Location: Leesburg
Keyword(s): Leesburg High
Keyword(s) High School: Leesburg High
Do Not Show Listings
259 VERNY GROVE LANE, LEESBURG, FL 34748
$333,90050 Days on yellowkey MLS ID: O6399952
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1512 Built: 2026Monthly Fee: $18 Tax: $253 (2026)Community: Arbor ParkSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$253
Elementary School: Fruitland Park Elem
High School: Leesburg High
Tax Year: 2026
Middle School: Carver Middle
Remarks: Take advantage of exceptional Adams Homes incentives, including only $1,000 down to secure your contract, closing costs paid with the preferred lender. Plus enjoy peace of mind with a 10-year structural warranty. Step inside this beautiful new construction home in Arbor Park, where a bright, open-concept layout creates a seamless flow between the living, dining, and kitchen spaces. At the heart of the home, the kitchen features a large island with granite countertops, modern finishes, and ample cabinetry, making it the perfect space for both entertaining and everyday living. The private owner’s suite offers a spacious walk-in closet and a well-appointed bath with dual vanities, creating a relaxing retreat. Additional highlights include a generously sized laundry room and a covered lanai, ideal for enjoying Florida living year-round.
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Justin Derazza (352-455-9989)
4622 SHENANDOAH RIVER TRL, LEESBURG, FL 34748
$365,000122 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
Taxes:$4,542
Elementary School: Leesburg Elementary
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
$326,500147 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)
3785 PICCIOLA RD, LEESBURG, FL 34748
$549,900323 Days on yellowkey MLS ID: S5131041
3 Days Off yellowkey (back on 1/15/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2375 Built: 1948 Tax: $3,691 (2024)Community: Acreage & UnrecSingle Family
Taxes:$3,691
Elementary School: Beverly Shores Elem
Tax Year: 2024
Remarks: Escape to the peace of this beautiful WATERFRONT home with 4 bedrooms and 3 bathrooms. Experience the joy of a country lifestyle while living in the city, within distance to all major shopping, roads, and restaurants. As a BONUS, there is NO HOA!!! The property spans 3.64 acres, with two acres being high and dry, providing ample room for privacy and play, and is fenced around the entire perimeter of the house. Fabulous custom-made saltwater pool with a gas heater; there is plenty of room to add a cottage, as an additional well and septic are available. Don't let age fool you; this home has been completely remodeled, with upgraded laminate flooring, porcelain tile, a renovated kitchen and baths, and upgraded electrical, lighting, fixtures, and fans. The kitchen features stainless steel appliances, tile backsplash, granite countertops, and modern cabinets. It is designed for anyone who enjoys cooking and entertaining simultaneously. The property features a breakfast area, a large utility room off the kitchen, and a spacious outdoor deck for outdoor enjoyment. As you enter the home, you will love the large formal living/ dining room, which is filled with natural light. The family room has breathtaking views of the spring-fed lake. The garage has been converted to a multifunctional bonus room, and the basement features an additional bedroom and bathroom with independent entry. The roof, AC unit, and water heater were installed in 2017. Grab your fishing pole or launch your kayak for hours of lakefront fun. If you're looking for Florida living with a pool, lake access, plenty of space, and proximity to everything, this is it! Look no more! Welcome to the most peaceful setting for your dream home!!
Listing is courtesy of: THE ARROW REALTY TEAM LLC (321-746-2899)
Listing Agent: Bibi Lopez (321-746-2899)
30486 PINTAIL DR, LEESBURG, FL 34748
$320,00071 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
$374,99073 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)
33813 SKY BLOSSOM CIR, LEESBURG, FL 34788
$265,000104 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
$219,90086 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
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)
1623 ANN ROSE WAY, LEESBURG, FL 34748
$325,000128 Days on yellowkey MLS ID: O6377542
0 Days Off yellowkey (back on 5/29/2026)
INCREASED by $10,000 (3.2%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1820 Built: 2025 Tax: $253 (2025)Community: Arbor ParkSpa: NoSingle Family
Remarks: Under contract-accepting backup offers. With payments as low as $1,658/month, this home can be yours! Welcome to 1623 Ann Rose Way in Leesburg, FL.* Imagine coming home to this beautifully designed single-story 3-bedroom, 2-bathroom home featuring a bright, open layout perfect for both relaxing and entertaining. Enjoy the rare privacy of no direct front neighbors, giving you peaceful views and a more open feel from the moment you arrive. Located in a growing, amenity-rich community, you’ll have access to pickleball courts, dog parks, tot lots, scenic walking trails, and a resort-style pool—everything you need to enjoy the Florida lifestyle. Whether you're buying your first home, downsizing, or investing, this home offers the perfect blend of comfort, convenience, and community. Now featuring a $39,750 price reduction and a limited-time opportunity to secure a LOW 4.99% interest rate with our preferred lender—making home ownership more attainable than ever. Don’t miss your chance—schedule your private tour today! Payment example based on preferred lender program. Subject to buyer qualification, credit approval, and loan terms. Must use preferred lender and close within 30 days.
Listing is courtesy of: ADAMS HOMES REALTY, INC. (407-523-1030)
Listing Agent: Gilbert Hernandez, Jr (813-789-9878)
500 NEWELL HILL RD #108B, LEESBURG, FL 34748
$69,900120 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
$155,000354 Days on yellowkey MLS ID: TB8396873
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1989 Tax: $1,456 (2024)Community: Edgewood Park AddManufactured Home
Taxes:$1,456
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
$229,9008 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
$315,0008 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)
1112 W MAIN ST #C4, LEESBURG, FL 34748
$92,5008 Days on yellowkey MLS ID: G5112767
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 638 Built: 1973 Tax: $682 (2025)Community: Spanish Oaks CondoCondo
Taxes:$682
Remarks: Rare first-floor condo in the heart of downtown Leesburg! Enjoy the convenience of walking to local dining, shopping, and Beacon College while living in a beautifully remodeled condo with a modern feel throughout. Step inside to an open dining and living room combination featuring new luxury vinyl plank flooring, fresh white paint, and a bright, clean design. The updated kitchen offers wood cabinetry, backsplash, open wood shelving, and butcher block countertops that create a stylish modern touch. The bathroom has been fully updated with a beautifully tiled shower, new vanity, elegant gold fixtures, and updated lighting. Additional features include a 2017 hot water heater, and the condo association maintains the roof for added peace of mind. Community amenities include an assigned parking space, guest parking, and community pool. Whether you are looking for a low-maintenance full-time residence, investment property, or downtown retreat, this rare first-floor unit is a must-see!
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Lindsay Sanders (352-661-0232)
5405 QUEEN VICTORIA DR, LEESBURG, FL 34748
$269,900129 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
$291,41599 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
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
$949,00013 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)
308 SUNNYSIDE DR, LEESBURG, FL 34748
$340,000394 Days on yellowkey MLS ID: G5096774
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $10,000 (2.9%) on 05/07/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2168 Built: 1940 Tax: $1,690 (2024)Community: Sunset ParkSpa: YesSingle Family
Taxes:$1,690
Remarks: Under contract-accepting backup offers. The buyers failed to preform, so this unique 4-bedroom estate, is back on the market. where Mediterranean architecture and modern touches combine to create a private oasis. Nestled on beautifully landscaped grounds, this one-of-a-kind property offers a serene escape with exceptional amenities. From the moment you arrive, you're greeted by pathways that wind through flowering gardens and lead to vibrant plants and trees—a sensory experience in every season. The main residence showcases 1450 square feet with rich stucco walls, spacious living areas, and a fireplace in the living room. The formal dining room offers ideal settings for both quiet evenings and grand entertaining with french doors that go to a screened in porch. In the primary suite there is a set of sliding glass doors that lead to your private hot tub surrounded by tropical plants. Step outside and enjoy your own private resort: a sparkling pool bordered by a privacy wall and custom cabana, perfect for lounging or private dining. Guests will feel pampered in the detached 718 square foot guest house, complete with its own kitchenette and full bath with walk in shower...offering comfort, privacy, and style. Whether you're exploring the garden trails or hosting unforgettable gatherings under the stars, this exceptional home is more than a residence—it's a lifestyle. Brand new electrical updates including a breaker box, tankless water heater and GFCI outlets.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (800-948-0938)
Listing Agent: Joseph Bosbous (321-246-1306)
3639 WESTOVER CIR, LEESBURG, FL 34748
$299,900157 Days on yellowkey MLS ID: W7881684
REDUCED by $10,100 (3.3%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2006Monthly Fee: $180 Tax: $2,357 (2025)Community: PlantationSingle Family
Taxes:$2,357
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE JUST UPDATED TO SELL! NEW ROOF! NEW HVAC! NEW EXTERIOR PAINT! MOVE-IN READY! Welcome to this beautifully maintained single-family home nestled in the sought-after Plantation at Leesburg, a vibrant 55+ active community in Leesburg, Florida, about 40 to 45 minutes from Orlando and major attractions.This charming residence offers 2 bedrooms, 2 bathrooms, and a versatile den—perfect for a home office, hobby room, or guest space. It has an open floor plan with a spacious Great Room that flows seamlessly into a screened lanai, ideal for relaxing or entertaining. The formal dining room connects to the lanai through sliding doors, creating an airy indoor-outdoor living experience. The kitchen features a walk-in pantry and ample number of cabinets. The Primary bedroom has an en-suite bathroom and dual walk-in closets. The 2-car garage has a tandem golf cart parking or workshop space. As an extra perk, the home is located across from Hermitage Hall, one of the three clubhouses in the subdivision where residents can enjoy access to a heated pool, fitness center, pickleball courts, tennis courts, and a wide array of activities. The Plantation at Leesburg boasts 36 holes of championship golf, pickleball courts, a softball diamond, and an on-site restaurant—making it a hub for recreation and social connection. This home offers the perfect blend of comfort, convenience, and community living. Whether you're seeking a peaceful retreat or an active lifestyle, this home delivers it all. Schedule your showing today!
Listing is courtesy of: SANDPEAK REALTY (727-232-2192)
Listing Agent: Rubi Teicher (813-943-5748)
500 NEWELL HILL RD #101A, LEESBURG, FL 34748
$68,000100 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)
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