Location: Leesburg
Do Not Show Listings
3600 MOUNT HOPE LOOP, LEESBURG, FL 34748
$305,0009 Days on yellowkey MLS ID: G5112627
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1868 Built: 2006Monthly Fee: $180 Tax: $1,983 (2025)Community: Plantation/Leesburg Glendale VSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,983
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to the lifestyle you’ve been dreaming about in the beautiful Golf Course Community of Plantation at Leesburg! Just bring your suitcase and start enjoying the comfort, beauty, and endless amenities this resort-style community has to offer. This beautifully maintained and fully furnished 2-bedroom, 2-bath home with a spacious office, craft room, or optional guest room offers 1,868 square feet of relaxed Florida living designed for both comfort and entertaining. From the moment you walk inside, you’ll fall in love with the bright open floor plan, high ceilings, spacious living areas, and warm inviting feel throughout the home. The large living room flows effortlessly into the formal dining room, creating the perfect setting for hosting family and friends. Beautiful laminate flooring adds warmth and elegance, while ceramic tile flooring in the dining room, kitchen, and laundry room offers easy maintenance. The kitchen is a true centerpiece featuring gorgeous granite countertops, a pantry, and stainless steel appliances that look practically brand new. Step outside and enjoy not one, but two wonderful lanai spaces — an enclosed lanai with acrylic windows for year-round enjoyment and an additional screened lanai perfect for relaxing evenings, morning coffee, or weekend BBQs with friends. The spacious primary suite is your own private retreat with direct access to the lanai, a huge walk-in closet, the main bath offers double sinks with granite countertops, and an oversized walk-in shower. Guests will appreciate the comfortable second bedroom with double closets, while the versatile office/craft room with built-in desk can easily serve as an additional guest room. Plantation shutters throughout the home add timeless style and charm. Additional updates include a NEW ROOF in 2022, HVAC in 2017, and a spacious 2-car garage with beautiful epoxy-finished flooring. Located in the peaceful Glendale Village neighborhood, lawn maintenance is included, allowing you to truly relax and enjoy the quiet surroundings without the constant noise of lawn equipment. Living in Plantation at Leesburg means enjoying an incredible resort lifestyle every single day. Residents enjoy two 18-hole golf courses, three clubhouses, three swimming pools, tennis courts, pickleball, shuffleboard, fitness rooms, billiards, sauna, restaurant, golf shop, walking paths, fishing dock, RV storage, and 24-hour gated security. There are endless clubs and activities including theater, woodworking, biking, bowling, writers groups, social clubs, and so much more. Perfectly located just 1.5 miles from The Villages — without the high prices — and conveniently close to shopping, hospitals, restaurants, and Florida’s Turnpike, this home offers easy access to both east and west coast beaches. Discover the perfect blend of comfort, elegance, and active resort-style living in one of Central Florida’s most desirable communities.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Bonnie Valentine Pa (352-530-5685)
2103 VINE ST, LEESBURG, FL 34748
$169,90081 Days on yellowkey MLS ID: O6389211
2 Days Off yellowkey (back on 5/27/2026)
REDUCED by $10,000 (5.6%) on 05/19/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 868 Built: 1954 Tax: $459 (2025)Community: Leesburg Lakewood ParkSingle Family
Taxes:$459
Remarks: Under contract-accepting backup offers. LOCATION! LOCATION! LOCATION! Charming single-family home located in the heart of Leesburg, offering a great opportunity for homeowners or investors seeking a property with convenience and potential. This cozy residence features 2 bedrooms, 1 bathroom, and approximately 868 square feet of living space, situated on a generous lot of about 0.26 acres, the home provides a functional layout and plenty of outdoor space to enjoy Florida living. ? The spacious yard offers room for gardening, outdoor entertaining, or future improvements. With a quiet residential setting, this property provides a comfortable environment while remaining close to major conveniences, shopping, dining, schools, and recreational amenities throughout the Leesburg area. Very nice semi Remodeled House with a beautiful fenced land 135 X 73 FT It Is Downtown Area, Don’t miss it Opportunity!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Jina Zabbara (407-873-6654)
100 E OAK TERRACE DR #A2, LEESBURG, FL 34748
$150,00016 Days on yellowkey MLS ID: O6407728
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1518 Built: 1980Monthly Fee: $550 Tax: $1,324 (2026)Community: Leesburg Coach Houses At Leesbug CondoCondo
Taxes:$1,324
Tax Year: 2026
Remarks: ***Seller offering $5,000 in concession*** The open-concept living area seamlessly connects the living room, dining area, and stunning kitchen. The kitchen is an entertainer's dream, boasting stainless steel appliances that add a modern touch. With ample cabinet space, the kitchen provides both functionality and style, making meal preparation a delightful experience. Step into the spacious master bedroom with a spacious walk-in closet and private bathroom. The condo also offers a second well-proportioned bedroom, perfect for guests or a home office, providing versatility to suit your lifestyle. The two bathrooms are tastefully designed, combining practicality with a touch of luxury. The home also features a brand new water heater. One of the standout features of this condo are the screened in patio and the attached one-car garage, providing secure parking and additional storage space. Each condo comes with additional storage space in the attic located on the second floor. Seller Offering $5,000 in Concessions! Use it toward your closing costs, down payment, or even a rate buy-down to help make homeownership more affordable. Don’t miss this opportunity — schedule your showing today!
Listing is courtesy of: OLIVER MOSLEY REALTY INC (407-495-2794)
Listing Agent: Shelly Osborne Llc (407-319-4053)
1031 MELLATHON CIR, LEESBURG, FL 34748
$899,0006 Days on yellowkey MLS ID: G5112201
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2555 Built: 1993 Tax: $6,211 (2025)Community: Leesburg East LeesburgSpa: YesSingle Family
Taxes:$6,211
Remarks: One or more photo(s) has been virtually staged. Exquisite Waterfront Estate on Lake Harris with Birdcage Enclosed Pool, In-Law Suite, Private Dock and Boat Slip! Welcome to this rare opportunity on picturesque Mellathon Circle, where stunning modern and historic estates line the shores of Lake Harris. Part of the renowned Harris Chain of Lakes, this breathtaking waterway offers over 75,000 acres of freshwater world-class fishing, boating, and endless recreation. Homes in this exclusive community rarely come available—don’t miss your chance! This stately waterfront home features three bedrooms and two baths on the main level, plus a private upstairs in-law suite with its own full bath and private entrance—ideal for extended family, guests, or multi-generational living. Step inside through a grand mosaic-tiled entrance into the formal living room, where soaring views of the sparkling pool and Lake Harris immediately captivate. The open-concept family room and designer kitchen with delightful bowed cabinets, create the perfect entertaining space, highlighted by a beautiful gas fireplace. A spacious formal dining room easily accommodates large gatherings and your favorite festive furnishings. The luxurious primary suite is a true retreat, complete with private sliders to the pool area, walk-in closet, and a spa-like ensuite bath featuring a separate shower, separate water closet, deep soaking tub and decorative stained glass window. Just steps away awaits your private oasis: a resort style enclosed in-ground pool with sweeping lake views—the ultimate spot for year-round relaxation and entertaining. Beyond the pool, enjoy direct lake access with a dock, covered boat lift, jet-ski dock, and convenient fish-cleaning station. Outdoor enthusiasts will love the generous ¾-acre lot, which includes a large matching two-story barn, a spacious storage shed, and an RV-sized carport with plenty of additional parking for boats, trailers, and toys. Best of all—no HOA! Nearby Venetian Gardens is just minutes away and offers an incredible array of lakefront amenities for residents to enjoy: waterfront dining, scenic walking trails, volleyball courts, spacious picnic areas, a community building, a full-service marina, boat club, and multiple boat launch put-in areas. Conveniently located just minutes from The Villages with world-class shopping, dining, entertainment, and medical facilities, and approximately 1 hour to Orlando attractions, Orlando International Airport or sandy coastal beaches. This exceptional waterfront estate combines modern comforts, timeless charm, and unparalleled lake living. Schedule your private showing today and make this dream property yours!
Listing is courtesy of: KELLER WILLIAMS CORNERSTONE RE (352-369-4044)
Listing Agent: Diane Smallwood (352-787-4325)
308 SUNNYSIDE DR, LEESBURG, FL 34748
$340,000388 Days on yellowkey MLS ID: G5096774
REDUCED by $10,000 (2.9%) on 05/07/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2168 Built: 1940 Tax: $1,690 (2024)Community: Sunset ParkSpa: YesSingle Family
Taxes:$1,690
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2024
Middle School: Carver Middle
Remarks: Under contract-accepting backup offers. The buyers failed to preform, so this unique 4-bedroom estate, is back on the market. where Mediterranean architecture and modern touches combine to create a private oasis. Nestled on beautifully landscaped grounds, this one-of-a-kind property offers a serene escape with exceptional amenities. From the moment you arrive, you're greeted by pathways that wind through flowering gardens and lead to vibrant plants and trees—a sensory experience in every season. The main residence showcases 1450 square feet with rich stucco walls, spacious living areas, and a fireplace in the living room. The formal dining room offers ideal settings for both quiet evenings and grand entertaining with french doors that go to a screened in porch. In the primary suite there is a set of sliding glass doors that lead to your private hot tub surrounded by tropical plants. Step outside and enjoy your own private resort: a sparkling pool bordered by a privacy wall and custom cabana, perfect for lounging or private dining. Guests will feel pampered in the detached 718 square foot guest house, complete with its own kitchenette and full bath with walk in shower...offering comfort, privacy, and style. Whether you're exploring the garden trails or hosting unforgettable gatherings under the stars, this exceptional home is more than a residence—it's a lifestyle. Brand new electrical updates including a breaker box, tankless water heater and GFCI outlets.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (800-948-0938)
Listing Agent: Joseph Bosbous (321-246-1306)
103 ROYAL PALM DR, LEESBURG, FL 34748
$148,50053 Days on yellowkey MLS ID: G5110684
REDUCED by $10,500 (6.6%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1312 Built: 1977Monthly Fee: $397 Tax: $1,740 (2025)Community: Hawthorne At Leesburg A CoopManufactured Home
Taxes:$1,740
Remarks: Welcome to 103 Royal Palm Drive. A warm, welcoming retreat where comfort meets thoughtful design and every detail has been carefully considered. Offering 1,312 square feet of beautifully updated living space, this charming 2-bedroom, 2-bath home invites you to slow down, settle in, and truly enjoy where you live. A beautiful paver driveway (2024) creates excellent curb appeal from the moment you arrive and continues seamlessly along the side yard to the back porch, providing both style and functionality. Just beyond, a welcoming Florida room entry sets the tone, an inviting space filled with natural light that’s perfect for greeting guests, enjoying your morning coffee, or simply easing into the day. From there, step inside and feel the difference. The solid, upgraded subfloors and stylish luxury vinyl plank flooring (2022) create a sense of quality underfoot, while natural light pours through brand-new windows (2023), giving the home a bright and airy feel. Updated lighting with dimmers (2023) allows you to set just the right mood. At the heart of the home, the kitchen is designed to bring friends and family together. Featuring rich solid wood cabinetry with convenient pull-out shelves, stainless steel appliances (Refrigerator 2025), sleek Corian countertops, it’s a space that’s as functional as it is inviting, perfect for everything from morning coffee to holiday gatherings. Thoughtfully placed pendant light fixtures hang above the peninsula and over the sink, adding both style and warm, focused lighting to the space. The spacious primary suite offers a peaceful escape, complete with a custom-built walk-in closet and a beautifully updated en-suite bathroom featuring a walk-in shower for comfort and ease. The guest bathroom includes a tub, thoughtfully designed to accommodate both relaxation and accessibility. (Both bathrooms are ADA compliant.) Step outside and discover even more to love. The large, screened porch is perfect for morning breezes or evening conversations and beyond it, a private wooded backyard offers a serene, natural setting with added privacy, making it the perfect place to unwind. With major updates already completed, including a membrane roof (2023) with new trim (2023), HVAC system (2019), and tankless water heater (2016), this home offers not just beauty, but peace of mind.................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)
30437 ORANGE DR, LEESBURG, FL 34748
$800,00046 Days on yellowkey MLS ID: G5110964
REDUCED by $29,900 (3.6%) on 05/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2665 Built: 1925 Tax: $6,208 (2025)Community: Cisky ParkSingle Family
Taxes:$6,208
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bathroom lakefront home with a detached 1-bedroom, 1-bath cottage, ideally located in Leesburg’s desirable Sunnyside area. As you step inside the main home, you’re greeted by original refinished hardwood floors, 5-inch baseboards, and an open-concept layout filled with natural light. A wall of windows frames breathtaking views of Lake Harris, while the stone wood-burning fireplace creates a warm and inviting focal point in the living room. The upgraded kitchen is designed to impress, featuring stone countertops, stainless steel appliances, a spacious island, and a striking backsplash that ties the space together beautifully. Both bathrooms in the main home have been thoughtfully updated with tiled showers, built-in benches, new vanities, and modern fixtures, offering a clean and contemporary feel. Outdoor living is just as impressive, with wide open lake views from both the main house and cottage patios—perfect for relaxing or entertaining while enjoying the peaceful waterfront setting. The detached cottage offers exceptional versatility and can serve as a short- or long-term rental, in-law suite, or private guest retreat. It features its own open floor plan, a full kitchen with stone countertops, ample cabinetry, and serene lake views from inside. Major updates have already been completed, including new roofs in 2023, repiping and rewiring of both the main home and cottage in 2021, a kitchen renovation in 2023, and new double-pane windows in the Florida room, giving peace of mind to the next owner. Conveniently located just 10 minutes from shopping and dining, this property is perfectly suited as a primary residence, vacation home, or income-producing opportunity. Schedule your private showing today and experience the best of lakefront living.
Listing is courtesy of: CENTURY 21 ALTON CLARK (352-728-2121)
Listing Agent: Regina Rodriguez (352-269-0450)
2927 TANGERINE CT, LEESBURG, FL 34748
$139,900179 Days on yellowkey MLS ID: V4946146
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
Middle School: Oak Park Middle
Remarks: 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)
10679 GOOSE PRAIRIE RD, LEESBURG, FL 34788
$349,00014 Days on yellowkey MLS ID: G5112418
INCREASED by $25,000 (7.7%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1971 Built: 1976 Tax: $3,274 (2025)Community: N/ASingle Family
Taxes:$3,274
Remarks: 3 bedroom/2 bath. Privacy and space. Great house on 2.5 acres. Includes new roof prior to closing. Pictutes represent a work in progress. Some furniture and clothing remain from previous owner. All of these items will be removed and home will be professionally cleaned shortly. Close to Lake Square Mall and downtown Eustis.
Listing is courtesy of: TREE FROG REALTY, LLC (352-383-1213)
Listing Agent: Ben Champion (352-383-1213)
187 JACARANDA DR, LEESBURG, FL 34748
$79,00051 Days on yellowkey MLS ID: G5110829
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1974Monthly Fee: $397 Tax: $972 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$972
Remarks: Under contract-accepting backup offers. Step into comfort and ease in this beautifully cared-for, fully furnished home that instantly feels welcoming from the moment you arrive. With its charming curb appeal, durable vinyl siding, and stamped concrete driveway, the home is framed by thoughtfully designed, low-maintenance landscaping, so you can spend more time enjoying and less time maintaining. Imagine starting your mornings with coffee on the screened porch or unwinding in the sunlit, glass-enclosed Florida room, a perfect space to relax, read, or gather with friends. Inside, fresh new carpet flows through the spacious living and dining areas, creating a cozy yet open setting for everyday living and special moments alike. The dining room shines with a classic chandelier and built-in cabinetry, adding both character and functionality. The kitchen is clean, well-maintained, and ready for home-cooked meals and conversation. Retreat to the comfortable primary suite, complete with a walk-in closet and a private bath featuring an easy-access walk-in shower. The guest bedroom is equally inviting, with nearby access to a full bath with a tub, ideal for visitors or family. Both bathrooms are generously sized and ADA compliant, offering added comfort and accessibility. A spacious laundry area, along with a separate workshop or storage space, provides flexibility for hobbies, projects, or extra organization. With a roof-over and an HVAC system installed in 2006, this home offers peace of mind along with its undeniable charm. Whether you’re looking for a full-time residence or a seasonal escape, this home is more than just a place to live, it’s a place to truly feel at 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.
3639 WESTOVER CIR, LEESBURG, FL 34748
$299,900151 Days on yellowkey MLS ID: W7881684
REDUCED by $10,100 (3.3%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2006Monthly Fee: $180 Tax: $2,357 (2025)Community: PlantationSingle Family
Taxes:$2,357
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE JUST UPDATED TO SELL! NEW ROOF! NEW HVAC! NEW EXTERIOR PAINT! MOVE-IN READY! Welcome to this beautifully maintained single-family home nestled in the sought-after Plantation at Leesburg, a vibrant 55+ active community in Leesburg, Florida, about 40 to 45 minutes from Orlando and major attractions.This charming residence offers 2 bedrooms, 2 bathrooms, and a versatile den—perfect for a home office, hobby room, or guest space. It has an open floor plan with a spacious Great Room that flows seamlessly into a screened lanai, ideal for relaxing or entertaining. The formal dining room connects to the lanai through sliding doors, creating an airy indoor-outdoor living experience. The kitchen features a walk-in pantry and ample number of cabinets. The Primary bedroom has an en-suite bathroom and dual walk-in closets. The 2-car garage has a tandem golf cart parking or workshop space. As an extra perk, the home is located across from Hermitage Hall, one of the three clubhouses in the subdivision where residents can enjoy access to a heated pool, fitness center, pickleball courts, tennis courts, and a wide array of activities. The Plantation at Leesburg boasts 36 holes of championship golf, pickleball courts, a softball diamond, and an on-site restaurant—making it a hub for recreation and social connection. This home offers the perfect blend of comfort, convenience, and community living. Whether you're seeking a peaceful retreat or an active lifestyle, this home delivers it all. Schedule your showing today!
Listing is courtesy of: SANDPEAK REALTY (727-232-2192)
Listing Agent: Rubi Teicher (813-943-5748)
24001 ROBINWOOD ST, LEESBURG, FL 34748
$289,90017 Days on yellowkey MLS ID: A4693502
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2188 Built: 2004Monthly Fee: $180 Tax: $4,874 (2025)Community: Plantation At Leesburg Riverside Village LtSingle Family
Taxes:$4,874
Remarks: Located in the highly sought-after 55+ community of The Plantation, this spacious 2BR/2.5BA home with a den offers incredible value. Designed with comfort and privacy in mind, both bedrooms feature private en-suite bathrooms, making it ideal for guests or dual owner suites. The home includes a 2-car garage, a recently replaced water heater, and all appliances will convey. Enjoy resort-style amenities including pools, golf courses, fitness center, tennis, pickleball, on-site restaurant, and hobby rooms. Excellent opportunity to personalize a well-maintained home in one of Leesburg's premier active adult communities! This home is priced to sell and won't last, schedule your showing today!
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
500 NEWELL HILL RD #101A, LEESBURG, FL 34748
$68,00094 Days on yellowkey MLS ID: G5108494
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1975 Tax: $1,041 (2025)Community: Leesburg Chesterbrook CondoCondo
Taxes:$1,041
Elementary School: Beverly Shores Elem
Remarks: RETIRE THE LAWN TOOLS AND WEEDWHACKERS!!! — a quiet, well-kept 55+ community just minutes from downtown Leesburg, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless. Chesterbrook residents enjoy a friendly, active community with amenities that include: A refreshing community pool A welcoming clubhouse A convenient bathhouse Shuffleboard courts for leisurely afternoons You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: James Donovan (352-552-8195)
9217 HARRIS HAWK DR, LEESBURG, FL 34788
$311,490172 Days on yellowkey MLS ID: O6366355
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $2,000 (0.6%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 2025Monthly Fee: $100 Tax: $3,856 (2025)Community: Silver Lake PointeSpa: NoSingle Family
Taxes:$3,856
Elementary School: Treadway Elem
Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for the Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment with convenient access to downtown Leesburg and Mount Dora. Plus, you'll have three major lakes and beautiful Silver Lake right in your backyard, and plenty of nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead at the future on-site amenities, which include a swimming pool, cabana, and playground. The Portland is the perfect floor plan to embrace the Florida lifestyle. In this home, guests are greeted by a covered entry that leads to a spacious living area on the main level. No matter where you are in this space, the open floor plan is an excellent place to entertain family and friends. The kitchen island allows for natural flow throughout the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a bathroom on the main level, and the true showstopper of this home is the primary suite, which offers the ultimate in luxury and privacy. It has everything you need with double vanities, a large walk-in closet, and a separate shower. This home is an oasis built for your lifestyle!
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
10169 HUNTINGNET WAY, LEESBURG, FL 34748
$332,41575 Days on yellowkey MLS ID: O6391180
REDUCED by $16,075 (4.6%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1839 Built: 2026Monthly Fee: $90 Tax: $4,356 (2026)Community: Groves At WhitemarshSpa: NoSingle Family
Taxes:$4,356
Remarks: One or more photo(s) has been 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.
4506 SHENANDOAH RIVER TRL, LEESBURG, FL 34748
$347,000111 Days on yellowkey MLS ID: G5107932
0 Days Off yellowkey (back on 4/24/2026)
REDUCED by $7,900 (2.2%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1711 Built: 2021Monthly Fee: $126 Tax: $4,187 (2025)Community: Arlington Rdg Ph 3CSpa: NoSingle Family
Taxes:$4,187
Remarks: (MOTIVATED SELLER! QUICK CLOSING POSSIBLE) Welcome to a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, guard-gated, active-adult golf communities, this beautiful, Golf-Front low-maintenance 1,711 s.f. conditioned Block & Stucco home built in 2021 with luxury vinyl plank in great room, kitchen, dining room & breakfast nook this 3-bedroom 2 bath stucco home with over-sized 2 car stretched garage The home delivers the comfort, quality, and freedom you’ve been dreaming of all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. Step inside open-concept home and feel the spacious flow of the 17x17 great room with high ceiling to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with its stainless steel fridge and gas range, closet pantry pantry, and 4-seat bar-top island that’s made for morning coffee and good conversation. The split-bedroom layout offers privacy for you and your guests, while the owner’s suite with ensuite bath w/ walk-in shower, private toilet and walk-in closet. The split bedroom floor plan provides the privacy you need. Step out on to your 19x16 covered & screened lanai overlooking the golf course and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita or grilling out on your separate patio, the indoor laundry room has cabinets and a sink. With its energy efficient foam-filled insulated block and stucco construction, high elevation, and insurance savings for wind and flood protection, this home offers strength and serenity in equal measure. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $127/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Steven Simpkins (352-425-4860)
35103 RIVERSIDE CT, LEESBURG, FL 34788
$399,50046 Days on yellowkey MLS ID: TB8496147
REDUCED by $20,500 (4.9%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 1991Monthly Fee: $17 Tax: $3,373 (2025)Community: Riverside SubSingle Family
Taxes:$3,373
High School: Tavares High
Middle School: Tavares Middle
Remarks: ****NEW ROOF**** A new roof will be installed prior to closing. ASK HOW YOU CAN PURCHASE THIS HOME WITH NO MONEY DOWN! Nestled in a charming boating community along Haines Creek, this beautifully maintained 3-bedroom, 2-bathroom SALT WATER POOL home offers the perfect blend of comfortable living and the Florida waterfront lifestyle you've been dreaming of. From the moment you arrive, the classic cement tile roof and manicured surroundings set the tone for everything this home has to offer. Inside, you'll find generous living spaces designed for both everyday life and easy entertaining. The spacious living room and separate family room give everyone room to spread out, while the formal dining room is perfect for gathering around the table with family and friends. The GAS FIREPLACE adds ambiance and a cozy feel. Elegant plantation shutters throughout the home add a timeless, polished touch to every room. The kitchen is sure to impress, featuring a breakfast bar perfect for casual meals, sleek stainless steel appliances, and a gas range for the home chef who loves to cook. The breakfast eating area just off the kitchen is the ideal spot for morning coffee and conversation. The inside laundry adds everyday convenience, keeping life simple and organized. Peace of mind comes built-in with a host of important updates, including a brand new electrical panel installed in 2026, a new 70-gallon gas water heater, and a new irrigation pump for the well — so the big-ticket items are already taken care of. The home also includes a whole house water filtration system, plus Solar panels keep the pool heated efficiently, letting you enjoy a warm swim any time of year while keeping energy costs in check. The heart of the home flows seamlessly to the outdoors, where your own private screened pool enclosure awaits — perfect for year-round swimming, relaxing, and soaking up the Florida sunshine in total comfort. A handy storage shed means there's a place for everything, from lawn equipment to lake toys. The 2-car garage, complete with a garage door screen, lets in the fresh breeze while keeping pests out — a true Florida bonus. Best of all, life here goes beyond your own backyard. As part of a wonderful boating community, you'll enjoy direct access to a boat ramp on Haines Creek, your gateway to the world-famous Chain of Lakes. Whether you love fishing, cruising, or simply taking in breathtaking sunsets on the water, this community puts it all within easy reach. Don't miss your chance to own a piece of the Florida dream — schedule your private showing today! Community offers boat storage (wet and dry) for a small fee.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Gina Befumo (954-829-4440)
5304 FANTASY WAY, LEESBURG, FL 34748
$312,000190 Days on yellowkey MLS ID: G5104762
REDUCED by $6,000 (1.9%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2087 Built: 2005Monthly Fee: $278 Tax: $2,084 (2025)Community: Leesburg Legacy Of LeesburgSpa: NoSingle Family
Taxes:$2,084
Remarks: One or more photo(s) has been virtually staged. Priced UNDER VALUE! $14.99 month for FREE HOT WATER HEATER! FREE RV, BOAT or TRAILER Parking in a desired gated neighborhood of LEGACY! Discover this charming three-bedroom, two-bathroom home offering almost 2100 square feet of comfortable living space. This Langley II model provides an ideal layout for those seeking extra room to spread out in one of the most desirable neighborhoods in Central Florida. Brand New Washer and Dryer Convey! Front screened in covered patio as you enter the home. This home has an X-LARGE LOT with NO SIDE neighbor! Mailbox and fire hydrant outside the home for convenience and discount on insurance. As you enter this beauty the ceiling is high with several built-in shelving. The spacious primary bedroom serves as a peaceful retreat, while two additional bedrooms that have flexibility for various uses including guests or a home office. The primary bathroom suite has garden tub with 2 sinks and separate commode. Two full bathrooms ensure convenience for daily routines and entertaining. The open floor plan creates a natural flow throughout the main living areas, perfect for both relaxing and hosting gatherings. The kitchen has a double oven with convection and gas stove with pull out 42-inch cabinets. The eat in kitchen has breakfast bar and beautiful back splash and built in spice rack cabinet. The 2 car garage has a screen, work bench and storage for your convenience. This 55+ gated community has lots of amenities which includes landscaping, cable, and WIFI with low monthly fees. This active residence club includes a beautiful resort style pool, hot tub, fitness center, Bocce ball, pickleball, billiards, shuffleboard, library, craft room, card room, NEWLY RENOVATED SOCIAL HALL, tennis, baseball field, walking trails with mature trees and lots of areas for bird watching are just to name a few. Legacy is a mature stable community with its own conservation areas in Central Florida with lots of lakes and rivers nearby to enjoy. Legacy’s builders have won many awards. Lots of shopping and close to the turnpike. A short drive to the Disney attractions, turnpike and airport. Outside the neighborhood is Rodello’s Italian restaurant and a dog park nearby. In the heart of Leesburg, this property puts you close to everything you need while Publix Super Market at Lake Harris provides convenient grocery shopping nearby. ALDI’s coming soon to the area. The location offers easy access to local amenities and attractions that make Leesburg such a desirable place to call home. This property represents an excellent opportunity for buyers looking for a move-in ready home in a great SAFE and SECURE neighborhood. The combination of generous square footage, practical bedroom configuration, and convenient location creates an appealing package for today's homebuyers. The thoughtful layout maximizes every square foot, ensuring each room serves its purpose well. Don't miss the chance to make this lovely Leesburg home your own.
Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)
Listing Agent: Darlene Misciagno (352-396-0734)
2108 & 2110 SOUTH ST, LEESBURG, FL 34748
$459,00013 Days on yellowkey MLS ID: O6408544
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2622 Built: 2026 Tax: $579 (2025)Community: N/AApartment
Taxes:$579
Remarks: Under contract-accepting backup offers. Come see this Brand New Duplex/Income producing property! Built to last and with features that renters will want to stay for the long term and Buyers will have lower maintenance costs. It starts with a large kitchen with light grey cabinets that have 36" uppers and all cabinets have slow close hinges, 3/4" shelves, and dovetail drawers for longevity and granite countertops for unparalleled durability. The lower cabinets include a draw stack and a dual garbage bin next to the sink. There's an undermounted stainless steel kitchen sink, And glass top range for easy cleanup. Kitchen also has Samsung dishwashers, Double door Whirlpool fridge with ice and water in the door. Commercial rated LVP flooring throughout, with tile in both bathroom floors. Bathrooms cabinets also have granite countertops and four drawers. Along with super strong Sterling Vikrel shower units (so no grout to mess with). Carrier A/C units with 3 month filters(less changing). Hookups for washer dryer stacked units. Large walk-in closet for Master bedroom(room size 15'8"x 11'8"). Bed 2 is 11'6" x 10'4". Bed 3 is 10'6" x 10'11". Craftsman style front door for easy viewing out to see visitors. Exterior sprinkler system splits water bill between units, and waters low maintenance Bahia grass. Located right on South Street across from the elementary school, so children can actually walk to school. And the High school is less than a mile away. BUYER HAS OPTION OF PURCHASING ADJACENT LOT NEXT DOOR, ZONED FOR DUPLEX, FOR 25K.
Listing is courtesy of: FLORIDA RE ANALYSTS, INC (407-702-8363)
Listing Agent: James Grayford (352-267-4511)
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
Taxes:$1,273
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)
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