Location: Acreage & Unrec, Leesburg
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1017 CYPRESS ST, LEESBURG, FL 34748
$255,000211 Days on yellowkey MLS ID: O6366906
REDUCED by $3,000 (1.2%) on 06/18/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2167 Built: 1957 Tax: $4,469 (2025)Community: Acreage & UnrecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,469
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
10220 BUMBLEBEE LN, LEESBURG, FL 34788
$1,000,000117 Days on yellowkey MLS ID: O6391392
REDUCED by $100,000 (9.1%) on 07/12/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2718 Built: 1996 Tax: $6,404 (2025)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$6,404
Remarks: Welcome to a rare opportunity to own 1.35 private acres directly on Lake Harris, part of Central Florida’s legendary Harris Chain of Lakes, where boating, fishing, entertaining and peaceful waterfront living begin right in your own backyard. Tucked away at the end of the road, this unique waterfront property offers a combination of acreage, privacy and direct lake access that is becoming increasingly difficult to find. The heart of the home is an impressive 34’ x 25’ open living, dining and kitchen area with soaring cathedral ceilings and two dramatic 12-foot accordion glass doors that open the home to the screened pool, spa and panoramic lake views beyond, creating an incredible indoor-outdoor setting for entertaining family and friends. The beautifully renovated kitchen is designed for gathering and features an oversized island, farmhouse sink, premium KitchenAid appliances, abundant cabinetry and two dishwashers, while the flexible floor plan includes three bedrooms on the main level plus a private approximately 725-square-foot upstairs guest or in-law suite with its own interior and exterior entrances, kitchenette, full bath and washer/dryer combination, making it ideal for extended family, guests or multigenerational living. The spacious primary suite opens directly to the pool and features dual walk-in closets, split granite vanities, a jetted tub and a large walk-in shower. Outside is where this property truly separates itself, with approximately 110 feet of Lake Harris frontage and an extraordinary dock stretching more than 160 feet into the lake, complete with electricity, water, lighting and a covered 4,500-pound boat lift, giving you direct access to miles of boating throughout the Harris Chain of Lakes. Spend the morning fishing, cruise through the scenic Dora Canal, travel by boat to waterfront dining and entertainment in Tavares, return home for an afternoon by the pool, and end the day watching the sunset over the water. The expansive 1.35-acre setting provides exceptional flexibility for boats, RVs, trailers and future possibilities, including an area that may be ideal for a detached garage or workshop, with the unique property layout offering potential access from an adjoining dead-end road, subject to county and applicable approvals. Additional features include no HOA, a private well and septic system, a powered storage shed, an outdoor-access full bathroom convenient to the pool and lake, generous storage and individually controlled mini-split systems throughout the home. Located just minutes from everyday conveniences and an easy drive to the waterfront entertainment of Tavares and the restaurants, shops, festivals and charm of historic downtown Mount Dora, this is more than a lake house—it is an opportunity to own acreage, privacy and direct access to one of Florida’s most desirable boating lifestyles.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Tom Langmann (321-229-2041)
1100 N PALMETTO ST, LEESBURG, FL 34748
$795,00047 Days on yellowkey MLS ID: TB8509243
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2765 Built: 1952 Tax: $4,521 (2025)Community: Acreage & UnrecSingle Family
Taxes:$4,521
Elementary School: Beverly Shores Elem
High School: Leesburg High
Middle School: Carver Middle
Remarks: Seller is open to seller financing with a 25% + downpayment & a shorter balloon period. Experience extraordinary lakefront living from this beautifully renovated waterfront retreat surrounded by towering mature palms, lush tropical landscaping, and breathtaking panoramic views of Lake Griffin on the renowned Harris Chain of Lakes. Perfectly positioned on an 1.08 acre lot with approximately 125 feet of direct waterfront frontage and neighboring the serene 40-acre Bourlay Historic Nature Park. This remarkable property offers an unmatched blend of privacy, natural beauty, and timeless elegance with no HOA restrictions. From the moment you arrive, the home’s impressive curb appeal and meticulous attention to detail are immediately evident. Over 500 feet of charming picket fencing frame the property while mature landscaping creates a welcoming and picturesque setting. A spacious screened front porch invites you into an interior designed to capture both comfort and sophistication. Inside, soaring 12-foot vaulted ceilings, wide-plank Tigerwood flooring, crown molding, plantation shutters, and expansive French doors create a warm yet refined atmosphere throughout the residence. At the heart of the home is a stunning open-concept living area designed to maximize the spectacular waterfront views. The expansive great room features a gas fireplace and an impressive wall of windows that fill the home with natural light while showcasing the sparkling lake beyond. Seamlessly connected to the living space is the gourmet style kitchen, thoughtfully designed with rich custom wood cabinetry, granite countertops, built-in food warmer, easy pull-out cabinet drawers with lazy Susans, stainless steel appliances, and a large center island ideal for entertaining or meal prepping. Every detail of the kitchen was carefully selected to combine beauty & functionality while embracing the home’s exceptional lakefront setting. The primary suite serves as a peaceful private retreat with tranquil water views, its own gas fireplace, French doors leading directly to the screened lanai, and a spa-inspired en-suite bath featuring an oversized soaking tub, and a separate walk-in shower. Each additional bedroom offers the comfort & convenience of a private bathroom, creating ideal accommodations for family or guests. Additional flex space provides versatile living options such as a den/bedroom. Outdoor living is equally impressive and perfectly suited for enjoying Florida’s year-round lifestyle. The expansive screened lanai features a wet bar and opens effortlessly to over 630 square feet of paved patio space, complete with a natural gas hookup for grilling, an infrared spa that seats 4, and outdoor entertaining. The oversized backyard offers endless possibilities, including ample room for the future pool of your dreams, all while overlooking the tranquil water and sunset views. Additional parking space that's prefect for your boat or RV with completely fenced front yard. This exceptionally maintained residence also offers the convenience and peace of mind of city water, sewer, natural gas service, a newer roof, and a generator. Boating enthusiasts will appreciate direct access to the Harris Chain of Lakes, with fishing, waterfront dining, cruising through interconnected lakes, and exploring nearby charming lakefront towns. Ideally located just minutes from historic downtown Leesburg, The Villages, Leesburg International Airport, shopping, dining, and entertainment.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Jac Smith (727-228-1777)
9844 POE ST, LEESBURG, FL 34788
$285,000104 Days on yellowkey MLS ID: G5110417
0 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2736 Built: 1976 Tax: $4,400 (2025)Community: Acreage & UnrecSingle Family
Taxes:$4,400
Remarks: Under contract-accepting backup offers. It is all about this beautiful 7.12-acre tract of lakefront property. The interesting FACT that it is within the City limits of Leesburg, maybe a commercial zoning? Perfect for livestock and fun adult toys, boats, etc. The structures were beautiful at one time, not so much now. House has not been occupied in years. This property needs a lot of cleaning up and vision for a new home. The ground itself is of good elevation the lake is located at the SW corner of the property. The north end of the property elevation will provide views of the lake and the beautiful Florida landscape. There is a 30,000-gallon in-ground pool, kiddie pool, and spa installed in 2016. Sold As-Is. There are nice homes on each side, and the location makes travel easy. Endless possibilities to start planning the layout where you would like to build your dream home on acreage. Short distance to Lake Yale, Lake Griffin, Lake Eustis, and Lake Harris. Have the country lifestyle yet close to shopping, medical, and entertainment.
Listing is courtesy of: FLORIDA LAND & RANCH BROKERS (352-267-3131)
Listing Agent: Debbie Payne (352-267-3131)
1000 BOYLSTON ST, LEESBURG, FL 34748
$465,00094 Days on yellowkey MLS ID: G5110902
REDUCED by $15,000 (3.1%) on 06/24/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3025 Built: 1958 Tax: $4,575 (2025)Community: Acreage & UnrecSingle Family
Taxes:$4,575
Remarks: Welcome home to this spacious and versatile 5-bedroom, 3-bath home with over 3,000 sq. ft. and NO HOA in the heart of Leesburg! Featuring a private interior in-law suite complete with its own kitchenette, this flexible layout is ideal for multi-generational living or extended guests. Tucked away for a sense of privacy, you're still just minutes from shopping, dining, downtown Leesburg, Venetian Gardens, the community boat ramp to the Harris Chain of Lakes, ski beach, and endless local events and entertainment. The heart of the home showcases a beautifully updated main kitchen featuring high-level granite countertops, stainless steel appliances, rustic knotty pine cabinets, and updated tile flooring. Multiple spacious living areas provide room for everyone, while both a brick fireplace and a cast iron fireplace create the perfect setting for cozy evenings at home. Step outside and enjoy Florida living at its finest on the screened-in paver patio, perfect for year-round relaxing or entertaining. The fully fenced backyard includes a raised garden, a convenient outdoor sink, and separate golf cart parking. Whether enjoying peaceful mornings outdoors, hosting family gatherings, or enjoying boating, fishing, skiing, and more, this property offers a lifestyle as inviting as the home itself, just minutes from your front door. This is more than just a home—it’s the complete Florida lifestyle package! *Aerial photo property lines are an estimate and to be verified by buyer.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Brandie Mathison-Klein (407-488-3446)
9315 E TREASURE ISLAND AVE, LEESBURG, FL 34788
$249,99952 Days on yellowkey MLS ID: G5112790
4 Days Off yellowkey (back on 6/23/2026)
REDUCED by $38,001 (13.2%) on 06/10/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1018 Built: 1961 Tax: $2,359 (2025)Community: Acreage & UnrecSingle Family
Taxes:$2,359
Remarks: Under contract-accepting backup offers. INVESTOR ALERT: 5.1-Acre Value-Add Land Play | Leesburg Growth Corridor - Status: Fixer-Upper / Clean-Up Required | Seller Highly Motivated Unleash your imagination on this massive 5.1-acre concrete block fix and flip investment home located at 9315 E Treasure Island Ave in beautiful Leesburg, Florida. Nestled in Lake County—one of the absolute fastest-growing regions in Central Florida—this property represents an unparalleled opportunity for a savvy investor, a developer, or someone looking to expand on a private compound while watching their equity skyrocket. THE PROPERTY & THE POTENTIAL The property features a main building footprint (perfect fixer-upper project), two storage sheds, and an on-site RV. Property Type: Fixer-Upper / Value-Add Land Play Total Acreage: 5.10 Private Acres Current Structures: Main house structure, 2 outbuilding sheds, 1 RV. Seller Note: MOTIVATED SELLER! The property is being sold completely AS-IS. Debris, old equipment, and the RV are to be moved/cleared by the buyer, leaving you a clean slate to build your dream. THE LOCATION: IN THE HEART OF THE BOOM Leesburg is experiencing a historic residential and commercial building boom. Major infrastructure improvements, new construction master-planned communities, and massive retail expansions are happening right down the street. You get the rare combination of old-Florida privacy on your own 5+ acres with immediate access to rapid modern growth.
Listing is courtesy of: AMERICA SIGNATURE HOMES LLC (904-747-2239)
Listing Agent: Peter Gracey (904-747-2239)
607 THOMAS AVE, LEESBURG, FL 34748
$330,00095 Days on yellowkey MLS ID: O6397441
1 Days Off yellowkey (back on 6/18/2026)
REDUCED by $20,000 (5.7%) on 06/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1244 Built: 2025 Tax: $1,551 (2025)Community: Acreage & UnrecSingle Family
Taxes:$1,551
Remarks: Under contract-accepting backup offers. Discover the potential of this brand-new 2025-built property at 607 Thomas Ave in Leesburg, FL! Situated on a generous 1.9-acre lot, this 3-bedroom, 2-bathroom home offers 1,244 square feet of thoughtfully designed living space, combining modern comfort with expansive outdoor possibilities. Built in compliance with the Florida Energy Efficiency Code for Building Construction, this home is designed for both sustainability and cost savings. The oversized lot provides plenty of space to add a garage, in-law suite, or additional structures to suit your needs. In addition to the single-family residence, the property includes a concept plan for duplex development, presenting an excellent opportunity for investors or those looking to expand. A recent survey and supporting documents are attached to the listing for your review. Whether you're seeking a private homestead or a property with future development potential, this unique offering delivers both. Please inquire for additional details and to have all documents conveniently emailed to you.
Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)
Listing Agent: Mark Cline, Pa (407-697-5497)
1102 N PALMETTO ST, LEESBURG, FL 34748
$870,00042 Days on yellowkey MLS ID: G5113105
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2278 Built: 1952 Tax: $3,834 (2024)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$3,834
Tax Year: 2024
Remarks: Step into a private garden oasis as a trellis walkway, wrapped in wisteria and lush Florida-friendly foliage, welcomes you home. Originally a fish camp on Lake Griffin, this mid-century home with Coquina shell stucco has been transformed into a stunning single-family lake retreat, seamlessly blending character with modern comfort. As you enter, the spacious great room immediately captures your attention with its high ceiling, wood-burning fireplace, and large picture windows that frame breathtaking views of the lake. The open layout seamlessly incorporates a dining area, where Edison-style lighting casts a warm glow beneath a modern eight-blade ceiling fan, creating an inviting space for both relaxation and entertaining. The thoughtfully designed kitchen is sure to meet your expectations with custom cabinetry to maximize storage & efficiency. Premium appliances include built-in dual convection ovens, an induction cooktop, and sleek stainless-steel appliances, all complemented by exquisite soapstone countertops. A uniquely designed pantry offers additional storage and convenience, making meal preparation an absolute pleasure. The primary suite is a true retreat, featuring two spacious walk-in closets and direct access to the inside laundry room, complete with a washer, gas dryer, and built-in cabinets. The en-suite bath is a haven of relaxation, boasting a double vanity, a luxurious jetted tub with an inline heater, and a large walk-in shower outfitted with state-of-the-art fixtures. Two additional bedrooms provide ample space for family or guests and share a newly remodeled bathroom designed with style and comfort in mind. Modern upgrades throughout the home ensure effortless living. The Mitsubishi Ductless Air Conditioning System offers precise climate control, while updated windows come with a lifetime warranty. A whole-house water softener system and a tankless gas water heater enhance efficiency. The property also includes a transferable termite bond for added peace of mind. Outdoor living is just as exceptional as the interior. A spacious screened enclosure houses a solar-heated saltwater pool (2018) with a gas-heated spa, providing the perfect setting for relaxation. The private boathouse and dock feature a covered boat lift and ample storage for gear, all set against a stunning stone seawall that protects your shoreline. An irrigation system sourced from the lake ensures that the lush landscaping remains vibrant year-round. Recent improvements to the home include a new roof in 2018, a water heater in 2017, and a newly installed driveway and storage shed in 2024. A whole-house generator, also added in 2024, offers additional security and convenience. Spanning over 9,327 acres, Lake Griffin is a paradise for nature lovers and anglers alike, offering some of Florida’s best largemouth bass fishing. As the final link in the Harris Chain of Lakes, it provides easy access to the Ocklawaha River and beyond. Whether you prefer boating, kayaking, or simply soaking in the untouched natural beauty, this lakefront location delivers an unparalleled lifestyle. Nestled near Leesburg, this home provides close proximity to the University of Florida Medical Center, the charming historic downtown area, and effortless access to Orlando’s world-renowned attractions, beaches, and international airport. This is more than just a home—it’s a gateway to the ultimate lakefront lifestyle. Schedule your private tour today and experience its beauty firsthand.
Listing is courtesy of: LAKEFRONT LIVING REALTY FLORIDA (352-744-7539)
Listing Agent: Guy Shipley (321-356-3755)
29205 S CORLEY ISLAND RD, LEESBURG, FL 34748
$798,70043 Days on yellowkey MLS ID: G5112978
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1728 Built: 1956 Tax: $4,024 (2025)Community: Acreage & UnrecSingle Family
Taxes:$4,024
Remarks: Beautiful lakefront home offering stunning water views with the added bonus of canal frontage along the side of the property. The private dock features water and electric, along with a boat lift equipped with a 2 horsepower motor, 50 amp service, and new wiring and motor. The 24x12 lift portion of the dock allows room to walk around comfortably, plus there is a separate 16x12 sitting area perfect for relaxing and enjoying the waterfront setting. A spacious 37x19 workshop provides ample room for storage, projects, or hobbies and includes a garage area, along with a 19x6 porch and an additional 7x17 covered area for even more functional space. The home also features a 10x8 front porch, plantation shutters throughout, and a 14x21 garage complete with a sink and counter space. Inside, the kitchen offers abundant cabinet space with built-in pantry storage, #3 granite countertops, and a breakfast bar that opens to the living room creating an ideal layout for entertaining. The living room features French doors leading to the massive screened room with large windows overlooking the lake, while the dining room also has French doors providing additional access to the screened area. The laundry room includes a sink and plenty of closet storage space for added convenience. The primary suite includes two walk-in closets and a beautifully remodeled walk-in shower in the primary bath. The second bathroom features a tub/shower combination. Enjoy waterfront living with plenty of indoor and outdoor space designed to take full advantage of the scenic lake and canal views.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Craig Yox (352-255-6002)
1404 REGENCY CT, LEESBURG, FL 34748
$674,900140 Days on yellowkey MLS ID: G5108641
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1900 Built: 1983Monthly Fee: $50 Tax: $170 (2025)Community: Acreage & UnrecSingle Family
Taxes:$170
Remarks: Welcome home to this stunning three-bedroom, two-bath retreat on the shores of Lake Griffin, part of the coveted Chain of Lakes. From the moment you arrive, the charming brick front and curb appeal set the tone for what's inside. Step into an open, light-filled living space featuring rich engineered hardwood floors and breathtaking lake views that instantly steal the showl The heart of the home is the gourmet kitchen, anchored by an impressive 14-foot granite countertop-perfect for entertaining, casual meals, or gathering with friends and family. Premium black stainless steel appliances, including Sub-Zero refrigerator, elevate both style and performance. The indoor laundry room and oversized garage add everyday convenience, while the tankless hot water heater ensures endless comfort. Unwind on the screened-in lanai as you take in serene water views and unforgettable sunsets. NEW tankless hot water tank & New A/C unit. The property also includes a deeded dock, offering direct access to boating, fishing, and lake life right from your backyard. This is more than a home-it's a lifestyle! If you've been dreaming of waterfront living with high-end finishes and effortless Florida Charm, you just found it!
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: Marty Goff (407-718-5451)
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