Homes for Sale Near Deland High in Lake Helen - 9 homes

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: Welcome to your 5-acre country retreat in Central Florida! This stunning ranch-style block home is less than five minutes from I-4, offering the perfect blend of privacy, space, and accessibility. The property features a custom-built deck, private drive, and a Morton building that can easily be converted into a barn with stalls, workshop, or storage for equipment and toys. The 5 acres of improved pasture are fully fenced, located in Flood Zone X, and bordered by a new fence line along the northern edge to be completed prior to closing. The land boasts mature oak, sweet gum, magnolia, and maple trees, abundant wildlife, and a mixture of improved and native grasses, adjacent to the Blue Spring Basin. *Cattle, portable panels, feed bunks and liquid feed tanks Do Not Convey. Step inside to a spacious eat-in kitchen with new granite countertops, a gunmetal sink and faucet, two pantries, and beautifully refinished solid wood cabinetry, with room for an eight-person dining table. The oversized family room features an authentic river rock fireplace and striking pecky cypress walls, while French doors open to the Florida Room, recently refloored and freshly painted, offering bright, versatile space for relaxing, reading, or enjoying morning coffee. The primary bedroom is generously sized, with an ensuite that includes a new vanity, mirror, and toilet. Throughout the home, you’ll find plantation shutters, new ceiling fans and light fixtures, and freshly painted interiors, including ceilings, creating a warm and inviting atmosphere. Savor west-facing sunsets from the front porch with a glass of wine, and wake up to east-facing sunrises from the back, including the Florida Room, with your morning coffee. Additional outdoor living spaces include a deck, enclosed patio, screened porch, and inviting front porch, perfect for entertaining or enjoying quiet moments outdoors. The entire home, including the garage, features $32,000 in new VIWINCO High Energy Performance, wind-rated windows with a fully transferable lifetime warranty. The roof was replaced in 2017, and a new hot water heater will be installed prior to closing. Located outside city limits with no HOA, this property allows room for animals, boats, RVs, and other recreational toys, with cable and trash service available. For those seeking even more land, an adjoining sister parcel totaling 10+ acres is available for purchase separately (MLS #O6355586 – vacant land), offering additional flexibility and expansion potential. Don’t miss the opportunity to experience this private, spacious, and versatile country retreat — your perfect home awaits!

Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)

Listing Agent: Alessandra Grafin Kamensky (407-453-3943)

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: 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: 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. “These are the days” you have been waiting for. 2023 POOL HOME | 40' x 30' METAL SHOP | RV CARPORT WITH 50 amp RV HOOKUP | GORGEOUS ADU | 10 ACRES | OLD FLORIDA VIBES, AND JUST THE RIGHT AMOUNT OF COUNTRY LIVING TO MAKE YOU NEVER WANT TO LEAVE. Built in 2023, this 4-bedroom, 2-bath home sits on a beautiful 10-acre property that truly gives you room to breathe. Step inside to a bright, welcoming living room with the kitchen tucked toward the back—keeping the space open while still feeling intentionally defined. The layout is thoughtfully split, with two bedrooms and a full bath just off the living room, while the dining area leads to the primary suite and an additional bedroom. An extra bonus is the partially insulated garage with AC unit, ready to be used as a flex room! OUT BACK IS WHERE THIS PROPERTY REALLY BECOMES SOMETHING SPECIAL. An in-ground pool sets the stage for entertaining, relaxing, and everything in between—whether that means hosting friends, gathering around the fire pit, or simply enjoying the quiet. AND THEN THERE IS THE VIEW—THE TRUE HIGHLIGHT. THE BACK FIVE ACRES OPEN UP TO A SERENE LAKE AND WETLAND SETTING, OFFERING A PEACEFUL, NATURAL BACKDROP THAT CAPTURES THE ESSENCE OF OLD FLORIDA AT ITS BEST. IT IS PRIVATE, CALMING, AND SOMETHING YOU WILL APPRECIATE EVERY SINGLE DAY. The bonus features only add to the appeal. A fully equipped ADU offers 1 bedroom, 1 bath, its own kitchen, living space, and a wooden deck—ideal for guests, extended family, or rental income. Just beside it, a detached garage provides ample room for storage, equipment, or a workshop setup, along with an additional laundry space dedicated to the ADU. The attached RV carport makes it easy to bring all your toys and still have room to spare. IF YOU HAVE BEEN SEARCHING FOR SOMETHING NEWER, WITH LAND, A POOL, FUNCTIONAL OUTBUILDINGS, AND A SETTING THAT FEELS LIKE A TRUE ESCAPE—THIS IS IT.

Listing is courtesy of: BEE REALTY CORP (386-279-7522)

Listing Agent: Bee Powell (386-490-0915)

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: 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)