Location: Leesburg , 34748
Do Not Show Listings
2306 BUTLER ST, LEESBURG, FL 34748
$194,90031 Days on yellowkey MLS ID: G5110106
REDUCED by $10,000 (4.9%) on 04/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1192 Built: 1947 Tax: $2,497 (2025)Community: Leesburg Hillside ManorSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,497
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2025
Middle School: Oak Park Middle
Remarks: Auction Property. Welcome to this charming in-town home nestled on a quiet cul-de-sac in the heart of Leesburg—an incredible opportunity for both homeowners and savvy investors looking for value, flexibility, and location all in one. This cozy yet versatile home offers 2 bedrooms, 1 bathroom, plus a private 1 bedroom, 1 bath in-law suite with its own entrance, giving you the functionality of a 3-bedroom home. The main living area features a light and open living/dining combination, seamlessly connected to a kitchen with bar seating that overlooks the space—perfect for everyday living and entertaining. One of the standout features is the attached in-law/guest suite, complete with a small kitchenette, private bathroom, and screened porch—ideal for extended family, guests, a teenager’s retreat, or even potential rental income. This home is sold AS-IS and needs some repairs. Situated on a generous 0.27-acre lot, the home boasts a large fenced backyard with endless possibilities—whether you're envisioning a garden, outdoor entertaining space, or future improvements. There’s plenty of room to enjoy the Florida lifestyle. Additional highlights include a roof replaced in 2020 and a location that puts you just minutes from shopping, dining, schools, and all the conveniences Leesburg and the Golden Triangle area has. Affordable, flexible, and full of potential—this is the kind of opportunity that doesn’t last long. Schedule your showing today!
Listing is courtesy of: BEACON REAL ESTATE & ASSOC (352-253-9200)
Listing Agent: Al Spry (407-310-3064)
5712 SUMMERBROOKE CT, LEESBURG, FL 34748
$525,0004 Days on yellowkey MLS ID: G5110840
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2961 Built: 2004Monthly Fee: $180 Tax: $5,742 (2025)Community: Plantation At Leesburg Summerbrooke VillageSingle Family
Taxes:$5,742
Remarks: Welcome to waterfront living at its finest in the highly sought-after, gated community of The Plantation at Leesburg. Located in the cul-de-sac enclave of Summerbrooke, this meticulously maintained, beautifully renovated home is tucked near the rear entrance and surrounded by just six other homes—creating a quiet, private setting with a true sense of community. Featuring 3 bedrooms, 2.5 bathrooms, and a spacious Florida room with panoramic pond and conservation views, this home is designed for both everyday comfort and effortless entertaining. Natural light fills the interior, highlighted by soaring ceilings, crown molding, custom fixtures, and a seamless blend of porcelain tile and wood flooring throughout. The thoughtfully designed layout includes two primary suites, with the main suite offering serene water views and a spacious en-suite bath complete with a large walk-in shower and dual vanities. The open kitchen serves as the heart of the home, featuring 42-inch cabinetry, Corian countertops, a center movable island all flowing effortlessly into the dining area with tranquil water views. Additional highlights include extraordinary custom closet systems in all bedrooms, an oversized garage, low-maintenance landscaping, a new roof (2022), AC (2016), and a recently painted interior and exterior. The Florida room creates the perfect setting to relax and take in the peaceful surroundings. Wait until you see the details that truly set this home apart—the current owners’ meticulous attention to detail and pride of ownership shine through in the extraordinary, interchangeable shelving systems featured in each of the exceptional closets, offering both beauty and functionality. This home has truly been the owners’ pride and joy, and their care is evident throughout. While they are heartbroken to leave, it presents a rare opportunity for the next owner. And as an added bonus, you’ll enjoy some of the best neighbors around… one even offers free pickleball lessons! An added benefit: the home offers an assumable VA loan at an attractive 2.75% interest rate for qualified buyers. Residents of The Plantation enjoy a true resort-style lifestyle with access to golf, multiple pools, fitness centers, an on-site restaurant, tennis, pickleball, softball, shuffleboard, and a wide variety of clubs and social activities. This is a rare opportunity to own a fully updated waterfront home in one of Central Florida’s most active and welcoming communities.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tom Mcknight (352-978-2801)
32833 TIMBERWOOD DR, LEESBURG, FL 34748
$294,99944 Days on yellowkey MLS ID: G5109388
REDUCED by $4,001 (1.3%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 1999Monthly Fee: $265 Tax: $3,510 (2024)Community: Pennbrooke FairwaysSingle Family
Taxes:$3,510
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: This beautiful Castle Bay model home is located in Pennbrooke Fairways, a gated 55+ community! This home features 3 bdrs, 2 baths, and a 2 car garage. Step into the spacious open floor plan which offers plenty of room for entertaining. This home is a perfect combination of comfort, style and scenic surroundings of the golf course and pond. No rear neighbors. Flooring through out (no carpet). All furniture and contents will stay. The roof was replaced in 2018, HVAC (2020) and hot water heater 2025. The large kitchen has plenty of counter space, blt in desk and a cozy dinette. The primary bdr has plenty of ample space including an en-suite that has 2 walk-in closets, 2 vanities with their own sinks, garden tub and a separate step in shower. Check out the inside laundry rm that has washer, dryer, several cabinets, a large storage closet, wash sink and a stand alone upright freezer. Enjoy the views of the golf course and pond while relaxing with your favorite drink in the large screened lanai.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)
26035 OAKMOUNT DR, LEESBURG, FL 34748
$285,00046 Days on yellowkey MLS ID: G5109321
REDUCED by $10,000 (3.4%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1837 Built: 1997Monthly Fee: $180 Tax: $2,076 (2025)Community: Plantation/Leesburg Glen EagleSingle Family
Taxes:$2,076
Remarks: Golf Course Frontage Home | 3 Bed / 2 Bath | New Impact Windows | Move-In Ready Beautiful 3-bedroom, 2-bath golf course home offering peaceful views and a well-maintained interior in a desirable golf course community. This move-in ready Florida home sits directly on the course, providing scenic green views, added privacy, and a relaxing outdoor setting. A major recent upgrade includes brand new impact-resistant, double-pane hurricane windows throughout the home, delivering superior storm protection, energy efficiency, and noise reduction. These impact glass windows include a lifetime warranty, offering long-term value and peace of mind for homeowners.The interior features bright, open living spaces with abundant natural light and comfortable flow for everyday living or entertaining. Large windows showcase beautiful golf course views while enhancing the home's airy feel. Step outside and enjoy the quiet surroundings and open green space behind the home—perfect for morning coffee, relaxing evenings, or entertaining guests.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)
Listing Agent: Ryan Heitman (407-497-6888)
25723 BELLE ALLIANCE, LEESBURG, FL 34748
$240,00014 Days on yellowkey MLS ID: G5110891
2 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1667 Built: 1992Monthly Fee: $180 Tax: $2,336 (2025)Community: Plantation At Leesburg Belle GroveSpa: YesSingle Family
Taxes:$2,336
Remarks: Under contract-accepting backup offers. Affordable POOL HOME ON the GOLF COURSE—don’t miss your opportunity to own a slice of Florida living in the sought-after 55+ community of The Plantation at Leesburg! This well-maintained residence offers a thoughtfully designed SPLIT FLOOR PLAN with 1,667 sq ft—perfectly sized for comfortable everyday living and effortless entertaining. Step outside to your PRIVATE RETREAT featuring a lap-size inground SALT WATER POOL and SPA with a AquaiCal POOL HEATER SYSTEM *(2025)* that SYNC's right to your phone—even while you’re away! All of this is set against PEACEFUL GOLF COURSE VIEWS, creating the perfect backdrop for relaxing or hosting guests. Inside, the spacious primary suite easily accommodates king-size furniture and includes an ensuite bath with dual sinks, a walk-in shower (no tub), and a generously sized walk-in closet. The guest bedroom is ideal for visitors, while the third room offers flexible space for a home office, hobby room, or additional guest area. An interior laundry room with washer and dryer included adds everyday convenience. In addition to a two car garage you have extra deep space for storage or WORKSHOP! ***ROOF and GUTTERS 2022 *** AC 2025 ***WATER HEATER 2025**All appliances upgraded with in the last 8 years. Enjoy resort-style living with golf, tennis, pickleball, three clubhouses, pools, fitness centers, and a full calendar of activities. This home delivers the perfect blend of comfort, lifestyle, and value—schedule your private showing today before it’s gone!
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Debra Askew (407-312-0258)
4219 MAGNOLIA AVE, LEESBURG, FL 34748
$538,00053 Days on yellowkey MLS ID: G5109030
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2381 Built: 1984 Tax: $6,499 (2025)Community: N/ASingle Family
Taxes:$6,499
Remarks: PRIVATE OASIS - ON THE WATER!! A home should melt the day’s stress away. This Harris Chain of Lakes, canal front home is designed to do just that. After you close your front door – enjoy a home like no other, as this home was custom built and professionally renovated. The backyard is designed for privacy, quite water views, gardening beds, fire pit area, multiple layered decking. How about a boat dock to go with all this – how about 2 covered boat dock, 1boat lift, running water, electricity and a fish cleaning station. Oh, if entertaining is your thing. This home has an open concept. The chef’s kitchen, with a walk-through pantry and a large island that flows into 2 separate areas of the house. Together they offer 4 sliding patio doors to the backyard oasis. 1 patio door is a 3-door accordion style, that opens all the way up. This set up provides a wonderful indoor-outdoor feel. Do you need a multi-generational home – or a home with an office? This custom Spanish/Mediterranean style home including a 4 bed/ 3 full bath split lay-out. The split Bedroom style includes a set up for an in-law suite, home office or perfect multi-generational living, with its own private entrance. (there is even a U-Haul storage facility across the street for multi-generational storage if needed, mom’s furniture or child’s furniture is so close, but not overfilling your home) The large Master Bedroom, more privacy - with a walk-in closet and spa bath overlooking the water views. LOCATION!! Did we talk LOCATION YET?? This home is not within a populated city, it is located off HWY 27, between Clermont and Leesburg. Right in the middle of everything you want to do in FL. 1.5 hours from both the east and west coast beaches, 1 hour from Orlando and Disney, Universal, and Sea World. Have you ever thought of your backyard water access as a roadway?? You have access to many historic cities which have Farmers Markets, Events, shops, local Restaurants, you won’t find anywhere else. Plus, the Harris Chain of Lakes holds some of the biggest fishing tournaments in FL and actually connects to the ocean through the St John’s River --- ALL of this from your backyard! Reduce your worries - Roof Replaced in 2022, HVAC Replaced 2018, Clean Air UV Light and duct coating added 2024. Well and septic replace 2019, Outdoor filtration, plumbing, irrigation and saltwater tank replaced 2024.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (352-648-0096)
Listing Agent: Trisha Williams (260-205-7197)
518 PALO VERDE DR, LEESBURG, FL 34748
$139,00040 Days on yellowkey MLS ID: G5109413
REDUCED by $5,500 (3.8%) on 04/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1032 Built: 1974Monthly Fee: $397 Tax: $1,775 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,775
Elementary School: Beverly Shores Elem
Remarks: Best-priced fully remodeled home in the desirable resident-owned 55+ community of Hawthorne at Leesburg, featuring extensive upgrades and being offered turnkey and move-in ready. Recent improvements include all new windows, a brand-new AC (2025), a new front door, replaced subfloors, new drywall throughout, fresh trim and interior paint, and upgraded laminate flooring. The kitchen has been refreshed with new cabinets, countertops, a new microwave, and sink, while the bathrooms have been remodeled for a clean and modern look. The home also includes a washer and dryer, utility sink with added cabinet in the laundry area, new beds, new rugs, and a new TV. The exterior has been recently power washed, adding to the home’s clean and well-maintained appearance. Inside, the thoughtful updates create a bright, modern, and comfortable living space, making this 2-bedroom, 2-bathroom home truly move-in ready. Located inside a secure gated community with a 24-hour staffed gatehouse and monitored entrances with barcode access, residents enjoy peace of mind along with access to a vibrant and active lifestyle. The monthly maintenance fee of $397 includes water, sewage, lawn mowing, private emergency services, and access to a wide variety of activities and clubs. Hawthorne at Leesburg is an active, resident-owned 55+ waterfront cooperative community known for its beautifully landscaped grounds, scenic lakes with illuminated fountains, and relaxing outdoor spaces. Residents enjoy access to an impressive list of amenities including a large clubhouse with seating for 550, a full-time activities coordinator, hospitality lounge, card rooms, craft rooms, billiards room, fitness center, library, fine arts room, and more than 100 community activities. Outdoor amenities include excellent fishing, a geo-thermally heated pool, two therapeutic pools, and a private marina with over 120 boat slips offering access to the Harris Chain of Lakes. Hawthorne at Leesburg allows a maximum of two occupants per home (primary resident must be at least 55 and the second occupant at least 50). No pets permitted; service animals are allowed. A one-time $1,000 capital contribution is paid by the buyer at closing. Whether you are looking for a full-time residence or a seasonal Florida retreat, this beautifully updated home offers low-maintenance living in a secure and welcoming community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Daniela Patton (407-219-1068)
3719 BELLE ROSE DR, LEESBURG, FL 34748
$475,0008 Days on yellowkey MLS ID: G5111171
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2571 Built: 2006Monthly Fee: $180 Tax: $5,691 (2025)Community: Plantation At Leesburg Ashland VillageSingle Family
Taxes:$5,691
Remarks: Lake Front Luxury Turnkey! This absolutely beautiful 3BR,2.5 B and den/study home is a truly unique find. A MAGNIFICENT VIEW OVERLOOKING LAKE LESSMANIS IS JUST THE BEGINNING. Great curb appeal as soon as you pull up features a manicured front yard. The covered front porch provides a warm welcoming. Step through the front door and be prepared to be wowed. Look straight through the home from to large foyer and the lake view is before you. The foyer has a guest closet and provides space to make a statement about what tis home is all about. On your right double French doors lead to the large Office/study/den. As you continue into the main living area you will love the spacious open floorplan with the view of the lake visible everywhere. The large kitchen is a chef's dream with loads of cabinet and counter space. The breakfast/snack bar is another bonus. The large walk-in pantry and island complete the dream. An extra large Utility closet as you enter the garage is fabulous.. The kitchen along with dining room and living room a spacious area for living the good life and entertaining. Large sliding glass doors from the ding room and living room expand your enjoyment to the screen enclosed 37X11 lanai and provide a continuous view of the lake. As you continue on your tour you will find a powder room on your right and a little farther on your left under an arch is a double door entry to the primary suite. Sliding glass doors open to the lanai and of course that beautiful view. The ensuite bath is huge. There is a double vanity, large walk-in shower, garden tub and linen closet. The walk-in closet offers tremendous space for your wardrobe(s) and much more. Down the hall you will find a huge linen closet and extra utility closet. The laundry room has more cabinets and a laundry basin. The guest bath is divided separating the vanity for privacy. The two large guest bedrooms each have their own walk-in closets. one of the guest rooms could be furnished as a den and along with the other bedroom and guest bath a guest suite could be created. This home is completely furnished and ready to move in. It was decorated by a professional decorator offers a luxurious feeling throughout!Located in The Plantation, an active s55+ community with many amenities, including two 18-hole golf courses, an on-site restaurant, three activity centers, three heated pools with spas, two fitness centers, and a wide variety of clubs and daily activities. Sports enthusiasts will appreciate softball, pickleball, tennis courts, archery, shuffleboard, bocce ball, and horseshoes. There's even a woodworking shop. There is something for everyone. Don't miss this opportunity to start living the life you have dreamed about in the fabulous Florida sunshine. HOA Fee ONLY- $180/mo New Roof -2025; New AC 2024 Exclusions in listed in Realtor Remarks
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Betty Fitch (989-366-8249)
5405 QUEEN VICTORIA DR, LEESBURG, FL 34748
$289,90088 Days on yellowkey MLS ID: W7882213
REDUCED by $10,000 (3.3%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1923 Built: 1997Monthly Fee: $224 Tax: $3,323 (2025)Community: Royal Highlands Ph 01 Tr B Less Pt Lying W FolSingle Family
Taxes:$3,323
Remarks: Come check out this amazing home in the very sought after community of Royal Highlands! This gorgeous 3 bed, 2 bath home has been updated with all new luxury vinyl blank flooring throughout, new bases boards, brand new kitchen with quartz counter tops and white shaker cabinets, appliances, updated bathrooms, new light fixtures, interior and exterior have been freshly painted. This beautiful home offers inside laundry, vaulted ceilings, living room, over sized family room, 2-car expanded garage, utility sink, pull-down attic stairs, a service door side entrances, and an additional patio out back with a soaker pool. Solar panels are owned. ROYAL HIGHLANDS IS A RESIDENT-OWNED COMMUNITY WITH 24 HOUR PROFESSIONALLY MANNED GATE, 2 POOLS (INDOOR AND OUT), LIGHTED TENNIS COURTS, 18 HOLE GOLF COURSE, RESTAURANT & PRO SHOP, REC CENTER WITH NUMEROUS ACTIVITIES INCLUDING LIBRARY, BILLIARDS, FITNESS, CARD ROOMS, ETC., GRAND HALL FOR SOCIAL FUNCTIONS, CONCERTS, PLAYS, ETC., ALSO AVAILALBE TO ENJOY IS A DRIVING RANGE! HOA ALSO INCLUDES COMCAST CABLE AND INTERNET, SECURE RV/BOAT PARKING AND STORAGE! PLUS NEW FULL-SERVICE SOUTHLAKE HOSPITAL CENTER!
Listing is courtesy of: ISLAND REAL EST&PROP MGMT INC (727-804-7719)
Listing Agent: Erik Parks (727-804-7719)
2721 ATHENS DR, LEESBURG, FL 34748
$395,00044 Days on yellowkey MLS ID: G5109513
REDUCED by $20,000 (4.8%) on 03/31/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 2007Monthly Fee: $38 Tax: $5,045 (2024)Community: Leesburg Sleepy Hollow First AddSingle Family
Taxes:$5,045
Remarks: Welcome to your new home! This spacious and inviting 4-bedroom, 3-bathroom residence in a quiet, family-friendly neighborhood with sidewalks and streetlights. The open- kitchen concept seamlessly connects the living room, dining space, and kitchen. The kitchen is a true highlight, featuring stainless steel appliances, ample cabinet storage, and a convenient breakfast bar with high-top counter seating. The generous primary bedroom is complete with a large walk-in closet and a primary bathroom that includes a relaxing soaking tub, a separate walk-in shower, and dual sinks. The fenced in backyard features a heated saltwater pool within a screened enclosure, ensuring comfortable swimming all year long and a patio perfect for outdoor dining and lounging, creating the ultimate space for enjoying the Florida sunshine. The lawn includes an irrigation system for easy care. This home also includes a two-car garage and is located a short walk to the City of Leesburg Sports Complex and just minutes to numerous local restaurants, shops, and the scenic Ski Beach/Venetian Gardens Park on Lake Harris in downtown Leesburg. This home is ready for you to move in and enjoy! Contact us today to schedule your private tour. --THIS HOME IS ALSO AVAILABLE FOR RENT FOR $2,800 A MONTH
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Jonathan Martin (407-443-5491)
25527 BELLE HELENE, LEESBURG, FL 34748
$185,00198 Days on yellowkey MLS ID: G5106620
INCREASED by $1 (0.0%) on 04/23/2026
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 Agent: Joseph Wynkoop (407-496-1673)
26903 HONEYMOON AVE, LEESBURG, FL 34748
$299,90045 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)
5064 MEADOW SONG DR, LEESBURG, FL 34748
$375,00028 Days on yellowkey MLS ID: G5110256
0 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 2022Monthly Fee: $151 Tax: $4,360 (2025)Community: Spring CreekSingle Family
Taxes:$4,360
Remarks: Under contract-accepting backup offers. Experience the benefits of new construction—without the wait, added costs, or uncertainty—PLUS $10,000 SELLER CREDIT that the buyer can use however they choose. Built in 2022 and enhanced with over $40,000 in upgrades, this 4-bedroom, 3-bathroom home offers a rare opportunity to own a move-in-ready property where the upgrades are already done. Comparable new builds of this model start well above $400,000, and in nearby areas just a zip code away, pricing can climb another $75,000–$100,000+. All of this is set in the desirable south Leesburg area—an emerging and beautiful corridor between Clermont and Leesburg—with continued growth, including new shopping, dining, and everyday conveniences just minutes away. The home makes a strong first impression with an extended driveway that comfortably fits up to four vehicles and an inviting front porch elevation. Inside, the open-concept layout features 9-foot ceilings, 8-foot interior doors, and additional windows in the great room that fill the space with natural light. The kitchen is both stylish and functional, offering 42-inch cabinets with crown molding, quartz countertops, a full tile backsplash, stainless steel appliances, an upgraded faucet, soft-close doors and drawers, pull-out shelving, a large center island, and an oversized pantry with an outlet for a freezer or wine cooler. A split-bedroom layout provides flexibility and privacy, including a secondary suite with its own private en-suite bath and a no-step shower—ideal for guests, multi-generational living, or added accessibility. The primary suite offers a spacious retreat with additional windows, a large walk-in closet, and a well-appointed bath featuring dual vanities and upgraded tile in the shower and tub. Additional features include ceiling fans in every room with dedicated switches, comfort-height elongated toilets, upgraded flooring throughout the main living areas, and a fully wired security system monitoring all windows and doors. Outdoor living is just as impressive, with a screened and covered patio pre-plumbed for an outdoor kitchen sink, overlooking a professionally landscaped yard with irrigation and landscape curbing. The premium lot offers no rear neighbors with peaceful pond views, HOA-owned green space to the west, and a pie-shaped lot to the east—creating a larger, more private backyard feel. The garage is equipped with pre-plumbing for a utility sink and water softener, an overhead storage rack, and a Wi-Fi-enabled garage door opener with an integrated security camera. Blending upgrades, location, and a premium homesite, this home stands out as a true alternative to new construction—offering more value, more privacy, and immediate enjoyment. Schedule your private showing today.
Listing Agent: Brandie Mathison-Klein (407-488-3446)
4917 KELSO ST, LEESBURG, FL 34748
$275,000258 Days on yellowkey MLS ID: G5100437
REDUCED by $4,900 (1.8%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1601 Built: 2006Monthly Fee: $224 Tax: $2,152 (2024)Community: Royal Highlands Ph 02-A Lt 1173 Orb 2040Single Family
Taxes:$2,152
Remarks: Owning your slice of heaven on the Monarch Golf Course at this price couldn't be easier! This 1601 square foot Carlisle Model with Golf Cart Garage is a rare find! Offering an open floor plan, formal and casual dining, an enclosed Florida Room, and an updated roof (2024)! The HVAC is only three years young! A new gas water heater was installed in 2023 and the south side windows were replaced in 2020 (4 total). The home has a transferable termite bond, laminate flooring, utility sink in the garage, along with a screened entry and access to the Florida Room from the primary suite. The kitchen is equipped with a gas range, pull-out in the lower cabinets, extra cabinets for storing all those necessary items, and an appliance garage to hide small appliances! The gutters were recently cleaned and the low monthly HOA fee includes Xfinity cable & internet! In-home pest control for added peace of mine! Don't miss your opportunity to own this great home on the 16th fairway! Royal Highlands is a 55+ golf community with lots of activities, clubs and an on-campus restaurant with pro shop and driving range! Located near MCO, Disney, the Florida Turnpike, and I-75! Call for your tour today!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Tonya Tibbetts (207-595-1414)
2109 AITKIN LOOP, LEESBURG, FL 34748
$409,90044 Days on yellowkey MLS ID: O6389384
REDUCED by $10,000 (2.4%) on 04/23/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3160 Built: 2007Monthly Fee: $36 Tax: $3,638 (2025)Community: Leesburg Overlook At Lake GriffinSingle Family
Taxes:$3,638
Remarks: Huge Price Reduction! - As close to brand new as you will get! Welcome to this gorgeous, newly renovated massive 3,160 sq. ft, two-story home featuring 5 bedrooms, 3 bathrooms. Over $75K was recently spent on completely updating this Dream Home. Enjoy modern light fixtures, luxury vinyl throughout, a jaw dropping kitchen with designer Calacatta quartz counters and backsplash with gold fixtures, double full size sinks, a one of a kind custom glass wine closet, brand new stainless steel appliances, and LED lighting throughout entire home. Too many upgrades to name! All 3 bathrooms are new, each with their own color scheme and LED backlit mirrors. All of the bedrooms are extremely large, which adds to the comfort and spaciousness of this home. The mahogany wood grain 2 car garage boasts newly painted floors and led accents. Out back is a large 11x28 patio with newly installed titanium pavers that is fully gated with a vinyl fence — perfect for entertaining or relaxing in privacy. Additional major upgrades include a 2026 water heater, a 2020 AC unit, and a 2021 roof. Located in The Overlook at Lake Griffin community, this home location offers ease of travel to major highways and quick access to grocery stores, shopping, dining, Downtown Leesburg, and medical facilities. It’s less than 10 minutes to Lake Griffin State Park, which offers a variety of amenities such as a boat ramp, camping, playground, RV hookups, canoe/kayak launch, laundry, and more. It is a 15-minute commute to Lake Sumter State College and Brownwood Paddock Square in The Villages is only a 20-minute drive. This home is move in ready and needs nothing for years to come - This home won’t last long! Call today
Listing is courtesy of: FUTURE HOME REALTY INC (800-921-1330)
Listing Agent: Jason Chao (609-634-9482)
604 ROSS ST, LEESBURG, FL 34748
$200,000116 Days on yellowkey MLS ID: OM715800
1 Days Off yellowkey (back on 4/10/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1095 Built: 1948 Tax: $2,299 (2025)Community: Leesburg School ViewSingle Family
Taxes:$2,299
Remarks: Under contract-accepting backup offers. ACCEPTING BACK UPS! GREAT INVESTMENT OPPORTUNITY! Charming 3/2 in the heart of Leesburg close to shopping, medical facilities, and schools. Newly updated with fresh paint, new flooring, kitchen, appliances, and a roof just 2 years old. Primary bedroom features private exterior entrance—ideal for rental or in-law suite. Large backyard storage shed offers potential an efficiency apartment, office, man cave, or she-shed. Great opportunity for homeowners or investors alike! Sellers are offering a ONE year Home Warranty to cover the AC, and all appliances for added peace of mind. From an investment standpoint, similar 3/2 homes in the area can rent for approximately $1800-2200/ month, with additional income potential from a private suite or future ADU conversion. Don't sleep on this affordable turnkey home.
Listing is courtesy of: FLORIDA'S CHOICE REALTY (352-857-9748)
Listing Agent: Sarah Lieto (352-713-9103)
26927 FOREST HILLS ST, LEESBURG, FL 34748
$250,00068 Days on yellowkey MLS ID: G5108254
REDUCED by $4,000 (1.6%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1580 Built: 1997Monthly Fee: $135 Tax: $2,304 (2025)Community: Highland Lakes SubSingle Family
Taxes:$2,304
Remarks: REDUCED PRICE! Welcome to the Adorable Baron floor plan in the highly desirable Highland Lakes community, nestled among beautiful, mature oak trees. This well-maintained 3-bedroom, 2-bath home offers 1,580 square feet of comfortable living space. Major updates provide peace of mind, including a NEW ELECTRIC PANEL (2026), NEW ROOF (2024), HVAC replaced in 2016, and ENERGY EFFICIENT WINDOWS installed in 2011. A whole-house natural gas generator ensures you’re prepared during power outages, and a solar attic fan adds to the home’s efficiency. Inside, you’ll find gleaming tile floors and wood laminate throughout—NO CARPET anywhere. The kitchen features stainless steel appliances and granite countertops, offering both style and functionality. The air-conditioned Florida room with sliding glass windows provides additional flexible living space, while the air-conditioned front porch adds even more comfort year-round. Outdoor living is just as impressive with a spacious birdcage enclosure, complete with a remote-controlled awning and a dedicated gas line ready for your grill or smoker. Mature landscaping surrounds the home and has been lovingly maintained. Living in Highland Lakes means enjoying an exceptional array of amenities, including: Heated indoor and outdoor pools, a grand, multi-use clubhouse, softball field with inter-community league play, shuffleboard and bocce ball courts, 2 outdoor & 4 indoor pickleball courts, 4 outdoor tennis courts & 1 indoor tennis court, horseshoe pits, library and card room, fitness center and craft room, golf driving range, RV and boat storage (included in HOA), woodworking and metalworking shops (with a small annual fee), scenic walking trail and community lakes for catch-and-release fishing. This home offers the perfect combination of comfort, upgrades, and an active lifestyle in one of Central Florida’s premier 55+ communities. You owe it to yourself to see everything this home—and this community—has to present you!
Listing Agent: Simon Ambrose (352-874-3703)
333 RANCHWOOD DR, LEESBURG, FL 34748
$344,9009 Days on yellowkey 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)
548 GRAND VISTA TRL, LEESBURG, FL 34748
$329,000179 Days on yellowkey MLS ID: G5103810
REDUCED by $20,900 (6.0%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1999 Built: 2001Monthly Fee: $265 Tax: $3,137 (2024)Community: Pennbrooke FairwaysSingle Family
Taxes:$3,137
Remarks: One of a Kind GOLF Frontage Home with WATER VIEWS PLUS a large 2 car garage with a BONUS Room in the desirable 55+ Pennbrooke Fairways! This 3 Bedroom 2 bath is 1999 square feet of Living space. The primary bedroom is 17 x 13 and features a large walk-in closet and an ensuite with a water closet, 2 separate vanities, dual sinks and a large walk-in shower. The 2 guest bedrooms are spacious in size (one of the bedrooms does not have a closet) and share a bathroom nearby. The Inside laundry room is oversized and has lots of storage space and a utility sink. This home showcases lots of natural light in addition to the 4 solar tubes. Lovely finished glass enclosed Lanai has wood like ceramic tile flooring and breathtaking Water & Golf Course views! New roof in 2020,New HVAC in 2021 and water heater in 2015. Kitchen & bathrooms feature granite countertops. Also the kitchen has newer stainless steel appliances, white cabinets, a desk area as well as eat-in space overlooking the water and golf course views. Living room and Dining room combo has Luxury Vinyl plank floors. Between the inside Laundry room and garage is a 20x10 workshop that is heated and cooled (not included in the living sq ft) which could be a great Man Cave, Craft Room or storage! The low $265 Monthly HOA fee includes grass cutting, Hi-speed internet, cable and amenities. Pennbrooke Fairways is a lovely Gated Golf community. 27 holes of golf, pro shop and restaurant. Two recreation Centers, 2 pools and Fitness Center, Shuffleboard, pickleball, tennis, softball, horse shoes, water volleyball and cornhole. If you like inside activities, there are darts, billiards, Line dancing, Quilting, Art room and over 100 Clubs. Pennbrooke is convenient to Shopping and dining and 6 miles East of The Villages Brownwood Paddock Town Square.
21617 QUEEN ELIZABETH CT, LEESBURG, FL 34748
$230,00048 Days on yellowkey MLS ID: G5109280
REDUCED by $10,000 (4.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1307 Built: 1998Monthly Fee: $229 Tax: $2,323 (2025)Community: Royal Highlands Ph 01 Tr B Less Pt Lying W FolSingle Family
Taxes:$2,323
Remarks: Adorable Aston I 2 bed / 2 bath floor plan in a quiet cul-de-sac in Royal Highlands. The home benefits from having a quite considerable sum of money spent on it in recent years. New roof (2025), new HVAC and duct cleaning (2022), new Vinyl windows (2023, Quartz counters (2021, Kinetico reverse osmosis system (2021), new washer (2025, New dryer (2024), new Garage door opener (2025), new irrigation system (2022), new Leaf gutter guards (2023), new lanai screens (2025. I am struggling to think of anything else that you need to do. Maybe interior paint to personalize it to your taste and furniture? Come and take a look for yourself, you might want to bring some paint samples with you to beat the competition in snapping up this home! Royal Highlands offers 18 holes of golf with an onsite restaurant. Numerous clubs and activities alongside indoor & outdoor swimming pools, bocce, pickleball, tennis and a baseball field.
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