Lake Helen Homes with Shingle Roof

Lake Helen Homes with Shingle Roof

Welcome to Lake Helen, Florida, a charming gem nestled in the heart of Volusia County. Known for its picturesque landscapes and vibrant community, Lake Helen offers a serene escape from the hustle and bustle of city life while still being conveniently located near the amenities of larger urban centers. With its lush greenery, tranquil lakes, and friendly atmosphere, this city is perfect for families, retirees, and anyone looking to enjoy a peaceful lifestyle.

The real estate market in Lake Helen features a delightful range of homes, including the classic and timeless shingle-roofed residences that define the area’s architectural charm. These homes not only offer aesthetic appeal but also provide durability and protection against Florida’s varied weather. The shingle roofs are designed to withstand the elements, ensuring that your investment remains secure for years to come.

Living in Lake Helen means embracing a lifestyle filled with outdoor adventures, community events, and a strong sense of belonging. The city is surrounded by beautiful parks and nature trails, making it an ideal location for those who appreciate the great outdoors. Additionally, residents enjoy easy access to nearby attractions, including the stunning beaches of the Atlantic Coast and the vibrant cultural scene of Daytona Beach.

Whether you’re looking for a cozy family home, a peaceful retreat, or an investment opportunity, Lake Helen’s shingle-roofed homes provide the perfect blend of comfort and character. Explore the beauty and charm of Lake Helen today, and discover your dream home in this enchanting Florida city!

Newest Lake Helen Homes with Shingle Roof

3 Beds ⋅ 3 Baths ⋅ O6440720 MLS

Virtually Staged. Come fall in love with this custom-built home, thoughtfully designed and built by the owner on over half an acre in the Historic District of Lake Helen. From the moment you arrive, the attention to detail is easy to appreciate, from the mature landscaping and paver driveway to the welcoming front porch. The pavers continue around the home and create a spacious backyard patio, giving you plenty of room to enjoy the outdoors. Inside, the home offers three bedrooms, two and a half bathrooms, and a dedicated office. The open living area features a fireplace and views of the private backyard. The transom windows add beauty and natural light to the home. Wainscoting throughout the main living areas is just one of the features that adds to the charm of the home. The kitchen is beautifully designed with both function and everyday living in mind, offering quartz countertops, tile backsplash, built-in double oven, induction cooktop, island with seating, walk-in pantry, and a large eat-in area with built-in buffet. Two generous secondary bedrooms share a full bathroom, with an additional convenient half bath for guests. The primary suite is privately located off the living room and overlooks the backyard. The spacious walk-in closet measures approximately 13x7. Imagine using all that space! The primary bathroom features split vanities and a large walk-in shower. A generous laundry room offers a sink and a closet for additional storage, and there is also a separate utility room off the garage that works well as a mudroom or additional storage space. The three-car garage includes one bay currently set up as a workshop. Above the garage is an exciting opportunity already underway, with a framed-out garage apartment and A/C in place. Finish the space as a one- or two-bedroom apartment, guest suite, office, or whatever best fits your needs. There is also a 12x16 storage shed for even more room. Thoughtful construction details include Everlast Lap Siding, impact-resistant windows throughout the home, an 18 SEER A/C system, and a roof with a 50-year warranty and rubberized underlayment. The well-fed irrigation system helps keep the landscaping looking its best year-round. Outside, the oversized covered patio overlooks the beautifully landscaped backyard and fire pit, creating a comfortable space for entertaining, relaxing, or simply enjoying the peaceful Florida setting. Located in the Historic District of Lake Helen, this home offers the charm and character of one of Central Florida's special small-town communities while still providing convenient access to I-4, Orlando, and Daytona Beach. Enjoy locally owned restaurants, the farmers market, beautiful tree-lined streets, community events, and holiday celebrations, all within a peaceful setting with no traffic lights. Homes in the Historic District are a special part of what makes Lake Helen so unique, and this property gives you the opportunity to enjoy that setting while offering the space, features, and modern conveniences you will appreciate. Come see this custom-built home and all it has to offer. Schedule your private showing today.

251 W Delaware Avenue, Lake Helen

2 Beds ⋅ 2 Baths ⋅ V4951134 MLS

5.4 ACRES | LAKE COLBY FRONTAGE | HORSE STABLES | LARGE WORKSHOP | RV HOOKUP A rare opportunity to own 5.4 private acres with direct Lake Colby frontage in Lake Helen. This unique 2-bedroom, 2-bath property combines waterfront living, equestrian features, workshop space, privacy, and room to enjoy the outdoors in a single remarkable setting. Tucked away at the end of a quiet road, the setting feels peaceful and secluded from the moment you arrive. Bring the horses and take advantage of the existing stables and open land for grazing. A large metal workshop-style building offers ample space for vehicles, equipment, boats, storage, hobbies, and projects. The real centerpiece is Lake Colby. Step outside to fish, kayak, paddle, or simply relax along your own lakefront. Enjoy morning coffee from the front porch overlooking the water, watch wildlife move through the property, and unwind in a setting that is increasingly difficult to find in Central Florida. Inside, the home offers a warm and comfortable retreat with inviting living spaces and a free-standing wood-burning fireplace that adds warmth and character to the home's relaxed country setting. A 30-amp RV hookup with septic connection adds even more flexibility for recreational vehicles or guests. With 5.4 acres, the property also offers room for additional outdoor uses and future possibilities, subject to applicable zoning and permitting. Despite its secluded setting, the property remains convenient to downtown Lake Helen, DeLand, I-4, shopping, dining, and everyday amenities. For buyers searching for acreage, lakefront living, equestrian features, workshop space, privacy, and room to create something truly their own, 1210 Gem Lane offers a combination that is difficult to duplicate. Schedule your private showing and experience the land, the lake, and the possibilities for yourself.

1210 Gem Lane, Lake Helen

2 Beds ⋅ 1 Baths ⋅ O6436293 MLS

Short Sale. INVESTOR OPPORTUNITY IN LAKE HELEN! This home can be purchased with NO MONEY DOWN or NO INCOME VERIFICATION. Bring your vision to this property situated on approximately 0.34 acres in the charming community of Lake Helen. The existing 2-bedroom, 1-bath home offers an opportunity for investors, builders, or buyers looking for a renovation project or the possibility of starting fresh with new construction. With approximately 15,000 square feet of land, the property provides plenty of room to explore the possibilities. Renovate the existing home, reimagine the property, or potentially build new—the choice is yours!

381 W Ohio Avenue, Lake Helen

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

5 Beds ⋅ 3 Baths ⋅ O6427099 MLS

Welcome to your own slice of small-town paradise in the heart of charming Lake Helen. Perfectly positioned on an oversized corner lot with breathtaking views of Lake Helen, this one-of-a-kind home offers an incredible opportunity for multigenerational living, growing families, or anyone seeking room to spread out while enjoying the relaxed Florida lifestyle. All with no HOA! Originally designed as a 2-bedroom, 2-bath home, this spacious residence has been thoughtfully expanded to 4 bedrooms, 3 bathrooms, and an impressive 3,566 square feet of living space, plus a versatile upstairs loft with a closet that can easily serve as a fifth bedroom, guest suite, home office, or playroom. One of the home's standout features is its two private primary suites, each complete with walk-in closets and en-suite bathrooms, making it ideal for extended family, guests, or flexible living arrangements. Inside, you'll find an inviting open-concept layout where the kitchen and great room flow seamlessly together around a cozy wood-burning fireplace. A separate dining room, dedicated office or flex space, and expansive living areas provide endless possibilities for everyday living and entertaining. Large picture windows frame stunning views of Lake Helen, filling the home with natural light and creating a peaceful backdrop throughout the day. Recent updates provide peace of mind, including a new roof (2022), two new air conditioning systems (2024), new dishwasher and stove (2024), seamless gutters (2022), and solar panels installed in 2025 for improved energy efficiency. Tile flooring runs throughout the home, and outside you'll enjoy a fully vinyl-fenced backyard featuring a new 24-foot above-ground pool, extended driveway with room for your boat or RV, and no HOA restrictions. BRAND NEW COUNTERTOPS being installed pictures will be updated! Just across the street, embrace true lake life. Spend your mornings fishing, kayaking, canoeing, or simply enjoying the beautiful waterfront views. You'll also enjoy front-row access to Lake Helen's beautifully restored pavilion, completed through the Legacy Project, with an exciting second phase already underway that will include a brand-new public dock. Whether you're watching community events, taking evening strolls around the lake, or enjoying the friendly atmosphere that makes Lake Helen so special, this location offers a lifestyle that's difficult to replicate. If you've been searching for generous square footage, flexible living spaces, lake views, and the warmth of one of Central Florida's most beloved small towns, this exceptional home is ready to welcome you. SELLER IS OPEN TO REASONABLE OFFERS AND WILLING TO NEGOTIATE! BRING YOUR OFFERS!

212 Pleasant Street, Lake Helen

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

5 Beds ⋅ 5 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

4 Beds ⋅ 3 Baths ⋅ V4949415 MLS

Virtually Staged. A Rare Lake Helen Retreat on 2.3 Acres | Main Home + Private Guest Cottage Discover the space, privacy, and versatility of this exceptional Lake Helen property, set on 2.3 beautiful acres in the charming “Gem of Florida.” With a spacious main residence, detached guest cottage, workshop, and room for all your toys, this property offers a lifestyle that is becoming increasingly hard to find. The 3-bedroom, 2-bath main home provides comfortable everyday living with a 2-car garage and a peaceful rear patio overlooking the expansive property. The generous acreage gives you plenty of room to relax, entertain, garden, explore, or simply enjoy the feeling of having space around you. Adding incredible flexibility is the separate 1-bedroom, 1-bath guest cottage, featuring its own full kitchen and split-system A/C. Whether used for extended family, guests, a private retreat, or potential rental income, this additional living space opens the door to countless possibilities. For those who love their hobbies and outdoor toys, the property delivers. A workshop with a 30-amp hookup and a covered carport for an RV, boat, or other recreational equipment make it easy to store, work, and enjoy the things you love. The property is served by city water, with a separate irrigation well to help maintain the lush grounds. Recent updates include the main home roof (2021), guest cottage roof (2024), and water heater (2026). Best of all, you can enjoy the peaceful feel of country living while staying conveniently close to shopping, dining, local amenities, and I-4. Virtually staged and packed with possibilities, this is far more than a home—it’s a unique Lake Helen property designed for flexibility, privacy, and enjoying the Florida lifestyle. Main home. Guest cottage. Workshop. RV/boat storage. 2.3 acres. Endless possibilities. Truly one of a kind. AUDIO VISUAL on the property!!

267 N Orange Avenue, Lake Helen

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

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

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