Location: Leesburg
Do Not Show Listings
10314 PATRICK DR, LEESBURG, FL 34788
$270,00016 Days on yellowkey MLS ID: GC540712
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1262 Built: 1997Monthly Fee: $18 Tax: $4,122 (2025)Community: Chelsea Park SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,122
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Income Producing Property in Chelsea Park at $1800/month! $40,000 in updates with New Roof, New HVAC, New Gas Hot Water Heater, New LVP flooring, New Paint, New Appliances and New Granite Counters in Kitchen and Bathrooms. Home features open floor plan, large walk-in closets and large garage with lots of storage cabinets. Close to Lake Square Mall, major retailers, restaurants, movie theater and more... Quiet small established neighborhood with LOW HOA fees. Don't miss out on this beautiful updated low-maintenance home! Current Lease expires 9-3-26 or Tenant would like to renew lease if purchased for an income producing property.
Listing is courtesy of: RSI PROPERTIES OF FLORIDA, INC (615-866-7066)
Listing Agent: Diana Richards (615-866-7066)
335 RIVER GLASS CT, LEESBURG, FL 34788
$269,50064 Days on yellowkey MLS ID: G5110817
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2189 Built: 1987Monthly Fee: $215 Tax: $3,510 (2026)Community: Scottish HighlandsSingle Family
Taxes:$3,510
Tax Year: 2026
Remarks: TERRIFIC PRICE FOR THIS CUSTOM BUILT 3/2.5 SPLIT PLAN HOME ON CUL-DE-SAC WITH NO REAR NEIGHBORS. SCOTTISH HIGHLANDS 55+ COMMUNITY. ROOF 2025, WELL FOR IRRIGATION 2025, BRAND NEW DECK IN BACKYARD. PAINTED INSIDE. Long driveway leads you to this lovely ranch home located on an oversized .33 acre lot. Very spacious and open floorplan with large living room with cathedral ceilings and two sky lights, bay window, flowing into dining room area which has sliders to Florida Room. KITCHEN has an island with an additional breakfast bar, gas stove, pantry, loads of countertop space and cabinetry. DINETTE area is large with built in workspace and desk area with sliders to Florida Room. PRIMARY bedroom area has en-suite bath with dual sinks, two separate walk-in closets, walk-in shower, pocket doors, JETTED tub. GUEST SIDE OF HOME has two nice size bedrooms, with guest bath tub/shower. LARGE INSIDE UTILITY room (13’ LONG) with tub, cabinetry, ½ bath. OVERSIZED GARAGE 21 x 19 with pull down stairs, side service door, workbench and storage cabinetry. FLORIDA room has newer double insulated windows and has a nice open view of BRAND NEW 16 X 15 WOODEN DECK. SCOTTISH HIGHLANDS IS A GREAT ACTIVE 55+ COMMUNITY WITH LOADS OF ACTIVITIES TO CHOOSE FROM. STORAGE FOR YOUR BOAT/RV. INDOOR AND OUTDOOR POOLS. PICKELBALL, TENNIS AND RECREATION BUILDINGS. YOUR FEES OF $215 COVER BASIC CABLE, INTERNET, PRIVATE SEWER AND AMENITIES. CONVENIENT LOCATION CLOSE TO SHOPPING, RESTAURANTS, MEDICAL AND WORSHIP FACILITIES. COME VIEW THIS LOVELY HOME TODAY AND ENJOY THE SCOTTISH HIGHLAND LIVING.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-259-4900)
Listing Agent: Cynthia Wheeler (352-255-6032)
2400 N GRIFFIN DR, LEESBURG, FL 34748
$789,000408 Days on yellowkey MLS ID: G5096306
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4514 Built: 1972 Tax: $4,492 (2024)Community: Griffin ShoresSingle Family
Taxes:$4,492
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. One-of-a-Kind Lakefront Home on the Chain of Lakes! Discover luxury lakefront living in this custom-built 5-bedroom, 4.2-bath home on nearly an acre with 100 ft of shoreline on Lake Griffin. With over 4,500 sq ft of living space, this home features a spacious open floor plan, soaring ceilings, and rich engineered hardwood flooring throughout the main areas. Enter through the decorative tiled foyer into the formal living room with skylights, leading to an expansive kitchen and family room. The chef’s kitchen includes cherry wood cabinets with glass fronts, granite countertops, a large eat-in bar, walk-in pantry, and a wet bar—butler's counter—perfect for entertaining. Enjoy stunning lake views from the bright family and dining areas, which open to a 58x10 covered porch. Three of the five bedrooms have private en-suite baths, and there's a 15x13 office/den with a walk-in closet and exterior access. The spacious laundry room offers built-ins, a sink, closet, and private water closet with outdoor entry. This home also features dual HVAC systems, two tankless water heaters, and a spacious 29x20 three-car garage with four overhead doors and electric openers. Below the home, you'll find a finished 33x28 game room/mancave, a 28x18 workshop, and a 54x11 brick paver patio for entertaining or relaxing. Outside, enjoy the beautifully treed property and a covered boat dock with electric hoist and water—ideal for boating, fishing, or soaking in lakefront serenity. This truly unique home offers unmatched space, style, and waterfront lifestyle. Enjoy the day exploring the Harris Chain and the Ocklawaha River leading to Silver Springs & The St. Johns River. Call today to schedule your private showing! Adjacent property is also available, ask us today.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Craig Yox (352-255-6002)
11411 HUGGINS ST, LEESBURG, FL 34788
$175,00051 Days on yellowkey MLS ID: G5111305
REDUCED by $14,000 (7.4%) on 05/28/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1140 Built: 1989 Tax: $1,626 (2025)Community: Bassville ParkSingle Family
Taxes:$1,626
Remarks: One or more photo(s) has been virtually staged. Welcome to your country home! Located on .46 Acre lot! This country cottage has 2 bedrooms 1 and 1/2 bath. I have used some virtual photos to show you how cute this home could be! The building in the back has water and power and would make a nice in-law or ADU. Did I mention NO HOA here! Park your boat or RV. PLEASE NO BLIND OFFERS! This would make a great first time home or to add to your rental portfolio! **UPDATES: 2024-Well Tank,2025-new plumbing to septic tank, 2020-Septic tank/drainfield, 2016-Roof, 2025-Well Pump.
Listing is courtesy of: SIM REI (352-508-5870)
Listing Agent: Leah Laboy (352-910-4984)
4334 BENT CREEK LN, LEESBURG, FL 34748
$565,00052 Days on yellowkey MLS ID: G5111367
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2565 Built: 2018Monthly Fee: $128 Tax: $7,051 (2025)Community: Arlington RidgeSingle Family
Taxes:$7,051
Remarks: Located in Popular Guard Gated Active Adult, Resort Styled, Golf Community. Golf-View, A Paver Driveway & sidewalk welcome you to this Low Maintenance Stucco Home, 3 Bedroom 3 Bath, and Den/Flex Room w/Door. 2 Master suites with private en-suite full baths, 1 Master Suite Has separate A/C & Heat for the ultimate sleep experience. 2,565 heated square foot home built in 2018, , OPEN CONCEPT FLOOR PLAN GREAT FOR ENTERTAINING, Crown Molding, 9 foot ceilings, plantation shutters and low maintenance Luxury Vinyl Plank & Tile Floors the home, (NO CARPETS) Kitchen has plenty of cabinets and granite counters, island with bar-top & seating for 4, Stainless Steel Range & Fridge that stay. Master bedroom suite has dual vanity sinks, walk-in shower, walk-in closet and private water closet, split bedroom plan for added privacy & all bedrooms have closets, Indoor Laundry Room, Large 500+ S.F. covered & screened lanai overlooking backyard large enough for a pool. EQUIPPED WITH 22 KW WHOLE HOUSE GENERATOR, POWERED BY NATURAL GAS SO YOU NEVER RUN OUT OF FUEL. Home constructed to wind code, high & dry elevation NO FLOODING OR STORM SURGE and low wind zone which qualify home for deep & affordable insurance discounts. The property is not homesteaded, Doing so will reduce property taxes. Has Low HOA of $129 per month includes lawn cutting, edging and blowing, 200+ channels cable T.V., 250 megabyte hi-speed internet, Wi-Fi router to broadcast signal all around home, 2 DVRs to record shows on. This Low Maintenance Stucco home is located in high demand Community of Arlington Ridge in Central Florida with 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 courts, 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, 20 Min. to Mall, Restaurants & 12 Screen Movie Theater, 45 min. to Orlando, theme parks & airport 90 min. to Atlantic Ocean & Gulf of Mexico SJS 2026
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Steven Simpkins (352-425-4860)
1017 CYPRESS ST, LEESBURG, FL 34748
$258,000180 Days on yellowkey MLS ID: O6366906
REDUCED by $3,000 (1.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2167 Built: 1957 Tax: $4,469 (2025)Community: Acreage & UnrecSingle Family
Taxes:$4,469
Remarks: This property is a standout investor opportunity with strong upside and minimal improvement costs to unlock its full potential. Featuring a desirable 4/3.5 layout, a refreshing pool, and a prominent corner-lot location, it already showcases the key elements buyers look for. With the right updates, this home can quickly elevate in value and appeal. A compelling option for investors seeking return and momentum in a sought-after area.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
10173 HUNTINGNET WAY, LEESBURG, FL 34748
$291,415107 Days on yellowkey MLS ID: O6386003
4 Days Off yellowkey (back on 4/28/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 2026Monthly Fee: $90 Tax: $3,642 (2026)Community: Groves At WhitemarshSpa: NoSingle Family
Taxes:$3,642
Elementary School: Leesburg Elementary
High School: Leesburg High
Middle School: Oak Park Middle
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 Portland is the perfect floorplan to take advantage of the Florida lifestyle. In this home guests are greeted by a covered entryway that leads into a spacious main level living area. No matter where you are in this space, the open floorplan is a great place for entertaining family and friends. The kitchen island, allows for natural movement through the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a hall bath on the main level, and the real showcase of this home is the primary suite which offers the utmost luxury and privacy. You have everything you need with dual vanities, a large walk-in closet, and standing shower. This home is an oasis for those looking for a new construction home, built for the way you live! *Photos are from a similar home.
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
200 PATRICE HOPE ST, LEESBURG, FL 34748
$294,200165 Days on yellowkey MLS ID: O6370034
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 2007Monthly Fee: $38 Tax: $3,403 (2025)Community: Leesburg Sleepy Hollow First AddSingle Family
Taxes:$3,403
Remarks: Short Sale. Welcome to 200 Patrice Hope Street, a beautifully updated 3-bedroom, 2-bathroom home with 1,585 sq. ft. in the highly desirable Sunnyside area of Leesburg, FL. This move-in ready retreat combines modern style, comfort, and convenience in one inviting package. The thoughtfully designed kitchen is perfect for both everyday living and entertaining. White cabinetry paired with granite countertops and a classic subway tile backsplash which combines a Breakfast bar for casual dining or conversation while cooking ,Stainless steel appliances, including a French door refrigerator and a brand-new range (2025) New hot water heater (2024). For added peace of mind, the HVAC system was replaced in 2016, offering dependable comfort year-round. Conveniently located near shopping, restaurants, and medical offices, this home delivers everyday ease without sacrificing tranquility. It isn’t just a house. It’s a polished, move-in ready home in one of Leesburg’s most sought-after areas. Don't miss out !!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Christopher Groomes (352-223-3710)
2329 SOUTH AVE, LEESBURG, FL 34748
$262,900134 Days on yellowkey MLS ID: G5107494
3 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1468 Built: 1999 Tax: $932 (2026)Community: Selma Homesites Partial ReplatSingle Family
Taxes:$932
Remarks: Under contract-accepting backup offers. NEW YEAR and a NEW HOME! Located in a quiet, established neighborhood, this is opportunity knocking for a first-time homebuyer, growing family, or someone looking to downsize while still enjoying outdoor space and convenience. Boasting comfortable living areas with a functional layout suited for everyday living. One of the standout features is the spacious backyard, providing room for outdoor entertaining, play, pets, gardening, or future improvements. The possibilities are endless. The property is conveniently located near shopping, dining, and local amenities, including Lake Square Mall and the shops and restaurants of Downtown Leesburg. Outdoor and recreation options are close by, with easy access to Venetian Gardens, offering walking paths and lake views, as well as Lake Griffin State Park, known for hiking, kayaking, and wildlife. The home is also near the Harris Chain of Lakes, providing year-round boating and fishing opportunities. This home combines quiet residential living with proximity to parks, lakes, shopping, and dining, making it a practical and appealing option in today’s market. Don't let the weeks roll into months! Check off that first goal of the New Year with Home ownership! Come see it today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sunshine Callahan (407-353-9931)
725 SCENIC ST, LEESBURG, FL 34748
$294,000107 Days on yellowkey MLS ID: OM718048
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 1963 Tax: $2,866 (2024)Community: Leesburg Stoer Island Add 03Single Family
Taxes:$2,866
Remarks: One or more photo(s) has been virtually staged. Experience a masterfully redesigned interior in this totally remodeled residence, situated on a quiet street directly across from a peaceful community pond. The home boasts impressive high ceilings accented by architectural beams, creating an airy, refined atmosphere with immense 'volume and light.' The heart of the home is a gourmet kitchen featuring elegant granite countertops and a brand-new suite of Samsung stainless steel appliances. Every detail has been meticulously updated, offering a modern open-concept layout that flows seamlessly to take in serene water views from the front of the home. Located in a tranquil, established neighborhood, this property offers a rare combination of custom design elements and a 'new-build' feel. Truly turnkey and ready for its next owner. Schedule your private showing today!
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Sarah Lamoureux (352-217-6079)
1144 BEN MORE DR, LEESBURG, FL 34788
$199,90083 Days on yellowkey MLS ID: O6392742
REDUCED by $10,100 (4.8%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1213 Built: 1989Monthly Fee: $215 Tax: $692 (2025)Community: Scottish Highlands Phase KSingle Family
Taxes:$692
Remarks: Tucked away on a private homesite with no direct rear neighbors and a peaceful glimpse of the pond, this beautifully updated home offers the easy, low-maintenance lifestyle so many buyers are searching for in the desirable 55+ COMMUNITY of Scottish Highlands in Leesburg. With soaring cathedral ceilings, an open light-filled layout, and multiple indoor and outdoor living spaces, the home feels both spacious and inviting from the moment you arrive. The thoughtfully updated kitchen serves as the heart of the home, featuring abundant cabinetry and prep space, a breakfast bar, new gas range, and convenient pass-through to the living area—perfect for entertaining or everyday living. Ceramic tile flooring throughout the main living areas adds durability and easy upkeep, while flexible living and dining spaces provide room to relax, host guests, or create a cozy den or hobby area. The primary suite offers a comfortable retreat with engineered wood flooring, custom closet features, and an updated en-suite bath with a garden tub and upgraded finishes. A generously sized guest bedroom and nearby full bath with walk-in shower provide privacy and comfort for visitors. Enjoy Florida living year-round from the enclosed Florida Room or the screened porch overlooking the quiet backyard with a subtle water view in the distance—ideal for morning coffee, reading, or relaxing evenings outdoors. Additional features include an oversized one-car garage with golf cart space, utility tub, and rear access entry. Scottish Highlands residents enjoy access to an active community lifestyle with an indoor heated pool and spa, tennis courts, recreation halls, planned social activities, and convenient RV and boat storage. Move-in ready and exceptionally maintained, this home is a wonderful opportunity to enjoy comfort, privacy, and carefree living in one of Leesburg’s established 55+ communities.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
21821 KING JOHN ST, LEESBURG, FL 34748
$325,900121 Days on yellowkey MLS ID: O6382093
5 Days Off yellowkey (back on 5/28/2026)
REDUCED by $13,877 (4.1%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1694 Built: 1998Monthly Fee: $229 Tax: $1,802 (2025)Community: Royal HighlandsSpa: NoSingle Family
Taxes:$1,802
Remarks: Under contract-accepting backup offers. Better than new! This meticulously renovated 3BR/2BA home offers modern elegance in an exclusive 24/7 guard-gated enclave. Situated on a spacious corner lot, this property boasts a total transformation: Freshly Painted–Crisp new palette inside and out. Gourmet Kitchen–New cabinets, quartz countertops, and sleek new appliances. Modern Flooring–Durable and stylish new floors throughout. Open Concept–Ideal for entertaining with a bright, airy flow and a large Florida room. Life here feels like a vacation. Your HOA gives you full access to a Clubhouse, Fitness Center, and sparkling Pool. Stay active on the Tennis and Pickleball courts or take your furry friend to the private Dog Park. Enjoy peace of mind with around-the-clock security and world-class recreation right at your doorstep. Furnishings negotiable.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Kristi Matthew (407-325-6107)
8725 TREASURE ISLAND RD, LEESBURG, FL 34788
$329,900159 Days on yellowkey MLS ID: G5106215
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1390 Built: 1982 Tax: $2,142 (2025)Community: Silver Lake EstatesSingle Family
Taxes:$2,142
Remarks: Short term Owner Financing make this a RARE opportunity to acquire a wooded 4.87-acre Agricultural-zoned property in a highly convenient Leesburg location. Think Horses, Cows or Chickens. Tucked away for privacy, yet less than 1 mile from County Road 44, this parcel offers the ideal balance of rural living with quick access to town amenities. The property is 3.2 miles to Lake Sumter State College and just 6 miles to the public boat ramp on the world-class Harris Chain of Lakes, renowned for excellent bass fishing. It's only 9 miles to the two best hospitals in the area; UF Health in Leesburg and Advent Health Waterman in Tavares. The existing 1,390 sq ft concrete block residence was impacted by a lightning strike in June 2025, resulting in a fire that destroyed the interior. Only the concrete block shell remains—the roof, all interior walls, kitchen cabinetry, and plumbing fixtures have been removed. This presents a clean slate for your custom floor plan. There is plenty of room to add floorspace in all directions. A great opportunity to create your own country estate. Owner occupants, investors or builders, here's your head start to create something outstanding. Instant savings include greatly reduced impact fees because of the pre-existing 3 Bedroom, 2 Bath Home, a private well and a septic system. The future owner could potentially live on site in an RV or a camper while reconstructing the main house. Additional features include a 720 sq ft detached barn and mostly fenced acreage, suitable for agricultural use, animals, or future improvements. With mature trees, usable land, and strong location fundamentals, this property offers exceptional potential for redevelopment or a custom rural homestead close to lakes, education, and major roadways.
Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)
Listing Agent: Richard Bisaillon (407-257-9972)
3600 MOUNT HOPE LOOP, LEESBURG, FL 34748
$305,00023 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
Taxes:$1,983
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
$169,90095 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)
308 SUNNYSIDE DR, LEESBURG, FL 34748
$340,000402 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
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)
3639 WESTOVER CIR, LEESBURG, FL 34748
$299,900165 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
$289,90031 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)
10169 HUNTINGNET WAY, LEESBURG, FL 34748
$332,41589 Days on yellowkey MLS ID: O6391180
1 Days Off yellowkey (back on 5/27/2026)
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
$347,000125 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.
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