snack bar and electrical outlet. The beautiful 42 inch cherry cabinets have crown molding at the top as well as under cabinet lighting. There is eating space between the kitchen and family room. At the end of the family room there are sliding glass doors to the lanai and a glass door of the lanai to an outdoor barbeque patio. At the other end of the kitchen there is a very large pantry. Across from the pantry is the door to the laundry room which has a laundry basin, storage cabinets and a shelf for hanging clothes. On the opposite side of the great room is the larger primary suite. The ensuite bathroom has double vanities, a garden tub jacuzzi, an extra large walk-in shower, linen closet and of a huge walk-in closet. The garage has a pull down ladder to storage, much of which is floored. This home is perfect for you to begin an exciting, active life at The Plantation at Leesburg, situated in Central Florida, it is a premier 55 plus gated community that offers 3 activity centers equipped with 3 heated pools and spas, 2 fitness facilities, two 18-hole golf courses, a driving range & putting green, on site restaurant & pub, Pro Shop, woodworking shop, optional RV & Boat Storage, courts for tennis & pickleball, and more activities than you can imagine. Only a short drive to main highways, shopping, health care facilities, attractions and beaches. Roof - 2022; HVAC variable speed - 2019; HWH - 2024; New SS Appliances - 2021; Washer & Dryer - 2022 Gutter Guards - 2022; Ultraviolet Air Cleaner - 2021; Exterior Professionaly Painted - 2021
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Betty Fitch (989-366-8249)
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