Location: Leesburg, 34748
Do Not Show Listings
5828 CLIFFBOW LOOP, LEESBURG, FL 34748
$344,41510 Days on yellowkey MLS ID: O6413514
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2004 Built: 2026Monthly Fee: $90 Tax: $4,305 (2026)Community: Groves At WhitemarshSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,305
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 Seaton is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
21127 ROYAL ST GEORGES LN, LEESBURG, FL 34748
$350,00066 Days on yellowkey MLS ID: A4686807
REDUCED by $9,000 (2.5%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1802 Built: 1999Monthly Fee: $229 Tax: $4,134 (2025)Community: Royal Highlands Ph 01CaSpa: YesSingle Family
Taxes:$4,134
Tax Year: 2025
Remarks: Golf course views in your backyard, plus $3,500 lender credit and free appraisal, this is the lifestyle upgrade you’ve been waiting for. Beautiful home located on the 7th hole in the sought-after, gated 55-plus community of Royal Highlands in Leesburg. This 2-bedroom, 2-bath residence with a spacious den, ideal as a third bedroom, offers a bright and open floor plan with luxury vinyl plank flooring throughout, complemented by vaulted ceilings, plantation shutters, and abundant natural light. The kitchen features a center island, ample cabinetry, and updated appliances, including a new refrigerator and garbage disposal, creating a functional and inviting space for everyday living. The living and dining areas flow seamlessly into the expansive 38-foot enclosed lanai, one of the home’s standout features, complete with a summer kitchen, two ceiling fans, an additional refrigerator, and generous space for entertaining or relaxing while enjoying peaceful golf course views. The den with double French doors offers flexibility and can easily function as a third bedroom, home office, or hobby space, providing additional value and versatility. Recent updates include a new roof in 2026, new attic insulation, two solar attic fans, a whole-house Culligan water purification system, and updated window treatments throughout. An exterior kitchenette and additional storage further enhance the home’s functionality. Royal Highlands is a resident-owned, gated 55-plus community offering indoor and outdoor pools, a fitness center, a clubhouse, a restaurant, and a full calendar of social activities. The 18-hole golf course is available with a separate membership. HOA is $229 per month and includes cable, internet, and additional community benefits. Homes with this level of upgrades, outdoor living space, and golf course positioning are in high demand. Schedule your private showing today to experience it in person.
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
101 MARIGOLD ST, LEESBURG, FL 34748
$127,90010 Days on yellowkey MLS ID: R4911370
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1213 Built: 1976Monthly Fee: $397 Tax: $1,948 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,948
Elementary School: None
High School: None
Middle School: None
Remarks: Beautifully Updated & Furnished 2-Bedroom, 2-Bath Home with Abundant Storage! This well-maintained and move-in-ready 2-bedroom, 2-bath home offers the perfect combination of comfort, convenience, and valuable updates throughout. Being sold furnished, this home is ready for you to move in and start enjoying the Florida lifestyle right away. Inside, you'll find a thoughtfully designed floor plan with plenty of storage space throughout, making it easy to stay organized and keep everything within reach. The remodeled kitchen, completed in 2021, features updated cabinetry and finishes, while the appliances were replaced in 2019. New subfloors installed in April 2024 provide added durability and peace of mind. Additional interior improvements include a new washer and dryer (2024), new vertical blinds (November 2024), and energy-efficient double-pane windows installed in 2016. Major system updates have already been completed, including a new A/C unit installed in January 2021 and a new water heater added in January 2025. The home was professionally releveled in May 2020, and the vapor barrier was repaired in November 2025, helping to protect and preserve the home's foundation. Outside, you'll appreciate the concrete pad added in 2021, providing additional outdoor functionality, and the new front steps installed in April 2025 that enhance both accessibility and curb appeal. Located in Hawthorne at Leesburg, a vibrant 55+ community that blends comfort, convenience, and affordability, residents enjoy a maintenance-free lifestyle for just $397 a month. The monthly fee includes water, sewer, lawn care, emergency services, and access to an impressive array of resort-style amenities, including secure RV and boat storage. The expansive clubhouse serves as the social heart of the community, featuring over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, library, and fine arts studio. A dedicated program coordinator ensures there is always something exciting on the calendar. Boating enthusiasts will appreciate the private marina with 120 boat slips offering direct access to the beautiful Harris Chain of Lakes. Safety and peace of mind are top priorities, with a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Residents also enjoy scenic walking trails, beautiful lake views, fishing, boating, and golf cart-friendly streets that provide easy access to nearby shopping, dining, and medical facilities. With its extensive list of upgrades, abundant storage, excellent maintenance history, and desirable location within one of Central Florida's premier active adult communities, this home offers an exceptional opportunity to enjoy the very best of Florida living. Schedule your private showing today and discover the perfect blend of comfort, community, and convenience.
Listing is courtesy of: BLACK TIE REAL ESTATE PROFESSIONALS, INC. (352-516-8810)
Listing Agent: Dee Brown (352-516-8810)
408 HAWTHORNE BLVD, LEESBURG, FL 34748
$109,900493 Days on yellowkey MLS ID: R4908835
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1974Monthly Fee: $397 Tax: $2,113 (2024)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$2,113
Tax Year: 2024
Remarks: Beautifully Furnished Home in Hawthorne at Leesburg – 55+ Resort-Style Living | Motivated Sellers! Enjoy comfort, convenience, and an active Florida lifestyle in this beautifully furnished home, ideally located on desirable Hawthorne Blvd in the highly sought-after 55+ community of Hawthorne at Leesburg. This well-maintained residence showcases numerous recent upgrades, including a durable mule-hide membrane roof, brand-new carpet, updated windows (April 2026), reinforced subflooring in both bedrooms (April 2026), a new stove, updated faucets, and enhanced flooring—offering both style and peace of mind. The spacious primary bedroom provides a relaxing retreat and features a nearly new mattress, while the addition of an ADA-compliant toilet enhances accessibility and everyday comfort. Hawthorne at Leesburg is known for its exceptional lifestyle, featuring a clubhouse, heated pool, fitness center, scenic walking trails, and over 100 resident-led activities. Enjoy peaceful afternoons fishing or take advantage of the private marina with 120+ boat slips and direct access to Lake Harris. For added security and peace of mind, residents benefit from a state-of-the-art emergency response system with 24/7 on-site EMT services. Low monthly fees include water, sewer, lawn care, and full access to community amenities—providing truly maintenance-free living. Conveniently located near shopping, dining, and medical facilities, this home offers the perfect balance of relaxation and accessibility. Don’t miss this opportunity to embrace the best of Florida’s 55+ lifestyle—schedule your private showing today!
320 WESTWOOD DR, LEESBURG, FL 34748
$109,24737 Days on yellowkey MLS ID: G5111977
REDUCED by $10,000 (8.4%) on 06/04/2026
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)
21630 REGENCY PARK LN, LEESBURG, FL 34748
$274,50045 Days on yellowkey MLS ID: O6402529
REDUCED by $5,400 (1.9%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1438 Built: 2002Monthly Fee: $229 Tax: $1,771 (2025)Community: Royal Highlands Ph 01DSingle Family
Taxes:$1,771
Remarks: Welcome to this beautifully maintained light and bright 3-bed, 2-bath split plan home featuring laminate flooring and fresh neutral paint through out, with a sunroom offering 1,438 sf of comfortable living in a highly desirable 55+ gated golf community featuring an 18 hole course with pro shop and restaurant. This inviting residence provides the perfect blend of relaxation and active living, with spacious interiors ideal for both everyday comfort and entertaining. Enjoy the peaceful surroundings and the sense of security that comes with living in a well-established, amenity-rich neighborhood designed for an engaging lifestyle. Residents enjoy access to an impressive Rec Center featuring two pools (one indoor and one outdoor), tennis and pickleball courts, facilities for corn hole, shuffleboard, bocce, and even a softball field. Indoors, you’ll find a fitness center, card room, billiards, arts and crafts spaces, and a well-stocked library. There are 4 lakes, wildlife areas and a nature trail. The community’s Great Hall includes a ballroom with a stage and dance floor, perfect for social events and entertainment. With over 75 clubs and regularly scheduled activities, there are endless opportunities to stay active, social, and connected every day.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Kelly Butterfield (407-463-1289)
32510 WHITNEY RD, LEESBURG, FL 34748
$675,00075 Days on yellowkey MLS ID: G5109672
REDUCED by $25,000 (3.6%) on 06/04/2026
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 2381 Built: 2001 Tax: $3,355 (2025)Community: N/ASingle Family
Taxes:$3,355
Elementary School: Fruitland Park Elem
Remarks: Escape to your own private lakefront countryside retreat with this picturesque pond-front property set on 8± acres, offering incredible equestrian potential and peaceful, open space. This charming 5-bedroom, 2.5-bath ranch-style home spans 2,381 square feet and is perfectly positioned with a generous setback, creating a serene sense of arrival through the expansive front yard. Designed for both comfort and functionality, the property features two cross-fenced pastures shaded by mature trees, a garden area, a large parking pad, and a 20x20 metal carport with a workshop. A paver walkway leads to the inviting front porch—an ideal spot to unwind with morning coffee or enjoy a refreshing drink on a warm afternoon. Inside, vaulted ceilings and low-maintenance tile flooring enhance the bright, open-concept layout. The living room centers around a cozy wood-burning fireplace and flows seamlessly into the kitchen and dining areas, creating the perfect space for everyday living and entertaining. The kitchen is well-equipped with abundant wood cabinetry, stainless-steel appliances—including a French-door refrigerator—and a convenient breakfast bar for casual gatherings. Double French doors open to a spacious Florida room, where panoramic windows invite in natural light, backyard views, and gentle breezes. The primary suite offers a relaxing retreat with a walk-in closet and a private en-suite bath featuring dual sinks and a walk-in shower. Four additional bedrooms provide flexibility for family and guests, and the home also features a dedicated home office. Additional highlights include a laundry room, an oversized storage space currently used as a pantry, a whole-house surge protector, a newer A/C system, a whole-house filtration water softener, and a durable metal roof—ensuring both comfort and peace of mind. Outdoors, the property continues to impress with a variety of fruit trees, a storage shed, and a second metal carport ideal for boats or extra vehicles. A small barn offers excellent potential for conversion into horse stables. Wander to the back of the property to discover Lake Robinson nestled beneath a canopy of mature trees—your own private fishing and relaxing escape. Whether you're an equestrian enthusiast or simply seeking space, privacy, and natural beauty, this exceptional property offers the perfect place to call home.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-735-4433)
Listing Agent: Loretta C. Maimone (352-357-2400)
412 WESTWOOD DR, LEESBURG, FL 34748
$185,70022 Days on yellowkey MLS ID: G5112777
REDUCED by $4,200 (2.2%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1140 Built: 1990Monthly Fee: $265 Tax: $1,334 (2025)Community: Pennbrooke Ph 1ASingle Family
Taxes:$1,334
Remarks: Welcome to this 55 and over, 2-bedroom, 2-bath home needing updates/renovations, but with a nice floor plan and includes a two-sided wood burning fireplace, and an enclosed porch facing the golf course, but with protective awnings! Are you looking for an active golf community, with a clubhouse and grill? Pennbrooke is in a highly sought-after location off SR 44 between Leesburg's downtown and The Villages, with shopping and dining opportunities, and you are within minutes of I-75 and the Florida Turnpike. Pennbrooke offers RV and boat storage with dump and wash stations and 24-hour gated security with a guard at the front entrance. There is a fitness room, and many community activities such as dinners, bingo, exercise classes, etc. Also, the golf course has two executive nine hole courses and one regulation nine to appeal to all skill levels! The HOA fee covers the maintenance of the amenities, and also lawn mowing and edging of the community and residential properties, Spectrum cable, and high-speed internet. In this community, there are two recreation centers, two pools, tennis, shuffleboard and pickleball courts, and much more. The roof was replaced in 2015 and the AC in 2019.
Listing is courtesy of: RIGHT REALTY CONNECTION, INC. (352-530-2600)
Listing Agent: John Schubert (352-409-2629)
26712 AUGUSTA SPRINGS CIR, LEESBURG, FL 34748
$299,99931 Days on yellowkey MLS ID: O6407612
0 Days Off yellowkey (back on 6/4/2026)
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
Remarks: Under contract-accepting backup offers. 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)
4900 HERON RUN CIR, LEESBURG, FL 34748
$234,900153 Days on yellowkey MLS ID: G5106484
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1995Monthly Fee: $180 Tax: $1,978 (2025)Community: Plantation At Leesburg Heron RunSpa: NoSingle Family
Taxes:$1,978
Remarks: Discover an outstanding value in the sought-after Plantation at Leesburg! This partially furnished 2-bedroom residence is perfectly situated on a spacious, private lot that backs to a tranquil conservation area, offering both serenity and beautiful views. Featuring the popular 1995 Sandpiper model, you’ll enjoy 1,289 sq. ft. of comfortable living space with inviting southern exposure. The home comes mostly furnished (some exclusions may apply) and boasts numerous updates, including a garage door roll-up screen, vinyl fencing, fresh sod, and a new roof and garbage disposal installed in 2024. Additional improvements include leaf filters (2023), refrigerator (2022), water heater (2019), upgraded AC, double-pane windows, vertical blinds, and elegant kitchen (w/pull-out shelves) and bathroom cabinetry completed in 2016. Experience the charm of small-town living with resort-style amenities—schedule your private tour today! Move right in and start living your best life! Schedule a tour of this beautifully maintained property today. Located in one of Central Florida’s premier 55+ active adult communities. The Plantation at Leesburg boasts 2,820 homes surrounded by manicured lawns, cascading waterfalls, and lush palm trees. Enjoy peace of mind with 24-hour staffed security and a wealth of amenities designed for every interest and budget. Residents have access to three multi-purpose clubhouses, three swimming pools, spring-fed fishing ponds, scenic walking and biking trails, and much more. The community features championship golf courses, tennis, equity memberships, large clubhouses, heated pools, full-time activity directors, over 100 weekly activities, state-of-the-art fitness centers, and is just a short drive to Orlando’s world-class attractions. Please note: property taxes are subject to reassessment after the sale. Schedule your tour today—this home is truly a must-see!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-536-0100)
Listing Agent: Cary Fier (352-551-6155)
413 WESTWOOD DR, LEESBURG, FL 34748
$187,20057 Days on yellowkey MLS ID: G5110846
REDUCED by $7,800 (4.0%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1300 Built: 1998Monthly Fee: $265 Tax: $2,719 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$2,719
Remarks: Welcome to this charming home in Pennbrooke Fairways, which offers a private rear setting with no direct neighbors behind. Upon entry, you’ll find an open living and dining area creating a warm and inviting space. The kitchen features light wood cabinetry and a convenient breakfast bar for casual dining. The primary suite includes an ensuite bath with dual sinks and a walk-in shower. Two additional bedrooms provide flexibility for guests, a home office, or hobby space. An indoor laundry room adds everyday convenience. Enjoy the enclosed lanai, perfect for relaxing and taking in the peaceful, private backyard view. Pennbrooke Fairways is a guarded gated community, ideally located just minutes from The Villages and Brownwood Paddock Square. It offers resort style amenities which includes a fitness center, community pool, pickleball courts, two executives golf courses, and one regulation course. The community also features RV and boat storge, plus an onsite restaurant. Your HOA covers lawn care, cable, and internet. Furniture available.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Katy Kelly (352-355-7982)
5607 SIR CHURCHILL DR, LEESBURG, FL 34748
$414,99954 Days on yellowkey MLS ID: G5111130
REDUCED by $10,001 (2.4%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2312 Built: 2003Monthly Fee: $229 Tax: $3,918 (2025)Community: Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173Spa: NoSingle Family
Taxes:$3,918
Remarks: One or more photo(s) has been virtually staged. Discover this exceptional Monarch model home—a true royal gem nestled on a tranquil conservation lot with no rear neighbors, offering unmatched privacy and picturesque views. The lush landscaping, stately architectural arches, and oversized paver driveway create impressive curb appeal. Step inside to find over 2,300 square feet of elegant living space, including additional living area in the enclosed Florida room with new blinds, perfect for relaxing and taking in Florida wildlife and beautiful sunsets. This meticulously maintained property provides peace of mind with newer roof (2017) and new gutter with leaf guards (2025), updated windows, solar tubes and doors (2015), HVAC (2018), and a gas hot water heater (2023). The thoughtfully designed kitchen features 42" upper cabinets, granite countertops, wood cabinetry, a floating island, wall oven, and a lovely tiled backsplash. Throughout the home, you'll appreciate crown moldings, tray ceilings, engineered hardwood floors, walk-in closets, and luxurious bathroom fixtures including a jetted tub. Additional highlights include a Kenetico water softener, hot water recirculation system, portable A/C in the Florida room, & home security. Enjoy the active lifestyle offered by Royal Highlands—a 55+ gated golf community with a restaurant, pub, driving range, putting green, two pools, billiards, craft and meeting rooms, library, courts, fitness center, and a Great Hall equipped for large events. Don’t miss your chance to own this lovingly cared-for home—call for your tour today!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Tonya Tibbetts (207-595-1414)
728 MCKENZIE ST, LEESBURG, FL 34748
$210,000104 Days on yellowkey MLS ID: OM719843
1 Days Off yellowkey (back on 5/12/2026)
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 960 Built: 1926 Tax: $1,205 (2025)Community: Leesburg Kerls Add 02Single Family
Taxes:$1,205
Remarks: Under contract-accepting backup offers. Come Check Out This Charming Historic Home In The Heart Of Leesburg, Less Than 1 Mile From Leesburg High School And Just Minutes From Downtown! This 3 Bedroom Home Sits On An Oversized Lot With A Huge Side Yard And Detached Garage, Offering Space, Character, And Convenience All In One Location. 2017 ROOF As You Arrive At The Property, You’ll Immediately Appreciate The Classic Curb Appeal And Inviting Covered Front Porch; The Perfect Spot For Morning Coffee Or Relaxing In The Evenings. The Oversized Lot Provides Extra Yard Space That Is Hard To Find In Town, Along With A Detached Garage And Plenty Of Room For Storage, Parking, Or Future Possibilities. Making Your Way Inside, You’ll Notice The Beautiful Natural Historic Wood Floors Flowing Through The Main Living Areas, Preserving The Character And Warmth Of The Home. The Bedrooms Feature Brand New Flooring, Blending Modern Updates With Timeless Charm. Large Windows Bring In Natural Light, Creating A Bright And Welcoming Atmosphere Throughout. What Truly Sets This Property Apart Is Its Location. Situated Just Minutes From Downtown Leesburg, You’ll Have Convenient Access To Shopping, Dining, Local Festivals, And Waterfront Activities—Making It Easy To Enjoy Everything This Charming Town Has. This Home Can Be Purchased With A Loan Through Our Preferred Lender, Who Is Currently Offering FREE APPRAISALS—Helping Make The Buying Process Even More Accessible And Convenient. Whether You’re Looking For A Primary Residence Or An Investment In A Growing Area, This Home Checks All The Boxes With Location, Lot Size, Updates, And Character. Easy To Show! Don’t Miss Out On The Opportunity To Own A Piece Of Leesburg Charm. Call To Schedule Your Private Tour TODAY!
Listing is courtesy of: GAILEY ENTERPRISES REAL ESTATE (770-733-2596)
Listing Agent: Aiyana Ward (954-822-4657)
27215 ROANOKE DR, LEESBURG, FL 34748
$389,00039 Days on yellowkey MLS ID: G5111951
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2015Monthly Fee: $125 Tax: $7,845 (2025)Community: Arlington RidgeSingle Family
Taxes:$7,845
Remarks: YOUR NEW HOME AWAITS!!! This amazing open floor plan home has so much natural light and comfort right as you walk in the front door. Come into the open spacious living room family and dining combination with the open kitchen as well with breakfast bar for light snacks or to enjoy company while you cook. You have all the space you need to make this your forever special home. The split bedroom plan is great for when you have the out of town guest and they like a bit of space for while they are in town. The primary bedroom has an ensuite bathroom with walk in closet, double sink, vanity, separate commode and walk in shower. The home also has a water softener for the water treatment and an air purifying system built into the air conditioning system. This home sits on the second tee of the 18 hole golf course so you can watch the swings and see if yours is just right or may need some adjusting. Your other option is to just relax and enjoy the outdoors. Lots of things to do right on site so no need to travel unless you wish to be adventurous. Located close to the Florida Turnpike to go either south or north to check out all of Florida's amazing venues. This community has it's own restaurant, fitness center, pool area, golf course, pro shop and theatre. Come see if this home will fill your forever lifestyle with it's bright open floor plan and amazing outside space.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (352-729-6528)
Listing Agent: Matthew Ferland (352-408-5991)
25527 BELLE HELENE, LEESBURG, FL 34748
$185,001147 Days on yellowkey MLS ID: G5106620
INCREASED by $1 (0.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1989Monthly Fee: $165 Tax: $2,704 (2025)Community: Plantation At Leesburg Belle GroveManufactured Home
Taxes:$2,704
Remarks: Welcome to this spacious 2-bedroom, 2-bath home located in a quiet cul-de-sac. Home is located in the desirable active 55+ community in The Plantation of Leesburg. This well-maintained property is ideal as a full-time residence or a worry-free winter retreat—major updates have already been completed for you. ROOF (2022) and HOT WATER HEATER (2022). In 2021, the home received all new insulated windows, an updated porch with vinyl windows and a double-insulated roof, plus a roof over the laundry room. The home sits on a larger corner lot on a quiet cul-de-sac, offering a peaceful setting perfect for relaxing on the porch with morning coffee or a good book. Bring your golf cart—parking is available under the carport or in the laundry/storage room. Enjoy an active lifestyle in this guard-gated community with 24-hour security and a low HOA fee. Amenities include two golf courses, three swimming pools and clubhouses, a fitness center, tennis courts, pickleball, walking trails, and an on-site restaurant. Don’t miss this opportunity, call today to schedule your private showing!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Joseph Wynkoop (407-496-1673)
1008 MONTEREY DR, LEESBURG, FL 34748
$535,00015 Days on yellowkey MLS ID: G5112870
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1968 Built: 1973 Tax: $3,986 (2025)Community: Leesburg East LeesburgSpa: NoSingle Family
Taxes:$3,986
Remarks: Completely remodeled Chain of lakes Canal Front pool home! Leading directly to Lake Harris and the renowned Harris Chain of Lakes, be sure to bring those fishing poles and your boat! This beautifully updated two-story home offers the perfect blend of modern upgrades and comfortable living space. From the moment you step inside, you’ll appreciate the extensive renovations completed throughout the home including luxury vinyl plank flooring, crown molding, updated lighting and ceiling fans, and a fully remodeled interior from top to bottom. The stunning kitchen has been completely redesigned and features quartz countertops, top-of-the-line LG stainless steel appliances, a stainless farmhouse sink, and an impressive walk-in butler’s pantry complete with electric outlets for coffee makers and additional kitchen appliances. There is a lovely downstairs living room and an additional Family room upstairs complete with a custom accent wall, electric fireplace, and built in TV. Downstairs, the living room leads out to the screened pool and patio area, creating an ideal setup for entertaining. The oversized screened pool area is inviting and private, and the pool has recently been resurfaced. The backyard is fully fenced and overlooks the canal. There is also a 30-amp plug already in place for an RV or electric vehicle charging. Conveniently located downstairs is a beautifully updated half bath for guests. Upstairs you’ll find spacious guest bedrooms and a fully remodeled guest bathroom showcasing beautiful tile work, updated fixtures, and modern finishes. One of the guest bedrooms even offers its own private balcony with water views. The spacious primary suite easily accommodates a king-sized bed with additional room for a sitting area and features private balcony access overlooking the pool. The luxurious primary bath has been completely remodeled with dual sinks, a soaking tub, and separate shower. Additional upgrades include a new air conditioning system with Nest remote access capability and a new water heater. Located just minutes from Venetian Gardens, downtown Leesburg, restaurants, shopping, medical facilities, boat ramps, and waterfront attractions including ski beach, this is a rare opportunity to own a move-in ready waterfront home on the Chain of Lakes.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Lena Williams (352-435-4663)
2353 W COACH N FOUR DR, LEESBURG, FL 34748
$149,000158 Days on yellowkey MLS ID: G5106192
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1196 Built: 1990Monthly Fee: $51 Tax: $1,908 (2025)Community: Leesburg East Coachwood Colony Add 02Spa: NoManufactured Home
Taxes:$1,908
Remarks: CHARMING 2 BEDROOM HOME LOCATED IN THE DESIRABLE COMMUNITY OF COACHWOOD EAST, LEESBURG, FLORIDA. WELCOME TO THIS WELL-MAINTAINED 2 BEDROOM 2 BATH HOME OFFERING APPROZIMATELY 1,196 SQ FT. NOT INCLUDED IN THAT SQUARE FOOTAGE IS A BEAUTIFUL FLORIDA ROOM OVERLOOKING COOMMUNITY. SITUATED IN A SOUGHT-AFTER HOA COMMUNITY WITH LOVE MONTHLY FEES. FEATURES OF THIS HOME INCLUDE NEW DISHWASHER 2025, NEW 40 GALLON GAS WATER HEATER IN 2025, NEW SHINGLED ROOF IN FEBRUARY 2025, NEW HEAT PUMP CENTRAL AIR 2021. RESIDENTS ENJOY ACCESS TO OUTSTANDING COMMUNITY AMENTIES INCLUDING HEATED POOL, CLUBHOUSE, SHUFFLEBOARD COURTS, AND LOADS OF ORGANIZED ACTIVITIES THAT CREATE AN ACTIVE AND SOCIAL LIFESTYLE. THIS PROPERTY OFFERS THE PERFECT BLEND OF COMFORT, CONVENIENCE, ND COMMUNITY LIVING--IDEAL FOR FULL TIME RESIDENTS OR SEASONAL ENJOYMENT. EASY ACCESS TO SHOPPING, DOCTORS, MEDICAL FACILITIES, THE VILLIAGES, RESTAURANTS, ENTERTAINMENT. CALL YOUR AGENT TODAY AND MAKE AN APPOINTMENT TO SEE THIS OUTSTANDING HOME.
Listing Agent: Joan Defoe (352-435-4663)
5089 EL DESTINO DR, LEESBURG, FL 34748
$264,900147 Days on yellowkey MLS ID: G5106855
2 Days Off yellowkey (back on 6/4/2026)
REDUCED by $5,000 (1.9%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1706 Built: 1993Monthly Fee: $180 Tax: $3,287 (2024)Community: Plantation At LeesburgSpa: NoSingle Family
Taxes:$3,287
Remarks: Under contract-accepting backup offers. Bring all offers - New Price + Flooring credit available at closing (details available). 3 Bedroom 2 bath 2 Car Garage Waterfront Home! Peace of mind awaits you with the following big ticket items already in place: New Roof (2021), New HVAC Handler (2020), New Hot Water Heater (2016), From the moment you walk up, notice the lovely landscaping and that this home is on a cul-de-sac. Volume ceilings and natural light welcomes you into this open and split floor plan. Enjoy your morning coffee from a variety of areas in this home while watching the sunrise over the water! The large INSIDE laundry room has plenty of cabinetry. This home features practically 2 master suites which is a rare find while the 3rd bedroom does not have a closet, however all three bedrooms have vaulted ceilings giving them an even more spacious feel. All of this and located in The Plantation at Leesburg, a resident owned, gated golf and tennis community featuring 3 activity centers, 3 heated pools and spas, 2 fitness centers, steam rooms, saunas, softball field, tennis, archery, library, restaurant and 100+ activities each week, plus two award winning golf courses. 36 holes of year-round golf available ~ 30-45 minute drive to Orlando attractions ~ an hour drive to either coast. Call or text for a private showing today!
Listing is courtesy of: CENTURY 21 ALTON CLARK (352-728-2121)
Listing Agent: Regina Rodriguez (352-269-0450)
32744 WESTWOOD LOOP, LEESBURG, FL 34748
$204,24751 Days on yellowkey MLS ID: G5110592
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1232 Built: 1998Monthly Fee: $265 Tax: $631 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$631
Remarks: WATER VIEW! ENCLOSED LANAI! EXPECT THE UNEXPECTED! This cute home has no carpet in the main living area. The kitchen has a bright, eat in area plus a pass through window to the main living area. Your lanai is just waiting for you to come and relax and enjoy the view. 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! Expect the unexpected! ROOF 2017, WATER HEATER 2023, AC is 18 years old so a Broward Home Warranty of up to $750 is being offered with the home.
752 OLD OAKS LN, LEESBURG, FL 34748
$223,247117 Days on yellowkey MLS ID: G5108177
REDUCED by $1,000 (0.4%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1620 Built: 2000Monthly Fee: $265 Tax: $998 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$998
Remarks: .Flooring allowance is offered. FRESHLY PAINTED 2 BEDROOM/2 BATH HOME WITH A 3RD ROOM FOR OFFICE OR DEN WITH NO CLOSET. This 2 car garage home has a new roof in 2019 and a new heat pump in 2024. 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! Expect the unexpected! F
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