Location: Leesburg
Do Not Show Listings
527 SUNNYSIDE DR, LEESBURG, FL 34748
$945,000246 Days on yellowkey MLS ID: O6347002
0 Days Off yellowkey (back on 5/5/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4459 Built: 2004 Tax: $5,519 (2024)Community: Sunnyside Trls Ph 1Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,519
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: TWO HOMES FOR TWO FAMILIES! Looks can be deceiving! Beautiful original-owner, multi-generational POOL home on 5 acres! Enter thru the solar powered entry gate down the long driveway to the main home entrance. Upon entering you will have a 3/2 with formals, kitchen/family room combo, along with a huge 600 square foot BONUS ROOM to entertain in! This split bedroom main area features the primary bedroom with his and hers closets and a master bathroom with dual vanities, shower and a jacuzzi tub. Bedrooms 2 and 3 have their own private renovated bathroom. The spacious kitchen is any cooks dream featuring newer appliances, solid surface countertops, gorgeous solid hickory cabinetry, stone backsplash and 2 walk-in pantries. This multi-purpose room has its own entry and can also be used as a work-out/gym room, craft room or home office! The 2 bedroom/2 bath IN-LAW SUITE is connected to the main house thru the laundry room. It has its own spacious living area and a full-size kitchen complete with sit down eating area and its own entry way and covered front porch. The primary bedroom has a walk-in closet and spacious master bath with walk-in shower. There is also an attached covered 2 car carport with its own entrance. You can also enter the main home from the carport thru the laundry room. Step outside the in-law suite and it comes with its own relaxation GAZEBO area complete with pavers and power! Main home and in-law suite have access to the beautiful RENOVATED heated and screened pool/hot tub area with lots of patio deck for pool parties and entertaining! There is even a wall shower and private half bath! Got an RV or a BOAT?? No problem...There is a 36x24 covered concrete slab to keep them out of the hot sun. Got a hobby?? No problem...there is a 16x50 workshop with electric & water! This home is on city water but there is also a 300 ft. ARTESIAN WELL for your 12-zone irrigation system for the front 3 acres. There are SOOO many updates and improvements the owners had to make a list...here are a few. New ROOF on home and workshop in 2023! New 5 ton AC high efficiency system in 2024! Complete POOL renovation with resurface and tile, new gas pool heater/filter/pump, new steps, repainted pool deck and new screens in 2022. There are also 3 cable/electric outlets on the oversized pool deck! New 40 gallon and 50-gallon natural gas HOT WATER HEATERS in 2024! Oversized SEPTIC leach field replaced in 2021 and irrigation WELL PUMP replaced in 2024! Come tour this beautiful multi-generational pool home...it is rare to find all of this on 5 acres within city limits and this close to all shopping, restaurants and hospitals! It is even zoned for horses and farm animals! Plenty of land to add on a garage or bonus room could be changed back easily.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Sue White (407-463-2094)
38230 YALE CIR, LEESBURG, FL 34788
$1,250,00088 Days on yellowkey MLS ID: G5107816
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3400 Built: 2001 Tax: $4,397 (2025)Community: N/ASingle Family
Taxes:$4,397
Tax Year: 2025
Remarks: Lakefront paradise in Central Florida with this quality-built Mediterranean-style home on the shores of 4,000 ACRE LAKE YALE. Nestled on about 5 ACRES at the end of an oak-studded parcel, this custom-built oasis combines SIMPLE LIVING with NATURAL BEAUTY. As you approach, FEEL A WORLD AWAY, embraced by calm tranquility with EXPANSIVE lake frontage. Step inside to experience PANORAMIC unobstructed VIEWS of over 240 ft of LAKEFRONT, visible from nearly every room. This home’s split design features a 14-foot foyer and spacious 12-foot ceilings framing its waterfront setting. Welcoming you into a space where SIMPLICITY MEETS FUNCTIONALITY, creating a peaceful, almost otherworldly retreat. Perfectly situated between the charming town of Mount Dora and the bustling community of The Villages, this home is convenient to both the vibrant attractions of Disney and Universal and the natural beauty of Florida's beaches and springs. If you dream of privacy, luxury, and an unparalleled lakefront lifestyle, this rare Florida property awaits you. The vacant adjacent lot is also listed for sale. Add that and think about building another home for your family compound on 10 acres total.
Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)
Listing Agent: Mary Jo Williams (352-516-6736)
2108 GREENLAW CT, LEESBURG, FL 34788
$240,000108 Days on yellowkey MLS ID: OM718342
INCREASED by $5,000 (2.1%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1740 Built: 1990Monthly Fee: $215 Tax: $3,778 (2025)Community: Scottish Highlands Condo Ph USingle Family
Taxes:$3,778
Remarks: And now...A BRAND NEW ROOF, Tucked away on a beautiful, serene lot where neighbors aren’t close and nature sets the pace, this uncommon three-bedroom, two-bath home in the Scottish Highlands feels like a quiet retreat you didn’t think you’d find in a 55+ community. From the moment you arrive, the screened front porch invites you to slow down, breathe deep, and imagine mornings that begin with coffee and birdsong. Inside, the home opens up in the best way. High ceilings, warm wood laminate floors—no carpet anywhere—and two sun domes fill the space with natural light, creating an airy, uplifting feel throughout the day. The Sun Room becomes the heart of the home, flowing effortlessly to the lanai and patio, where afternoons stretch longer and evenings feel peaceful and private. Culinary Kitchen has tile floors and loads of cabinets. The primary suite is generously sized, offering plenty of room for a sitting area perfectly positioned to overlook the sun Room. It’s a space designed for comfort, whether you’re reading, relaxing, or simply enjoying the view. The remodeled en-suite bath features newer cabinetry and countertops then a walk-in closet and pocket doors that add both function and style. Every detail feels thoughtful and well planned. Storage here is nothing short of impressive. With two pantries, an extra-large hall closet that could easily be converted into a laundry room, and double closets throughout, you may find yourself joking that you can almost bring your basement with you. The oversized two-car garage, complete with workbenches, is ideal for hobbies, projects, or simply keeping everything organized and within reach. Living in Scottish Highlands means enjoying an active, social lifestyle when you want it, with amenities that include heated and outdoor pools, a spa, tennis, Pickleball, bocce, shuffleboard, clubs, games, and gatherings that make it easy to feel connected. And yet, when you return home, it feels wonderfully removed—like you’re in the country—while still being just minutes from Mount Dora, The Villages, shopping, restaurants, hospitals, and airports. The Affordable HOA includes your internet, cable and sewer. This is one of those homes that feels different the moment you step inside—bright, spacious, peaceful, and rare. Spring is around the corner, and opportunities like this don’t wait. Arrange your special showing today and come experience it for yourself.
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Valerie Foerst (352-360-3492)
1315 NOBLE CT, LEESBURG, FL 34788
$275,00065 Days on yellowkey MLS ID: O6394098
REDUCED by $14,000 (4.8%) on 05/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1176 Built: 1989Monthly Fee: $218 Tax: $1,733 (2025)Community: Scottish Highlands Condo Ph MSpa: NoSingle Family
Taxes:$1,733
Elementary School: Treadway Elem
High School: Tavares High
Middle School: Tavares Middle
Remarks: Price Improvement!! Completely updated and move-in ready, this beautifully renovated 2-bedroom, 2-bath home in the desirable Scottish Highlands 55+ community offers style, comfort, and an easy, low-maintenance lifestyle. Enjoy peace of mind with a newer roof, newer HVAC, luxury vinyl plank flooring, fresh interior and exterior paint, and top-of-the-line appliances. An oversized garage, screened front porch, and electric fireplace add both function and charm. The light-filled Florida room is fabulous for all four seasons, featuring special glass protection so you can see out while maintaining your privacy inside—helping keep the room as cool and comfortable as you like. The kitchen showcases modern shaker cabinets, quartz countertops, and stainless steel appliances, while updated fixtures and hardware create a clean, contemporary feel throughout. You truly don’t want to miss this one—schedule your showing today and come see why this home should be at the top of your list!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Tanya Brown (407-486-0645)
26016 SINGING LARK CT, LEESBURG, FL 34748
$326,500141 Days on yellowkey MLS ID: TB8461364
REDUCED by $3,400 (1.0%) on 05/14/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1868 Built: 2008Monthly Fee: $86 Tax: $1,725 (2025)Community: Windsong At LeesburgSingle Family
Taxes:$1,725
Elementary School: Leesburg Elementary
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: ***PRICE REDUCTION*** Turnkey 4 Bedroom | 2 Bath | Metal Frame Construction | Roof 2022 Charming, solidly built, and thoughtfully refreshed, this 4-bedroom, 2-bath home offers strength, style, and comfort in one beautifully maintained package. Constructed with durable metal 2x4 framing throughout, this home provides lasting structural integrity and peace of mind. A new roof (2022) adds additional confidence for years to come. Inside, you’ll find fresh paint throughout and four brand-new, never-used kitchen appliances, creating a clean and modern feel. Strategically placed SolaTubes bring in abundant natural light — 12” tubes brighten the hallway and bathrooms, while an impressive 18” SolaTube fills the kitchen with daylight during meal preparation. The main bathroom features a relaxing Jacuzzi tub with full tile surround, creating a spa-like retreat. The second bathroom includes a double sink for added convenience. Updated faucets, showerhead, and hardware provide fresh finishing touches. ClosetMaid adjustable systems throughout closets, pantry, and laundry room maximize organization and functionality. Additional Features: • Full paver driveway • Glassed-in rear porch • Separate grilling patio • Surround sound speakers in main bedroom and family room • Nest & Alexa compatible WiFi/Bluetooth thermostat • Wired for whole-house alarm system • Whole-house water filtration system • Privacy-fenced yard • Peach and loquat trees • Blueberries, blackberries, and Barbados cherry bushes This home offers the rare combination of durable construction, thoughtful upgrades, and effortless move-in readiness. Simply unlock the door and begin your next chapter. Schedule your private walkthrough today.
Listing is courtesy of: LUXE PROPERTIES (305-809-7650)
Listing Agent: Cara Hagan (305-809-7650)
27343 ROANOKE DR, LEESBURG, FL 34748
$327,000191 Days on yellowkey MLS ID: R4910273
REDUCED by $18,000 (5.2%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1607 Built: 2017Monthly Fee: $126 Tax: $5,983 (2025)Community: Arlington RidgeSpa: NoSingle Family
Taxes:$5,983
Remarks: "PRICED TO SELL!!" Don't miss out on this 3/2 BLOCK home that is MOVE-IN READY and produces enough solar energy that will significantly reduce your electric bill every month! "PLUS" you're really going to enjoy the enormous value you get as a resident of the Arlington Ridge Community. The HOA dues will cover your yard to be cut once a week in the summer and every two weeks during the winter months. PLUS you'll get 'HighSpeed Internet/WIFI/HDTV' that offers over 250 cable channels with a 'Record On Demand' feature that operates with a push of a button! Inside the community boasts The Chesapeake Bay Grille that serves up amazing dishes and The Village Tavern will be there to serve up your favorite beverage to quench your thirst after a vigorous round of golf! There's the St. Charles Movie Theater that is so cozy and quaint or perhaps you prefer O'Hara's to shoot a round of billiards. The Fairfax Hall hosts those special engagements (concerts, dances, parties etc.), The Charleston Social Center has the Crafts room, Library and The Blue Ridge Activity Center is where the hardcore Card Sharks and Game Players entertain. Your pleasure awaits as you bask in the sun along the two heated pools (a lap pool and the other is resort style) or melt away in the jacuzzi. Inside the Activity Center you'll find the Fitness Room, Sauna, indoor Aerobics Room & Spa and right next door you'll find the Cafe and Golf Shop. ** This home nests along the first hole of a championship golf course, that has no front or rear neighbors and is surrounded by mature trees that makes for picturesque settings. ** Say you need room to park your small 'Yacht or RV' no worries because there is a special gated area just for the Toys and only costs $25 a month. ** Still want more?! How about having your mailbox at the end of your driveway (now there's a luxury you can't do without). Are you into playing Pickleball, Bocce Ball, Tennis anyone?! There's water aerobic classes or pool volleyball done weekly!! ** This home has no carpeting and has been upgraded with vinyl flooring and the second bathroom had a Safe Step Shower installed in 2025. ** Both the CDD Bond and the Solar panels have been paid so no worries, just rewards. ** An added bonus that most overlook is there is a small pond that is stocked with fish and a great place to take the grandkid(s) to catch some. ** Pear Park is conveniently located nearby that offers amazing nature walking and hiking trails ** If you're looking to stay active with endless possibilities then you can't beat the savings of living in the Ridge! *** All that being said; "what are you waiting for?!" A quick close is possible so get out your phone and schedule your showing today!! ***
Listing is courtesy of: ARROW STAR REALTY LLC (602-524-7222)
Listing Agent: Eric Fiori (602-524-7222)
333 RANCHWOOD DR, LEESBURG, FL 34748
$344,90044 Days on yellowkey MLS ID: G5110691
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1840 Built: 1996Monthly Fee: $265 Tax: $1,857 (2025)Community: Pennbrooke FairwaysSpa: NoSingle Family
Taxes:$1,857
Remarks: Bring an offer and Welcome to this beautiful 3-bedroom, 2-bath pond view pool home located in the desirable Pennbrooke Fairways community. Step inside to discover freshly painted walls, brand-new carpet, and neutral tile flooring, creating a bright and inviting atmosphere. The spacious kitchen offers plenty of room to cook and gather, featuring white cabinetry, a convenient breakfast bar, and a closet pantry for added storage. The primary suite is a relaxing retreat with tile flooring, a walk-in closet, and an ensuite bathroom complete with a jetted tub and separate walk-in shower. The second bedroom is generously sized and filled with natural light, while the third bedroom offers flexibility as a guest room, office, or hobby space. An indoor laundry room with a utility sink provides additional storage and functionality. The roof and HVAC were replaced in 2017, while in 2019 the water heater was replaced and solar panels were installed. Also, the home has newer glass sliding doors to the lanai. The low monthly HOA fee of $265 includes lawn care, high-speed internet, cable, and access to an impressive array of amenities. Pennbrooke Fairways is a gated golf community featuring 27 holes of golf, a pro shop, and an on-site restaurant. Residents also enjoy two recreation centers, swimming pools, a fitness center, and a variety of outdoor activities including shuffleboard, pickleball, tennis, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining, and just 6 miles east of The Villages’ Brownwood Paddock Square, this home truly has it all.
Listing is courtesy of: CENTURY 21 ALTON CLARK (352-728-2121)
Listing Agent: Regina Rodriguez (352-269-0450)
7716 PARK HILL AVE, LEESBURG, FL 34748
$379,900130 Days on yellowkey MLS ID: O6375467
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (2.6%) on 04/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3022 Built: 2008Monthly Fee: $42 Tax: $5,155 (2025)Community: Park Hill SubSingle Family
Taxes:$5,155
Elementary School: Beverly Shores Elem
Remarks: Under contract-accepting backup offers. PRICE JUST SLASHED—AND THIS ONE ISN’T WHISPERING, IT’S SHOUTING. This is the kind of opportunity buyers wait for… and then wish they hadn’t hesitated. One of the largest homes on one of the biggest lots in the neighborhood, now priced aggressively for a fast sale. If you’ve been watching this one, now’s your moment. Set on a rare .34-acre corner lot, this home delivers serious space—inside and out. From the soaring two-story foyer and living room to the flexible floor plan, everything here is built to live large. The first floor offers a generously sized bedroom with ideal potential for multi-generational living, while upstairs features a bright loft/office that keeps the open feel flowing throughout. And storage? Plenty of it—everywhere you turn. The kitchen is ready for real life and real entertaining, complete with double ovens, a gas stove, TWO refrigerators, a dinette area, and a separate formal dining space for hosting. Upstairs, the primary suite is a true retreat with a spacious bathroom and dual walk-in closets. Step outside and it only gets better—a fully fenced backyard this size is hard to come by. Whether it’s entertaining, relaxing, or just enjoying the Florida sunshine, you’ve got the space to do it. The screened lanai and extended patio make it even easier to enjoy year-round. With a newer upstairs A/C (2024), epoxy garage floors, and a location just minutes from Venetian Gardens, the Chain of Lakes, downtown Leesburg, shopping, dining, and major roadways—this home checks boxes across the board. Bottom line: this is a LOT of home for the money. Priced to move, and move quickly. If space, value, and potential are on your list, this one deserves your attention—now.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Carrie Pappas (352-460-1109)
12314 VIRGINIA DR, LEESBURG, FL 34788
$299,900115 Days on yellowkey MLS ID: G5107775
0 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1978 Tax: $4,311 (2025)Community: Western ShoresSingle Family
Taxes:$4,311
Remarks: Under contract-accepting backup offers. Diamond in the rough with unbeatable waterfront potential! This 3-bedroom, 2-bath home offers 100 feet of canal frontage with direct access to the Harris Chain of Lakes, complete with a boat lift and dock—a boater’s dream. Inside, you’ll find a large living room, spacious kitchen with eat-in area, and an oversized Florida room ideal for relaxing or entertaining. Outside, enjoy no HOA, plus a large woodworking shop and two additional storage sheds, providing plenty of space for hobbies, tools, or extra storage. With a few updates and personal touches, this property has the potential to truly shine. A rare opportunity to create your ideal waterfront retreat in a prime location!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-536-0100)
Listing Agent: Dawn Brooks (352-988-7344)
2920 COCOVIA WAY, LEESBURG, FL 34748
$499,90085 Days on yellowkey MLS ID: O6386709
REDUCED by $30,000 (5.7%) on 04/25/2026
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3600 Built: 1981 Tax: $3,677 (2025)Community: Morningview At LeesburgSpa: NoSingle Family
Taxes:$3,677
Remarks: Under contract-accepting backup offers. Attractive Price Update! Discover exceptional space, comfort, and Florida living at its finest in this beautifully maintained 6-bedroom, 3-bath home featuring a desirable split floor plan and an oversized inground10-foot deep enclosed pool. The bright eat-in kitchen offers crown molding, abundant cabinets and drawers, pantry, a built-in desk, newer appliances and blends seamlessly with the home’s neutral décor. A spacious great room showcases a wood-burning brick fireplace and double sliding doors that lead to the elevated covered back porch, where you can relax and enjoy serene lake views. The expansive primary suite includes a private den, large walk-in closets, and a remodeled master bath with an oversized shower and dedicated water heater. The first-floor bedroom overlooks the pool and is perfect for guests or multigenerational living. Additional highlights include solid core doors, an intercom system, a large indoor laundry room with a laundry chute, and ample closets/storage throughout. This home is built for comfort and efficiency with newer Thermopane windows and updated major systems, including zone A/C with three units, an oversized side entry 2-car garage, and a newer roof. Outdoor features include mature landscaping, fruit trees, leaf guard gutters, and a covered porch with ceiling fans—ideal for year-round entertaining. Conveniently located less than 2 miles from Lake Harris public boat launch. Close to major highways, shopping and restaurants. Best of all, NO HOA. A rare combination of space, upgrades, and outdoor living—this home truly has it all!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Katie Berk (407-712-0616)
33942 LINDA LN, LEESBURG, FL 34788
$699,90067 Days on yellowkey MLS ID: G5110035
1 Days Off yellowkey (back on 4/25/2026)
REDUCED by $25,100 (3.5%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1997 Built: 1979 Tax: $3,415 (2025)Community: Western ShoresSpa: NoSingle Family
Taxes:$3,415
Remarks: Under contract-accepting backup offers. PRICE UPDATE! Welcome to true lakefront living on the shores of Lake Eustis, part of Central Florida’s highly sought-after Harris Chain of Lakes. This beautifully renovated 3-bedroom, 2-bath home offers direct waterfront access with your own private dock and boat lift—perfect for boating, fishing, and enjoying peaceful sunrise views right from your backyard, along with rocket launches from Cape Canaveral. Inside, the home has been thoughtfully updated to blend comfort and functionality with a relaxed lake lifestyle. One of the standout features is the indoor/outdoor kitchen, ideal for entertaining family and friends while taking in the waterfront setting. Recent upgrades include all-new appliances in both kitchens, vinyl siding, soffits, and luxury vinyl flooring. Freshly painted interior with a warm neutral tone ready for your final touches Car enthusiasts, boaters, or anyone needing extra space will love the oversized drive-through garage, offering convenient access and ample room for storage, toys, or workshop needs—with additional space perfect for a motorcycle or golf cart. The durable metal roof was installed in 2017. Situated directly on the Western Shore of Lake Eustis, this property combines modern improvements with the charm of lakefront living. Whether you’re looking for a full-time residence, vacation home, or investment property, this Lake Eustis gem delivers the ultimate Florida lifestyle with direct access to the entire Harris Chain of Lakes.
Listing is courtesy of: LAKE PROPERTY STARS (352-973-3283)
Listing Agent: Robin Costoplos Pa (352-973-3283)
4940 HERON RUN CIR, LEESBURG, FL 34748
$245,00024 Days on yellowkey MLS ID: G5112020
0 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1995Monthly Fee: $180 Tax: $2,986 (2025)Community: Plantation At Leesburg Heron RunSingle Family
Taxes:$2,986
Remarks: Under contract-accepting backup offers. Attention nature lovers and sunset seekers! This charming and move-in-ready home offers the perfect blend of comfort, privacy, and scenic beauty. Featuring 2 bedrooms, 2 bathrooms, and an oversized one-car garage, this property is designed for easy living and relaxation. The open floor plan creates a bright and welcoming atmosphere, complete with a private atrium access and elegant French doors leading to the enclosed lanai—ideal for enjoying peaceful mornings or breathtaking evening sunsets. The home has been freshly painted throughout, including walls, ceilings, doors, and baseboards, giving it a crisp, modern feel. Upgrades include double-pane windows, refinished countertops, and pristine laminate wood flooring throughout. Major updates provide peace of mind, including a new HVAC system (2024), roof (2013), and water heater (2014). Located in the desirable Heron Run Village within The Plantation at Leesburg, this home offers a unique advantage—it's the only village in the community with fenced yards, providing added privacy and flexibility. This is a rare opportunity to enjoy tranquil living in a vibrant, amenity-rich community. Don’t miss your chance to call this beautiful home your own! The Plantation at Leesburg is a Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle is right at your fingertips.
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: Adriana Skoloda (352-406-0198)
512 GRAND VISTA TRL, LEESBURG, FL 34748
$239,90050 Days on yellowkey MLS ID: O6396359
REDUCED by $10,100 (4.0%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1774 Built: 1999Monthly Fee: $265 Tax: $1,805 (2025)Community: Pennbrooke Ph 01K Units 01 & 02Single Family
Taxes:$1,805
Remarks: Welcome to easy, resort-style living in the sought-after 55+ community of Pennbrooke Fairways—where every day feels like a getaway. Perfectly positioned directly on the golf course, this beautifully maintained 3-bedroom, 2-bath home offers the ideal blend of comfort, convenience, and community. Practical updates provide peace of mind, including a roof (2015), new A/C (2022), and water heater (2022). A 2-car garage offers ample storage for both everyday living and seasonal stays. Step inside and you’ll immediately appreciate the spacious layout designed for both relaxing and entertaining. One of the highlights of the home is the expansive Florida room overlooking the lush green fairways—your own private spot to enjoy morning coffee or unwind after a day of activities. The primary suite is generously sized and features private access to the Florida room, along with an ensuite bath complete with double vanities, a garden soaking tub, separate shower, walk-in closet, and linen closet. Beyond the home, Pennbrooke Fairways truly shines. Surrounded by majestic oak trees, vibrant landscaping, and rolling fairways, this gated golf community is designed for an active and social lifestyle. Residents enjoy access to three 9-hole golf courses (one being a regulation 9 and 2 executive courses), two pools and spas, tennis and pickleball courts, fitness center, softball field, fishing ponds, and more. The community also features a Grand Hall, activity center, billiards, crafts, library, and even an on-site salon—creating endless opportunities to connect and stay engaged. Whether you're looking for a full-time residence or the perfect seasonal retreat, this home offers the lifestyle you've been waiting for—carefree, connected, and right where you want to be in Central Florida with convenient access to shopping, dining, and major highways.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Heather Radford (407-205-2758)
25720 BELLE ALLIANCE, LEESBURG, FL 34748
$234,000170 Days on yellowkey MLS ID: R4910376
REDUCED by $5,000 (2.1%) on 05/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1478 Built: 1991Monthly Fee: $165 Tax: $3,375 (2024)Community: Plantation At Leesburg Belle GroveSpa: NoSingle Family
Taxes:$3,375
Remarks: Welcome to this inviting 2 bedroom, 2 bath home (AND OFFICE) on a quiet cul-de-sac in Plantation at Leesburg. This charming home features a split-bedroom layout, spacious great room, and eat-in kitchen.A full bathroom located next to the second bedroom and private office is perfect for when guests come to visit. Offers peace of mind with a new roof in 2021 and new A/C in 2022. The spacious master bedroom offers an oversized walk-in closet and beautiful views of nature with no rear neighbors and a step out to the serene back screened in patio — perfect for morning coffee or relaxing evenings. Plantation at Leesburg is a guard-gated 55+ golf community with two 18-hole courses, three clubhouses and pools, fitness centers, tennis, pickleball, restaurant/bar, walking paths, and a full calendar of activities, all just minutes to shopping, entertainment, numerous medical facilities, The Villages, and downtown Leesburg.
Listing is courtesy of: ELITE PROPERTIES GROUP OF LAKE , INC (352-636-5929)
Listing Agent: Adam Hendershot (352-449-9846)
2115 WASECA LN, LEESBURG, FL 34748
$309,90019 Days on yellowkey MLS ID: O6406665
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1983 Built: 2014Monthly Fee: $50 Tax: $3,295 (2025)Community: Leesburg Lagomar ShoresSingle Family
Taxes:$3,295
Remarks: This well-designed home is located by the Lake Griffin in Leesburg Florida. Former model home! Very LOW HOA! This home has a very spacious floorplan, with 4 bedrooms, 2 full bathrooms, gourmet kitchen with built in oven/microwave and cooktop and is great for entertaining with its open floorplan. This home has a split floorplan. The primary bedroom is large and spacious and has His and Hers walk in closets. You can relax in the covered screened in patio all year long. The backyard is very private, peaceful, with room for a large pool and is fenced. This property is just Lake Griffin. Close to The Villages, shopping, restaurants, 45 minutes to Downtown Orlando, and 45 minutes to Disney World. This is a beautiful home and ready for its next owner!!
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Suzanne Seenandan (407-448-6899)
1907 TWEED CT, LEESBURG, FL 34788
$215,00065 Days on yellowkey MLS ID: OM721372
REDUCED by $14,000 (6.1%) on 05/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1495 Built: 1991Monthly Fee: $215 Tax: $3,485 (2025)Community: Scottish Highlands Condo Ph SSingle Family
Taxes:$3,485
Remarks: Sunshine, smiles, and stress-free living with a big price improvement!—that’s the feeling this beautiful home in Scottish Highlands delivers from the very first glance! Light pours through the windows, highlighting soaring high ceilings, gorgeous new luxury vinyl floors, and fresh newer paint that create an airy, uplifting atmosphere throughout. A brand-new roof adds confidence and value, so you can simply relax and enjoy the good life.The kitchen is cheerful and inviting—perfect for morning coffee, friendly gatherings, and everything in between. Large, comfortable bedrooms provide restful retreats, while smart pocket doors make exceptional use of space. You’ll love the abundant storage designed to keep everything neatly tucked away. A finished bonus room wrapped in windows offers the ideal flex space—craft room, reading nook, hobby studio, or sunny retreat. The front screened porch, under heat and air and even equipped with cable, is just right for lazy afternoons or peaceful mornings shaded by the stunning, well-kept oak tree in the yard. The oversized garage is a standout feature with a generous work area and peg boards all around—perfect for projects and organization. And if you’d like an effortless move, furniture, dishes, and linens can be included. Tucked on a quiet dead-end street, the setting is peaceful yet connected. Life in Scottish Highlands means access to a heated indoor Olympic-sized swimming pool, outdoor pool, Pickleball, tennis, bocce ball, shuffleboard, and countless clubs and events. The Low cost HOA even includes internet, cable, and sewer—keeping life simple and affordable. The location couldn’t be better—close to major roads, medical facilities, shopping, dining, and all the festivals and charm of Lake County. Just minutes from delightful Mount Dora and the vibrant energy of The Villages, fun is always nearby. This is more than a home—it’s easy living, friendly neighbors, and fun-filled days ahead...or just peace and quiet if that's goal. It’s time to claim your place in the sun!
2419 W MAIN ST, LEESBURG, FL 34748
$199,900221 Days on yellowkey MLS ID: G5103554
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1946 Tax: $1,251 (2024)Community: Leesburg Indian OaksSingle Family
Taxes:$1,251
Remarks: Come take a look at this flexible opportunity to own either a single family home with a mother in law quarters / attached rental, duplex, or even a professional office with a rental apartment in the rear! This home was built initially as a single family home, but has been partitioned to be a 2/1 up front and a studio apartment in the rear. Its location as a corner lot directly on Main Street, just moments away from the New WAWA, adjacent to a professional plaza, moments to Brownwood and Downtown Leesburg, position it perfectly for an income property as professional space or multi-family. The home boasts a brand new roof (2025) and new water heater. The lot is 1/4 acre with detached storage and a carport. Current zoning is residential, but it is surrounded by residential / professional and could be easily transitioned with the City of Leesburg.
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Alex Vonhartman (352-326-2662)
3342 CURLEW AVE, LEESBURG, FL 34748
$339,000335 Days on yellowkey MLS ID: S5129937
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 2022Monthly Fee: $50 Tax: $4,554 (2024)Community: Lake Denham EstatesSingle Family
Taxes:$4,554
Remarks: SELLER MOTIVATED - Energy-efficient home. Features Covered Lanai, Sleek design package, Blinds, Washer, and Dryer. Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy. Lake Denham Estates is a community for everyone and located in the desirable Lake County directly on US-27 and only minutes from the Florida Turnpike providing easy access to major employment centers. It is close to an abundance of outdoor activities to enjoy including easy access to the Lake Harris boat ramp, community pool and cabana, dog park, yoga lawn, and tot lot. This home will help you live a healthier and quieter lifestyle while saving you thousands of dollars on utility bills. SELLER MOTIVATED.
Listing is courtesy of: ZARIA REALTY GROUP LLC (407-470-8961)
Listing Agent: Jeferson Cardona (407-272-2237)
3719 BELLE ROSE DR, LEESBURG, FL 34748
$475,00043 Days on yellowkey MLS ID: G5111171
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2571 Built: 2006Monthly Fee: $180 Tax: $5,691 (2025)Community: Plantation At Leesburg Ashland VillageSingle Family
Taxes:$5,691
Remarks: Lake Front Luxury Turnkey! This absolutely beautiful 3BR,2.5 B and den/study home is a truly unique find. A MAGNIFICENT VIEW OVERLOOKING LAKE LESSMANIS IS JUST THE BEGINNING. Great curb appeal as soon as you pull up features a manicured front yard. The covered front porch provides a warm welcoming. Step through the front door and be prepared to be wowed. Look straight through the home from to large foyer and the lake view is before you. The foyer has a guest closet and provides space to make a statement about what tis home is all about. On your right double French doors lead to the large Office/study/den. As you continue into the main living area you will love the spacious open floorplan with the view of the lake visible everywhere. The large kitchen is a chef's dream with loads of cabinet and counter space. The breakfast/snack bar is another bonus. The large walk-in pantry and island complete the dream. An extra large Utility closet as you enter the garage is fabulous.. The kitchen along with dining room and living room a spacious area for living the good life and entertaining. Large sliding glass doors from the ding room and living room expand your enjoyment to the screen enclosed 37X11 lanai and provide a continuous view of the lake. As you continue on your tour you will find a powder room on your right and a little farther on your left under an arch is a double door entry to the primary suite. Sliding glass doors open to the lanai and of course that beautiful view. The ensuite bath is huge. There is a double vanity, large walk-in shower, garden tub and linen closet. The walk-in closet offers tremendous space for your wardrobe(s) and much more. Down the hall you will find a huge linen closet and extra utility closet. The laundry room has more cabinets and a laundry basin. The guest bath is divided separating the vanity for privacy. The two large guest bedrooms each have their own walk-in closets. one of the guest rooms could be furnished as a den and along with the other bedroom and guest bath a guest suite could be created. This home is completely furnished and ready to move in. It was decorated by a professional decorator offers a luxurious feeling throughout!Located in The Plantation, an active s55+ community with many amenities, including two 18-hole golf courses, an on-site restaurant, three activity centers, three heated pools with spas, two fitness centers, and a wide variety of clubs and daily activities. Sports enthusiasts will appreciate softball, pickleball, tennis courts, archery, shuffleboard, bocce ball, and horseshoes. There's even a woodworking shop. There is something for everyone. Don't miss this opportunity to start living the life you have dreamed about in the fabulous Florida sunshine. HOA Fee ONLY- $180/mo New Roof -2025; New AC 2024 Exclusions in listed in Realtor Remarks
Listing Agent: Betty Fitch (989-366-8249)
24947 CRANES ROOST CIR, LEESBURG, FL 34748
$275,00019 Days on yellowkey MLS ID: G5112244
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1653 Built: 1997Monthly Fee: $87 Tax: $2,055 (2025)Community: Plantation At Leesburg GolfviewSpa: NoSingle Family
Taxes:$2,055
Remarks: Welcome to the sought-after gated 55+ golf community of The Plantation, where resort-style living meets comfort and convenience. Nestled within the desirable Golfview neighborhood, this golf course frontage home offers the perfect setting to relax and enjoy peaceful views right from your enclosed rear porch as golfers pass by throughout the day. This inviting 3 bedroom, 2 bathroom home also features a welcoming front porch, ideal for enjoying your morning coffee and connecting with neighbors. Inside, the home comes partially furnished, making it an excellent option for a seasonal retreat, second home, or easy full-time move with furnishings already in place. Residents of The Plantation enjoy access to three community pools, recreation centers, and an active lifestyle filled with amenities and activities. In addition, Golfview residents have exclusive use of their own private neighborhood pool for even more convenience and enjoyment. Whether you're searching for a winter escape or your next full-time Florida home, this property offers the relaxed golf community lifestyle you've been waiting for.
Listing is courtesy of: VANTAGE POINT REALTY CO. (321-287-9123)
Listing Agent: Tracie Ruffolo (321-287-9123)
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