Location: Leesburg
Do Not Show Listings
2123 ANOKA WAY, LEESBURG, FL 34748
$299,50017 Days on yellowkey MLS ID: O6394935
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1612 Built: 2005Monthly Fee: $35 Tax: $3,548 (2025)Community: Overlook/Lk GriffinSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,548
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to 2123 Anoka Way in Leesburg, FL — a beautifully updated home that blends modern upgrades with a lovely curb-appeal, comfort, space, and natural light. From the moment you walk in, you’re greeted by vaulted ceilings and an open, airy feel that carries throughout the home. With two separate, generously sized living areas, this layout offers flexibility for entertaining and relaxing! The kitchen has been thoughtfully refreshed with brand new quartz countertops, freshly painted and sealed cabinetry, a stylish backsplash, and new appliances — giving it a clean, modern feel that truly stands out. Major updates have already been taken care of for you, including a brand new roof (December 2024) and a NEW AC system (2025), offering peace of mind for years to come. The home also features updated LVP flooring throughout and fresh interior paint, making it completely move-in ready. Natural light pours into the home, highlighting the finishes and creating a warm, inviting atmosphere in every room. Step outside and you’ll find a meticulously maintained lawn and landscaping, adding to the overall pride of ownership and curb appeal. If you’re looking for a home that checks all the boxes — updated, spacious, and truly turnkey — this is one you don’t want to miss.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Brian Batiz Salazar (407-693-1033)
5024 LONG MEADOW DR, LEESBURG, FL 34748
$329,90044 Days on yellowkey MLS ID: G5109100
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1847 Built: 2001Monthly Fee: $180 Tax: $3,734 (2025)Community: Plantation At Leesburg Long Meadow VillageSingle Family
Taxes:$3,734
Remarks: +++ Check Out The New Price +++ Welcome to The Plantation at Leesburg and this inviting golf course home with a scenic view of the 4th hole of Cranes Roost Golf Course. Enjoy the landscape from the screen-enclosed lanai and the generous windows of the Florida room, creating a bright and comfortable space to relax and take in the setting. Tucked near the end of a cul-de-sac, the location offers a quieter feel with minimal drive-by traffic, and it’s also just a short walk to the community’s popular pool and pickleball courts. This concrete block and stucco home features 2 bedrooms, plus office/den, 2 baths, and a tall garage with excellent storage. Since 2024, the home has seen meaningful improvements, including fresh interior paint, updated laminate flooring throughout most of the living areas, and new carpet in all three bedrooms. The primary bathroom has been thoughtfully updated by removing the jetted garden tub and adding beautiful cabinetry and a new vanity with expanded storage, along with a comfortable, easy-access shower and a spacious walk-in closet. The garage is equally impressive with new gray epoxy floor finished with black and blue flakes for a clean, finished look. Additional updates include a new hot water heater (2025) and a new backflow valve on the irrigation system (2026). The roof was replaced in 2018 and the A/C has been maintained. The Plantation at Leesburg is a gated, 55+ community offering two 18-hole championship golf courses, three pools and community centers, and an active calendar of clubs and amenities for a variety of lifestyles. Schedule your showing and come see the view, the updates, and the easy Florida living this home offers.
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Marty Bouhall (352-326-2662)
21202 BRAVEHEART DR, LEESBURG, FL 34748
$305,000158 Days on yellowkey MLS ID: G5104368
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1588 Built: 2002Monthly Fee: $224 Tax: $2,164 (2024)Community: Royal Highlands Ph 01ESingle Family
Taxes:$2,164
Tax Year: 2024
Remarks: Beautiful Golf Course Home in Royal Highlands This beautifully maintained 3-bedroom, 2-bath Opal model offers scenic golf course views from one of the highest lots in Royal Highlands. Enjoy elegant wood flooring throughout the main living areas, a spacious expanded paver birdcage lanai perfect for entertaining, and an oversized garage providing extra storage or workshop space. The kitchen features new lower appliances, a central vacuum system, and plenty of counter and cabinet space. Major updates include a 6-year-old roof, 7-year-old HVAC, fresh exterior paint (2024), and interior paint (2022)—truly move-in ready. An equity golf membership conveys with the home, and furnishings are available as well for a turnkey option. Royal Highlands is a premier, resident-owned 55+ community offering a 24-hour staffed gate, indoor and outdoor pools, lighted tennis and pickleball, 18-hole golf with restaurant and pro shop, fitness center, recreation halls, and secure RV/boat storage. Experience active-adult living at its finest in this sought-after location.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
20631 PRINCE RANIER PL, LEESBURG, FL 34748
$355,000370 Days on yellowkey MLS ID: G5095688
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2004Monthly Fee: $224 Tax: $2,477 (2024)Community: Royal Highlands Ph 02-B Lt 1317 Pb 50 PgSingle Family
Taxes:$2,477
Remarks: Brand new roof, gutters and solar tube! Discover this desirable York model in Royal Highlands, located on a quiet cul-de-sac lot, boasting a 2+ golf cart garage. Inside, find a spacious great room and dining room enhanced by crown molding, a split floor plan for privacy, and a kitchen featuring a smooth range, built-in desk, pantry, solar tube and a sunny breakfast nook. The primary suite offers two closets (including a walk-in) and an ensuite bathroom with dual sinks, a garden tub, and a large shower. Two comfortable guest bedrooms share a guest bath with a shower. An office is conveniently located off the kitchen, and the laundry room includes storage, a washer, and a dryer. Extend your living space in the enclosed lanai with acrylic windows, overlooking a private backyard. Benefit from ample storage throughout, including in the garage. This exceptional home is situated in the premier, resident-owned, gated community of Royal Highlands, offering 2 pools, tennis courts, an 18-hole golf course, dining, a recreation center with diverse activities, a grand hall, sports courts, and more. The HOA fee covers Xfinity cable (for 3 TVs), high-speed internet, and secure RV/boat storage. Enjoy easy turnpike access, proximity to the airport and Orlando attractions, and the convenience of the Orlando Health South Lake Hospital emergency center.
25527 OAK ALY, LEESBURG, FL 34748
$257,500407 Days on yellowkey MLS ID: G5093909
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1518 Built: 1992Monthly Fee: $165 Tax: $1,656 (2024)Community: Plantation At Leesburg Belle GroveSingle Family
Taxes:$1,656
Remarks: *** Fresh Price Improvement — Now $257,500 *** Great opportunity in The Plantation at Leesburg! This easy-living Cayman floor plan sits on a shady, low-maintenance lot and offers a comfortable, well-laid-out interior with several flexible spaces. You’re welcomed by an open living area with a convenient pass-through to the kitchen. The separate dining room features a bright bay window and a recessed china cabinet nook, and it could easily be repurposed as a den or possible third sleeping space depending on your needs. The breakfast nook is also accented by a bay window, bringing in great natural light. The kitchen offers plenty of cabinet storage plus a pantry. Out back, the enclosed lanai features easy-to-open sash sliding windows—perfect for letting in morning light and fresh air. Just outside is a shaded patio ideal for grilling or relaxing, with no rear neighbors and a peaceful view toward the driving range. Enjoy added privacy from the rear hedge and take in those brilliant Florida sunsets. The primary suite is generously sized (12' x 15') and opens to a large bath with double sinks, a spacious walk-in shower, and a walk-in closet. The guest bedroom is also comfortably sized with a built-in closet. The garage floor has been freshly painted and the garage is 1.5 cars wide with a deeper 7' x 8' storage nook—great for extra storage and can potentially accommodate a golf cart. Major updates include a roof replacement in June 2021, and the A/C has been maintained on a regular 6-month schedule. The Plantation at Leesburg is a gated, 55+ community known for its active lifestyle, featuring three community centers with pools, hot tubs, meeting rooms and more, plus amenities like archery, billiards, fitness rooms, and two championship 18-hole golf courses. Schedule your showing and come see what easy Florida living looks like!
26601 BULL RUN, LEESBURG, FL 34748
$361,00015 Days on yellowkey MLS ID: O6396041
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 2006Monthly Fee: $105 Tax: $6,295 (2025)Community: Leesburg Arlington Ridge Ph 1-ASingle Family
Taxes:$6,295
Remarks: Beautiful 2 Bedroom 2 Bathroom Dream Home Located in the Premier 55+ Golf Course Community of Arlington Ridge. This home boasts wall-to-wall upgrades with a newer roof, gutters, A/C system, flooring and much more. The open floorplan offers a kitchen overlooking the living room with a dinette area between and tile floors throughout the common areas. The kitchen features wood cabinets, a tile backsplash, stone countertops, a walk-in pantry and stainless-steel appliances including the refrigerator, dishwasher and microwave. The home also features two wonderful bedrooms with a den/office space that can be used as a bonus room, office or for guest. The community of Arlington Ridge offers the lifestyle that you've been looking for with world-class amenities including an 18-Hole Golf Course, on-site restaurants, tennis courts, pickleball courts, bocce ball, softball, community pools, hot tub and a state-of-the-art fitness center. The full-service spa offers massages, manicures, pedicures, and more. Please call to schedule a showing today!
Listing is courtesy of: MIGHTY REALTY INC (407-403-6540)
Listing Agent: Joann Bonilla (317-435-5235)
9704 WEDGEWOOD LN, LEESBURG, FL 34788
$260,00019 Days on yellowkey MLS ID: OM721838
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2222 Built: 1981 Tax: $2,278 (2025)Community: Greenview SubSingle Family
Taxes:$2,278
Elementary School: Treadway Elem
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: Under contract-accepting backup offers. Welcome to 9704 Wedgewood Lane, a spacious 3-bedroom, 2-bath home offering over 2,200 square feet, ideally situated on a .35-acre corner lot in the Greenview neighborhood near Silver Lake. This home has been well maintained over the years, with a roof that’s only 3 years old already taken care of. It also features a whole-home generator, providing added convenience and peace of mind when you need it most. The AC was installed in 2011 and continues to keep the home comfortable. Inside, you’ll find a layout that offers both space and functionality. Multiple living areas give you flexibility for everyday living and entertaining, while the fireplace adds warmth and character to the main living space. The home is move-in ready and offers a great opportunity to personalize over time if desired. Set on a generous corner lot, the .35 acres provide room to spread out, enjoy the outdoors, or simply appreciate a little extra privacy. The 2-car garage adds to the home’s overall convenience and storage. Located in the established Greenview neighborhood near Silver Lake, this property offers a relaxed setting while still being close to everything you need. If you’ve been looking for a home with space, character, and a great location, this one is worth a look.
Listing is courtesy of: BOFFO REAL ESTATE GROUP LLC (352-427-1072)
Listing Agent: Sarah Cooke (352-552-3715)
4834 INDEPENDENCE TRL, LEESBURG, FL 34748
$250,000103 Days on yellowkey MLS ID: G5105914
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2011Monthly Fee: $126 Tax: $5,756 (2025)Community: Leesburg Arlington Ridge Ph 02Single Family
Taxes:$5,756
Remarks: Under contract-accepting backup offers. **MOTIVATED SELLER - BRING ALL OFFERS!!** CHAMPIONSHIP GOLF COURSE VIEWS! Welcome to Leesburg's Premier 55+ Golfing Community of Arlington Ridge. QUIET LOCATION at End of Cul-de-sac. Fabulous OPEN Split Floor Plan on this CLEAN & BRIGHT Block/Stucco 2 Bed / 2 Bath Villa with Bonus Den/Dining Room Space. This home offers a Spacious Kitchen with abundance of rich 36" Maple Cabinets, Built-In Oven & GAS Cooktop! Kitchen Breakfast Bar opens to Large Great Room and Screened Sunny 17'x17' Southern Exposure Lanai OVERLOOKING GOLF COURSE! Tile Floors at Entry, Kitchen & Bathrooms. Primary Bedroom is generous and offers Large WALK-IN Closet & En-Suite Bath with Soaking Tub. Private Guest Bedroom with Bay Window & Adjacent Guest Bath. TALL 9'+ CEILINGS with Solar Tube at Front Foyer Entrance. NEW ROOF 2024! Arlington Ridge is an Active 55+ Golf Community, with 2 Resort-Style Pools, State-of-the-Art Fitness Facility, Tennis & Pickleball Courts, and Numerous On-going Activities. Enjoy the On-site Restaurant/Pub & Community Movie Theater. Arlington Ridge offers a STUNNING 18 Hole CHAMPIONSHIP GOLF Course. Security Guards at Entrance are On-Duty 24/7. Back Resident-Only Gate for ease of entry. Low HOA @ $126/Month for Lawn Mowing/Edging/Blowing, TV/CABLE with 200+ Channels, High-Speed Internet, Insurance, Lighted Sidewalks/Streets, & Amenities that are Resident/Guest Exclusive! Close to 3 Hospitals, Multiple Private-Practice Physician offices & Minutes from Shopping, Restaurants, Hardware, Groceries, Urgent-Care Centers, Banks, & More! Beautifully Landscaped with NO HOMES ACROSS THE STREET. Arlington Ridge is the best kept secret in Leesburg!! Don’t miss out on this Lovely Home!
Listing is courtesy of: REALTY EXECUTIVES IN THE VILLAGES (352-753-7500)
Listing Agent: Gail Damon (352-626-3121)
24914 CRANES ROOST CIR, LEESBURG, FL 34748
$275,900164 Days on yellowkey MLS ID: G5104174
1 Days Off yellowkey (back on 2/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1801 Built: 1999Monthly Fee: $180 Tax: $1,350 (2024)Community: Plantation At Leesburg GolfviewSingle Family
Taxes:$1,350
Remarks: Under contract-accepting backup offers. Snowbird approved!!!Friendly neighbors invite you to join in the fun. This villa is virtually maintenance free so you can enjoy all the Plantation at Leesburg has to offer.Interior has been upgraded with luxury vinyl plank flooring, gas stove and tankless water heater. . Plenty of room inside and out with 3 bedrooms, living/diningroom and family room. Additionally a 3-season porch and additional patio for chillin and grillin. Patio has electronic awning with mood lighting. Spend your days swimming, in one of 4 heated pools, golfing 36 holes of golf, pickleball, softball, horseshoes, bocce ball, card games, water aerobics, crafting, boating, fishing, exploring Florida. Lawn care trimming and fertilizing done regularly and pressure washing once a year as part of the neighborhood hoa. Orlando Parks less than an hour away. Plantation is located within minutes of all that The Villages have to offer in restaurants and entertainment. You can retire here or snowbird here in this guard gated 55 plus community.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Sandy Twito (352-901-9100)
25251 CRANES ROOST, LEESBURG, FL 34748
$259,90079 Days on yellowkey MLS ID: G5107331
3 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1313 Built: 2001Monthly Fee: $180 Tax: $3,342 (2026)Community: The Plantation At LeesburgSingle Family
Taxes:$3,342
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained 2-bedroom, 2-bath single-family residence located in a gated 55+ golf community offering relaxed, resort-style living. Filled with abundant natural light and a cozy from porch, this bright and airy home features an open floor plan with both a formal living area and a comfortable family room, creating distinct yet connected spaces for entertaining and everyday living. The eat-in kitchen opens to the living room, while the separate dining room is attached to the family room, with the kitchen thoughtfully positioned between the two—providing both functionality and privacy while maintaining an open, welcoming flow. Spacious bedrooms offer comfort and retreat, and the home’s layout enhances its open yet well-defined feel. Recent updates include a roof in 2021, resurfaced kitchen counters and master bath shower, new shower glass enclosures, fresh interior paint, front door paint and garage door paint! The yard was also resoded! Enjoy additional living and entertaining space in the screened-in lanai, perfect for morning coffee or evening gatherings. Residents have access to outstanding amenities including three community pools, two golf courses, a clubhouse with restaurant, tennis courts, and pickle ball courts. Golf View features a secondary quarterly HOA covering lawn maintenance and granting exclusive access to a private pool reserved for Golf View residents. This home offers easy, low-maintenance living in a vibrant community designed to enjoy every day.
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-536-0100)
Listing Agent: Ashlee Mohammed (407-489-5458)
2306 EDGEWATER AVE, LEESBURG, FL 34748
$135,50067 Days on yellowkey MLS ID: G5107988
4 Days Off yellowkey (back on 3/23/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1940 Tax: $1,317 (2025)Community: Edgewater Heights CorrSingle Family
Taxes:$1,317
Remarks: Under contract-accepting backup offers. Solid Bungalow in Established Leesburg Neighborhood – Possible 2 Bedroom Conversion. Great opportunity for investors or first-time buyers. Currently configured as a 1-bedroom, this home was previously a 2-bedroom and offers potential to convert back if desired. This home features hardwood floors and a functional, easy-flow layout with good natural light. Located on a quiet dead-end street in a stable, established neighborhood primarily made up of long-term residents and working homeowners. Convenient to schools, shopping, parks, and everyday necessities. Property is centrally located in Leesburg with easy access to surrounding areas, the Harris Chain of Lakes, and a short drive to The Villages. Suitable for rental, light renovation, or owner-occupant purchase. Seller will consider all offers.
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Fred Slotnick (352-455-1918)
10679 GOOSE PRAIRIE RD, LEESBURG, FL 34788
$399,00018 Days on yellowkey MLS ID: G5109886
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1452 Built: 1976 Tax: $3,274 (2025)Community: UnincorporatedSingle Family
Taxes:$3,274
High School: Tavares High
Middle School: Tavares Middle
Remarks: Under contract-accepting backup offers. Make your dreams of country living a reality with this stunning, 10 ACRES of privacy located in Leesburg, FL! Escape into your very own scenic hideaway, featuring two private entry gates, access gates around the property and a long private driveway! This is truly an amazing piece of property! This home is being sold AS-IS with all contents. The roof was replaced in 2007 and HVAC in 2009. Partially open clearing would be perfect for barns, sheds or maybe that dream home you've been thinking about! If you are ready to build your dream home, IMPACT FEES WON'T APPLY HERE if you utilize the existing building. There is plenty of room to add dwellings. You can keep the existing home and make it your own or perhaps turn it into a workshop or stable after you build another living space on the property. Perfect for those DIYs! What a spectacular opportunity to have that country home! Once you see it, you will be blown away! Experience the walking path around the fence line and take in the sights! Got trailers? RVs? Boats? This has the space for all of them! Come see what the hype is all about!
Listing is courtesy of: PICKET FENCE REALTY LLC (352-801-8000)
Listing Agent: David Leo (352-801-5594)
33236 GRAND CYPRESS WAY, LEESBURG, FL 34748
$279,247502 Days on yellowkey MLS ID: G5089755
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 2003Monthly Fee: $265 Tax: $3,053 (2023)Community: Pennbrooke FairwaysSingle Family
Taxes:$3,053
Tax Year: 2023
Remarks: Welcome to Pennbrooke Fairways, a 55+ Community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has to offer and just minutes to Downtown Leesburg. Central Florida living at its best! THIS HOME IS A MUST VISIT!! UNEXPECT THE UNEXPECTED! The view of this home is spectacular to say the least! 3/2 home with oversized birdcage offers much to your outdoor living space! Plenty of room for you to create an outdoor oasis!! Beautiful flooring in main Living room area, and Florida room which is encased with stunning glass windows. There is a custom built pantry that features pull out shelving. You will enjoy the front screen enclosure, Open floorplan, and the VIEW! The birdcage area also has room for a hot tub. Lots of privacy and nature abounds! MUST SEE THIS HOME! ROOF 2019 AC 2024
Listing is courtesy of: MAXREV LLC (904-460-2789)
Listing Agent: Jayne Marvin (352-205-5379)
32747 TIMBERWOOD DR, LEESBURG, FL 34748
$229,24784 Days on yellowkey MLS ID: G5107140
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 1999Monthly Fee: $265 Tax: $2,015 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$2,015
Remarks: WATER VIEW! BEAUTIFUL LANDSCAPING! PLENTY OF UPGRADES! EXPECT THE UNEXPECTED! This adorable 2/2 home has lots of upgrades. There is NO CARPETING in the main living areas. You have newer appliances in your eat in kitchen-where plenty of sunlight shines in. The VIEW is what will draw you in. You have a beautiful backyard space that opens to the WATER VIEW. Nature at its best! Welcome to Pennbrooke Fairways, a 55+ Community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has to offer and just minutes to Downtown Leesburg. Central Florida living at its best! HVAC 2025, REROOF 2019, FURNITURE IS NEGOTIABLE
642 GLEN OAKS DR, LEESBURG, FL 34748
$214,247237 Days on yellowkey MLS ID: G5100872
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1632 Built: 1994Monthly Fee: $265 Tax: $1,999 (2024)Community: Pennbrooke FairwaysSingle Family
Taxes:$1,999
Remarks: Welcome to 642 Glen Oaks, nestled in the heart of Leesburg, Florida—a home where comfort meets simplicity. This inviting residence offers a rare opportunity to enjoy peaceful living with no homes behind, granting you added privacy and tranquil views from your backyard. Step inside to discover a practical floor plan for this 2 bedroom and 2 bathroom home enhanced with easy-care tile and laminate flooring throughout, ensuring both durability and effortless cleaning. While the home is in its original condition with no recent updates, it presents a wonderful canvas for your personal touch and creative vision. Enjoy bright, open living spaces perfect for gathering with friends or relaxing after a long day. The kitchen and bathrooms maintain their classic charm, allowing you to move in and settle comfortably or plan your dream renovations at your own pace. Your laundry room is inside as well. Outside, unwind in the backyard oasis, creating a serene natural backdrop—no neighbors to interrupt your view. This unique setting is perfect for morning coffee, outdoor dining, or simply savoring Florida’s beautiful weather. Additional features include a spacious driveway, 2 car garage, low-maintenance landscaping, and a friendly neighborhood atmosphere. Welcome to Pennbrooke Fairways - a 55+ gated guarded community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump and Wash Stations & 24-hour Gated Security. The community center offers a Restaurant, Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. Guarded, gated community with pools, club recreational centers and more. Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has and just minutes to Downtown Leesburg. Central Florida living at its best! ROOF 2013 HVAC 2024
27601 COUNTRY STONE CT, LEESBURG, FL 34748
$379,88883 Days on yellowkey MLS ID: G5107236
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 2007Monthly Fee: $295 Tax: $3,826 (2025)Community: Leesburg Legacy Leesburg Unit 06Single Family
Taxes:$3,826
Remarks: Set on a prominent corner cul-de-sac lot, this expanded Pringle Scarsboro delivers space, privacy, and effortless livability in one of Legacy of Leesburg’s most desirable settings. Thoughtful expansion and a smartly composed floor plan create a home that feels open yet defined, offering multiple living zones that accommodate both refined entertaining and relaxed daily life. The interior is balanced and functional, featuring three well-sized bedrooms and two baths arranged in a split configuration for maximum privacy. A seamless connection between indoor and outdoor living leads to an oversized lanai - an ideal extension of the home for hosting, unwinding, or simply enjoying the Florida climate. Meaningful updates, including a 2020 roof, refreshed interior and exterior finishes, updated flooring, and stainless steel kitchen appliances, underscore the home’s move-in-ready appeal and long-term value. Beyond the front door, Legacy of Leesburg offers a gated, 55+ lifestyle centered on activity, connection, and convenience. Residents enjoy access to tennis, pickleball, bocce, softball, a resort-style pool and spa, and an impressive variety of clubs and social opportunities. HOA services include internet, irrigation, and amenity maintenance, allowing for a truly low-maintenance experience. Ideally located near lakes, natural surroundings, and convenient routes to Orlando and both Florida coasts, this home provides a rare blend of tranquility and accessibility. This is not simply a residence... it’s a well-positioned opportunity to enjoy the best of active adult living in a community designed to elevate everyday life.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Scott Cohara (407-398-9554)
10330 PLEASANT VIEW DR., LEESBURG, FL 34788
$335,00054 Days on yellowkey MLS ID: O6384571
1 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 2003Monthly Fee: $28 Tax: $2,362 (2025)Community: Oakmont Silver LakeSingle Family
Taxes:$2,362
Remarks: HIGHLY DESIRED OAKMONT AT SILVER LAKE!!! LOCATION!!! Open Floor Plan, Beautifully Upgraded and maintained cosmetically & mechanically! 2021 ROOF! HARDWOOD FLOORS! FULLY FENCED! SCREENED IN PATIO! 3/4 bedrooms, 2 baths, PLUS OFFICE OR 4TH BEDROOM, 16 SEER AC, 50 GALLON WATER HEATER, AIR CONDITIONED GARAGE, AND SCREENED FOR THE COOLER WEATHER!! Beautiful curb appeal on a quiet dead-end cul-de-sac street. As you step inside, large sliders across the back fill the home with natural light. The convenience of the MOTORIZED SHADE is a spoil-worthy upgrade! The large family room is situated in the heart of the home, surrounded by the kitchen, dining, and office spaces, giving views from most rooms. The family room opens up to a screened patio through glass sliding doors. The oversized dining area will accommodate a large table and space for your buffet! The kitchen is well equipped with ample Corian countertops, stainless steel appliances, a built-in dining area, and a breakfast bar, making it highly functional. The Primary Suite is located on its own side of the home, giving you privacy! The Primary Bath is a true retreat for relaxation with a very long GRANITE countertop with dual sinks, a walk-in shower, and a private water closet. The second and third bedrooms share a bath on the opposite side of the home. The office is off the family room. Step outside to the large FENCED back yard! NEWER SHED! This home is SPOTLESS and MAINTAINED! Excellent Price and Location! Outstanding AdventHealth Waterman Hospital, approx. 10 minutes away! Plenty of restaurants, nightlife, shopping, and schools nearby. Downtown Mount Dora is minutes away and is known for its small Southern charm, many antique shops, festivals, boutiques, charming historical sights, and world-famous dining! Only minutes to downtown Tavares, featuring a fun entertainment district, an international assortment of restaurants, pubs, and music venues. Leesburg International Airport is only 8 minutes away. Several public boat ramps are nearby, along with boat storage areas and marinas. Lake County is known for its beautiful lakes. The Harris Chain of Lakes comprises 8 primary lakes, known for sailing, boating, and water skiing, but it’s best known for its world-class bass fishing. Easy commute to downtown ORLANDO and all theme parks! Welcome Home!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Michelle Chase (407-595-7685)
109 N OAKLAND ST, LEESBURG, FL 34748
$242,400200 Days on yellowkey MLS ID: O6348065
1 Days Off yellowkey (back on 3/3/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1512 Built: 1950 Tax: $2,875 (2024)Community: Leesburg Oak CrestSingle Family
Taxes:$2,875
Elementary School: Leesburg Elementary
Remarks: Under contract-accepting backup offers. This charming property at 109 N Oakland Street offers a prime location just steps from historic downtown Leesburg. With its inviting curb appeal and classic Florida character, the property is functional and well maintained. The home sits on a spacious lot and provides easy access to Leesburg’s growing downtown district, where you’ll find boutique shops, restaurants, lakefront parks, and community events year-round. Inside, the property maintains its traditional charm while offering functional living areas filled with natural light. The flexible layout makes it a great option for a buyer looking to customize and add value. Outside, the yard provides ample space for outdoor enjoyment, gardening, or future improvements along with a complimenting workshop in the backyard. Located within minutes of Lake Harris, Venetian Gardens, and major roadways like US-441, this property combines convenience with small-town charm. Whether you’re seeking an affordable home close to downtown or a smart investment in a growing area, 109 N Oakland Street delivers excellent potential.
Listing is courtesy of: RLW REALTY (352-771-2560)
Listing Agent: Logan Wilson (352-771-2560)
2218 ORKNEY DR, LEESBURG, FL 34788
$229,00016 Days on yellowkey MLS ID: G5110470
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1500 Built: 1989Monthly Fee: $215 Tax: $2,221 (2025)Community: Scottish Highlands Condo Ph VSingle Family
Taxes:$2,221
Remarks: SCOTTISH HIGHLANDS NO REAR NEIGHBORS – LONG DRIVEWAY – WELL FOR IRRIGATION – NEW GARAGE DOOR OPENER 2025, NEW HOT WATER HEATER 2025, WASHER DRYER 2023, ROOF 2017. * Front covered screened porch 8x 21. * Spacious living room with tiled floors flowing into dining room and kitchen. ** Kitchen has updated countertops, breakfast bar, stainless steel refrigerator and d/w. Gas stove. Pantry. ** Family room has vinyl flooring and newer windows offering a gorgeous open view of backyard. Open patio great for grilling and entertaining ** Primary bedroom has en-suite bath with dual sinks, walk – in shower, jacuzzi tub, pocket doors, tiled floors and walk-in closet. ** Guest bedroom is a great size 15 x 12 and has carpet and walled closet. *Guest bathroom has tub/shower and has updated vanity with granite tops. Shower has newer tiled walls. Oversized garage with cabinetry, pull down stairs, utility tub. FOYER WITH COAT CLOSET. GUTTERS, SCREENED GARAGE DOOR. WATER SOFTENER. The community’s fees are $215. Per month which includes your basic cable, internet, private community sewer and all of the amenities including indoor Olympic size pool, spa, recreation building, activity building, stage for productions, outside pool,tennis, pickleball and loads of activities to choose from. Great convenient location close to shopping, restaurants, worship and medical facilities. Make appointment to today and start living the active lifestyle that Scottish Highlands has to offer.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-259-4900)
Listing Agent: Cynthia Wheeler (352-255-6032)
5618 ROSEWALL CIR, LEESBURG, FL 34748
$215,00016 Days on yellowkey MLS ID: G5110464
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1306 Built: 1990Monthly Fee: $125 Tax: $2,306 (2025)Community: Highland Lakes Ph 01Single Family
Taxes:$2,306
Remarks: This 2/2 home is a must see in this highly sought after 55+ community of Highland Lakes in beautiful Leesburg. Centrally located close to Leesburg and Clermont. Both cities have a lot for those of you that likes walks around lakes or parks and an abundance of restaurants, markets, breweries and other outdoor activities. The community of Highland Lakes have for their community a beautiful clubhouse, tennis courts and pool, picnic tables overlooking a tranquil lake.
Listing is courtesy of: MICKI BLACKBURN REALTY (352-394-6611)
Listing Agent: Sonia Brown (407-600-5150)
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