Location: Leesburg , 34748
Do Not Show Listings
408 HAWTHORNE BLVD, LEESBURG, FL 34748
$109,900486 Days on yellowkey MLS ID: R4908835
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1974Monthly Fee: $397 Tax: $2,113 (2024)Community: Hawthorne At Leesburg A CoopMobile Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,113
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Beautifully Furnished Home in Hawthorne at Leesburg – 55+ Resort-Style Living | Motivated Sellers! Enjoy comfort, convenience, and an active Florida lifestyle in this beautifully furnished home, ideally located on desirable Hawthorne Blvd in the highly sought-after 55+ community of Hawthorne at Leesburg. This well-maintained residence showcases numerous recent upgrades, including a durable mule-hide membrane roof, brand-new carpet, updated windows (April 2026), reinforced subflooring in both bedrooms (April 2026), a new stove, updated faucets, and enhanced flooring—offering both style and peace of mind. The spacious primary bedroom provides a relaxing retreat and features a nearly new mattress, while the addition of an ADA-compliant toilet enhances accessibility and everyday comfort. Hawthorne at Leesburg is known for its exceptional lifestyle, featuring a clubhouse, heated pool, fitness center, scenic walking trails, and over 100 resident-led activities. Enjoy peaceful afternoons fishing or take advantage of the private marina with 120+ boat slips and direct access to Lake Harris. For added security and peace of mind, residents benefit from a state-of-the-art emergency response system with 24/7 on-site EMT services. Low monthly fees include water, sewer, lawn care, and full access to community amenities—providing truly maintenance-free living. Conveniently located near shopping, dining, and medical facilities, this home offers the perfect balance of relaxation and accessibility. Don’t miss this opportunity to embrace the best of Florida’s 55+ lifestyle—schedule your private showing today!
Listing is courtesy of: BLACK TIE REAL ESTATE PROFESSIONALS, INC. (352-516-8810)
Listing Agent: Dee Brown (352-516-8810)
320 WESTWOOD DR, LEESBURG, FL 34748
$109,24730 Days on yellowkey MLS ID: G5111977
REDUCED by $10,000 (8.4%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1092 Built: 1987Monthly Fee: $265 Tax: $783 (2025)Community: Pennbrooke FairwaysManufactured Home
Taxes:$783
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. 2 bedroom and 2 bath home with PRIVACY behind. Your eat in kitchen is light and bright with a bay window that offers plenty of sunshine. Enjoy watching the world go by while relaxing in your lanai. Pennbrooke Fairways, a 55+ Community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has to offer and just minutes to Downtown Leesburg. Central Florida living at its best!
Listing is courtesy of: GOLDKEY REAL ESTATE PARTNERS LLC (352-857-7461)
Listing Agent: Jayne Marvin (352-205-5379)
21630 REGENCY PARK LN, LEESBURG, FL 34748
$274,50038 Days on yellowkey MLS ID: O6402529
REDUCED by $5,400 (1.9%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1438 Built: 2002Monthly Fee: $229 Tax: $1,771 (2025)Community: Royal Highlands Ph 01DSingle Family
Taxes:$1,771
Remarks: Welcome to this beautifully maintained light and bright 3-bed, 2-bath split plan home featuring laminate flooring and fresh neutral paint through out, with a sunroom offering 1,438 sf of comfortable living in a highly desirable 55+ gated golf community featuring an 18 hole course with pro shop and restaurant. This inviting residence provides the perfect blend of relaxation and active living, with spacious interiors ideal for both everyday comfort and entertaining. Enjoy the peaceful surroundings and the sense of security that comes with living in a well-established, amenity-rich neighborhood designed for an engaging lifestyle. Residents enjoy access to an impressive Rec Center featuring two pools (one indoor and one outdoor), tennis and pickleball courts, facilities for corn hole, shuffleboard, bocce, and even a softball field. Indoors, you’ll find a fitness center, card room, billiards, arts and crafts spaces, and a well-stocked library. There are 4 lakes, wildlife areas and a nature trail. The community’s Great Hall includes a ballroom with a stage and dance floor, perfect for social events and entertainment. With over 75 clubs and regularly scheduled activities, there are endless opportunities to stay active, social, and connected every day.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Kelly Butterfield (407-463-1289)
2906 ASH DR, LEESBURG, FL 34748
$209,90046 Days on yellowkey MLS ID: G5111365
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1288 Built: 1988Monthly Fee: $245 Tax: $2,387 (2025)Community: Royal Oak EstatesTownhouse
Taxes:$2,387
Remarks: One or more photo(s) has been virtually staged. This attractively renovated two-bedroom, two-and-a-half-bathroom townhome is situated within the gated community of Royal Oak Estates. Offering 1,288 square feet across two levels, the residence features laminate flooring and crown molding throughout the downstairs area. The expansive living and dining space is enhanced by built-in cabinetry, countertops, and sliding glass doors that lead to a private, covered patio—ideal for entertaining guests. The kitchen is equipped with ample cabinet and drawer storage, quartz countertops, stainless steel appliances, and a pantry for additional space. A convenient laundry area is located in the downstairs half bathroom. The generously sized primary suite and second bedroom are found upstairs, accompanied by two full bathrooms. This property comes with a 13 month HOME WARRANTY and includes two designated parking spaces. Community amenities comprise a pool, fitness center, and recreation center. Its location provides easy access to shopping, schools, and restaurants.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Jim Richardson (352-874-7606)
2948 TANGERINE CT, LEESBURG, FL 34748
$219,90070 Days on yellowkey MLS ID: G5110262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1434 Built: 1992Monthly Fee: $245 Tax: $2,759 (2025)Community: Royal Oak Estates 3Rd AddVilla
Taxes:$2,759
Remarks: One or more photo(s) has been virtually staged. This attractive 2-bedroom, 2-bathroom Villa in Royal Oak Estates, Leesburg, offers an exceptional opportunity. The residence features meticulously maintained interiors with luxury vinyl plank flooring throughout and a desirable split floor plan that enhances privacy. The open-concept living area connects seamlessly to an extra-large, screened patio—ideal for entertaining guests. Additional storage is available in the separate room located on the patio. The kitchen is equipped with a spacious breakfast bar, new stainless-steel appliances, quartz countertops, and a pantry. The primary bedroom includes an ensuite bathroom with dual vanities and ample storage; both bathrooms feature new quartz countertops. Royal Oak Estates is gated community with swimming pool, club house and fitness center and is conveniently located near Leesburg schools and the amenities of Brownwood, this home also comes with a 13-month warranty for added peace of mind. Recent updates include a new roof (2019), and replacements of the A/C and water heater (2022).
25273 LOST OAK CIR, LEESBURG, FL 34748
$285,000246 Days on yellowkey MLS ID: G5102745
REDUCED by $14,000 (4.7%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1702 Built: 1996Monthly Fee: $165 Tax: $2,235 (2024)Community: Plantation At Leesburg Hidden Oak Village Tr ASingle Family
Taxes:$2,235
Remarks: One or more photo(s) has been virtually staged. CORNER LOT • SOLAR PANELS • NO CARPET • GRANITE COUNTERTOPS • ENCLOSED LANAI • PRIVATE BACKYARD • UPDATED SYSTEMS • Located in the highly desirable Plantation at Leesburg 55+ golf community, this charming 3-bedroom, 2-bath single-family home offers 1,702 sq ft of stylish living on a beautifully landscaped corner lot. Step inside to soaring vaulted ceilings, no carpet, and rich finishes throughout. The kitchen is a standout with granite countertops, tile backsplash, stainless steel appliances, pendant lighting, and a cozy breakfast bar, perfect for casual mornings. The primary suite is a tranquil retreat with high vaulted ceilings, a spa-inspired bath featuring a soaking tub, tile shower, dual vanities, and a private water closet. Both guest bedrooms feature laminate flooring, built-in closets, and ceiling fans for year-round comfort. Outdoor living is maximized with a fully ENCLOSED LANAI and an additional SCREENED LANAI with a HOT TUB, ideal for evening unwinding or weekend entertaining. Have peace of mind knowing the roof was replaced in 2017, the HVAC in 2020, and the water heater in 2021. There's also a WATER SOFTENER and SOLAR PANELS, keeping electric bills between just $30–$50/month. There's plenty of space in the 2-CAR GARAGE with dedicated golf cart space and tool storage. Purchase the tool storage cabinets separately. This home is nestled within an amenity-rich community offering golf, pickleball, tennis, pools, fitness centers, clubs, and events. Whether you're looking for low-maintenance luxury, energy efficiency, or a vibrant community,
Listing is courtesy of: WORTH CLARK REALTY (352-988-7777)
Listing Agent: Tamara Nelson-Mcdonald (352-340-2202)
32510 WHITNEY RD, LEESBURG, FL 34748
$675,00068 Days on yellowkey MLS ID: G5109672
REDUCED by $25,000 (3.6%) on 06/04/2026
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 2381 Built: 2001 Tax: $3,355 (2025)Community: N/ASingle Family
Taxes:$3,355
Elementary School: Fruitland Park Elem
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: Escape to your own private lakefront countryside retreat with this picturesque pond-front property set on 8± acres, offering incredible equestrian potential and peaceful, open space. This charming 5-bedroom, 2.5-bath ranch-style home spans 2,381 square feet and is perfectly positioned with a generous setback, creating a serene sense of arrival through the expansive front yard. Designed for both comfort and functionality, the property features two cross-fenced pastures shaded by mature trees, a garden area, a large parking pad, and a 20x20 metal carport with a workshop. A paver walkway leads to the inviting front porch—an ideal spot to unwind with morning coffee or enjoy a refreshing drink on a warm afternoon. Inside, vaulted ceilings and low-maintenance tile flooring enhance the bright, open-concept layout. The living room centers around a cozy wood-burning fireplace and flows seamlessly into the kitchen and dining areas, creating the perfect space for everyday living and entertaining. The kitchen is well-equipped with abundant wood cabinetry, stainless-steel appliances—including a French-door refrigerator—and a convenient breakfast bar for casual gatherings. Double French doors open to a spacious Florida room, where panoramic windows invite in natural light, backyard views, and gentle breezes. The primary suite offers a relaxing retreat with a walk-in closet and a private en-suite bath featuring dual sinks and a walk-in shower. Four additional bedrooms provide flexibility for family and guests, and the home also features a dedicated home office. Additional highlights include a laundry room, an oversized storage space currently used as a pantry, a whole-house surge protector, a newer A/C system, a whole-house filtration water softener, and a durable metal roof—ensuring both comfort and peace of mind. Outdoors, the property continues to impress with a variety of fruit trees, a storage shed, and a second metal carport ideal for boats or extra vehicles. A small barn offers excellent potential for conversion into horse stables. Wander to the back of the property to discover Lake Robinson nestled beneath a canopy of mature trees—your own private fishing and relaxing escape. Whether you're an equestrian enthusiast or simply seeking space, privacy, and natural beauty, this exceptional property offers the perfect place to call home.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-735-4433)
Listing Agent: Loretta C. Maimone (352-357-2400)
4562 ANTIETAM CREEK TRL, LEESBURG, FL 34748
$360,00043 Days on yellowkey MLS ID: G5111364
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2207 Built: 2013Monthly Fee: $127 Tax: $5,663 (2025)Community: Arlington Ridge Ph 2Single Family
Taxes:$5,663
Remarks: SELLER FINANCING AVAILABLE!! **Welcome to this Arlington Ridge Beauty!** You'll find over 2,200 square feet of amazing living space in this wonderful home! With 3 bedrooms, 2 bathrooms, and an office or 4th bedroom. The gorgeous Florida room, complete with tiled floors and sliding glass windows, is the perfect spot to relax and enjoy. The oversized kitchen is a cook's paradise! It features beautiful granite countertops, a gas cooktop, double stainless built-in ovens, and a workspace Island for all your culinary adventures. Plus, there’s a separate formal dining area and a cozy eat-in kitchen. The layout includes a split plan, and the main bedroom truly stands out with its tray ceiling, and a spacious walk-in closet with custom built-ins. The ensuite bathroom feels like a spa retreat, with a nice bathtub, a walk-in shower, and a double sink vanity. Discover the vibrant Arlington Ridge Community—voted one of the top 50 places in the country to retire! With fantastic amenities like two restaurants, a grand theater room, a ballroom, two pools, and a beautiful golf course, and so much more- you’ll find plenty to love here! **And guess what? No lawn work!** The HOA takes care of cutting your lawn and edging, so you can enjoy your free time! Come join the fun
Listing is courtesy of: SIM REI (352-508-5870)
Listing Agent: Leah Laboy (352-910-4984)
906 OAK DR, LEESBURG, FL 34748
$192,00014 Days on yellowkey MLS ID: W7886051
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1250 Built: 1950 Tax: $638 (2025)Community: Leesburg Whispering PinesSingle Family
Taxes:$638
Remarks: Nice two-bedroom concrete block home close to all shopping in beautiful Leesburg. The home has a brand new roof, the air conditioner and water heater are less than ten years old. The kitchen has been updated. Carpet throughout the home is in very good condition. House has two large sheds in the backyard. Has large laundry room off of the carport. Must see to appreciate.
Listing is courtesy of: LISTWITHFREEDOM.COM (855-456-4945)
Listing Agent: Ralph Harvey (855-456-4945)
21905 KING ALFRED ST, LEESBURG, FL 34748
$275,00047 Days on yellowkey MLS ID: G5111251
REDUCED by $24,900 (8.3%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2018 Built: 1998Monthly Fee: $229 Tax: $2,397 (2025)Community: Royal Highlands Ph 01BSingle Family
Taxes:$2,397
Remarks: Opportunity Knocks in Royal Highlands! This Majestic model offers over 2,100 square feet of living space and is ready for someone to make it their own. With a little TLC and updating, this home has incredible potential in one of Leesburg’s most desirable communities. The layout is spacious and inviting, featuring an additional glass-enclosed Florida room under air—perfect for extra living space, hobbies, or relaxing year-round. The kitchen offers plenty of cabinet storage along with a cozy breakfast nook and bay window. The primary suite includes a double vanity and generous closet space. Royal Highlands is known for its peaceful setting with mature trees, scenic surroundings, and a strong sense of community. Residents enjoy a wide range of amenities including two community pools, tennis courts, and golf, making it easy to stay active and social. Conveniently located near the Florida Turnpike and major highways, you’ll have easy access to Orlando, shopping, dining, and more. If you’ve been looking for a home you can personalize and add value to, this is one you won’t want to miss.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Lena Williams (352-435-4663)
412 WESTWOOD DR, LEESBURG, FL 34748
$185,70015 Days on yellowkey MLS ID: G5112777
REDUCED by $4,200 (2.2%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1140 Built: 1990Monthly Fee: $265 Tax: $1,334 (2025)Community: Pennbrooke Ph 1ASingle Family
Taxes:$1,334
Remarks: Welcome to this 55 and over, 2-bedroom, 2-bath home needing updates/renovations, but with a nice floor plan and includes a two-sided wood burning fireplace, and an enclosed porch facing the golf course, but with protective awnings! Are you looking for an active golf community, with a clubhouse and grill? Pennbrooke is in a highly sought-after location off SR 44 between Leesburg's downtown and The Villages, with shopping and dining opportunities, and you are within minutes of I-75 and the Florida Turnpike. Pennbrooke offers RV and boat storage with dump and wash stations and 24-hour gated security with a guard at the front entrance. There is a fitness room, and many community activities such as dinners, bingo, exercise classes, etc. Also, the golf course has two executive nine hole courses and one regulation nine to appeal to all skill levels! The HOA fee covers the maintenance of the amenities, and also lawn mowing and edging of the community and residential properties, Spectrum cable, and high-speed internet. In this community, there are two recreation centers, two pools, tennis, shuffleboard and pickleball courts, and much more. The roof was replaced in 2015 and the AC in 2019.
Listing is courtesy of: RIGHT REALTY CONNECTION, INC. (352-530-2600)
Listing Agent: John Schubert (352-409-2629)
5506 ROSEWALL CIR, LEESBURG, FL 34748
$199,90091 Days on yellowkey MLS ID: G5109270
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1120 Built: 1991Monthly Fee: $246 Tax: $1,352 (2025)Community: Highland Lakes Ph 01Villa
Taxes:$1,352
Remarks: This inviting villa offers a comfortable and easy Florida lifestyle with two spacious primary suites and a desirable open, split-bedroom floor plan. Located in a gated community with exceptional amenities, the home blends practicality with the relaxed feel so many buyers seek in an active-adult setting. The kitchen features a gas range, side-by-side refrigerator, dishwasher, and a cozy breakfast nook, all opening to the great room over a convenient snack bar—ideal for casual meals or entertaining friends. Beautiful tile flooring flows throughout the home, including the foyer, kitchen, great room, bathrooms, bedrooms, and lanai, creating a clean and cohesive look with no carpet to maintain. High vaulted ceilings enhance the open feel, while solar tubes and skylights bring in soft natural light that brightens the living spaces throughout the day. The electric fireplace in the great room adds a warm, inviting ambiance for quiet evenings at home. The laundry area (2025 dryer) is conveniently located in the single-car garage. Recent updates include a new roof in 2024 and HVAC system installed in 2014, offering peace of mind for years to come. The villa is within walking distance of the community clubhouse, where residents enjoy an impressive range of amenities including a multi-use arena, indoor and outdoor pools, tennis courts, shuffleboard, bocce, horseshoes, clubs, and a full calendar of social activities. Convenience is another highlight, with medical offices located near the entrance of the community and everyday shopping about a mile away. Major routes such as the Florida Turnpike and I-75 provide easy access to Orlando, Tampa, Gainesville, and Central Florida’s attractions, while both the Atlantic and Gulf coasts are less than 90 minutes away. This home offers the perfect combination of low-maintenance living, community amenities, and a location that keeps everything within reach.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
26712 AUGUSTA SPRINGS CIR, LEESBURG, FL 34748
$299,99924 Days on yellowkey MLS ID: O6407612
0 Days Off yellowkey (back on 6/4/2026)
REDUCED by $30,000 (9.1%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2211 Built: 2007Monthly Fee: $135 Tax: $3,980 (2024)Community: Leesburg Arlington Ridge Ph 1-BSingle Family
Taxes:$3,980
Elementary School: Leesburg Elementary
Remarks: Under contract-accepting backup offers. This beautifully maintained, move-in ready home in Leesburg offers the perfect combination of comfort, quality, and long-term value with all the major updates already done for you. The roof is only 2 years old, the AC is 1 year old, and the water heater is 7 years old — complemented by a fully paid-off solar panel system that keeps energy costs impressively low. The kitchen shines with a brand-new gas range stove, brand-new dishwasher, and a 2-year-old refrigerator, while the laundry room features a 2-year-old washer and dryer. A whole-home reverse-osmosis water softener system adds an extra layer of everyday quality, and a generator attachment is already in place for added peace of mind. Double-pane windows and doors provide enhanced insulation, noise reduction, and energy efficiency throughout. With everything already updated and meticulously cared for, this is a rare opportunity to move right in. FULL 3D walk-through video available upon request. PLEASE NOTE - I AM NOT AVAILABLE ON THE SABBATH/SATURDAY'S.
Listing is courtesy of: CARDINAL REALTY GROUP, LLC. (305-910-2902)
Listing Agent: Meir Tenenbaum (305-721-7408)
4900 HERON RUN CIR, LEESBURG, FL 34748
$234,900146 Days on yellowkey MLS ID: G5106484
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1995Monthly Fee: $180 Tax: $1,978 (2025)Community: Plantation At Leesburg Heron RunSpa: NoSingle Family
Taxes:$1,978
Remarks: Discover an outstanding value in the sought-after Plantation at Leesburg! This partially furnished 2-bedroom residence is perfectly situated on a spacious, private lot that backs to a tranquil conservation area, offering both serenity and beautiful views. Featuring the popular 1995 Sandpiper model, you’ll enjoy 1,289 sq. ft. of comfortable living space with inviting southern exposure. The home comes mostly furnished (some exclusions may apply) and boasts numerous updates, including a garage door roll-up screen, vinyl fencing, fresh sod, and a new roof and garbage disposal installed in 2024. Additional improvements include leaf filters (2023), refrigerator (2022), water heater (2019), upgraded AC, double-pane windows, vertical blinds, and elegant kitchen (w/pull-out shelves) and bathroom cabinetry completed in 2016. Experience the charm of small-town living with resort-style amenities—schedule your private tour today! Move right in and start living your best life! Schedule a tour of this beautifully maintained property today. Located in one of Central Florida’s premier 55+ active adult communities. The Plantation at Leesburg boasts 2,820 homes surrounded by manicured lawns, cascading waterfalls, and lush palm trees. Enjoy peace of mind with 24-hour staffed security and a wealth of amenities designed for every interest and budget. Residents have access to three multi-purpose clubhouses, three swimming pools, spring-fed fishing ponds, scenic walking and biking trails, and much more. The community features championship golf courses, tennis, equity memberships, large clubhouses, heated pools, full-time activity directors, over 100 weekly activities, state-of-the-art fitness centers, and is just a short drive to Orlando’s world-class attractions. Please note: property taxes are subject to reassessment after the sale. Schedule your tour today—this home is truly a must-see!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-536-0100)
Listing Agent: Cary Fier (352-551-6155)
413 WESTWOOD DR, LEESBURG, FL 34748
$187,20050 Days on yellowkey MLS ID: G5110846
REDUCED by $7,800 (4.0%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1300 Built: 1998Monthly Fee: $265 Tax: $2,719 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$2,719
Remarks: Welcome to this charming home in Pennbrooke Fairways, which offers a private rear setting with no direct neighbors behind. Upon entry, you’ll find an open living and dining area creating a warm and inviting space. The kitchen features light wood cabinetry and a convenient breakfast bar for casual dining. The primary suite includes an ensuite bath with dual sinks and a walk-in shower. Two additional bedrooms provide flexibility for guests, a home office, or hobby space. An indoor laundry room adds everyday convenience. Enjoy the enclosed lanai, perfect for relaxing and taking in the peaceful, private backyard view. Pennbrooke Fairways is a guarded gated community, ideally located just minutes from The Villages and Brownwood Paddock Square. It offers resort style amenities which includes a fitness center, community pool, pickleball courts, two executives golf courses, and one regulation course. The community also features RV and boat storge, plus an onsite restaurant. Your HOA covers lawn care, cable, and internet. Furniture available.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Katy Kelly (352-355-7982)
5607 SIR CHURCHILL DR, LEESBURG, FL 34748
$414,99947 Days on yellowkey MLS ID: G5111130
REDUCED by $10,001 (2.4%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2312 Built: 2003Monthly Fee: $229 Tax: $3,918 (2025)Community: Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173Spa: NoSingle Family
Taxes:$3,918
Remarks: One or more photo(s) has been virtually staged. Discover this exceptional Monarch model home—a true royal gem nestled on a tranquil conservation lot with no rear neighbors, offering unmatched privacy and picturesque views. The lush landscaping, stately architectural arches, and oversized paver driveway create impressive curb appeal. Step inside to find over 2,300 square feet of elegant living space, including additional living area in the enclosed Florida room with new blinds, perfect for relaxing and taking in Florida wildlife and beautiful sunsets. This meticulously maintained property provides peace of mind with newer roof (2017) and new gutter with leaf guards (2025), updated windows, solar tubes and doors (2015), HVAC (2018), and a gas hot water heater (2023). The thoughtfully designed kitchen features 42" upper cabinets, granite countertops, wood cabinetry, a floating island, wall oven, and a lovely tiled backsplash. Throughout the home, you'll appreciate crown moldings, tray ceilings, engineered hardwood floors, walk-in closets, and luxurious bathroom fixtures including a jetted tub. Additional highlights include a Kenetico water softener, hot water recirculation system, portable A/C in the Florida room, & home security. Enjoy the active lifestyle offered by Royal Highlands—a 55+ gated golf community with a restaurant, pub, driving range, putting green, two pools, billiards, craft and meeting rooms, library, courts, fitness center, and a Great Hall equipped for large events. Don’t miss your chance to own this lovingly cared-for home—call for your tour today!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Tonya Tibbetts (207-595-1414)
728 MCKENZIE ST, LEESBURG, FL 34748
$210,00097 Days on yellowkey MLS ID: OM719843
1 Days Off yellowkey (back on 5/12/2026)
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 960 Built: 1926 Tax: $1,205 (2025)Community: Leesburg Kerls Add 02Single Family
Taxes:$1,205
Remarks: Under contract-accepting backup offers. Come Check Out This Charming Historic Home In The Heart Of Leesburg, Less Than 1 Mile From Leesburg High School And Just Minutes From Downtown! This 3 Bedroom Home Sits On An Oversized Lot With A Huge Side Yard And Detached Garage, Offering Space, Character, And Convenience All In One Location. 2017 ROOF As You Arrive At The Property, You’ll Immediately Appreciate The Classic Curb Appeal And Inviting Covered Front Porch; The Perfect Spot For Morning Coffee Or Relaxing In The Evenings. The Oversized Lot Provides Extra Yard Space That Is Hard To Find In Town, Along With A Detached Garage And Plenty Of Room For Storage, Parking, Or Future Possibilities. Making Your Way Inside, You’ll Notice The Beautiful Natural Historic Wood Floors Flowing Through The Main Living Areas, Preserving The Character And Warmth Of The Home. The Bedrooms Feature Brand New Flooring, Blending Modern Updates With Timeless Charm. Large Windows Bring In Natural Light, Creating A Bright And Welcoming Atmosphere Throughout. What Truly Sets This Property Apart Is Its Location. Situated Just Minutes From Downtown Leesburg, You’ll Have Convenient Access To Shopping, Dining, Local Festivals, And Waterfront Activities—Making It Easy To Enjoy Everything This Charming Town Has. This Home Can Be Purchased With A Loan Through Our Preferred Lender, Who Is Currently Offering FREE APPRAISALS—Helping Make The Buying Process Even More Accessible And Convenient. Whether You’re Looking For A Primary Residence Or An Investment In A Growing Area, This Home Checks All The Boxes With Location, Lot Size, Updates, And Character. Easy To Show! Don’t Miss Out On The Opportunity To Own A Piece Of Leesburg Charm. Call To Schedule Your Private Tour TODAY!
Listing is courtesy of: GAILEY ENTERPRISES REAL ESTATE (770-733-2596)
Listing Agent: Aiyana Ward (954-822-4657)
27215 ROANOKE DR, LEESBURG, FL 34748
$389,00032 Days on yellowkey MLS ID: G5111951
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2015Monthly Fee: $125 Tax: $7,845 (2025)Community: Arlington RidgeSingle Family
Taxes:$7,845
Remarks: YOUR NEW HOME AWAITS!!! This amazing open floor plan home has so much natural light and comfort right as you walk in the front door. Come into the open spacious living room family and dining combination with the open kitchen as well with breakfast bar for light snacks or to enjoy company while you cook. You have all the space you need to make this your forever special home. The split bedroom plan is great for when you have the out of town guest and they like a bit of space for while they are in town. The primary bedroom has an ensuite bathroom with walk in closet, double sink, vanity, separate commode and walk in shower. The home also has a water softener for the water treatment and an air purifying system built into the air conditioning system. This home sits on the second tee of the 18 hole golf course so you can watch the swings and see if yours is just right or may need some adjusting. Your other option is to just relax and enjoy the outdoors. Lots of things to do right on site so no need to travel unless you wish to be adventurous. Located close to the Florida Turnpike to go either south or north to check out all of Florida's amazing venues. This community has it's own restaurant, fitness center, pool area, golf course, pro shop and theatre. Come see if this home will fill your forever lifestyle with it's bright open floor plan and amazing outside space.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (352-729-6528)
Listing Agent: Matthew Ferland (352-408-5991)
5524 SQUIRES DR, LEESBURG, FL 34748
$375,0005 Days on yellowkey MLS ID: G5113023
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1898 Built: 2005Monthly Fee: $229 Tax: $4,192 (2025)Community: Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173Single Family
Taxes:$4,192
Remarks: Elegant and move-in ready, this beautifully updated Huntly model offers 3 bedrooms, 2 bathrooms, and approximately 1,900 square feet of living space under air with lovely conservation views and standout curb appeal. Recent improvements include a 2025 roof and gutters, 2019 HVAC, 2025 water heater, fresh interior and exterior paint, laminate flooring, and a spacious 2026 Florida room enhanced with additional auto screens. The updated kitchen features brand-new stainless-steel appliances, quartz countertops, and an open design that overlooks the main living areas, ideal for both everyday living and entertaining. Additional highlights include an inside laundry room and a thoughtfully designed layout that combines comfort, style, and functionality. Located in Royal Highlands, a 55+ gated golf community in Central Florida, residents enjoy access to a pro shop, restaurant, fitness center, courts, two pools, library, the Great Hall, live stage performances, and an impressive variety of clubs and activities. A wonderful opportunity to enjoy a vibrant, amenity-rich lifestyle in a beautifully updated home.
25527 BELLE HELENE, LEESBURG, FL 34748
$185,001140 Days on yellowkey MLS ID: G5106620
INCREASED by $1 (0.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1989Monthly Fee: $165 Tax: $2,704 (2025)Community: Plantation At Leesburg Belle GroveManufactured Home
Taxes:$2,704
Remarks: Welcome to this spacious 2-bedroom, 2-bath home located in a quiet cul-de-sac. Home is located in the desirable active 55+ community in The Plantation of Leesburg. This well-maintained property is ideal as a full-time residence or a worry-free winter retreat—major updates have already been completed for you. ROOF (2022) and HOT WATER HEATER (2022). In 2021, the home received all new insulated windows, an updated porch with vinyl windows and a double-insulated roof, plus a roof over the laundry room. The home sits on a larger corner lot on a quiet cul-de-sac, offering a peaceful setting perfect for relaxing on the porch with morning coffee or a good book. Bring your golf cart—parking is available under the carport or in the laundry/storage room. Enjoy an active lifestyle in this guard-gated community with 24-hour security and a low HOA fee. Amenities include two golf courses, three swimming pools and clubhouses, a fitness center, tennis courts, pickleball, walking trails, and an on-site restaurant. Don’t miss this opportunity, call today to schedule your private showing!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Joseph Wynkoop (407-496-1673)
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