Vintage homes for sale & real estate in Southwest New Smyrna Beach, FL

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ABOUT THIS HOME
Vintage Home for sale in Southwest New Smyrna Beach, FL:
Multi-Family Investment Opportunity! This multi-family R6 zoned property features two units on an expansive 236-foot deep lot, providing ample storage space for boats, RVs, trailers, and more. The primary unit is a spacious 2-bedroom, 2-bathroom home with two en suites, newly refinished hardwood flooring throughout, fresh paint inside and out, and a durable metal roof installed in 2016. The second unit offers a comfortable 1-bedroom, 1-bathroom layout complete with a full kitchen and is currently occupied by a tenant on a month-to-month lease paying $1,000/ month. ASSUMABLE FHA LOAN REMAINING BALANCE 227K 4.5% Perfect for owner-occupancy while generating rental income, or purely as an

$349,000

3 beds3 baths1,632 sq ft

138 Park Blvd, New Smyrna Beach, FL 32168

Expansive lot • Ample storage space • Durable metal roof

ABOUT THIS HOME
Vintage Home for sale in Southwest New Smyrna Beach, FL:
Built circa 1928, this 2/1 has a 12 x 32 loft that could be finished for extra living area or another bedroom. Zoned residential--R5--, the highest and best use is potentially for multifamily purposes as the lot is 238 ft deep and the property is located on the corner of SR 44 and Park Blvd.

$199,900

3 beds1 bath936 sq ft

142 Park Blvd, New Smyrna Beach, FL 32168

0.23 acre lot • Parking • Built 1928

ABOUT THIS HOME
Vintage Home for sale in Southwest New Smyrna Beach, FL:
Development Opportunity – Zoned R-5. Situated just minutes from the vibrant Canal Street Historic District and a short ride to the beach, this cleared 0.45-acre lot is a prime canvas for new residential development. Zoned R-5 (Urban Single-Family Residential), the parcel allows up to three single-family or modular homes, each on a minimum 5,000 sq ft lot. With no structures to demolish, utilities nearby, and excellent street frontage (91 feet wide), the lot is ready for immediate subdivision and development. Whether you’re a builder looking to create a small cluster of homes or an investor seeking strong long-term rental yield, 108 S Myrtle Ave offers flexibility, location, and

$445,000

— beds— baths— sq ft

108 S Myrtle Ave, New Smyrna Beach, FL 32168

Close to schools • Close to shops • Nearby utilities

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ABOUT THIS HOME
Vintage Home for sale in Southwest New Smyrna Beach, FL:
* Investor Alert * or those seeking an Extra Income Producing Property! Lots of Possibilities! Flexible Ownership Usage; This Corner Lot, Two Unit Single Family Rental Property could also be Single Family Owners seeking extra Income or needing an additional separate In-Law Suite Efficiency Apartment complete with 2nd Kitchen, Full Bathroom and Walk-in Closet or a larger or extended family just needing more space and options! Located in New Smyrna Beach Florida just a short 10–15-minute drive to the Drive-On Beach, or a 5-minute drive to the Intracoastal for fishing, boating, parks, dining, shopping and all that this Coastal Community has available! A short, less than ten-minute drive

$299,900

3 beds2 baths1,422 sq ft

486 Oak St, New Smyrna Beach, FL 32168

Full bathroom • Walk-in closet • Second kitchen

OPEN TODAY, 1PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Southwest New Smyrna Beach, FL:
Historic Riverfront Gem – Modern Luxury in the Heart of New Smyrna Beach. Step into a piece of New Smyrna Beach history with this beautifully preserved 1958 riverfront home artfully updated for today’s modern lifestyle. Formerly the ACA Harris House, this four-story residence blends timeless craftsmanship with elegant contemporary design. Original refinished hardwood floors flow throughout this one of a kind four story residence. This home has been completely revitalized from top to bottom. Updates include a yr 2025 roof, HVAC system, plumbing, gas, 200-amp electrical service, impact-rated windows, a modern kitchen featuring premium Bosch appliances w/ a dual energy oven, new ma

$2,789,000

4 beds2.5 baths3,226 sq ft

214 S Riverside Dr, New Smyrna Beach, FL 32168

New master suite • Top-floor speakeasy • Full basement

ABOUT THIS HOME
Vintage Home for sale in Southwest New Smyrna Beach, FL:
Renovated in year 2016 home between US 1 & the Intracoastal Waterway. From your covered front porch walk to restaurants, shops, fishing docks and the walking path along Riverside Dr. This location has "up and come" already as a sought after New Smyrna Beach location where the beach is a golf-cart ride away. Year 2016 brought with it a chef's kitchen in the center of this charming 3Br, 2Ba, 1 1/2 car detached garage home with a fenced in back yard and fully screened porch. Dishwasher replaced Dec 2025, A/C replaced yr 2021 hot water heater yr 2025. The sprinkler system was installed in 2016 for the front yard and right side yard. A line was also run to the backyard to allow f

$499,000

3 beds2 baths1,588 sq ft

113 9th St, New Smyrna Beach, FL 32168

Covered front porch • Replaced windows • Fenced in back yard

ABOUT THIS HOME
Vintage Home for sale in Southwest New Smyrna Beach, FL:
Discover this rare grandfathered investment opportunity on a corner parcel at 226 Wildwood Ave, Edgewater, FL 32132, Long term or Short term rentals allowed- No minimum or license for STR in Edgewater, featuring a new 2024 roof, two ground-floor 1-bedroom, 1-bathroom kitchen, duplex units ideal for steady rental income, and a versatile upstairs bonus unit kitchenette, full bath, bedroom, living area with private exterior stairs—perfect for owner occupancy, on-site manager use, the property includes multiple driveways for convenient access and parking, a privacy-fenced rear yard, and hot/cold hookups for a laundry area in the shared exterior side porch; situated on a quiet residential

$298,000

3 beds3 baths2,232 sq ft

226 Wildwood Ave, Edgewater, FL 32132

New 2024 roof • Corner parcel • Multiple driveways

3D & VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Southwest New Smyrna Beach, FL:
For the first time in decades, this rare riverfront treasure on historic Riverside Drive in New Smyrna Beach is available—an authentic circa 1900 4BR/3BA home with riparian rights to a deepwater dock & boathouse (needs repair) just across the street. Perfectly positioned on a corner lot with a detached oversized 2-car garage (32x24), this charming property sits within the exclusive Bed & Breakfast Overlay Zone (allowing short-term rentals with a 2-night minimum)—a truly uncommon find on Riverside Drive. Step onto the wide front porch and enjoy the serenity of boats passing by and gentle ocean and river breezes, just four blocks from the vibrant Canal Street Historic

$1,475,000

4 beds3 baths1,905 sq ft

500 S Riverside Dr, New Smyrna Beach, FL 32168

Deepwater dock • Wide front porch • Riverfront treasure

ABOUT THIS HOME
Vintage Home for sale in Southwest New Smyrna Beach, FL:
Exceptional Mixed-Use Quadruplex in the Heart of Downtown New Smyrna Beach. Discover a rare investment opportunity just steps from Canal Street’s vibrant shops, restaurants, and galleries. This meticulously maintained quadruplex offers an unbeatable location and incredible versatility in one of Central Florida’s most desirable coastal communities. Zoned Mixed Use, the property supports a wide range of possibilities— long-term or short-term residential rentals, professional offices, boutique retail, or a combination of income-producing spaces. With its prime downtown setting, it’s perfectly positioned for both investors and owner-operators seeking reliable returns a

$995,000

7 beds5 baths3,801 sq ft

106 Live Oak St, New Smyrna Beach, FL 32168

Fully furnished • 7,500 sq ft lot • Built 1949

Property at 306 S Orange St, New Smyrna Beach, FL 32168, 4 beds, 3 baths

$769,000

4 beds3 baths1,970 sq ft

306 S Orange St, New Smyrna Beach, FL 32168

Property at 314 Palmetto St, New Smyrna Beach, FL 32168, 2 beds, 2 baths

$675,000

2 beds2 baths1,404 sq ft

314 Palmetto St, New Smyrna Beach, FL 32168

Property at 200 Live Oak St, New Smyrna Beach, FL 32168, 4 beds, 4 baths

$899,000

4 beds4 baths2,268 sq ft

200 Live Oak St, New Smyrna Beach, FL 32168

Property at 305 Live Oak, New Smyrna Beach, FL 32168, 2 beds, 2 baths

$1,125,000

2 beds2 baths1,220 sq ft

305 Live Oak, New Smyrna Beach, FL 32168

Property at 8 Richmond Dr, New Smyrna Beach, FL 32169, 2 beds, 1 bath

$1,499,000

2 beds1 bath1,531 sq ft

8 Richmond Dr, New Smyrna Beach, FL 32169

Property at 585 Washington St, New Smyrna Beach, FL 32168, 4 beds, 2 baths

$299,000

4 beds2 baths1,673 sq ft

585 Washington St, New Smyrna Beach, FL 32168

Property at 1510 Live Oak St, New Smyrna Beach, FL 32168, 4 beds, 3.5 baths

$825,000

4 beds3.5 baths2,812 sq ft

1510 Live Oak St, New Smyrna Beach, FL 32168

Property at 317 Inwood Ave, New Smyrna Beach, FL 32168, 5 beds, 2 baths

$220,000

5 beds2 baths1,180 sq ft

317 Inwood Ave, New Smyrna Beach, FL 32168

Property at 306 Sheldon St, New Smyrna Beach, FL 32168, 3 beds, 1 bath

$215,000

3 beds1 bath952 sq ft

306 Sheldon St, New Smyrna Beach, FL 32168

Property at 431 Palmetto St, Edgewater, FL 32132, 3 beds, 1 bath

$135,000

3 beds1 bath1,116 sq ft

431 Palmetto St, Edgewater, FL 32132

Property at 34 Richmond Dr, New Smyrna Beach, FL 32169, 3 beds, 3 baths

$1,999,999

3 beds3 baths2,400 sq ft

34 Richmond Dr, New Smyrna Beach, FL 32169

Property at 309 Old Mission Rd, New Smyrna Beach, FL 32168, 2 beds, 1 bath

$134,500

2 beds1 bath1,001 sq ft

309 Old Mission Rd, New Smyrna Beach, FL 32168

Property at 1308 Live Oak St, New Smyrna Beach, FL 32168

$450,000

— beds— baths— sq ft

1308 Live Oak St, New Smyrna Beach, FL 32168

Property at 1116 Magnolia St, New Smyrna Beach, FL 32168

$450,000

— beds— baths— sq ft

1116 Magnolia St, New Smyrna Beach, FL 32168

Based on information submitted to the MLS GRID as of Sun Dec 21 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Southwest New Smyrna Beach

There are currently 3 vintage homes for sale in Southwest New Smyrna Beach at a median listing price of $255K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Southwest New Smyrna Beach stay on the market for 39 days. Popular neighborhoods include Coronado Island, North Beach, Faulkner, Cedar Dunes, and Riverside Park-New Smyrna. This map is refreshed with the newest listings in Southwest New Smyrna Beach every 15 minutes.

In the past month, 2 homes have been sold in Southwest New Smyrna Beach. In addition to houses in Southwest New Smyrna Beach, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in Southwest New Smyrna Beach last month. Find your dream home in Southwest New Smyrna Beach using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Southwest New Smyrna Beach are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Southwest New Smyrna Beach. If you're looking to sell your home in the Southwest New Smyrna Beach area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Southwest New Smyrna Beach with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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