Location: Leesburg
Do Not Show Listings
11411 HUGGINS ST, LEESBURG, FL 34788
$175,00040 Days on yellowkey MLS ID: G5111305
REDUCED by $14,000 (7.4%) on 05/28/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1140 Built: 1989 Tax: $1,626 (2025)Community: Bassville ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,626
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to your country home! Located on .46 Acre lot! This country cottage has 2 bedrooms 1 and 1/2 bath. I have used some virtual photos to show you how cute this home could be! The building in the back has water and power and would make a nice in-law or ADU. Did I mention NO HOA here! Park your boat or RV. PLEASE NO BLIND OFFERS! This would make a great first time home or to add to your rental portfolio! **UPDATES: 2024-Well Tank,2025-new plumbing to septic tank, 2020-Septic tank/drainfield, 2016-Roof, 2025-Well Pump.
Listing is courtesy of: SIM REI (352-508-5870)
Listing Agent: Leah Laboy (352-910-4984)
4401 POPLAR GROVE CT, LEESBURG, FL 34748
$318,00050 Days on yellowkey MLS ID: G5110980
REDUCED by $10,000 (3.0%) on 05/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1892 Built: 2006Monthly Fee: $124 Tax: $1,050 (2025)Community: Arlington Ridge Ph 1-ASingle Family
Taxes:$1,050
Remarks: Location, location, location also a great price! Lots of space behind the home, Walk through your large shaded back yard (ALMOST 1/4 ACRE) big enough to install a pool and /or bird cage lanai, the amenities are through the yard and across the street, (Restaurant, Pub, 2 Heated Pools, Hot tub, gym, free movie theater, billiards, many clubs, craft & card rooms, Lighted pickle-ball, tennis & bocce ball courts 1 block away. Modern home is located on quiet cul-de-sac lot in High demand Arlington Ridge, a guard gated, active-adult, 18 hole golf community. Low-Maintenance, 2 bedroom, 2 bath w/flex room, block & stucco home. NEW ROOF JUNE 2021, NEW A/C 2019, tiled flooring in main living areas, volume ceilings add to the open feel. kitchen that includes all appliances, incredible walk-in pantry! Indoor laundry room 2 car garage. Breakfast nook takes advantage of large backyard views. Formal dining space features a niche for your china cabinet. French doors access the sizable den/office. Wide hallways access the master suite and guest quarters. Master suite boasts an attractive tray ceiling, lanai access, huge 11'X10' walk-in closet, and sumptuous bath with all the luxuries: Hollywood-style corner vanities with double sinks and make-up area; garden soaking tub, tiled glass shower both feature striking listello trim. Guests will enjoy their stay with the large bedroom featuring double windows and closets, adjacent full bath highlighted by impressive fixtures and details. The lot has rare mature trees and landscaping, Expansive screened lanai, via triple sliding doors, allows you to appreciate the serene backyard and cool breezes. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $127/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Steven Simpkins (352-425-4860)
4334 BENT CREEK LN, LEESBURG, FL 34748
$565,00041 Days on yellowkey MLS ID: G5111367
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2565 Built: 2018Monthly Fee: $128 Tax: $7,051 (2025)Community: Arlington RidgeSingle Family
Taxes:$7,051
Remarks: Located in Popular Guard Gated Active Adult, Resort Styled, Golf Community. Golf-View, A Paver Driveway & sidewalk welcome you to this Low Maintenance Stucco Home, 3 Bedroom 3 Bath, and Den/Flex Room w/Door. 2 Master suites with private en-suite full baths, 1 Master Suite Has separate A/C & Heat for the ultimate sleep experience. 2,565 heated square foot home built in 2018, , OPEN CONCEPT FLOOR PLAN GREAT FOR ENTERTAINING, Crown Molding, 9 foot ceilings, plantation shutters and low maintenance Luxury Vinyl Plank & Tile Floors the home, (NO CARPETS) Kitchen has plenty of cabinets and granite counters, island with bar-top & seating for 4, Stainless Steel Range & Fridge that stay. Master bedroom suite has dual vanity sinks, walk-in shower, walk-in closet and private water closet, split bedroom plan for added privacy & all bedrooms have closets, Indoor Laundry Room, Large 500+ S.F. covered & screened lanai overlooking backyard large enough for a pool. EQUIPPED WITH 22 KW WHOLE HOUSE GENERATOR, POWERED BY NATURAL GAS SO YOU NEVER RUN OUT OF FUEL. Home constructed to wind code, high & dry elevation NO FLOODING OR STORM SURGE and low wind zone which qualify home for deep & affordable insurance discounts. The property is not homesteaded, Doing so will reduce property taxes. Has Low HOA of $129 per month includes lawn cutting, edging and blowing, 200+ channels cable T.V., 250 megabyte hi-speed internet, Wi-Fi router to broadcast signal all around home, 2 DVRs to record shows on. This Low Maintenance Stucco home is located in high demand Community of Arlington Ridge in Central Florida with mild winters , perfect for year around golf and other outdoors activities, Golf Cart Friendly Community has 18 hole course, driving range, putting greens, lighted tennis & pickle ball courts, heated swimming pools, hot tub, Nautilus training & cardio equipment, showers & steam room, billiards, restaurant, tavern & free movie theater, sidewalks through entire community for those who like to walk or take Fido for a stroll, low speed limit streets are nice for bicycling. 5 minutes to 2 grocery stores, restaurants, banks, pharmacies, 10 min. free boat ramp and fishing pier on 15,000 acre Lake, 20 Min. to Mall, Restaurants & 12 Screen Movie Theater, 45 min. to Orlando, theme parks & airport 90 min. to Atlantic Ocean & Gulf of Mexico SJS 2026
1017 CYPRESS ST, LEESBURG, FL 34748
$258,000169 Days on yellowkey MLS ID: O6366906
REDUCED by $3,000 (1.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2167 Built: 1957 Tax: $4,469 (2025)Community: Acreage & UnrecSingle Family
Taxes:$4,469
Remarks: This property is a standout investor opportunity with strong upside and minimal improvement costs to unlock its full potential. Featuring a desirable 4/3.5 layout, a refreshing pool, and a prominent corner-lot location, it already showcases the key elements buyers look for. With the right updates, this home can quickly elevate in value and appeal. A compelling option for investors seeking return and momentum in a sought-after area.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
906 OAK DR, LEESBURG, FL 34748
$192,00010 Days on yellowkey MLS ID: W7886051
0 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1250 Built: 1950 Tax: $638 (2025)Community: Leesburg Whispering PinesSingle Family
Taxes:$638
Remarks: Nice two-bedroom concrete block home close to all shopping in beautiful Leesburg. The home has a brand new roof, the air conditioner and water heater are less than ten years old. The kitchen has been updated. Carpet throughout the home is in very good condition. House has two large sheds in the backyard. Has large laundry room off of the carport. Must see to appreciate.
Listing is courtesy of: LISTWITHFREEDOM.COM (855-456-4945)
Listing Agent: Ralph Harvey (855-456-4945)
10173 HUNTINGNET WAY, LEESBURG, FL 34748
$291,41596 Days on yellowkey MLS ID: O6386003
4 Days Off yellowkey (back on 4/28/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 2026Monthly Fee: $90 Tax: $3,642 (2026)Community: Groves At WhitemarshSpa: NoSingle Family
Taxes:$3,642
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2026
Middle School: Oak Park Middle
Remarks: One or more photo(s) has been virtually staged. Under Construction. Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. The Portland is the perfect floorplan to take advantage of the Florida lifestyle. In this home guests are greeted by a covered entryway that leads into a spacious main level living area. No matter where you are in this space, the open floorplan is a great place for entertaining family and friends. The kitchen island, allows for natural movement through the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a hall bath on the main level, and the real showcase of this home is the primary suite which offers the utmost luxury and privacy. You have everything you need with dual vanities, a large walk-in closet, and standing shower. This home is an oasis for those looking for a new construction home, built for the way you live! *Photos are from a similar home.
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
911 BEVERLY HARBORS DR #16, LEESBURG, FL 34748
$199,00033 Days on yellowkey MLS ID: G5111774
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1908 Built: 1998Monthly Fee: $600 Tax: $1,591 (2025)Community: Leesburg Beverly Harbors 02 CondoCondo
Taxes:$1,591
Remarks: One or more photo(s) has been virtually staged. Welcome to easy Florida living with picturesque water views and low-maintenance convenience! Whether you’re searching for a full-time residence or the perfect seasonal retreat, this beautifully maintained home offers the ideal blend of comfort, space, and lifestyle. From the moment you arrive, you’ll appreciate charming front porch—perfect for enjoying your morning coffee while taking in serene views of Lake Griffin. Step inside to discover over 1,900 square feet of thoughtfully designed living space featuring high ceilings, a skylight to bring in the natural light, and a spacious layout that feels both open and inviting. The living room is a true centerpiece with a double-sided gas fireplace, creating a warm and cozy atmosphere that flows seamlessly into the dining area—ideal for entertaining. The kitchen overlooks the main living spaces and offers ample cabinetry, a gas stove, and great functionality for everyday living or hosting gatherings. The split floor plan provides privacy, with secondary bedrooms conveniently located near the kitchen and a guest bathroom featuring dual vanities and a tub/shower combination. The primary suite serves as a relaxing retreat with peaceful water views, a walk-in closet, and an en-suite bathroom complete with dual sinks and a walk-in shower. While classified as a condo, this property lives more like a single-story villa or duplex, offering the feel of a single-family home with added convenience. Step outside and enjoy access to nearby outdoor amenities including a park, playground, fishing spots, and a kayak launch—perfect for embracing the Florida lifestyle. The HOA covers exterior maintenance such as roof care, termite protection, and landscaping, allowing you to spend more time enjoying your home and less time maintaining it. Additional updates include an A/C system approximately 3–4 years old and a hot water heater replaced in 2023, giving peace of mind that major components have been addressed. Conveniently located near shopping, dining, and everyday essentials, this home is a blank canvas ready for you to make it your own.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Kim Ducharme-Levensohn (352-874-5906)
200 PATRICE HOPE ST, LEESBURG, FL 34748
$294,200154 Days on yellowkey MLS ID: O6370034
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 2007Monthly Fee: $38 Tax: $3,403 (2025)Community: Leesburg Sleepy Hollow First AddSingle Family
Taxes:$3,403
Remarks: Short Sale. Welcome to 200 Patrice Hope Street, a beautifully updated 3-bedroom, 2-bathroom home with 1,585 sq. ft. in the highly desirable Sunnyside area of Leesburg, FL. This move-in ready retreat combines modern style, comfort, and convenience in one inviting package. The thoughtfully designed kitchen is perfect for both everyday living and entertaining. White cabinetry paired with granite countertops and a classic subway tile backsplash which combines a Breakfast bar for casual dining or conversation while cooking ,Stainless steel appliances, including a French door refrigerator and a brand-new range (2025) New hot water heater (2024). For added peace of mind, the HVAC system was replaced in 2016, offering dependable comfort year-round. Conveniently located near shopping, restaurants, and medical offices, this home delivers everyday ease without sacrificing tranquility. It isn’t just a house. It’s a polished, move-in ready home in one of Leesburg’s most sought-after areas. Don't miss out !!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Christopher Groomes (352-223-3710)
320 WESTWOOD DR, LEESBURG, FL 34748
$119,24726 Days on yellowkey MLS ID: G5111977
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1092 Built: 1987Monthly Fee: $265 Tax: $783 (2025)Community: Pennbrooke FairwaysManufactured Home
Taxes:$783
Remarks: One or more photo(s) has been virtually staged. 2 bedroom and 2 bath home with PRIVACY behind. Your eat in kitchen is light and bright with a bay window that offers plenty of sunshine. Enjoy watching the world go by while relaxing in your lanai. 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!
Listing is courtesy of: GOLDKEY REAL ESTATE PARTNERS LLC (352-857-7461)
Listing Agent: Jayne Marvin (352-205-5379)
2329 SOUTH AVE, LEESBURG, FL 34748
$262,900123 Days on yellowkey MLS ID: G5107494
3 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1468 Built: 1999 Tax: $932 (2026)Community: Selma Homesites Partial ReplatSingle Family
Taxes:$932
Remarks: Under contract-accepting backup offers. NEW YEAR and a NEW HOME! Located in a quiet, established neighborhood, this is opportunity knocking for a first-time homebuyer, growing family, or someone looking to downsize while still enjoying outdoor space and convenience. Boasting comfortable living areas with a functional layout suited for everyday living. One of the standout features is the spacious backyard, providing room for outdoor entertaining, play, pets, gardening, or future improvements. The possibilities are endless. The property is conveniently located near shopping, dining, and local amenities, including Lake Square Mall and the shops and restaurants of Downtown Leesburg. Outdoor and recreation options are close by, with easy access to Venetian Gardens, offering walking paths and lake views, as well as Lake Griffin State Park, known for hiking, kayaking, and wildlife. The home is also near the Harris Chain of Lakes, providing year-round boating and fishing opportunities. This home combines quiet residential living with proximity to parks, lakes, shopping, and dining, making it a practical and appealing option in today’s market. Don't let the weeks roll into months! Check off that first goal of the New Year with Home ownership! Come see it today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sunshine Callahan (407-353-9931)
725 SCENIC ST, LEESBURG, FL 34748
$294,00096 Days on yellowkey MLS ID: OM718048
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 1963 Tax: $2,866 (2024)Community: Leesburg Stoer Island Add 03Single Family
Taxes:$2,866
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Experience a masterfully redesigned interior in this totally remodeled residence, situated on a quiet street directly across from a peaceful community pond. The home boasts impressive high ceilings accented by architectural beams, creating an airy, refined atmosphere with immense 'volume and light.' The heart of the home is a gourmet kitchen featuring elegant granite countertops and a brand-new suite of Samsung stainless steel appliances. Every detail has been meticulously updated, offering a modern open-concept layout that flows seamlessly to take in serene water views from the front of the home. Located in a tranquil, established neighborhood, this property offers a rare combination of custom design elements and a 'new-build' feel. Truly turnkey and ready for its next owner. Schedule your private showing today!
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Sarah Lamoureux (352-217-6079)
1144 BEN MORE DR, LEESBURG, FL 34788
$199,90072 Days on yellowkey MLS ID: O6392742
REDUCED by $10,100 (4.8%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1213 Built: 1989Monthly Fee: $215 Tax: $692 (2025)Community: Scottish Highlands Phase KSingle Family
Taxes:$692
Remarks: Tucked away on a private homesite with no direct rear neighbors and a peaceful glimpse of the pond, this beautifully updated home offers the easy, low-maintenance lifestyle so many buyers are searching for in the desirable 55+ COMMUNITY of Scottish Highlands in Leesburg. With soaring cathedral ceilings, an open light-filled layout, and multiple indoor and outdoor living spaces, the home feels both spacious and inviting from the moment you arrive. The thoughtfully updated kitchen serves as the heart of the home, featuring abundant cabinetry and prep space, a breakfast bar, new gas range, and convenient pass-through to the living area—perfect for entertaining or everyday living. Ceramic tile flooring throughout the main living areas adds durability and easy upkeep, while flexible living and dining spaces provide room to relax, host guests, or create a cozy den or hobby area. The primary suite offers a comfortable retreat with engineered wood flooring, custom closet features, and an updated en-suite bath with a garden tub and upgraded finishes. A generously sized guest bedroom and nearby full bath with walk-in shower provide privacy and comfort for visitors. Enjoy Florida living year-round from the enclosed Florida Room or the screened porch overlooking the quiet backyard with a subtle water view in the distance—ideal for morning coffee, reading, or relaxing evenings outdoors. Additional features include an oversized one-car garage with golf cart space, utility tub, and rear access entry. Scottish Highlands residents enjoy access to an active community lifestyle with an indoor heated pool and spa, tennis courts, recreation halls, planned social activities, and convenient RV and boat storage. Move-in ready and exceptionally maintained, this home is a wonderful opportunity to enjoy comfort, privacy, and carefree living in one of Leesburg’s established 55+ communities.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
21821 KING JOHN ST, LEESBURG, FL 34748
$325,900110 Days on yellowkey MLS ID: O6382093
5 Days Off yellowkey (back on 5/28/2026)
REDUCED by $13,877 (4.1%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1694 Built: 1998Monthly Fee: $229 Tax: $1,802 (2025)Community: Royal HighlandsSpa: NoSingle Family
Taxes:$1,802
Remarks: Under contract-accepting backup offers. Better than new! This meticulously renovated 3BR/2BA home offers modern elegance in an exclusive 24/7 guard-gated enclave. Situated on a spacious corner lot, this property boasts a total transformation: Freshly Painted–Crisp new palette inside and out. Gourmet Kitchen–New cabinets, quartz countertops, and sleek new appliances. Modern Flooring–Durable and stylish new floors throughout. Open Concept–Ideal for entertaining with a bright, airy flow and a large Florida room. Life here feels like a vacation. Your HOA gives you full access to a Clubhouse, Fitness Center, and sparkling Pool. Stay active on the Tennis and Pickleball courts or take your furry friend to the private Dog Park. Enjoy peace of mind with around-the-clock security and world-class recreation right at your doorstep. Furnishings negotiable.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Kristi Matthew (407-325-6107)
2218 ORKNEY DR, LEESBURG, FL 34788
$229,00061 Days on yellowkey MLS ID: G5110470
1 Days Off yellowkey (back on 5/28/2026)
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 VSpa: NoSingle 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)
301 S EAST ST, LEESBURG, FL 34748
$1,000,000578 Days on yellowkey MLS ID: O6253611
Bed: 24 Bath: 0.0 Liv Area Sq Ft: 7072 Built: 1957 Tax: $10,315 (2023)Community: Leesburg LeesMulti-Family 5+
Taxes:$10,315
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Unlock incredible potential with this 12-unit apartment building, perfect for the savvy investor seeking to gain equity and add value. Ten of the units have already been beautifully gutted and renovated, while one is currently being updated and another is in the process of electrical improvements. Located in a prime area near the stunning chain of lakes and vibrant downtown Leesburg, this property offers the ideal blend of convenience and appeal. Don’t miss your chance to capitalize on this lucrative investment! Seller is selling his 112 unit rental portfolio properties including 1000 E CAROLINE STREET, TAVARES, Florida 32778, 737 ALBROOK STREET, MASCOTTE, Florida 34753, 617 E MYERS BOULEVARD, MASCOTTE, Florida 34753, 30 WAFFORD STREET, UMATILLA, Florida 32784, 15992 W COLONIAL DRIVE, OAKLAND, Florida 34787, and 301 S EAST STREET, LEESBURG, Florida 34748.
Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)
Listing Agent: Kyler Moreland (407-496-4196)
5401 AURORA DR, LEESBURG, FL 34748
$316,90047 Days on yellowkey MLS ID: G5111109
REDUCED by $3,100 (1.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1621 Built: 2006Monthly Fee: $293 Tax: $1,969 (2025)Community: Legacy Of Leesburg Unit 03 Lt 259Single Family
Taxes:$1,969
Remarks: Welcome to this beautifully maintained Carlisle model tucked within the sought-after Legacy of Leesburg, where thoughtful updates and comfortable living come together in a home that truly feels move-in ready. Offering 3 bedrooms, 2 baths, and over 1,600 square feet, this residence delivers the right balance of open gathering space and private retreat. At the heart of the home, the kitchen has been tastefully upgraded with granite countertops, quality cabinetry, and stainless appliances, creating a space that is both functional and inviting. 2022 dishwasher, 2021 microwave, 2020 refrigerator. The adjoining breakfast nook, accented with plantation shutters, brings in natural light and offers the perfect spot to start your day. The main living areas flow seamlessly, enhanced by warm flooring and a layout designed for both everyday living and easy entertaining. The primary suite provides a peaceful retreat with generous space and an ensuite bath designed for comfort. Two additional bedrooms offer flexibility for guests, hobbies, or a home office—an important feature for today’s lifestyle. Step outside and you’ll find a setting designed for relaxation, whether enjoying quiet mornings or hosting friends. The home sits on a well-sized homesite, offering both usability and privacy. 2024 garage screen, 2021 whole home generator, 2020 water heater, 2019 roof and HVAC system. Beyond the home itself, Legacy of Leesburg is known for its natural beauty, miles of walking paths, and vibrant social atmosphere. Residents enjoy a resort-style pool, fitness center, and a wide variety of clubs and activities, all within a gated community conveniently located near shopping, dining, and major roadways. This is more than just a home—it’s an opportunity to enjoy the next chapter with ease, comfort, and connection.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
34028 MATTHEWS CV, LEESBURG, FL 34788
$949,00010 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
Elementary School: Treadway Elem
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)
1125 CABALLO RD, LEESBURG, FL 34748
$1,295,0006 Days on yellowkey MLS ID: G5112512
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3278 Built: 2008 Tax: $6,499 (2025)Community: Acreage & UnrecSingle Family
Taxes:$6,499
Remarks: One or more photo(s) has been virtually staged. Experience the ultimate in luxury country living with this exceptional 5-acre private estate, where sophistication, comfort, and resort-style amenities blend seamlessly. Beyond the gated entrance, a winding driveway leads to a grand circular drive highlighted by an elegant fountain, creating a truly unforgettable arrival experience.Meticulously maintained and move-in ready, this stunning residence offers more than 3,200 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3.5 bathrooms, soaring 10-foot ceilings, tray ceilings, extensive crown molding, and energy-efficient Icynene insulation throughout. The expansive living areas are enhanced by a whole-home surround sound system with a dedicated media closet, creating the perfect setting for both entertaining and everyday living.At the heart of the home, the gourmet chef’s kitchen is designed to impress with antique-painted soft-close cabinetry, granite countertops, a large center island with pull-out shelving, a walk-in pantry, and premium KitchenAid stainless steel appliances, including a double oven.Designed with both luxury and functionality in mind, the property offers exceptional space for car enthusiasts, RV owners, and hobbyists alike. The spacious 4-car garage is fully air-conditioned and features professionally finished epoxy floors, while the impressive 30’ x 50’ climate-controlled garage provides ample room for RV storage, boats, recreational vehicles, or a workshop.Step outside into your own private resort-style retreat. The screened lanai showcases a sparkling pool complete with a water slide and fountain, alongside a fully equipped outdoor kitchen featuring a built-in grill, double-drawer cooler, and outdoor shower for effortless entertaining. Just beyond the pool area, a custom deck surrounds a majestic granddaddy oak tree, offering a peaceful place to relax and unwind.The beautifully landscaped grounds were thoughtfully designed for both recreation and relaxation, featuring a Disney-inspired playground with slides, a rock wall, playhouse, and zipline, as well as a fire pit and potting shed with dedicated gardening space.Additional highlights include a fully fenced 6-foot perimeter fence, two private golf driving holes, a whole-home Generac propane generator, a brand-new roof installed in 2025, and an upgraded HVAC system. Combining timeless elegance with unmatched lifestyle amenities, this extraordinary estate offers a rare opportunity to enjoy refined country living at its finest. Call today to schedule your private showing.
Listing is courtesy of: FLAMINGO REAL ESTATE & MNGMT (352-689-1000)
Listing Agent: Robbie Shoemaker (352-661-5733)
274 ANN ROSE WAY, LEESBURG, FL 34748
$325,000165 Days on yellowkey MLS ID: O6368500
REDUCED by $35,000 (9.7%) on 05/15/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2202 Built: 2025Monthly Fee: $18 Tax: $253 (2025)Community: Arbor ParkSingle Family
Taxes:$253
Remarks: Welcome to this brand-new, move-in ready two-story home in beautiful Leesburg, Florida, ideally situated on a desirable corner lot and offered with valuable buyer incentives. This spacious 4-bedroom, 2.5-bath residence features a thoughtfully designed layout with comfortable living spaces and modern finishes throughout. Buyers can take advantage of closing cost assistance with approved lenders, making homeownership more affordable. Additional incentives are available for buyers who close within 30 days and are subject to program guidelines. The two-story design provides separation between living and sleeping areas, offering privacy and flexibility for families, remote work, or entertaining. With four bedrooms and two-and-a-half bathrooms, there is ample space to accommodate a variety of lifestyles. The corner-lot setting enhances curb appeal and outdoor possibilities. Residents will enjoy access to impressive resort-style community amenities, including a swimming pool with cabanas, pickleball courts, nature trails, tot playground, dog park, and open green spaces. Community pavilions with benches create ideal spaces for gatherings, relaxation, and outdoor enjoyment. Located in Leesburg, this home offers convenient access to local parks, lakes, shopping, dining, medical facilities, and major roadways connecting to Mount Dora, The Villages, and the greater Orlando area. Leesburg blends small-town charm with modern conveniences and outdoor recreation. Schedule your private showing today and experience the space, value, and lifestyle this exceptional new Leesburg home. Call for additional details.
Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)
Listing Agent: Justin Derazza (352-455-9989)
2700 WESTSIDE DR, LEESBURG, FL 34748
$500,00014 Days on yellowkey MLS ID: O6409123
REDUCED by $15,000 (2.9%) on 05/28/2026
Bed: 2 Bath: 3.0 Liv Area Sq Ft: 3390 Built: 2022 Tax: $6,129 (2025)Community: SouthSpa: NoSingle Family
Taxes:$6,129
Remarks: Come see 2700 Westside Dr, a residence with functional living, including a fireplace and a kitchen featuring an island and accent backsplash. The kitchen also provides all stainless steel appliances, complementing the primary bathroom's double sinks and separate tub and shower. Exterior living includes a covered patio and ground pool. This home brings modern comfort and appeal. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
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