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$1,100,000
3 Beds ⋅ 2 Baths ⋅ 32744 Zip Code
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
$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
$640,000
3 Beds ⋅ 2 Baths ⋅ Edgewood Estates SubDv. ⋅ 32744 Zip Code
Welcome to 275 W Delaware Ave, a rare Lake Helen offering that blends timeless character, refined upgrades, and room to breathe—both inside and out. This 3-bedroom, 2-bathroom home features real hardwood flooring throughout and a versatile upstairs bonus room or office that can easily be converted into a true 4th bedroom, making it ideal for today’s flexible lifestyles. The main living space is warm and inviting, anchored by a beautifully finished fireplace that adds charm and ambiance, creating the perfect backdrop for cozy evenings and relaxed gatherings. The kitchen is a true showstopper, showcasing white shaker-style cabinetry, granite countertops, a farmhouse sink, and stainless steel appliances—a space designed to impress while remaining functional for everyday living. The primary suite offers a private retreat with a large walk-in shower, dual-sink vanity, separate water closet, and a walk-in closet with custom shelving. Step outside and enjoy Florida living on a lot just over half an acre, a rare find this close to downtown DeLand. The extended screened-in lanai with a custom tongue-and-groove ceiling creates an elevated outdoor living space, overlooking a fully fenced backyard perfect for pets, play, or future possibilities. Situated on a quiet street just minutes from Historic Downtown DeLand, Stetson University, and DeLand’s favorite shops and restaurants, this home delivers charm, space, and lifestyle in one exceptional package. Homes with this much land, character, and versatility don’t come around often. Schedule your private showing today and experience why 275 W Delaware Ave is truly something special.

275 W Delaware Avenue, Lake Helen
$900,000
4 Beds ⋅ 4 Baths ⋅ Lake Helen Blk 102 SubDv. ⋅ 32744 Zip Code
Welcome to this beautifully updated estate on 2.5 serene acres in the heart of Lake Helen. Built in 2000 and thoughtfully renovated, this 2,845 sq. ft. home blends modern updates with country charm. Offering 4 bedrooms, 2.5 baths, and a private office, it’s designed to suit both everyday living and entertaining. An oversized 2-car garage provides ample space for vehicles, storage, or hobbies. Inside, you’ll love the brand-new flooring and kitchen, along with peace of mind from recent upgrades including a new A/C and water heater (2024) and a new roof (2017). City water service adds convenience, while an automatic generator powered by a 500-gallon propane tank ensures comfort in any season. Step outside and enjoy your own resort-style retreat. The screened patio, overlooking the pool (resurfaced in 2019) is the centerpiece, complemented by an outdoor kitchen and cozy fireplace, perfect for gatherings with family and friends. A major highlight of this property is the 2,700 sq. ft. detached building, offering endless opportunities for Boat/RV storage, workshops, or business use. It also includes a 500 sq. ft. apartment, ideal for in-laws, guests, or potential rental income. For those desiring even more room to expand, an adjacent 2-acre parcel is available with the purchase. Conveniently located near I-4 with easy access to Orlando, Daytona, and surrounding areas, this estate offers the best of both worlds—privacy and space, with city conveniences just minutes away. Don’t miss your chance, please call to schedule a private showing!

591 Lake Pearl Drive, Lake Helen
$420,000
3 Beds ⋅ 2 Baths ⋅ Norris Lake Helen SubDv. ⋅ 32744 Zip Code
Welcome to 488 N Summit Avenue — your charming gateway to the historic heart of Lake Helen, Florida, the true “Gem of Florida.” This inviting 3-bedroom, 2-bathroom single-story home (built in 1992, ~1,229 sq ft) rests on a generous 0.62-acre lot, offering the perfect blend of cozy comfort and room to breathe. Step onto the welcoming front porch framed by a towering palm and lush greenery — already feeling the calm pace that defines life here. Inside, the thoughtful layout promises ease: no stairs to navigate, open living spaces for quiet evenings or lively gatherings, and natural light that makes every day feel brighter. But the real magic unfolds outside — that expansive backyard oasis, complete with a well-insulated 20x25 ft cypress-sided workshop, attached 24x36 ft parking stall for larger vehicles, extra storage buildings, and an RV/boat pole barn. What possibilities come alive for you here? Afternoons tinkering on a new project in peaceful solitude, or transforming the space into a family playground for barbecues, games, and stories under the stars? Now, envision how this home becomes the perfect base for immersing yourself in Lake Helen’s cherished traditions — centered around historic Blake Park, just minutes away, where the community’s spirit truly shines: • Every Saturday from 8:00 a.m. to 1:00 p.m., the Market in the Park draws you in with the aroma of fresh produce, the joy of homemade goods, plants, collectibles, and even local animals — a weekly ritual of friendly chats under the oaks that turns strangers into neighbors and weekends into something special. • Spring bursts with the Easter Egg Hunt & Spring Carnival — bounce houses, games, egg hunts, and laughter that make family moments (or grandparent-grandchild memories) unforgettable. • The annual Art Festival and Health Fair invites you to discover local creativity, browse handmade treasures, and feel the town’s artistic heartbeat in a relaxed, inspiring setting. • And when summer arrives, the July 4th celebration takes center stage: a classic parade kicking off at 10:00 a.m., followed by all-day festivities at Blake Park — delicious food, live music, games, crafts, watermelon-eating contests, and fireworks that light up the night in pure small-town magic. These aren’t just events; they’re the rhythm of belonging — recurring moments of civic pride, neighborly involvement, and shared joy that make you feel instantly part of something bigger. In Lake Helen, life moves at a calm, connected pace: tree-lined streets for shaded strolls, easy drives to nearby beaches, springs, or towns like DeLand, yet always returning to this peaceful retreat. This home at 488 N Summit Ave isn’t just a place — it’s your invitation to a life where traditions unfold outside your door, family (or chosen family) gathers in the backyard, and every Saturday market or holiday parade reminds you why this historic gem feels like home. This home is being offered for sale for the very first time, representing a rare opportunity to own a property with a single-owner legacy in Lake Helen. Lovingly maintained since its construction in 1992.

488 N Summit Avenue, Lake Helen
$450,000
3 Beds ⋅ 3 Baths ⋅ Lake Helen Blk 05 Turrell Resub SubDv. ⋅ 32744 Zip Code
FOR THOSE WHO DREAM OF ENCHANTING DELIGHTS... This home is a dream come true! Family and friends will delight in the warm & welcoming kitchen that is open to the living room with hardwood floors, vaulted ceilings and French doors to the large screened patio. The efficiently designed kitchen has oak cabinets, ample storage & counter space and several surprise features including a pantry, bread drawer, appliance lift and a drawer with a hidden fold-out ironing board! The home has a split bedroom plan and an inside laundry room. You can enjoy lazy afternoons on your porch swing in the screened patio or step outside and pick your own fresh pineapples! In addition to all the inviting features of the home there is an attached 2 car garage with built in shelving and a 2nd detached garage with a workshop area & 1/2 bath. PLUS the property includes 2 LOTS for a total of 1.43 Acres. You can keep all the land or subdivied to create possibly 2-4 lots to sell seperately. CALL TODAY, TO SEE WHAT'S IN YOUR FUTURE!

391 N High Street, Lake Helen
$525,000
2 Beds ⋅ 2 Baths ⋅ 32744 Zip Code
Dream Home Alert! BRAND NEW Pool w/ Solar heat & Salt Chlorinator! Welcome to Lake Helen’s best hidden gem! A one-of-a-kind, custom-built 2-Story Pool Home on nearly 4 ACRES of pristine, private land. This is your chance to own a slice of paradise! Tucked away in nature’s embrace, this property is perfect for homesteaders and nature lovers alike with scenic wooded trails, over 25 fruit trees, direct access to Sand Lakes for unforgettable fishing and relaxation AND a serene riding trail! WOW! Completely renovated in 2024, this home feels brand new and is packed with modern updates, including: New Inground Pool & Screen Enclosure – Relax and unwind in your own private oasis. Brand New Oversized Driveway & Parking Pad – With plenty of space for vehicles, plus a large warehouse and carport for all your storage needs. New Water Heater (2024), HVAC (7-8 years old), and Newer Roof (2020) - Major updates already done for peace of mind! Inside, the spacious upper level is the heart of the home, featuring: Gorgeous wood laminate floors throughout, a stunningly renovated bathroom, a modern chef-inspired kitchen with quartz counters and separate dining area, an inviting living room that opens to a large balcony with serene, wooded views, and two generously-sized bedrooms with ample closet space. And then there’s the lower level, which is all garage space! With minimal effort, you can easily transform this into a 4-bedroom home, add a second living room, or even create a private in-law suite – the potential for equity growth is limitless! This home offers unmatched potential and is truly a rare find. Don’t miss your chance to own this exceptional property—arrive prepared to fall in love! Schedule your showing today and make this dream home yours!

485 Mccracken Road, Lake Helen
$435,000
3 Beds ⋅ 3 Baths ⋅ Westside SubDv. ⋅ 32744 Zip Code
This home has lots of potential and is ready for the family that wants country living but wants to be close to town. Over 5 acres with beautiful trees and a small pond in the back of the property. The home has a metal roof. The interior needs remodeled and updated. The home is being sold AS-IS. The property is partially fenced and at the end of the road. Come see the opportunity and potential of the property. The Central AC is around 7 years old. The home interior needs cleaned up and remodeled. Owner occupied so showings are by appointment only.

211 Oakapple Trail, Lake Helen
$440,000
3 Beds ⋅ 2 Baths ⋅ Lake Helen Blk 05 Turrell Resub SubDv. ⋅ 32744 Zip Code
Welcome to your new oasis! This charming 3-bedroom, 2-bathroom home is the epitome of comfort and style. Nestled on a spacious corner lot, this property offers both privacy and convenience. Step inside and be greeted by the heart of the home: the upgraded kitchen. Boasting modern appliances, sleek countertops, and ample storage space, it's a chef's dream come true. Whether you're whipping up a quick breakfast or hosting a dinner party, this kitchen is sure to impress. After a day of hustle and bustle, unwind in the cozy living area or head outside to your own personal paradise. The highlight of this home? The inviting pool, perfect for soaking up the sun or enjoying a refreshing swim on hot summer days. Plus, with a fully fenced yard, you can relax knowing that privacy and security are guaranteed. With its desirable location, stunning features, and inviting atmosphere, this home is truly a gem. Don't miss your chance to make it yours! Schedule a showing today and start living the good life.

220 W New York Avenue, Lake Helen
$465,000
3 Beds ⋅ 3 Baths ⋅ Cassadaga SubDv. ⋅ 32744 Zip Code
Paradise found! This beautifully maintained 3/3 rustic retreat on Lake Leo is perfectly suited for indoor entertaining as well as outdoor gatherings with loved ones for years to come. The open concept "great room" with vaulted ceilings and wood burning fireplace creates an ideal space for entertaining. Formal Living room can be found just off of the kitchen, includes a 2nd wood burning fireplace. Enjoy the tranquility and privacy of 2.76 acres which allows for ample space for gardening, fishing and many other back yard activities. Enjoy your summers sitting on the wrap around wood porch. Upgrades include New Roof, New Electric Panel, New Deck, New garage door opener. This property gives you the privacy of small town country living while still being close to schools, shopping, and I4! Schedule your showing today!

171 Lova Way, Lake Helen
$390,000
4 Beds ⋅ 3 Baths ⋅ Lake Helen Blk 102 SubDv. ⋅ 32744 Zip Code
If you know Lake Helen then you know what a gem it is to find a 4 bedroom, 2.5 bathroom, 2 car garage, block home on over 1/2 an acre in this location! Being extremely close to I-4 for commuting to pretty much anywhere, this small town has a historic charm and is also close to New Smyrna Beach, Deland and Daytona Beach! The home features a split plan with a formal dining room, formal living room, formal family room and a bonus room off of the master bedroom! The kitchen is the center of the home so you still have a somewhat open feeling even though you do have a more formal layout. The interior laundry with a half bath is a great size allowing for storage. All new engineered hardwood flooring was done last year, a new roof was installed in 2023 and the AC was replaced in 2021! The yard is fully fenced and also features a large detached workshop/shed. Realtors please see realtor remarks.

431 Tiffany Lane, Lake Helen
$895,000
6 Beds ⋅ 3 Baths ⋅ 32744 Zip Code
JUST WHAT YOU HAVE BEEN WAITING FOR!! EVERYTHING IN ONE PACKAGE!! Main house, Guest house, Horse Stalls, oversized garage for ALL YOUR TOYS!! All this on 5.14 acres in beautiful LAKE HELEN. No HOA in the country! This property is fenced in completely. The Main house is a 4br/2bath/2car garage with an inground pool. The guest house (mother-in-law suite) or potential rental is a 2BR/ 1Bath /20x30 2 car garage is a 1200 SQ unit. Bring the horses and enjoy the 36x48 horse barn with stalls that open to the paddock area. Bring your four wheelers, side by sides, or extra cars / trucks for this oversized 30x40 three car garage. This metal garage has three 10x10 roll up doors and is insulated with foam. The garage also has a covered storage area off the back of the building with 100amp power and water. Covered storage area for RV and or BOAT. The buildings are connected with graded asphalt millings for driveway through the property. New title and Quartz countertops in 2022. New air handler 2022. Each home with its own septic tank passed inspection and pumped one year ago. Two wells for easy irrigation. AMAZING LOCATION - 30 MINUTES TO SANDY BEACHES AND 40 MINUTES FROM ORLANDO.

190 Running Deer Trail, Lake Helen
$389,000
4 Beds ⋅ 3 Baths ⋅ Yourlando SubDv. ⋅ 32744 Zip Code
Country living in the city! This wonderful home has been remodeled and ready for it's new owners! As you enter, you'll find brand new LVP floors throughout along with new light fixtures, ceiling fans and blinds! The kitchen has been updated and has brand new granite counters! There's plenty of cabinet space with built-in pantry with slide out drawers and stainless steel appliances! The spacious family room has high ceilings and french doors leading to the large lanai. Once outside you'll find a 24 x 16 shed with french doors and electricity. There's an additional small shed as well. The split bedroom floor plan is attractive for those wanting privacy. The large spacious master bedroom has a large walk in closet and a master bathroom with shower, tub and dual sink vanity and private entrance to the lanai. The additional 2 bedrooms have large closets and are next to the updated bathroom with new vanity! There's also a 399 sf in-law studio/bonus room/4th bedroom through the utility room! It has a large closet and an updated half bath. As a bonus, it also has a private entrance! There's also formal living and dining areas as well. The large carport is perfect for your boat or camper! Additional upgrades in this home include: new HVAC 2023, new Hot Water Heater 2023, new Roof 2022. All of this on .34 of an acre! Conveniently located near schools, medical, I-4, restaurants and shopping! Schedule your showing today!

1070 Matanzas Street, Lake Helen
$505,000
3 Beds ⋅ 2 Baths ⋅ Edgewood Estates SubDv. ⋅ 32744 Zip Code
In Historical Lake Helen, this 3 bedroom 2 bath 2 car garage sits on a nicely landscaped .52 acre corner lot with covered front porch. ;Water: City

260 S Euclid Avenue, Lake Helen
$430,000
3 Beds ⋅ 3 Baths ⋅ Lake Helen SubDv. ⋅ 32744 Zip Code
Welcome to the magnificent Lake Helen property that fulfills all your dreams of a perfect home. This custom-built marvel, with three bedrooms and two bathrooms, boasts the distinction of being a one-owner masterpiece. Designed to accommodate both your beloved animals and your cherished toys, this property offers an abundance of space and functionality. Prepare to be amazed by the extensive range of amenities this property has to offer. The thrill-seekers among you will appreciate the presence of a remarkable 1-mile clay motorcross track, complete with eight jumps, offering an adrenaline-pumping experience right at your doorstep. For those with a passion for shooting sports, a professionally designed shooting range awaits, providing the perfect setting for honing your skills. Additionally, a permanent deer stand has been thoughtfully positioned to provide an elevated viewpoint, allowing for a truly immersive wildlife experience. Seeking relaxation and leisure? Look no further than the immaculately maintained above ground pool, where you can take a refreshing dip on hot summer days. Adjacent to the pool, a well-crafted deck invites you to soak up the sun's warm embrace or entertain guests in a refined outdoor setting. Spanning an expansive 10 acres, this property is not only vast, but also fully devoid of wetlands, allowing for limitless possibilities to be explored. Every inch of this landscaped haven is primed for your enjoyment, ensuring maximum use and convenience. Your four-legged companions will find their own slice of paradise here, with fenced dog runs providing a safe and secure area for them to roam and play freely. Moreover, a dedicated fenced area has been created specifically for your donkeys or horses, guaranteeing their comfort and safety. Aspiring homesteaders will delight in the presence of a well-built chicken coop, ensuring a fresh supply of eggs on a daily basis. Beyond the boundaries of the main residence, an outdoor oasis awaits you. Numerous covered patios are strategically placed throughout the property, providing serene spots to unwind and savor the natural beauty surrounding you. Whether it's reading a book, enjoying a peaceful morning coffee, or hosting memorable gatherings, these outdoor spaces cater to your every need. A covered outdoor kitchen area awaits, allowing for all the grilling experiences of your dreams. In summation, this remarkable Lake Helen property offers a supreme blend of luxury and practicality. With an array of exceptional features, ample space, and a prime location, this property is an exemplary choice for those seeking a tranquil yet adventure-filled lifestyle. Don't miss the chance to claim this extraordinary property as your own and experience the joy and privilege of residing in your ultimate dream home.

2790 Ranch Road, Lake Helen