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Back 435 Jessamine Ave
Off Market

435 Jessamine Ave

New Smyrna Beach FL 32169

5
7
3
5179 sq. ft.
5000 sq. ft.
Single-Family
Last sold for $1,427,500
Matt MillerMatt Miller, last sold this property on 15 April 2026 after 412 days on market.

Overview

Exquisite New Smyrna Beach Luxury Estate just Steps to Flagler Avenue. Experience the ultimate in New Smyrna Beach real estate with this stunning three-story residence, where coastal elegance meets an unbeatable location. Perfectly positioned just steps from the Atlantic shoreline and a short stroll from the vibrant boutiques, cafes, and nightlife of historic Flagler Avenue, this home offers the premier NSB lifestyle. Boasting nearly 4,000 square feet of meticulously designed living space, the floor plan features five spacious bedrooms and seven bathrooms (five full and two half). This move-in ready coastal estate is masterfully designed for grand-scale entertaining, serving as a serene primary residence or a high-performing luxury investment property. The ground floor offers incredible versatility with a self-contained guest suite featuring its own private entrance, living area, bedroom, kitchenette, and 1.5 baths. This layout is an ideal setup for multi-generational living or for an investor seeking a perfect lock-out rental unit or rental opportunity. Moving to the main level, you will be impressed by the professional chef’s kosher kitchen, a masterpiece of utility and style. The space is equipped with dual appliances, including two gas stoves, two microwaves, dual sinks, and two dishwashers, all anchored by a massive quartz island and high-end wood cabinetry. This open-concept level flows effortlessly into the great room, billiard area, and dining space, while a private elevator provides seamless access to all three floors. The upper level is dedicated to relaxation, centered around a plush lounge and media area with a well-placed wet bar. Sliding glass doors lead to a private balcony where you can enjoy morning coffee during the sunrise or listen to the ocean waves under the stars. The sleeping quarters include a luxurious king master suite and three additional guest rooms with private en-suite bathrooms. Outside, the property transforms into a tropical sanctuary with multiple patio spaces for al-fresco dining, a refreshing outdoor shower, and a large covered carport providing rare, ample parking in the beach district. Whether you are looking for a high-performing rental or a legacy family home, this one-of-a-kind property offers the sophisticated space needed to create memories that last a lifetime.

Features

5 bedrooms
7 bathrooms
3 carspaces
2 carport spaces
1 garage space
5179 sq. ft. floor area
5000 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in New Smyrna Beach over the last 12 months, the estimated median property value of 435 Jessamine Ave is $3.55m.

Median value
$3.55m
Estimated value range
$612.5k - $5.03m
Median days on market
142
Estimated value trend
112%
increase over the last 12 months
Average days on market is based on recent, comparable sales in New Smyrna Beach. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 435 Jessamine Ave

2026
Sold
$1,427,500
15 Apr 2026 by Matt Miller, of LPT REALTY LLC
2021
Sold
$799,000
15 Jan 2021 by Bobby Mickis, of GAFF'S REALTY COMPANY
2018
Sold
$295,000
09 Jan 2018 by Patricia Collado, of COLLADO REAL ESTATE

Happy sellers in New Smyrna Beach

93%
93% of sellers in New Smyrna Beach reported that their sale price either exceeded or met their price expectations.

New Smyrna Beach stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 11 reviews in New Smyrna Beach over the last 12 months.

Local market activity for 5 bedroom single-family properties in New Smyrna Beach

In the last 12 months, 8 five-bedroom single-family properties similar to 435 Jessamine Ave, have been sold.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in New Smyrna Beach

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Rachail R Allen

Rachail R Allen is an award winning recommended agent for New Smyrna Beach.  They have 4 local sales and collected 3 local reviews across the last 12 months.

  •   5   (13 reviews)
  •  3 Reviews in New Smyrna Beach
  •  4 Sales in New Smyrna Beach
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Kristin Vogt

Sellers who recommend Kristin Vogt have praised them for being local expert, responsive, supportive, clear communication, reliable, dedicated, and hard-working

  •   5   (175 reviews)
  •  3 Reviews in New Smyrna Beach
  •  3 Sales in New Smyrna Beach
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Robert Deasy

Robert Deasy is a recommended agent for New Smyrna Beach.  They have 2 local sales and collected 2 local reviews across the last 12 months.

  •   5   (8 reviews)
  •  2 Reviews in New Smyrna Beach
  •  2 Sales in New Smyrna Beach
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Jennifer King

Sellers who recommend Jennifer King have praised them for being local expert

  •   5   (6 reviews)
  •  1 Review in New Smyrna Beach
  •  2 Sales in New Smyrna Beach
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