408 Jackson Drive, FL
Stellar MLS

$2,998,000

408 Jackson Drive

Sarasota, FL 34236

Listing updated: June 2, 2026 at 2:35 PM ET

Pending
4
Beds
4
Baths
2,585
Sq Ft
0.26
Acres
1955
Built
Private poolIn-law suite$1,160/sqft
Single Family Residence

Property type

1955

Year built

11,191 sqft

Lot size

$1,160

Price / sq ft

$4/mo

HOA dues

60

Days on market

1

Garage space

AE

Flood zone

About this home

Under contract-accepting backup offers. Better than new and upgraded to perfection! Steps from St. Armands Circle, this spacious and quiet 4BR/4BA home offers tranquility in its simplicity, while still walkable to a bevy of options for activities and entertainment. The fenced-in garden, pool, and covered outdoor eating area make this nearly new home a gem of all jewels. Walk to St Armands Circle in minutes, a short distance to Lido Beach, and Sarasota’s bustling downtown. Perfect for family living or entertaining on any scale. Nothing was overlooked when this home was meticulously renovated recently! Remarkable touches and style are visible in every room, from soaring tray ceilings and recessed lighting, to the seamless indoor/outdoor flow that’s created by a wall of double-paned sliders, and a shady poolside outdoor eating/grilling space. The open and light-filled Great Room effortlessly connects to a welcoming dining area and exquisite new chef’s kitchen, boasting waterfall quartz countertops and backsplash, as well as an extended breakfast bar, SS appliances, convenient pot-filler, and updated neutral sage-tone solid wood cabinets on display. The Casita with a separate (keyless) entryway would delight any overnight visitors! This private suite boasts its own mini-kitchen, bathroom, walk-in closet, and French doors leading guests directly into a hidden and relaxing pool area. Just 2 blocks to St. Armands Circle, minutes from the heart of downtown Sarasota and its Bayfront, where a sprawling cultural hub offers: theaters, Opera, museums, restaurants, boutique shopping, dining, and plenty of entertainment venues. Finally a place where you can relish in the peace and luxury of quiet comfort near St Armands Circle, while enjoying the best entertainment and activities that downtown Sarasota can share. Come see it for yourself!

Local Insight

At $1,160/sqft for a 1955 home in Saint Armands, you're paying premium Sarasota prices for a property that will likely need significant updates despite the in-law suite appeal—the real value here depends on the bones and whether you're buying for the location and pool amenities or expecting to renovate. The AE flood zone designation is worth taking seriously; factor in flood insurance costs and elevation requirements before committing, especially given the age of the home. The tiny 0.26-acre lot and $4 HOA are misleading positives—you're really paying for the neighborhood name and proximity to Ringling, so make sure that's worth the premium to you.

AI-generated insight based on listing data and neighborhood context. Verify independently.

Estimated monthly payment

Principal & interest$15,160
Property taxes$1,938
Home insurance (est.)$1,374
HOA dues$4

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history60 days on market

  1. Status: Pending
    May 28, 2026
  2. Listed$2,998,000
    Mar 28, 2026
  3. Price increased$2,998,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Pending
Days on market
60
Subdivision
Saint Armands Div John Ringling Estates
County
Sarasota
Year built
1955
Living area
2,585 sq ft
Price/sq ft
$1,160
Building area
3,564 sq ft (Owner)
Lot size
11,191 sq ft
Lot category
1/4 to less than 1/2
Flood zone
AE (12115C0129G)
Garage
1 spaces
Pool
Private pool
Annual taxes
$23,258 (2025)
Parcel #
2014140013
Zoning
RSF2
MLS #
A4687364

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Interior Details

Bedrooms
4
Full bathrooms
4
Flooring
Tile
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Refrigerator, Tankless Water Heater
Interior features
Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
Northwest
In-law suite
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air, Mini-Split Unit(s)

Parking

Garage spaces
1
Attached garage
Yes
Parking features
Circular Driveway, Covered, Garage Door Opener, Ground Level, On Street

HOA & Financial

HOA fee
$50 / Annually
Monthly HOA
$4/mo
Total monthly fees
$4/mo
Total annual fees
$50
CDD
No
Min lease term
1 Week
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
1 week min, max 52x per year.

Exterior & Construction

Exterior features
French Doors, Private Yard, Sliding Doors
Construction materials
Stucco
Roof
Concrete
Foundation
Slab
Pool
Private pool
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Room Details

RoomLevelDimensions
Primary BedroomFirst
Great RoomFirst
KitchenFirst

Listing Details

Listing date
2026-03-24
On market date
2026-03-28
Original list price
$2,998,000
Occupant type
Vacant
MLS area
34236 - Sarasota
Listing AOR
Sarasota - Manatee
Status changed
2026-05-28
Tax legal description
LOT 13 BLK 19 ST ARMANDS DIV

Flood risk

High riskFEMA Zone AEPanel 12115C0129G

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

St. Armands Circle: Northwest corner of Jackson and S. Blvd of the Presidents

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 2, 2026 at 2:35 PM ET. 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.

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