Lake Helen Single Family Homes For Sale in Lake Helen - 10 homes

Remarks: Under contract-accepting backup offers. Historic District Lakefront Gem in Lake Helen. Step back in time with this designated historic district home built in 1914, beautifully situated on nearly one acre of pristine lakefront property on Lake Helen. Once occupied by the author of “Lake Helen, The Gem of Florida,” this residence blends timeless character with thoughtful modern updates. This beautiful lake front property could be used as a Bed & Breakfast, AIRBNB, or your students housing while attending Stetson University. Inside, you’ll find 4 spacious bedrooms and 2.5 bathrooms, featuring restored heart pine floors (2016) and oversized wavy glass windows (2016) that flood the home with natural light. Sixteen new windows (2023), two new HVAC units Air Handlers and Condensers (2024), and a brand-new roof (2024) provide peace of mind for years to come. Enjoy the charm of the wrap-around porch, with the lake side screened in for serene lakefront views—perfect for morning coffee or evening relaxation. Launch your canoe, paddleboard, or small sailboat right from your backyard and take in the beauty of this peaceful setting. With its unique history, character, and location, this home is truly a rare find—just 23 miles to Daytona Beach, 35 miles to Orlando, and only 7.3 miles to Stetson University in Deland. Other improvements since current ownership: Driveway installed, laundry room moved inside, updates to kitchen including quartz countertops & primary bathroom, new stove, dishwasher, washer & dryer, fresh paint inside & out, sealed shed to add air conditioning, new closet doors, concrete added to basement housing new water heater and HVAC air handlers, new landscaping, septic tank emptied in 2025, tree work in August 2025, and termite annual inspections. Don't miss this fabulous property.

Listing is courtesy of: PROMAX PROPERTY SOLUTIONS (407-647-3377)

Listing Agent: David Murray (407-647-3377)

Remarks: New Price Improvement!! Welcome to the charm and tranquility of Lake Helen—often called the “Gem of Florida.” This beautifully updated 3-bedroom, 1-bath home with a versatile bonus room offers the perfect blend of comfort, character, and convenience. Major updates have already been taken care of for peace of mind, including a new roof (2019), low E insulated windows, electrical panel, HVAC system, water heater, and stainless steel appliances—all completed in 2020. The kitchen was thoughtfully renovated in 2020 and features level three granite countertops, wood cabinetry, and a cozy dinette area—perfect for casual meals and morning coffee. Step outside to your private, fully fenced backyard—perfect for relaxing or entertaining. Enjoy evenings on the back patio, gather around the fire pit, or take in the charm of the avocado tree and whimsical treehouse. Ideally located just minutes from I-4, you’ll have easy access to both Orlando’s world-class attractions and the beautiful beaches of Volusia County. Lake Helen itself offers a small-town feel with its own police and fire departments, public library, equestrian center, parks, and tennis courts. Move-in ready and full of charm, this is the perfect place to call home.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Danielle Hagstrom (386-479-2005)

Remarks: ***Seller may consider buyer concessions if made in an offer*** BUILT 2021 | ENERGY EFFICIENT METAL ROOF | SMART FEATURES | NO HOA | ENDLESS UPGRADES & UNDENIABLE CURB APPEAL! Experience modern comfort and Southern charm in this IMMACULATELY MAINTAINED 3-bedroom, 2-bathroom home with over 1,800 square feet of single-story living in the heart of Lake Helen! Just FOUR YEARS YOUNG, this beautifully designed home features VAULTED CEILINGS, an energy efficient METAL ROOF that eliminates worries about shingle loss during Florida storms, and an abundance of DOUBLE-PANE WINDOWS that fill the interior with natural light. You will love the LARGE COVERED FRONT PORCH, complete with a swing – perfect for relaxing and enjoying the peaceful, friendly neighborhood. Inside, the OPEN CONCEPT LAYOUT is filled with thoughtful UPGRADES and MODERN FIXTURES, including a SMART THERMOSTAT, SMART IRRIGATION SYSTEM, and a MUD ROOM for everyday convenience. The kitchen is a showstopper, offering a spacious CENTER ISLAND with counter-height seating, sleek cabinetry, QUARTZ COUNTERTOPS and a built-in WINE REFRIGERATOR – ideal for entertaining. The PRIMARY SUITE offers a private retreat with a private en-suite bath with a private water closet, dual sinks, walk-in shower and plenty of space to unwind. Two additional bedrooms provide comfort, flexibility and room to grow. A FLEX/BONUS space, ideal for a home office or creative space, opens through FRENCH DOORS directly onto the back patio, enhancing your indoor/outdoor lifestyle. The FULLY FENCED backyard features vinyl fencing, a handy STORAGE shed, and plenty of room to enjoy outdoor living. The EXTRA-LONG DRIVEWAY offers ample parking for your RV, golf cart, or boat – and with NO HOA, you will enjoy the freedom to truly make this home your own. Located just blocks from local coffee and ice cream shops, you will love the SMALL-TOWN CHARM of Lake Helen, where community events like parades, the Strawberry Festival, and seasonal celebrations bring neighbors together. Enjoy LAKE ACCESS for fishing and kayaking, and explore local favorites like the Lake Helen Equestrian Center and the Butler Express Train ride. Full AC replacement APRIL 2026! This home isn’t just a place to live – it is a lifestyle!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Sitting on .92 acres, this one owner home gives you the space and privacy that is getting harder to find, while still being close to everything you need. Inside has a warm, comfortable feel with wood floors, an updated kitchen, and a layout that flows easily from room to room. It is the kind of home that just feels right the second you walk in. Out back is where it really stands out. The oversized fenced yard gives you room to spread out, entertain, or finally build the pool you have been wanting. You also have a 12x12 shop that is only 4 years old and a smokehouse that adds a unique touch you do not see every day. The big items are already taken care of with a roof and HVAC that are both 9 years old, plus a full house generator hookups for peace of mind. Private, quiet, and still convenient to everything. It is not easy to find all of that in one property, but this one delivers

Listing is courtesy of: THE AGENCY FL (407-335-4119)

Listing Agent: Amanda Brown (386-248-5754)

Remarks: This move-in ready 2 bedroom, 2 bath house is located in a quiet neighborhood in the “Gem” of Florida, Lake Helen. The home features a large living room, galley kitchen, dining area, with cathedral ceiling and a large sunroom facing the backyard. The exterior offers an approximate 20’ x 30’ detached garage, an RV port, a shed and is partially fenced.

Listing is courtesy of: WEST VOLUSIA PROPERTIES LLC (386-801-4928)

Listing Agent: Ann Nehrig (386-801-4928)

Remarks: Under contract-accepting backup offers. Discover timeless charm and exceptional potential with this 1935 cottage located at 130 W Pennsylvania Avenue in Lake Helen. Situated within the Downtown Commercial District (DCD) and part of the city's Historic Gateway corridor, the property offers unique flexibility with the potential for short-term rental use, live-work opportunities, or the thoughtful restoration of a classic Florida cottage. The main home features 2 bedrooms and 1 full bath, showcasing original pine wood floors, a metal roof with classic gable architecture, and a welcoming front porch reflective of its era. While the home is ready for updates and improvements, its character and setting provide a wonderful canvas for those looking to restore and personalize a charming piece of Central Florida history. Beyond the main residence, a detached 24 × 12 shed with electricity and air conditioning provides flexible space that could serve as a workshop, studio, hobby room, creative workspace, or private office. An additional structure on the property offers space for storage or potential use as an animal enclosure. Set on a generous 72 × 146 lot, the property provides ample outdoor space for gardening, animals, expansion, or outdoor enjoyment. Mature trees and peaceful surroundings add to the quiet charm that makes Lake Helen so special. Offered as-is and priced to sell, this property presents an appealing opportunity for investors, renovation buyers, or those seeking a flexible property with income potential in a unique small-town setting. Located in the charming city of Lake Helen, often referred to as the “Gem of Florida,” the area is known for its historic homes, tree-lined streets, and relaxed small-town atmosphere. Nearby are City Hall, Blake Park, the Lake Helen Equestrian Center, and local shops, while Lake Helen itself offers a public boat launch and fishing for largemouth bass, bluegill, and crappie. Whether you envision restoring a classic cottage, creating a rental opportunity, or establishing a live-work retreat, this property offers the chance to enjoy the character and charm that make Lake Helen such a special place to call home. DISCLAIMER Property is located within the Lake Helen Historic Gateway corridor and is zoned DCD (Downtown Commercial District). Short-term rentals with a minimum 30-day rental period may be permitted; however, buyers are advised to verify all zoning regulations, rental restrictions, and permitted uses directly with the City of Lake Helen. All room sizes, measurements, and property details are approximate and should be independently verified by the buyer.

Listing is courtesy of: OCEANS LUXURY REALTY FULL SVC (386-236-3700)

Listing Agent: Didiayer Snyder (818-287-4008)

Remarks: Welcome to a rare live–work opportunity in the heart of Lake Helen’s Downtown Commercial District. This charming 2-bedroom, 1-bath home offers 1,040 total square feet and sits on a buildable double lot, opening the door to endless possibilities for living, working, and creating income in one of Central Florida’s most beloved small towns. Conveniently positioned across from Blake Park, home to popular Saturday markets and community events, this property features peaceful views of the equestrian center and Lake Helen’s iconic water tower, blending small-town charm with excellent visibility and accessibility. Zoned mixed-use, this property allows you to explore business opportunities while enjoying the convenience of living on-site. Whether you envision a boutique storefront, studio, office, wellness space, creative workshop, or income-producing venture, the flexibility here is exceptional. Inside, the home offers central air, a newer roof installed in 2019, and a layout full of character and potential, ready to be customized to fit your vision. Out back, a fully wired shed adds significant value and can easily be transformed into a workspace, studio, workshop, or additional business use. Located near local businesses, dining, and community favorites, and zoned for A-rated, award-winning schools, this property delivers both lifestyle and opportunity. Properties offering a double lot, mixed-use zoning, downtown location, and true live–work potential are rare in Lake Helen. 421 Pleasant Street presents a unique opportunity for entrepreneurs, creatives, investors, or owner-occupants looking to build something special. The Gem of Florida welcomes you!

Listing is courtesy of: KGV REALTY GROUP (407-474-0844)

Listing Agent: Krista Simmons (407-252-8642)

Remarks: One or more photo(s) has been virtually staged. Exceptional nine-acre lakefront estate with guest home, pool, outdoor kitchen and more, zoned for horses and no HOA. This extraordinary lakefront compound offers a rare blend of luxury, privacy and versatility, on nine acres in the county, no HOA and zoned for horses. Custom-built by the Troy Building Company, this estate includes a three-bedroom, three-and-a-half-bath main home and a two-bedroom, two-bath guest house, with over 6,000 square feet of heated and cooled living space and more than 11,000 square feet under roof. The main home and guest house boast elegant finishes including top-of-the-line MasterCraft solid wood cabinetry, granite countertops and ceramic tile flooring throughout. Soaring 14-foot ceilings create a grand sense of space, while the main home also features a cozy fireplace that is ready with a gas line. The heart of the home opens to a slide-away screen and covered porch with an exceptionally equipped outdoor kitchen, ideal for entertaining year-round. The private guest home offers complete independence with its own full kitchen, dining room, living area and slide-away screening on the porch, ideal for extended family, long-term guests, or generating rental income through short-term or long-term leasing. It offers all the same high-end finishes and thoughtful design as the main residence, ensuring comfort and luxury for any use. Enjoy serene lakefront living with your own private pier and unwind in the oversized, heated and cooled 15-by-37-foot pool, featuring a remote-operated electric pool safety cover for convenience and peace of mind. A paver-lined circular driveway stretches from the gated entrance to the front of the home, creating a striking first impression. The detached three-car garage, connected to the main home by a covered portico, includes a climate-controlled 29-by-15-foot workshop for hobbies, storage or creative space. A separate 17-by-25-foot block storage building provides additional space for tools or equipment. Built with well-insulated block and stucco construction, this property offers exceptional durability and energy efficiency. While a portion of the acreage includes the lakefront, the land is fully fenced, making it ideal for horses, pets or added privacy. Whether you're seeking a private retreat, multigenerational living, income-generating potential, or an equestrian-friendly sanctuary, this unique estate delivers the best of Florida living, luxury, privacy and convenience in one incredible package. Just a short drive to Florida’s popular beaches and world-renowned Orlando theme parks and entertainment, this estate offers a balance of peaceful seclusion and easy access to everything Central Florida has to offer.

Listing is courtesy of: STAMPER REALTY SERVICES LLC (386-340-1998)

Listing Agent: Teri Stamper (386-340-1998)

Remarks: Discover charm and modern comfort at 351 W Main Street, Lake Helen, FL—your slice of small-town paradise just minutes from DeLand and Daytona Beach. This brand-new 2023 unique custom-built farmhouse offers a stunning open-concept layout featuring 4 bedrooms, 3½ bathrooms, and a dedicated office. Enjoy gleaming finishes, classic farmhouse design, oversized lot, tall windows, and soaring 12+ foot ceilings—ready for you to call home. With 2,637 sqft of air-conditioned living space and 3,459 sqft under roof, this home provides both comfort and functionality. Enjoy the prime Main Street location within 2 minutes to local shops, cafés, Lake Helen, and parks, plus easy I-4 access for quick Orlando commutes (under 45 minutes). The spacious lot offers plenty of room for a pool, garden, or play area—perfect for Florida living. Ideal for first-time buyers, growing families, or savvy investors in this up-and-coming Volusia County gem. Schedule your showing today!

Listing is courtesy of: DOUBLE M GROUP COMPANY (407-777-0070)

Listing Agent: Elisangela Degrange (407-922-8215)

Remarks: Assumable mortgage is available for this stunning residence in a highly desirable, well-established neighborhood, offering luxury upgrades, accessibility, and resort-style outdoor living. This magnificent 3 bedrooms, 2 baths, 3,500 sq ft residence sits on an extra-large, fully fenced lot with everything thoughtfully designed on one level for easy, comfortable living. Recent upgrades include a new roof installed last year, new central air conditioning, a new gas tankless hot water heater completed in 2025. The interior shines with real wood floors throughout, crown molding, upgraded baseboards, and extra-wide doors with smooth wood-to-tile transitions—designed for comfortable accessibility and barrier-free movement for persons with disabilities. The grand master suite features a spacious walk-in closet (newly customized in 2025) and a luxurious master bath with an upgraded shower package, including a large frameless open glass shower and premium finishes. Additional living spaces include a formal living area with fireplace, formal dining area, spacious family room, casual dining nook, and wet bar. The custom kitchen offers an open concept with timeless cherry wood cabinetry matched throughout the home, abundant storage, contrasting dark granite countertops on the bar and island, a large standalone island, and a breakfast area that overlooks the backyard. Step outside to your private resort-style oasis: a huge sparkling pool surrounded by an expansive paved deck—perfect for entertaining and enjoying Florida's long, sunny months. Perfection, value, and location all in one—this sought-after area is poised for growth with schools, shopping, dining, and much more nearby. Schedule your private showing today!

Listing is courtesy of: 1ST CLASS REAL ESTATE REAGAN R (386-882-6644)

Listing Agent: Jonathan Patino (407-865-0925)