Location: Detwilers, New Smyrna Beach
Do Not Show Listings
506 YUPON AVE, NEW SMYRNA BEACH, FL 32169
$1,920,0001 Day on yellowkey MLS ID: NS1088542
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3168 Built: 1953 Tax: $3,300 (2024)Community: DetwilersSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,300
Elementary School: Coronado Beach Elem
High School: New Smyrna Beach High
Tax Year: 2024
Middle School: New Smyrna Beach Middl
Remarks: COASTAL CHARM, MODERN COMFORT, and FLORIDA SUNSHINE COME TOGETHER in this central beachside hamlet location. Multi Generational Central Beachside homes! Tucked away on a quiet, less traveled and tree lined street. TWO individual homes on one large lot. A Bespoke Coastal Estate in Central Beach, A Legacy Property. Behind unassuming doors, an entirely unexpected world unfolds; a private coastal oasis you would never imagine exists from the street. Once inside, the layers reveal themselves: space, serenity, craftsmanship, and a lifestyle that feels worlds away from everyday beachside living. An extraordinarily rare offering in the heart of Central Beachside, this coastal compound presents an unmatched lifestyle opportunity in New Smyrna Beach. Situated on an exceptionally coveted 100’ x 150’ parcel, this generational estate features two fully independent residences, creating a level of privacy, flexibility, and resort style living seldom found so close to the coast. Tucked away on a quiet, no through traffic street, the property delivers a true sense of seclusion and exclusivity, while remaining moments from the ocean, Intracoastal Waterway, Flagler Avenue, and premier local amenities. Elevated atop a natural dune system with no history of flooding, even during major storm events, this home offers both peace of mind and timeless coastal resilience. The main Craftsman residence, (3BEDS, 2.5 BATHS, 2 LAUNDRY ROOMS), has been artfully curated and reimagined, blending classic architectural integrity with refined modern luxuries. Rich Florida Heart Pine and Tiger Eye Maple floors, and designer lighting create a warm yet elevated ambiance throughout. The chef’s kitchen is a statement in functional elegance, featuring custom wood cabinetry, granite countertops, hand blown artisan glass pendants by Amber Marshall, and best in class Sub-Zero and Wolf appliances. The private guest residence (ADU) (1 BED, WALK IN CLOSET, LAUNDRY CLOSET, PRIVATE PATIO) offers exceptional versatility and income potential, complete with a full kitchen, living area, a true resort style retreat for guests or extended family. Outdoor living is elevated to an experience. The grounds unfold into a lush tropical oasis, featuring a vintage inspired summer kitchen (approx 30x40) with a restored 1930s Roper gas range, granite counters, unique vintage touches, Kamado Grill included) custom putting green, blooming Royal Poinciana tree, and curated garden spaces, perfect for entertaining, relaxation, and coastal gatherings. A 10x16 air conditioned studio/shed offers endless flexibility for creative or recreational use. Fully enclosed by vinyl privacy fencing, the estate provides generous space for boats, RVs, golf carts, and ample guest parking (12 vehicles), an exceptional luxury in this sought after beachside enclave. The result is a one of a kind coastal compound, intentionally designed for connection, comfort, and elevated beach living. This is not simply a residence, it is a private coastal sanctuary, a legacy property, and a rare opportunity to own one of Central Beachside’s most distinctive estates. Select furnishings and lifestyle enhancements may convey, including a 2019 lithium golf cart, Four Seasons living room sectional with an additional set of new slipcovers, rug, mirror, and 85” television. Some photos are virtually staged. WHEN LOCAL KNOWLEDGE IS REQUIRED… NO NORTH BEACHSIDE TRAFFIC JAMS AND STUCK NORTH OF FLAGLER. SELLER FINANCING AVAILABLE
Listing is courtesy of: NSB HOMES LLC (386-427-0439)
Listing Agent: Donna Concannon
702 OCEAN AVE, NEW SMYRNA BEACH, FL 32169
$665,00085 Days on yellowkey MLS ID: NS1087771
REDUCED by $25,000 (3.6%) on 06/03/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1173 Built: 1958 Tax: $7,824 (2025)Community: Detwilers N 650 Ft Lt 02 16 17 34 New Smyrna BeachSingle Family
Taxes:$7,824
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to coastal living at its finest in this beautifully updated 2-bedroom, 1-bathroom home located in the highly sought-after Central Beach area of New Smyrna Beach. Perfectly positioned in what many consider the best location in town, this property offers an unbeatable combination of modern upgrades, future potential, and relaxed beachside charm. ARCHITECTURAL PLANS ARE AVAILABLE UPON REQUEST TO ADD A SECOND BATHROOM AND INDOOR LAUNDRY/UTILITY ROOM, and the home sits on a large 65 x 135 lot, allowing ample room for an addition and/or a pool, offering an excellent opportunity to further enhance both functionality and value. This home has been thoughtfully improved with major upgrades that provide both peace of mind and enhanced comfort, including a new roof, updated gutters, and fresh interior and exterior paint (2020). The HVAC system was fully replaced in 2021 with a new air handler, heat pump, and ductwork for efficient year-round climate control. Inside, enjoy a complete kitchen remodel (2020) featuring updated cabinetry, countertops, sink, backsplash, and appliances, along with a fully renovated bathroom with new tile, fixtures, vanity, and finishes, plus a new bathroom window (2025). Additional upgrades include updated electrical service and exterior panel, added natural gas service with tankless water heater (2021), and blown-in attic insulation (2024). Outdoor improvements include a fully fenced yard with sections completed between 2021 and 2025, concrete walkways, a storage shed, and an upgraded irrigation system with new valve system and Rain Bird controller with WiFi connectivity and rain sensor. Located just moments from the beach, dining, and shopping, this move-in-ready home offers the ideal blend of location, lifestyle, and upgrades, making it perfect as a primary residence, vacation home, or investment opportunity in one of New Smyrna Beach’s most desirable neighborhoods.
Listing is courtesy of: MG REAL ESTATE GROUP (386-314-9502)
Listing Agent: Matt Guarro (386-314-9502)
535 S PENINSULA AVE, NEW SMYRNA BEACH, FL 32169
$565,000797 Days on yellowkey MLS ID: NS1081307
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1440 Built: 1966 Tax: $575 (2023)Community: Detwilers Add 01 New Smyrna BchSingle Family
Taxes:$575
Tax Year: 2023
Remarks: Installed Year 2026 HVAC system including duct work with transferable warranty. Installed Year 2026 Water heater. Beautiful furnished island 2Bedroom, 1 1/2Bathroom, 1 Car Garage home could easily made into 3Bedroom, 3Bath. Walk to Flagler Ave. shops and restaurants, the beach or across the street to the boat ramp. Centrally located this "cared for" home has a partly fenced backyard, eat in kitchen, additional 3rd bedroom/den/or "artist painting room". This home is move in ready and could easily accommodate a family or be used as a weekend retreat. There is plenty of room in the backyard to put in a pool.
Listing is courtesy of: COLLADO REAL ESTATE (386-427-0002)
Listing Agent: Pat Collado (386-427-0002)
622 GOODWIN AVE, NEW SMYRNA BEACH, FL 32169
$514,000119 Days on yellowkey MLS ID: NS1087436
REDUCED by $10,000 (1.9%) on 06/17/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1974 Tax: $1,341 (2025)Community: Detwilers Add 01 New Smyrna BchSingle Family
Taxes:$1,341
Remarks: Waterfront, charming beachside 2BR/2BA home with a 1-car oversized garage on a generously sized lot in New Smyrna Beach is move in ready. This open concept home with views of the lagoon/estuary is filled with abundant natural light. Kitchen includes white cabinets and appliances. Enjoy a waterfront Florida room overlooking the estuary. Minutes to the beach and Flagler Ave shopping and dining. Ideal as a primary residence, vacation home, or investment property. No HOA!
650 S PINE ST, NEW SMYRNA BEACH, FL 32169
$574,000223 Days on yellowkey MLS ID: V4945933
REDUCED by $15,000 (2.5%) on 06/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1426 Built: 1957 Tax: $2,053 (2024)Community: Detwilers Add 01 New Smyrna BchSingle Family
Taxes:$2,053
Remarks: NEW PRICE: $574,000! MOTIVATED SELLERS! Your dream beachside lifestyle just became an unbeatable reality. The sellers are highly motivated and have priced this home for an immediate sale, offering you a rare chance to own a slice of paradise at a major value. Experience the pinnacle of coastal living in this highly sought-after, golf-cart-friendly New Smyrna Beachside community, located just blocks from the surf, the vibrant energy of Flagler Avenue, and the historic charm of Canal Street. This 3-bedroom, 2-bathroom gem offers the perfect balance of relaxation and convenience, making it the ultimate coastal retreat. Inside, the bright and airy layout features an intelligent split-bedroom floor plan and a streamlined kitchen that flows into a massive dining area, perfect for hosting family dinners after a day at the beach. Enoy the sunrise from the versatile, full-length Florida Room that provides an incredible bonus space ready to become your ultimate private gym, home office, or a vibrant game room with plenty of space for activities. The private owner’s suite serves as its own oasis, boasting a custom California closet and direct exterior access to the backyard. Step through the French doors into your private backyard paradise, which is an outdoor entertainer’s dream. Built for effortless entertaining, the exterior features a custom paver patio and a covered tiki bar with an outdoor kitchen, alongside two storage sheds to easily tuck away your surfboards and beach gear. You will also enjoy ultimate peace of mind with premium upgrades, including a brand-new 2025 metal roof, new gutters, upgraded insulation, a whole-house generator, a tankless water heater, and a newer AC system. At $574,000 this turnkey coastal haven will not last long. The owners are ready to make a deal, so schedule your private showing today and bring your offer!
Listing is courtesy of: GLORY INTL. REAL ESTATE CO (386-775-7778)
Listing Agent: Tommy Roberts (386-804-9917)
601 E 2ND AVE, NEW SMYRNA BEACH, FL 32169
$1,395,00030 Days on yellowkey MLS ID: NS1088200
Bed: 7 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 3276 Built: 2000 Tax: $9,951 (2025)Community: Jy Detwilers 1St AddSingle Family
Taxes:$9,951
Remarks: Prime Beachside Triplex in New Smyrna Beach with Exceptional Income Potential. Centrally Located with Garage Parking. Welcome to this rare beachside Triplex in the heart of New Smyrna Beach, perfectly positioned just minutes from the Beach, Flagler Avenue, Shopping, Dining, and Local Attractions. Whether you’re looking to expand your Investment Portfolio or live in one unit while renting the others, this property offers outstanding Rental Income Potential in a highly Desirable Location. Property features three separate Units. Unit 1 is a spacious 3 bedroom, 2 bath single story, 2nd floor residence ideal for long term tenants or an owner occupant with 1,566 sq ft living space, washer and dryer, and covered porch. Unit 2 has 2 bedrooms, 2 baths with 855 sq ft of ground floor living space with washer/dryer and open deck. Unit 3 is another 2 bedroom, 2 bath with 855 sq ft of ground floor living space with washer/dryer and open deck. Units 2 & 3 are perfect for annual or short-term rentals (verify local zoning). Each unit has its own 1 Car Garage, a rare and valuable feature for beachside living, offering convenience and added rental appeal. The Triplex is located in a strong Rental Demand Area, centrally located on beachside with consistent year round tenant demand. Enjoy flexible use with option to live in one unit and rent the others, or maximize income with all three units rented. Additionally, the property is well maintained with solid layout and separation between units. Private entrances for each unit. Close to beach access, local parks, schools, and public transportation. Easy access to Causeways for mainland commuting, making it ideal for long term rentals, seasonal rentals, or multi-generational living. This Property Stands Out because Beachside Multi-Family properties are extremely limited in New Smyrna Beach. This Triplex offers Location, Layout, and Income Potential, making it a Smart Investment in one of Florida’s most desirable Coastal Communities. Don’t miss this Opportunity! Contact us Today for rental income details, zoning information, or to schedule a Private Showing.
911 E 2ND AVE, NEW SMYRNA BEACH, FL 32169
$625,000101 Days on yellowkey MLS ID: NS1087592
2 Days Off yellowkey (back on 5/19/2026)
REDUCED by $10,000 (1.6%) on 04/19/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 910 Built: 1960 Tax: $6,899 (2025)Community: DetwilersSingle Family
Taxes:$6,899
Remarks: Under contract-accepting backup offers. Charming, updated, mid-century modern style home just blocks from the beach. Light and bright living room with refinished terrazzo flooring. Carefully restored kitchen cabinets, locally crafted countertops glittering with sea glass plus stainless-steel appliances make this kitchen the true heart of the home. Expansive bar with beverage cooler & serving area. Swanky dining area overlooks a private, tropical backyard. After a day at the beach, continue to enjoy the outdoors in the large fenced-in yard ready for a BBQ, complete with outdoor shower, hot tub, gas firepit, comfy seating and grill. Furnished and ready for move in!
Listing is courtesy of: BHHS EWM REALTY (305-960-2400)
Listing Agent: Andrew Kern (305-282-3000)
805 S COOPER ST, NEW SMYRNA BEACH, FL 32169
$649,000187 Days on yellowkey MLS ID: NS1086767
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1473 Built: 1983 Tax: $3,824 (2024)Community: Detwilers Add 01 New Smyrna BchSingle Family
Taxes:$3,824
Remarks: Beachside! Walk to Flagler Ave, Norwoods, Publix and to the Beach! 2 Bedroom, 2Bath, 2 car garage home located a couple of blocks to prime activities. Located close to outstanding restaurants Re-Roof yr 2021, A/C. This home features a comfortable layout, great natural light, and outdoor space. Whether you’re seeking a primary residence, vacation retreat, or investment opportunity, this property places you close to everything that makes NSB so desirable.
617 GOODWIN AVE, NEW SMYRNA BEACH, FL 32169
$630,000272 Days on yellowkey MLS ID: NS1086067
REDUCED by $9,500 (1.5%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1366 Built: 1959 Tax: $5,561 (2024)Community: Detwilers Add 01 New Smyrna BchSingle Family
Taxes:$5,561
Remarks: Welcome to 617 Goodwin Avenue, a rare opportunity to own a piece of beachside history in the heart of New Smyrna Beach. This solid concrete block 3-bedroom, 2-bath home has been lovingly held in the same family for three generations—and is now ready for its next chapter. Built with the enduring craftsmanship of the 1960s, the home still showcases its original character, including classic terrazzo floors, generously sized bedrooms, and a layout that offers both comfort and functionality. Set on a spacious lot in the center of all that New Smyrna Beach and beachside living has to offer, this beachside charmer is just 4 blocks from the Atlantic Ocean, 4 blocks to Flagler Avenue, 1 block from Calalissa Creek and the Intracoastal Waterway, and steps from 3rd Avenue, The Garlic, Norwoods, Starbucks, and Publix Shopping Center. As a quiet benefit, the property is uniquely positioned adjacent to a city-owned parcel designated for stormwater management-offering an added layer of drainage support, enhanced privacy, and the enjoyment of no immediate neighboring development on one side. Whether you’re looking to restore its vintage charm, create a modern coastal retreat, or invest in one of New Smyrna Beach’s most desirable areas, the potential here is undeniable. Opportunities like this, where location, history, and long-term value align, are increasingly rare on beachside. Bring your vision and make this legacy property your own. All information is deemed accurate- buyer to verify accuracy. One or more photo has been AI/Virtually Staged or cleared
Listing is courtesy of: SMITH REALTY AND ASSOC INC (386-690-0542)
Listing Agent: Keeley Ownby (386-689-5201)
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