259 Bailey Rd, Venice, FL 34292
OFF MARKET

259 Bailey Rd
Venice, FL 34292

  • 5 Beds
  • 4 Baths
  • 4,200 sqft (on 5.32 acres)

$1,279,000

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $7,869/mo*
Refinance Your Home

$1,279,000

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $7,869/mo*
Refinance Your Home
5 Beds
4 Baths
4,200 sqft
(on 5.32 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Experience the benefits of county living within close reach of beaches and historic downtown Venice from this six-bedroom estate set on five acres. You'll appreciate serenity, privacy, and the luxury of space from this open-end use lot, perfect for your horses, boat, or RV. A tree-lined driveway welcomes you home with a sense of majesty and southern charm. Once inside, a unique floorplan by luxury custom builder Arthur Rutenberg is open and inviting, culminating into three separate bedroom wings. Let the sunshine greet you early in the morning with your coffee at the breakfast nook area, boasting 7-foot-high aquarium windows overlooking the sparkling pool. The gourmet kitchen provides an abundance of counter space, walk-in pantry and gas cooktop. The host in you will love entertaining in the formal living and dining room or relaxing with loved ones in the family room. An office/den has two sets of French doors which provide plenty of light. Escape to the master bedroom with tray ceilings and its very own retreat. You'll relish the ensuite bathroom with walk-in garden shower, dual sinks, vanity and spa bath for those long luxurious bubble baths by candlelight. Completing the picture, a large laundry/mud room off the kitchen connects to the four-car garage. Relax in the Florida environment on the screened pool terrace overlooking expanses of scenic splendor. This is a one of kind property. Country living in town with space for your entire family and their toys.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 259 Bailey Rd

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
Number of Rooms: 10Types of Rooms: Dining Room
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: TileExterior: StuccoFoundation Type: ConcretePatio
Pool
Pool
Parking & Garage
GarageParking: Off Street, Garage

Property Information

Year Built
Year Built: 1993Year Updated: 1993
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 5.32 acres

Price History for 259 Bailey Rd

DatePriceEventSource
04/18/2023ListingRemovedZillow Rentals
03/29/2023$8,500Listed For RentZillow Rentals
05/11/2021ListingRemovedStellar MLS #N6112531
01/29/2021$775,000Sold
N/A
01/10/2021$775,000PendingStellar MLS #N6112531
12/22/2020$775,000PendingToActiveAgent Provided
12/16/2020$775,000PendingAgent Provided
12/14/2020$775,000PendingToActiveAgent Provided
11/24/2020$775,000PendingAgent Provided
11/05/2020$775,000Listed For SaleAgent Provided
07/01/2019$839,000ListingRemovedAgent Provided
05/30/2019$839,000PriceChange
Agent Provided
04/24/2019$845,000PriceChange
Agent Provided
02/07/2019$849,000PriceChange
Agent Provided
11/16/2018$889,000PriceChange
Agent Provided
10/12/2018$899,000PriceChange
Agent Provided
12/18/2017$949,000Listed For SaleAgent Provided
10/26/2008$1,500,000ListingRemovedN/A
05/26/2008$1,500,000Listed For SaleN/A
06/29/1994$160,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$13,000
Assessment$1,065,500
Home facts updated by county records

Comparable Sales for 259 Bailey Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1251 Tuscany Blvd, Venice, FL
0.32
Single-Family Home
$898,500
08/13/25
4
3
3,102
1162 Tuscany Blvd, Venice, FL
0.30
Single-Family Home
$700,000
12/19/25
4
3
2,585
1017 Tuscany Blvd, Venice, FL
0.31
Single-Family Home
$699,000
10/17/25
4
3
2,628
824 Adonis Pl, Venice, FL
0.33
Single-Family Home
$860,000
02/20/26
3
3
2,760
1227 Tuscany Blvd, Venice, FL
0.35
Single-Family Home
$765,000
08/29/25
3
3
2,783
1331 Tuscany Blvd, Venice, FL
0.37
Single-Family Home
$900,000
04/01/26
3
3
3,072
824 Amaryllis Ln, Venice, FL
0.32
Single-Family Home
$699,900
04/30/26
3
3
2,403
1206 Tuscany Blvd, Venice, FL
0.44
Single-Family Home
$720,000
09/05/25
4
3
2,620
1191 Tuscany Blvd, Venice, FL
0.42
Single-Family Home
$955,000
04/17/26
4
3
2,661
1334 Tuscany Blvd, Venice, FL
0.41
Single-Family Home
$720,000
12/01/25
3
3
2,655

Nearby homes

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Assigned Schools

These are the assigned schools for 259 Bailey Rd.
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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.

What Locals Say about Venice

At least 349 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 86 % Say parking is easy

  • 85 % Say car is needed

  • 76 % Say it's quiet

  • 76 % 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. "
    0
    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"
    1
    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. "
    0
    Flag
  • Hollyhallowell
    "Beautiful, friendly, safe, close to everything. We love living here. I work from home so I don’t have a commute. "
    1
    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. "
    5
    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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Off Market Homes Near 259 Bailey Rd

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259 Bailey Rd, Venice, FL 34292 is a 5 bedroom, 4 bathroom, 4,200 sqft single-family home built in 1993. This property is not currently available for sale. 259 Bailey Rd was last sold on Jan 29, 2021 for $775,000. The current Trulia Estimate for 259 Bailey Rd is $1,279,000.