Location: Leesburg
Do Not Show Listings
4504 SHENANDOAH RIVER TRL, LEESBURG, FL 34748
$316,00049 Days on yellowkey MLS ID: G5108757
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 2020Monthly Fee: $126 Tax: $1,893 (2025)Community: Arlington RidgeSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,893
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: QUICK CLOSING POSSIBLE! Welcome to a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, guard-gated, active-adult golf communities, this beautiful, Low-maintenance 2 bedroom 2 bath w/Flex room and 2 car garage w/Heavy Duty Block & Stucco construction built in 2020 is priced to sell. Home has luxury vinyl plank flooring throughout the entire home home with tile in wet-rooms (NO CARPETS) The home delivers the comfort, quality, and freedom you’ve been dreaming of all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. Step inside open-concept home and feel the spacious flow of the 27x16 great room with high ceiling to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with plenty of cabinets, granite counters, closet pantry, stainless steel fridge and gas range , (THEY STAY WITH THE HOME) , 4-seat bar-top island that’s made for morning coffee and good conversation. The split-bedroom layout offers privacy for you and your guests, while the owner’s suite with ensuite bath w/ walk-in shower, private toilet and walk-in closet. The split bedroom floor plan provides the privacy you need guest bath has a $20,000 upgrade with jacuzzi jets & recirculating heater deep walk-in tub for a spa-like experience, Step out on to your 24x9 covered & screened lanai and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita, the indoor laundry room has cabinets and a folding area (WASHER & DRYER STAY) With its energy efficient foam-filled insulated block and stucco construction, high elevation, and substantial insurance savings for wind and flood protection, this home offers strength and serenity in equal measure. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $126/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Steven Simpkins (352-425-4860)
1145 MEADOWBEND DR, LEESBURG, FL 34748
$299,90076 Days on yellowkey MLS ID: G5107425
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)
27217 RACQUET CIR, LEESBURG, FL 34748
$244,90036 Days on yellowkey MLS ID: G5108891
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1756 Built: 1995Monthly Fee: $135 Tax: $2,206 (2025)Community: Highland Lakes Ph 03 Tr A-GSingle Family
Taxes:$2,206
Remarks: Ready for new owners | 3-bedroom 2 full bath single family home located in the sought after gated community of Highland Lakes. FRESHLY PAINTED INTERIOR just completed April 2026 (NEW listing photos coming!)Covered, screen enclosed front entry leads to tiled foyer with coat closet | NO CARPET | Tile and laminate flooring throughout | Living and dining combination | eat-in kitchen boasts CORIAN countertops, breakfast bar, electric range (2024), and all appliances | an additional room located off the kitchen could be used as a family room/Bonus Room/Study or Den and has direct access to/from the Primary bedroom | Sunroom/Florida Room off the rear of home | PLANTATION SHUTTERS | UPDATED guest bath features tall vanity, shoer and tub combination and linen closet | inside laundry room complete with washer and dryer | ROOF 2022 | Water heater 2012 | UPDATED electrical panel (2022). Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sara Sutherland (407-341-6328)
26648 EVERT ST, LEESBURG, FL 34748
$280,0001 Day on yellowkey MLS ID: G5108339
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1985 Built: 1991Monthly Fee: $135 Tax: $2,110 (2025)Community: Highland LakesSingle Family
Taxes:$2,110
Remarks: Experience the ultimate in relaxed Florida living with this updated 1,985-sf 3-bedroom, 2-bathroom residence located in south Leesburg's 55+ Highland Lakes. Situated on a PREMIUM LOT CLOSE TO THE CLUBHOUSE with a TRANQUIL WATER VIEW and NO REAR NEIGHBORS, this home offers a competitive advantage in LOCATION & PRIVACY. The heart of the home features a circular flow designed for high-energy hosting and seamless transitions between the kitchen and living areas. Newly installed flooring and complementary, modern fixtures highlight beautiful spaces with lots of natural light. Retreat to your water-view bonus sunroom, craft room, or home office—a quiet sanctuary for watching resident cranes. The property includes a garage equipped with a TESLA CHARGER (adapter-compatible), extra storage shelving on wheels, a retractable screen door, and pegboard walls for maximum utility; a kitchen reverse osmosis filtration system; whole-home water softener; laundry suite with storage and utility sink; and sturdy grab bars in both bathrooms, providing a reliable foundation for long-term security. Beyond your door, you aren’t just buying a home—you are becoming part of a vibrant community offering numerous amenities and activities. As well, the historic charm of Downtown Leesburg is just minutes away! Main Street features a backdrop of historical architecture, boutique shops, and various dining options. Boaters and anglers will appreciate the proximity to Lake Harris, the crown jewel of the Chain of Lakes. Whether you're seeking a quiet morning on the water or a high-speed adventure, convenient access is yours, with ON-SITE BOAT STORAGE included in your HOA fees! And for those who love a bold atmosphere, you are perfectly positioned for the annual Leesburg Bikefest—the world’s largest 3-day motorcycle and music event that transforms Main Street into an unforgettable hub of excitement every April. Enjoy the strategic benefit of being a short drive from The Villages' newest Eastport Square and the rustic charm of Brownwood Paddock Square, with rapid access to Florida’s Turnpike for effortless travel. This is the updated, HIGH-VALUE OPPORTUNITY you’ve been waiting for. Secure your future at Highland Lakes today. HVAC (2010), ROOF (2020), MICROWAVE (2025), NEW DISPOSAL/LAMINATE/CARPET/FIXTURES (MAR 2026) *** Requesting highest and best offers—and no escalation clauses—by SUBMISSION DEADLINE TUES 4/28 @ 12p. To ensure all interested parties have a chance to visit in person, 4 public viewing opportunities will be scheduled. As well, you may contact me, or ask your agent, to schedule a PRIVATE SHOWING. Seller reserves the right to accept a compelling offer before the deadline, and also to decline all offers. Every offer will receive the courtesy of a response.
Listing is courtesy of: RE/MAX PREMIER REALTY LADY LK (352-753-2029)
Listing Agent: Jessica Tison (352-431-8437)
2011 EDGEWOOD AVE, LEESBURG, FL 34748
$310,00073 Days on yellowkey MLS ID: G5107666
REDUCED by $7,400 (2.3%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1417 Built: 2026 Tax: $525 (2025)Community: Hollywood HeightsSingle Family
Taxes:$525
Remarks: New Construction! This brand-new home was just completed and is ready for you to call HOME! Located in the heart of Leesburg, this beautiful home features a popular sought-after open floor plan with modern finishes — and it’s just a short walk to all local schools and minutes from the growing downtown area filled with shops, dining, and entertainment. Step inside to discover an inviting open-concept layout with vaulted ceilings that create a bright, spacious feel. The stylish kitchen features quartz countertops, premium appliances, and a seamless flow into the main living area — perfect for entertaining family and friends. With three comfortable bedrooms and two bathrooms, there’s room for everyone. The private master suite offers dual quartz-topped sinks and a glass-enclosed shower, creating a relaxing retreat. Enjoy a spacious backyard and a screened-in front porch... perfect for relaxing evenings! You will love the peace of mind that comes with a builder’s warranty and the excitement of owning a brand-new home built for modern living. Don’t miss this opportunity to make this quality-built home by a local, custom home builder.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Lena Williams (352-435-4663)
2008 HOLLYWOOD, LEESBURG, FL 34748
$305,000175 Days on yellowkey MLS ID: G5103622
REDUCED by $7,400 (2.4%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1417 Built: 2025 Tax: $520 (2024)Community: Hollywood HeightsSingle Family
Taxes:$520
Tax Year: 2024
Remarks: Brand New and ready for you to call HOME! Located in the heart of Leesburg, this beautiful home features a popular sought-after open floor plan with modern finishes — and it’s just a short walk to all local schools and minutes from the growing downtown area filled with shops, dining, and entertainment. Step inside to discover an inviting open-concept layout with vaulted ceilings that create a bright, spacious feel. The stylish kitchen features quartz countertops, premium appliances, and a seamless flow into the main living area — perfect for entertaining family and friends. With three comfortable bedrooms and two bathrooms, there’s room for everyone. The private master suite offers dual quartz-topped sinks and a glass-enclosed shower, creating a relaxing retreat. Enjoy the peace of mind that comes with a builder’s warranty and the excitement of owning a brand-new home built for modern living. Don’t miss this opportunity to make this quality-built home by a local, custom home builder.
26903 HONEYMOON AVE, LEESBURG, FL 34748
$299,90037 Days on yellowkey MLS ID: G5109408
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2005Monthly Fee: $265 Tax: $1,835 (2025)Community: Legacy LeesburgSingle Family
Taxes:$1,835
Remarks: One or more photo(s) has been virtually staged. *** NEW ROOF 4/2026 *** NEW WATER HEATER 4/2026 *** PAID-OFF SOLAR with battery backup means extremely LOW ELECTRIC BILLS in this beautifully maintained home located in the GATED 55+ community of Legacy of Leesburg.*** Welcome to 26903 HONEYMOON AVE. This beautifully maintained 3-BEDROOM, 2-BATH home in the GATED 55+ community of Legacy of Leesburg, one of Central Florida’s most sought-after ACTIVE ADULT neighborhoods. Offering approximately 1,526 square feet, this well-designed home delivers comfort, efficiency, and several valuable UPGRADES. A standout feature is the fully PAID OFF SOLAR system with BATTERY BACKUP, helping reduce electric costs while providing added peace of mind during power outages. The GARAGE floor and DRIVEWAY have been professionally EPOXIED, creating a clean, durable, high-end finish that elevates both function and CURB APPEAL. Inside, the home offers a popular SPLIT BEDROOM FLOOR PLAN with SPACIOUS LIVING and DINING areas ideal for everyday living or entertaining. The primary suite features DUAL VANITIES and a walk-in ROMAN STYLE SHOWER, while the main living area flows comfortably toward the LANAI, providing a RELAXING indoor-outdoor feel. Located in the RESORT STYLE 55+ community of Legacy of Leesburg, known for its MILES of SCENIC WALKING and BIKING TRAILS winding through over 275 ACRES of CONSERVATION LAND, plus a PRIVATE RIVERFRONT PARK. AMENITIES include a RESORT STYLE HEATED POOL, TENNIS, PICKLEBALL, BOCCE, SHUFFLEBOARD, SOFTBALL, HORSESHOES, and a CLUBHOUSE with BALLROOM, GAME ROOMS, BILLIARDS, LIBRARY, FITNESS, and ARTS & CRAFTS studios. On-site RV and BOAT STORAGE available. The affordable HOA INCLUDES LAWN CARE, CABLE, and INTERNET. Conveniently located near SHOPPING, DINING, MEDICAL facilities, and major highways, this home offers the perfect combination of ENERGY EFFICIENCY, quality UPGRADES, and the ACTIVE FLORIDA LIFESTYLE that Legacy of Leesburg is known for.
Listing is courtesy of: COOPER HOMEFRONT REALTY (352-874-5764)
Listing Agent: Joe Cooper (352-874-5764)
20642 PRINCE RANIER PL, LEESBURG, FL 34748
$285,000144 Days on yellowkey MLS ID: G5104149
REDUCED by $14,000 (4.7%) on 04/16/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1592 Built: 2005Monthly Fee: $229 Tax: $923 (2024)Community: Royal Hlnds Ph 2-BSingle Family
Taxes:$923
Remarks: One or more photo(s) has been virtually staged. Looking for a DOUBLE MASTER or an IN-LAW SPACE with PRIVACY & CONVENIENCE? DOUBLE THE PLEASURE with two refrigerators, two microwaves w/convection, two dishwashers, two garbage disposals and nearly 1600 square feet of under heat & air living! How does this fancy you? A home with updated appliances, sinks, faucets, automatic roll-up garage screen, Plantation Shutters, Generac, Water Softener, 2021 ROOF, 2022 HVAC, and 2021 Water Heater! All the details have been taken care of for YOU! The Kitchens have granite counters, Stainless Steel appliances, pantry, 1 with a gas range with additional electric hook-ups, as well as eating & prep space. The other Kitchen is all electric. The primary bath has granite counters, new glassed shower, grout & tile floor, dual vanity, and an updated shower head. 2nd bath has tub with shower, single sink & granite counter. Additionally, the home has a screened lanai with views of the pastureland, pavers, lovely landscaping, an open patio, irrigation, and rain gutters. Want more? Ok! Ring cameras, two TV's, washer & dryer - ALL CONVEY! You'll love this unique home, situated on a quiet culdesac in the soughtafter 55+ gated, golf community of Royal Highlands. Centrally located in Lake County, near MCO, Disney, historic districts, shopping, restaurants, medical facilities and entertainment. The low monthly HOA includes Xfinity cable and highspeed internet! Two pools, courts, clubs, driving range, billiards, and crafts available for all Royal Highlands residents. This home and it's community have so much to offer YOU including an on-campus restaurant, softball field, Great Hall with theater stage & dance floor, fitness center, and library! Don't delay! Call for your tour today!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Tonya Tibbetts (207-595-1414)
62 WESTWOOD DR, LEESBURG, FL 34748
$212,00030 Days on yellowkey MLS ID: G5109728
1 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 1997Monthly Fee: $265 Tax: $1,363 (2025)Community: Pennbrooke Ph 01F Tr A-D & StreetsSingle Family
Taxes:$1,363
Remarks: Under contract-accepting backup offers. Discover a sanctuary of comfort and refined living in this beautifully maintained residence within the premier 55+ gated community of Pennbrooke Fairways. This home offers a balance of privacy and sophistication, bathed in natural light filtered through premium plantation shutters and unified by elegant crown molding. The kitchen serves as a bright and functional hub, featuring granite countertops, stainless steel appliances, and a breakfast bar. The private quarters are designed as tranquil retreats, headlined by a spacious primary suite featuring an oversized walk-in closet. The en-suite master bathroom boasts a glass-enclosed walk-in shower and a contemporary double vessel sink vanity. The secondary room offers flexible space for a home office, library, or guest accommodations. Thoughtful practicality is woven throughout the home, from the screened-in entryway and screened-in garage, to the strategically placed solar tubes. The living experience extends gracefully to the outdoors, where an enclosed lanai provides a protected space to enjoy the sun in total comfort. The open patio offers the perfect space for outdoor grilling and entertaining. Upgrades include: Water Heater (2026), A/C (2019), Roof (2016). Every detail of this property-from the consistent, carpet-free flooring to the thoughtful upgrades-has been curated to support a low-maintenance and worry-free lifestyle. This home offers a rare opportunity to enjoy a residence that is as functional as it is beautiful, providing a serene environment in a move-in-ready package. HOA/COMMUNITY: Pennbrooke Fairways is a 55+ community located in Leesburg, Florida, that offers an unparalleled array of amenities: a fitness center, community pool, golf, RV and boat storage, pickleball courts, and so much more! Pennbrooke Fairways is just minutes from shopping, dining, entertainment, and The Villages! Enjoy nearby access to I-75 and Florida's Turnpike, for easy travel to theme parks, beaches, and major airports! Call to schedule your tour today!
Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)
Listing Agent: Missy Conway (352-804-9356)
1404 REGENCY CT, LEESBURG, FL 34748
$674,90052 Days on yellowkey MLS ID: G5108641
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1900 Built: 1983Monthly Fee: $50 Tax: $170 (2025)Community: Acreage & UnrecSingle Family
Taxes:$170
Elementary School: Beverly Shores Elem
High School: Leesburg High
Middle School: Carver Middle
Remarks: Welcome home to this stunning three-bedroom, two-bath retreat on the shores of Lake Griffin, part of the coveted Chain of Lakes. From the moment you arrive, the charming brick front and curb appeal set the tone for what's inside. Step into an open, light-filled living space featuring rich engineered hardwood floors and breathtaking lake views that instantly steal the showl The heart of the home is the gourmet kitchen, anchored by an impressive 14-foot granite countertop-perfect for entertaining, casual meals, or gathering with friends and family. Premium black stainless steel appliances, including Sub-Zero refrigerator, elevate both style and performance. The indoor laundry room and oversized garage add everyday convenience, while the tankless hot water heater ensures endless comfort. Unwind on the screened-in lanai as you take in serene water views and unforgettable sunsets. NEW tankless hot water tank & New A/C unit. The property also includes a deeded dock, offering direct access to boating, fishing, and lake life right from your backyard. This is more than a home-it's a lifestyle! If you've been dreaming of waterfront living with high-end finishes and effortless Florida Charm, you just found it!
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: Marty Goff (407-718-5451)
6501 BORG ST, LEESBURG, FL 34748
$319,90027 Days on yellowkey MLS ID: G5108707
REDUCED by $10,000 (3.0%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2260 Built: 1999Monthly Fee: $135 Tax: $3,252 (2025)Community: Highland Lakes Ph 03 Tr A-GSingle Family
Taxes:$3,252
Remarks: Spacious beautiful 3 bedrooms / 2 baths home (2260 Sq/Ft) offering rare privacy with no rear neighbors, situated on a premium street in a premium community. This property features elegant porcelain tile flooring, plantation shutters, and multiple skylights that fill the home with natural light. The open floor plan includes formal living and dining areas, perfect for gatherings. The Florida room is finished with ceramic tile, providing an inviting space to relax year-round. The spacious master bedroom includes a generous walk-in closet, and the master bathroom is equipped with a safe-step walk-in tub for added comfort and convenience as well as a separate large shower. An extended 25x25 garage with pull-down attic stairs offers excellent storage and workspace. The exterior is beautifully landscaped with flowering plants and shrubs, enhancing the home’s curb appeal. Enjoy the expansive screened-in lanai overlooking a serene, private backyard—an ideal setting for entertaining or unwinding. With just a few finishing touches, this beautiful home in a secluded neighborhood is ready to shine, complete with a thriving garden space. New roof installed in 2022. Home includes a water softener and new stainless-steel appliances, featuring an induction range and a second refrigerator in the garage. A brand-new on-demand gas water heater—valued at $2,000 and ready for installation—is also included in the sale. Enjoy an active, vibrant retirement with endless amenities at your fingertips in this financially sound community designed for those who want to stay engaged, energized, and connected. This community offers an impressive array of amenities designed for an active, social, and engaging lifestyle. Residents enjoy a multi-use arena, indoor and outdoor pools, tennis and pickleball courts, shuffleboard, bocce, horseshoes, walking trails and a full calendar of clubs and social activities. Convenience is built in, with medical offices located near the community entrance and everyday shopping just about a mile away. Free RV and boat storage is an added bonus. The beautiful clubhouse features a well-appointed library, billiard room, craft room, card rooms, a fitness center, and a large arena complete with a walking track. The arena hosts numerous events throughout the year, including dinners, concerts, and community gatherings. Whether you prefer indoor or outdoor recreation, you’ll find plenty to enjoy—swimming, indoor and outdoor pickleball, tennis, horseshoes, shuffleboard, bocce, and even softball. A fully equipped craftsman shop is also available for hobbyists and DIY enthusiasts.
Listing is courtesy of: ROBERT SLACK LLC (352-229-1187)
Listing Agent: Sid Benachenhou (352-552-8500)
721 1/2 PARK DR, LEESBURG, FL 34748
$125,00017 Days on yellowkey MLS ID: G5109577
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 600 Built: 1944 Tax: $1,721 (2025)Community: Leesburg DarwindaleSingle Family
Taxes:$1,721
Remarks: Charming turnkey loft-style studio offers incredible opportunity. This unique property features a two-car garage with a 600 sq. ft. furnished living space above—perfect for a primary residence, seasonal retreat, or income-producing rental. The open-concept seamless layout features a beautifully updated kitchen with granite countertops, updated appliances, and space saving banquette seating. Hardwood flooring throughout the main living space and ceramic tile in the kitchen add both warmth and durability. Recent upgrades include a DECORATIVE METAL ROOF designed to mimic tile (2022) and an HVAC SYSTEM (2024). One of the most exciting features of this property is its future potential. The existing two-car garage below presents a prime opportunity to expand the living space—ideal for creating a full two-story residence or additional income-producing square footage. Located in the heart of Central Florida, Leesburg is known for its vibrant downtown scene, hosting nationally recognized events like Leesburg Bikefest along with popular classic car shows that bring energy and excitement to the area year-round. Enjoy close proximity to Venetian Gardens on the Harris Chain of Lakes - this home offers easy access to waterfront walking paths, nearby dining at Ski Beach with beautiful lake views, and the vibrant charm of downtown Leesburg - just a short drive to Orlando International Airport, The Villages, and both Florida coasts for easy day trips. Whether you're looking for an affordable home, a smart investment, or a property with room to grow—this one checks all the boxes.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kelly Monroe (352-901-0494)
5510 CELEBRATION WAY, LEESBURG, FL 34748
$376,000127 Days on yellowkey MLS ID: G5105328
REDUCED by $10,500 (2.7%) on 04/16/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 2007Monthly Fee: $298 Tax: $2,666 (2025)Community: Legacy Of LeesburgSpa: YesSingle Family
Taxes:$2,666
Remarks: Discover this beautiful casita-style home located on a corner lot, with 3-bedrooms 3-baths offering 2,044 sq. ft. of bright, open living space along with a private guest house—perfect for visitors, hobbies, or a peaceful personal retreat. Ideally This home welcomes you with comfort, charm, and exceptional curb appeal. New Rood 2021, AC 2019. Step through the entrance into a serene, spacious courtyard featuring a soothing spa—your own quiet escape. From here, enter the inviting living room where an open, airy floor plan unfolds, enhanced by tile and luxury vinyl flooring throughout for a clean, cohesive, and low-maintenance style. The formal dining room is perfect for gatherings, while the kitchen offers stainless steel appliances, Quartz countertops, a breakfast bar, and a cozy dinette. A large picture window in the dinette overlooks the courtyard, filling the space with natural light. Nearby, a convenient laundry room with extra cabinetry leads directly to the garage. The main bedroom offers a calming retreat with a generous walk-in closet. The main bathroom provides a spa-like feel with a walk-in shower, double vanities, and a built-in cabinet chest for added storage and seating. The second bedroom features tiled flooring and sits next to a full tub/shower bathroom—ideal for guests. Just off the living room is a versatile office or craft room complete with a bay window and tile flooring. The third bedroom, located within the courtyard as a private casita, is perfect for an in-law suite or guest hideaway. It features a spacious sleeping area, walk-in closet, and full tub/shower bathroom. Each bedroom in this home enjoys its own private outdoor retreat into the courtyard creating peaceful nooks to relax and unwind, with the spa nearby adding to the tranquil atmosphere. This exceptional home combines flexible living, beautiful finishes, and a resort-like ambiance, making it a perfect blend of elegance, comfort, and relaxation. The Legacy of Leesburg community enhances the lifestyle further with a wealth of amenities, including a sparkling pool, tennis courts, shuffleboard, an exercise room, meeting space for neighborhood gatherings, a Bocce Ball court, a baseball field, and a variety of engaging clubs such as the Veterans Club, Quilt Club, GFWC Woman’s Club, and Book Club. Around the community there are 14 scenic nature trails winding around picturesque wildlife and peaceful retention ponds, there's always something to enjoy. Be sure to pick up a Trails and Pond Guide from the HOA office, along with the monthly newsletter, to explore all the exciting happenings in this wonderful community.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Bonnie Valentine Pa (352-530-5685)
333 RANCHWOOD DR, LEESBURG, FL 34748
$344,900Listed 04/16/2026 9:04AM MLS ID: G5110691
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1840 Built: 1996Monthly Fee: $265 Tax: $1,857 (2025)Community: Pennbrooke FairwaysSpa: NoSingle Family
Taxes:$1,857
Remarks: Welcome to this beautiful 3-bedroom, 2-bath pond view pool home located in the desirable Pennbrooke Fairways community. Step inside to discover freshly painted walls, brand-new carpet, and neutral tile flooring, creating a bright and inviting atmosphere. The spacious kitchen offers plenty of room to cook and gather, featuring white cabinetry, a convenient breakfast bar, and a closet pantry for added storage. The primary suite is a relaxing retreat with tile flooring, a walk-in closet, and an ensuite bathroom complete with a jetted tub and separate walk-in shower. The second bedroom is generously sized and filled with natural light, while the third bedroom offers flexibility as a guest room, office, or hobby space. An indoor laundry room with a utility sink provides additional storage and functionality. The roof and HVAC were replaced in 2017, while in 2019 the water heater was replaced and solar panels were installed. Also, the home has newer glass sliding doors to the lanai. The low monthly HOA fee of $265 includes lawn care, high-speed internet, cable, and access to an impressive array of amenities. Pennbrooke Fairways is a gated golf community featuring 27 holes of golf, a pro shop, and an on-site restaurant. Residents also enjoy two recreation centers, swimming pools, a fitness center, and a variety of outdoor activities including shuffleboard, pickleball, tennis, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining, and just 6 miles east of The Villages’ Brownwood Paddock Square, this home truly has it all.
Listing is courtesy of: CENTURY 21 ALTON CLARK (352-728-2121)
Listing Agent: Regina Rodriguez (352-269-0450)
25845 GLEN EAGLE DR, LEESBURG, FL 34748
$325,0008 Days on yellowkey MLS ID: G5110201
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2047 Built: 1997Monthly Fee: $180 Tax: $2,109 (2025)Community: Plantation At Leesburg Oak Tree VillageSingle Family
Taxes:$2,109
Remarks: “LOCATION LOCATION LOCATION NO CDD's! Far from the noise of traffic rests this charming home nestled across Glen Eagle behind hole 3 of the Otto Creek Par 72 course. The story of this home is recounted in a photo album as the original owners have lovingly built it from the ground up. From start to finish PRIDE OF OWNERSHIP MAKES THIS HOME SPECIAL from nail #1 of back when, throughout the years, to the continuous, fastidious maintaining of today. In its situation, this home boasts NO REAR OR FRONT NEIGHBORS. Note the newly refreshed landscaping; gutters and private screened entrance. Even the sprinkler system has been overhauled complete with a new timer (2023/24). NEW ROOF IN 2025. NEW 50 GALLON WATER HEATER IN 2025! New/er appliances include: AC in 2020; Bosch dishwasher in 2021 (5 year warranty); LG refrigerator in 2025 (5 year warranty); Whirlpool stove in 2022 (5 year warranty); washer/dryer in 2022; garbage disposal in 2023. WDO BOND has been maintained with Florida Pest Control and will be transferred to the new owner. When you enter, you will be confronted by warm ambiance graced with VAULTED CEILINGS of the large Great Room and Dining Combination which foreshadowed the OPEN PLAN that has come in vogue today. Beyond this space, venture into the spacious OFFICE/DEN which makes the LIVING SPACE SO MUCH BIGGER. Journey through the FRENCH DOOR onto the WOODEN DECK/GAZEBO – listen to the hush of the private rear garden. FEEL RIGHT AT HOME in the Kitchen and in the BREAKFAST NOOK, look through the bay window to see how your garden is growing and bask in the gleaming southwest sun. Notice the continuation of the VAULTED ceilings, the 18” tile floors, the beveled countertops and the solid wood cabinets. Continue your tour into the roomy PRIMARY SUITE which offers TWO WALK-IN CLOSETS. This private suite includes a RENOVATED ENSUITE complete with GROUT FREE SHOWER; BENCH SEAT; COMFORT HEIGHT TOILET which can be accessed through a WIDENED PRIVY DOOR; A DRESSING AREA (converted from a garden tub – don’t worry the plumbing is still there); and DIVIDED, RAISED VANITIES. You will enjoy the SPLIT PLAN privacy of MONTEGO model floor plan. Bedroom 2 and 3 are very spacious. and bedroom 3 is larger and features a DOUBLE DOOR ENTRY (take a look at the floorplan included in the attachments). Bathroom 2 has a new vanity, comfort height toilet, and GROUT FREE tub/shower for easy breeeezzy maintenance. These owners were proud to build this home and had added $$$$$ of upgrades from the builder. Since then this home has been well maintained in every area including THE FRESHLY TREATED FLOORING IN THE OVERSIZED GARAGE. Plantation is a 55+ community with 24-hour guard gate; two 18-hole golf courses, restaurant, 3 activity centers EACH with pools, fitness facilities, tennis and pickle courts, catch and release fishing, bocce and offers many events and clubs that will keep you very active. MAKE THIS BELOVED HOME YOUR BEST LOVED FOREVER HOME!
Listing is courtesy of: DANA REALTY GROUP, LLC (352-432-2053)
Listing Agent: Linda Killoran (352-432-2053)
25339 CRESTWATER DR, LEESBURG, FL 34748
$296,900359 Days on yellowkey MLS ID: G5096143
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1765 Built: 2000Monthly Fee: $165 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)
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
4712 ST ANDREWS ARC, LEESBURG, FL 34748
$248,00087 Days on yellowkey MLS ID: G5106632
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1615 Built: 2000Monthly Fee: $229 Tax: $1,365 (2025)Community: Royal Highlands Ph 01DSingle Family
Taxes:$1,365
Remarks: One or more photo(s) has been virtually staged. BRAND NEW WASHER AND DRYER • NEW WATER HEATER at closing • NEW STAINLESS STEEL APPLIANCES • FLORIDA ROOM • ENCLOSED LANAI • Welcome to this charming Expanded Opal model in the desirable 55+ golf community of Royal Highlands! This lovely 3-bedroom, 2-bath home offers 1,615 sq ft of comfortable living with an inviting brick and vinyl exterior and well-maintained landscaping. Step inside to tile floors that flow from the entry to the kitchen, featuring new stainless steel appliances, laminate counters, ample cabinetry, a breakfast bar, and a cozy nook framed by a beautiful bow window. The living and dining areas are carpeted and open through French doors into the Florida room, then out to a screened lanai with vinyl windows- perfect for relaxing or entertaining. The spacious primary suite is a true retreat featuring a walk-in closet, ceiling fan, and an ensuite bath with dual sinks, tile floors, and a walk-in shower. Two additional bedrooms offer carpet, ceiling fans, and built-in closets. The guest bathroom features dual sinks and a tub/shower combination. Additional features include a laundry room, a 2-car garage with a screen, and a conveying freezer. Roof 2017; HVAC 2014. Enjoy resort-style living with two pools, a fitness center, courts, clubs, and easy access to the Turnpike, I-75, and MCO Airport! Schedule your private showing today and experience the best of Florida living!
Listing Agent: Tamara Nelson-Mcdonald (352-340-2202)
2419 W MAIN ST, LEESBURG, FL 34748
$199,900178 Days on yellowkey MLS ID: G5103554
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1946 Tax: $1,251 (2024)Community: Leesburg Indian OaksSingle Family
Taxes:$1,251
Remarks: Come take a look at this flexible opportunity to own either a single family home with a mother in law quarters / attached rental, duplex, or even a professional office with a rental apartment in the rear! This home was built initially as a single family home, but has been partitioned to be a 2/1 up front and a studio apartment in the rear. Its location as a corner lot directly on Main Street, just moments away from the New WAWA, adjacent to a professional plaza, moments to Brownwood and Downtown Leesburg, position it perfectly for an income property as professional space or multi-family. The home boasts a brand new roof (2025) and new water heater. The lot is 1/4 acre with detached storage and a carport. Current zoning is residential, but it is surrounded by residential / professional and could be easily transitioned with the City of Leesburg.
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Alex Vonhartman (352-326-2662)
27118 ROANOKE DR, LEESBURG, FL 34748
$379,90016 Days on yellowkey MLS ID: G5110376
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1713 Built: 2016Monthly Fee: $126 Tax: $5,461 (2025)Community: Leesburg Arlington Ridge Ph 02Single Family
Taxes:$5,461
Remarks: Your next chapter starts here—inside this beautifully upgraded home in Arlington Ridge’s premier 55+ community. This beauty features 3-bedrooms, 2-bathrooms and was built in 2016 with quality upgrades throughout, including granite countertops in the kitchen and stylish quartz in both bathrooms. Tile flooring in all wet areas pairs perfectly with upgraded laminate flooring that extends through the main living spaces. The split-bedroom floor plan offers added privacy, with the primary suite set apart from the guest rooms. The open living area is designed for both comfort and entertaining, highlighted by sliding glass doors that fully open to create a seamless indoor-outdoor flow. Enjoy the spacious screened-in lanai with painted flooring—ideal for relaxing or hosting gatherings. Bonus: The home can be sold partially furnished and includes a Par-Car golf cart (battery only one year old) with a full-price offer, making your move even easier. Living in Arlington Ridge means enjoying a true resort-style lifestyle, featuring an 18-hole championship golf course, resort-style pool and spa, fitness center, tennis and pickleball courts, on-site movie theater, and a lively clubhouse with dining, events, and social activities. This gated community is conveniently located near shopping, dining, medical facilities, and major roadways. Enjoy low-maintenance living with high-end comfort in one of Leesburg’s most popular active adult communities—schedule your private showing today! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent. Check out the Virtual Tour!
Listing is courtesy of: HARRISON REAL PROPERTY GROUP (407-741-3547)
Listing Agent: Wendy Smith (352-255-4816)
5338 TIGERS TAIL, LEESBURG, FL 34748
$230,0001 Day on yellowkey MLS ID: G5111041
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 1999Monthly Fee: $165 Tax: $2,082 (2024)Community: Plantation At LeesburgSingle Family
Taxes:$2,082
Remarks: Assumable 2.5% loan! This delightful home in Plantation at Leesburg is one of the most sought-after properties in the community. Nestled on a quiet cul-de-sac with a private backyard, it offers a perfect mix of peaceful living and convenience. Enjoy outdoor living with a screened patio in the backyard, ideal for family gatherings, and no rear neighbor setting overlooking the water. These 2 bedrooms and 2 bathrooms home boast a split floor plan. Roof, Air Conditioner and Hot water heater replaced in 2021. Laminate flooring throughout the whole house. The custom Kitchen has Solid Wood Cabinets, Stunning Quartz Countertops and Stainless-Steel Appliances. The Master suite is spacious, and the Master bath is beautiful with quartz Countertop with a large shower and Walk in Closet. This Active 55+ community offers three expansive clubhouses and a delicious on-site restaurant. Enjoy a round of golf on two 18-hole courses, lighted tennis courts, three sparkling pools and Jacuzzis. Fitness enthusiasts will appreciate the world-class fitness centers, as well as volleyball and pickleball courts. With over 100 planned activities each week, there's always something exciting for someone to do!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Joseph Wynkoop (407-496-1673)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.