Location: Leesburg
Do Not Show Listings
4950 GLEN COE ST, LEESBURG, FL 34748
$336,500265 Days on yellowkey MLS ID: G5101915
REDUCED by $6,000 (1.8%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2065 Built: 2002Monthly Fee: $224 Tax: $2,402 (2024)Community: Royal HighlandsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,402
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Are you ready for this Florida retirement lifestyle. Welcome to this beautifully maintained, move-in ready 3-bedroom, 2-bath home located in the highly sought-after 55+ community of Royal Highlands. Inside, you’ll find a spacious layout featuring a large family room, a separate living room, and a dining room—perfect for both entertaining and everyday living. The updated primary ensuite offers a walk-in closet, separate shower, and a relaxing jetted tub. The kitchen has upgraded granite countertops with stainless appliances. Additional highlights include a brick-paved driveway, and a covered, screened-in Florida room with paver flooring, plus an extended patio that adds to your living space outdoors. The beautifully landscaped lawn enhances the home’s curb appeal. Royal Highlands is a premier, resident-owned, guard-gated community offering numerous amenities, including two pools, tennis courts, an 18-hole golf course, on-site dining, a recreation center with countless activities, a grand hall with a stage and dance floor, and sports courts. The HOA covers Xfinity cable, high-speed internet, and secure RV/boat storage. This home has convenient access to the Florida Turnpike, Orlando International Airport, Orlando’s attractions, and the Orlando Health South Lake Hospital emergency center. This home combines comfort, convenience, and resort-style living.
Listing is courtesy of: WEICHERT, REALTORS-HALLMARK PR (352-536-9948)
Listing Agent: Margaret Harrington (321-230-0257)
27215 ROANOKE DR, LEESBURG, FL 34748
$389,00028 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
Tax Year: 2025
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)
4721 TARA VIEW ROAD, LEESBURG, FL 34748
$309,900108 Days on yellowkey MLS ID: O6380183
REDUCED by $5,000 (1.6%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 1994Monthly Fee: $180 Tax: $1,740 (2024)Community: Plantation/Leesburg Tara ViewSpa: NoSingle Family
Taxes:$1,740
Elementary School: Leesburg Elementary
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: Welcome-Bienvenido to The Plantation in Leesburg! The seller is open to assisting the buyer with CLOSING COST, subject to acceptable terms. Discover the perfect blend of comfort in this 3-Bedroom 2-bath home, featuring an open floor plan with tile and carpet flooring throughout. The beautifully landscaped front yard is adorned with vibrant flowers, adding charm and curb appeal. The Plantation at Leesburg is a lively and welcoming 55+, a secure 24/7 gated active community. Residents enjoy resort-style amenities including swimming pools, tennis courts, a basketball court, a fully equipped gym, and a stunning clubhouse. Love golf? This community boasts two 18-hole golf courses featuring a full-service restaurant and bar, perfect for socializing and unwinding, and three fully staffed activity centers. There’s always something exciting to do: Table tennis, Tai Chi, video aerobic exercises, walk away the pounds, water aerobics, water volleyball, yoga, cornhole, horseshoe, men's golf association, pickle ball, Ladies golf association, softball. The community is ideally located less than an hour from the magic of Disney World, Universal Studios, and Sea World. Only ten minutes from Downtown Leesburg, you’ll find a variety of shops, restaurants, and easy access to nearby lakes and parks. It’s the perfect spot for your permanent vacation! Live an active and fulfilling lifestyle with a calendar full of community events and activities designed just for you! Don't miss out on this incredible opportunity—schedule your private tour today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Rosa Hughes (407-529-9299)
1004 ROYAL OAK BLVD, LEESBURG, FL 34748
$175,000169 Days on yellowkey MLS ID: G5105548
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1288 Built: 1988Monthly Fee: $245 Tax: $2,426 (2025)Community: Leesburg Royal Oak Estates SubSpa: NoSingle Family
Taxes:$2,426
Remarks: Dreaming of making the move to Florida without stretching your budget? This beautifully maintained home at 1004 Royal Oak Blvd in Leesburg offers an ideal blend of comfort, convenience, and value—perfect for anyone ready to enjoy the Florida lifestyle. This 2-bedroom, 2.5-bath attached single-family home is designed for easy living, featuring brand-new roofing in 2025 and stylish, low-maintenance faux wood flooring throughout. Each bedroom includes its own private en-suite, giving both residents and guests the space and privacy they deserve. Step outside to a large covered screen room, perfect for relaxing year-round, or enjoy the privacy-fenced courtyard complete with two exterior storage sheds. From the balcony off the master suite, take in peaceful pond views highlighted by a charming fountain—your own quiet retreat at the end of the day. Located in a gated, family-friendly community, residents enjoy resort-style amenities including a pool, fitness center, recreation area, and clubhouse. Two reserved parking spaces sit directly outside your front door for added convenience, and all appliances are included, making your move even easier. Positioned centrally with quick access to I-75 and the Florida Turnpike, this home is ideal for those wanting an affordable base while exploring everything Florida has to offer—from beaches to attractions and beyond. Priced at just $175,000, this property is an exceptional opportunity whether you’re looking for a primary residence, a seasonal getaway, or an investment. Financing options are available, including loans with no money down—even for those considering purchasing as an investment property. If you do plan to rent initially and move in later, you’ll appreciate that the community maintains high standards, requiring all tenants to pass criminal, credit, and background screenings to preserve the neighborhood’s quality and appeal. Affordable, well-located, and move-in ready—this Leesburg home makes Florida living not just possible, but truly enjoyable.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Deborah Elliott (352-408-3868)
2911 PECAN AVE, LEESBURG, FL 34748
$175,000152 Days on yellowkey MLS ID: G5105884
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1288 Built: 1993Monthly Fee: $245 Tax: $2,264 (2025)Community: Leesburg Royal Oak Estates SubSpa: NoSingle Family
Taxes:$2,264
Remarks: ****Affordable Opportunity with Seller Incentives in Gated Community!!**** Don’t miss this value-packed townhouse featuring new flooring, a newer roof, and a newer HVAC system. This Motivated seller is willing to contribute toward buyer closing costs with a strong offer—making this an excellent opportunity for First-Time Homebuyers. Located in a desirable Family Friendly community with amenities including a pool, fitness center, and clubhouse, this property offers both comfort and convenience with 2 spacious upstairs bedrooms, each with its own private baths plus balconies overlooking your own private courtyard. One bedroom also enjoys peaceful views of the pasture behind the community. All appliances, including the washer and dryer, are included. The home does need a deep cleaning, presenting a great opportunity to add your personal touch and build instant equity. Photos are current. Additional highlights include two reserved parking spaces, so you’ll never have to search for parking. Schedule your showing today and bring your offer—this is a deal you don’t want to miss!
20631 PRINCE RANIER PL, LEESBURG, FL 34748
$349,900415 Days on yellowkey MLS ID: G5095688
REDUCED by $5,100 (1.4%) on 05/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2004Monthly Fee: $224 Tax: $2,477 (2024)Community: Royal Highlands Ph 02-B Lt 1317 Pb 50 PgSingle Family
Taxes:$2,477
Remarks: Set on a quiet cul-de-sac in Royal Highlands, this desirable York model offers the kind of easy, low-maintenance living today’s buyers are looking for—complete with a brand new roof, new gutters, and a 2+ golf cart garage. From the moment you arrive, there’s a sense of space and comfort that carries throughout the home. Inside, the open living and dining areas are enhanced by crown molding and a thoughtful layout that balances connection and privacy. The split floor plan provides a comfortable separation for guests, while the spacious great room creates a natural gathering space for everyday living or entertaining. The kitchen is designed for both function and convenience, featuring ample storage, a pantry, built-in desk area, and a sunny breakfast nook highlighted by a solar tube that fills the space with natural light. Just off the kitchen, a dedicated office offers flexibility for hobbies, reading, or working from home. The primary suite serves as a private retreat with two closets, including a walk-in, and an ensuite bath with dual sinks, a garden tub, and a separate shower. Two guest bedrooms and a guest bath provide comfortable accommodations for visitors. One of the home’s most inviting features is the enclosed lanai with acrylic windows, creating a bright, year-round space to relax while enjoying the privacy of the backyard. Additional storage throughout the home, including in the garage, adds to the overall functionality. With a new roof already in place and flexible living spaces throughout, this home offers a strong combination of comfort, practicality, and peace of mind. Located in Royal Highlands, a premier resident-owned, gated 55+ community, residents enjoy two pools (indoor and outdoor), tennis and pickleball, an 18-hole golf course with restaurant and pro shop, a recreation center, fitness area, and a full calendar of social activities. The HOA includes Xfinity cable for three TVs, high-speed internet, and secure RV/boat storage, all while offering convenient access to the Florida Turnpike, Orlando attractions, and the Orlando Health South Lake Hospital emergency center.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
21811 KING HENRY AVE, LEESBURG, FL 34748
$334,90072 Days on yellowkey MLS ID: G5109896
REDUCED by $5,000 (1.5%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 1999Monthly Fee: $229 Tax: $2,882 (2025)Community: Royal Highlands Ph 01CaSingle Family
Taxes:$2,882
Remarks: Step into easy Florida living with this well-maintained Squire floor plan, where thoughtful updates and flexible space come together in a way today’s buyers truly appreciate. Major improvements have already been taken care of, including updated windows (2021), HVAC (2020), and a 2025 roof—providing peace of mind from day one. Inside, you’ll find solid surface flooring throughout, creating a seamless and low-maintenance living environment. The kitchen is both functional and inviting, featuring solid wood cabinetry, quartz countertops, stainless steel appliances, and a sunny breakfast nook—perfect for morning coffee or casual meals. The open great room flows naturally into a dedicated dining space, making everyday living and entertaining feel effortless. The primary suite offers a comfortable retreat with a spacious walk-in closet and an en-suite bath complete with dual sinks and a walk-in shower. Guests will feel right at home with a private bedroom and bath, while the additional den/office and bonus room provide the flexibility so many buyers are looking for today—whether it’s hobbies, visiting family, or extra workspace. Step outside to enjoy the 8x13 screened birdcage patio—an ideal spot to relax and take in the Florida lifestyle. Additional highlights include an interior laundry room and a two-car garage. Located in Royal Highlands, a resident-owned gated 55+ community, residents enjoy a full suite of amenities including indoor and outdoor pools, an 18-hole golf course, restaurant and pro shop, tennis, pickleball, fitness center, billiards, and a vibrant calendar of social events. The HOA also includes Xfinity cable (up to three TVs), high-speed internet, and secure RV/boat storage. Conveniently located with easy access to the Florida Turnpike, Orlando attractions, and the Orlando Health South Lake Hospital emergency center.
21127 ROYAL ST GEORGES LN, LEESBURG, FL 34748
$350,00055 Days on yellowkey MLS ID: A4686807
REDUCED by $9,000 (2.5%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1802 Built: 1999Monthly Fee: $229 Tax: $4,134 (2025)Community: Royal Highlands Ph 01CaSpa: YesSingle Family
Taxes:$4,134
Remarks: Golf course views in your backyard, plus 1% lender credit and free appraisal, this is the lifestyle upgrade you’ve been waiting for. Beautiful home located on the 7th hole in the sought-after, gated 55-plus community of Royal Highlands in Leesburg. This 2-bedroom, 2-bath residence with a spacious den, ideal as a third bedroom, offers a bright and open floor plan with luxury vinyl plank flooring throughout, complemented by vaulted ceilings, plantation shutters, and abundant natural light. The kitchen features a center island, ample cabinetry, and updated appliances, including a new refrigerator and garbage disposal, creating a functional and inviting space for everyday living. The living and dining areas flow seamlessly into the expansive 38-foot enclosed lanai, one of the home’s standout features, complete with a summer kitchen, two ceiling fans, an additional refrigerator, and generous space for entertaining or relaxing while enjoying peaceful golf course views. The den with double French doors offers flexibility and can easily function as a third bedroom, home office, or hobby space, providing additional value and versatility. Recent updates include a new roof in 2026, new attic insulation, two solar attic fans, a whole-house Culligan water purification system, and updated window treatments throughout. An exterior kitchenette and additional storage further enhance the home’s functionality. Royal Highlands is a resident-owned, gated 55-plus community offering indoor and outdoor pools, a fitness center, a clubhouse, a restaurant, and a full calendar of social activities. The 18-hole golf course is available with a separate membership. HOA is $229 per month and includes cable, internet, and additional community benefits. Homes with this level of upgrades, outdoor living space, and golf course positioning are in high demand. Schedule your private showing today to experience it in person.
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
25339 CRESTWATER DR, LEESBURG, FL 34748
$286,900405 Days on yellowkey MLS ID: G5096143
REDUCED by $10,000 (3.4%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1765 Built: 2000Monthly Fee: $180 Tax: $3,795 (2024)Community: Plantation At Leesburg River CrestSingle Family
Taxes:$3,795
Remarks: Discover The Plantation at Leesburg: a premier Central Florida community. Enjoy gated living with championship golf and tennis, equity memberships, expansive clubhouses, heated pools, and a vibrant social calendar with over 100 weekly activities. Featuring state-of-the-art fitness, scenic trails, and convenient access to Orlando attractions (30-45 minutes). This turnkey furnished Montego model offers a welcoming covered entry, tiled foyer with display alcove, spacious living room with leather sofas and lanai access, open dining area, kitchen with new Bosch dishwasher, breakfast nook and pantry, a primary suite with dual walk-in closets and bath, two guest bedrooms, laundry room with new washing machine, an enclosed lanai, BBQ patio, and garage with attic stairs. Brand new HVAC system and water heater. Golf cart is also included, (2011 Club Car with new batteries)
35015 RADIO RD, LEESBURG, FL 34788
$700,000124 Days on yellowkey MLS ID: G5107444
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3094 Built: 2002 Tax: $4,709 (2025)Community: Unincorporated Lake CountySpa: NoSingle Family
Taxes:$4,709
Remarks: One or more photo(s) has been virtually staged. This Private Leesburg Estate Offering Nearly Five Acres, a Main Residence, a Separate Guest Cottage (In-Law Quarters) & Timeless Tranquility Tucked beyond a canopy of mature trees, 35015 Radio Road in Leesburg, Florida, presents a rare opportunity to own a secluded estate where privacy, space, and versatility come together in perfect balance. Set on 4.7 wooded acres, this remarkable property offers a lifestyle defined by serenity, natural beauty, and endless possibilities — all while being conveniently located just 2 miles from Lake Square Mall and US Highway 441, providing easy access to supermarkets, restaurants, hardware stores, and everyday conveniences. Designed to accommodate elevated living and multi-generational flexibility, the family compound features a guest cottage built in 2017, offering three bedrooms, three bathrooms, and 999 square feet of thoughtfully designed living space. Complete with a full kitchen featuring granite countertops, range, dishwasher, refrigerator, microwave, washer, and dryer, this private residence is ideal for extended family, luxury guest quarters, a private executive retreat, or potential rental income. The cottage provides both independence and connection, making it an exceptional offering in today’s luxury acreage market. The main residence offers 2,095 square feet with three bedrooms and two bathrooms, enhanced by a new roof installed in January 2026, offering refined peace of mind and long-term value. The natural gas hot water heater was recently replaced, while the mini-split system in the rear porch is only a few months old. The fireplace and dryer hookup are also connected to natural gas, and the range can easily be converted back to natural gas if desired. Inside, the open floor plan creates a warm and inviting atmosphere, featuring a charming breakfast nook perfectly situated adjacent to the kitchen and living room — an ideal setting for casual dining, morning coffee, and gathering with family and guests. High-end double-insulated wood windows installed in 2010 enhance the living room, primary bedroom, and breakfast nook with energy efficiency and natural light. The main residence kitchen and guest bathroom were tastefully updated in 2016, and the home is wired for a generator to provide additional peace of mind. Surrounded by nearly five acres of wooded grounds, the estate offers exceptional opportunities for future expansion, curated outdoor living spaces, recreational amenities, or a bespoke garden sanctuary. Whether envisioned as a private family compound, an elegant countryside escape, or a legacy property, this extraordinary estate offers a canvas for creating something truly special. A rare blend of acreage, privacy, convenience, and refined versatility, 35015 Radio Road is a premier Leesburg estate opportunity.
Listing is courtesy of: LAKE PROPERTY STARS (352-973-3283)
Listing Agent: Robin Costoplos Pa (352-973-3283)
212 CRESTRUN LOOP, LEESBURG, FL 34748
$530,000587 Days on yellowkey MLS ID: O6248940
REDUCED by $69,000 (11.5%) on 05/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3978 Built: 2007Monthly Fee: $46 Tax: $165 (2023)Community: Leesburg Crestridge At LeesburgSingle Family
Taxes:$165
Elementary School: Beverly Shores Elem
Tax Year: 2023
Remarks: Experience Mediterranean Elegance at Its Finest Step into timeless sophistication with this exquisite two-story residence nestled in the prestigious Crestridge at Leesburg community. Originally the model home, this masterpiece showcases the finest craftsmanship, designer upgrades, and refined architectural details that speak to elevated living. From the moment you arrive, the lush, manicured landscaping welcomes you into a lifestyle of elegance and grace. Boasting 4 spacious bedrooms and 3.5 luxurious baths, this home blends comfort with grandeur at every turn. The grand foyer opens to a stunning formal living and dining space—perfect for elegant entertaining. Gracefully accented with four stately columns, this area exudes character and charm. A bespoke built-in wine display adds a sophisticated touch for the discerning connoisseur. The heart of the home is the gourmet kitchen, adorned with granite countertops, stainless steel appliances, a generous walk-in pantry, and an intimate breakfast nook. Adjacent, the expansive family room offers a warm and inviting ambiance, anchored by a beautiful fireplace, ideal for both intimate gatherings and lively celebrations. The primary suite is a serene retreat, featuring rich wood flooring, a private balcony for tranquil evenings, and a luxurious en-suite bath complete with a spa-style soaking tub, custom granite vanities, separate shower, and a custom-designed walk-in closet. A thoughtful touch includes a mirrored built-in jewelry storage wall unit, showcasing the home’s attention to detail. Two additional bedrooms are joined by a stylish Jack-and-Jill bath, while a fourth bedroom and versatile bonus room—perfect for a home office or creative studio—provide flexible living options. This bonus space also opens to a quaint exterior balcony, offering additional charm. For the hobbyist or enthusiast, the air-conditioned garage offers the perfect canvas for a private gym, man-cave, or elegant retreat. This residence is truly one-of-a-kind, with too many custom features to list. Conveniently located near historic downtown Leesburg and ViaPort for premier shopping, dining, and entertainment, this home combines luxury with lifestyle. Seller is offering $5,000 in concessions for full-price offers, and select furnishings may be included with the right offer. Schedule your private tour today and step into the lifestyle you deserve.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Yolanda Presley, Llc (352-461-7241)
2318 JOBBINS DR, LEESBURG, FL 34748
$214,90018 Days on yellowkey MLS ID: O6407034
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1454 Built: 1974 Tax: $3,055 (2025)Community: Leesburg Hillside ManorSpa: NoSingle Family
Taxes:$3,055
Remarks: This three-bedroom, 1.5-bathroom home is located in the Hillside Manor neighborhood. The layout features a cozy living room centered around a warm fireplace, perfect for relaxing evenings. The kitchen has been updated with granite countertops and stainless steel appliances, providing a modern touch to the heart of the home. Outside, you will find a fully fenced-in backyard, offering a private space for outdoor activities. This home is located on Main Street in Leesburg, just a short distance from local schools, numerous restaurants, and shops. Residents will also enjoy being close to Ski Beach and Venetian Gardens Park on Lake Harris for outdoor recreation. Schedule your private showing today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
1145 MEADOWBEND DR, LEESBURG, FL 34748
$299,900122 Days on yellowkey MLS ID: G5107425
3 Days Off yellowkey (back on 5/15/2026)
REDUCED by $8,000 (2.6%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1641 Built: 2001Monthly Fee: $265 Tax: $3,801 (2025)Community: Pennbrooke Ph 02R Lt R23Single Family
Taxes:$3,801
Remarks: REDUCED AND PRICED TO SELL! TURNKEY WITH GOLF CART! Move right in to this beautifully maintained 3-bedroom, 2-bath home located in the desirable, gated PENNBROOKE FAIRWAYS community. As you enter, you are welcomed by a spacious dining and living room combination that offers an open and inviting layout. The well-appointed kitchen features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, ample cabinetry, and generous workspace, making it ideal for both everyday living and entertaining. The home offers a desirable SPLIT FLOOR PLAN with TWO MASTER SUITES, one of which includes a PROFESSIONALLY ORGANIZED CLOSET. The Florida room opens seamlessly to the living area, creating a bright and comfortable space for relaxing or hosting guests. Additional interior highlights include a premium Speed Queen washer and dryer, newer top-of-the-line windows, and beautifully crafted front and rear entry doors. Exterior features include a brick paver driveway and front walkway, gutters surrounding the home, and a concrete sidewalk leading to the backyard with convenient access to the garage side entrance. The backyard offers a charming brick paver patio complete with an electric sunshade, perfect for enjoying Florida’s outdoor lifestyle. The yard is designed for low maintenance, with beautiful landscaping finished in attractive decorative stone landscaping. The home is situated on a quiet dead-end street, offering minimal traffic and added privacy. Major system updates provide peace of mind, including a HVAC (2018), ROOF (2019), an insulated garage door (2019), a water softener (2020), and a new sprinkler system controller(2023). Pennbrooke Fairways is a guarded, gated 55+ community located just five minutes south of The Villages and less than an hour from Orlando International Airport. Residents enjoy access to the Pennbrooke Fairways golf course featuring two executive nines and one regulation nine, with golf packages available. Additional amenities include 24-hour security, MULTIPLE POOLS, recreation and fitness centers, a clubhouse with restaurant, hair salon, library, RV and boat storage with dump and wash stations, and a full calendar of planned activities. The HOA includes cable, internet, garbage service, and lawn care. Conveniently located near Brownwood Town Square, Downtown Leesburg, and all the shopping, dining, and entertainment nearby (The Villages). This home truly represents the best of Central Florida living!
Listing is courtesy of: WORTH CLARK REALTY (352-988-7777)
Listing Agent: Jana Schautz (321-946-3285)
721 TIMBERCREST DR, LEESBURG, FL 34748
$279,900295 Days on yellowkey MLS ID: G5100419
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1667 Built: 2001Monthly Fee: $265 Tax: $1,812 (2024)Community: Pennbrooke Ph 01K Units 01 & 02Spa: NoSingle Family
Taxes:$1,812
Remarks: Under contract-accepting backup offers. This charming home is located in Pennbrooke Fairways, a gated 55+ community! This delightful Melbourne model features 3bdrs, 2 baths and a 2 car garage. This property has an inviting blend of comfort and style, perfect for both relaxation and entertaining. Step inside to discover a thoughtfully designed open floor plan that seamlessly connects living spaces. Flooring through-out (no carpet). The heart of the home is its beautifully appointed kitchen featuring stunning Corian countertops, cabinets w/pull-outs, newer appliances, and a dinette. The large laundry rm has a washer/dryer, a long counter top and several cabinets w/pullouts for extra storage. The primary bdr has plenty of ample space including an en-suite with a large walk-in closet, step in shower with a seat & grab bar, also a long vanity and double sinks. Enjoy your favorite drink while relaxing in the large screened lanai with sliding acrylic windows. This home also offers a brand-new HVAC system installed in 2025, The roof was replaced in 2019, hot water heater (2017), all windows replaced with dbl panes in 2010 (excluding the mstr bath). Pennbrooke Fairways is a 55+ community with a low monthly HOA fee of $265.00 that includes cable, internet, lawn mowing, edging, boat & RV parking and storage! There is a 24 hour guarded security gate, pools, golf courses, restaurant, pro shop, fitness center, tennis courts, bocce ball, pickleball, cornhole, shuffleboard plus 2 rec centers. Pennbrooke is conveniently located with in minutes of Publix, Walgreens and The Villages Brownwood Town Square...where there is plenty of shopping, dining, medical and entertainment.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Dalemarie Lamb-Witter (352-551-7615)
2303 MAHONEY AVE, LEESBURG, FL 34748
$229,00039 Days on yellowkey MLS ID: O6401053
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1196 Built: 1957 Tax: $2,278 (2025)Community: Leesburg Hillside ManorSingle Family
Taxes:$2,278
Remarks: Come take a look at this updated home with NO HOA. This home has been updated and has been meticulously maintained with NEW PLUMBING (2018), ROOF (2022), APPLIANCES (2022), updated bathrooms, New Flooring in family room (2026). The backyard has a NEW FENCE (2026) with a new 10 x 20 deck (2025) at the rear of the home. New aluminum soffits were in stalled in 2024 along with security cameras. The 8 x 10 shed in the backyard was custom built, solid wood floors sealed with red guard. The carport includes a 9 x 6 storage area. This home is move-in ready. Surveillance cameras on property. No seller/creative financing available for this property.
Listing is courtesy of: NEXTHOME DIAMOND PROPERTIES (321-356-1222)
Listing Agent: Christine Gerardi (321-356-1222)
32905 INDIAN WOODS DR, LEESBURG, FL 34788
$365,00025 Days on yellowkey MLS ID: O6406190
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1965 Built: 1990Monthly Fee: $39 Tax: $5,268 (2025)Community: Silver Lake ForestSingle Family
Taxes:$5,268
Remarks: One or more photo(s) has been virtually staged. This ranch-style home sits on a secluded 0.49-acre lot in Leesburg, offering three bedrooms, two bathrooms, and a split bedroom floorplan designed for privacy and flexibility. Mature oak trees, creating natural character and established shade. Inside, stainless steel appliances anchor the kitchen, which flows smoothly through sliding glass doors and French doors to outdoor living spaces. The thoughtful interior layout maximizes both communal areas and private retreats, with the split bedroom design ensuring separation between the primary suite and secondary bedrooms. A screened lanai provides a comfortable retreat for morning coffee or evening relaxation, while a screen-enclosed pool with poolside entertaining patio invites year-round gatherings and recreation. The fenced backyard creates a secure outdoor sanctuary where household members and pets can play safely. A covered front porch welcomes you home with classic charm, while a side entry garage and extra-large driveway with additional parking offering practical convenience for multiple vehicles and storage needs. The new roof installed in May 2026 features architectural shingles, protecting your investment with modern durability and enhanced curb appeal. A remote-controlled thermostat adds contemporary efficiency to daily living, allowing you to adjust comfort settings from anywhere in the home or remotely. Proximity to Lake Square Mall shopping means dining, retail, and services are minutes away, making errands and entertainment easily accessible. Whether you need groceries, clothing, or residents dining options, everything is within a short drive. This property combines functional layout, established outdoor features, and genuine bones ready for your vision and personal touches. Seller will look at submitted 5 days after listing date.
Listing is courtesy of: GLORY INTL. REAL ESTATE CO (386-775-7778)
Listing Agent: Patrick D'Agostino (321-467-4555)
1416 ORKNEY DR, LEESBURG, FL 34788
$229,90068 Days on yellowkey MLS ID: O6391542
REDUCED by $5,100 (2.2%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1988 Tax: $3,748 (2025)Community: Scottish Highlands Condo Ph NSingle Family
Taxes:$3,748
Remarks: One or more photo(s) has been virtually staged. Completely updated and move-in ready, this beautifully renovated 3-bedroom, 2-bath home in the sought-after Scottish Highlands 55+ community offers modern finishes and a low-maintenance lifestyle. Recent upgrades include a 2023 permitted roof, 2023 AC, 2023 water heater, new kitchen shaker cabinets, quartz countertops and stainless steel appliances. Luxury vinyl plank flooring and new baseboards throughout. Fresh coat of paint inside and out. New hardware and fixtures. Inside, you’ll find a bright and functional layout designed for everyday living, with refreshed spaces that feel clean, modern, and inviting. Beyond the home, enjoy resort-style living with access to exceptional community amenities, including an indoor Olympic-size pool, outdoor pool, clubhouse, tennis and pickleball courts, RV/boat storage, and golf cart-friendly streets—all supporting an active and social lifestyle. Conveniently located near shopping, dining, and medical facilities, this home offers the perfect combination of updates, comfort, and community. Schedule your showing today!
Listing is courtesy of: LEERDAM PROPERTIES INC. (407-740-0993)
Listing Agent: Philip Shaw (407-312-7366)
947 BELLE OAK DR, LEESBURG, FL 34748
$349,900236 Days on yellowkey MLS ID: O6350965
INCREASED by $10,000 (2.9%) on 05/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1990 Built: 2025 Tax: $161 (2024)Community: Arbors Of Lake HarrisSingle Family
Taxes:$161
Remarks: Come see this brand new home in the Arbors of Lake Harris Neighborhood that combines modern living with the beauty of nature and the ability to keep your boat in the water, within steps of your home. Located down the street from a private neightborhood dock on Lake Harris. Seller will pay for the first year in full for Dock fees. Enjoy the luxury of launching your boat and taking your friends and family to lunch at one of the many restaurants available on the Chain of Lakes. This 4 bed 3 bath home is fully upgraded with 42' cabinets, Stainless Steel appliances, quartz countertops throughout the kitchen and baths, as well as exquisite Mosaics in the backsplash and Custom Bathrooms. While the split bedroom plan offers privacy, its open concept also gives plenty of room for entertaining guests. Enjoy nature walks, fishing, or the stunning sunrises and sunsets at the Community dock on Lake Harris.
Listing is courtesy of: EPIC REAL ESTATE ADVISORS LLC (407-495-3672)
Listing Agent: Julian Torres, Jr (407-361-7546)
26245 NEWCOMBE CIR, LEESBURG, FL 34748
$285,00049 Days on yellowkey MLS ID: O6398567
REDUCED by $10,000 (3.4%) on 05/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2377 Built: 1994Monthly Fee: $135 Tax: $2,496 (2025)Community: Highland Lakes Phase 1-BSingle Family
Taxes:$2,496
Remarks: One or more photo(s) has been virtually staged. Welcome to this spacious 3-bedroom, 2.5-bath home located in the highly sought-after gated 55+ community of Highland Lakes! Offering a well-designed layout with multiple living spaces, this home features a formal living room, separate dining area, and an inviting Florida room—perfect for relaxing or entertaining year-round. The primary suite serves as a private retreat with a walk-in closet, dual vanities, a large soaking tub, and a separate walk-in shower. One of the additional bedrooms also includes a walk-in closet, providing ample storage for guests or hobbies. Recent updates include a newer roof (2023), providing added value and peace of mind. Enjoy the lifestyle Highland Lakes is known for, with resort-style amenities including a clubhouse with indoor and outdoor pools, tennis and pickleball courts, shuffleboard, bocce ball, a softball field, fitness center, hobby and craft rooms, nature trails, and even a woodworking shop. The community also offers RV and boat storage, a golf driving range, and access to seven scenic lakes. Experience low-maintenance living in a vibrant, amenity-rich community—schedule your private showing today!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
4936 SAWGRASS LAKE CIR, LEESBURG, FL 34748
$263,50041 Days on yellowkey MLS ID: G5111335
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1784 Built: 2000Monthly Fee: $180 Tax: $2,309 (2025)Community: Plantation At Leesburg Sawgrass VillageSpa: NoSingle Family
Taxes:$2,309
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained one-owner home in the highly sought-after gated community of Plantation at Leesburg! Offering 3 bedrooms, 2 bathrooms, and 1,784 square feet of living space, this home has been exceptionally cared for and is move-in ready. A major highlight is the rare and highly desirable 2-car garage PLUS golf cart garage, perfect for enjoying the active lifestyle this community offers. The home also features a 2017 roof, providing added peace of mind. Inside, you’ll find a spacious and functional layout with generously sized rooms. The large primary suite includes a walk-in closet and an oversized en-suite bathroom with dual vanities, a soaking tub, and a separate shower. Having three bedrooms offers flexibility and can easily serve as a home office or den. Step outside to the screened lanai—an ideal space to enjoy your morning coffee or relax during Florida’s beautiful evenings. Location is key, and this home is just a short distance to one of the community’s resort-style amenity centers, featuring a pool, hot tubs, clubhouse, and pickleball courts. Plantation at Leesburg offers an incredible lifestyle with two golf courses, multiple pools and fitness centers, clubhouses, and a wide variety of activities. With its prime location, excellent condition, and standout features, this home is a fantastic opportunity in one of Central Florida’s premier active communities. Don’t miss your chance to make it yours!
Listing Agent: Richard Gullian Llc (352-223-7713)
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