Refine Search
Sort by
$579,900
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

$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

$1,100,000
5 Beds 3 Baths V4949979 MLS
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.

900 E Kicklighter ( 15+/- Acres) Road, Lake Helen

$409,000
3 Beds 2 Baths V4949931 MLS
Under contract-accepting backup offers. 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.

162 W Park Street, 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

$779,900
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

$685,000
4 Beds 3 Baths V4949415 MLS
**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

$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