Location: Leesburg
Do Not Show Listings
26821 AUGUSTA SPRINGS CIR, LEESBURG, FL 34748
$349,000180 Days on yellowkey MLS ID: G5105520
REDUCED by $16,000 (4.4%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2282 Built: 2005Monthly Fee: $127 Tax: $3,629 (2025)Community: Arlington Ridge Ph 1-BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,629
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. **VERY MOTIVATED SELLERS** This home has been totally renovated in the last two years to include a new roof, HVAC system, water heater, updating of the kitchen and laundry room with cabinets and new appliances, updating both bathrooms with cabinets and double under counter sinks, new LVP flooring throughout, a custom built entertainment center complete with a 65 inch flat screen TV, custom closets in the master, new remote control ceiling fans inside and out, new paint inside and out, custom landscaping, and high efficiency modern lighting; all with commanding views of the 17th green of the golf course. This beautifully updated 2,282 sq ft home delivers the ideal blend of style, comfort, and move-in-ready convenience. The versatile bonus room was always used as a 3rd bedroom by the sellers and comes with a stand-alone closet that conveys with the sale. The bonus room definitely adds flexibility to the floor plan. Outside, the updated landscaping enhances curb appeal and frames the perfect setting to enjoy peaceful golf course views. Living in Arlington Ridge means more than just a home—it’s a lifestyle and ALL BONDS ARE PAID OFF. The reasonable quarterly amenity fee includes weekly lawn maintenance, as well as, high speed internet and basic cable TV service. The community offers a restaurant, pub, two swimming pools and a spa, modern fitness facility, movie theater, coffee shop, and a wide variety of clubs and activities to enjoy year-round. Located in South Leesburg, you’ll be close to grocery stores, pharmacies, medical facilities, and restaurants. CLOSE PROXIMITY TO THE VILLAGES AND ALL THE ENTERTAINMENT AND SHOPPING BUT WITHOUT THE PRICE POINT THAT AREA HAS AND NO BONDS. Plus, you’re less than 1 hour from Orlando’s world-famous attractions and international airport, with both the East and West Coast beaches under 2 hours away. **Don’t miss this opportunity to live in one of Central Florida’s most sought-after active adult communities!**
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Simon Ambrose (352-874-3703)
32730 BLOSSOM LN, LEESBURG, FL 34788
$249,500101 Days on yellowkey MLS ID: O6387303
0 Days Off yellowkey (back on 6/7/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1972 Tax: $3,283 (2025)Community: Shademoor Acres First AddSingle Family
Taxes:$3,283
Remarks: One or more photo(s) has been virtually staged. One or more photos has been virtually staged. Back on market, financing fell out. Hard-to-find and refreshed 4-bedroom, 2-bath home in this area of Leesburg. Tastefully upgraded with solid-surface counters, tasteful cabinets, a kitchen island, and appliance suite. New carpet and neutral paint colors. French doors open to a deck overlooking the private backyard, with an additional screened porch adjacent to the deck. Newer systems, like AC and appliances. Bring your picky buyers, as this is a great home for the price. Turnkey home. Close to Lake Square Mall. Some images in this listing have been virtually staged.
Listing is courtesy of: GLORY INTL. REAL ESTATE CO (386-775-7778)
Listing Agent: Patrick D'Agostino (321-467-4555)
26724 CASH CT, LEESBURG, FL 34748
$200,00018 Days on yellowkey MLS ID: G5112838
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1120 Built: 1992Monthly Fee: $229 Tax: $1,472 (2025)Community: Highland Lakes Ph 01BVilla
Taxes:$1,472
Remarks: Enter this charming villa through a private gated courtyard and discover a beautifully maintained home offering 2 bedrooms and 2 bathrooms with walk-in showers that have been refreshed. High ceilings, skylights in the living room and primary bathroom and abundant natural light create a bright and inviting atmosphere throughout. The kitchen includes a breakfast bar, cozy nook, and gas stove perfect for cooking enthusiasts. Ceramic tile flooring extends throughout the home for easy maintenance and a seamless look. Enjoy relaxing mornings in the Florida Room, accessible from both the living room and primary bedroom. Additional updates include a 2021 roof, 2016 A/C system, Plantation shutters and secondary refrigerator in the garage conveys with the sale. The low villa HOA fee covers lawn service, exterior pressure washing, water for irrigation, termite bond and roof reserves, offering a low-maintenance lifestyle. Located in the highly active Highland Lakes community, residents enjoy exceptional amenities including a driving range, walking and biking trails, catch-and-release fishing lakes, library, indoor and outdoor pools, fitness center, tennis and pickleball courts, as well as metal and woodworking shops and much more. Come and check out this delightful home for yourself before someone else makes it theirs!
100 E OAK TERRACE DR #B2, LEESBURG, FL 34748
$122,50046 Days on yellowkey MLS ID: G5111595
REDUCED by $2,400 (1.9%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1518 Built: 1980Monthly Fee: $550 Tax: $786 (2025)Community: Coach Houses At LeesburgCondo
Taxes:$786
Elementary School: Beverly Shores Elem
High School: Leesburg High
Middle School: Carver Middle
Remarks: Under contract-accepting backup offers. LOWEST PRICED 2Bed/2Bath with GARAGE & SUNROOM in Leesburg!! Price recently reduced by $12,500 -- Seller motivated! Welcome home to 100 E. Oak Terrace Dr., Unit B2 -- FIRST FLOOR Condo. Freshly painted throughout, tankless water heater, Laundry is conveniently located inside the unit with Washer/Dryer Included!. Enjoy your morning coffee on the enclosed Sunroom featuring stone tile with wood accent ceiling, and is wired for a TV. This lovely residence offers 1518 SqFt unit under AC, open layout, laminate flooring throughout, NO CARPET. Some flooring needs repair/replacing in the Kitchen and Living Room due to recent foundation repairs, SELLER is now offering a credit towards flooring. This building recently underwent foundation stabilization with a LIFETIME GUARANTEE giving you peace of mind. Your private Primary Bedroom features a walk-in closet, ensuite bathroom with tub/shower combo and single vanity. Previous owner updated and expanded BOTH BATHROOMS, so these bathrooms are larger than most units. Guest bathroom is easily accessible, offers a tiled walk-in shower with glass sliding doors. The Condo building has its own separate semi-private entrance with a new Intercom Camera System that gives access to ONLY you and 3 other neighbors. YOUR PRIVATE GARAGE offers a pebble finish flooring, wood accent ceiling, plus tall solid wood cabinets for storage. Be sure to check out the floor plan in the photos. The Condo is located less than a mile away from Downtown Entertainment District Leesburg, Venetian Gardens and just a ride away from The Villages, Mount Dora, Tavares and/or Orlando. This Condominium is just at the perfect location for those looking to be tucked in from the busy roads, the entrance of the complex is at the dead end of Oak Terrace Dr. This peaceful and serene community backs up to 88 Acres of natural beauty of Bourlay Historic Nature Park. You can either walk or bike the trails and enjoy the beautiful views of Lake Griffin. CALL FOR YOUR PRIVATE SHOWING! THIS is the Best Priced condo in Leesburg with a garage and is available for a quick sale!
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: Rachel Rivera (407-230-0235)
9807 WEDGEWOOD LN, LEESBURG, FL 34788
$530,000180 Days on yellowkey MLS ID: O6367520
REDUCED by $25,000 (4.5%) on 06/07/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2610 Built: 1979 Tax: $3,522 (2025)Community: Greenview SubSingle Family
Taxes:$3,522
Remarks: Home Equity! 4 Bedroom/2 Bathroom – Fully Renovated Pool Home on 0.4 Acres in a Golf Cart community. First entrance showcases a LARGE WALL of windows with the sky's breathtaking views, and the Full Master En-Suite on its own floor has a retreat feel! Discover your dream home in a peaceful, secluded neighborhood with no through traffic — where modern upgrades meet timeless charm. This beautifully renovated property has been fully updated throughout over the last six years, offering luxury, comfort, and convenience in one stunning package. With a 1-year Home Warranty Key Features: - Complete Renovation – New Roof, 2 New A/C units, New Kitchen, New Bathrooms, New Deck, New flooring, Newly painted & so much more! - Private backyard with mature oaks & wooded views and a New Shed for extras - Master en-suite on private 2nd floor with skylight, spa-like bath, soaking tub & dual showerheads, extra-large walk-in marble tile shower. - 20+ ft ceilings with wood beam accents & a wall of windows - Custom kitchen with pecan wood breakfast bar, reverse osmosis water purifier, and all appliances, even an 84" TV included! - Part of the renovated garage now has a large room with a wall of mirrors and a heavy-duty mat floor ready for a home gym *(not included in sqft of home) - Cozy updated fireplace & jumbo ceiling fan centerpiece the living area - Ring security system with cameras that view all around the outside of the house - New back deck with pavers & rustic wood accents, all tied in with large railroad ties that make a statement overlooking the pool deck and firepit Lifestyle & Location: - Silver Lake is at the top of the street, a great place to walk, bike ride, or bird watch - Sumter College is a bike ride away - Close to many restaurants, shopping centers, and the Lake Square Mall - In the heart of the world-famous Chain of Lakes — home to Bassmaster competitions! - Only 20 minutes to The Villages (world-renowned retiree capital) or historic Mount Dora, known for its quaint shops and antiques. Don’t wait — homes like this don’t come along often. Step into the FLORIDA lifestyle you deserve. *Appraisal Completed Nov 2025. ***There is new construction in the back, adjacent property with plans for large lot homes in the million-dollar price range. (NOT KB HOMES)***
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
5843 PRINCESS CAROLINE PL, LEESBURG, FL 34748
$349,00031 Days on yellowkey MLS ID: O6407253
1 Days Off yellowkey (back on 6/7/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1717 Built: 2001Monthly Fee: $229 Tax: $1,833 (2025)Community: Royal Highlands Ph 01BSingle Family
Taxes:$1,833
Elementary School: Leesburg Elementary
Middle School: Oak Park Middle
Remarks: Under contract-accepting backup offers. Welcome to 5843 Princess Caroline Place, a move-in ready 2-bedroom, 2-bath masonry construction home with a den, offering 1,717 square feet on an oversized corner lot with a private conservation backyard. Inside, the split floor plan is enhanced by stunning Porcelana tile throughout, upgraded baseboards, crown molding, knockdown ceilings, new blinds and window coverings, and bright natural light throughout the main living areas. The living and dining combination features wall-to-wall sliders opening to a glass-windowed lanai, creating comfortable indoor-outdoor living with peaceful backyard views. The kitchen offers a solar tube, closet pantry, stainless steel appliances, wood cabinetry, Corian counters, and a breakfast nook overlooking the lush, professionally landscaped yard. The spacious primary suite includes an en suite bath with double vanities, a soaking tub, and a separate shower. Outside, enjoy custom plant bed curbing, manicured landscaping, a sealed paver driveway, gutter screens, and a paver patio retreat surrounded by conservation views. Major updates include a 2025 roof with upgraded underlayment, 2024 windows, 2013 A/C, 2017 40-gallon water heater, 2026 sealed front driveway pavers, and a full-house water softener. Located in Royal Highlands, a gated 55+ active adult golf community in Leesburg, residents enjoy access to amenities such as indoor and outdoor pools, fitness center, tennis, pickleball, shuffleboard, bocce, clubhouse spaces, scenic lakes, natural areas, and the Monarch Golf Club within the community. Royal Highlands is positioned along the Highway 27 corridor, offering convenient access to Leesburg, Clermont, The Villages, shopping, dining, medical services, and the Florida Turnpike.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Michelle Silva (561-220-0641)
102 DOGWOOD TRL, LEESBURG, FL 34748
$241,000269 Days on yellowkey MLS ID: R4909942
REDUCED by $14,000 (5.5%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 2023Monthly Fee: $397 Tax: $2,902 (2024)Community: Hawthorne At Leesburg A CoopManufactured Home
Taxes:$2,902
Tax Year: 2024
Remarks: Immaculate Furnished 2023-Built 3 Bedroom, 2 Bath Home in Hawthorne at Leesburg Don’t miss this beautifully designed 2023 furnished (includes all interior furniture) home located in the highly desirable, gated 55+ community of Hawthorne at Leesburg. This residence combines modern elegance, thoughtful upgrades, and low-maintenance living, making it truly move-in ready. Inside, you’ll find a spacious open floor plan with 8-foot ceilings, elegant 4-inch crown molding, cornices, and drywall finishes throughout. The chef’s kitchen is a highlight with wood tone cabinetry, a walk-in pantry, and Frigidaire stainless steel appliances, all flowing seamlessly into the dining and living areas for both everyday living and entertaining. The primary suite offers a private retreat with an en suite bathroom and generous walk-in closet. Two additional bedrooms provide comfortable space for guests, hobbies, or a home office, and a second full bath is styled with matching finishes. Tile flooring extends through the main living areas, while plush carpeting creates comfort in the bedrooms. The laundry area is conveniently located inside and includes a brand-new stacked washer and dryer. Designed with both comfort and practicality in mind, this home is situated on a unique large, tucked-away lot set back from the street, offering an unexpectedly quiet and private setting. The long concrete driveway, approximately six car lengths in size, provides ample space for multiple vehicles and is ideal for boat or RV parking and preparation. A generous screened room with fitted blinds and an aluminum slatted awning provides a relaxing outdoor space, while a large finished storage shed with shelving adds extra functionality. The shingled roof, 2023 automatic sprinkler system, and low-maintenance landscaping with drought-resistant plants ensure years of worry-free living. Hawthorne at Leesburg offers an unparalleled lifestyle in a waterfront, resident-owned cooperative. The community features beautifully landscaped grounds, lakes with illuminated fountains, and a private marina with over 120 boat slips and access to the Harris Chain of Lakes. Residents enjoy a stunning clubhouse with a full-time program coordinator, more than 100 activities, a hospitality lounge, card rooms, craft rooms, billiards, a fitness center, a library, and a fine arts room. Outdoor amenities include excellent fishing, a geo-thermally heated pool, and two enclosed therapeutic pools. The affordable monthly fee of $397 includes water, sewer, lawn mowing, private emergency services, and storage for recreational vehicles, boats, and trailers. This home truly offers the perfect combination of comfort, convenience, and resort-style living.
Listing is courtesy of: BLACK TIE REAL ESTATE PROFESSIONALS, INC. (352-516-8810)
Listing Agent: Dee Brown (352-516-8810)
34704 RADIO RD, LEESBURG, FL 34788
$374,9007 Days on yellowkey MLS ID: G5113163
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1784 Built: 1987 Tax: $2,406 (2025)Community: Silver Lake EstatesSingle Family
Taxes:$2,406
Remarks: Privacy, space, and endless possibilities! This one-owner home is situated on a beautifully fenced 1-acre lot with no HOA, offering the freedom to store your toys, run a hobby business, or simply enjoy country-style living just minutes from shopping and everyday conveniences. The standout feature is the 30’ x 30’ detached garage/workshop, complete with overhead storage shelving, built-in cabinets, and plenty of room for vehicles, woodworking, mechanics, or a home-based business. The workshop is conveniently connected to the home by a breezeway and is perfect for anyone needing extra workspace or storage. The property is secured with an electric gated entrance, includes three additional storage sheds, and features an above-ground pool with surrounding deck and covered entertaining area (pool needs a new liner). Inside, you’ll find a spacious 3-bedroom, 2-bath split-bedroom floor plan with a family room featuring a cozy fireplace, a living room/dining room combination, a large inside laundry room, and a huge screened porch overlooking the private backyard. The home is positioned toward the back of the property, creating exceptional privacy and a peaceful setting. Additional improvements include a durable metal roof installed in 2007, providing long-term value and peace of mind. Lovingly maintained by its original owner, this unique property is ready for its next chapter and is ideal for buyers seeking a workshop, extra storage, room for hobbies, or simply a little more space to enjoy life.
Listing is courtesy of: DUNN REALTY (352-343-0149)
Listing Agent: Sean Dunn (352-516-4112)
2927 TANGERINE CT, LEESBURG, FL 34748
$139,900193 Days on yellowkey MLS ID: V4946146
1 Days Off yellowkey (back on 6/6/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1288 Built: 1988Monthly Fee: $245 Tax: $1,875 (2025)Community: Leesburg Royal Oak EstatesSpa: NoTownhouse
Taxes:$1,875
Remarks: Under contract-accepting backup offers. ASIS GREAT INVESTMENT OPPORTUNITY OR FIRST TIME HOME OWNERSHIP WITH PRESTIGE WATER VIEWS! Very motivated Seller ready for offers! Two bedrooms with beautiful view of pond from upstairs balconies. Convenient half bath downstairs with washer/ dryer hook up. Breakfast bar, Kitchen with appliances, dining and spacious living room. As you enter this unit a screened patio welcomes you home. Two reserved car parking spaces conveniently located around the corner. This townhome has been renter occupied for many years producing an income to owner. This location attracts a lot of tenants looking to enjoy the great entertainment offered by The Villages area. Gated community with swimming pool, club house and fitness center. Enjoy summer days by the pool with your family and friends. Many restaurants and shops nearby. Only a few minutes from Brownwood Square in The Villages!
Listing is courtesy of: COLDWELL BANKER COAST REALTY (386-275-1000)
Listing Agent: Luciana Beck (352-267-0342)
6340 HIGHLAND LAKES BLVD, LEESBURG, FL 34748
$294,99529 Days on yellowkey MLS ID: O6407704
REDUCED by $5,000 (1.7%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1927 Built: 2001Monthly Fee: $135 Tax: $2,745 (2025)Community: Highland Lakes SubSpa: NoSingle Family
Taxes:$2,745
Remarks: Welcome to 6340 Highland Lakes Blvd, a beautifully updated, truly move-in-ready home in the highly sought-after Highland Lakes 55+ community. This meticulously maintained residence blends modern upgrades with warm, inviting living spaces—perfect for relaxing, entertaining, and enjoying the Florida lifestyle. Step inside to an open, airy floor plan featuring brand-new waterproof luxury vinyl plank flooring, LED lighting, and a custom-designed kitchen complete with solid wood soft-close cabinetry, stunning granite countertops, stainless steel appliances, and elegant pendant lighting over the island. The spacious living area centers around a cozy electric fireplace with shiplap surround and custom built-ins, creating a stylish focal point for gatherings. A generous formal dining room flows seamlessly to the large screened-in porch, offering peaceful views and the ideal spot for morning coffee or evening unwinding. The primary suite is a true retreat—featuring unique flooring, upgraded vanity lighting, and an expansive walk-in closet. A second oversized bedroom and a beautifully renovated guest bath ensure comfort for visitors. The versatile bonus room can serve as an 3rd bedroom -/closet office, den, or additional sleeping space. Fresh interior paint, a new roof, and a new garage door opener add peace of mind and long-term value. Outside, the home is surrounded by mature landscaping and sits within a vibrant, amenity-rich community offering natural fishing lakes, indoor/outdoor pools, tennis courts, a large clubhouse, RV storage, and even a renowned wood/metal shop—all designed to elevate your active-adult lifestyle. This is the perfect blend of comfort, style, and low-maintenance living—your Florida dream home awaits.
Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)
Listing Agent: Aaron Maddox (407-782-6067)
2906 ASH DR, LEESBURG, FL 34748
$199,90053 Days on yellowkey MLS ID: G5111365
REDUCED by $10,000 (4.8%) on 06/06/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1288 Built: 1988Monthly Fee: $245 Tax: $2,387 (2025)Community: Royal Oak EstatesTownhouse
Taxes:$2,387
Remarks: One or more photo(s) has been virtually staged. This attractively renovated two-bedroom, two-and-a-half-bathroom townhome is situated within the gated community of Royal Oak Estates. Offering 1,288 square feet across two levels, the residence features laminate flooring and crown molding throughout the downstairs area. The expansive living and dining space is enhanced by built-in cabinetry, countertops, and sliding glass doors that lead to a private, covered patio—ideal for entertaining guests. The kitchen is equipped with ample cabinet and drawer storage, quartz countertops, stainless steel appliances, and a pantry for additional space. A convenient laundry area is located in the downstairs half bathroom. The generously sized primary suite and second bedroom are found upstairs, accompanied by two full bathrooms. This property comes with a 13 month HOME WARRANTY and includes two designated parking spaces. Community amenities comprise a pool, fitness center, and recreation center. Its location provides easy access to shopping, schools, and restaurants.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Jim Richardson (352-874-7606)
2948 TANGERINE CT, LEESBURG, FL 34748
$209,90077 Days on yellowkey MLS ID: G5110262
REDUCED by $10,000 (4.5%) on 06/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1434 Built: 1992Monthly Fee: $245 Tax: $2,759 (2025)Community: Royal Oak Estates 3Rd AddVilla
Taxes:$2,759
Remarks: One or more photo(s) has been virtually staged. This attractive 2-bedroom, 2-bathroom Villa in Royal Oak Estates, Leesburg, offers an exceptional opportunity. The residence features meticulously maintained interiors with luxury vinyl plank flooring throughout and a desirable split floor plan that enhances privacy. The open-concept living area connects seamlessly to an extra-large, screened patio—ideal for entertaining guests. Additional storage is available in the separate room located on the patio. The kitchen is equipped with a spacious breakfast bar, new stainless-steel appliances, quartz countertops, and a pantry. The primary bedroom includes an ensuite bathroom with dual vanities and ample storage; both bathrooms feature new quartz countertops. Royal Oak Estates is gated community with swimming pool, club house and fitness center and is conveniently located near Leesburg schools and the amenities of Brownwood, this home also comes with a 13-month warranty for added peace of mind. Recent updates include a new roof (2019), and replacements of the A/C and water heater (2022).
332 HAWTHORNE BLVD, LEESBURG, FL 34748
$162,90030 Days on yellowkey MLS ID: O6407980
REDUCED by $5,100 (3.0%) on 06/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1974Monthly Fee: $397 Tax: $2,023 (2024)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$2,023
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 2-bedroom, 2-bath home located in the desirable Hawthorne at Leesburg community. Offering 1,152 square feet of comfortable living space, this home features new carpet in both bedrooms and laminate flooring throughout the main living areas for easy maintenance and modern appeal. The spacious primary suite includes an updated vanity and walk-in shower, while the guest bathroom offers a tub/shower combination and upgraded vanity. The kitchen has been tastefully updated with upgraded cabinetry, a center island, and matching appliances, all opening to a generous dining area and living room, perfect for entertaining! The open-concept living room, kitchen, and dining area create a bright and inviting atmosphere, enhanced by large windows that provide abundant natural light throughout the home. Additional updates include a washer, dryer, and refrigerator that are only one year old, while all other appliances are less than five years old. A large laundry room provides added convenience, along with a separate storage/workshop room offering plenty of extra space. Outside, enjoy a peaceful backyard shaded by mature trees, creating a relaxing outdoor setting. The roof was replaced approximately six years ago, adding to the home's value and peace of mind. Located in the highly sought-after Hawthorne at Leesburg, this active 55+ community offers an exceptional lifestyle with endless activities and amenities. Residents enjoy access to tennis, golf, pickleball, gardening, archery, shuffleboard, nature trails, and numerous clubs and social events. Join a softball team or biking club, relax after a swim, or take advantage of the courtesy shuttle for shopping and outings. For boating and fishing enthusiasts, the community features 120 boat slips with access to the beautiful Harris Chain of Lakes. Hawthorne at Leesburg also provides added peace of mind with EMTs on duty 24 hours a day and emergency response buttons located in every home for a quick response. Surrounded by beautiful scenery, friendly neighbors, and abundant recreational opportunities, Hawthorne at Leesburg is more than a community — it’s a wonderful place to call home!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Suzanne Muchow (407-325-5562)
1125 CABALLO RD, LEESBURG, FL 34748
$1,295,00017 Days on yellowkey MLS ID: G5112512
0 Days Off yellowkey (back on 6/6/2026)
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3278 Built: 2008 Tax: $6,499 (2025)Community: Acreage & UnrecSingle Family
Taxes:$6,499
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience the ultimate in luxury country living with this exceptional 5-acre private estate, where sophistication, comfort, and resort-style amenities blend seamlessly. Beyond the gated entrance, a winding driveway leads to a grand circular drive highlighted by an elegant fountain, creating a truly unforgettable arrival experience.Meticulously maintained and move-in ready, this stunning residence offers more than 3,200 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3.5 bathrooms, soaring 10-foot ceilings, tray ceilings, extensive crown molding, and energy-efficient Icynene insulation throughout. The expansive living areas are enhanced by a whole-home surround sound system with a dedicated media closet, creating the perfect setting for both entertaining and everyday living.At the heart of the home, the gourmet chef’s kitchen is designed to impress with antique-painted soft-close cabinetry, granite countertops, a large center island with pull-out shelving, a walk-in pantry, and premium KitchenAid stainless steel appliances, including a double oven.Designed with both luxury and functionality in mind, the property offers exceptional space for car enthusiasts, RV owners, and hobbyists alike. The spacious 4-car garage is fully air-conditioned and features professionally finished epoxy floors, while the impressive 30’ x 50’ climate-controlled garage provides ample room for RV storage, boats, recreational vehicles, or a workshop.Step outside into your own private resort-style retreat. The screened lanai showcases a sparkling pool complete with a water slide and fountain, alongside a fully equipped outdoor kitchen featuring a built-in grill, double-drawer cooler, and outdoor shower for effortless entertaining. Just beyond the pool area, a custom deck surrounds a majestic granddaddy oak tree, offering a peaceful place to relax and unwind.The beautifully landscaped grounds were thoughtfully designed for both recreation and relaxation, featuring a Disney-inspired playground with slides, a rock wall, playhouse, and zipline, as well as a fire pit and potting shed with dedicated gardening space.Additional highlights include a fully fenced 6-foot perimeter fence, two private golf driving holes, a whole-home Generac propane generator, a brand-new roof installed in 2025, and an upgraded HVAC system. Combining timeless elegance with unmatched lifestyle amenities, this extraordinary estate offers a rare opportunity to enjoy refined country living at its finest. Call today to schedule your private showing.
Listing is courtesy of: FLAMINGO REAL ESTATE & MNGMT (352-689-1000)
Listing Agent: Robbie Shoemaker (352-661-5733)
12107 EAGLE POINT CT, LEESBURG, FL 34788
$625,00020 Days on yellowkey MLS ID: G5112831
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 2007Monthly Fee: $14 Tax: $7,313 (2025)Community: Eagles Point SubSingle Family
Taxes:$7,313
Remarks: 3/2 waterfront in Leesburg. Harris Chain access + dock. 2007 build. Not in a Flood Zone. Waterfront home in Leesburg, Florida, positioned just three homes from Lake Eustis with direct Harris Chain of Lakes access. Open foyer with vaulted ceilings overlooks the canal and private boat dock. Chef's kitchen includes abundant cabinetry, spacious pantry, and breakfast nook. Primary suite features walk-in closet and ensuite with garden tub and tile shower.. Split-bedroom layout provides privacy with a flexible fourth room for office or den use. New roof completed May 2026. Covered boat dock with composite decking & lift for low-maintenance waterfront access. Large lot offers space for future pool installation. Oversized garage with dual doors provides vehicle and storage capacity. Partially covered outdoor entertaining area maximizes Florida living. Storage shed keeps tools and equipment organized.. Harris Chain of Lakes offers boating, fishing and restaurants throughout multiple connected lakes with ability to go to Jacksonville via St. Johns River or to the Atlantic Ocean. HOA fees approximately $170 annually. Quiet neighborhood setting with wildlife viewing and sunset opportunities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Lizzy Bell (352-446-4843)
4750 SAWGRASS LAKE CIR, LEESBURG, FL 34748
$424,90025 Days on yellowkey MLS ID: G5112522
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1880 Built: 2000Monthly Fee: $180 Tax: $3,546 (2025)Community: Plantation At Leesburg Sawgrass VillageSingle Family
Taxes:$3,546
Remarks: Lakeview, golf course view; fully renovated home in premier, 55+, gated golf community. Live the resort lifestyle every day in this b eautifully renovated home with stunning views of Sawgrass Lake, nature, and sunrises and sunsets. Renovated thru out to include new kitchen with modern convivences, quartz countertops, tile backsplash and new appliances. The views from the breakfast area are stunning. Enjoy ez care luxury vinyl plank flooring thru out. Triple crown moldings thru out, custom plantation shutters thru out, both bathrooms remodeled. Guest bath has large walk-in shower. Master bathroom is spa like with separate his and her vanities, soaking tub and large walk-in shower.Greatroom has views to the lake and golf course thru triple sliding glass doors. The real magic happens when you step out onto the covered lanai and gaze at the wildlife and enjoy the serenity and privacy of the bird cage. Enjoy a glass of sangria and watch the sunset under the UV protected gazebo. Florida outdoor living and entertaining is so delightful with these outdoor additional living spaces. Convenient long driveway and oversized two car garage with additional golf cart garage. Workshop area, over head storage racks, and pull downstairs for attic storage complete the garage. If you enjoy watching san hill cranes march across your property with their babies following behind, and if you enjoy your morning coffee listening to the birds while watching the sunrise, this home will not disappoint.Updates do include roof and HVAC system and landscaping.Plantation at Leesburg is a gated 55+ 36 holes of golf award winning community. It's golf cart friendly, onsite resturant,pickleball,softball,workout classes, themed dances and dinners and active adult activites.3 amenity centers have heated pools. Perfect cental Florida location near the Villages (5 miles,one hour to either coast,EZ drive to Disney, Universal, Orlando and Tampa Lake County has excellent fishing lakes and even some orange groves. Something for everyone! Listing agent is owner.
Listing Agent: Sandy Twito (352-901-9100)
5909 WINDSONG OAK DR, LEESBURG, FL 34748
$315,00014 Days on yellowkey MLS ID: O6411614
INCREASED by $26,000 (9.0%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 2013Monthly Fee: $86 Tax: $3,578 (2025)Community: Windsong At LeesburgSpa: NoSingle Family
Taxes:$3,578
Remarks: One or more photo(s) has been virtually staged. Lowest Price per foot in Windsong at Leesburg! Seller will put on a NEW Roof prior to closing with accepted contract! Welcome to 5909 Windsong Oak Drive NEAR the quiet culdesac in the very back of this quiet community, in the desirable Windsong at Leesburg community—where modern comfort, convenience, and Florida living come together beautifully. This move-in-ready home offers 1,875 square feet of thoughtfully designed living space featuring attractive stone accents, durable block-and-stucco construction, energy-efficient double-pane windows, and a spacious two-car garage. Step through the impressive foyer and discover an open-concept floor plan highlighted by large ceramic tile flooring, abundant natural light, and spacious gathering areas perfect for entertaining or everyday living. The heart of the home is the oversized kitchen featuring rich espresso cabinetry, granite countertops, stainless steel appliances, abundant prep space, and a large dining area ideal for family dinners and holiday celebrations. The expansive living room flows seamlessly to the large covered lanai through oversized sliding glass doors, creating the perfect indoor-outdoor lifestyle. Whether you're enjoying your morning coffee, relaxing after work, or hosting friends and family, this inviting space is designed to be enjoyed year-round. The oversized primary suite serves as a private retreat with plenty of room for a sitting area, a huge walk-in closet, and a luxurious ensuite bath featuring dual vanities, solid-surface countertops, a soaking tub, and a separate walk-in shower. Secondary bedrooms are with comfort and privacy, while the oversized laundry room provides additional storage and functionality. Beyond the home itself, Windsong at Leesburg offers exceptional community amenities with low HOA fees. Residents enjoy a beautiful community pool, covered seating and gathering areas, and a playground, creating the perfect setting for relaxation, recreation, and neighborhood gatherings. Location is another standout feature. Conveniently situated near Publix, shopping, restaurants, medical facilities, and daily conveniences, everything you need is just minutes away. Outdoor enthusiasts will appreciate the close proximity to public boat ramps and the area's beautiful lakes, providing endless opportunities for boating, fishing, kayaking, and waterfront fun. Commuters will love the easy drive to Clermont, Minneola, and surrounding Central Florida destinations, while wine enthusiasts can enjoy nearby weekends at Lakeridge Winery, one of Florida's premier wineries known for its scenic vineyards, festivals, and live entertainment. If you've been searching for a move-in-ready home in Leesburg with granite countertops, stainless steel appliances, an oversized primary suite, covered lanai, low HOA fees, community pool, playground, and convenient access to shopping, boating, and Clermont, then 5909 Windsong Oak Drive is the opportunity you've been waiting for. Schedule your private showing today and discover why this exceptional home stands out from the competition.
Listing is courtesy of: NEXTHOME LOTT PREMIER REALTY (407-222-0495)
Listing Agent: Corey Lott (407-222-0495)
103 POINSETTIA, LEESBURG, FL 34748
$105,000179 Days on yellowkey MLS ID: G5105622
REDUCED by $10,000 (8.7%) on 06/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1370 Built: 1980Monthly Fee: $397 Tax: $1,248 (2025)Community: Hawthorne At Leesburg A Cooperative UnitManufactured Home
Taxes:$1,248
Remarks: *NEW PRICE!!!*AFFORDABLE FLORIDA LIFESTYLE*BEAUTIFUL SETTING*BIG CLUBHOUSE WITH LOTS OF ACTIVITIES* You'll appreciate this will-maintained, move-in ready home on a nice corner lot. Step into the nice big Florida room with windows all around. You'll spend many hours here reading, doing hobbies and watching the world go by. The living room is very large with lots of light and continues to the dining room. Dining room features a built-in buffet wall for great storage. New hard surface flooring installed in 2024 goes throughout the house, for easy care. 2 big pantries in the kitchen let you store lots of goodies. The kitchen has a 2024 dishwasher and an access door to the carport for convenience and it also goes to the heated laundry/workshop/storage room. Bedroom 2 is a good size that will handle a king size bed, has built-in drawers and a walk-in closet. A bath with tub/shower combo, vanity and large built-in linen cupboard is across the hall. Both baths have new tall commodes in 2024. At the end of the hall you'll find the primary bedroom. It has good incoming light, room for a king size bed, built-in drawers and attached bath with long vanity, walk-in closet, and step-in shower. Other updates include: hot water heater 2025, irrigation system, electric panel box and wiring for hot tub with surge protector 2024, carpet in Florida room, lanai and ramp, extra bright bath lights, roof coated in 2025 for additional life and screen for rain gutters. ALL YOU HAVE TO DO IS MOVE RIGHT IN! You'll fall in love with the 55+, Hawthorne community with big trees and an old south feeling. A large clubhouse features a hospitality lounge, card and craft room, billiard room, fitness center, library and more than 100 activities and friendly folks. Pickleball, tennis and outdoor activities abound. There are pools and walking trails and a marina with direct access to the Harris Chain of Lakes. Hawthorne has a state-of-the-art emergency response system with 3 emergency vehicles and 24/7 firefighter/EMTs. Homes are equipped with emergency alarm buttons. Monthly fee includes 24 hour gate security, basic cable, community pool, ground maintenance, manager, sewer and water. Location is convenient to shopping, dining, banks, groceries, major highways and attractions. THIS IS THE AFFORDABLE, LIFESTYLE YOU'VE BEEN SEARCHING FOR!!!
Listing Agent: Garnet Eversole (352-874-1512)
4732 ST ANDREWS ARC, LEESBURG, FL 34748
$235,000100 Days on yellowkey MLS ID: G5109121
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1295 Built: 2001Monthly Fee: $229 Tax: $3,249 (2025)Community: Royal Highlands Ph 1-DSpa: NoSingle Family
Taxes:$3,249
Remarks: TURNKEY & MOVE-IN READY. This WELL-MAINTAINED, CBS 2/2 plus flex room home is waiting for your personal touches. The LIVING and DINING ROOM COMBO is the center of the home, and there is a split bedroom floorplan. Recent updates include: BEAUTIFULLY RENOVATED KITCHEN with STONE COUNTERS, 42" CABINETS and STAINLESS STEEL APPLIANCES, LUXURY VINYL FLOOR has an EAT-IN SPACE and a CONVENIENT LAYOUT for cooking. The SPLIT BEDROOM floorplan lends privacy to all. The PRIMARY BEDROOM has a WALK-IN CLOSET and SOME UPDATES in the EN SUITE. Between the two bedrooms is a BONUS ROOM that can be used for a DEN, TV ROOM, OFFICE or GUEST OVERFLOW. The LANAI is newly renovated and has with DOUBLE-HUNG WINDOWS & SCREENS all around. The 2-car garage has pull-down access to the ATTIC for EXTRA STORAGE, PEGBOARD ALL AROUND, a window. ROOF REPLACED 2018. This cozy 2+/2 offers LOTS OF VALUE and is PRICED TO SELL with a chance to MAKE IT YOUR OWN. Items in garage and lanai furniture do NOT CONVEY. This is your opportunity to OWN A HOME in the premier GOLF COURSE, 55-plus community of ROYAL HIGHLANDS where residents enjoy a full range of amenities, including CABLE & HIGH-SPEED, FIBER OPTIC INTERNET, a GATED entrance with attendants, a GOLF COURSE, a RESTAURANT, tennis, pickleball, softball, INDOOR & OUTDOOR POOLS, secured RV STORAGE, bocce, shuffleboard, a FITNESS ROOM, a library, arts and crafts, billiards, catch-and-release fishing, and a variety of clubs. There truly is SOMETHING FOR EVERYONE in this vibrant community!
Listing Agent: Celie White (352-223-2580)
20618 QUEEN ALEXANDRA DR, LEESBURG, FL 34748
$324,90015 Days on yellowkey MLS ID: G5113013
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1945 Built: 2005Monthly Fee: $229 Tax: $2,520 (2025)Community: Royal Highlands Ph 02-B Lt 1317 Pb 50 PgSpa: NoSingle Family
Taxes:$2,520
Remarks: Located in the premier 55+ community of Royal Highlands, this concrete block and stucco home features the highly sought after Huntly floor plan, including 3 bedrooms, 2 bathrooms, and a split layout with just under 2,000 square feet of living space. Situated with no rear neighbors, this home backs up directly to a nature preserve for added privacy and serene views. Exterior features include a screened front entry, an attached 2-car garage, a screened-in rear lanai with peaceful views of the preserve, and an additional open patio. The interior layout centers around a great room with volume ceilings that connects directly to the formal dining room. The kitchen includes a wrap-around breakfast bar, a gas stove, a closet pantry, an attached “Morning Room” dinette area, and access to the indoor laundry room. The primary suite features sliding glass door access to the rear outdoor space, double closets, and a large ensuite bathroom equipped with split double vanities, a garden tub, and a separate walk-in shower. Situated on the opposite side of the home for privacy, the two secondary bedrooms share a full guest bathroom. NEW ROOF 2025~NEW HVAC SYSTEM 2024~NEW CARPET IN ALL BEDROOMS 05/2026! HOA/COMMUNITY: Royal Highlands is a premier, guard-gated 55+ community located in “The Lakefront City” of Leesburg. Renowned for its natural beauty, this golf-cart-friendly neighborhood boasts 4 pristine lakes, dedicated conservation land, and a nature trail. Residents enjoy resort-style living featuring an 18-hole golf course, two clubhouses, indoor/outdoor pools, tennis and pickleball courts, a vibrant social calendar, and so much more! Ideally situated in South Leesburg off Hwy 27, Royal Highlands boasts the ultimate central location. Enjoy effortless commutes to popular spots including The Villages and Clermont, for prime shopping, endless dining options, medical facilities, and entertainment. Schedule your personal tour today!
Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)
Listing Agent: Missy Conway (352-804-9356)
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