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$569,900
3 Beds ⋅ 2 Baths ⋅ V4950480 MLS
Welcome to this exceptional 3-bedroom, 2-bath Craftsman-style home located in the highly sought-after Woods of Lake Helen. Perfectly positioned on a professionally landscaped corner lot, this home offers the perfect blend of timeless design, modern comfort, and small-town charm. Step inside to an open-concept floor plan filled with natural light, high ceilings, luxury vinyl plank flooring, and plantation shutters throughout. The beautiful chef inspired kitchen is the heart of the home, featuring white cabinetry, a farmhouse sink, ample counter space, and an inviting layout ideal for both everyday living and entertaining. The private primary suite is thoughtfully situated at the rear of the home, creating a peaceful retreat. The spa-inspired primary bathroom feels like something out of a luxury resort magazine with its oversized walk-in shower, dual vanities, custom tile flooring, abundant storage, and an impressive walk-in closet that offers more than enough room for your wardrobe and linens. Even the spacious laundry room has been designed with functionality and convenience in mind, making everyday chores a pleasure. Outside, you’ll immediately appreciate the exceptional curb appeal highlighted by stone-accented Craftsman columns, a large covered front porch perfect for relaxing in a rocking chair, and professionally maintained St. Augustine sod. The home is equipped with a full irrigation system supplied by a private irrigation well, helping keep the landscaping beautiful year-round. Out back, the oversized covered lanai overlooks a fully fenced backyard, providing the perfect space for entertaining, pets, or simply enjoying Florida’s beautiful weather. Located in the charming city of Lake Helen, affectionately known as “The Gem of Florida,” this home offers the rare opportunity to enjoy a true small-town lifestyle while remaining conveniently located between Orlando and Daytona Beach with quick access to I-4. Lake Helen is beloved for its locally owned restaurants, Saturday farmers market, beautiful tree-lined streets, and the unique distinction of having no traffic lights, creating a peaceful atmosphere that’s becoming increasingly difficult to find. This is a rare opportunity to own a beautifully maintained home in one of Central Florida’s most desirable communities. Schedule your private showing today and experience

491 W Delaware Avenue, Lake Helen
$630,000
3 Beds ⋅ 2 Baths ⋅ S5154160 MLS
Experience the perfect blend of craftsmanship, comfort, and timeless design in this custom-built modern farmhouse, ideally situated in the heart of picturesque Lake Helen. Set on a spacious 0.40-acre corner lot, this exceptional block construction home showcases an open-concept floor plan with soaring ceilings, abundant natural light, and thoughtfully designed living spaces that exude both elegance and functionality. Offering 3 bedrooms, 2 full bathrooms, a bonus room, dedicated family room, mud room, and laundry room, this home was designed with everyday comfort and modern living in mind. Every bedroom features its own walk-in closet, providing exceptional storage, while the beautifully appointed kitchen is highlighted by quartz countertops, a spacious walk-in pantry, and a seamless connection to the main living area, creating an ideal space for both entertaining and daily living. The impressive ceiling heights further enhance the home's spacious feel, featuring 12-foot ceilings in the main living area, 10-foot ceilings throughout the bedrooms, and an elegant 12-foot tray ceiling in the primary suite. 8-foot interior doors add a custom touch throughout, while luxury vinyl plank flooring extends through the main living areas, complemented by carpeted bedrooms for added warmth and comfort. Custom blinds throughout the home provide both style and privacy. Enjoy Florida living from the expansive front and back porches, perfect for morning coffee, outdoor dining, or relaxing while overlooking the spacious backyard. The generous 0.40-acre homesite provides ample room to enjoy the outdoors while offering privacy and endless possibilities for outdoor living. Conveniently located just 5 minutes from I-4, approximately 35 miles from Downtown Orlando, and 50 miles from the Disney area, this home offers easy access to Central Florida's major destinations while preserving the peaceful charm and character that make Lake Helen so desirable. Historic Downtown DeLand, shopping, dining, parks, healthcare, and everyday conveniences are all just a short drive away. Combining quality craftsmanship, timeless finishes, spacious living, and a highly desirable location, this custom-built modern farmhouse presents a rare opportunity to own a beautifully designed home in one of Central Florida's most charming communities. Schedule your private showing today.

310 W Washington Avenue, Lake Helen
$355,000
4 Beds ⋅ 2 Baths ⋅ V4950021 MLS
HUGE PRICE REDUCTION: GREAT INVESTMENT PROPERTY IN BEAUTIFUL LAKE HELEN. 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. 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.

490 John Street Unit A & B, Lake Helen
$775,000
5 Beds ⋅ 3 Baths ⋅ V4950017 MLS
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.

900 E Kicklighter (5 +- Acres) Road, Lake Helen
$510,000
4 Beds ⋅ 3 Baths ⋅ V4949744 MLS
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.

128 N Lakeview Drive, Lake Helen
$749,900
3 Beds ⋅ 2 Baths ⋅ V4949648 MLS
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.

210 Westlake Drive, Lake Helen
$749,900
4 Beds ⋅ 3 Baths ⋅ V4949612 MLS
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!

922 Volusia Timber Court, Lake Helen
$1,100,000
3 Beds ⋅ 2 Baths ⋅ V4949539 MLS
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.

135 Linda Sue Drive, Lake Helen
$675,000
4 Beds ⋅ 3 Baths ⋅ V4949415 MLS
Virtually Staged. **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!!

267 N Orange Avenue, Lake Helen
$575,000
3 Beds ⋅ 2 Baths ⋅ V4949323 MLS
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.

411 Garden Street, Lake Helen
$885,000
3 Beds ⋅ 2 Baths ⋅ O6388675 MLS
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!

1390 E Ohio Avenue, Lake Helen
$662,000
4 Beds ⋅ 4 Baths ⋅ O6383170 MLS
One or more photo(s) has been virtually staged. Pre-Construction. To be built. The "Summit House" — A Custom 4BR/3.5 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. 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.

360 N Summit Avenue, Lake Helen
$650,000
3 Beds ⋅ 2 Baths ⋅ O6376679 MLS
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!

746 W Washington Avenue W, Lake Helen
$749,500
4 Beds ⋅ 3 Baths ⋅ O6337427 MLS
Come admire, fall in love with, and buy a true hidden gem in the quiet, quaint town of Lake Helen with NO HOA. This 4 spacious bedrooms with 2 and 1/2 bath home built in 2021 has many unique characteristics to offer in the detailed craftsmanship within minutes from I-4, only 30 minutes from coast and 45 minutes from downtown Orlando, this home is in the right spot for a piece of mind and serenity lifestyle and just a drive away to the busy and bustle of the city! The Master suite includes two full walk-in closets, a bathroom with double vanity sinks, garden tub and walk-in shower with a luxurious shower rain head. The open kitchen showcases flagstones tiles, granite countertops, stainless steel appliances, and plenty of cabinet space. This kitchen oversees the natural lit living area built with beautiful marble floors, built-in stone accented fireplace and shelving. Modern lighting, custom window frames, crown molding and high 10ft interior doors throughout really brings this home's charm together! Every detail allows this floorplan to flow nicely. This property sits on just shy of a 2 acre lot, offering privacy, and plenty space for additions or vehicle/boat storage for any of your needs. The rear patio also includes a covered dog kennel and enclosed shed. 08R3 allows this property to be use for many purposes beyond residential including daycare, group home location, foster care facility (please contact your local Zoning Department for the full list of options. Security Cameras Night Owl system are included. Furnitures are negotiable. Do not let this gem get away!

308 Church Street, Lake Helen