Location: Leesburg
Keyword(s): Oak Park Middle
Keyword(s) Middle School: Oak Park Middle
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4622 SHENANDOAH RIVER TRL, LEESBURG, FL 34748
$365,000120 Days on yellowkey MLS ID: O6379147
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 2021Monthly Fee: $122 Tax: $4,542 (2025)Community: Arlington RidgeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,542
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2025
Middle School: Oak Park Middle
Remarks: Experience comfort, security, and modern convenience in this beautifully upgraded single-family home located in the desirable 55+ community of Arlington Ridge in Leesburg, Florida. This home features Wi-Fi–enabled appliances, an Ecobee smart thermostat, and Wi-Fi–controlled sprinklers, making it easy to monitor and manage the home from anywhere. Additional interior highlights include QUARTZ countertops throughout, soft-close cabinetry, stainless steel NATURAL GAS appliances, rounded wall corners, elegant archways, and a CENTRAL VACUUM SYSTEM . A 50-gallon commercial-grade water heater provides reliable performance for everyday living. Built in 2021, this home is equipped with premium upgrades designed for peace of mind, including a Generac whole-home GENERATOR, upgraded 16-seer AC, dual-pane Aragon glass windows with low-e tint glass coating, a whole-home WATER FILTRATION SYSTEM, and water softener. The epoxy-finished garage floor adds durability and a clean, finished look. Every detail has been thoughtfully selected to support both comfort and low-maintenance living. Located in an active 55+ community, residents enjoy resort-style amenities and a vibrant social environment. Community features include a 18-hole golf course, tennis and pickleball courts, bocce ball, a fitness center, sauna, fitness and recreation pools, spa, and an on-site restaurant, pub and movie theatre. Daily activities, clubs, and events provide endless opportunities to stay active, social, and engaged. Your quarterly HOA fee includes cable, internet and lawn care. This home offers the perfect blend of modern upgrades and a lifestyle centered around relaxation and recreation.
Listing is courtesy of: HAMMOND REALTY GROUP LLC (407-468-0074)
Listing Agent: Diana Hammond (407-276-4420)
26016 SINGING LARK CT, LEESBURG, FL 34748
$326,500145 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
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)
30486 PINTAIL DR, LEESBURG, FL 34748
$320,00069 Days on yellowkey MLS ID: O6393869
REDUCED by $20,000 (5.9%) on 04/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2022Monthly Fee: $58 Tax: $170 (2025)Community: Lake Denham EstatesSpa: NoSingle Family
Taxes:$170
Remarks: Short Sale. Short Sale! Welcome to this charming, well-maintained 4-bedroom, 3-bath home with over 2,100 sq ft in Leesburg! This property offers a comfortable and inviting layout, perfect for both everyday living and entertaining. Step inside to find brand-new carpet in the bedrooms, adding a fresh and cozy feel, while the living room and main areas feature tile flooring for easy maintenance and a clean, modern look. The living spaces are bright and welcoming, creating a warm atmosphere for you and your guests. Enjoy the outdoors in your fully fenced backyard, offering privacy and plenty of space to relax or entertain. A beautiful play set is already in place, making it a perfect setup for families or anyone who loves outdoor living. The home has been well cared for, including a well-maintained A/C system, providing comfort and peace of mind. Conveniently located near shopping, dining, and major roadways, this home combines comfort, value, and location. Don’t miss this great opportunity—schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Nancy Tanago (407-556-5936)
8651 OAKSTONE CIR, LEESBURG, FL 34788
$374,99071 Days on yellowkey MLS ID: O6393430
INCREASED by $5,000 (1.4%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 2026Monthly Fee: $100 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Taxes:$239
Elementary School: Treadway Elem
Remarks: Pre-Construction. To be built. Multi/Next Generation Suite - Your New Beginning Starts Here Imagine pulling into your brick paved driveway and being greeted by a striking stone accent, architectural shingles, and 8’ glass front door that sets a tone of timeless elegance before you even step inside. The Sheffield floor plan in Oakstone Farms is crafted for those who value both style and substance, featuring 9’4 ceilings, and upgrades at every corner that provides a designer feel to every room. Beneath your feet, ceramic tile flooring provides a cool, clean, and durable foundation for daily life. The layout is uniquely versatile, centered around a private next-gen suite. Complete with its own living space, kitchenette w/refrigerator & sink, bathroom, and bedroom, this space is a quiet haven for guests or next/multi-generations. Two additional bedrooms ensure there is plenty of room for hobbies or a growing household. At the heart of it all, the gourmet kitchen invites you to host and create, featuring a spacious island topped with granite, stainless steel appliances including gas wall oven, soft-close cabinets, and stainless steel appliances. The great room is bathed in light from additional flush-mount LEDs, flowing naturally into the kitchen to keep everyone connected. When the weather is right, slide open the doors to your covered patio for an evening of outdoor dining. The primary suite serves as your personal sanctuary at the back of the home, providing a large walk-in closet and an en-suite bath with dual vanities, granite counters, and a walk-in tile shower for a true spa-like experience. Every detail is designed for ease and durability. The walk-through laundry room includes washer & gas dryer , leading directly to the two-car garage. Outside, you are fully protected by a, all framed by professional landscaping, gutters, and irrigation. Integrated smart home technology—including a Ring Video Doorbell, Smart Thermostat, Keyless Entry, and Deako Switches—brings modern security and efficiency to your fingertips. With a full builder warranty included, The Sheffield in Oakstone Farms is more than a home—it’s the lifestyle you’ve been waiting for. Enjoy thoughtfully planned community amenities including dedicated greenspace, a dog park, and a tot lot, all just 5.5 miles from downtown Leesburg and the Harris Chain of Lakes, with the added benefit of a low HOA.
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
33651 OVERTON DR, LEESBURG, FL 34788
$475,00035 Days on yellowkey MLS ID: O6402186
REDUCED by $10,000 (2.1%) on 05/19/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2678 Built: 1974 Tax: $5,432 (2025)Community: Country Club View SubSpa: NoSingle Family
Taxes:$5,432
Remarks: Welcome to Leesburg, the “City of Lakes,” where space, privacy, and convenience come together on this nearly one-acre homesite just minutes from Lake Silver and the Harris Chain of Lakes. This solid concrete block home offers a flexible split floor plan with two primary suites featuring private ensuites, plus an additional bedroom and bathroom, ideal for multi-generational living or guests. The updated kitchen with newer cabinetry and granite countertops opens seamlessly to a spacious living and entertaining area with a wood-burning fireplace and built-in bar, all connecting to a bright enclosed sunroom and pool area for easy indoor-outdoor living. A separate oversized living room with large windows brings in abundant natural light and adds even more functional space. Outside, enjoy mature oak trees, a large private pool with a recently replaced pump (2025), and plenty of yard space to relax or entertain. The property also features an oversized driveway with ample parking, a two-car garage, and no HOA, giving you flexibility and room for additional vehicles. Major upgrades include a metal roof installed in 2019 with a lifetime warranty, a newer drainfield, and a fully connected natural gas whole-home generator for reliable backup power. This is a well-maintained property offering land, upgrades, and a peaceful setting just minutes from everything Leesburg has to offer.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Evan Caulfield (407-432-9767)
33813 SKY BLOSSOM CIR, LEESBURG, FL 34788
$265,000102 Days on yellowkey MLS ID: O6381959
REDUCED by $5,000 (1.9%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1511 Built: 2024Monthly Fee: $104 Tax: $4,353 (2025)Community: Liberty Preserve Phase TwoSpa: NoSingle Family
Taxes:$4,353
Remarks: Opportunity and potential come together in this bright and spacious 3-bedroom, 2-bath home in the heart of Leesburg with a NEWER ROOF! (2023). With solid construction and a functional open layout, this home offers a fantastic foundation for anyone ready to make a space their own. Inside, ceramic tile flows through the main living areas, enhancing the light and airy feel. The open floor plan centers around a modern kitchen featuring white Shaker-style cabinets, stainless steel appliances, a center island, and a convenient pantry. The primary suite includes a very large walk-in closet, dual vanities, and a stand-up shower, while the additional bedrooms allow for comfortable spaces with carpet flooring. A full laundry room and two-car garage add everyday convenience. Step outside to a nice covered back porch—perfect for relaxing or creating your ideal outdoor retreat. Ideally located between Lake Griffin and Lake Harris, this home is surrounded by some of Central Florida’s most beautiful natural scenery while still being close to shopping, dining, and major roadways. With great space, a desirable layout, and plenty of opportunity to personalize, this home is a standout option for buyers looking to create value and make a home truly their own.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: David Weiss (407-765-9020)
215 FERNWOOD ST, LEESBURG, FL 34748
$219,90084 Days on yellowkey MLS ID: G5109330
0 Days Off yellowkey (back on 5/17/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1369 Built: 1985 Tax: $2,230 (2025)Community: Leesburg FernerySingle Family
Taxes:$2,230
Elementary School: Beverly Shores Elem
Remarks: Fully remodeled 3BR/2BA half duplex on a quiet street in Leesburg. Renovated in 2022 with new kitchen cabinets, granite countertops, updated bathroom tile and tubs, new A/C system with ductwork, and a new roof. Additional updates include a new range (2024) and washer (2024). Spacious open floor plan with large living room and separate family/bonus room. Eat-in kitchen area. Fully fenced backyard with storage shed on a corner lot. Energy-efficient windows in the front of the home. Conveniently located near shopping, hospitals, and downtown. No HOA. Adjacent unit (213) also available for purchase.
Listing is courtesy of: HANSON REAL ESTATE GROUP, INC. (352-383-3772)
Listing Agent: Leslie Matthews (407-803-3807)
26143 FEATHERGRASS CIR, LEESBURG, FL 34748
$349,9006 Days on yellowkey MLS ID: G5112508
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2215 Built: 2022Monthly Fee: $80 Tax: $4,424 (2025)Community: Windsong At LeesburgSingle Family
Taxes:$4,424
Remarks: Welcome home to this spacious home located in the Windsong community of Leesburg. Designed with an open layout, the kitchen features a center island overlooking the dining and living areas, creating a comfortable space for everyday living and entertaining. The owner’s suite offers a private bath with dual sinks, a large walk-in shower, and a roomy walk-in closet. Upstairs, the loft provides additional flexible living space that works well for a game room, media area, office, or relaxing area. Additional features include stainless steel appliances, solid surface countertops, and tile flooring in the wet areas. Windsong offers residents a fabulous location and setting with opportunities to enjoy the outdoors, along with community amenities including recreation areas, a tot lot, and dog park. Conveniently located off Highway 27, the community is just minutes from shopping, dining, and entertainment in historic downtown Leesburg and an easy commute to the interstate and turnpike.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Lena Williams (352-435-4663)
26712 AUGUSTA SPRINGS CIR, LEESBURG, FL 34748
$299,99921 Days on yellowkey MLS ID: O6407612
REDUCED by $30,000 (9.1%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2211 Built: 2007Monthly Fee: $135 Tax: $3,980 (2024)Community: Leesburg Arlington Ridge Ph 1-BSingle Family
Taxes:$3,980
Tax Year: 2024
Remarks: This beautifully maintained, move-in ready home in Leesburg offers the perfect combination of comfort, quality, and long-term value with all the major updates already done for you. The roof is only 2 years old, the AC is 1 year old, and the water heater is 7 years old — complemented by a fully paid-off solar panel system that keeps energy costs impressively low. The kitchen shines with a brand-new gas range stove, brand-new dishwasher, and a 2-year-old refrigerator, while the laundry room features a 2-year-old washer and dryer. A whole-home reverse-osmosis water softener system adds an extra layer of everyday quality, and a generator attachment is already in place for added peace of mind. Double-pane windows and doors provide enhanced insulation, noise reduction, and energy efficiency throughout. With everything already updated and meticulously cared for, this is a rare opportunity to move right in. FULL 3D walk-through video available upon request. PLEASE NOTE - I AM NOT AVAILABLE ON THE SABBATH/SATURDAY'S.
Listing is courtesy of: CARDINAL REALTY GROUP, LLC. (305-910-2902)
Listing Agent: Meir Tenenbaum (305-721-7408)
500 NEWELL HILL RD #108B, LEESBURG, FL 34748
$69,900118 Days on yellowkey MLS ID: W7882615
3 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1413 Built: 1980Monthly Fee: $645 Tax: $1,161 (2025)Community: Leesburg Chesterbrook 02 CondoCondo
Taxes:$1,161
Remarks: Under contract-accepting backup offers. Check out this 3 bed, 2 bath Condo in the charming 55+ community of Chesterbrook, this is just minutes from Lady Lake, The Villages, and scenic Lake Griffin, part of the renowned Chain of Lakes! This ground-floor condominium features a spacious open floor plan designed for modern living. Step inside this beautiful home that features brand-new luxury vinyl flooring throughout the expansive living areas, and updated kitchen! Enjoy the convenience of direct ground-floor access with dedicated parking just steps from your door. The enclosed patio offers a perfect retreat on hot summer days, providing a comfortable indoor-outdoor space to relax in privacy. Chesterbrook boasts fantastic amenities, including a refreshing pool, a welcoming clubhouse, a bathhouse, and shuffleboard courts. With easy access to a variety of local dining options, and just a short 15-minute drive to The Villages, you’ll find everything within reach. The condo fee covers essential services such as garbage, water, sewer, and meticulous grounds maintenance, making for truly effortless living. If you’re searching for a stylish and comfortable place to call home, no need to look any further!
Listing is courtesy of: ISLAND REAL EST&PROP MGMT INC (727-804-7719)
Listing Agent: Erik Parks (727-804-7719)
2712 BERDETTA ST, LEESBURG, FL 34748
$155,000352 Days on yellowkey MLS ID: TB8396873
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1989 Tax: $1,456 (2024)Community: Edgewood Park AddManufactured Home
Taxes:$1,456
Elementary School: Fruitland Park Elem
Remarks: Under contract-accepting backup offers. Investor Opportunity!!! This charming home sits on a spacious 0.5-acre lot, fully enclosed with a wood fence and surrounded by beautiful mature trees. A large shed provides convenient storage for lawn equipment and more. Don't miss out—schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Martha Smith (813-760-5996)
1109 INLAND ST, LEESBURG, FL 34748
$229,9006 Days on yellowkey MLS ID: O6411126
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1010 Built: 1959 Tax: $1,877 (2025)Community: Leesburg Oakhill ParkSingle Family
Taxes:$1,877
Remarks: This 3-bedroom, 1-bathroom home perfectly maximizes its footprint by combining modern interior upgrades with an expansive, private outdoor retreat. The interior features a highly functional layout highlighted by a beautifully updated kitchen, which comes complete with sleek stainless steel appliances and plenty of counter space for a contemporary cooking experience. The living space extends seamlessly outdoors to a fully fenced-in backyard, providing a secure and completely private area that is ideal for outdoor relaxation, gardening, or entertaining guests and pets.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
30380 ARMENIA RD, LEESBURG, FL 34748
$315,0006 Days on yellowkey MLS ID: O6409557
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 2022Monthly Fee: $50 Tax: $3,783 (2025)Community: Lake Denham Estates Phase IiiSingle Family
Taxes:$3,783
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Lake Denham Estates community in Leesburg, Florida. Built in 2022, this modern residence offers over 1,600 square feet of thoughtfully designed living space with an open-concept floor plan perfect for both everyday living and entertaining. The spacious kitchen features stainless steel appliances, a large center island, ample cabinet space, and overlooks the bright and inviting living and dining areas. The private primary suite offers a relaxing retreat with a walk-in closet and ensuite bath. Enjoy Florida living year-round from the covered lanai overlooking the backyard. Situated on a generously sized lot with a 2-car garage, this home also includes energy-efficient construction, low HOA fees, and access to community amenities including a resort-style pool and sidewalks throughout the neighborhood. Conveniently located near shopping, dining, downtown Leesburg, Lake Harris, parks, and Florida Turnpike access, this move-in-ready home combines comfort, style, and convenience in one exceptional package. Don’t miss the opportunity to make this nearly new home yours!
Listing Agent: Bolivar Baylis (321-287-1568)
5405 QUEEN VICTORIA DR, LEESBURG, FL 34748
$269,900127 Days on yellowkey MLS ID: W7882213
REDUCED by $10,000 (3.6%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1923 Built: 1997Monthly Fee: $224 Tax: $3,323 (2025)Community: Royal Highlands Ph 01 Tr B Less Pt Lying W FolSingle Family
Taxes:$3,323
Remarks: Come check out this amazing home in the very sought after community of Royal Highlands! This gorgeous 3 bed, 2 bath home has been updated with all new luxury vinyl blank flooring throughout, new bases boards, brand new kitchen with quartz counter tops and white shaker cabinets, appliances, updated bathrooms, new light fixtures, interior and exterior have been freshly painted. This beautiful home offers inside laundry, vaulted ceilings, living room, over sized family room, 2-car expanded garage, utility sink, pull-down attic stairs, a service door side entrances, and an additional patio out back with a soaker pool. Solar panels are owned. Solar system has be checked and in good working order. ROYAL HIGHLANDS IS A RESIDENT-OWNED COMMUNITY WITH 24 HOUR PROFESSIONALLY MANNED GATE, 2 POOLS (INDOOR AND OUT), LIGHTED TENNIS COURTS, 18 HOLE GOLF COURSE, RESTAURANT & PRO SHOP, REC CENTER WITH NUMEROUS ACTIVITIES INCLUDING LIBRARY, BILLIARDS, FITNESS, CARD ROOMS, ETC., GRAND HALL FOR SOCIAL FUNCTIONS, CONCERTS, PLAYS, ETC., ALSO AVAILALBE TO ENJOY IS A DRIVING RANGE! HOA ALSO INCLUDES COMCAST CABLE AND INTERNET, SECURE RV/BOAT PARKING AND STORAGE! PLUS NEW FULL-SERVICE SOUTHLAKE HOSPITAL CENTER!
10173 HUNTINGNET WAY, LEESBURG, FL 34748
$291,41597 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
Tax Year: 2026
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)
34028 MATTHEWS CV, LEESBURG, FL 34788
$949,00011 Days on yellowkey MLS ID: G5112551
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3245 Built: 2006 Tax: $5,082 (2025)Community: Silver Lake Meadows SubSpa: YesSingle Family
Taxes:$5,082
Remarks: Welcome to a truly one-of-a-kind custom estate located in the highly sought-after Silver Lake Meadows Community, near the Silver Lake area, a golf cart community. This meticulously maintained 5 Bedroom, 4 Bath residence is situated on an expansive .54 acre homesite, the kind of space and privacy that you have been looking for. This beautifully custom built home offers comfort, style and incredible entertaining spaces inside and out. From the moment you enter its decorative glass front entry doors with fan light, you enter your Formal Living Room with custom lighting, bamboo floors and crown molding, which opens up a view of a beautiful pool, lanai and firepit in your private fenced and Oak shaded back yard. A Formal Dining Room with decorative lighting, trey ceilings, Plantation shutters, and bamboo floors is exquisite. Right of the entryway is an office, den or bonus room with Plantation shutters, bamboo floors and beautiful trey ceilings. Moving on to the Kitchen, Family Room and Dinette area is an Aquarium Glass window for the perfect view of your private yard, resort style pool and lanai. Crown molding is found throughout with ceramic tile floors in the Kitchen, Family Room and Dinette area. The Gourmet Kitchen features chiseled leather granite countertops, Kitchen Island with granite, Stainless appliances, new lighting feature over the island, and new touch water faucet, gas range, and wine bar with refrigerator, built-in wine rack and walk in pantry. The Family Room has a gas fireplace with heat and glow fire concrete composite, 2 zone surround sound system and French door to pool deck. The Laundry Room has ceramic tile floors, cabinets below with laundry sink and cabinets above washer and dryer. A spacious 14 x 19 Master Suite with new carpet, and crown molding has French doors that open to the Lanai with a private gas fireplace. The Primary Bath has ceramic tile floors, His and Her Walk in Closets, separate vanities, garden tub and separate shower with Rain head, crown molding, separate water closet and Plantation Shutters. The Second and Third Bedrooms have new carpet and are connected with a Jack n Jill Bath. A large Fourth Bedroom is 15 x 19 above the Garage, with carpet, separate full bath with tile, tub & shower, and separate Walk-in-closet with attic access. There is a Fifth Bedroom that was added to one of the garage bays 10 x 17, with laminate floors, closet and split system HVAC. The 16 x 44 screened Pool Lanai has been freshly painted, and features an Outdoor Wet-bar with chiseled granite counter. The resort style pool with stone and waterfall hot tub, and lighting that changes colors for relaxing and entertaining. The Separate Paver Fire-pit offers seating, lighting and a power outlet. There is a poured and scored Concrete area 14 x 21 for your grilling area which is covered. There is an additional Concrete pad for a storage building, or gaming area. The enclosed backyard has majestic oak trees, azaleas, and beautiful landscaping. The attention to detail shows in every aspect of this beautiful home.
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Bill Casey (352-636-6336)
2927 TANGERINE CT, LEESBURG, FL 34748
$139,900183 Days on yellowkey MLS ID: V4946146
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1288 Built: 1988Monthly Fee: $245 Tax: $1,875 (2025)Community: Leesburg Royal Oak EstatesSpa: NoTownhouse
Taxes:$1,875
Remarks: ASIS GREAT INVESTMENT OPPORTUNITY OR FIRST TIME HOME OWNERSHIP WITH PRESTIGE WATER VIEWS! Very motivated Seller ready for offers! Two bedrooms with beautiful view of pond from upstairs balconies. Convenient half bath downstairs with washer/ dryer hook up. Breakfast bar, Kitchen with appliances, dining and spacious living room. As you enter this unit a screened patio welcomes you home. Two reserved car parking spaces conveniently located around the corner. This townhome has been renter occupied for many years producing an income to owner. This location attracts a lot of tenants looking to enjoy the great entertainment offered by The Villages area. Gated community with swimming pool, club house and fitness center. Enjoy summer days by the pool with your family and friends. Many restaurants and shops nearby. Only a few minutes from Brownwood Square in The Villages!
Listing is courtesy of: COLDWELL BANKER COAST REALTY (386-275-1000)
Listing Agent: Luciana Beck (352-267-0342)
3639 WESTOVER CIR, LEESBURG, FL 34748
$299,900155 Days on yellowkey MLS ID: W7881684
0 Days Off yellowkey (back on 5/27/2026)
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)
500 NEWELL HILL RD #101A, LEESBURG, FL 34748
$68,00098 Days on yellowkey MLS ID: G5108494
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1975 Tax: $1,041 (2025)Community: Leesburg Chesterbrook CondoCondo
Taxes:$1,041
Remarks: RETIRE THE LAWN TOOLS AND WEEDWHACKERS!!! — a quiet, well-kept 55+ community just minutes from downtown Leesburg, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless. Chesterbrook residents enjoy a friendly, active community with amenities that include: A refreshing community pool A welcoming clubhouse A convenient bathhouse Shuffleboard courts for leisurely afternoons You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: James Donovan (352-552-8195)
10169 HUNTINGNET WAY, LEESBURG, FL 34748
$332,41579 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.
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