Location: Leesburg
Keyword(s): Leesburg High
Keyword(s) High School: Leesburg High
Do Not Show Listings
7716 PARK HILL AVE, LEESBURG, FL 34748
$379,90095 Days on yellowkey MLS ID: O6375467
REDUCED by $10,000 (2.6%) on 04/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3022 Built: 2008Monthly Fee: $42 Tax: $5,155 (2025)Community: Park Hill SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,155
Elementary School: Beverly Shores Elem
High School: Leesburg High
Tax Year: 2025
Middle School: Oak Park Middle
Remarks: PRICE JUST SLASHED—AND THIS ONE ISN’T WHISPERING, IT’S SHOUTING. This is the kind of opportunity buyers wait for… and then wish they hadn’t hesitated. One of the largest homes on one of the biggest lots in the neighborhood, now priced aggressively for a fast sale. If you’ve been watching this one, now’s your moment. Set on a rare .34-acre corner lot, this home delivers serious space—inside and out. From the soaring two-story foyer and living room to the flexible floor plan, everything here is built to live large. The first floor offers a generously sized bedroom with ideal potential for multi-generational living, while upstairs features a bright loft/office that keeps the open feel flowing throughout. And storage? Plenty of it—everywhere you turn. The kitchen is ready for real life and real entertaining, complete with double ovens, a gas stove, TWO refrigerators, a dinette area, and a separate formal dining space for hosting. Upstairs, the primary suite is a true retreat with a spacious bathroom and dual walk-in closets. Step outside and it only gets better—a fully fenced backyard this size is hard to come by. Whether it’s entertaining, relaxing, or just enjoying the Florida sunshine, you’ve got the space to do it. The screened lanai and extended patio make it even easier to enjoy year-round. With a newer upstairs A/C (2024), epoxy garage floors, and a location just minutes from Venetian Gardens, the Chain of Lakes, downtown Leesburg, shopping, dining, and major roadways—this home checks boxes across the board. Bottom line: this is a LOT of home for the money. Priced to move, and move quickly. If space, value, and potential are on your list, this one deserves your attention—now.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Carrie Pappas (352-460-1109)
2306 BUTLER ST, LEESBURG, FL 34748
$194,90031 Days on yellowkey MLS ID: G5110106
REDUCED by $10,000 (4.9%) on 04/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1192 Built: 1947 Tax: $2,497 (2025)Community: Leesburg Hillside ManorSingle Family
Taxes:$2,497
Elementary School: Leesburg Elementary
Remarks: Auction Property. Welcome to this charming in-town home nestled on a quiet cul-de-sac in the heart of Leesburg—an incredible opportunity for both homeowners and savvy investors looking for value, flexibility, and location all in one. This cozy yet versatile home offers 2 bedrooms, 1 bathroom, plus a private 1 bedroom, 1 bath in-law suite with its own entrance, giving you the functionality of a 3-bedroom home. The main living area features a light and open living/dining combination, seamlessly connected to a kitchen with bar seating that overlooks the space—perfect for everyday living and entertaining. One of the standout features is the attached in-law/guest suite, complete with a small kitchenette, private bathroom, and screened porch—ideal for extended family, guests, a teenager’s retreat, or even potential rental income. This home is sold AS-IS and needs some repairs. Situated on a generous 0.27-acre lot, the home boasts a large fenced backyard with endless possibilities—whether you're envisioning a garden, outdoor entertaining space, or future improvements. There’s plenty of room to enjoy the Florida lifestyle. Additional highlights include a roof replaced in 2020 and a location that puts you just minutes from shopping, dining, schools, and all the conveniences Leesburg and the Golden Triangle area has. Affordable, flexible, and full of potential—this is the kind of opportunity that doesn’t last long. Schedule your showing today!
Listing is courtesy of: BEACON REAL ESTATE & ASSOC (352-253-9200)
Listing Agent: Al Spry (407-310-3064)
4219 MAGNOLIA AVE, LEESBURG, FL 34748
$538,00053 Days on yellowkey MLS ID: G5109030
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2381 Built: 1984 Tax: $6,499 (2025)Community: N/ASingle Family
Taxes:$6,499
Remarks: PRIVATE OASIS - ON THE WATER!! A home should melt the day’s stress away. This Harris Chain of Lakes, canal front home is designed to do just that. After you close your front door – enjoy a home like no other, as this home was custom built and professionally renovated. The backyard is designed for privacy, quite water views, gardening beds, fire pit area, multiple layered decking. How about a boat dock to go with all this – how about 2 covered boat dock, 1boat lift, running water, electricity and a fish cleaning station. Oh, if entertaining is your thing. This home has an open concept. The chef’s kitchen, with a walk-through pantry and a large island that flows into 2 separate areas of the house. Together they offer 4 sliding patio doors to the backyard oasis. 1 patio door is a 3-door accordion style, that opens all the way up. This set up provides a wonderful indoor-outdoor feel. Do you need a multi-generational home – or a home with an office? This custom Spanish/Mediterranean style home including a 4 bed/ 3 full bath split lay-out. The split Bedroom style includes a set up for an in-law suite, home office or perfect multi-generational living, with its own private entrance. (there is even a U-Haul storage facility across the street for multi-generational storage if needed, mom’s furniture or child’s furniture is so close, but not overfilling your home) The large Master Bedroom, more privacy - with a walk-in closet and spa bath overlooking the water views. LOCATION!! Did we talk LOCATION YET?? This home is not within a populated city, it is located off HWY 27, between Clermont and Leesburg. Right in the middle of everything you want to do in FL. 1.5 hours from both the east and west coast beaches, 1 hour from Orlando and Disney, Universal, and Sea World. Have you ever thought of your backyard water access as a roadway?? You have access to many historic cities which have Farmers Markets, Events, shops, local Restaurants, you won’t find anywhere else. Plus, the Harris Chain of Lakes holds some of the biggest fishing tournaments in FL and actually connects to the ocean through the St John’s River --- ALL of this from your backyard! Reduce your worries - Roof Replaced in 2022, HVAC Replaced 2018, Clean Air UV Light and duct coating added 2024. Well and septic replace 2019, Outdoor filtration, plumbing, irrigation and saltwater tank replaced 2024.
Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (352-648-0096)
Listing Agent: Trisha Williams (260-205-7197)
518 PALO VERDE DR, LEESBURG, FL 34748
$139,00040 Days on yellowkey MLS ID: G5109413
REDUCED by $5,500 (3.8%) on 04/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1032 Built: 1974Monthly Fee: $397 Tax: $1,775 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,775
Remarks: Best-priced fully remodeled home in the desirable resident-owned 55+ community of Hawthorne at Leesburg, featuring extensive upgrades and being offered turnkey and move-in ready. Recent improvements include all new windows, a brand-new AC (2025), a new front door, replaced subfloors, new drywall throughout, fresh trim and interior paint, and upgraded laminate flooring. The kitchen has been refreshed with new cabinets, countertops, a new microwave, and sink, while the bathrooms have been remodeled for a clean and modern look. The home also includes a washer and dryer, utility sink with added cabinet in the laundry area, new beds, new rugs, and a new TV. The exterior has been recently power washed, adding to the home’s clean and well-maintained appearance. Inside, the thoughtful updates create a bright, modern, and comfortable living space, making this 2-bedroom, 2-bathroom home truly move-in ready. Located inside a secure gated community with a 24-hour staffed gatehouse and monitored entrances with barcode access, residents enjoy peace of mind along with access to a vibrant and active lifestyle. The monthly maintenance fee of $397 includes water, sewage, lawn mowing, private emergency services, and access to a wide variety of activities and clubs. Hawthorne at Leesburg is an active, resident-owned 55+ waterfront cooperative community known for its beautifully landscaped grounds, scenic lakes with illuminated fountains, and relaxing outdoor spaces. Residents enjoy access to an impressive list of amenities including a large clubhouse with seating for 550, a full-time activities coordinator, hospitality lounge, card rooms, craft rooms, billiards room, fitness center, library, fine arts room, and more than 100 community activities. Outdoor amenities include excellent fishing, a geo-thermally heated pool, two therapeutic pools, and a private marina with over 120 boat slips offering access to the Harris Chain of Lakes. Hawthorne at Leesburg allows a maximum of two occupants per home (primary resident must be at least 55 and the second occupant at least 50). No pets permitted; service animals are allowed. A one-time $1,000 capital contribution is paid by the buyer at closing. Whether you are looking for a full-time residence or a seasonal Florida retreat, this beautifully updated home offers low-maintenance living in a secure and welcoming community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Daniela Patton (407-219-1068)
5405 QUEEN VICTORIA DR, LEESBURG, FL 34748
$289,90088 Days on yellowkey MLS ID: W7882213
REDUCED by $10,000 (3.3%) on 04/23/2026
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. 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!
Listing is courtesy of: ISLAND REAL EST&PROP MGMT INC (727-804-7719)
Listing Agent: Erik Parks (727-804-7719)
33608 OVERTON DR, LEESBURG, FL 34788
$489,90080 Days on yellowkey MLS ID: O6378821
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2554 Built: 1988 Tax: $2,252 (2025)Community: Silver Lake Hill SubSingle Family
Taxes:$2,252
Elementary School: Treadway Elem
Remarks: Motivated seller! This is one of the best opportunities currently available in this price range in Silver Lake, Leesburg. Compared to similar homes, this property stands out with its complete top-to-bottom renovation; every major component has been updated, including a brand-new roof, AC, and new luxury vinyl flooring throughout, delivering a true move-in-ready experience. The redesigned kitchen features granite countertops, custom shelving, and modern finishes, opening to spacious living areas centered around a warm, inviting fireplace. And the rare combination of no HOA with RV/boat parking, offering both immediate comfort and long-term value. Bathrooms have been thoughtfully upgraded with quartz countertops and contemporary fixtures, while custom shelving throughout the home enhances both storage and functionality. Positioned on a generous lot, this property offers the flexibility today’s buyers are looking for, including space for RV or boat parking - all without HOA limitations. Conveniently located near shopping, dining, and major roadways, the home combines modern upgrades with everyday convenience. Ask about available buyer incentives and financing options that may help reduce your out-of-pocket costs or monthly payment. Fully renovated. New roof. New AC. No HOA. RV/Boat parking. Now offered at $489,900. Schedule your showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Carl Bazelais (321-426-0831)
714 OAKS SHORES RD, LEESBURG, FL 34748
$699,0008 Days on yellowkey MLS ID: G5111040
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2675 Built: 2022Monthly Fee: $83 Tax: $4,830 (2025)Community: Leesburg Majestic Oaks ShoresSpa: NoSingle Family
Taxes:$4,830
Remarks: One or more photo(s) has been virtually staged. This well-maintained home is situated in the highly sought-after gated community of Majestic Oaks in Leesburg. The property features an open floor plan connecting the living room, dining area, and kitchen, providing functional living and entertaining space. The primary bedroom includes a large walk-in closet and an en suite bathroom with a walk-in shower featuring multiple shower heads and a separate tub. A secondary en suite bedroom also offers a walk-in closet and walk-in shower, suitable for guests or multi-generational living. The kitchen includes a walk-in pantry, ample cabinetry, and a countertop with seating. Additional interior space includes an office/den, offering flexibility for work or other uses. This property features a sparkling heated pool enclosed within a screened birdcage, creating the perfect private outdoor retreat, complemented by beautifully sealed paver surfaces. Screened front porch, solar tube in the laundry room. The home is equipped with whole-house window tinting for enhanced energy efficiency and privacy, along with ceiling fans in every bedroom. Additional upgrades include an epoxy-coated garage floor, comfort-height toilets throughout, a full gutter system, and a hot water recirculation system for near-instant hot water. A detached shed provides convenient extra storage space. This home blends practical upgrades with everyday luxury, ready for you to move in and enjoy. The property also includes deeded lake access with a community dock located across the street.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Joseph Wynkoop (407-496-1673)
1108 APPLE TER, LEESBURG, FL 34748
$220,000317 Days on yellowkey MLS ID: G5098060
5 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1418 Built: 2005Monthly Fee: $230 Tax: $2,257 (2024)Community: Leesburg Royal Oak EstatesVilla
Taxes:$2,257
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Freshley painted - 3 bedroom, 2 bath villa with open concept, split bedroom plan in the gated Royal Oak Estates with community pool, clubhouse, exercise room, banquet hall, shuffleboard and picnic pavilion. Concrete block villa has a large screened in birdcage/lanai with a 9" X 5" storage closet and a corner garden. Fan/lights in all bedrooms and great room. Breakfast bar separates kitchen and living/family room. Inside laundry with washer and dryer included. Carefree living in a great community just a short drive to Brownwood Square with free nightly entertainment and great restaurants and shopping in The Villages. Close to downtown Leesburg but in a low traffic location. Seller is willing to consider owner financing with contract for deed or Deed of Trust for up to 10 years with a minimum of 20% down on a full price offer. This property is eligible for USDA financing. First-time homebuyers can get 100% financing and finance all closing costs up to the appraised value.
Listing is courtesy of: ROCHETTE REALTY LLC (863-529-2997)
Listing Agent: Edward Rochette (352-504-0210)
29875 ANAHID DR, LEESBURG, FL 34748
$325,000255 Days on yellowkey MLS ID: O6335485
REDUCED by $24,990 (7.1%) on 04/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2021Monthly Fee: $54 Tax: $4,492 (2024)Community: Lake Denham EstatesSingle Family
Taxes:$4,492
Remarks: Welcome to this beautifully maintained 4-bedroom, 2.5-bath home built in 2021, offering the perfect blend of comfort, style, and functionality. Featuring a highly desirable primary suite on the first floor, this home is ideal for both convenience and privacy. Step inside to discover a bright, open-concept layout designed for modern living and effortless entertaining. The kitchen is a true centerpiece, showcasing granite countertops, 42” cabinetry, stainless steel appliances, and a spacious island that overlooks the main living area. The first-floor primary suite offers a peaceful retreat with ample space, while upstairs provides additional bedrooms perfect for family, guests, or a home office. Enjoy outdoor living in your fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your own private space. Located in a vibrant community, residents have access to resort-style amenities, including a sparkling pool, playground, and scenic walking trails. This home has been meticulously maintained, with major systems including the roof, HVAC, and flooring all from 2021. Conveniently located just minutes from downtown Leesburg, major highways, shopping, and dining, this property offers both tranquility and accessibility. Don’t miss your chance to own a modern home in a prime location—schedule your private showing today!
Listing is courtesy of: KINGS REALTY & CO LLC (407-353-7176)
Listing Agent: Sarah King (407-353-7176)
2717 SEMINOLE TRL, LEESBURG, FL 34748
$163,00088 Days on yellowkey MLS ID: G5106545
0 Days Off yellowkey (back on 3/4/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1945 Tax: $1,675 (2025)Community: Edgewood Park SubSingle Family
Taxes:$1,675
Elementary School: Fruitland Park Elem
Remarks: Under contract-accepting backup offers. This 1,152 sqft Home is Packed with potential!! Welcome home to this cozy three-bedroom, two-bath property situated on nearly an acre with no HOA or CDD! The spacious living room creates the perfect space for entertaining guests, with a charming kitchen. The dining area futures double doors that- Opens up to a large patio and generous backyard, there's plenty of room to design your own private oasis ideal for hosting barbecues with friends and family or storing your boat or RV. Property is perfect for homeowners or rental investment, tranquil rural setting. while conveniently located minutes from downtown Leesburg. Please call to set up a showing today. Bring all offers!!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)
Listing Agent: Kodee Napier (352-272-7812)
8634 OAKSTONE CIR, LEESBURG, FL 34788
$373,99075 Days on yellowkey MLS ID: O6379065
INCREASED by $9,000 (2.5%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 2026Monthly Fee: $100 Tax: $239 (2025)Community: Oakstone FarmsSingle Family
Taxes:$239
Remarks: Under Construction. The Miramar is located in Oakstone Farms, a brand-new community just 5.5 miles from Downtown Leesburg and the Harris Chain of Lakes, offering peaceful pond waterfront views in a thoughtfully planned neighborhood. Residents enjoy dedicated community greenspace, a dog park, and a tot lot, all conveniently close to Downtown Leesburg. A striking 8’8” full-lite glass front door welcomes you into a foyer with 9’4” ceilings and an open-concept layout designed for modern living. The great room is filled with natural light and enhanced by additional flush-mount lighting, creating a bright and inviting atmosphere. At the heart of the home, the gourmet kitchen showcases a large center island, granite countertops, abundant cabinetry, and a spacious pantry, seamlessly connecting to the main living areas for effortless entertaining. The Miramar’s split-bedroom floor plan provides excellent privacy. Just off the foyer, two secondary bedrooms share a bathroom with a tile tub/shower combination, while an adjacent guest bedroom features its own private bath with a tiled shower, ideal for visitors or multigenerational living. Privately positioned at the rear of the home, the primary suite offers a true retreat with a large walk-in closet and a spa-inspired bath featuring a tiled shower and linen closet. Ceramic tile flooring extends throughout the main living areas, with carpeted bedrooms for added comfort. A centrally located laundry and mud room with washer and gas dryer adds everyday convenience. Additional highlights include Smart Home features such as a Ring video doorbell, smart thermostat, keyless entry smart door lock, and Deako switches. This gas home also includes a tankless gas water heater, architectural shingles, gutters, insulated windows, and a paver entry and driveway. Enjoy tranquil pond views from the covered rear patio, along with the functionality of a two-car garage. Backed by a full builder warranty, The Miramar delivers modern design, privacy, and waterfront living in one of Leesburg’s newest communities.
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
2309 ANGEL FISH LOOP, LEESBURG, FL 34748
$329,00057 Days on yellowkey MLS ID: OM719694
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1337 Built: 2012Monthly Fee: $29 Tax: $3,487 (2025)Community: Ashton WoodsSingle Family
Taxes:$3,487
Remarks: 3/2/2 CBS Home where Rustic Elegance Meets Modern Comfort. Experience the perfect blend of stylish design and pastoral tranquility in this stunning, open and airy residence. The double french doors open out to the screened in back porch. Designed to maximize both space and light, this home offers a refreshing atmosphere that immediately feels like a retreat. Ceramic and luxury vinyl tile throughout the main living areas and carpeting to snuggle the feet in the bedrooms make this home cozy. The heart of the home features a sleek galley-style kitchen, masterfully updated with premium granite countertops that provide ample prep space for the home chef. The living areas boast dramatic vaulted ceilings, enhancing the sense of volume and freedom throughout the floor plan. Climate Control: Stay cool year-round with stylish ceiling fans strategically placed to complement the natural airflow. Convenience: Enjoy the ultimate functional luxury of a dedicated inside laundry room, making chores seamless and tucked away. This property combines the community feel of a neighborhood with the serene, wide-open "country feel" of the adjacent farmstead.
Listing is courtesy of: HOMERUN REALTY (352-624-0935)
Listing Agent: Madison Allen (352-875-7915)
29994 ANAHID DR, LEESBURG, FL 34748
$289,999132 Days on yellowkey MLS ID: S5140236
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1342 Built: 2022Monthly Fee: $50 Tax: $4,279 (2025)Community: Lake Denham EstatesSingle Family
Taxes:$4,279
Remarks: Located in the idyllic Lake Denham Estates community in Leesburg, this well-maintained 3-bedroom, 2-bathroom home offers comfort, privacy, and convenience just minutes from the Florida Turnpike. Residents enjoy resort-style amenities including a community pool, yoga lawn, dog park, and playground. The home is ideally situated near outdoor recreation, shopping, and dining. Inside, the layout is inviting and functional, while the covered rear lanai creates the perfect outdoor retreat. Relax on a comfortable patio set and take in unobstructed sunset views, with a backyard that feels private and peaceful—ideal for unwinding or entertaining.
Listing Agent: Tyra Goodrich (407-405-7546)
2587 SUMMER STAR WAY, LEESBURG, FL 34748
$299,999467 Days on yellowkey MLS ID: S5118419
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1725 Built: 2021Monthly Fee: $67 Tax: $3,466 (2024)Community: Seasons/HillsideSingle Family
Taxes:$3,466
Middle School: Carver Middle
Remarks: Beautiful 3 bedrooms 2 baths home located at the subdivision Season at Hillside. This property offers open concept, split bedrooms, spacious bathrooms, GE stainless steel appliances, gas range oven, microwave, dishwasher, garbage disposal, natural gas heating, Masterbrand oak Cabinet with 36" Upper, R-38 blown in ceiling insulation, double sliding patio doors, lanai, mature landscaping, oversize lot and long driveway. At just 8 minutes away enjoy Downtown Leesburg, H.O. Dabney Pool, Leesburg Lake Front Ski Beach & Grill for a fun day with Friends & Family. DPA available for First Time Home Buyers. Text or Call us Today. CHECK VIRTUAL TOUR!
Listing is courtesy of: CERRAMAR REALTY CORP (407-405-1527)
Listing Agent: Magda Cerra (407-405-1527)
500 NEWELL HILL RD #108B, LEESBURG, FL 34748
$69,90079 Days on yellowkey MLS ID: W7882615
5 Days Off yellowkey (back on 4/20/2026)
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!
27437 DESERT ROSE CT, LEESBURG, FL 34748
$400,000235 Days on yellowkey MLS ID: O6339748
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2115 Built: 2005Monthly Fee: $278 Tax: $4,740 (2024)Community: Leesburg Legacy Unit 03 Lt 259Single Family
Taxes:$4,740
Remarks: Prepare to be impressed by this beautiful 3-bedroom, 2-bath home located in the highly desirable Legacy of Leesburg community! From the moment you arrive, you’ll notice the extended driveway, lush landscaping, and the convenience of a 2-car garage plus a separate golf cart garage. A charming front courtyard welcomes you inside, where you’re greeted by a formal living room and a versatile flex space perfect for a home office or reading nook. The kitchen, truly the heart of the home, is a chef’s delight with stainless steel appliances, quartz countertops, a farmhouse sink, handsome backsplash, breakfast bar seating, and a cozy breakfast nook with sliding glass doors leading out to the screened lanai. The spacious primary suite features walk-in closets, dual sinks, a glass enclosed shower, and a linen closet. On the opposite side of the home, two additional bedrooms share a full bath one of which is currently set up as a custom home office with built-in desk and cabinetry. Step through the laundry room into the garage, where you’ll find not only two full size parking spaces and a golf cart garage, but also a large workshop with abundant storage for tools and equipment. The central vacuum system is also conveniently located here. Additional highlights include an oversized lot of more than half an acre and energy savings with a solar power system under an affordable, transferable lease. Legacy of Leesburg is a gated, active-adult community offering an incredible lifestyle with walking trails, clubhouse, library, billiards, resort-style heated pool, social events, RV & boat storage, cable, internet, and lawn maintenance including. Conveniently located near major highways, shopping, and dining.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Milton James (407-572-4458)
212 CRESTRUN LOOP, LEESBURG, FL 34748
$599,000549 Days on yellowkey MLS ID: O6248940
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3978 Built: 2007Monthly Fee: $46 Tax: $165 (2023)Community: Leesburg Crestridge At LeesburgSingle Family
Taxes:$165
Tax Year: 2023
Remarks: Experience Mediterranean Elegance at Its Finest Step into timeless sophistication with this exquisite two-story residence nestled in the prestigious Crestridge at Leesburg community. Originally the model home, this masterpiece showcases the finest craftsmanship, designer upgrades, and refined architectural details that speak to elevated living. From the moment you arrive, the lush, manicured landscaping welcomes you into a lifestyle of elegance and grace. Boasting 4 spacious bedrooms and 3.5 luxurious baths, this home blends comfort with grandeur at every turn. The grand foyer opens to a stunning formal living and dining space—perfect for elegant entertaining. Gracefully accented with four stately columns, this area exudes character and charm. A bespoke built-in wine display adds a sophisticated touch for the discerning connoisseur. The heart of the home is the gourmet kitchen, adorned with granite countertops, stainless steel appliances, a generous walk-in pantry, and an intimate breakfast nook. Adjacent, the expansive family room offers a warm and inviting ambiance, anchored by a beautiful fireplace, ideal for both intimate gatherings and lively celebrations. The primary suite is a serene retreat, featuring rich wood flooring, a private balcony for tranquil evenings, and a luxurious en-suite bath complete with a spa-style soaking tub, custom granite vanities, separate shower, and a custom-designed walk-in closet. A thoughtful touch includes a mirrored built-in jewelry storage wall unit, showcasing the home’s attention to detail. Two additional bedrooms are joined by a stylish Jack-and-Jill bath, while a fourth bedroom and versatile bonus room—perfect for a home office or creative studio—provide flexible living options. This bonus space also opens to a quaint exterior balcony, offering additional charm. For the hobbyist or enthusiast, the air-conditioned garage offers the perfect canvas for a private gym, man-cave, or elegant retreat. This residence is truly one-of-a-kind, with too many custom features to list. Conveniently located near historic downtown Leesburg and ViaPort for premier shopping, dining, and entertainment, this home combines luxury with lifestyle. Seller is offering $5,000 in concessions for full-price offers, and select furnishings may be included with the right offer. Schedule your private tour today and step into the lifestyle you deserve.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Yolanda Presley, Llc (352-461-7241)
2022 EDGEWOOD RD, LEESBURG, FL 34748
$279,900136 Days on yellowkey MLS ID: O6365720
REDUCED by $6,000 (2.1%) on 04/19/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2376 Built: 1963 Tax: $1,921 (2024)Community: N/ASingle Family
Taxes:$1,921
Middle School: None
Remarks: 3 BEDROOMS - 3 FULL BATHROOMS - FOR UNDER 300K! Step into this lovely 3-bedroom, 3-bath block home, thoughtfully designed to offer comfort, style, and everyday convenience. The spacious open-concept layout creates a natural flow for both daily living and entertaining. At the heart of the home is a updated kitchen featuring an abundance of cabinetry, expansive counter space, a center island with built-in cooktop, and barstool seating, ideal for casual dining or hosting gatherings. Light-filled living and dining areas enhance the inviting atmosphere, while each generously sized bedroom provides comfort and flexibility. With three full bathrooms, everyone enjoys added privacy and convenience. Experience true Florida living on the charming front porch or the peaceful back porch, perfect for morning coffee or relaxing evenings outdoors. The tranquil yard and quiet setting offer a serene retreat, yet you're only minutes from major shopping, dining, and everyday amenities. Don’t miss the opportunity to own this beautifully updated home in a highly desirable Leesburg location. Schedule your private tour today!
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Scott Cohara (407-398-9554)
24725 BRIGHTWATER CT, LEESBURG, FL 34748
$346,400170 Days on yellowkey MLS ID: TB8445644
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2132 Built: 2000Monthly Fee: $165 Tax: $2,454 (2024)Community: Plantation At Leesburg Sawgrass VillageSingle Family
Taxes:$2,454
Remarks: Owner financing available if qualify, 3 bed room split floor plan with 2 master bed rooms and 2.5 baths, Brand New (2025) hot water heater, washer dryer, back electronic entry, plus golf cart bay with it’s own door and workshop, home generator, 27 fully owned by home solar panels (member owned coop electric company, SecoEnergy), Blue bath shower upgrade about 2023, Kitchen appliances about 2022, Roof & AC duct work, condensers, air handler, furnace new in 2018. Plantation is a nationally sought after, vibrant, 55+, Active, gated community with a plethora of activities. Live at your Country Club.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
4721 TARA VIEW ROAD, LEESBURG, FL 34748
$309,90070 Days on yellowkey MLS ID: O6380183
REDUCED by $5,000 (1.6%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 1994Monthly Fee: $180 Tax: $1,740 (2024)Community: Plantation/Leesburg Tara ViewSpa: NoSingle Family
Taxes:$1,740
Remarks: Welcome-Bienvenido to The Plantation in Leesburg! The seller is open to assisting the buyer with CLOSING COST, subject to acceptable terms. Discover the perfect blend of comfort in this 3-Bedroom 2-bath home, featuring an open floor plan with tile and carpet flooring throughout. The beautifully landscaped front yard is adorned with vibrant flowers, adding charm and curb appeal. The Plantation at Leesburg is a lively and welcoming 55+, a secure 24/7 gated active community. Residents enjoy resort-style amenities including swimming pools, tennis courts, a basketball court, a fully equipped gym, and a stunning clubhouse. Love golf? This community boasts two 18-hole golf courses featuring a full-service restaurant and bar, perfect for socializing and unwinding, and three fully staffed activity centers. There’s always something exciting to do: Table tennis, Tai Chi, video aerobic exercises, walk away the pounds, water aerobics, water volleyball, yoga, cornhole, horseshoe, men's golf association, pickle ball, Ladies golf association, softball. The community is ideally located less than an hour from the magic of Disney World, Universal Studios, and Sea World. Only ten minutes from Downtown Leesburg, you’ll find a variety of shops, restaurants, and easy access to nearby lakes and parks. It’s the perfect spot for your permanent vacation! Live an active and fulfilling lifestyle with a calendar full of community events and activities designed just for you! Don't miss out on this incredible opportunity—schedule your private tour today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Rosa Hughes (407-529-9299)
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