Lake Helen Homes For Sale & Real Estate - 17 homes

Remarks: Built in 1915 and lovingly restored to honor its roots, this rare Historic Lake Helen home sits on over half an acre and delivers the kind of character and craftsmanship that simply cannot be replicated. Step inside and you are greeted by farmhouse style finishes, all new appliances, and thoughtful updates throughout every room. The layout offers 3 bedrooms, 2 bathrooms, and 1,666 square feet of beautifully remodeled living space, plus a versatile upstairs loft perfect for a home office, playroom, or guest retreat. New stairs and stair railing were just installed in 2026. The big ticket items are already done for you: roof replaced in 2021, full PEX plumbing re-pipe completed in 2023, two master bedroom windows replaced, and all new hardware throughout. Step outside and the property truly comes alive. A wrap around deck sets the tone for slow mornings and golden hour evenings. The fully fenced backyard provides privacy and peace of mind, and the pool gives you a cool escape all summer long, both installed in 2022. Over half an acre. No HOA headaches. Just space, privacy, and room to breathe. And then there is Lake Helen itself. Known as "The Gem of Florida," this small historic town offers something you simply cannot find in a subdivision: a genuine sense of community. You get the small-town lifestyle with a local café, pizza shop, art studio, parks, and year-round community events. Peaceful and quiet, yet under 30 minutes to the sands of New Smyrna and Daytona Beach, and less than 40 minutes to Orlando. You get the best of both worlds. Opportunities like this, a century old home with updated bones, acreage, a pool, and a lifestyle you cannot manufacture, do not come around often in Lake Helen. Schedule your private showing today.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Heather Rodriguez (305-389-4674)

Remarks: Under contract-accepting backup offers. This is it—your own slice of paradise! Welcome to 390 High Street in Lake Helen, Florida. This charming 3-bedroom, 2-bath farmhouse is picture-perfect, with abundant natural light, an updated kitchen, soaring ceilings, and a spacious deck overlooking the pond—ideal for entertaining. Sitting on nearly 1/3 of an acre with no HOA, there’s plenty of room to bring your toys. Need extra storage? A shed is included on the property. USDA offers 100% financing for qualified buyers. The roof was replaced in 2016, and a survey is available. Zoned for Deland High School—go Bulldogs!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Melissa Stalzer (386-405-3457)

Remarks: **Nestled on 2.3 beautiful acres in the “Gem of Florida, " Lake Helen, this unique property offers a spacious main home and separate guest cottage, providing flexibility for multi-generational living, guests, or potential rental opportunities. The main residence features 3 bedrooms, 2 bathrooms, a 2 car garage, and a relaxing back patio overlooking the expansive yard. The GUEST COTTAGE includes 1 bedroom, 1 bathroom, a FULL kitchen, and split system air conditioning, creating a comfortable and private living space. The property is equipped with city water, plus a separate well for irrigation, helping maintain the lush grounds. Additional features include a workshop with a 30 amp hook up, covered carport for RV, BOAT and other toys. Recent updates include Main house Roof 2021, GUEST Cottage roof 2024 and Water Heater 2026 for added peace of mind. Enjoy the privacy and space of country-style living and ability to spread out while remaining close to local amenities, shopping, dining, and major roadways (I-4). This versatile property offers endless possibilities in the very heart of Lake Helen, Florida. It is truly one of a KIND. AUDIO VISUAL on the property!!

Listing is courtesy of: DASH REAL ESTATE COMPANY (386-490-3632)

Listing Agent: Angel Crowson (386-785-5888)

Remarks: Some homes check boxes. This one changes plans. Sitting on a commanding .69-acre corner lot in the heart of Lake Helen, 128 N Lakeview Drive is a fully remodeled 4-bedroom, 3-bathroom home that delivers the kind of space, flexibility, and quality that buyers in this market are actively hunting for and rarely finding at this price. Every inch of this home has been touched. New finishes, floors, updated bathrooms, a kitchen built for real life, and a layout that actually flows. Plus, roof is 3 years young! The main home lives large, but the real story here is the private mother-in-law suite. Use it for rental income, house an older kid who needs space but not a lease, bring the in-laws in without anyone losing their mind, or simply hold it as a flex space that adds value. That kind of built-in versatility does not happen by accident. Step outside and the lot does the talking. Two-thirds of an acre of corner lot gives you room to breathe, room to park, and room to live... maybe even a pool down the road. The detached 2-car garage doubles as a workshop, a storage solution, or a man cave depending on who is asking. In Lake Helen, where lots this size are getting harder to find and harder to keep, this property stands on its own. This is a fully reimagined home in one of Volusia County's most underrated communities, with the kind of income potential and lifestyle flexibility that buyers spend months looking for. The ones who move fast on properties like this are the ones who get them. Schedule your private tour today, times are limited.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Matthew Buckley (407-617-0438)

Remarks: Welcome to 490 John Street in the beautiful and highly sought-after city of Lake Helen. This charming 1933 duplex offers timeless character combined with solid construction, making it an exceptional investment opportunity. The property features a durable metal roof and a strong structural foundation, providing peace of mind for years to come. Situated on a spacious, nearly one-acre lot, this property offers ample room for expansion, outdoor living, or future improvements. Located on one of Lake Helen's desirable streets, the setting provides both tranquility and convenience, enhancing its long-term value. PROFESSIONAL PICTURES COMING SOON!!! Whether you're looking to expand your rental portfolio or secure a versatile income-producing property in a growing area, this duplex presents outstanding potential. Excellent opportunity for investors seeking strong returns in a prime Lake Helen location. Convenient location close to I-4 making it easy to get to wherever you need to be, beaches, airports, theme parks, Orlando and Jacksonville.

Listing is courtesy of: LIVELY REAL ESTATE (386-562-6038)

Listing Agent: Patti Stokes (352-223-2522)

Remarks: Virtually Staged. Rare opportunity to acquire this Lake Helen Circa 1890s Historic Florida Vernacular Charmer nestled on picturesque 15+/- acres with 7 stall barn and drive through garage/workshop. Fenced and cross fenced with scattered majestic live oaks, this estate is a horse lovers dream come true! Offering 5 bedrooms 3 baths plus oversized 3 car garage. Charming wood burning fireplace with Ocala field stone surround and raised hearth. The very large and private Owners Suite is conveniently located downstairs with its own en-suite bathroom. Incredible views of the gorgeous property may be enjoyed from most rooms in the home plus both of the front and back porches. Throughout the day you can enjoy sightings of a variety of birds including a pair of resident Owls, a family of Sand Hill cranes even peacocks!! Mechanical Updates throughout make it easily insurable. This property is made up of two parcels (first is the 5 acre piece plus the second contiguous 10 acre parcel) a possible future homesite… making it a perfect family compound! Offered on a 5 acre package as well MLS V4950017. With the home on the 5 acre parcel. A number of years ago this home was featured on Lake Helen’s historic tour of homes and is recognized by many as a distinguished local landmark! Convenient to I 4 and award winning Downtown DeLand.

Listing is courtesy of: KEMP REALTY GROUP (386-801-4276)

Listing Agent: Maureen Kemp (386-801-4276)

Remarks: Virtually Staged. Rare opportunity to acquire this Lake Helen (believed to be) Circa 1890s Historic Florida Vernacular Charmer nestled on picturesque 5+/- acres with 7 stall barn. Fenced and cross fenced with scattered majestic live oaks, this estate is a horse lovers dream come true! Offering 5 bedrooms 3 baths plus oversized 3 car garage and carport. Charming wood burning fireplace with Ocala field stone surround and raised hearth. The very large and private Owners Suite is conveniently located downstairs with its own En-suite bathroom. Incredible views of the gorgeous property may be enjoyed from most rooms in the home plus both of the front and back porches. Throughout the day you can enjoy sightings of a variety of birds including a pair of resident Owls, a family of Sand Hill cranes even peacocks!! Mechanical Updates throughout make it easily insurable. This property is made up of two parcels (first is the 5 acre piece plus the second contiguous 10 acre parcel) a possible future homesite… making it a perfect family compound! Offered as a 15 acre package as well MLS #V4949979. The home is on the 5 acres parcel. A number of years ago this home was featured on Lake Helen’s historic tour of homes and is recognized by many as a distinguished local landmark! Convenient to I 4 and award winning Downtown DeLand.

Listing is courtesy of: KEMP REALTY GROUP (386-801-4276)

Listing Agent: Maureen Kemp (386-801-4276)

Remarks: Secluded 2.5 acre parcel in Lake Helen. House offers 4 bedroom, 2 bathrooms with 2 car garage. House needs work and it is being sold AS-IS.

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

Listing Agent: Laura Hilton, Pa (407-718-2291)

Remarks: Nestled on 1.33 acres of picturesque lakefront property, this beautifully updated 3-bedroom, 2-bath brick home offers the privacy and freedom you've been searching for—without the restrictions of an HOA. Tucked away at the end of a 640-foot private driveway, you'll be welcomed by mature trees, lush landscaping, and breathtaking waterfront views.Inside, the 1,890-square-foot home has been updated to feel like new, while outside you'll find endless possibilities. Fish from your own dock, start a vegetable garden, entertain family and friends, or simply relax on the screened back porch while enjoying the peaceful beauty of nature.The property features multiple outbuildings, providing space for workshops, storage, hobby rooms, or the perfect "she shed" and "he shed." The expansive lot offers plenty of room for gatherings, vehicles, boats, and recreational equipment. RV owners will appreciate the dedicated parking area with 50-amp electrical service and water hookups, while the rear garage includes its own septic connection for full RV hookup capability.Additional upgrades include a durable metal roof installed in 2019, hurricane-rated windows installed in 2015, and an electrical panel wired for a backup generator, providing added security and peace of mind. This rare Lake Helen property combines modern updates, lakefront living, and country charm in a setting that's becoming increasingly difficult to find.

Listing is courtesy of: APARO-GRIFFIN PROPERTIES INC (386-738-2845)

Listing Agent: Donald Ferguson, Jr (407-870-3148)

Remarks: BEAUTIFUL AND UNIQUE CUSTOM HOME ON 1/3 ACRE LOT IN HEART OF LAKE HELEN. FANTASTIC LOCATION. NO HOA HERE. THIS 3 BEDROOM 2 BATH GEM BOASTS A SPLIT PLAN WITH 2 PRIMARY SUITES AND A THIRD BONUS ROOM CAN ALSO BE A 3RD BEDROOM. DESIGNED FOR COMFORT AND FLEXIBILITY. THE FIRST PRIMARY SUITE OFFERS A LARGE, SPACIOUS BATHROOM WITH SOAKING TUB, SEPARATE SHOWER, WATER CLOSET, AND TWO WALK IN CLOSETS. THE SECOND PRIMARY SUITE INCLUDES A PRIVATE BATH WITH A TUB SHOWER COMBO, IDEAL FOR GUESTS OR MULTIGNERATIONAL LIVING. VAULTED CEILINGS AND AN OPEN FLOOR PLAN AND SKYLIGHTS CREATE A BRIGHT, AIRY FEEL THROUGHOUT THE MAIN LIVING AREAS. THE KITCHEN SHOWCASES CUSTOM WOOD CABINETRY AND GRANITE COUNTERTOPS. CUSTOM FEATURES CAN BE FOUND THROUGHOUT THE HOME, ADDING CHARACTERR AND THOUGHTFUL DESIGN ELEMENTS AT EVERY TURN. ADDITIONAL INTERIOR HIGHLIGHTS INCLUDE A SMALL OFFICE, INDOOR LAUNDRY ROOM AND ABUNDANT STORAGE. ENJOY TRUE INDOOR-OUTDOOR LIVING WITH EXPANSIVE SCREENED WRAP AROUND BACK PORCHES. THE HOMES SLIDING DOORS FOLD INO THE WALL OPENING THE HOME TO ADDITIONAL LIVING SPACE DURING THE COOLER MONTHS. THE FRONT OF THE HOME FEATURES INVITING COVERED PORCHES OVERLOOKING A CHARMING COURTYARD, PERFECT FOR RELAXING OR ENTERTANING.

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

Listing Agent: June Troy (386-804-9580)

Remarks: Under contract-accepting backup offers. Step back in time and imagine the possibilities. Built in 1888, this storied 4-bedroom, 2-bath home is waiting for the right hands and the right heart to bring it back to life. Rich with historic character and timeless charm, this property isn’t about perfection—it’s about potential. Set on nearly ¾ of an acre in a desirable Lake Helen location, this expansive lot offers room to expand, garden, restore, and reimagine. With no HOA, creativity isn’t just encouraged—it’s expected. Original details whisper stories of the past, inviting a design-minded owner who appreciates craftsmanship, heritage, and the art of renovation. Whether your dream is a restored historic showpiece, a soulful family home, or a standout investment, this property offers the rare chance to create something truly special. Homes like this don’t come polished—they come promising. Bring vision. Bring grit. Bring love. This is where history meets possibility.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Tony Tate, Pllc (352-820-6146)

Remarks: LAKE HELEN: WHOLE HOUSE GENERATOR | 5 YEAR OLD ROOF, AC & HOT WATER HEATER | RV HOOK UP: Escape to your own private retreat in the heart of Florida's charming countryside! Nestled on 3.13 acres of beautifully secluded land, this spacious 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and outdoor living. A welcoming front porch sets the tone as you arrive, while the expansive property features a finished RV port, shed, dedicated dog run, and plenty of room to enjoy the peaceful surroundings. The Massive carport is a great asset when raining-you can walk from the carport into the home without getting wet! The oversized screened porch is designed for entertaining, complete with a fully equipped outdoor kitchen where you can relax and enjoy the tranquil views year-round. Inside, the inviting living room showcases a decorative fireplace framed by stunning floor-to-ceiling brick accents and multiple colored settings to set the mood for any event. There are also triple sliding glass doors that seamlessly connect indoor and outdoor living spaces. The spacious eat-in kitchen is sure to impress with stainless steel appliances, a gas stove, decorative backsplash, large center island with bar stool seating, and an oversized walk-in pantry offering abundant storage-it has room for 3 refrigerators! The private primary suite serves as a relaxing retreat with tray ceilings, a ceiling fan, French doors leading to the screened porch, and a luxurious En-suite bathroom featuring double sinks, a garden tub, walk-in shower, and beautiful custom wood cabinetry. The additional bedrooms are generously sized, providing plenty of space for family and guests. A dedicated office offers the perfect work-from-home setup, while the inside laundry room includes a utility sink and extra shelving for folding and organization. The whole house generator adds comfort during Hurricane Season to ensure you will not loose power. Located in one of Florida's most treasured small towns, known as the "Gem of Florida," you'll enjoy a lifestyle rich in history and charm. Famous for its preserved 19th-century character, tree-lined streets, scenic equestrian trails, and the rare distinction of having no traffic lights, this unique community offers a peaceful pace of life while remaining convenient to modern amenities. If you've been searching for privacy, acreage, and a home designed for both everyday living and entertaining, this exceptional property is a must-see!

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

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

Remarks: Welcome to The Woods of Lake Helen a quaint community of one-of-a-kind custom-built homes! This well built, stately home welcomes you from the moment you step inside! Nestled on a large lushly landscaped corner lot with side entry oversized two car garage that connects to the home through a breezeway. Offering 3 spacious bedrooms and two baths…a well-appointed open, flow through kitchen that is convenient to the back covered porch area perfect for outdoor dining or entertaining. Extensive number of custom pavers extends the entertainment/ recreational space creating a private courtyard feeling in the back yard. This home has incredible curb appeal with both front and back porches that invite you to sit for a bit and take in this peaceful setting. Meticulously maintained with upgrades throughout that include an extensive amount of beautiful wood flooring!Convenient access to I4 and award winning Downtown DeLand that’s also just a short drive away.

Listing is courtesy of: KEMP REALTY GROUP (386-801-4276)

Listing Agent: Maureen Kemp (386-801-4276)

Remarks: Rare opportunity to own a highly versatile 6-acre AG-exempt estate in sought after Lake Helen. This exceptional property features a beautifully maintained pool home, separate barndominium, multiple insulated and powered outbuildings, RV accommodations, equestrian amenities, and extensive space for agricultural pursuits, hobbies, equipment storage, or a home-based business. The main residence offers 3 bedrooms, 2 baths, and approximately 1526 square feet of living space with an attached 2 car garage. Recent updates (2022) include remodeled kitchen featuring an island, an updated primary suite with double sinks and dual walk-in closets, indoor laundry, and luxury vinyl flooring throughout the main living areas with carpet in the bedrooms. Designed for privacy, functionality, and country living, this unique property offers endless possibilities. The main residence is complimented by a stunning screened saltwater pool completed in 2023, featuring a sun shelf, built-in bar seating, and spacious outdoor living areas. A fenced backyard with electric dig deterrent fencing, gated entry, keypad access, motion lighting, and numerous upgrades create a private and welcoming retreat. The separate barndominium offers comfortable living space along with 2 bedrooms, 2 baths, full kitchen with living room/ dining room area with an oversized insulated garage, wraparound covered porches, RV hookup and pad, fenced dog yard with electric dig deterrent fencing, 10-foot ceilings, multiple roll-up doors, and its own septic system installed in 2023. The flexible design makes it ideal for guests, extended family, hobbies, or live-work opportunities. Multiple insulated and powered outbuildings provide exceptional flexibility for workshop space, equipment storage, agricultural operations, woodworking, automotive projects, crafts, trades, or a home-based business. One building includes office space, air conditioning, windows, and a full bath. The workshop and office complex enjoys its own separate gated entrance, providing convenient access for equipment, trailers, deliveries, or business operations. Additional features include separate metering, ample parking, and a circular asphalt-milled drive. Equestrian enthusiasts will appreciate three fenced pastures, livestock accommodations, tack/feed facilities, chicken coop, and pole-barn shelters. The property also features separate gate from the side road with an alleyway between the pastures for added security and convenience off loading livestock. Located in Lake Helen, a golf-cart-friendly community known for its equestrian heritage and small-town charm, this property offers a lifestyle rarely found in Central Florida. Whether you’re seeking a private family compound, equestrian estate, agricultural retreat, hobby farm, or a property with extensive workshop and storage capabilities, this exceptional estate delivers a rare combination of comfort, flexibility, and country charm.

Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)

Listing Agent: Lita Handy-Peters (386-747-9525)

Remarks: Under contract-accepting backup offers. Better than new and completely move-in ready! This beautifully upgraded 2022-built home in desirable Lake Helen, Florida offers the perfect blend of modern comfort, privacy, and convenience. Situated on an oversized .42-acre homesite with room to roam, this light and bright 3-bedroom, 2-bath home features 2,054 square feet of thoughtfully designed living space with no wasted space and a highly sought-after open great room floor plan. From the moment you arrive, you’ll appreciate the beautifully landscaped yard, tasteful neutral décor, and exceptional curb appeal. Inside, the spacious kitchen overlooks the living and dining areas and features modern finishes, abundant cabinetry, and an oversized pantry ideal for everyday living and entertaining alike. The large laundry room adds extra convenience, while the split-bedroom layout provides both comfort and privacy. Step outside and discover your own private Florida retreat complete with a large pool, covered patio, and spacious fenced yard with endless possibilities for entertaining, relaxing, gardening, pets, or play. Additional parking and workshop/storage space provide flexibility for boats, RVs, hobbies, or extra vehicles — a rare and valuable feature in newer construction homes. Nestled in charming Lake Helen, residents enjoy the perfect balance of peaceful small-town living with convenient access to Orlando, Daytona Beach, I-4, shopping, dining, parks, and recreation. Known for its larger homesites, mature surroundings, and welcoming community feel, Lake Helen continues to be one of Central Florida’s hidden gems. Homes offering this combination of newer construction, upgraded finishes, outdoor living, storage space, and oversized property rarely become available. Why wait to build when you can move right into a home that already has it all? Schedule your private showing today and experience everything this exceptional property has to offer before it’s gone!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Alie Gattis (407-760-1488)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The "Summit House" — A Custom 4BR/2.5 BA Estate with Private In-Law Wing. Experience the ultimate "Whole Living" sanctuary in the heart of historic Lake Helen. This 2026 custom build represents a rare opportunity for multi-generational living. Spanning 2,391 square feet of living area and 3,336 total square feet under roof, this residence is designed for luxury, wellness, and durability. The Main Residence: The sun-drenched open floor plan is the heart of the home, featuring soaring 9'-4" ceilings throughout. The grand living and kitchen area is anchored by a stunning fireplace and elevated by custom exposed wood beams that span the ceiling, adding architecturally significant character and warmth. The gourmet kitchen is a chef's dream, featuring a massive island and premium gas appliances. The Private In-Law Suite: A standout feature of this estate is the fully integrated 552 sq. ft. In-Law Suite. Boasting its own private side entry porch, living area, full bathroom, and bedroom, this wing is ideal for aging parents, a high-end home office, or a long-term guest retreat. Mechanical Excellence & Future Potential: Tankless Gas Performance: Enjoy endless hot water with dual independent tankless gas water heaters serving the main residence and in-law suite separately. Pool-Ready Courtyard: The central courtyard has been intentionally designed to accommodate a future pool installation, offering the perfect foundation for your private backyard oasis.“PRE-CONSTRUCTION BONUS: Listed price of $714,000 INCLUDES a custom, in-ground courtyard pool and premium hardscape package to be completed by the builder! Want the home but don't need a pool? Builder is offering a direct $52,000 credit/deduction for buyers who prefer the estate without the pool package, bringing the purchase price down to an incredibly competitive $662,000. Don't miss this rare new construction opportunity featuring a fully integrated 552 sq. ft. private in-law/multi-generational suite under roof, Outdoor Living: Relax on the 212 sq. ft. front porch with wood flooring or the spacious screened-in rear porch. Energy & Safety: Outfitted with 2 high-efficiency Heat pump systems. Located minutes from Ivy Hawn Charter School this home offers the peace of the "Gem of Florida" with the modern performance of an expert custom build. No HOA and no compromises.

Listing is courtesy of: WILLIAM CHASE REAL ESTATE (407-716-2202)

Listing Agent: William Chase (407-716-2202)

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)