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444 W Main Street, Lake Helen
$289,000
3 Beds ⋅ 2 Baths ⋅ V4946477 MLS
LAKE HELEN - Located on a generous .26-acre fully fenced lot, this well-maintained 3-bedroom, 2-bathroom home offers 1,524 square feet of living space which includes a 300 sq ft FL room under air, creating flexible space for everyday living. The home has seen extensive recent upgrades, including a new roof (2020), A/C system (2025), water heater (2025), septic tank and drain field (2025), and electrical panel (2025)—providing peace of mind for the next owner. Outdoor functionality is a standout feature. The property includes a 20x20 steel shop with garage door and power (2022), ideal for storage, projects, or a workshop setup, along with a 10x20 concrete pad with overhang and cooking area (2023), perfect for outdoor gatherings. Built in 1978, this home blends solid construction with modern system updates, offering a rare combination of usable outdoor space and significant improvements already completed. There is one flooring throughout which is laminate. All new interior and exterior paint. All bedrooms are spacious with closet storage. The primary bathroom has a beautiful tiled, dual head walk-in shower. Your laundry room is inside the home. Located seconds away from I4, 15 minutes from award-winning Downtown DeLand, shopping, dining, and Stetson University. Within 25 miles to numerous East Coast beaches, and 30 minutes to Orlando. Call today for your private showing. **MLS Info is intended to be correct but is not guaranteed and all information must be verified by buyers.**

444 W Main Street, Lake Helen

624 W New York Avenue, Lake Helen
$265,000
3 Beds ⋅ 1 Baths ⋅ V4948057 MLS
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

450 Palm Avenue, Lake Helen
$259,000
3 Beds ⋅ 2 Baths ⋅ V4945056 MLS
Welcome to this inviting 3-bedroom, 2-bath home located in the heart of Lake Helen, Florida. Inside, you’ll find beautiful cedar tongue-and-groove ceilings, tile flooring, and a charming kitchen featuring granite countertops and wood cabinetry. Step through the French doors to enjoy a screened-in, heated, in-ground pool and hot tub, ideal for relaxing or entertaining. The large vinyl fenced backyard includes a shed, fire pit and firewood box. Providing privacy and plenty of room to play or garden. Conveniently located near I-4 for easy access to shopping, dining, and nearby attractions, this home combines Florida charm and everyday function. This home is move-in ready and won't last long! This is a must see! *Updated metal roof, New heat pump/central air. New Hot water heater! Room dimensions and square footage are approximate and should be verified by the buyer.

450 Palm Avenue, Lake Helen

Lake Helen
$250,000
V4948749 MLS
This beautiful land is under contract but taking backup offers. Looking for a beautiful piece of land to build your dream home, or a weekend retreat, for camping and trails and 4 wheelers? This 8+ acres zoned SFR1 is perfect! And there is NOT an access issue! Perfectly located in Lake Helen this parcel has "X" and "A" flood zone areas. X being high and dry, and "A" has some wet areas. There is approximately 2-3 acres of higher buildable land that is partially cleared and its absolutely beautiful. The rest of the land is also beautiful showcasing nature at its finest. Enjoy lots of wildlife here and there is even a pond located nearer to the buildable portion of property for a picturesque homesite! The gate is locked and an appointment needed so call today for tour before its gone. All measurements are approximate and buyer will be responsible for confirming exact dimensions. NICE RV is on site and negotiable.

Lake Helen

274 W Washington Avenue, Lake Helen
$230,000
3 Beds ⋅ 1 Baths ⋅ V4946314 MLS
Welcome to 274 W. Washington Avenue in Lake Helen, the "Gem of Florida", where small-town charm meets thoughtful modern updates. Entering this enchanting 3-bedroom, 1-bath bungalow, you experience a piece of history thoughtfully curated and preserved by a locally renowned traditional home designer. The interior of the home blends classic character with peace of mind improvements, making it ideal for everyday living or a smart investment. Updates include a newer metal roof (2023), updated septic system and drainfield (2023), updated electrical (2025), and a new tankless water heater (2025)—offering efficiency, reliability, and comfort. Inside, the home is warm and welcoming, featuring updated oak hardwood floors, custom tile in the bathroom, natural light and a cozy layout that makes the most of every space. Situated on an oversized lot, with newly installed vinyl fencing (2025), the outdoor living has so much to offer: a detached car port with concrete pad, and 12x24 partially insulated shed with window AC unit and electric, ideal for both storage and function as an office, workshop, home gym or arts & crafts studio. Enjoy the quiet charm of Lake Helen while being conveniently located near local parks, shops, and dining, with easy access to DeLand and all of Central Florida via Interstate-4. You do not want to miss out on this opportunity! Please note that all information within the listing is intended to be correct and should be independently verified by buyer and/or buyer's agent(s).

274 W Washington Avenue, Lake Helen

412 W New York Avenue, Lake Helen
$219,000
2 Beds ⋅ 1 Baths ⋅ V4949833 MLS
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

351 W New York Avenue, Lake Helen
$205,000
2 Beds ⋅ 1 Baths ⋅ V4946476 MLS
Situated on an oversized 0.54-acre lot in the heart of Lake Helen, this property offers a rare opportunity to create something special in one of Volusia County’s most charming small towns and represents one of the most affordable entry points into the city. The home needs renovation and is being sold As-Is, making it ideal for buyers looking to customize, restore, or reimagine the property to fit their vision. The back room features a separate entrance, offering added privacy and flexibility for a variety of uses. With ample land, there is room for outdoor living, future expansion, or simply enjoying the space and privacy that are increasingly hard to find. Located along New York Avenue, the property benefits from convenient access to DeLand, Orange City, and major roadways, while still maintaining the quiet, small-town feel Lake Helen is known for. Seller is offering up to $5,000 in assistance toward buyer’s closing costs or rehabilitation expenses, subject to terms. Whether you are an investor, builder, or owner-occupant with a creative eye, this is an opportunity to secure a large parcel in a desirable location and make it your own.

351 W New York Avenue, Lake Helen

130 W Pennsylvania, Lake Helen
$200,000
2 Beds ⋅ 1 Baths ⋅ V4947698 MLS
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

351 N Euclid Avenue, Lake Helen
$200,000
4 Beds ⋅ 2 Baths ⋅ O6372939 MLS
Step back in time and imagine the possibilities. Built in 1888, this storied 4-bedroom, 2-bath home is waiting for the right hands and the right heart to bring it back to life. Rich with historic character and timeless charm, this property isn’t about perfection—it’s about potential. Set on nearly ¾ of an acre in a desirable Lake Helen location, this expansive lot offers room to expand, garden, restore, and reimagine. With no HOA, creativity isn’t just encouraged—it’s expected. Original details whisper stories of the past, inviting a design-minded owner who appreciates craftsmanship, heritage, and the art of renovation. Whether your dream is a restored historic showpiece, a soulful family home, or a standout investment, this property offers the rare chance to create something truly special. Homes like this don’t come polished—they come promising. Bring vision. Bring grit. Bring love. This is where history meets possibility.

351 N Euclid Avenue, Lake Helen

227 Elvira Street, Lake Helen
$176,000
2 Beds ⋅ 2 Baths ⋅ O6349942 MLS
Country Charm Meets Central Florida Convenience – Estate Sale in Lake Helen! If you’ve been dreaming of a little house with big potential, tucked away where the crickets sing louder than the traffic — this might just be your lucky find! This 2-bedroom, 1.5-bath home is part of an estate sale and is being sold as-is, offering a wonderful opportunity for anyone with a vision, a toolbox, and a bit of country flair. Located off the beaten path in the peaceful town of Lake Helen, this property sits in a growing area that still holds tight to its small-town charm. It’s quiet enough to feel like you’re miles away from it all, yet close enough to everything — just a short drive to the beaches, the theme parks, and all the major roadways that make Florida living so easy. Inside, you’ll find cozy living spaces waiting for your personal touch. Outside, there’s room to breathe, relax, and maybe even start that little garden or chicken coop you’ve always talked about. With a bit of love and elbow grease, this gem could shine brighter than a jar of fireflies on a summer night. So come on out and see what Lake Helen is known for — a slower pace, friendly neighbors, and a home that’s just waiting for someone to bring it back to life. Don’t miss your chance to make this sweet spot your own! More photos to come.

227 Elvira Street, Lake Helen

1260 Equine Path, Lake Helen
$175,000
V4944628 MLS
TAKING BACK-UP OFFERS!!! Equestrian Weekend Retreat in Lake Helen – the Gem of Florida! Just a short drive down the DEEDED ACCESS of Equine Path, a gated entry welcomes onto a beautiful parcel of nearly 2.5 acres located within the jurisdiction of UNINCORPORATED VOLUSIA COUNTY! Although it entices with the promise of a future dream residence, this LAKEFRONT SANCTUARY, lovingly named, “GENTLE BREEZE,” is already equipped with everything needed for immediate enjoyment. The CLEARED PARCEL is COMPLETELY FENCED with CROSS FENCING separating the property into THREE HIGH and DRY (Flood Zone X) sections, along with a dedicated fourth section embracing the LAKEFRONT (Flood Zone A). This serene stretch borders LAKE GIDDINGS—celebrated for its exceptional fishing. A 12’x12’ HORSE STALL, complete with dual gates leading to separate pastures, is paired with an attached 6’x12’ TACK ROOM, ensuring both convenience and functionality. Two additional outbuildings complement the property’s versatility: a charming ICONIC RED BARN with a LOFT offers secure storage, while a smaller TIN SHED provides covered parking for the 42” riding mower and essential tools. The property has already been developed for practical use, featuring a 4-INCH DEEP WELL (protected from the elements within the confines of the tin shed) that supplies POTABLE WATER via PVC lines extending to the rear grounds, with convenient access provided by three strategically placed spigots. It is also equipped with ELECTRICAL ACCESS, reliable 60-amp service to meet current needs with the hope of extended service for future improvements. For weekend accommodations, a 2020 Crossroads Sunset Travel Trailer has been connected to both the water and electrical supplies, offering a TURNKEY RETREAT until a future home is constructed. This upgraded, ONE-BEDROOM/ONE-BATH model is the perfect place in which to retire, and even boasts an OUTDOOR KITCHEN for evenings spent lingering under the open sky. This ideal setting makes the dreams of tomorrow possible while still enjoying the promise of today!

1260 Equine Path, Lake Helen

210 Colby Lane, Lake Helen
$125,000
2 Beds ⋅ 2 Baths ⋅ V4943911 MLS
*CASH ONLY- INVESTORS WELCOME & ENCOURAGED* This delightful 2-story residence, built in 1945, perfectly blends vintage charm with local history. Nestled on just under a half-acre of lush, mature landscaping, this property boasts well-established trees that provide a serene, shaded retreat. Step inside to discover beautiful wood floors that add warmth and character throughout the home. The spacious layout offers plenty of room for relaxation and entertainment, with ample natural light streaming in from above. Located just a stone's throw away from Cassadaga, you'll enjoy the convenience of nearby amenities while savoring the tranquility of Lake Helen. Plus, this home is not in a flood zone, giving you peace of mind. Don’t miss the opportunity to own this unique gem in a picturesque setting. Schedule your showing today and experience the charm of this lovely Lake Helen home!

210 Colby Lane, Lake Helen

00 W Kicklighter Road, Lake Helen
$100,000
O6367856 MLS
HUGE 1.38 Acre Lot on the South West corner of Matanzas Street and Kicklighter Road. Nestled in Tranquil and Charming Lake Helen. Oversized Lots Do Not Come Along Often, Take Advantage of this Opportunity! Zoned R-4 Makes This Property a Great Contender for a Split!! 60,113 Square Feet Total. Come Develop Your Dream Home on a Grand Sized Estate or Split the Parcel and Have Side by Side Development Opportunity! The Options for This Gem of a Property are Plentiful! Out of the Flood Zone and NO HOA means Complete Freedom! Close to I-4 yet still Tucked Away from the Hustle and Bustle, There is Ample Space for Horses, RV, Pool, Boat and all the Toys! Even create your own Family Farm or Homestead. Make an Offer and Secure this Property Today!!

00 W Kicklighter Road, Lake Helen

S Goodwin Street, Lake Helen
$56,000
V4950435 MLS
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

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