Location: Leesburg , 34748
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5840 CLIFFBOW LOOP, LEESBURG, FL 34748
$309,41521 Days on yellowkey MLS ID: O6412617
3 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1839 Built: 2026Monthly Fee: $90 Tax: $3,867 (2026)Community: Groves At WhitemarshSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,867
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2026
Middle School: Oak Park Middle
Remarks: Virtually Staged. Under Construction. Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. The Juniper combines modern style with practical comfort, offering a design that fits the way you live. A spacious two-car garage and optional covered lanai provide flexibility inside and out, while three main-level bedrooms are thoughtfully positioned at the front of the home. These bedrooms share a dual-vanity bath with a walk-in laundry room conveniently located across the hall. At the heart of the home, the open kitchen and dining area create the perfect setting for dinners or holiday gatherings. Afterward, relax in the expansive 17x17 great room, ideal for entertaining or quiet evenings together. With options for enhanced outdoor living, the Juniper brings the best of Florida’s sunshine and a functional layout together in one inviting design. *Photos are from a similar home.
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
32676 OAK PARK DR, LEESBURG, FL 34748
$290,00055 Days on yellowkey MLS ID: G5111662
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 1996Monthly Fee: $265 Tax: $3,389 (2025)Community: PennbrookeSpa: NoSingle Family
Taxes:$3,389
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Virtually Staged. Sellers are offering BRAND NEW LUXURY VINYL PLANK FLOORING AT CLOSING with 3 TO 5 SELECTIONS for the buyer to choose from, adding instant personalized value before you even move in. Discover comfortable Florida resort lifestyle living in this 3 BEDROOM, 2 BATHROOM home spanning just over 1,700 SQUARE FEET within the esteemed PENNBROOKE FAIRWAYS, an inviting GATED 55+ COMMUNITY in Leesburg, Florida. Perfectly positioned just 5 minutes south of The Villages and only 50 minutes from Orlando, this location truly has it all. A well-designed floor plan maximizes both space and natural light throughout, while the updated kitchen flows seamlessly into the living areas creating an ideal space for everyday living and entertaining. The kitchen features UPDATED APPLIANCES including a stove, dishwasher, refrigerator, and microwave, along with UPDATED COUNTERTOPS, SINK, AND BACKSPLASH. Just off the kitchen you will find a dedicated LAUNDRY room featuring a generous PANTRY - ideal for extra storage and everyday convenience. UPDATES THROUGHOUT THE HOME include new hardware, fresh finishes, and a UPDATED GUEST BATHROOM WITH NEW COUNTERTOPS, giving the home a cohesive and polished feel. A NEWER FRONT DOOR makes a great first impression the moment you arrive, complemented by a LEVELED DRIVEWAY for added curb appeal and functionality. Step out to your SPACIOUS 3 SEASON ENCLOSED LANAI overlooking a PERMANENTLY PRIVATE WOODED BACKDROP where you can sit back, relax, and take in BEAUTIFUL FLORIDA WILDLIFE right from the comfort of your own home. This lot backs to a conservation area ensuring no homes will ever be built behind you. Major mechanicals have been taken care of with a WATER HEATER REPLACED IN 2023, HVAC FROM 2017 AND WELL MAINTAINED, and a ROOF FROM 2015. HOA INCLUDES BASIC CABLE, INTERNET, AND LAWN CARE, making for easy and low maintenance living. WIND MITIGATION INSPECTION COMPLETED with a 4 point inspection report available. Community amenities include a fitness center, activity center, grand hall with full kitchen, card room, craft room, billiards, ping pong, hair salon, library, and an on-site non-denominational building. With more than 110 weekly activities, clubs, and a full-time lifestyle director, there is truly something for everyone. Enjoy all the dining, shopping, golf, and entertainment that THE VILLAGES has to provide just minutes away, along with convenient access to I-75 AND THE FLORIDA TURNPIKE. MOTIVATED SELLER. READY for YOU! Schedule your showing today.
Listing is courtesy of: REALTY EXECUTIVES IN THE VILLAGES (352-753-7500)
Listing Agent: Jonsely Mejia (732-343-5666)
5034 EL DESTINO DR, LEESBURG, FL 34748
$199,000155 Days on yellowkey MLS ID: G5106860
REDUCED by $10,000 (4.8%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1800 Built: 1990Monthly Fee: $180 Tax: $2,240 (2025)Community: Plantation At Leesburg Casa Del LagoManufactured Home
Taxes:$2,240
Remarks: Nearly turnkey ! Just about 90% of furniture and furnishings included and Golf Cart is negotiable. This spectacular residence offers over 1,800 square feet under central air and is designed for comfort, flexibility, and effortless living. Featuring two spacious, light-filled bedrooms plus a versatile bonus room currently used as an art studio with beautiful glass windows, this space could easily serve as a sewing room, hobby space, or private home office—the possibilities are truly endless.Step inside to a welcoming foyer complete with a convenient coat closet. The impressive formal living room showcases a custom built-in unit perfect for displaying books and collectibles, while the dining room features a charming built-in hutch—ideal for entertaining. The open-concept layout seamlessly connects the living areas. The kitchen is equipped with upgraded appliances, a breakfast island, and opens to the inviting family room. A stylish wet bar adds character and convenience, or could easily be transformed into a gourmet coffee bar for your morning routine. Elegant upgraded flooring flows throughout the home, offering both beauty and easy maintenance. The spacious primary suite comfortably accommodates a king-size bed and large dressers, and features a generous walk-in closet. The primary bath includes a relaxing Jacuzzi tub, walk-in shower, and multiple cabinets providing abundant storage. The guest suite is equally comfortable, offering ample space and its own large walk-in closet—perfect for family or visiting friends.Additional highlights include an indoor laundry room with cabinetry and extra storage, a carport, and a working shed for hobbies or additional workspace.Major updates include: New Roof (2017), Upgraded HVAC, Upgraded Water Heater This beautifully maintained home offers space, functionality, and thoughtful upgrades—ready for you to move in and enjoy.A Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle is right at your fingertips.
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: Adriana Skoloda (352-406-0198)
25119 CRANES ROOST CIR, LEESBURG, FL 34748
$224,000288 Days on yellowkey MLS ID: O6341819
REDUCED by $11,000 (4.7%) on 05/02/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1999Monthly Fee: $180 Tax: $2,840 (2024)Community: Plantation At Leesburg GolfviewSingle Family
Taxes:$2,840
Tax Year: 2024
Remarks: Short Sale. Great open and light home located in the Golf Course Community. One of the wonderful view in the back yard, relaxing and entertaining. Enjoy all amenities in a quiet and private gated community, restaurant, pools, tennis court. Just 45 minutes to all Orlando attractions. Waiting for a new buyer, turning this house to a home sweet home. This home comes with all major appliances included for your convenience.
Listing is courtesy of: INT'L PROFESSIONAL REALTY INC (407-699-7718)
Listing Agent: Gladys Noboa (407-967-6243)
32833 TIMBERWOOD DR, LEESBURG, FL 34748
$294,999103 Days on yellowkey MLS ID: G5109388
1 Days Off yellowkey (back on 6/12/2026)
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
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)
916 BELLE OAK DR, LEESBURG, FL 34748
$209,000138 Days on yellowkey MLS ID: G5107739
4 Days Off yellowkey (back on 6/12/2026)
REDUCED by $26,000 (11.1%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1306 Built: 1985 Tax: $1,478 (2025)Community: Leesburg Oaks Leesburg Condo Ph 01Condo
Taxes:$1,478
Remarks: One of the most spacious and versatile condos with garage + water access! This well-maintained 2-bedroom, 2-bath home offers a rare combination of features not typically found in this price range, including a private attached garage, expansive bonus living space, and access to waterfront amenities. With approximately 1,306 sq ft of heated living area and a thoughtfully designed layout, this home provides both comfort and flexibility for a variety of lifestyles. The open-concept main living area is enhanced by vaulted ceilings and abundant natural light, creating a bright and inviting space that flows seamlessly between the living and dining areas. The kitchen is both functional and well-appointed, offering ample cabinetry, generous counter space, and easy connection to the main living areas—ideal for everyday living and entertaining. A standout feature of this home is the oversized 31x14 bonus room, formerly a lanai and now fully enclosed and equipped with a mini-split system for year-round comfort. This additional space significantly expands the home’s usability and can serve as a second living area, home office, fitness room, or even be reconfigured to create additional sleeping space while still maintaining a large gathering area—an uncommon and valuable feature in condominium living. The split-bedroom floor plan provides privacy, with a comfortable guest bedroom and full bathroom located toward the front of the home, while the primary suite is positioned for a more private retreat. The primary bedroom offers generous space, a walk-in closet, and an en-suite bath featuring dual sinks and a walk-in shower. Additional highlights include direct access from the attached one-car garage, along with attic access providing substantial storage space—another rare benefit in this type of property. Residents enjoy access to a community pool as well as a private boat dock with first-come, first-served slips, offering the opportunity to enjoy boating, fishing, and waterfront living. Golf cart access to historic downtown Leesburg places shopping, dining, festivals, and waterfront events just minutes away, enhancing both convenience and lifestyle. With its unique combination of expanded living space, private garage, abundant storage, and access to water and community amenities, this home stands out from other condominiums in the area. Whether you are seeking low-maintenance living with added flexibility or a property that offers more space and features than typically available at this price point, this is a rare opportunity in one of Leesburg’s most desirable communities. Schedule your private showing today.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-735-4433)
Listing Agent: Misty Noland (352-292-1468)
3360 CURLEW AVE, LEESBURG, FL 34748
$319,000102 Days on yellowkey MLS ID: O6389048
INCREASED by $4,000 (1.3%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 2021Monthly Fee: $58 Tax: $3,491 (2025)Community: Lake Denham EstatesSingle Family
Taxes:$3,491
Remarks: Welcome home to this well maintained, LIKE NEW one-story retreat nestled on a quiet interior lot in Leesburg’s Lake Denham Estates. Inside you're greeted with soaring ceilings and an abundance of natural light, creating an airy atmosphere complemented by a neutral color palette and wood look tile flooring. Centering the open floorplan in the eat-in kitchen complete with granite countertops, SS appliances, farmhouse sink and a walk-in pantry; flows seamlessly into the family room, offering the perfect layout for both daily living and effortless entertaining. The thoughtful split floorplan prioritizes privacy, positioning the two spacious guest bedrooms away from the primary suite, which has its own ensuite with dual vanity, tile shower and walk-in closet. Outside, the expansive backyard is a rare find, featuring a covered patio and NO rear neighbors. Ideally located, you are just minutes from the community pool, playground, and the boat ramps at Griffin State Park, with quick access to major transportation routes for an easy commute. This home will not last, Tour today!
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Jo Holton (307-690-7219)
3605 MOUNT HOPE LOOP, LEESBURG, FL 34748
$299,000194 Days on yellowkey MLS ID: G5105434
REDUCED by $10,000 (3.2%) on 06/05/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1868 Built: 2006Monthly Fee: $180 Tax: $783 (2025)Community: Plantation At Leesburg Glendale VillageSingle Family
Taxes:$783
Remarks: “This home can be purchased with NO INCOME VERIFICATION” Stunning Grand Cypress in Glendale Village – a beautifully maintained lawn-care community in Plantation at Leesburg! This immaculate home features a decorative painted driveway, modern landscape curbing, a newly added BBQ patio off the lanai, and a charming screened front porch. Step inside to an inviting open floor plan where a convenient coat closet sits just to the right of the entry. The home boasts luxury vinyl flooring throughout the main living areas and ceramic tile in the kitchen and bathrooms. Major upgrades include a new roof (2023) and new HVAC system (2015) for peace of mind. The indoor laundry room offers a utility sink and multiple storage closets for added convenience. The spacious kitchen is equipped with 42" cabinets and recently replaced appliances. The primary bedroom provides direct access to the lanai, a generous closet, and a walk-in shower. The office features elegant double doors, while the bright guest bedroom offers plenty of space and natural light.A Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle is right at your fingertips.
4270 JAMES RIVER CIR, LEESBURG, FL 34748
$360,00034 Days on yellowkey MLS ID: G5112683
0 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1862 Built: 2021Monthly Fee: $128 Tax: $4,240 (2025)Community: Arlington Rdg Ph 2Single Family
Taxes:$4,240
Remarks: Virtually Staged. QUICK CLOSE POSSIBLE! Custom Built Low-Maintenance Block & Stucco 3 Bedroom 2 Bath Golf Front 1,862 s.f. home with 2 car & separate golf-cart garages built in 2021 Located In High-Demand Arlington Ridge a Premier, Resort Styled, Guard-Gated Active Adult 18 Hole Golf & Active Adult Community, (ALL BONDS PAID OFF IN FULL, $17,000 VALUE) OPEN CONCEPT FLOOR PLAN GREAT FOR ENTERTAINING, High ceilings and Luxury Vinyl Plank in all rooms except 2 bedrooms, tile flooring in bathrooms & laundry room. Kitchen island has bar top w/room for 4 stools, large closet pantry, plenty of premium Quartz countertops and soft close cabinets and drawers, Stainless fridge & gas range stay with the home, separate indoor laundry room with W & D that stay, Split bedroom plan provides privacy when guest are in town, home constructed to wind code, high & dry elevation NO FLOODING OR STORM SURGE and low wind zone which qualify home for deep discounts & affordable insurance premiums. Low HOA of $129 per month includes lawn cutting, edging and blowing, 200+ channels cable T.V., hi-speed internet, Wi-Fi router to broadcast signal all around home, 2 DVRs to record shows on. Central Florida has mild winters, perfect for year around golf and other outdoors activities. Golf Cart Friendly Community has 18 hole course, driving range, putting greens, lighted tennis, pickle ball & bocce ball courts,2 heated swimming pools, hot tub, Nautilus training & cardio equipment, showers & steam room, billiards, restaurant, tavern & free movie theater, sidewalks through entire community for those who like to walk or take Fido for a stroll, low speed limit streets are nice for bicycling. 5 minutes to 2 grocery stores, restaurants, banks, pharmacies, 10 min. free boat ramp and fishing pier on 15,000 acre Lake, Home many National Big Bass tournaments, 20 Min. to Mall, Major Restaurants & 12 Screen Movie Theater, 45 min. to Orlando, theme parks & airport 90 min. to Atlantic Ocean & Gulf of Mexico, ALL BEDROOMS HAVE CLOSETS. If you don't see this home now, you'll regret it later. THERE ARE NO MANDATORY MEMEBRSHIPS TO USE ANY OF THE FACILITIES, GOLF COURSE, PUB OR RESTAURANT. PAY ONLY WHEN YOU USE THEM. SJS 2026©
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Steven Simpkins (352-425-4860)
27545 DISCOVER CT, LEESBURG, FL 34748
$269,90061 Days on yellowkey MLS ID: G5111437
REDUCED by $10,000 (3.6%) on 06/11/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1600 Built: 2006Monthly Fee: $298 Tax: $1,727 (2025)Community: Leesburg Legacy Unit 03 Lt 259Single Family
Taxes:$1,727
Remarks: Welcome home to your nature soaked community at 'Legacy of Leesburg'. With 14 nature trails and plenty of ponds along with the Palatlakaha River, Legacy is an active adult community with a very relaxing feel! There are dozens of amenities including a beautiful pool, tennis courts, shuffleboard, a gym, Bocce Ball, Baseball field, and plenty of neighborhood clubs! Pulling up, you will notice this lovely Verna model on a sun soaked corner lot! Walking in you will be greeted by newer vinyl plank, pet proof / water proof flooring throughout the living areas, den and primary bedroom. The layout hosts 2 bedrooms with an office in the middle, but that could easily be used as a third or guest bedroom. The primary bedroom has a walk in closet and walk in shower, while the guest bathroom offers a tiled tub / shower combo. The kitchen is quite large and open with plenty of cabinetry, all appliances and a large eat in Dinette area. A formal laundry room sits to the rear of the kitchen and comes with an almost brand new washer and dryer matching set. A 2 car garage, large driveway and a New Roof in 2021 are a plus! Legacy is a perfect location just East of the newer Villages, close to the Turnpike and I-75 and a close drive to everything Leesburg, Howey iin the Hills, Yalaha, the Villages and Clermont have to offer. Come take a look today!
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Alex Vonhartman (352-406-8553)
911 BEVERLY HARBORS DR #16, LEESBURG, FL 34748
$199,00054 Days on yellowkey MLS ID: G5111774
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1908 Built: 1998Monthly Fee: $600 Tax: $1,591 (2025)Community: Leesburg Beverly Harbors 02 CondoCondo
Taxes:$1,591
Remarks: Virtually Staged. Welcome to easy Florida living with picturesque water views and low-maintenance convenience! Whether you’re searching for a full-time residence or the perfect seasonal retreat, this beautifully maintained home offers the ideal blend of comfort, space, and lifestyle. From the moment you arrive, you’ll appreciate charming front porch—perfect for enjoying your morning coffee while taking in serene views of Lake Griffin. Step inside to discover over 1,900 square feet of thoughtfully designed living space featuring high ceilings, a skylight to bring in the natural light, and a spacious layout that feels both open and inviting. The living room is a true centerpiece with a double-sided gas fireplace, creating a warm and cozy atmosphere that flows seamlessly into the dining area—ideal for entertaining. The kitchen overlooks the main living spaces and offers ample cabinetry, a gas stove, and great functionality for everyday living or hosting gatherings. The split floor plan provides privacy, with secondary bedrooms conveniently located near the kitchen and a guest bathroom featuring dual vanities and a tub/shower combination. The primary suite serves as a relaxing retreat with peaceful water views, a walk-in closet, and an en-suite bathroom complete with dual sinks and a walk-in shower. While classified as a condo, this property lives more like a single-story villa or duplex, offering the feel of a single-family home with added convenience. Step outside and enjoy access to nearby outdoor amenities including a park, playground, fishing spots, and a kayak launch—perfect for embracing the Florida lifestyle. The HOA covers exterior maintenance such as roof care, termite protection, and landscaping, allowing you to spend more time enjoying your home and less time maintaining it. Additional updates include an A/C system approximately 3–4 years old and a hot water heater replaced in 2023, giving peace of mind that major components have been addressed. Conveniently located near shopping, dining, and everyday essentials, this home is a blank canvas ready for you to make it your own.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Kim Ducharme-Levensohn (352-874-5906)
2294 KNOLLWOOD DR, LEESBURG, FL 34748
$339,90050 Days on yellowkey MLS ID: O6404027
REDUCED by $20,000 (5.6%) on 06/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1820 Built: 2004Monthly Fee: $38 Tax: $1,236 (2024)Community: Leesburg Lake Pointe At SummitSingle Family
Taxes:$1,236
Remarks: Lake Pointe 4 bedroom 2 bathroom move in ready home with an inviting open feel and vaulted ceilings that enhance the main living space. This thoughtfully designed split floor plan offers privacy and functionality. The home features tile flooring in main areas and new carpet in the bedrooms for added comfort. The kitchen is equipped with new stainless steel appliances, offering both style and convenience. Fresh interior paint creates a clean and updated look, making it easy to settle in and make it your own. Located in the desirable Lake Pointe community, this home combines comfort, style, and convenience in one appealing package. Schedule your showing today!
Listing Agent: Jessica Sanchez, Pa (352-504-7772)
100 E OAK TERRACE DR #D2, LEESBURG, FL 34748
$139,90035 Days on yellowkey MLS ID: G5112467
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1518 Built: 1980Monthly Fee: $550 Tax: $1,999 (2025)Community: Coach Houses/Leesburg 2DCondo
Taxes:$1,999
Elementary School: Beverly Shores Elem
Middle School: Carver Middle
Remarks: Move-in ready! This beautifully updated first-floor condo offers comfort, convenience, and low-maintenance living all in one. Freshly painted throughout, the interior feels clean and inviting from the moment you step inside. The kitchen features brand-new stainless steel appliances, providing a modern touch for everyday cooking and entertaining. Enjoy the convenience of an in-unit laundry closet complete with full size washer and dryer included, plus the added bonus of a private one-car garage for extra storage and parking There is a private attic over the garage. Sliding glass doors off the dining room fill the living space with natural light and lead out to a peaceful screened-in lanai. The perfect spot to enjoy your morning coffee or unwind in the evening without worrying about bugs or weather. Whether you’re looking for a seasonal retreat, investment opportunity, or full-time residence, this charming condo checks all the boxes with its ideal first-floor location and thoughtful updates throughout.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (352-648-0096)
Listing Agent: Bethany Burge Bosbous (352-223-9500)
500 NEWELL HILL RD #108A, LEESBURG, FL 34748
$48,000321 Days on yellowkey MLS ID: G5100448
1 Days Off yellowkey (back on 6/11/2026)
REDUCED by $11,000 (18.6%) on 05/27/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1413 Built: 1980Monthly Fee: $645 Tax: $1,273 (2024)Community: Leesburg Chesterbrook 02 CondoSpa: NoCondo
Taxes:$1,273
Remarks: Under contract-accepting backup offers. Motivated Owner says make an offer. This 3/2 condo in the 55+ community of Chesterbrook is looking for a new owner. This community is close to everything Leesburg has to offer, restaurants, health care facilities, mall, auto dealers and 20 minutes from the Villages. The unit has a large primary bedroom with ensuite bath and dual sinks. Sit out in the morning on the porch. Call for your appointment today. Community has completed the new roofs and unit has been freshly painted.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Nicky Lerch (571-212-2077)
1619 ANN ROSE WAY, LEESBURG, FL 34748
$350,000168 Days on yellowkey MLS ID: O6369534
REDUCED by $20,940 (5.6%) on 05/13/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2202 Built: 2025Monthly Fee: $18 Tax: $253 (2025)Community: Arbor ParkSpa: NoSingle Family
Taxes:$253
Elementary School: Fruitland Park Elem
Remarks: Under contract-accepting backup offers. Limited time 4.99 interest rate and closing costs paid with preferred lender! With payments as low as $1842.74/month, this home offers an incredible opportunity to own in one of Leesburg's growing communities. Combined with a $45,940 price reduction, now is the time to take advantage of these exceptional savings before they are gone. Welcome home to this stunning brand-new, move-in ready two-story home in beautiful Leesburg, Florida! Positioned on a desirable corner lot, this spacious 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, style, and functionality with a thoughtfully designed layout and modern finishes throughout. The two-story layout creates a natural separation between living and sleeping spaces, offering flexibility for entertaining, working from home, or simply enjoying everyday life with room to spread out. The corner homesite provides added curb appeal along with additional outdoor space and privacy potential. Inside, you’ll find open-concept living areas, spacious bedrooms, and a layout designed with today’s lifestyle in mind. Residents enjoy access to resort-style community amenities including a sparkling pool with cabanas, pickleball courts, scenic walking trails, a tot playground, dog park, open green spaces, and relaxing pavilion areas throughout the community. Conveniently located near shopping, dining, medical facilities, local lakes and parks, and major roadways, this community also offers easy access to Mount Dora, The Villages, and Orlando. Leesburg is known for its charming small-town feel while still providing the conveniences and recreation today’s buyers are looking for. Don’t miss your chance to own this beautifully designed home with one of the largest recent price reductions available in the community!
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Justin Derazza (352-455-9989)
405 LAKESHORE DR, LEESBURG, FL 34748
$1,775,00092 Days on yellowkey MLS ID: OM721071
REDUCED by $84,000 (4.5%) on 06/11/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 5577 Built: 1924 Tax: $9,749 (2025)Community: Leesburg Palmora ParkSpa: YesSingle Family
Taxes:$9,749
Remarks: A rare opportunity to own one of Leesburg’s iconic lakefront estates, offering 164 feet of direct frontage on Lake Harris and set on a beautifully positioned 1.24-acre corner lot. This exceptional property delivers unmatched curb appeal with its stately presence, circular drive, mature landscaping and timeless architectural charm. The main residence spans nearly 5,000 square feet and has been thoughtfully updated to blend classic elegance with modern comfort. The 2020-renovated kitchen serves as the heart of the home, complemented by updated bathrooms throughout. Offering five bedrooms and 4.5 baths, the layout is ideal for everyday living and hosting guests. A private mother-in-law suite with its own fully equipped kitchen provides flexibility for extended family or long-term guests, while a detached efficiency apartment above the garage creates additional living space or an excellent income-producing opportunity. Designed for relaxation and recreation, the outdoor living experience is resort-style. Enjoy a recently renovated heated pool and spa, expansive patio areas, and sweeping lake views that create a backdrop for entertaining or quiet evenings at home. The private boathouse with dock and lift provides effortless access to the Harris Chain of Lakes, making this a dream setting for boating enthusiasts. Within city limits in a golf cart-friendly area, the home offers a blend of privacy and convenience, just minutes from downtown Leesburg dining, shopping and waterfront parks. With its expansive homesite, impressive 164 feet of shoreline and premier lakefront amenities, this is a one-of-a-kind offering that captures the best of Florida waterfront living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (352-509-6455)
Listing Agent: Michelle Jarvis (352-361-7723)
1045 BRADFORD RIDGE DR, LEESBURG, FL 34748
$505,00042 Days on yellowkey MLS ID: G5111861
REDUCED by $15,000 (2.9%) on 06/11/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3054 Built: 2024Monthly Fee: $75 Tax: $6,563 (2025)Community: Bradford RdgSingle Family
Taxes:$6,563
Remarks: MOTIVATED SELLER!! Welcome to this stunning 2024-built residence offering over 3,000 square feet of thoughtfully designed living space with 5 spacious bedrooms and 3.5 bathrooms. Showcasing more than $45,000 in upgrades, this home perfectly blends modern elegance with everyday comfort. Step inside to an open foyer with soaring ceilings and a dramatic upgraded staircase that creates an impressive first impression. Designer tile flooring, crown molding, oversized baseboards, and a light, neutral color palette flow throughout the home, complementing any style of décor. The gourmet eat-in kitchen is the heart of the home, featuring beautiful wood cabinetry, sleek granite countertops, stainless steel appliances, and an open-concept layout ideal for entertaining. Upstairs, the expanded bonus room provides flexible living space perfect for a media room, playroom, or home office. The luxurious primary suite offers vaulted ceilings, dual vanities, a spacious walk-in closet, and a private water closet for added comfort and privacy. Enjoy Florida living year-round on the screened lanai complete with ceiling fans, overlooking a backyard paradise designed for entertaining. The outdoor space features a bar area, pool table setup, lighting, and grill area, with plenty of room remaining to add a future pool. Additional highlights include a full 2-car garage and thoughtfully upgraded finishes throughout. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Beverly Cunningham (347-731-6626)
3719 BELLE ROSE DR, LEESBURG, FL 34748
$475,00067 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)
27144 STONEY BROOK DR, LEESBURG, FL 34748
$310,00017 Days on yellowkey MLS ID: G5113356
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 2008Monthly Fee: $293 Tax: $4,292 (2025)Community: Leesburg Legacy Of Leesburg Unit 07Single Family
Taxes:$4,292
Remarks: This is the one you have been waiting for and it checks all the boxes. Open floor plan, laminate flooring, eat in kitchen, freshly painted inside and out, newer roof, tankless hot water heater, water filtration system, electric garage screen, updated baths, interlocking garage floor, washer and dryer - 3 bedrooms with 2 full baths. Infrared sauna and outdoor hot tub designed for your own spa-like wellness retreat. If you have always wanted outdoor space to entertain, room enough for the grandkids or enjoy watching Florida sunsets then look no further. All of this in one of central Florida's premier 55+ communities. Legacy of Leesburg is a nature-themed community with 275 acres of conservation areas including 19 ponds and 13 separate trails offering miles of walking for active adults to enjoy. Activities available are pickleball, tennis, bocce, horseshoes, fitness center, shuffle board, softball field and a resort style pool and clubhouse. Come see why so many call this gated community home. HOA fee includes: internet, cable TV, mowing, grounds maintenance, and RV/boat storage on-site.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Lizzy Bell (352-446-4843)
211 ASPEN CIR, LEESBURG, FL 34748
$104,995157 Days on yellowkey MLS ID: G5106873
REDUCED by $5,000 (4.5%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1032 Built: 1976Monthly Fee: $397 Tax: $1,719 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,719
Remarks: Welcome home to this spacious and well cared for retreat, perfectly designed for comfort, privacy, and functionality. Enjoy beautiful views from the Florida room, enhanced by a premium lot that backs up to the woods, offering a peaceful and private setting. The long driveway provides ample parking and leads to a convenient wheelchair ramp made of pure oak for easy access. Inside, the home features laminate flooring throughout and generous living areas that feel open and inviting. The fully equipped kitchen opens to a dining area with built-in cabinetry, making it ideal for both everyday living and entertaining. The primary suite offers added convenience with an in-home stackable laundry located in the master bath. Spacious bedrooms provide plenty of room to relax, and additional utility and workshop areas provide excellent flexibility for storage, hobbies and a full-sized washer and dryer. This well-maintained home includes a $3,000 soft water system, upgraded windows in the Florida Room, durable exterior vinyl siding, and a roof serviced in 2025, providing peace of mind for years to come. With its thoughtful layout, premium lot, and numerous features, this property is a wonderful place to call home...........Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.
Listing is courtesy of: HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC. (352-360-6226)
Listing Agent: Maria Crisostomo (352-626-2914)
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