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$217,000
3 Beds ⋅ 1 Baths ⋅ Acreage SubDv. ⋅ 32744 Zip Code
Under contract-accepting backup offers. GREAT LOCATION! AND HORSES ALLOWED! Close to I-4, Hwy 44 for easy travel to New Smyrna Beach to the east, or Downtown DeLand to the west. Amazon Distributions Centers, Volusia County Fair Grounds and Farmers Market are only a few minutes away. This home is ready for you to add your touches. Many MAJOR newer items included: Double pane windows, roof in 3/2020, large 18x24 porch in 3/2021, also has a 4x18 outdoor grilling area under cover, wifi controls water heater 2022, A/C 8/2022 has 3 ton 16 SEER unit, vinyl fence encloses entire back yard 12/2022, land is almost half acre, also includes large above ground pool!!

1031 Lake Helen Osteen Road, Lake Helen
$70,000
Hill Blks 90 & 91 Lake Helen SubDv. ⋅ 32744 Zip Code
Build your dream home on this beautiful 0.34-acre vacant lot in the charming city of Lake Helen! This high and dry homesite is located in Flood Zone X and has no HOA, giving you the freedom to choose your own builder and design the home you’ve always envisioned. Known as “The Gem of Florida,” Lake Helen offers a unique blend of small-town charm, historic character, and a welcoming community. Enjoy the popular Saturday Farmers Market, local parks, and a relaxed lifestyle while still being just minutes from I-4, providing convenient access to both Orlando and Daytona Beach. Whether you’re ready to build now or planning for the future, this is an outstanding opportunity to own land in one of Central Florida’s most desirable small towns. Don’t miss your chance to make your dream home a reality!

S Goodwin Street, Lake Helen
$579,900
3 Beds ⋅ 2 Baths ⋅ The Woods Of Lake Helen SubDv. ⋅ 32744 Zip Code
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
$134,800
Edgewood Estates SubDv. ⋅ 32744 Zip Code
Over Half-Acre Residential Lot in Historic Lake Helen! Located at 275 W Michigan Avenue, this approximately 0.57-acre parcel offers about 170 feet of frontage along a paved, tree-lined street. Situated in Edgewood Estates and surrounded by custom and historic homes, the property provides an inviting setting for a future custom residence. The lot features an established oak canopy and ample space to plan a homesite while preserving its Old Florida character. City water is available, and a private septic system will be required. No HOA and located in Flood Zone X. Conveniently located near Lake Helen City Hall, the post office, local parks and community amenities, with easy access to Interstate 4. Downtown DeLand, Stetson University, shopping, dining and medical facilities are only a short drive away, with convenient travel to Orlando, Daytona Beach and New Smyrna Beach. Qualified buyers may purchase this land with as little as 20% down payment.

275 W Michigan Avenue, Lake Helen
$55,000
2 Beds ⋅ 1 Baths ⋅ Lake Helen Blk 13 SubDv. ⋅ 32744 Zip Code
Older home in a great area of Lake Helen. Home is not livable, but could be repaired. Cash only.

372 S Euclid Avenue, Lake Helen
$845,000
5 Beds ⋅ 3 Baths ⋅ Lake Helen SubDv. ⋅ 32744 Zip Code
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.

212 Pleasant Street, Lake Helen
$630,000
3 Beds ⋅ 2 Baths ⋅ Woods Of Lake Helen SubDv. ⋅ 32744 Zip Code
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
$1,250,000
4 Beds ⋅ 6 Baths ⋅ Lake Helen Blk 16 SubDv. ⋅ 32744 Zip Code
Prime Mixed-Use Investment Opportunity in the Heart of Lake Helen! Exceptional income-producing property situated on approximately one acre across three parcels. This unique investment features 2 commercial units and 4 residential rental units, all currently occupied, providing immediate cash flow with an average monthly income of approximately $6,500. Recent improvements include a new metal roof and fresh exterior paint, helping minimize maintenance costs. The property offers excellent visibility and is conveniently located near Lake Helen's downtown district, park, and horse arena, making it an attractive location for both commercial and residential tenants. This versatile mixed-use property presents an outstanding opportunity for investors seeking a fully leased asset with established income and long-term appreciation potential in one of Central Florida's most desirable small-town communities. Owner financing may be considered with an acceptable down payment and approved terms. Property Features: • Mixed-Use Commercial/Residential • Approximately 1 acre (3 parcels) • 2 Commercial Units • 4 Residential Rental Units • Fully Occupied • Average Monthly Income: Approximately $6,500 • New Metal Roof • Fresh Exterior Paint • 4 Bedrooms • 6 Bathrooms (4 Full, 2 Half)

360 S Lakeview Drive, Lake Helen
$325,000
3 Beds ⋅ 2 Baths ⋅ Mc Gill Rep SubDv. ⋅ 32744 Zip Code
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!

390 N High Street, Lake Helen
$409,000
3 Beds ⋅ 2 Baths ⋅ Lake Helen Blk 16 Resub Lts 09 & 10 SubDv. ⋅ 32744 Zip Code
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
$93,000
1 Beds ⋅ 1 Baths ⋅ Memorial-Kicklighter SubDv. ⋅ 32744 Zip Code
This 1940's Bungalow home is in need of some love. Located in the charming city of Lake Helen. The home was formerly a rental property for many years and needs to be renovated back to its original charm. The home could be a fit for investors looking for their next rental or an owner-occupied home for an individual or couple. The two sheds on the property offer many possibilities. The seller has never lived in the home. Within minutes of easy access to Interstate 4.

1059 Bedell Avenue, Lake Helen
$510,000
4 Beds ⋅ 3 Baths ⋅ Lake Helen SubDv. ⋅ 32744 Zip Code
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
$219,000
2 Beds ⋅ 1 Baths ⋅ Lake Helen Blks 134-135 Palm Villa Resub SubDv. ⋅ 32744 Zip Code
New roof to be installed before closing! Come check out this super cute 2-bedroom 1 bath home in Lake Helen, on a fully fenced half acre corner lot! Light and bright with all New Luxury Laminate Flooring throughout! No Carpet. The Kitchen has been recently updated as well and New Plumbing and Electric in the kitchen. Super-efficient Mini Splits were installed approx. 3 years ago. No HOA so bring the boat, RV and all the toys and park them behind the fence on your huge 1/2-acre lot. Great location and conveniently located to shopping, restaurants, medical facilities and only a short 30 min drive to Florida's Beautiful Beaches and super close to both 1792 and I-4 for an easy commute. Orlando is only 45 mins away as well as all the Theme Parks. Call today for your private showing of this adorable and move in ready home!!

412 W New York Avenue, Lake Helen
$144,900
Lake Helen Blks 01-03 Inc Jeffery SubDv. ⋅ 32744 Zip Code
Tucked away in the heart of Lake Helen, this beautiful half-acre lakefront lot offers the kind of setting that's becoming increasingly difficult to find. Situated on Lake Macy, the property enjoys peaceful water views, remarkable privacy, and a quiet shoreline with very limited development. The elevated homesite gently slopes toward the water, creating an ideal backdrop for a custom residence designed to capture the lake views. Surrounded by a relaxed, low traffic neighborhood, you'll appreciate the sense of space, tranquility, and connection to nature. Whether you're dreaming of a primary residence or a private lake front retreat, this property provides the perfect canvas. Short term owner financing is available. Conveniently located just minutes from I-4, historic downtown DeLand, shopping, dining, and New Smyrna Beach, you'll enjoy a secluded feel without sacrificing accessibility.

Vista Street, Lake Helen
$63,000
Lake Helen Blks 51 & 60 Blakewood Resub Resub SubDv. ⋅ 32744 Zip Code
Build your future in beautiful Lake Helen! This vacant, undeveloped lot is ideally located at 175 N Summit Ave, just moments from charming downtown Lake Helen. Enjoy the tranquility of small-town living while remaining close to shopping, dining, parks, and major commuter routes. With plenty of potential for a custom home or investment project, this property is a rare opportunity to secure land in a highly desirable area. Bring your vision and make it a reality!

175 N Summit Avenue, Lake Helen
$575,000
3 Beds ⋅ 2 Baths ⋅ Woods Of Lake Helen SubDv. ⋅ 32744 Zip Code
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
$599,000
3 Beds ⋅ 2 Baths ⋅ Woods Of Lake Helen SubDv. ⋅ 32744 Zip Code
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!

326 W Delaware Avenue, Lake Helen
$360,000
3 Beds ⋅ 2 Baths ⋅ Lake Helen Blks 51 & 60 Blakewood Resub Resub SubDv. ⋅ 32744 Zip Code
Welcome home to this charming 3 bedroom, 2 bathroom residence on a desirable corner lot in the heart of Lake Helen. With inviting curb appeal, a spacious layout, and both a covered front porch and screened-in rear porch, this home offers the perfect blend of comfort, charm, and Florida living. Inside, you’ll find a bright, open floor plan with vaulted ceilings, neutral tones, and tile flooring throughout the main living areas. The living and dining spaces flow seamlessly together, creating an easy setting for everyday living and entertaining. The kitchen features wood cabinetry, granite countertops, black appliances, and a convenient breakfast nook for casual dining. The split-bedroom floor plan provides privacy, with a comfortable primary suite and well-sized guest bedrooms. A 2-car garage adds excellent storage and parking, while the rear porch provides a relaxing outdoor retreat overlooking the yard. Whether enjoying your morning coffee or unwinding in the evening, this home offers comfortable indoor-outdoor living. Lake Helen is known for its small-town charm, tree-lined streets, historic character, and welcoming community atmosphere. Often called one of Central Florida’s hidden gems, it offers a peaceful setting while still providing convenient access to nearby shopping, dining, and major roadways.

191 N Summit Avenue, Lake Helen
$615,000
3 Beds ⋅ 2 Baths ⋅ Troy SubDv. ⋅ 32744 Zip Code
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
$615,000
3 Beds ⋅ 3 Baths ⋅ Woods Lake Helen SubDv. ⋅ 32744 Zip Code
Sold Data Entry Only

327 W Park Street, Lake Helen
$557,000
3 Beds ⋅ 4 Baths ⋅ Map/Lk Helen SubDv. ⋅ 32744 Zip Code
Welcome to 289 Garden Street in Lake Helen. Situated on a 0.40-acre lot, this 3BR/2.5BA home offers nearly 2,400 square feet of living space, over 3,300 square feet under roof, a two-car garage under air, and an in-ground heated pool. Located just outside the historic district with no HOA, the property provides a quiet residential setting with convenient access to DeLand and Interstate 4. This Mediterranean-inspired concrete block home features a metal roof, circular driveway, and a secondary side-entry drive to the garage with additional parking space for a boat or RV. A large front veranda overlooks mature landscaping and creates a welcoming entrance. Inside, the home features tile and hardwood flooring throughout, along with a functional layout that includes a foyer, half bath, office or den with custom built-ins, family room with propane fireplace, dining room, spacious kitchen, and laundry room with second-floor laundry chute. French doors open to a covered lanai and a fully fenced backyard with an expansive pool deck and rock waterfall feature. The second floor includes three bedrooms, highlighted by a spacious primary suite with dual ensuite baths, soaking tub, separate shower, and walk-in closet. An additional full bath serves the secondary bedrooms. Recent improvements include updated landscaping and sprinkler system, pool heater, and fencing, built-in home office, garage floor coating, and a split HVAC system in the garage. This property offers a balance of indoor functionality, outdoor living, and long-term durability in one of Central Florida’s historic established residential communities.

289 Garden Street, Lake Helen
$265,000
3 Beds ⋅ 1 Baths ⋅ Jennings Lake Helen SubDv. ⋅ 32744 Zip Code
Welcome to charming Lake Helen — known as the “Gem of Florida” — where small-town charm, community connection, and peaceful living come together. Nestled beneath mature trees on a quiet street, this beautifully updated block home offers the perfect opportunity to enjoy one of Central Florida’s most beloved hidden gems. Inside, you’ll find a move-in ready home featuring updated windows, roof, HVAC, electrical, water heater, and a renovated kitchen designed for everyday comfort and convenience. The flexible floor plan offers space for a home office, playroom, or guest area, while the fully fenced backyard creates the perfect setting for relaxing evenings, pets, gardening, or entertaining around the firepit. Beyond the home itself, Lake Helen offers a lifestyle buyers are searching for — golf cart-friendly streets, community events, scenic parks, lakes, and a welcoming hometown atmosphere that’s hard to find today. Enjoy local favorites like Lil’ Lake Helen Cafe and Roma’s Pizza, spend weekends exploring nearby parks and lakes, or take advantage of the area’s beloved equestrian community and riding facilities. Conveniently located near DeLand, I-4, Orlando, and the beaches, this home offers the perfect blend of peaceful small-town living with easy access to everything Central Florida has to offer. Don’t miss your opportunity to own an affordable piece of Lake Helen charm. USDA Eligible property!

624 W New York Avenue, Lake Helen
$275,000
2 Beds ⋅ 2 Baths ⋅ Lake Helen Blks 132-133 146-147 Harlan Oaks SubDv. ⋅ 32744 Zip Code
This move-in ready 2 bedroom, 2 bath house is located in a quiet neighborhood in the “Gem” of Florida, Lake Helen. The home features a large living room, galley kitchen, dining area, with cathedral ceiling and a large sunroom facing the backyard. The exterior offers an approximate 20’ x 30’ detached garage, an RV port, a shed and is partially fenced.

461 Austin Street, Lake Helen
$200,000
2 Beds ⋅ 1 Baths ⋅ Lake Helen Blk 17 &W 1/2 Blk 18 SubDv. ⋅ 32744 Zip Code
Discover timeless charm and exceptional potential with this 1935 cottage located at 130 W Pennsylvania Avenue in Lake Helen. Situated within the Downtown Commercial District (DCD) and part of the city's Historic Gateway corridor, the property offers unique flexibility with the potential for short-term rental use, live-work opportunities, or the thoughtful restoration of a classic Florida cottage. The main home features 2 bedrooms and 1 full bath, showcasing original pine wood floors, a metal roof with classic gable architecture, and a welcoming front porch reflective of its era. While the home is ready for updates and improvements, its character and setting provide a wonderful canvas for those looking to restore and personalize a charming piece of Central Florida history. Beyond the main residence, a detached 24 × 12 shed with electricity and air conditioning provides flexible space that could serve as a workshop, studio, hobby room, creative workspace, or private office. An additional structure on the property offers space for storage or potential use as an animal enclosure. Set on a generous 72 × 146 lot, the property provides ample outdoor space for gardening, animals, expansion, or outdoor enjoyment. Mature trees and peaceful surroundings add to the quiet charm that makes Lake Helen so special. Offered as-is and priced to sell, this property presents an appealing opportunity for investors, renovation buyers, or those seeking a flexible property with income potential in a unique small-town setting. Located in the charming city of Lake Helen, often referred to as the “Gem of Florida,” the area is known for its historic homes, tree-lined streets, and relaxed small-town atmosphere. Nearby are City Hall, Blake Park, the Lake Helen Equestrian Center, and local shops, while Lake Helen itself offers a public boat launch and fishing for largemouth bass, bluegill, and crappie. Whether you envision restoring a classic cottage, creating a rental opportunity, or establishing a live-work retreat, this property offers the chance to enjoy the character and charm that make Lake Helen such a special place to call home. DISCLAIMER Property is located within the Lake Helen Historic Gateway corridor and is zoned DCD (Downtown Commercial District). Short-term rentals with a minimum 30-day rental period may be permitted; however, buyers are advised to verify all zoning regulations, rental restrictions, and permitted uses directly with the City of Lake Helen. All room sizes, measurements, and property details are approximate and should be independently verified by the buyer.

130 W Pennsylvania, Lake Helen
$490,000
4 Beds ⋅ 2 Baths ⋅ Lake Helen Blks 51 & 60 Blakewood Resub Resub SubDv. ⋅ 32744 Zip Code
NEW CONSTRUCTION. Make your dreams a reality with this new 4 bedroom, 2 bath, modern concept home with timeless charm. Located in the quaint and sought after town of Lake Helen. Walking into this energy efficient home, you are greeted by the tall ceilings and an open concept living space. The chef’s kitchen is designed with ample workspace including quartz countertops, stainless steel appliances, undercabinet lighting and ample storage. The home boasts a spacious kitchenette, separate laundry room, large covered front and large rear porches, and a full two car garage. The Master suite includes a large walk- in closet, an ensuite featuring his and hers vanities with a walk-in shower and separate soaker tub. Solid wood cabinets with solid surface countertops and undermount sinks are installed throughout the home. Features an expansive lot with plenty of space to build your dream pool or garden oasis. Located just outside the Historic District and free from HOA restrictions. This home blends style, space and flexibility without the hassle of HOA rules. The large mature trees maintain the historic charm with minimal restrictions. Lake Helen is close to shopping, dining, entertainment, Downtown DeLand, Sanford, Orlando, the beaches, and lots of activities for the entire family! Don’t miss your chance to own a piece of paradise with endless possibilities. Contact us now to schedule a personalized walk-through.

349 Baker Avenue, Lake Helen
$410,000
4 Beds ⋅ 2 Baths ⋅ Summit Pines Add 02 SubDv. ⋅ 32744 Zip Code
Welcome to this beautiful 4-bedroom, 2-bath home in Lake Helen, offering 1,788 sq ft of living space on a unique and private .67-acre fenced property. This move-in-ready home features a huge backyard with plenty of room to bring your boat and recreational toys while enjoying the freedom of NO HOA living. Inside, you’ll find an open-concept layout filled with natural light, a cozy brick fireplace, and a spacious driveway that easily accommodates family and guests. The split layout places the master suite on the opposite side of the home for added privacy. Step outside to your large private pool overlooking the expansive yard, perfect for relaxing and entertaining while enjoying your own peaceful outdoor oasis. Don’t miss this opportunity to own a private retreat just a short distance from major metro areas.

610 N Summit Avenue, Lake Helen
$175,000
2 Beds ⋅ 1 Baths ⋅ Lake Helen SubDv. ⋅ 32744 Zip Code
INVESTORS OR HOMEOWNERS EXCELLENT OPPORTUNITY TO INVEST IN THIS CUTE LITTLE 2/1 BUNGALOW IS RIGHT IN THE HEART OF DESIRABLE LAKE HELEN. LOCATED JUST ACROSS FROM THE PARK, AND A BLOCK FROM CITY HALL AND THREE HOUSES FROM THE LAKE. THIS HOME IS ON A LARGE CORNER LOT, AND HAS A NEWER METAL ROOF 2021 AC REPLACED 2020 AND SEPTIC REPLACED 2018. NO HOA. TENANT OCCUPIED WITH A LEASE THRU NEXT FEB 2027. PRICED TO SELL! BRING ALL OFFERS.

192 E Pennsylvania Avenue, Lake Helen
$714,000
4 Beds ⋅ 4 Baths ⋅ Jennings Lake Helen SubDv. ⋅ 32744 Zip Code
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.

360 N Summit Avenue, Lake Helen
$547,500
3 Beds ⋅ 2 Baths ⋅ Woods Of Lake Helen SubDv. ⋅ 32744 Zip Code
Brand-new construction in historic Lake Helen! This beautifully designed 3-bedroom, 2-bath home sits on a desirable corner lot and features a split floor plan that blends classic colonial charm with modern luxury throughout. Seller is open to financing with agreeable terms. A welcoming 30-foot-wide covered front porch sets the tone—perfect for rocking chairs and morning coffee—while the dual-entry front door fills the home with natural light. Inside, refined details shine with 11-foot ceilings, 7-foot interior doors, 7-inch baseboards, crown molding, and luxury vinyl plank flooring for a cohesive, upscale aesthetic. The gourmet kitchen boasts soft-close cabinetry, recessed lighting, and sleek modern fixtures, seamlessly opening to the living area. A full wall, multi-slide patio door enhances indoor-outdoor living, making it ideal for entertaining and backyard gatherings. The flex space off the kitchen offers you a space you can customize for your needs. If used as an office, it offers an excellent work-from-home space. The separate laundry room includes a large closet and additional shelving for added storage. The spacious owner’s suite is a private retreat featuring a tray ceiling with crown molding, dual walk-in closets, and an en suite bathroom with a double-sink vanity and tiled walk-in shower. Additional upgrades include spray-foam attic insulation for improved energy efficiency and lower electric bills, as well as St. Augustine sod and a full irrigation system. This is a rare opportunity to own a thoughtfully crafted, luxury new-construction home in one of Lake Helen’s most sought-after communities.

311 W Delaware Avenue, Lake Helen
$68,500
Hill Blks 90 & 91 Lake Helen SubDv. ⋅ 32744 Zip Code
Beautiful .70-acre buildable lot located in the desirable Lake Helen area. This oversized homesite offers the perfect opportunity to build your dream home in a peaceful, natural setting. The owner previously completed a wetland and topographical survey and had his home plans approved with the City of Lake Helen already. The property features a scenic, wooded backyard with a tranquil creek running along the rear of the lot. High and dry and located in Flood Zone X. Don’t miss this opportunity—schedule your visit before it’s gone.

751 W Pennsylvania Avenue, Lake Helen