Location: Leesburg , 34748
Do Not Show Listings
500 NEWELL HILL RD #108A, LEESBURG, FL 34748
$48,000297 Days on yellowkey MLS ID: G5100448
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,273
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: 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)
2710 WESTSIDE DR, LEESBURG, FL 34748
$450,00016 Days on yellowkey MLS ID: G5112195
REDUCED by $10,000 (2.2%) on 05/27/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2713 Built: 1970 Tax: $4,408 (2025)Community: Acreage & UnrecSingle Family
Taxes:$4,408
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Multigenerational living at its finest! This one-of-a-kind property offers the rare combination of expansive living space, flexible private quarters, oversized outdoor areas, and multiple bonus structures. Whether you're looking for room to accommodate extended family, guests, hobbies, home-based projects, or simply extra space to spread out, this versatile property delivers endless possibilities. The main residence features 3 bedrooms and 2 bathrooms, complemented by an attached 1-bedroom, 1-bath mother-in-law suite thoughtfully designed with its own private feel. While connected to the main home, the suite is separated by a covered walkway, creating added privacy and a more independent living arrangement ideal for extended family, guests, or potential rental income. Adding even more functionality, the property includes a detached recreational building measuring approximately 16' x 24', complete with a screened porch, half-bath, and multipurpose room—perfect for a home office, studio, game room, workshop, or additional guest space. The building is equipped with a Carrier mini-split A/C system installed in January 2023, providing year-round comfort and flexibility. The property also features an impressive custom-built kennel/flex building, which the current owners invested approximately $40,000 into as a high-end hobby space. The structure offers a variety of potential uses depending on a buyer’s needs and intended use. Buyers are encouraged to verify any future use restrictions or zoning requirements with the appropriate municipality. Recent major improvements provide peace of mind and added value, including a new roof installed in 2022, all new double-pane windows installed in 2016, blown-in insulation for improved energy efficiency, and a brand-new carport added in June 2023. Additional upgrades and enhancements have been completed throughout the property, making this home move-in ready while still offering flexibility to fit a variety of lifestyles. Whether you're searching for room to grow, private space for extended family, or versatile bonus spaces to fit your lifestyle, this unique property checks all the boxes. A full list of upgrades and improvements is available upon request. Schedule showing today - Don't miss this great opportunity.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kelly Monroe (352-901-0494)
4528 GLEN COE ST, LEESBURG, FL 34748
$399,500233 Days on yellowkey MLS ID: G5103095
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 2000Monthly Fee: $224 Tax: $2,632 (2024)Community: Royal Highlands Ph 01ESingle Family
Taxes:$2,632
Remarks: Golf Cart Included - GOLF COURSE & RIVER VIEWS, UPDATED DUCHESS MODEL DESIGNED FOR EFFORTLESS FLORIDA LIVING! Beautifully maintained and thoughtfully updated, this 2-bedroom, 2-bath home with den offers timeless design and modern comfort throughout. The upgraded kitchen features granite countertops, stylish cabinetry, and stainless steel appliances—ideal for both everyday living and entertaining. You’ll appreciate the bright, open floor plan with elegant solid-surface flooring, a formal dining room with tray ceiling, and a large great room that opens to a versatile bonus room showcasing serene views of the golf course and river. The primary suite includes a tray ceiling, generous walk-in closet, and a luxurious bath with dual sinks, jetted tub, and walk-in shower. The guest suite is equally inviting, while the den offers a perfect space for an office or hobby room. Enjoy peace of mind with a newer roof and HVAC (2017), along with the enduring quality and comfort this popular model is known for. Located in the sought-after, resident-owned community of Royal Highlands, offering gated security, two pools (indoor & outdoor), an 18-hole golf course, restaurant, fitness center, and countless social activities. HOA includes cable, internet, and RV/boat storage. Fairly new golf cart also available for purchase.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
24814 PINE HL, LEESBURG, FL 34748
$215,0006 Days on yellowkey MLS ID: G5112828
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1358 Built: 1987Monthly Fee: $180 Tax: $1,172 (2025)Community: Plantation At Leesburg TheManufactured Home
Taxes:$1,172
Remarks: Beautiful sunny home located in the award-winning golf community of The Plantation at Leesburg! This lovingly maintained 2-bedroom, 2-bath home offers a bright and open floor plan perfect for comfortable Florida living. The beautifully updated kitchen features ample counter space, abundant storage, and a charming dinette area ideal for casual dining. The spacious living room flows seamlessly into the dining area and kitchen, creating an inviting atmosphere for entertaining family and friends. The owner’s suite includes a private en-suite bathroom, while the guest bedroom, guest bath, and versatile den are all tastefully decorated and move-in ready. A rare 2-car garage provides plenty of storage and protection for your vehicles. Relax year-round in the cozy Florida Room, the perfect spot to unwind and enjoy the sunshine. Major updates include a new roof (2015) and A/C (2018). Home comes Partially furnished. The Plantation at Leesburg offers an incredible resort-style lifestyle with 3 swimming pools, 2 golf courses, walking trails, 3 clubhouses, tennis courts, pickleball, horseshoes, softball, 2 fitness centers, and endless social activities. Hop on your golf cart and head to the neighborhood favorite, Steve’s Bar & Grill, for great food, live music, karaoke, and fun with friends. Don’t forget to stop by the Pro Shop connected to the restaurant before or after your round of golf. Come experience the fun, active lifestyle and welcoming community of The Plantation at Leesburg!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-717-2000)
Listing Agent: Mary Jane Grimes (410-353-0795)
1008 NEBRASKA ST, LEESBURG, FL 34748
$239,990204 Days on yellowkey MLS ID: O6359061
0 Days Off yellowkey (back on 5/27/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1970 Tax: $1,164 (2024)Community: Leesburg LiberiaSingle Family
Taxes:$1,164
Remarks: Under contract-accepting backup offers. REDUCED!!!! Welcome to this beautifully REMOLDED gem in the heart of Leesburg, Florida — a rare opportunity for move-in ready living paired with an unbeatable location. Features a fresh interior from top to bottom: new flooring, modern light fixtures, updated kitchen cabinetry and countertops, contemporary baths, and a full palette of neutral finishes designed for today’s lifestyle. Step outside to a manageable, landscaped yard with mature trees and a welcoming front porch—perfect for morning coffee or relaxed evenings. Inside, you’ll find an open dining/living flow ideally suited for everyday living and entertaining. Additional highlights include generous closet/storage space, convenient laundry area, and a newly upgraded HVAC system for comfort and efficiency. Situated in Leesburg’s charming community, just minutes from shopping, dining, major retail, and everyday convenience. Downtown Leesburg’s walkable scene features cafés, art galleries and boutique shops, while large-format retail and grocery centers are close at hand. Excellent access to healthcare: UF Health Leesburg Hospital serves the area and provides robust medical services locally. Outdoor recreation is abundant: nestled among the lakes of the Harris Chain, Leesburg offers parks, trails and lakeside activities minutes away for boating, fishing or lakeside sunsets. Why you’ll love it: Fully remodeled — you won’t need to lift a finger to move in. Great central location: quick access to major roads, shopping, dining, schools & healthcare. Attractive, durable finishes and smart layout—ideal for families, professionals or downsizers. A true blend of small-town Florida charm with convenient access to larger destinations. Don’t miss your chance to own a refreshed, stylish home in Leesburg’s thriving market. Schedule your tour today and imagine the ease and quality of life that await.
Listing is courtesy of: JCL REALTY INC (407-467-9411)
Listing Agent: Julio Lopez (407-467-9411)
6419 BORG ST, LEESBURG, FL 34748
$294,9008 Days on yellowkey MLS ID: G5112734
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1964 Built: 1995Monthly Fee: $135 Tax: $2,394 (2025)Community: Highland Lakes Ph 03 Tr A-GSingle Family
Taxes:$2,394
Remarks: RENOVATED and ready for immediate occupancy! 3-bedroom 2 bath, split bedroom floor plan with open living concept. GRANITE countertops | REFACED CABINETS | NEW STAINLESS-STEEL APPLIANCES | Breakfast bar and eat-in dinette space with Bay Window | FRESH INTERIOR PAINT | Luxury Vinyl Plank flooring throughout (NO carpet) | INSIDE LAUNDRY ROOM with electric dryer hookup | DOUBLE PANE WINDOWS throughout | Sunroom Room | TANKLESS water heater | Primary bedroom with ensuite bath, walk-in closet, dual sinks single vanity with granite top, separate tiled shower and walk-in jetted tub | updated fixtures | Siemens electrical panel | ROOF May 2026 | Gutters | MOTIVATED SELLER - BRING YOUR OFFER! Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sara Sutherland (407-341-6328)
29991 ANAHID DR, LEESBURG, FL 34748
$300,00037 Days on yellowkey MLS ID: O6398037
0 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2168 Built: 2022Monthly Fee: $50 Tax: $706 (2025)Community: Lake Denham EstatesSpa: NoSingle Family
Taxes:$706
Elementary School: Leesburg Elementary
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: Under contract-accepting backup offers. Short Sale. This is a home that you cannot pass up. Energy efficient home which will help you save thousands of dollars on utility bills. Built in 2022! This home has plenty of space and it is located in a desirable community that is minutes from the Florida Turnpike, which provides easy access to major centers. In less than a year the owners have customized the closet in the master bedroom, added a water filter, water softener as well as solar panels. This home has Wh cabinets with Moon Wh Granite counter-tops, Vicinity Brown large wood-like tile flooring with gray beige tweed carpet.
Listing Agent: Jason Asa (407-337-7702)
27014 CAMERONS RUN, LEESBURG, FL 34748
$350,00093 Days on yellowkey MLS ID: O6384954
0 Days Off yellowkey (back on 4/29/2026)
REDUCED by $35,000 (9.1%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2256 Built: 2015Monthly Fee: $127 Tax: $6,073 (2025)Community: Arlington RidgeSingle Family
Taxes:$6,073
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Experience the ultimate Florida lifestyle at 27014 Camerons Run in the premier 55+ community of Arlington Ridge. This meticulously maintained residence is now an even more exceptional value: the seller will prepay your HOA fees for TWO FULL YEARS! This incredible incentive saves you $127 per month, allowing you to enjoy world-class amenities with zero carrying costs for your first 24 months. Step inside to an open, sun-drenched floor plan featuring modern finishes and a seamless flow perfect for entertaining. The spacious kitchen and inviting living areas overlook a private outdoor space, ideal for morning coffee or sunset views. Residents enjoy access to a championship golf course, resort-style pools, a fitness center, and on-site dining. With your HOA fees covered, you can dive straight into the social clubs and active lifestyle that make Leesburg famous. Don’t miss this rare opportunity to secure a "worry-free" move-in with significant immediate savings. Welcome home!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jessica Collins (386-564-0120)
108 AUDUBON DR, LEESBURG, FL 34748
$144,900178 Days on yellowkey MLS ID: G5105145
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1104 Built: 1973Monthly Fee: $397 Tax: $893 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$893
Remarks: Perfectly positioned directly across from the clubhouse amenities, this move-in-ready, furnished home offers the ideal blend of comfort, quality, and convenience. Nearly every inch has been improved or upgraded between 2022 and 2025, and it truly shows. Step inside to find luxury vinyl plank flooring paired with ¾-inch upgraded subflooring, fresh paint, drywall ceilings with knockdown texture, and crown molding throughout. The bathrooms feature modern sinks, faucets, mirrors, updated lighting, and water-resistant ceilings. The home is equipped with a tankless water heater, energy-efficient double-pane windows, new vinyl siding, and multiple new Whirlpool and LG appliances. Upgrades extend outside with enhanced landscaping, stack-stone accents, painted driveway, a concrete patio, and additional covered golf-cart parking. All major systems have been inspected, including the roof, tie-downs, and vapor barrier, giving future owners added peace of mind. This is a rare opportunity to own a fully updated home in a highly desirable community at an exceptional value.............Hawthorne at Leesburg is an active, resident-owned 55+ cooperative offering the perfect blend of security, beauty, and vibrant living. This gated waterfront community features beautifully landscaped grounds, sparkling lakes with illuminated fountains, and a charming gazebo. One of the community’s most valuable features is its private emergency response system. Every home is equipped with two dedicated emergency buttons, providing immediate access to on-site private emergency services. At the push of a button, residents have direct, fast-response assistance available 24/7 for added peace of mind. This built-in safety feature ensures help is always close by, an exceptional benefit that supports independence while offering reassurance to both residents and their families. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, the private in-home emergency response system, and storage space for recreational vehicles, boats, trailers, and more. The beautiful clubhouse with seating for 550, serves as the social heart of the community and features a full-time program coordinator along with more than 100 activities and events. Amenities include a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room, and much more. Residents enjoy excellent fishing, an outdoor geo-thermally heated pool, and two enclosed therapeutic pools. Hawthorne also features a private marina monitored by an electronic security system with over 120 boat slips, providing direct 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)
610 YORKTOWN DR, LEESBURG, FL 34748
$425,00010 Days on yellowkey MLS ID: O6405002
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2649 Built: 1992 Tax: $2,524 (2025)Community: Leesburg Heritage CoveSingle Family
Taxes:$2,524
Remarks: Welcome to this charming 3-bedroom, 2-bath home featuring a spacious BONUS ROOM, perfectly situated on an OVERSIZED quarter-acre lot with NO HOA, mature trees, and established landscaping. A brand-new ROOF installed in 2024, along with a water softener system, adds comfort, convenience, and long-term value. Inside, the open floor plan offers a warm and inviting atmosphere. The eat-in kitchen features abundant cabinetry and flows seamlessly into the spacious family room with soaring ceilings and a cozy wood-gas brick FIREPLACE. French doors open to the versatile bonus room, ideal for entertaining, a home office, playroom, or additional living space. The private owner’s suite includes NEW LAMINATE flooring, a generously sized bedroom, and an updated en-suite bath complete with a relaxing JETTED SOAKING TUB with tiled surround, decorative tile accents, natural light, and a new vanity—creating a spa-like retreat at home. The formal living and dining rooms also feature NEW LAMINATE flooring, providing flexible spaces perfect for hosting family and friends. Step outside to enjoy the charming backyard retreat featuring a retractable striped AWNING for shaded outdoor enjoyment. The oversized backyard offers PLENTY OF ROOM TO ADD A POOL, while the EXTENDED DRIVEWAY provides ample space for RV or boat parking. Additionally, the property features a DETACHED WORKSHOP, providing ample space for tools, equipment, hobbies, or recreational storage Conveniently located near the Turnpike and SR 44, this home provides easy access to downtown Orlando, sporting events, dining, nightlife, and shopping. Outdoor enthusiasts will love the nearby lakes and public boat ramp access to Lake Harris, while the charming shops and restaurants of downtown Mount Dora are just 20 minutes away. You’re also within close reach of The Villages, offering the perfect balance of peaceful living and vibrant nearby amenities.
Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)
Listing Agent: Sherry Zirakdjou (407-927-8138)
126 CHESTNUT ST, LEESBURG, FL 34748
$99,00026 Days on yellowkey MLS ID: G5111851
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 908 Built: 1976Monthly Fee: $397 Tax: $866 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$866
Remarks: Your Cozy Corner-Lot Escape Awaits. There’s something special about a home that just feels right the moment you arrive, and this charming, fully furnished, updated 1-bed/1.5-bath home on Chestnut Street delivers exactly that. Nestled on a desirable corner lot, it welcomes you with inviting curb appeal, easy-care landscaping, and durable vinyl siding designed for simple, stress-free living. Start your day in the spacious screened-in porch with an outdoor swing couch, your own private retreat, where gentle breezes and quiet moments set the tone for relaxed living. With beautiful wood-look tile flooring and plenty of room to unwind, it’s the perfect spot for morning coffee, evening conversations, or simply enjoying the outdoors in comfort. Just inside, a bright Florida room connects seamlessly to the living area, filling the home with natural light and creating an inviting space to relax, read, or entertain. The home continues to impress with a thoughtfully remodeled kitchen, redesigned for openness and flow, complete with a built-in pantry and easy connection to the living and dining areas. Warm laminate flooring, fresh interior paint, and updated ceiling fans enhance the light, airy feel throughout. The coastal-inspired bathroom offers both charm and functionality, featuring dual sinks, two toilets, and a walk-in shower, an unexpectedly spacious and convenient design. Set on a desirable corner lot on Chestnut Street, this home welcomes you with great curb appeal, durable vinyl siding, and low-maintenance landscaping, so you can spend more time enjoying your surroundings. A 2012 HVAC system provides reliable year-round comfort and peace of mind. Whether you’re looking for a cozy full-time residence, a seasonal escape, or a smart investment, this home invites you to slow down, settle in, and truly enjoy where you live. ...............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.
22146 PINE GROVE LOOP, LEESBURG, FL 34748
$364,9904 Days on yellowkey MLS ID: W7886118
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 2026Monthly Fee: $95Community: Cedar LandingsSingle Family
Taxes:$0
Tax Year: 2026
Remarks: Pre-Construction. To be built. Perfectly proportioned for Florida living, The Brooks delivers the ideal blend of space and versatility. Enter through a welcoming front porch to discover airy 9’ ceilings that flow through the main living areas. This showstopping kitchen features an expansive 8’9” island that seamlessly connects to the dining and great room – all brightened by a dramatic wall of rear windows. The owner’s suite is a true retreat, featuring a spa-like bathroom with dual vanities and generous storage including a walk-in closet. Choose from four bedrooms or transform one into a private study. The spacious lanai extends your living space outdoors, capturing that sought-after Florida lifestyle. Available in two eye-catching elevations with optional stone accents and decorative siding. Thoughtfully designed with extra windows and smart storage throughout, The Brooks proves that the perfect home is all about balance. Introducing Cedar Landings in Leesburg, Florida! Resort-Style amenities including a zero-entry pool with cabana, a dog park with separate spaces for small and large dogs, a playground, and a 1-acre multi-use green space. 2 miles to the Florida Turnpike, 20 miles to Mt. Dora & Winter Garden, 35 miles to Downtown Orlando, 10 miles to Main Street in Leesburg with local favorite restaurants including The Brick and Barrel Public House, Turners Kitchen, & Prime 3, and 2 miles to The Monarch at Royal Highlands Golf Course. Golfers can play this course and grab burgers and brews at the club's eatery. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)
Listing Agent: Bill Maltbie (813-819-5255)
5336 TIDEWATER ST, LEESBURG, FL 34748
$269,0004 Days on yellowkey MLS ID: O6410903
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 2004Monthly Fee: $135 Tax: $4,441 (2025)Community: Plantation At Leesburg Riverside Village LtSingle Family
Taxes:$4,441
Remarks: One or more photo(s) has been virtually staged. Looking for a home in the highly sought-after 55+ gated community of Plantation at Leesburg? This corporate-owned 3-bedroom, 2-bathroom home offers 1,918 sq ft of comfortable single-story living with an open layout that’s perfect for both relaxing and entertaining. The spacious living and dining areas flow seamlessly into the bright kitchen equipped with all appliances, and has a cozy breakfast area. Built in 2004, the home also features a covered lanai where you can enjoy your morning coffee or unwind in the Florida sunshine. With great bones and a cozy layout, this home is ready for your personal touches to truly make it your own. Plantation at Leesburg is a resort-style lifestyle with championship golf courses, heated pools, pickleball and tennis courts, fitness centers, walking and biking trails, and more than 100 clubs and activities each week. Conveniently located near shopping, dining, major highways, and just 30–45 minutes from Orlando attractions, you’ll have the perfect balance of relaxation and convenience. Don’t miss your chance to own a home in one of Leesburg’s most desirable active adult communities—schedule your private showing today!
Listing is courtesy of: APEX INTERNATIONAL BROKERAGE (407-286-2048)
Listing Agent: Zachry Elkhander (407-663-4344)
26724 CASH CT, LEESBURG, FL 34748
$200,0004 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!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Simon Ambrose (352-874-3703)
4835 SABLE RIDGE CT, LEESBURG, FL 34748
$305,0008 Days on yellowkey MLS ID: G5112787
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1818 Built: 2003 Tax: $2,910 (2025)Community: Plantation At Leesburg Sable Ridge Village LSingle Family
Taxes:$2,910
Remarks: **Discover Your Dream Home in a Vibrant Senior Community!** Welcome to your new home in The Plantation at Leesburg, where comfort meets style! Nestled in the charming Sable Ridge village, this beautifully maintained 3-bedroom HUD home is more than just a house; it's a lifestyle! Enjoy picturesque views overlooking the 10th, 11th, and 12th holes of the Crane's Roost course—great for golf enthusiasts or anyone who loves a scenic landscape. With only 47 units in this friendly community, you’ll enjoy a close-knit atmosphere without the burden of additional maintenance fees! Step inside to discover a smart split bedroom layout, offering privacy and convenience. The open common areas are perfect for welcoming family and friends, while the spacious screened patio provides an ideal space for entertaining or relaxing with a book and a cup of tea. With three garage spaces, there’s ample room for your vehicles and your golf cart! This home is perfectly suited for those who want to embrace a lively, active lifestyle in a peaceful setting. This property is available exclusively for owner-occupants, non-profits, and government agencies—no investors at this time. Take advantage of FHA financing options, including a low $100 down payment and the FHA 203K program. Don’t miss your chance to own this gem! The property is sold AS-IS, giving you a blank canvas to make it your own. Remember, the seller provides no guarantees or repairs, so you’ll want to verify all important information, including permits, HOA rules, and zoning. Call today to schedule your private showing and make this delightful home in a vibrant senior community yours! Your new chapter awaits!
Listing is courtesy of: ROSENDAL-SMITH-PARDO INTERNATIONAL REALTY (954-383-4091)
Listing Agent: Christine Pardo (954-383-4091)
317 TOMATO HILL RD, LEESBURG, FL 34748
$385,00030 Days on yellowkey MLS ID: G5107827
0 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1620 Built: 1987 Tax: $1,539 (2025)Community: Sunnyside AreaSpa: NoSingle Family
Taxes:$1,539
Remarks: Under contract-accepting backup offers. Between two lakes where Serene Country Living Meets Downtown Convenience! Welcome to Sunnyside, located between Lake Griffin and Lake Harris, where you can enjoy the peace of the countryside without sacrificing city perks. This move-in ready country home sits on a fenced 1-acre lot, offering the space and seclusion you’ve been dreaming of—all while being only minutes from downtown restaurants and shopping! Enjoy the peace of mind that comes with major recent upgrades: the roof and A/C are only 5 years old, and the property features a reliable 190' deep well (8 years old) with a 2-year-old pump. You’ll also find a new pool pump and 2 yr old liner ready for summer. The true highlight of this outdoor paradise is your private swimming pool—the perfect vantage point to take in breathtaking sunset views over Lake Harris. With a spacious garage for a workshop, no HOA, and no utility fees thanks to the private well and septic, this Sunnyside gem truly offers the best of both worlds.
Listing is courtesy of: BLU SEA DREAMS,LLC (352-915-5100)
Listing Agent: Elizabeth Fox (352-915-5100)
2306 BUTLER ST, LEESBURG, FL 34748
$189,90066 Days on yellowkey MLS ID: G5110106
REDUCED by $5,000 (2.6%) on 05/26/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1192 Built: 1947 Tax: $2,497 (2025)Community: Leesburg Hillside ManorSingle Family
Taxes:$2,497
Remarks: Auction Property. Charming in-town home with good bones and needing TLC, and nestled on a quiet cul-de-sac in the heart of Leesburg—an opportunity for homeowners and savvy investors looking for value, flexibility, and location all in one. This cozy yet versatile home offers 2 bedrooms, 1 bath, plus a private 1 bedroom/1 bath mini in-law suite with its own entrance, giving you the functionality of a 3-bedroom home. The main living area features a light and open living/dining combination, seamlessly connected to a kitchen with bar seating that overlooks the space—perfect for everyday living and entertaining. One of the standout features is the attached in-law/guest suite, complete with a small kitchenette, private bathroom, and screened porch—ideal for extended family, guests, a teenager’s retreat, or even potential rental income. This home is sold AS-IS and needs some repairs. Situated on a generous 0.27-acre lot, the home boasts a large fenced backyard with endless possibilities—whether you're envisioning a garden, outdoor entertaining space, or future improvements. There’s plenty of room to enjoy the Florida lifestyle. Additional highlights include a roof recently replaced in 2020, and a location that puts you just minutes from shopping, dining, schools, and all the conveniences Leesburg and the Golden Triangle have to offer. Affordable, flexible, and full of potential—this is the kind of opportunity that doesn’t last long. Schedule your showing today!
Listing is courtesy of: BEACON REAL ESTATE & ASSOC (352-253-9200)
Listing Agent: Al Spry (407-310-3064)
32520 W GOLF CT, LEESBURG, FL 34748
$110,00012 Days on yellowkey MLS ID: G5112425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1988Monthly Fee: $265 Tax: $2,508 (2025)Community: Pennbrooke Ph 01AManufactured Home
Taxes:$2,508
Remarks: Under contract-accepting backup offers. Investor Opportunity / Seasonal Retreat / Handyman Special in the desirable 55+ gated golf community of Pennbrooke Fairways! This 2-bedroom, 2-bath manufactured home offers endless potential for the right buyer looking to renovate, personalize, or invest. Tucked away on a quiet cul-de-sac, this property is ideal for a seasonal resident, snowbird, rental investment, or handyman looking for their next project. As a bonus the AC is 2025. Pennbrooke Fairways is a resident-loved community known for its mature landscaping, active lifestyle, and golf cart-friendly atmosphere. Originally developed with manufactured homes before expanding into site-built residences, the community today features approximately 1,200 homes centered around golf courses, lakes, and recreation amenities. Residents enjoy access to three executive golf courses, heated pools, fitness center, tennis and pickleball courts, restaurant dining, clubhouse activities, and endless social opportunities within Pennbrooke Fairways. Conveniently located near shopping, dining, medical facilities, Downtown Leesburg, and just a short drive to The Villages, this location offers affordable Florida living with tremendous upside potential. Whether you are searching for a winter getaway, investment property, or affordable full-time residence, this home is priced with opportunity in mind and ready for your vision. Cash or renovation financing may be preferred. Don’t miss your chance to own in one of Leesburg’s most established active adult communities!
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tom Mcknight (352-978-2801)
5036 SAWGRASS LAKE CIR, LEESBURG, FL 34748
$339,00057 Days on yellowkey MLS ID: O6395800
REDUCED by $10,500 (3.0%) on 05/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2001Monthly Fee: $165 Tax: $3,583 (2025)Community: Plantation At LeesburgSingle Family
Taxes:$3,583
Remarks: This beautifully maintained 2001 home truly shows like new and sits on a prime corner lot with great curb appeal, highlighted by a decorative driveway and well-kept landscaping. One of the standout features is the enclosed 276 sq ft Florida room—bright, inviting, and designed for year-round use with its own mini-split system. With sliding glass doors from the kitchen, living room, and primary suite, it’s the perfect space to relax or entertain with plenty of natural light. Inside, the layout offers rare flexibility with two primary suites, each with its own private full bath—ideal for guests or added privacy. Both suites include custom built-in closet organizers, and the main primary features dual sinks and two closets. The kitchen is warm and functional with solid wood cabinetry, Corian countertops, reverse osmosis system, and a comfortable eat-in dinette area. There’s also a spacious indoor laundry room with extra storage and a convenient half bath. The oversized 690 sq ft garage is a big bonus, featuring 11’9” ceilings, overhead storage racks, and an electric roll-down screen—perfect for catching a breeze while working or relaxing. Additional upgrades include tinted thermal-pane windows, hardwired data/internet lines, leaf-guard gutters, and a 2017 roof and Trane AC that’s been well maintained. Generator-ready home with a generator transfer switch installed Located in Sawgrass Village within Plantation at Leesburg, this active 55+ community offers true resort-style living with two golf courses, three clubhouses, heated pools, tennis, pickleball, and more. You can even hop on your golf cart and head to the on-site restaurant for live music, good food, and time with friends.
Listing is courtesy of: TEAMCONNECT REALTY LLC (407-347-3800)
Listing Agent: Robert Schott (407-347-3800)
1638 ANN ROSE WAY, LEESBURG, FL 34748
$325,000162 Days on yellowkey MLS ID: O6368472
REDUCED by $10,900 (3.2%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1780 Built: 2025Monthly Fee: $18 Tax: $253 (2025)Community: Arbor ParkSingle Family
Taxes:$253
Remarks: Move-In Ready New Construction in Leesburg! Step into this brand-new 3-bedroom, 2-bath home and take advantage of closing costs paid when using the preferred lender. Must close within 30 days—an opportunity that can save you new price reduction of $55,690 This thoughtfully designed home features an open-concept layout perfect for both everyday living and entertaining. The modern kitchen is highlighted by granite countertops, a spacious island, and Whirlpool stainless steel appliances, creating a welcoming space at the heart of the home. A generous laundry room adds convenience, while the bathrooms feature elegant granite finishes for a polished, timeless look. Enjoy peace of mind with a 1-year builder warranty and a 10-year structural warranty, providing confidence in your investment. Residents enjoy access to a growing community with planned resort-style amenities, including a swimming pool with cabanas, pickleball courts, nature trails, a tot playground, dog park, and open green spaces. Community pavilions with benches create inviting areas for outdoor gatherings and relaxation. Located in Leesburg, this home has convenient access to nearby parks, lakes, shopping, dining, medical facilities, and major roadways connecting to Mount Dora, The Villages, and the greater Orlando area. Known for its relaxed lifestyle, outdoor recreation, and small-town charm, Leesburg is the perfect place to call home.
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Peyton Parker (561-706-2635)
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