421 Darling Dr, Venice, FL 34285
OFF MARKET

$823,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,271 sqft

421 Darling Dr, Venice, FL 34285

The Island
Est. Refi. Payment $5,216/mo*
Refinance Your Home
Currently Off Market - Sold Apr 11, 2001 for $277,500

Home Value

Trulia Estimate
$824K
Since last month
Decreased$15K (-1.8%)
Since last year
Decreased$32K (-3.8%)
Since last sale
Increased$547K (+196.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +23% in the last 10 years
MonthEstimated value
2026
August 2026$824K
August 2026$824K
July 2026$839K
June 2026$840K
May 2026$839K
April 2026$840K
March 2026$832K
February 2026$840K
January 2026$822K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
405 DARLING DRIVE, Venice, FL
0.06
Single-Family Home
$1,000,000
06/25/26
3
2
1,940
440 DARLING DRIVE, Venice, FL
0.08
Single-Family Home
$800,000
03/23/26
3
3
1,936
423 SPADARO DRIVE, Venice, FL
0.17
Single-Family Home
$1,500,000
10/13/25
3
2
2,303
444 BAYNARD DRIVE, Venice, FL
0.16
Single-Family Home
$1,075,000
04/15/26
3
2.5
2,265
728 SERATA STREET, Venice, FL
0.30
Single-Family Home
$949,000
03/12/26
3
2
1,972
417 Sunset Dr, Venice, FL
0.12
Single-Family Home
$600,000
06/04/26
2
2
1,209
441 GOLDEN BEACH BLVD, Venice, FL
0.11
Single-Family Home
$1,100,000
12/05/25
3
2.5
2,006
301 GULF DRIVE, Venice, FL
0.27
Single-Family Home
$590,000
09/26/25
3
2
1,636
150 FIESOLE STREET, Venice, FL
0.41
Single-Family Home
$912,000
05/11/26
3
2
2,169
913 CHURCH STREET, Venice, FL
0.53
Single-Family Home
$500,000
05/26/26
3
2
1,712

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
433 Darling Dr, Venice, FL 34285
0.04
$885,000
2
2
1,650
For Sale
417 MAHON DRIVE, Venice, FL 34285
0.06
$1,059,100
3
2.5
2,131
Off Market
440 DARLING DRIVE, Venice, FL 34285
0.08
$800,000
3
3
1,936
Recently Sold
440 GOLDEN BEACH BOULEVARD, Venice, FL 34285
0.08
$1,594,700
4
2.5
2,483
Off Market
408 GOLDEN BEACH BOULEVARD LOT 22, Venice, FL 34285
0.05
-
-
-
-
Off Market
409 MAHON DRIVE, Venice, FL 34285
0.07
$730,500
2
2
1,359
Off Market
405 DARLING DRIVE, Venice, FL 34285
0.06
$1,000,000
3
2
1,940
Recently Sold
441 GOLDEN BEACH BLVD, Venice, FL 34285
0.11
$1,100,000
3
2.5
2,006
Recently Sold
421 BAYNARD DRIVE, Venice, FL 34285
0.11
$1,822,600
3
2.5
2,439
Off Market
445 BAYNARD DRIVE, Venice, FL 34285
0.14
$1,497,400
3
2.5
2,575
Off Market
436 BAYNARD DRIVE, Venice, FL 34285
0.15
$1,760,300
3
3
2,190
Off Market
908 GOLDEN BEACH BOULEVARD #201, Venice, FL 34285
0.15
$1,087,000
3
2
1,551
Off Market

Local Information

  • Map ViewExplore the area around 421 Darling Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1982
2,271 sqft
$363/sqft
Garage

About this House

This single-family home is located at 421 Darling Dr, Venice, FL. 421 Darling Dr is in the The Island neighborhood in Venice, FL and in ZIP code 34285. This property has 3 bedrooms, 2 bathrooms and approximately 2,271 sqft of floor space. This property has a lot size of 9583 sqft and was built in 1982.
421 Darling Dr, Venice, FL 34285 is a 3 bedroom, 2 bathroom, 2,271 sqft single-family home in The Island, built in 1982. It last sold for $277,500 on Apr 11, 2001. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $823,600.

Home Details for 421 Darling Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Other, Carpet
Interior Details
Number of Rooms: 6
Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoFoundation Type: ConcretePatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1982Year Updated: 1982
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Price and Tax history

DateEventPrice
Apr 11, 2001
Source: N/A
Sold
$277,500
Jun 7, 2000
Source: N/A
Sold
$237,000

Market trends in The Island

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$528K
$30.83KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
162
19MoM

Around this home

Neighborhood Overview

The Island
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about The Island

At least 48 Trulia users voted on each feature.

  • 89 % Say it's dog friendly

  • 88 % Say it's walkable to restaurants

  • 84 % Say people would walk alone at night

  • 81 % Say parking is easy

  • 75 % Say it's walkable to grocery stores

  • 74 % Say they plan to stay for at least 5 years

  • 74 % Say yards are well-kept

  • 73 % Say car is needed

  • 72 % Say it's quiet

  • 67 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 58 % Say there are sidewalks

  • 53 % Say there's wildlife

  • 53 % Say streets are well-lit

  • 51 % Say there are community events

  • 46 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Melissa Porter
    "There are few families in this neighborhood but the high school is very nearby. There are great parks and playgrounds and the overall quality of life here is excellent. "
    3
    Flag
  • Melissa Porter
    "I like when dog owners gather in the parks. Very community/neighborhood oriented. People are friendly and helpful. "
    1
    Flag
  • Pselvey
    "I love the physical activities that are available. I love the intercostal waterway plus the beach. Love the freedom boat club located here. Also have fun at the thrift stores in the area. The food is unique. "
    0
    Flag
  • Lwsmith22
    "The only gated neighborhood in the Island. It has beautiful landscaping and good amenities including a gym, tennis courts, pickleball and a heated pool. "
    1
    Flag
  • Michellejackman13
    "I use a golf cart to go to many shops and do my grocery shopping. It is a great way to get around on the island. "
    2
    Flag
  • Mark Hood
    "Near a world class beach, fishing pier, south jetty, restaurants, shopping and nightlife and beautiful year round climate."
    3
    Flag
  • Trulia User
    "This area is incredibly safe and beautiful. There are plenty of trees, great beaches and lots of great places to eat. It is safe for bike riders and many people also participate in sports like basketball and tennis. There are many areas to fish. "
    3
    Flag
  • Trulia User
    "This is a wonderful community. While I don’t live here I own a small apartment here and have grown to feel at home here. It is safe, quiet, and charming and retains a sense of old Florida. I may yet move here in the future."
    2
    Flag
  • Trulia User
    "So many opportunities for outdoor activities: walking, biking, boating, beach, swimming, surfing, shelling, shopping, dining, fishing, golfing, and so much more."
    0
    Flag
  • Shakira C.
    "It is a beautiful and quiet community by the beach. Restaurants are nice and there are different dining options. Sunsets on the beach are incredible beautiful. There is a fishing pier that is really nice."
    8
    Flag
  • Tatiana I.
    "A piece of paradise. Everything is in walking and biking distance. The island has everything from parks, local restaurants, beaches, the jetty, festivals, a library, an art center, a local museum, city basketball, tennis, pickleball, and shuffleboard courts, a children's splash pad, churches, a hospital, and a grocery store. It also has and elementary, middle, and high school where kids can bike to school. At the downtown gazebo there are public concerts and there are often downtown festivals. Every Saturday there's a farmer's market in front of the firehouse. It's golf cart and bike friendly with the famous legacy trail bike trail. You can visit the public beaches, fish from the city pier or jetty, or venture out for an isolated stroll along Casperson's beach, known as the shark's tooth capital of the world. Botique shops, ice cream shops, and local restraunts provide plenty to do year round. Perfect for families or retires. "
    14
    Flag
  • Dlremo12
    "I have no commute as I am retired. Before I commuted between 5 minutes to one and a half hours depending on when I worked on the island, Sarasota and StPete/Tampa. This is a great place to live with good roads to other communities. "
    1
    Flag
  • Dlremo12
    "There is a Dog park close by and it is on the beach. People enjoy walking the dogs in town and at the many fairs and fiestas as well as the farmers market. "
    6
    Flag
  • Lrowe
    "tropical mayberry, safe, golf cart compatible, quiet, beautiful location, most livable of the coastal islands"
    9
    Flag
  • Dlremo12
    "Many people have dogs and walk them on leash. A mile away there is a beach dog park people love. There are some side wound some areas without. "
    0
    Flag
  • Idy F.
    "There is a dog beach/park where people and pets mingle. I've never seen anyone walking a dog outside of that area without a leash. Pets and pet owners appear to be happy.. as are the non pet owners who get to pet the dogs and talk to their owners. "
    0
    Flag
  • Kim H.
    "A car or bike is needed to get around. Wonderful bike paths and well kept sidewalks. Venice is a beautiful place to live. "
    2
    Flag
  • Bakersacresar
    "Easy and convenient to everything. Can be a bit slower during Season but still reasonably easy to navigate. "
    4
    Flag
  • Rmerriman62
    "Very safe and friendly community. A short walk to a private beach and beautiful sunsets. A bit expensive compared to similar homes just a short distance away. "
    0
    Flag
  • Dwoods9817
    "This is a residential community for short term and permanent residences. Families can feel safe with many parks nearby."
    4
    Flag
  • Patricia L.
    "I’ve lived on Venice Island for four years. I love how people always acknowledge each other with a cheerful greeting. And I love having a supermarket, drug store, banks, post office, restaurants, art and exercise classes, theatrical and musical performances, and the beach all within easy walking distance. A very strong sense of community, with fun holiday parades and festivals throughout the year. Dogs are welcome at sidewalk cafes and there’s even a dedicated Dog Beach where dogs can run free and swim."
    27
    Flag
  • Kathleen G.
    "There’s public transportation throughout Sarasota county however most people drive to work. The island is very walkable. I can ride my bike to the store or walk to town. "
    5
    Flag
  • A34285guy
    "30 plus years. great quite area. close shopping and Health care. quite traffic. nice restaurants near"
    19
    Flag
  • Patricia M.
    "Dogs are always welcome & most are very friendly. Every one keeps their dog on a leash & picks up after their dog. "
    6
    Flag
  • Terrigraber
    "All old rude no manners yankees. No good health care or quality hospitals. All these peeps do is talk about where they from. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 421 Darling Dr

  • What is 421 Darling Dr estimated to be worth?
    Trulia's estimated value for 421 Darling Dr in Venice, FL is $823,600.
  • What is the price history for 421 Darling Dr?
    421 Darling Dr in Venice, FL last sold for $277,500 in April 2001.
  • Is Venice a buyer's or seller's market?
    Venice is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Venice?
    The median sale price in Venice is $528K. That is down $30.83K from the prior month.
  • Does 421 Darling Dr have a pool?
    Yes, 421 Darling Dr in Venice, FL has a pool.
  • How big is the lot at 421 Darling Dr?
    The lot at 421 Darling Dr in Venice, FL is about 0.22 acres (9,583 sq ft).

Explore by feature - Pet Friendly

149 pet-friendly rentals in Venice, FL

Explore by feature - Garage

238 rentals with a garage in Venice, FL

Explore by feature - Air Conditioning

530 rentals with air conditioning in Venice, FL

Explore by feature - Pool

527 rentals with a pool in Venice, FL

Explore by feature - Washer/dryer

520 rentals with a washer/dryer in Venice, FL

Explore by feature - Outdoor Space

53 rentals with an outdoor space in Venice, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 421 Darling Dr

Skip to last item
Skip to first item

Homes for sale near 421 Darling Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item