444 Monroe Dr, Sarasota, FL 34236
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OFF MARKET

444 Monroe Dr
Sarasota, FL 34236

St. Armands
  • 2 Beds
  • 2 Baths
  • 1,969 sqft

$1,052,700

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $6,424/mo*
Refinance Your Home

$1,052,700

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $6,424/mo*
Refinance Your Home
2 Beds
2 Baths
1,969 sqft

Local Information

  • Map ViewExplore the area around 444 Monroe Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Classic Old Florida charm with a modern twist in this light and airy Lido Key location just off of St. Armand's Circle and beautiful Lido Beach. Quiet and serene, tucked behind a private gate with lots of windows providing natural light and lovely views, beautifully polished terrazzo floors, new light fixtures and ceiling fans and a nice fully fenced yard for privacy or pet. Large rooms and closets, large glassed in lanai. Huge laundry room provides plenty of storage in addition to washer/dryer. Also has large bonus room great for office or bedroom. Minutes from Downtown Sarasota or Longboat Key, this location has it all! Definitely a must-see. Owner will consider a pet.
444 Monroe Dr, Sarasota, FL 34236 is a 2 bedroom, 2 bathroom, 1,969 sqft single-family home in St. Armands, built in 1960. It last sold for $522,000 on Jun 3, 2013. More recently, it was listed as a rental in May 2019 with an asking price of $2,800 per month. That rental listing was removed on August 8, 2019. It is currently off market. The Trulia Estimate is $1,052,700, with a rent estimate of $4,824/month.

Home Highlights

Parking
Garage
Outdoor
No Info
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HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 444 Monroe Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet
Interior Details
Number of Rooms: 1Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherFoundation Type: Concrete
Parking & Garage
GarageParking: Carport, Garage

Property Information

Year Built
Year Built: 1960Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 6534 sqft

Price History for 444 Monroe Dr

DatePriceEventSource
08/08/2019$2,800ListingRemovedAgent Provided
05/01/2019$2,800Listed For RentAgent Provided
05/22/2018$2,700ListingRemovedAgent Provided
04/18/2018$2,700PriceChange
Agent Provided
01/30/2018$3,000Listed For RentAgent Provided
06/29/2016$3,000ListingRemovedAgent Provided
11/18/2015$2,800ListingRemovedAgent Provided
10/09/2015$2,800Listed For RentAgent Provided
10/27/2014$2,700ListingRemovedAgent Provided
10/08/2014$2,700Listed For RentAgent Provided
12/15/2013$2,700ListingRemovedAgent Provided
12/06/2013$2,700PriceChange
Agent Provided
10/30/2013$3,000PriceChange
Agent Provided
10/08/2013$3,500Listed For RentAgent Provided
06/03/2013$522,000Sold
N/A
05/04/2013$545,000PendingAgent Provided
05/02/2013$545,000Listed For SaleAgent Provided

Market trends in Sarasota

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$425K
$11.67KMoM
Sale-to-List Price
96.0%
0.2%MoM
Price per sq ft
$263
$6MoM
Available listings
2653
185MoM
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Property Tax and Assessment

Year2025
Tax$13,175
Assessment$860,400
Home facts updated by county records

Comparable Sales for 444 Monroe Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
335 N Washington Dr, Sarasota, FL
0.37
Single-Family Home
$800,000
04/15/26
2
2
1,758
165 Tyler Dr, Sarasota, FL
0.31
Single-Family Home
$980,000
02/09/26
2
2
1,184
322 S Washington Dr, Sarasota, FL
0.16
Single-Family Home
$1,350,000
09/18/25
3
2
1,715
409 N Washington Dr, Sarasota, FL
0.32
Single-Family Home
$1,631,000
06/11/26
2
2
1,682
235 Grant Dr, Sarasota, FL
0.35
Single-Family Home
$1,250,000
12/31/25
2
2
1,182
554 S Polk Dr, Sarasota, FL
0.27
Single-Family Home
$1,345,000
02/13/26
3
2
1,422
335 Arthur Dr, Sarasota, FL
0.33
Single-Family Home
$1,160,000
08/26/25
2
2
1,445
439 Madison Dr, Sarasota, FL
0.25
Single-Family Home
$1,300,000
07/11/25
3
2
1,200
321 N Boulevard Of The Presidents, Sarasota, FL
0.43
Single-Family Home
$1,600,000
10/17/25
2
2
1,367
51 S Adams Dr, Sarasota, FL
0.07
Single-Family Home
$1,200,000
03/31/26
4
4.5
3,800

Nearby homes

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Assigned Schools

These are the assigned schools for 444 Monroe Dr.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

St. Armands
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about St. Armands

At least 7 Trulia users voted on each feature.

  • 94 % Say people would walk alone at night

  • 92 % Say it's walkable to restaurants

  • 73 % Say it's quiet

  • 71 % Say there are sidewalks

  • 69 % Say streets are well-lit

  • 67 % Say it's dog friendly

  • 64 % Say there's holiday spirit

  • 63 % Say they plan to stay for at least 5 years

  • 62 % Say yards are well-kept

  • 44 % Say kids play outside

  • 41 % Say car is needed

  • 39 % Say neighbors are friendly

  • 33 % Say parking is easy

  • 27 % Say there are community events

  • 17 % Say there's wildlife

  • 15 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "The neighborhood and St. Armand's are very dog friendly. It is a great place to walk and dogs can swim in calm waters"
    0
    Flag
  • Trulia User
    "my neighborhood has easy access for public transportation to and from local and bridges and super markets"
    0
    Flag
  • Peter M
    "Wonderful neighborhood, a little touristy, but older tourists and families. I would say when my child is 13 he could walk around the retail area of our neighborhood (three block away). Although we are in the city, it doesn’t necessarily feel that way. Still, a wonderful place to walk after dinner for ice cream and e is not a good park for kids here. "
    1
    Flag
  • Eileen D. D. B.
    "Everything! The stores , restaurants, activities, close to downtown art and theaters, Sarasota Bay and the Gulf of Mexico our SEA "
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 444 Monroe Dr

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Off Market Homes Near 444 Monroe Dr

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