Location: Leesburg , 34748
Do Not Show Listings
3810 ST EMMA CT, LEESBURG, FL 34748
$355,000105 Days on yellowkey MLS ID: O6386925
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2473 Built: 2006Monthly Fee: $195 Tax: $2,846 (2025)Community: Plantation/Leesburg ArbordaleSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,846
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to your new furnished home in the highly sought-after Plantation at Leesburg, a gated 55+ golf community offering resort-style living near beautiful Central Florida. This spacious 3-bedroom, 3.5-bath home with a den/office offers 2,473 square feet of living space and sits on an oversized 0.35-acre cul-de-sac lot, providing privacy and room to relax. Inside, you’ll find soaring cathedral and vaulted ceilings, abundant natural light, and a flexible floor plan designed for both comfortable everyday living and entertaining. The home also features a newer roof that was replaced just four years ago, providing added peace of mind for years to come. The large kitchen features solid wood cabinetry, ample counter space, a pantry, breakfast bar, and breakfast nook, along with a separate dining area perfect for hosting guests. The expansive family room and additional living space create multiple areas to gather with friends and family. The primary suite offers generous space along with dual vanities, a soaking tub, and a large walk-in shower. A secondary bedroom with its own private bathroom makes an excellent guest suite. You’ll also appreciate the abundant closet space and dedicated laundry room. Step outside to a covered and screened lanai, ideal for enjoying Florida’s year-round sunshine with no rear neighbors for added privacy. Residents of Plantation at Leesburg enjoy an active lifestyle with two championship golf courses, three swimming pools, clubhouses, fitness centers, tennis and pickleball courts, a restaurant, softball fields, and numerous social activities. Conveniently located near **shopping, dining, medical facilities, and the beautiful Harris Chain of Lakes, this home offers the perfect blend of comfort, privacy, and vibrant community living.
Listing is courtesy of: BURNHAM REALTY LLC (703-678-8536)
Listing Agent: Clinton Burnham (703-678-8536)
31834 PARKDALE, LEESBURG, FL 34748
$419,999194 Days on yellowkey MLS ID: O6365794
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2320 Built: 2006Monthly Fee: $42 Tax: $783 (2025)Community: Park Hill SubSingle Family
Taxes:$783
Remarks: Welcome to this beautiful 5 bedroom, 3 bathroom home in the desirable community of Leesburg, FL. Designed for comfort, efficiency, and style, this property offers a blend of modern upgrades and inviting indoor-outdoor living spaces that make it truly stand out. Step inside to find a spacious and functional layout ideal for families, guests, or multi-generational living. The home features a hidden bonus room, perfect for a private office, media room, or creative space. Each room is thoughtfully arranged to maximize comfort, natural light, and easy flow throughout the home. Enjoy peace of mind with significant recent upgrades, including a new roof (2023), new air conditioning system (2023), and a new water heater (2022). Energy efficiency is built in with solar panels installed in 2022, offering long-term savings and environmental benefits. Outdoor living is one of the home's greatest features. Step out back to discover two large patios, providing ample room for gatherings, relaxation, or weekend barbecues. The impressive outdoor kitchen is a chef’s dream, perfect for hosting family and friends in every season. The beautifully landscaped yard adds to the home’s charm, offering lush surroundings and well-maintained curb appeal. Every detail of this property reflects pride of ownership. From its modern upgrades to its spacious design and outdoor amenities, this Leesburg home is move-in ready and offers everything you need for comfortable, enjoyable living. Don’t miss your chance to make it yours!
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Joshua Hofle (407-637-6951)
212 CRESTRUN LOOP, LEESBURG, FL 34748
$530,000605 Days on yellowkey MLS ID: O6248940
0 Days Off yellowkey (back on 6/9/2026)
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
High School: Leesburg High
Tax Year: 2023
Middle School: Oak Park Middle
Remarks: Under contract-accepting backup offers. 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)
419 RANCHWOOD DR, LEESBURG, FL 34748
$229,24712 Days on yellowkey MLS ID: G5113354
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 1998Monthly Fee: $265 Tax: $1,992 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$1,992
Remarks: NEW TO MARKET MOVE IN READY! PRIVACY! Check out this home with an acrylic enclosed lanai. Main living area has no carpet as well as guest bedrooms. Shower in Master bathroom has been updated. Your laundry is inside. Pennbrooke Fairways, a 55+ Community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has to offer and just minutes to Downtown Leesburg. Central Florida living at its best! Expect the unexpected! Third bedroom has no closet.
Listing is courtesy of: GOLDKEY REAL ESTATE PARTNERS LLC (352-857-7461)
Listing Agent: Jayne Marvin (352-205-5379)
5659 CELEBRATION WAY, LEESBURG, FL 34748
$324,00064 Days on yellowkey MLS ID: G5110968
REDUCED by $5,000 (1.5%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1671 Built: 2006Monthly Fee: $293 Tax: $1,524 (2025)Community: Leesburg Legacy Leesburg Unit 05Single Family
Taxes:$1,524
Remarks: PRICE REDUCED! NEW ROOF & NO REAR NEIGHBORS! This beautifully maintained 3-bedroom, 2-bath home offers the perfect balance of comfort, style, and peaceful surroundings. The spacious primary suite serves as a private retreat, complete with an en-suite bathroom featuring a step in shower and a separate soaking tub, ideal for unwinding at the end of the day. The main living areas showcase a tasteful combination of tile and laminate flooring, while the bedrooms provide cozy comfort with plush carpeting. Step outside to your own private oasis. An enclosed lanai and elegant stone patio create the perfect setting for relaxing, entertaining, or simply enjoying tranquil pond views with no rear neighbors. Additional highlights include a 2-car garage with ample storage and a widened driveway that offers extra space and convenience. With its inviting layout, thoughtful upgrades, and serene setting, this home delivers everyday comfort with a touch of refined living. Schedule your showing today and experience the view for yourself!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Tanya Carrozza (224-217-8000)
20634 QUEEN ALEXANDRA DR, LEESBURG, FL 34748
$305,00037 Days on yellowkey MLS ID: G5112386
REDUCED by $14,900 (4.7%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 2005Monthly Fee: $229 Tax: $2,114 (2025)Community: Royal Highlands Ph 02-B Lt 1317 Pb 50 PgSingle Family
Taxes:$2,114
Remarks: Nestled on a peaceful conservation lot in the premier resident-owned 55+ community of Royal Highlands, this beautifully maintained 2-bedroom plus den home offers the perfect balance of comfort, privacy, and relaxed Florida living. Framed by tranquil natural views with no rear neighbors, this inviting residence is designed for both everyday comfort and easy entertaining. Step inside to discover an open and airy floor plan with volume ceilings, abundant natural light, and thoughtfully designed living spaces that create a warm, welcoming feel from the moment you arrive. The spacious great room flows seamlessly into the dining area and kitchen, creating an easy layout for gatherings with family and friends. The versatile den provides the perfect space for a home office, hobby room, reading area, or additional guest accommodations. The kitchen offers ample cabinetry, generous counter space, white appliances, laminate countertops, and a cheerful breakfast nook overlooking the peaceful backyard setting. The private owner’s suite serves as a relaxing retreat with serene conservation views, spacious closets, and an ensuite bath designed for comfort and functionality. Guests will appreciate their own private bedroom and nearby full bath, creating a split-bedroom layout that enhances privacy for everyone. Additional highlights include indoor laundry, abundant storage throughout, a 2021 roof replacement, and a 2022 HVAC system for added peace of mind. Step outside to the screened lanai and unwind while enjoying beautiful conservation views, colorful Florida sunsets, and the sounds of nature. Whether entertaining guests or simply relaxing with a morning coffee, this outdoor space offers the peaceful lifestyle so many buyers are searching for. Royal Highlands is a premier gated 55+ community known for its exceptional amenities and active lifestyle. Residents enjoy indoor and outdoor pools, tennis and pickleball courts, shuffleboard, bocce, softball field, fitness center, billiards, library, craft rooms, driving range, and an 18-hole golf course with restaurant and pro shop. The Grand Hall hosts concerts, events, clubs, and countless social activities throughout the year. HOA fees also include Xfinity cable and high-speed internet, along with secure RV and boat storage. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers the perfect opportunity to enjoy the very best of Central Florida active-adult living.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
25110 BELLEVUE, LEESBURG, FL 34748
$199,95012 Days on yellowkey MLS ID: G5113423
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 952 Built: 1992Monthly Fee: $195 Tax: $1,086 (2025)Community: Plantation At LeesburgSingle Family
Taxes:$1,086
Remarks: ***THE PLANTATION OF LEESBURG***55PLUS COMMUNITY***This is truly an amazing opportunity to purchase a very well maintained home in a premier gated community in Leesburg. This is a very cozy, well maintained 2 bed/2 bath, fully furnished home, that is move-in ready. You can just bring your luggage and toothbrush and start enjoying the good life! This house is also a very short walk to The Manor amenity center, with access on a paved walking path, a few yards from the home. The ROOF 11/11, HVAC 08/11 & the WATER HEATER is 2016. This community is ideally located less than an hour from the Disney theme parks, Universal Studios, Sea World, Orlando and so much more. The east and west coast beaches are under 2.5 hours, depending which coast. Only ten minutes from the quaint downtown Leesburg, 25 min from the the very popular charming downtown Clermont, where you’ll find a variety of shops, restaurants, and easy access to nearby lakes and parks. The Plantation at Leesburg is a lively and welcoming 55+ active community, with over 100 active clubs, two 18-hole golf courses featuring a full-service restaurant and bar, and three fully staffed activity centers, there’s always something exciting to do.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Mary Mateo (407-489-1841)
21733 ROYAL ST GEORGES LN, LEESBURG, FL 34748
$250,00064 Days on yellowkey MLS ID: G5110713
REDUCED by $10,000 (3.8%) on 05/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1470 Built: 1998Monthly Fee: $229 Tax: $2,497 (2025)Community: Royal Highlands Ph 01ASpa: NoSingle Family
Taxes:$2,497
Remarks: Under contract-accepting backup offers. Dreaming of the perfectly sized Golf Front home in Central Florida 55+? Welcome to our two-bedroom, two-bathroom home, situated on the 7th fairway of the Monarch Golf Course with dreamy sunset views. This Emerald Model has a Florida Room, two-car garage and a welcoming screened entry. It’s rare, but this home has an incredible amount of closet & storage space, laminate flooring and solar tubes to add additional natural lighting inside the main living areas. The 1470 square-foot-open floor plan offers a kitchen with Shaker Cabinetry, Corian Countertops, a gas range, brand new dishwasher & refrigerator, and overlooks both the formal dining and living rooms. You’ll love the views of the golf course from almost every room! There is a Club Car Golf Cart with new batteries available for purchase, and this home can come furnished. Equipped with garbage disposal, Plantation Shutters, and an additional refrigerator in the garage--making this home move-in ready. There are no popcorn ceilings, and you’ll love the neutral color palette! The garage has pull-down stairs to the attic/storage area, full-service laundry, workbench, utility sink and a 2016 water heater. The HVAC was updated in 2024, and the roof was replaced in 2019. The home had all new windows installed in 2013 giving you complete peace of mind. Be the one to call this fabulous property home! Royal Highlands has a low monthly HOA fee that includes Xfinity cable & internet, a manned gate, two pools, fitness center and library. Join the softball or pickleball teams, perform on the theater stage with the community players, enjoy monthly dances, or stay fit walking the trails or joining the health & fitness clubs! The Monarch Golf Course has a pro shop on campus along with a full-service restaurant, driving range, and putting green. Courts, clubs, crafts, softball field, and billiards are all just part of the retirement experience. Centrally located and close to the Florida Turnpike, MCO, Amusement Parks, Historic areas, and shopping. Lake County has over 1500 named lakes to enjoy! Come see what it’s all about. Call for your tour of this great community & home today!
Listing Agent: Tonya Tibbetts (207-595-1414)
6433 WILANDER ST, LEESBURG, FL 34748
$350,00039 Days on yellowkey MLS ID: OM723910
1 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1708 Built: 1996Monthly Fee: $135 Tax: $2,549 (2025)Community: Highland LakesSingle Family
Taxes:$2,549
Elementary School: Leesburg Elementary
Middle School: Windy Hill Middle
Remarks: POOL HOME. Enjoy the good life in this well-kept 2/2 with office and gorgeous swimming pool with fountain, pavers and new screened patio area, volume ceilings, light and bright eat in kitchen, living room with patio doors overlooking the heated pool, Large master bedroom with on suite bath. Full house generator, new windows. Forestry at the rear giving you privacy. freshly painted, sprinkler system, impressive array of amenities with lakes scattered along the trails, tennis courts, library, 2 pools, (you have your own) shuffleboard, craft and game rooms, billiards, covered pavilions with grills and lots of entertainment. 55+ park. furniture is optional. Better hurry on this one.
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Dolly Plant (352-516-0871)
3601 ARLINGTON RIDGE BLVD, LEESBURG, FL 34748
$319,999144 Days on yellowkey MLS ID: G5106685
REDUCED by $5,000 (1.5%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 2014Monthly Fee: $126 Tax: $2,470 (2025)Community: Leesburg Arlington Ridge Ph 02Single Family
Taxes:$2,470
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained Dogwood Builder Model, ideally situated on the golf course in one of Central Florida’s most sought-after 55+ communities! This spacious three-bedroom, two-bathroom home offers a split floor plan and is surrounded by lush, manicured landscaping. Enjoy Anderson Replacement Windows throughout, fresh interior paint, and sliders that open to a bright Florida Room—perfect for unwinding or entertaining. The versatile third bedroom is currently used as a crafting room, adding flexibility to your living space. The heart of the home is the chef's kitchen, featuring white appliances, a pantry, Corian countertops, wood cabinets with convenient pull-outs, and a charming dinette nook that overlooks the picturesque surroundings. For dining, you’ll love having both casual and formal eating areas to suit any occasion. Laminate flooring flows seamlessly throughout the residence, combining easy maintenance with elegant style. Additional highlights include a garage with a utility sink, new smart door opener, pull-down attic stairs for extra storage, and a sliding screen garage door. The guest suite features a tub/shower combination, while the primary suite boasts a spacious walk-in closet, dual vanities, a private commode, and a tiled shower for a true retreat experience. There is no bond on this home! Enjoy resort-style amenities right outside your door—this vibrant community offers a movie theater, Grand Hall, full-service restaurant and pub, zero-entry pool, hot tub, state-of-the-art fitness center, and sidewalk-lined streets perfect for evening strolls. Conveniently located near Village Squares, MCO, Disney, world-class medical facilities, and shopping. Experience the best of Central Florida retirement living in this exceptional home. Schedule your private tour today and see all the wonderful features for yourself!
5507 LAVER ST, LEESBURG, FL 34748
$205,00012 Days on yellowkey MLS ID: O6414819
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1160 Built: 1995Monthly Fee: $135 Tax: $1,861 (2025)Community: Highland Lakes Ph 02D Tr A-DSpa: NoSingle Family
Taxes:$1,861
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 2-bedroom, 2-bathroom cottage home with a 2-car garage in the highly sought-after gated 55+ community of Highland Lakes! Perfect for year-round residents or seasonal snowbirds, this beautifully maintained home offers comfortable living, abundant amenities, and the relaxed Florida lifestyle you've been dreaming of. Step inside to discover vaulted ceilings and beautiful laminate flooring throughout the spacious living and dining areas. The bright and cheerful kitchen features light cabinetry, white appliances, and custom accent walls, creating a welcoming space for everyday living and entertaining. The spacious primary suite offers vaulted ceilings, laminate flooring, a large walk-in closet, and a private ensuite bathroom with dual vanities and a walk-in shower. A desirable split-bedroom floor plan provides privacy for guests, with the second bedroom and full bathroom located on the opposite side of the home. One of the home's standout features is the incredible outdoor living space, including an enclosed sunroom plus an oversized 12' x 33' screened lanai—perfect for entertaining family and friends, enjoying your morning coffee, or simply relaxing while taking in Florida's beautiful weather year-round. The oversized 2-car garage features durable epoxy flooring, retractable screened garage doors that allow you to enjoy fresh air while keeping insects out, and attic access with a pull-down ladder, providing excellent storage space for seasonal items and holiday decorations. Highland Lakes is renowned for its resort-style amenities, including indoor and outdoor swimming pools, a golf driving range, clubhouse, fitness center, library, craft room, billiards and ping pong room, ballroom with stage, tennis courts, pickleball courts, shuffleboard, bocce ball, horseshoes, softball field, woodworking shop, walking trails, fishing lakes, picnic pavilions, RV and boat storage, and countless social activities and clubs. Enjoy an active, maintenance-friendly lifestyle in one of Central Florida's premier active adult communities. Schedule your private tour today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
1406 PEMBROOK DR, LEESBURG, FL 34748
$197,50012 Days on yellowkey MLS ID: O6414675
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1963 Tax: $2,609 (2025)Community: Leesburg Sherwood HighlandsSingle Family
Taxes:$2,609
Remarks: Rare find solid block 3-bedroom 1 bath, well established neighborhood in the heart of Leesburg, conveniently located near lake Harris, restaurants and shopping center, Ski beach and Venetian Gardens Park on Lake Harris for enthusiast looking for outdoor recreational activities, well maintained property, Cozy and Functional lay out. Well prices Oversized Corner lot under market value for first time buyer looking to add personal touches or investor looking to add to portfolio. Hurryy Won't Last ...
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sergo Gaspard (407-470-4488)
25224 WILD HERON, LEESBURG, FL 34748
$125,00012 Days on yellowkey MLS ID: G5113289
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1989Monthly Fee: $180 Tax: $1,162 (2025)Community: Plantation At LeesburgManufactured Home
Taxes:$1,162
Remarks: Quite the opportunity in Leesburg! The home presents great potential for the new homeowners or investors seeking to add value through updates, renovations or improvements. With strong demand in the Leesburg market and proximity to The Villages and located in the highly desirable Plantation at Leesburg, a premier golf course community, you will find that this home has something for everyone. Whether you're relocating, downsizing, or searching for a seasonal retreat, this property provides an excellent opportunity to embrace Florida living. Spend your days exploring nearby lakes, parks, and nature trails, or simply relax and enjoy the sunshine from the comfort of home.
Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)
Listing Agent: Keith Packey (407-908-2781)
500 NEWELL HILL RD #110D, LEESBURG, FL 34748
$99,90012 Days on yellowkey MLS ID: G5113323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1980 Tax: $548 (2025)Community: Leesburg Chesterbrook 02 CondoCondo
Taxes:$548
Remarks: Discover elegance and ease in this beautifully remodeled 2-bedroom, 2-bath condo, tucked away in the premier 55+ community of Chesterbrook. Glowing with natural warmth, the spacious open-concept layout effortlessly connects the living and dining area to a serene enclosed porch, the perfect spot for your morning coffee. A bonus is additional storage in the attic space located on the enclosed porch, so nice to have that space you will not find on the 1st floor. High-end finishes elevate every corner, featuring Venatino Italian tile, durable laminate flooring, granite countertops, and custom maple cabinetry. Both bathrooms have been stunningly upgraded with Mirasol glazed ceramic wall tiles, including a luxurious jacuzzi jetted tub in the guest bath. Retreat to the generous primary suite, which easily accommodates a king-size bed and boasts an impressive, oversized walk-in closet. The large second bedroom offers fantastic flexibility, making it an ideal space for guests, a home office, or a hobby room. Outside, Chesterbrook’s sparkling community pool is ready for summer relaxation. Perfectly positioned, you are just minutes from Lady Lake, The Villages, and Lake Griffin. Your stylish, low-maintenance retreat awaits, in addition to the remodel, please note excellent mechanical updates: a BRAND NEW ROOF (February 2026) and AC (2020).
Listing is courtesy of: GARRISON REALTY GROUP LLC (352-901-3415)
Listing Agent: Jennifer Garrison (352-805-5550)
2587 SUMMER STAR WAY, LEESBURG, FL 34748
$299,90015 Days on yellowkey MLS ID: S5151127
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1725 Built: 2021Monthly Fee: $67 Tax: $3,466 (2024)Community: Seasons/HillsideSingle Family
Taxes:$3,466
Elementary School: Treadway Elem
Tax Year: 2024
Middle School: Carver Middle
Remarks: Welcome to 2587 Summer Star Way in the sought-after Seasons at Hillside community! This beautiful 3-bedroom, 2-bath home features an open-concept layout, split-bedroom floor plan, spacious living areas, and an oversized lot with mature landscaping. The kitchen offers GE stainless steel appliances, a natural gas range, MasterBrand oak cabinets with 36" uppers, and ample storage. Energy-efficient features include natural gas heating and R-38 ceiling insulation. Enjoy Florida living with double sliding glass doors leading to a covered lanai, perfect for relaxing or entertaining. The extended driveway provides plenty of parking space. Conveniently located just minutes from Downtown Leesburg, Venetian Gardens, Lake Harris, Ski Beach & Grill, shopping, dining, and major roadways. Ask about available Down Payment Assistance programs for qualified buyers. Don't miss this move-in-ready opportunity!
Listing is courtesy of: THE ARROW REALTY TEAM LLC (321-746-2899)
Listing Agent: Bibi Lopez (321-746-2899)
21516 CASTLE VIEW CT, LEESBURG, FL 34748
$214,900113 Days on yellowkey MLS ID: G5108841
REDUCED by $20,000 (8.5%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 2000Monthly Fee: $225 Tax: $2,405 (2025)Community: Royal Hlnds Ph 1-DSingle Family
Taxes:$2,405
Remarks: Looking to retire in a desirable 55+ community, in a house with alot of space to make it your own, then Royal Highlands could be the place for you. This home is located on a corner lot at the beginning of a cul-de-sac , entering the front door shows the open floor plan to the living room overlooking the closed-in Florida room, to your left features all 3 bedrooms and 2 bathrooms with the primary in the back of the home. To your immediate right view is the dinette room followed by the kitchen with breakfast bar and the formal dining room just off the kitchen, enough space for everyone. Looking for activities to enjoy, this community has a lot of activities, from the 18-hole senior championship golf course, two pools, a fitness room, restaurant and pro shop, and a recreation center with numerous activities such as billiards, fitness center, activity rooms, bocce ball, pickle ball, shuffleboard, softball and so much more. At this subdivision and home location you are conveniently located close to the Florida turnpike for quick easy access to an approximately 45 mins drive to all what Orlando attractions have to entertain and also the Orlando airport. Locally you are also close to city shops, grocery stores, medical offices and hospital centers. This charming home is ready for it's next chapter offering great bones and a functional layout, its the perfect opportunity to bring your personal style and vision to life, with spacious rooms this property full of potential to become the home you have always dream of. This is a chance to create something truly special for your next chapter. Come take a look!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-735-4433)
Listing Agent: Ian Drummond (352-617-9030)
1120 WEBSTER ST, LEESBURG, FL 34748
$425,000242 Days on yellowkey MLS ID: G5103558
0 Days Off yellowkey (back on 6/8/2026)
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 3382 Built: 1924 Tax: $6,062 (2024)Community: Leesburg Sunshine ParkMulti-Family 5+
Taxes:$6,062
Remarks: Under contract-accepting backup offers. Located Just a few blocks from Downtown Leesburg (Beacon College, Restaurants, shopping), HWY 27 and 441, this 6 plex is fully occupied and income generating with management in place. There are 6, 1/1's along with 3 locking storage areas that could generate additional income. Rents are $800 (x2), $835, $900, $895, $901. The storage units are currently not rented. The units are all separately metered for power and share one water meter that the owner includes. Several tenants are long term (over 10 years). 4 of the 6 units have central A/C's and 2 utilize wall units. The roof was replaced in 2021 on both buildings. All units have 2 entrances and exits. Schedule an appointment with your agent today!
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Alex Vonhartman (352-406-8553)
25735 GLEN EAGLE DR, LEESBURG, FL 34748
$299,250159 Days on yellowkey MLS ID: G5106539
REDUCED by $15,750 (5.0%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1996Monthly Fee: $180 Tax: $1,872 (2025)Community: The Plantation At Leesburg Oak Tree VillageSingle Family
Taxes:$1,872
Remarks: Price Improvement! Welcome home to The Plantation at Leesburg, where comfort, style, and an active lifestyle come together. This beautifully updated 3-bedroom, 2-bath home welcomes you with high ceilings, fresh neutral paint throughout, and updated lighting, creating a bright and inviting atmosphere from the moment you step inside. Attractive laminate flooring flows through the main living areas, complemented by ceramic tile in the wet spaces. Recent improvements add tremendous value and peace of mind, including Low-E Thermopane windows throughout (2023), a newer roof (2017), HVAC replaced (2021), water heater (2021). Outside, you’ll appreciate the freshly painted front door and garage door, a new front storm door, a water softener, updated landscaping with a fully functioning irrigation system and a clear-sealed concrete driveway to maintain its clean appearance. The spacious kitchen is designed for both everyday living and entertaining, featuring newly painted white cabinetry with updated hardware, quartz countertops, and stainless-steel appliances, including a newer refrigerator with ice maker (2024). Open to the dining area, this space is perfect for gathering with family and friends. Sliding doors lead to the Florida room, where you can open the windows and enjoy the breeze and Florida Sunshine, and unwind with your morning coffee or a glass of wine in the evenings. The primary suite is a peaceful retreat, offering a generous walk-in closet and a private ensuite bath with a freshly painted white vanity and new hardware. Every room in the home is equipped with a ceiling fan with light. The Plantation at Leesburg is a guard-gated 55+ community offering 24-hour security and exceptional amenities, including three clubhouses, three community pools, an on-site restaurant, and two 18-hole golf courses, along with tennis, fishing, clubs, and classes for every interest. An added bonus—the HOA includes boat and RV storage, a rare find. Centrally located in Lake County close to shopping, restaurants, medical facilities and major highways. Also, conveniently located near public boat ramps to The Famous Harris Chain of Lakes for those that love boating and fishing. Call today for a Private Tour! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.
Listing is courtesy of: HARRISON REAL PROPERTY GROUP (407-741-3547)
Listing Agent: Amanda Harrison (407-741-3547)
25335 CRANES ROOST CIR, LEESBURG, FL 34748
$244,90033 Days on yellowkey MLS ID: G5112540
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1386 Built: 2002Monthly Fee: $180 Tax: $3,713 (2025)Community: Plantation At Leesburg GolfviewSingle Family
Taxes:$3,713
Remarks: Located in the highly desirable 55+ gated community of The Plantation At Leesburg, this updated home offers comfort, convenience, and an active Florida lifestyle. Recent 2026 improvements include a brand-new roof, new flooring throughout, fresh interior paint, and updated ceiling fans and light fixtures in the living spaces, giving the home a clean and modern feel. The spacious floor plan features bright living areas, a functional kitchen, and inviting spaces ideal for both relaxing and entertaining.The Plantation At Leesburg is a premier active adult community offering resort-style amenities including two championship golf courses, multiple clubhouses, heated swimming pools, fitness centers, tennis and pickleball courts, walking trails, an on-site restaurant, and a wide variety of social clubs and activities. Conveniently located near shopping, dining, medical facilities, and major roadways, this community provides the perfect blend of relaxation and recreation.All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.
2316 MISPAH AVE, LEESBURG, FL 34748
$199,60032 Days on yellowkey MLS ID: G5112593
REDUCED by $7,000 (3.4%) on 06/08/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1026 Built: 1973 Tax: $1,661 (2025)Community: Leesburg Beulah HeightsSingle Family
Taxes:$1,661
Remarks: Attention!!! Come view this cute updated 3 bedroom 1 1/2 bath block home today. The property is centrally located close to all needed amenities and easy commuting. Brand new A/C system just installed, metal roof 2021, new water heater 2025. This property has been well maintained and is ready to go. Some of the updates include the ample size kitchen area with plenty of cabinet space, stainless steel appliances and granite counter tops. The main bath offers a tiled shower. The whole home is tile for easy maintenance and cleaning! Keep the vehicle out of the sun under the spacious carport that also offers storage. No HOA... always a plus! Great price, come view today and let's make a deal!!!
Listing is courtesy of: JMR REALTY, INC. (352-877-4525)
Listing Agent: James Romeyn (352-217-0916)
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