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$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

$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

$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

$615,000
3 Beds 2 Baths V4948532 MLS
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.

250 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