20249 Benissimo Dr, Venice, FL 34293
Property image
Property image
OFF MARKET

20249 Benissimo Dr
Venice, FL 34293

  • 2 Beds
  • 2 Baths
  • 1,572 sqft

$420,900

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,648/mo*
Refinance Your Home

$420,900

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,648/mo*
Refinance Your Home
2 Beds
2 Baths
1,572 sqft

Local Information

  • Map ViewExplore the area around 20249 Benissimo Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2016
Living Area
1,572 sqft
Price/Sqft
$268
Parking
Garage

About this House

COZY and BRIGHT POOL HOME! This stunning open plan Orchid villa in Gran Paradiso has ambience and upgrades like no other. It offers 2 bedrooms, 2 baths w/den, 2-car garage, and a luxurious custom pool w/spa for enjoying the fabulous water view. Inside, you will find refined detailing, such as crown moldings, granite countertops in both kitchen and baths, gray porcelain wood-look floor tile, and stainless-steel appliances. Special features of this one-of-a-kind home include: wood ceiling details in living areas, lanai, and front entry; under cabinet kitchen lighting; a tasteful backsplash; recessed lighting on the lanai, as well as designer ceiling fans and lighting throughout; there is a motorized retractable hurricane screen for the lanai; plus screening and lovely, jasmine filled trellis at the front entry; marble look bathroom tiles; frameless glass shower surround; luxury custom closets; and so much more (over $100k in installed upgrades!) The home sits on one of the best homesites w/southern facing, long water view of the pond behind, so enjoy relaxing on the generous lanai listening to the pool's waterfalls, or join in one of the multitudes of neighborhood activities. Gran Paradiso at the West Villages is a maintenance-free, resort style community boasting a free-form resort pool with beach entry, fitness center, tennis, pickleball, even locker rooms with steam rooms and saunas. This meticulously cared for villa is the perfect Florida-lifestyle home. Seeing is believing. Come see for yourself today!
20249 Benissimo Dr, Venice, FL 34293 is a 2 bedroom, 2 bathroom, 1,572 sqft single-family home built in 2016. It last sold for $335,000 on Jan 13, 2020. It is currently off market. The Trulia Estimate is $420,900, with a rent estimate of $2,804/month.

Home Details for 20249 Benissimo Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 4Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Tile

Exterior Features

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

Property Information

Year Built
Year Built: 2016
Property Type / Style
Property Type: Single Family HomeArchitecture: Spanish

Community

Units in Building: 1

Lot Information

Lot Area: 6412 sqft

Price History for 20249 Benissimo Dr

DatePriceEventSource
01/13/2020$335,000Sold
Stellar MLS #N6108127
12/21/2019$335,000PendingAgent Provided
11/27/2019$335,000Listed For SaleAgent Provided
10/12/2016$242,900Sold
N/A

Market trends in Venice

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$375K
$5KMoM
Sale-to-List Price
96.5%
Price per sq ft
$228
$3MoM
Available listings
1105
114MoM
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Property Tax and Assessment

Year2025
Tax$7,410
Assessment$344,500
Home facts updated by county records

Comparable Sales for 20249 Benissimo Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20289 BENISSIMO DRIVE, Venice, FL
0.04
Single-Family Home
$325,000
11/17/25
2
2
1,568
20218 BENISSIMO DRIVE, Venice, FL
0.04
Single-Family Home
$315,000
03/23/26
2
2
1,568
20272 TESORO DRIVE, Venice, FL
0.06
Single-Family Home
$307,000
01/02/26
2
2
1,572
19993 BENISSIMO DRIVE, Venice, FL
0.16
Single-Family Home
$322,000
04/28/26
2
2
1,572
20337 BENISSIMO DRIVE, Venice, FL
0.10
Single-Family Home
$370,000
03/26/26
2
2
1,572
20345 Benissimo Dr, Venice, FL
0.10
Single-Family Home
$355,000
07/07/26
2
2
1,572
20219 TESORO DRIVE, Venice, FL
0.07
Single-Family Home
$405,000
07/27/26
2
2
1,572
20362 BENISSIMO DRIVE, Venice, FL
0.12
Single-Family Home
$285,000
06/12/26
2
2
1,572
20176 TESORO DRIVE, Venice, FL
0.14
Single-Family Home
$337,000
03/03/26
2
2
1,572
20209 BENISSIMO DRIVE, Venice, FL
0.02
Single-Family Home
$305,000
03/03/26
3
2
1,416

Nearby homes

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Assigned Schools

These are the assigned schools for 20249 Benissimo Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Venice

At least 350 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 86 % Say car is needed

  • 85 % Say parking is easy

  • 76 % Say it's quiet

  • 75 % Say there's holiday spirit

  • 74 % Say people would walk alone at night

  • 68 % Say yards are well-kept

  • 63 % Say there's wildlife

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say there are sidewalks

  • 58 % Say neighbors are friendly

  • 56 % Say streets are well-lit

  • 42 % Say it's walkable to grocery stores

  • 41 % Say it's walkable to restaurants

  • 40 % Say there are community events

  • 38 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Frank DODY
    "Venice is safe and friendly for adults and children. Schools are supported through tax dollars and citizens."
    0
    Flag
  • 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. "
    2
    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
  • Ann Capallo
    "Nice mix of young families and retirees. The schools are excellent. Our neighborhood has a beach accesssible by a ferry. It is also very quiet. Excellent medical facilities in the area"
    2
    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
  • Hollyhallowell
    "Beautiful, friendly, safe, close to everything. We love living here. I work from home so I don’t have a commute. "
    2
    Flag
  • Jbmlegal
    "Quiet, safe, close to beaches, close to shopping. Great location for retirees, young families. House are in good size lots and neighbors are quiet and mostly respectful. "
    6
    Flag
  • George
    "Great access to downtown Wellen Park. Strong sense of community with friendly neighbors. Great weather and close to the coast."
    3
    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
    "It’s perfect. We absolutely love living here. Every house is unique and well-maintained. Close to everything."
    0
    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
    "Wellfield sports complex is nearby. Also, shopping and major roads are nearby. Houses maintain their value. People seek this area."
    1
    Flag
  • Trulia User
    "yeah people walk their dogs every day, joggers, bicyclists. okay neighbors but that's just us, we have neighbors that completely blocked their view from us so.. heh.. "
    0
    Flag
  • Trulia User
    "Lots of great big amenities yet you get that cozy small community feel. It’s so close to beautiful beaches where breakfast brunches can be enjoyed while watching dolphins play! You can begin and end each day beautifully fulfilled here."
    2
    Flag
  • James P.
    "The EastGate neighborhood is a hidden gem. There are a number of nice, older homes on good-sized lots, with many being upgraded with every new owner or already renovated. There are also many future opportunities as you look around. It's a perfect location between historic downtown Venice on the Island, and east to I-75 and the new areas being built out there. There's a Publix a block over and Venice Avenue isn't as busy as Route 41. Even with all the growth and new development, this part of Venice remains low-key and very pleasant. The homes here are a good value for the money and worth either buying and renovating, or buying an upgraded one. One of the best areas in the city that is not on the island, and my family has been here since the early 90s."
    6
    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
  • Beth S.
    "its nice lots of festivals a dog beach good shopping and lots of grocery stores a dog beach and pretty parks"
    1
    Flag
  • Trulia User
    "Trick-or-treat for Halloween is very active in this neighborhood. The neighborhood has sidewalks streetlights and community pool as well as baci ball court and horseshoes. It is only a mile and a 1/2 from the beach."
    0
    Flag
  • Katherineupton97
    "Dogs are generally friendly and dog parks and beaches are free and available to the public. Brohard Beach is especially good "
    11
    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
  • Maddiecasella
    "I have lived in Venice for 4 years. I have lived in 4 States and plan on making Venice my forever home. It is safe. There is many things to do. The school system is well run. I live my community. It just feels like home."
    0
    Flag
  • Melissa M.
    "Friendly neighbors and safe neighborhood. Well worth living within a HOA, very well kept landscape. Close to amazing beaches! "
    10
    Flag
  • Amy R.
    "It’s ok I just think Gran Paradiso is a poor community that thinks too highly of themselves.. they’re not to keen on having renters in their properties. "
    9
    Flag
  • Jpvets
    "Not close to any public transportation. Far away from stores and grocery shopping where I live. Traffic during season is bad and takes twice as long to get anywhere than during the summer"
    8
    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
  • Juliette G.
    "Public transportation within walking distance and short commute to downtown Venice, Sarasota, Englewood and North Port"
    0
    Flag
  • Esteladavis
    "The commute to downtown is about 15 minutes and also it’s close by the beach. It’s a safe city and near Sarasota "
    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
  • 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
  • Ccvanriper
    "Music in the park every Friday night! Community events to attend most weekends, loved the bike Glow Ride!"
    0
    Flag
  • Dr. M.
    "There are a lot of dog parks, and public walkways, but most importantly... there’s a dog park on the beach! "
    0
    Flag
  • Ccvanriper
    "Neighbors help each other out. We look out for each other and watch to see if there is anything out if the ordinary. "
    0
    Flag
  • Jill M.
    "it's a safe neighborhood theirs bus routes here there's park's and good schools for the children. everybody seems very friendly and are willing to lend a helping hand without anything in return"
    0
    Flag
  • Isabel D.
    "Not enough dog parks/beaches. There should be more dog waste stations to encourage dog owners to clean up during walks. "
    2
    Flag
  • Vahideh
    "Very welcoming area for dogs. I see people walking their dogs all the time. The yards are not very large so something to consider for high energy dogs"
    0
    Flag
  • Pressley S.
    "Community events and potluck and newsletters Still new to the area and learning of events and all that is offered Nice yard maintenance. Quiet and calm area for neighborhood "
    0
    Flag

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Apartments for Rent

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Homes for sale near 20249 Benissimo Dr

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Off Market Homes Near 20249 Benissimo Dr

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Frequently asked questions about 20249 Benissimo Dr

  • What is 20249 Benissimo Dr estimated to be worth?
    Trulia's estimated value for 20249 Benissimo Dr in Venice, FL is $420,900.
  • What is the price history for 20249 Benissimo Dr?
    20249 Benissimo Dr in Venice, FL last sold for $335,000 in January 2020.
  • 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 $375K. That is up $5K from the prior month.
  • Does 20249 Benissimo Dr have air conditioning?
    Yes, 20249 Benissimo Dr in Venice, FL has air conditioning.
  • Does 20249 Benissimo Dr have a pool?
    Yes, 20249 Benissimo Dr in Venice, FL has a pool.