Location: Leesburg , 34748
Do Not Show Listings
114 JACARANDA DR, LEESBURG, FL 34748
$144,900242 Days on yellowkey MLS ID: G5103748
REDUCED by $4,100 (2.8%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1312 Built: 1975Monthly Fee: $397 Tax: $1,187 (2024)Community: Hawthorne At Leesburg A CoopMobile Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,187
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Virtually Staged. Welcome to this beautifully refreshed and thoughtfully enhanced 1,312 sq. ft. residence on Jacaranda Drive, where comfort meets craftsmanship in every detail. The exterior impresses with durable vinyl siding, double-hung windows (installed 2014), and a roof serviced in 2025, ensuring lasting peace of mind. Enjoy outdoor living on the screened side porch or the open back porch, perfect for enjoying the cool morning breeze or evening barbecue gatherings. Step inside to discover a warm and inviting interior adorned with laminate wood flooring (2014), new interior doors (2024), and elegant crown molding accenting much of the home. The kitchen blends style and practicality with stainless steel appliances, a new garbage disposal, and upgraded GFCI outlets and switches. Retreat to the primary suite, featuring a barn-style door, walk-in shower, and generous walk-in closet. The guest bedroom also offers a spacious walk-in closet, providing abundant storage. Ceiling fans grace all rooms except the dining area for added comfort. The Florida room invites relaxation year-round, highlighted by reflective windows with modern window treatments and climate control via both central heat and air plus a dedicated split-type AC system. Additional improvements include HVAC system (2015), Water heater (2014), Washer and dryer (2024), Upgraded secondary electrical panels (2025) and Vapor barriers replaced (2020). This home radiates care, comfort, and contemporary appeal, offering an ideal blend of function and finesse, ready to welcome its next owner!.............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)
5843 PRINCESS CAROLINE PL, LEESBURG, FL 34748
$349,00042 Days on yellowkey MLS ID: O6407253
1 Days Off yellowkey (back on 6/7/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1717 Built: 2001Monthly Fee: $229 Tax: $1,833 (2025)Community: Royal Highlands Ph 01BSingle Family
Taxes:$1,833
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2025
Middle School: Oak Park Middle
Remarks: Under contract-accepting backup offers. Welcome to 5843 Princess Caroline Place, a move-in ready 2-bedroom, 2-bath masonry construction home with a den, offering 1,717 square feet on an oversized corner lot with a private conservation backyard. Inside, the split floor plan is enhanced by stunning Porcelana tile throughout, upgraded baseboards, crown molding, knockdown ceilings, new blinds and window coverings, and bright natural light throughout the main living areas. The living and dining combination features wall-to-wall sliders opening to a glass-windowed lanai, creating comfortable indoor-outdoor living with peaceful backyard views. The kitchen offers a solar tube, closet pantry, stainless steel appliances, wood cabinetry, Corian counters, and a breakfast nook overlooking the lush, professionally landscaped yard. The spacious primary suite includes an en suite bath with double vanities, a soaking tub, and a separate shower. Outside, enjoy custom plant bed curbing, manicured landscaping, a sealed paver driveway, gutter screens, and a paver patio retreat surrounded by conservation views. Major updates include a 2025 roof with upgraded underlayment, 2024 windows, 2013 A/C, 2017 40-gallon water heater, 2026 sealed front driveway pavers, and a full-house water softener. Located in Royal Highlands, a gated 55+ active adult golf community in Leesburg, residents enjoy access to amenities such as indoor and outdoor pools, fitness center, tennis, pickleball, shuffleboard, bocce, clubhouse spaces, scenic lakes, natural areas, and the Monarch Golf Club within the community. Royal Highlands is positioned along the Highway 27 corridor, offering convenient access to Leesburg, Clermont, The Villages, shopping, dining, medical services, and the Florida Turnpike.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Michelle Silva (561-220-0641)
27601 COUNTRY STONE CT, LEESBURG, FL 34748
$339,900150 Days on yellowkey MLS ID: G5107236
REDUCED by $29,100 (7.9%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 2007Monthly Fee: $295 Tax: $3,826 (2025)Community: Leesburg Legacy Leesburg Unit 06Spa: NoSingle Family
Taxes:$3,826
Remarks: Set on a prominent corner cul-de-sac lot, this expanded Pringle Scarsboro delivers space, privacy, and effortless livability in one of Legacy of Leesburg’s most desirable settings. Thoughtful expansion and a smartly composed floor plan create a home that feels open yet defined, offering multiple living zones that accommodate both refined entertaining and relaxed daily life. The interior is balanced and functional, featuring three well-sized bedrooms and two baths arranged in a split configuration for maximum privacy. A seamless connection between indoor and outdoor living leads to an oversized lanai - an ideal extension of the home for hosting, unwinding, or simply enjoying the Florida climate. Meaningful updates, including a 2020 roof, refreshed interior and exterior finishes, updated flooring, and stainless steel kitchen appliances, underscore the home’s move-in-ready appeal and long-term value. Beyond the front door, Legacy of Leesburg offers a gated, 55+ lifestyle centered on activity, connection, and convenience. Residents enjoy access to tennis, pickleball, bocce, softball, a resort-style pool and spa, and an impressive variety of clubs and social opportunities. HOA services include internet, irrigation, and amenity maintenance, allowing for a truly low-maintenance experience. Ideally located near lakes, natural surroundings, and convenient routes to Orlando and both Florida coasts, this home provides a rare blend of tranquility and accessibility. This is not simply a residence... it’s a well-positioned opportunity to enjoy the best of active adult living in a community designed to elevate everyday life.
Listing Agent: Scott Cohara (407-398-9554)
21830 KING EDWARD CT, LEESBURG, FL 34748
$369,9009 Days on yellowkey MLS ID: G5113678
REDUCED by $5,000 (1.3%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2268 Built: 1997Monthly Fee: $229 Tax: $3,108 (2025)Community: Royal HighlandsSingle Family
Taxes:$3,108
Remarks: Stunning Florida Retreat in Desirable Gated 55+ Golf Community Welcome home to this beautifully maintained 3-bedroom, 2-bath Florida-style residence offering 2,268 square feet of thoughtfully designed living space. Built in 1997 and situated on a spacious 0.28-acre cul-de-sac lot, this one-story block and stucco home combines comfort, functionality, and resort-style living in a highly sought-after gated community. Step inside and discover an inviting open floor plan featuring ceramic tile and laminate flooring, abundant natural light, skylights, and elegant stone countertops. The split-bedroom layout provides privacy, while multiple living spaces—including a formal living room, formal dining room, family room, separate breakfast room, bonus room, and inside utility room—provide flexibility for entertaining and everyday living. The spacious kitchen boasts updated solid wood cabinetry with ample stone countertops and a seamless flow into the family room, creating the perfect setting for gatherings with family and friends. The oversized two-car garage (21' x 24') includes a garage door opener and additional golf cart parking, making it easy to embrace the active lifestyle this community provides. Home Features 3 Bedrooms | 2 Bathrooms 2,268 Sq. Ft. Living Area One-story Florida architectural style Durable block and stucco construction Shingle roof Open floor plan with split-bedroom design Bonus room plus multiple living and dining areas Skylights and ceiling fans throughout Stone countertops and solid wood cabinets Ceramic tile and laminate flooring Inside laundry room Central heating and air conditioning Gas water heater Window treatments and blinds included Included Appliances Refrigerator Range Microwave Dishwasher Disposal Washer and dryer Exterior Features Irrigation system Landscape lighting Rain gutters Sliding glass doors Oversized garage with golf cart parking Private paved cul-de-sac location Level lot with mature landscaping Resort-Style Community Amenities Enjoy an exceptional lifestyle with: 24-hour guarded gated entrance Championship golf course Clubhouse and fitness center Resort-style swimming pool Tennis courts Fishing and waterfront areas Parks and sidewalks Golf cart-friendly streets Recreational facilities and planned activities Cable TV and high-speed internet included With low monthly HOA fees of just $229, residents enjoy outstanding amenities, security, and maintenance services, all within a welcoming 55+ community where pets are welcome. This exceptional home offers the perfect blend of space, comfort, and active Florida living. Whether you're seeking a year-round residence or a seasonal retreat, you'll love the relaxed lifestyle and outstanding amenities this beautiful property has to provide. Schedule your private showing today and experience the best of Florida living!
Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)
Listing Agent: April Kirkland (321-689-6940)
27106 GREENFLY ORCHID LN, LEESBURG, FL 34748
$289,900100 Days on yellowkey MLS ID: G5109654
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1541 Built: 2006Monthly Fee: $293 Tax: $1,296 (2025)Community: Leesburg Legacy Leesburg Unit 05Single Family
Taxes:$1,296
Remarks: Perfect Price, Perfect Place to Call Home If you've been searching for the perfect home at the right price, your search ends here! This popular Balmoral model located in the desirable 55+ community of Legacy of Leesburg has been freshly painted and features beautiful tile flooring throughout the home. The roof was replace in 2021! The spacious kitchen offers light cabinetry, a gas range, new dishwasher and a charming breakfast nook with three windows that bring in abundant natural light. The open living room features tile flooring, tall ceilings, and French doors that lead to the screened lanai. Relax and enjoy peaceful views from the lanai overlooking the beautifully landscaped yard and surrounding nature. The front of the home welcomes you with a lovely porch that overlooks the front walkway, the perfect spot for morning coffee. The primary bedroom is bright and inviting with multiple windows that fill the space with natural light. The primary bath includes a walk-in shower and bidet. Two additional bedrooms provide flexible space for guests, a home office, or your favorite hobbies. Residents of Legacy of Leesburg enjoy a quiet, beautifully maintained community with outstanding amenities, including a gorgeous clubhouse, resort-style pool, fitness center, billiards room, arts and crafts studios, tennis courts, pickleball, bocce ball, horseshoes, and more. The community is surrounded by hundreds of acres of conservation land with scenic walking and hiking trails, and even features a private riverfront park along the Palatlakaha River. Come experience the peaceful lifestyle and active community that make Legacy of Leesburg such a wonderful place to live.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Lori Davis (352-267-7557)
1023 MELLATHON CIR, LEESBURG, FL 34748
$2,000,0001 Day on yellowkey MLS ID: G5114003
Bed: 11 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 5111 Built: 1927 Tax: $12,109 (2025)Community: Leesburg East LeesburgSingle Family
Taxes:$12,109
Remarks: Welcome to Paradise on Lake Harris, an extraordinary lakefront estate in Leesburg offering elevated waterfront living, multigenerational flexibility, and income-producing potential. Completely reimagined from a single-story residence into a breathtaking two-story retreat, the main home was designed to capture sweeping Lake Harris views from the moment you arrive. Inside, refined architectural details include cedar plank ceilings, a floating staircase, waterfall granite counters, a butler’s pantry, and beautifully curated living spaces that blend luxury with comfort. The private second-story primary retreat is a true sanctuary, featuring a balcony overlooking Lake Harris and the peaceful beauty of Central Florida lake living. With 6 bedrooms and 4.5 baths in the main residence, plus four separate apartment units that can each comfortably sleep 4 or more, this rare property offers remarkable versatility. Create a private family compound, host extended guests with ease, or explore short-term rental and Airbnb income potential. Located on sought-after Lake Harris, part of the Harris Chain of Lakes, this estate delivers the lifestyle buyers dream of: boating, fishing, sunset views, lakeside entertaining, and space for generations to gather. A rare opportunity to own a luxury waterfront estate where everyday living feels like a private resort.
Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)
Listing Agent: Tony Stanley (407-883-9694)
2115 WASECA LN, LEESBURG, FL 34748
$305,00044 Days on yellowkey MLS ID: O6406665
REDUCED by $900 (0.3%) on 06/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1983 Built: 2014Monthly Fee: $50 Tax: $3,295 (2025)Community: Leesburg Lagomar ShoresSingle Family
Taxes:$3,295
Remarks: This well-designed home is located by the Lake Griffin in Leesburg Florida. Former model home! Very Clean! Very LOW HOA! This home has a very spacious floorplan, with 4 bedrooms, 2 full bathrooms, gourmet kitchen with built in oven/microwave and cooktop and is great for entertaining with its open floorplan. This home has a split floorplan. The primary bedroom is large and spacious and has His and Hers walk in closets. You can relax in the covered screened in patio all year long. The backyard is very private, peaceful, with room for a large pool and is fenced. This property is just Lake Griffin. Close to The Villages, shopping, restaurants, 45 minutes to Downtown Orlando, and 45 minutes to Disney World. This is a beautiful home and ready for its next owner!!
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Suzanne Seenandan (407-448-6899)
500 NEWELL HILL RD #101A, LEESBURG, FL 34748
$63,000119 Days on yellowkey MLS ID: G5108494
REDUCED by $5,000 (7.4%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1975 Tax: $1,041 (2025)Community: Leesburg Chesterbrook CondoCondo
Taxes:$1,041
Elementary School: Beverly Shores Elem
Remarks: RETIRE THE LAWN TOOLS AND WEEDWHACKERS!!! — a quiet, well-kept 55+ community just minutes from downtown Leesburg, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless. Chesterbrook residents enjoy a friendly, active community with amenities that include: A refreshing community pool A welcoming clubhouse A convenient bathhouse Shuffleboard courts for leisurely afternoons You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: James Donovan (352-552-8195)
27144 STONEY BROOK DR, LEESBURG, FL 34748
$310,00018 Days on yellowkey MLS ID: G5113356
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 2008Monthly Fee: $293 Tax: $4,292 (2025)Community: Leesburg Legacy Of Leesburg Unit 07Single Family
Taxes:$4,292
Remarks: This is the one you have been waiting for and it checks all the boxes. Be sure to click through all of the photos and community images. While the home itself is beautiful, what you're truly investing in is the lifestyle. From resort-style amenities and active clubs to scenic walking trails and opportunities to connect with neighbors, Legacy offers a way of life that's just as appealing as the home itself. Open floor plan, laminate flooring, eat in kitchen, freshly painted inside and out, newer roof, tankless hot water heater, water filtration system, electric garage screen, updated baths, interlocking garage floor, washer and dryer - 3 bedrooms with 2 full baths. Infrared sauna and outdoor hot tub designed for your own spa-like wellness retreat. If you have always wanted outdoor space to entertain, room enough for the grandkids or enjoy watching Florida sunsets then look no further. All of this in one of central Florida's premier 55+ communities. Legacy of Leesburg is a nature-themed community with 275 acres of conservation areas including 19 ponds and 13 separate trails offering miles of walking for active adults to enjoy. Activities available are pickleball, tennis, bocce, horseshoes, fitness center, shuffle board, softball field and a resort style pool and clubhouse. Come see why so many call this gated community home. HOA fee includes: internet, cable TV, mowing, grounds maintenance, and RV/boat storage on-site. Consider paying a separate monthly bills for RV/Boat storage, Mowing, Internet + and your saving money with this HOA!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Lizzy Bell (352-446-4843)
313 PALO VERDE DR, LEESBURG, FL 34748
$95,000135 Days on yellowkey MLS ID: O6380700
REDUCED by $5,000 (5.0%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1280 Built: 1974Monthly Fee: $392 Tax: $1,027 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,027
Remarks: Welcome to 313 Palo Verde Drive, a charming 2-bed, 2-bath residence nestled in the heart of Hawthorne at Leesburg one of Central Florida’s most sought-after maintenance-free, active adult communities. Step inside to discover bright, easy-care laminate flooring, an inviting Florida room perfect for relaxing or entertaining, and a well-appointed kitchen with generous storage and workspace. NO LOT RENT. NEW AC replaced 6 years ago! The primary suite boasts a large walk-in closet and built-in storage, while the guest suite features a convenient Jack-and-Jill bath all designed for effortless living and comfort. Live the Ultimate Resort-Style Lifestyle: This community isn’t just a place to live it’s a vibrant lifestyle. Spend your days boating from your private marina with direct access to the Harris Chain of Lakes, perfect for every level of water enthusiast. The golf-cart-friendly streets invite you to explore with ease, whether you’re headed to the clubhouse or meeting friends for a game. Enjoy a robust amenity package that includes: Tennis and pickleball courts, Shuffleboard courts, Community pool & spa, Fitness center, Clubhouse with social events & activities, Marina & secure boat/RV storage, Golf cart-accessible community roads …and so much more designed for fun, fitness, and friendship. With HOA-included water, sewer, lawn care, emergency services, and a calendar full of clubs, classes, and activities, you’ll have more time to enjoy the things you love. Perfectly positioned for Florida leisure living, this home offers the best of comfort, convenience, and community, making every day feel like a getaway.
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
811 MERRIDALE AVE, LEESBURG, FL 34748
$139,9004 Days on yellowkey MLS ID: G5114042
REDUCED by $5,100 (3.5%) on 06/23/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1955 Tax: $1,590 (2025)Community: OakridgeSingle Family
Taxes:$1,590
Remarks: Fully Remodeled Home in 2025, Great investment home or excellent starter or retirement home. Welcome to this cozy move in ready two-bedroom, one-bath property situated on over 1/4 acre with no HOA. Recently remodeled with new flooring, paint, tile and fixtures, countertops, cabinets, appliances, insulation throughout and deck outside. Property is perfect for homeowners or rental investor looking for a well-updated property, conveniently located minutes from downtown Leesburg. Close to shopping centers, popular restaurants, the airport, and major attractions.
Listing is courtesy of: SONNE REAL ESTATE INC (352-516-3150)
Listing Agent: Cindy Sonne (352-978-2686)
25735 GLEN EAGLE DR, LEESBURG, FL 34748
$299,250163 Days on yellowkey MLS ID: G5106539
REDUCED by $15,750 (5.0%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1996Monthly Fee: $180 Tax: $1,872 (2025)Community: The Plantation At Leesburg Oak Tree VillageSingle Family
Taxes:$1,872
Remarks: Price Improvement! Welcome home to The Plantation at Leesburg, where comfort, style, and an active lifestyle come together. This beautifully updated 3-bedroom, 2-bath home welcomes you with high ceilings, fresh neutral paint throughout, and updated lighting, creating a bright and inviting atmosphere from the moment you step inside. Attractive laminate flooring flows through the main living areas, complemented by ceramic tile in the wet spaces. Recent improvements add tremendous value and peace of mind, including Low-E Thermopane windows throughout (2023), a newer roof (2017), HVAC replaced (2021), water heater (2021). Outside, you’ll appreciate the freshly painted front door and garage door, a new front storm door, a water softener, updated landscaping with a fully functioning irrigation system and a clear-sealed concrete driveway to maintain its clean appearance. The spacious kitchen is designed for both everyday living and entertaining, featuring newly painted white cabinetry with updated hardware, quartz countertops, and stainless-steel appliances, including a newer refrigerator with ice maker (2024). Open to the dining area, this space is perfect for gathering with family and friends. Sliding doors lead to the Florida room, where you can open the windows and enjoy the breeze and Florida Sunshine, and unwind with your morning coffee or a glass of wine in the evenings. The primary suite is a peaceful retreat, offering a generous walk-in closet and a private ensuite bath with a freshly painted white vanity and new hardware. Every room in the home is equipped with a ceiling fan with light. The Plantation at Leesburg is a guard-gated 55+ community offering 24-hour security and exceptional amenities, including three clubhouses, three community pools, an on-site restaurant, and two 18-hole golf courses, along with tennis, fishing, clubs, and classes for every interest. An added bonus—the HOA includes boat and RV storage, a rare find. Centrally located in Lake County close to shopping, restaurants, medical facilities and major highways. Also, conveniently located near public boat ramps to The Famous Harris Chain of Lakes for those that love boating and fishing. Call today for a Private Tour! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent. Some pictures may be virtually staged.
Listing is courtesy of: HARRISON REAL PROPERTY GROUP (407-741-3547)
Listing Agent: Amanda Harrison (407-741-3547)
1120 WEBSTER ST, LEESBURG, FL 34748
$425,000246 Days on yellowkey MLS ID: G5103558
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 3382 Built: 1924 Tax: $6,062 (2024)Community: Leesburg Sunshine ParkMulti-Family 5+
Taxes:$6,062
Remarks: Located Just a few blocks from Downtown Leesburg (Beacon College, Restaurants, shopping), HWY 27 and 441, this 6 plex is fully occupied and income generating with management in place. There are 6, 1/1's along with 3 locking storage areas that could generate additional income. Rents are $800 (x2), $835, $900, $895, $901. The storage units are currently not rented. The units are all separately metered for power and share one water meter that the owner includes. Several tenants are long term (over 10 years). 4 of the 6 units have central A/C's and 2 utilize wall units. The roof was replaced in 2021 on both buildings. All units have 2 entrances and exits. Schedule an appointment with your agent today!
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Alex Vonhartman (352-406-8553)
126 CHESTNUT ST, LEESBURG, FL 34748
$89,00051 Days on yellowkey MLS ID: G5111851
REDUCED by $10,000 (10.1%) on 06/23/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 908 Built: 1976Monthly Fee: $397 Tax: $866 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$866
Remarks: Your Cozy Corner-Lot Escape Awaits. There’s something special about a home that just feels right the moment you arrive, and this charming, fully furnished, updated home on Chestnut Street delivers exactly that. Nestled on a desirable corner lot, it welcomes you with inviting curb appeal, easy-care landscaping, and durable vinyl siding designed for simple, stress-free living. Start your day in the spacious screened-in porch with an outdoor swing couch, your own private retreat, where gentle breezes and quiet moments set the tone for relaxed living. With beautiful wood-look tile flooring and plenty of room to unwind, it’s the perfect spot for morning coffee, evening conversations, or simply enjoying the outdoors in comfort. Just inside, a bright Florida room connects seamlessly to the living area, filling the home with natural light and creating an inviting space to relax, read, or entertain. While officially a one-bedroom home, don’t let that limit your imagination. The Florida room with heat and air, features a sofa that converts into a comfortable futon bed, and an additional cot stored in the primary bedroom provides extra sleeping space for guests, making it easy to accommodate family and friends. The home continues to impress with a thoughtfully remodeled kitchen, redesigned for openness and flow, complete with a built-in pantry and easy connection to the living and dining areas. Recent improvements include a brand-new kitchen faucet (2026), adding both style and convenience to the heart of the home. Warm laminate flooring, fresh interior paint, and updated ceiling fans enhance the light, airy feel throughout. The coastal-inspired bathroom offers both charm and functionality, featuring dual sinks, two toilets, and a walk-in shower, an unexpectedly spacious and convenient design. Newly installed bathroom faucets (2026) add a fresh touch to this unique space. Additional updates last May 2026 provide valuable peace of mind, including recently drained and replaced elements to the 2018 water heater, helping ensure reliable hot water and efficient operation. Set on a desirable corner lot on Chestnut Street, this home welcomes you with great curb appeal, durable vinyl siding, and low-maintenance landscaping, so you can spend more time enjoying your surroundings. A 2012 HVAC system provides reliable year-round comfort and peace of mind. Whether you’re looking for a cozy full-time residence, a seasonal escape, or a smart investment, this home invites you to slow down, settle in, and truly enjoy where you live................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.
137 JACARANDA DR, LEESBURG, FL 34748
$159,9002 Days on yellowkey MLS ID: G5113891
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1418 Built: 1974Monthly Fee: $397 Tax: $403 (2025)Community: HawthorneSpa: NoMobile Home
Taxes:$403
Remarks: Welcome home to this beautifully maintained 2-bedroom, 2-bath residence in the highly sought-after gated 55+ community of Hawthorne at Leesburg. Situated along the western shore of Lake Harris and connected to the lake by a canal, Hawthorne offers an exceptional waterfront lifestyle with a marina featuring covered and uncovered boat slips available for lease as space permits. This move-in-ready home is being sold completely furnished, with the seller only taking a lift chair and personal belongings. Inside, you'll find a spacious dining area adjoining the kitchen, complete with a convenient breakfast bar. The comfortable living room features a newer electric fireplace and a 65-inch television, creating the perfect space for relaxing or entertaining. Stretching across the front of the home is a bright and inviting bonus room filled with natural light from numerous windows, making it ideal for a home office, craft room, or library. The primary bedroom includes an en-suite bath for added privacy and comfort. The attached Florida room offers even more functional space, including a laundry room with a new washer and dryer and a workshop stocked with a variety of tools. Two exterior storage units provide additional storage solutions. Residents of Hawthorne enjoy an impressive array of amenities, including an outdoor geothermal-heated swimming pool, two enclosed therapeutic pools, saunas, bocce courts, shuffleboard, pickleball, tennis courts, billiards, card rooms, and a full calendar of activities highlighted by the popular Hawthorne Concert Series. For added peace of mind, three emergency response vehicles are available to residents 24 hours a day, 7 days a week. Experience the active Florida lifestyle in this vibrant and welcoming community—schedule your private tour today!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (352-729-6528)
Listing Agent: Betty Hensinger (352-267-5028)
5605 WINDSONG OAK DR, LEESBURG, FL 34748
$365,0002 Days on yellowkey MLS ID: O6418852
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2236 Built: 2009Monthly Fee: $86 Tax: $2,089 (2025)Community: Windsong At LeesburgSpa: NoSingle Family
Taxes:$2,089
Remarks: Virtually Staged. Picture yourself at 5605 Windsong Oak Dr, a residence where everyday comfort and practical features converge. The kitchen contains all stainless steel appliances, complementing the primary bathroom's double sinks and soothing jacuzzi tub. An inviting covered patio extends the living space outdoors. Exceptional comfort and thoughtful details define this home.. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
6028 CLIFFBOW LOOP WAY, LEESBURG, FL 34748
$369,91597 Days on yellowkey MLS ID: O6391141
5 Days Off yellowkey (back on 5/12/2026)
INCREASED by $1,000 (0.3%) on 04/17/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2210 Built: 2026Monthly Fee: $90 Tax: $4,611 (2026)Community: Groves At WhitemarshSpa: NoSingle Family
Taxes:$4,611
Tax Year: 2026
Remarks: 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 Webber is a spacious 2,210 square feet single-story home featuring four bedrooms and three bathrooms. The kitchen overlooks the dining and living room, while the outdoor patio off the great room provides plenty of natural light throughout the main living area. Tucked away in the front of the home is second bedroom with an ensuite bathroom - perfect for guests! Featuring a spacious primary suite at the rear of the home and three additional bedrooms, the Webber offers comfort and flexibility for a variety of lifestyles. *Photos are from a similar home.
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
5028 ST. ANDREWS, LEESBURG, FL 34748
$295,000107 Days on yellowkey MLS ID: G5109308
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $10,000 (3.3%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 2002Monthly Fee: $229 Tax: $4,257 (2025)Community: Royal HighlandsSpa: NoSingle Family
Taxes:$4,257
Remarks: Beautiful turnkey furnished open floor plan 3/2 Expanded Custom Emerald Model (1,680 sq.ft.) built in 2002 and located on the golf course in 55+ Royal Highlands gated community. NEW ROOF IN 2025, NEW HVAC IN 2024 AND WINDOW WORLD THERMAL WINDOWS IN 2010. The updated eat-in kitchen is open to the great room and features stainless steel appliances, 42” upgraded cabinets with pull out drawers and attractive crown molding, Corian countertops, built-in desk, pantry, recessed lighting and 19” ceramic tile flooring. The primary bedroom suite offers a spacious walk-in closet, comfort height Corian dual sink vanity, shower enclosure with seat, and a lovely ceramic tile floor. Both guest bedrooms have built-in wall units and Murphy beds. The adjacent guest bath offers a dual sink vanity, bathtub and a linen closet. The convenient inside laundry room includes a washer, dryer and shelving. Sliding doors in the great room lead to an enclosed 9x17 screened lanai with sliding acrylic windows and a SunSetter motorized retractable awning. There is an adjoining cement patio where you and your friends can BBQ and enjoy your lovely backyard view. Additional features to this well-designed home include a two-car garage with sliding screen door, vaulted ceiling in the great room, ceiling fans, pocket doors, irrigation system, cement curbing on flower beds, pull-down stairs in the garage for easy access to the attic, a Kinetico water softener and the home is wired for a generator. All appliances are included and the Termite Bond is transferable to buyers. Royal Highlands is located within easy access to the FL Turnpike. Situated on 1,092 acres of land this expertly planned resident owned community of 1500 homes boasts approximately 35 percent conservation land. This natural preserve is the habitat of waterfowl, native birds, and other wildlife. In addition there are 4 lakes, rolling hills with panoramic views, and an 18-hole Golf Course and restaurant, all adding to Royal Highlands' expansive feel. There are many amenities to offer homeowners including an outdoor pool and a heated indoor pool as well as over 100 clubs and common interest groups to choose from. Royal Highlands has four pickleball courts. Royal Highlands is in close proximity to the Orlando Airport and the attractions. The new Orlando Health South Lake Hospital Emergency Room and Medical Pavilion is located nearby on Hwy.27 north.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)
Listing Agent: Doug Duvarney (352-255-3236)
5712 BRISTLELEAF CT, LEESBURG, FL 34748
$379,990131 Days on yellowkey MLS ID: G5107689
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $4,910 (1.3%) on 05/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2600 Built: 2023Monthly Fee: $80 Tax: $5,449 (2025)Community: Windsong At LeesburgSingle Family
Taxes:$5,449
Remarks: Welcome HOME! This spacious 2023 built home is located in the beautiful community of Windsong—with a fabulous location. You have close access to both the interstate and turnpike for easy travel. This beauty has all of the modern living benefits and being so new, you will have plenty of peace of mind knowing your major home repairs will be minimal! This beautifully upgraded 4-bedroom, 2.5-bath home features a well thought floorplan with flexible living spaces and energy-efficient features throughout. Your main living and entertaining will be done downstairs with the spacious open kitchen, family room, flex room, and half bath... all flowing and open to each other nicely. The bright, modern kitchen features shaker-style cabinetry, quartz countertops, and stainless-steel appliances, making it perfect for everyday living and entertaining. The flex room off the foyer provides endless possibilities—home office, playroom, or formal sitting area. The first floor also features a spacious family room, dining area for memorable meals, and a patio ideal for outdoor living. Upstairs, a grand loft creates additional shared living space while all of your private bedrooms are upstairs as well. The Owner’s Suite includes a luxurious en-suite bath with dual sinks, a large walk-in shower, and a spacious walk-in closet. Three additional bedrooms and a convenient utility room with top-of-the-line washer and dryer complete the second level. Enjoy outdoor gatherings in the fully fenced backyard featuring a vinyl privacy fence and extended patio—perfect for hosting family and friends.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Lena Williams (352-435-4663)
1650 ANN ROSE WAY, LEESBURG, FL 34748
$325,000187 Days on yellowkey MLS ID: O6368702
0 Days Off yellowkey (back on 6/13/2026)
REDUCED by $10,900 (3.2%) on 05/15/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1635 Built: 2025Monthly Fee: $18 Tax: $253 (2025)Community: Arbor ParkSingle Family
Taxes:$253
Remarks: Under contract-accepting backup offers. Welcome Home to Exceptional Savings and Florida Living! This beautiful 4/2 could be yours with an estimated payment of $1,711.12 (principal & interest). For a limited time, take advantage of a special 4.99%interest rate and closing costs paid.when using the builder’s preferred lender-potentially saving you thousands of dollars. Adding to the value is an impressive $35,900 price reduction, making now the perfect time to secure your new home in one of Leesburg’s growing communities. The location of this home is ideal as there are plenty of restaurants, shopping centers, main roads, 15 minutes to Florida’s Turnpike, Chain of Lakes, city library and Downtown Leesburg. Step inside and discover a thoughtfully designed single-story floor plan featuring an open-concept layout filled with natural light, ideal for both everyday living and entertaining. Residents will enjoy access to outstanding community amenities, Including: * Resort style swimming pool *pickleball courts *Dog parks *Tot lots/playgrounds *scenic walking trails Whether you’re a first-time homebuyer, looking to downsize, or seeking a great investment opportunity, this home offer the perfect combination of comfort, value, and lifestyle. Don’t miss this opportunity- these incentives are available for a limited time and are subject to change without notice. Payment example is based on preferred lender financing programs. Subject to buyer qualification, credit approval, loan terms, and use of preferred lender. Closing must occur within 30 days. Terms and conditions apply.
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Macarena Munoz (305-773-3684)
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