188 Explorer Dr, Osprey, FL 34229
Lanai
Master Bath
OFF MARKET

188 Explorer Dr
Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,200 sqft

$279,500

Trulia Estimate
as of Aug 22, 2026

$279,500

Trulia Estimate
as of Aug 22, 2026
  • 2 Beds
  • 2 Baths
  • 1,200 sqft

Home Highlights

Property Type
Single-Family Home
Year Built
2016
Living Area
1,200 sqft
Price/Sqft
$233
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 188 Explorer Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

LOCATION, LOCATION, LOCATION, ANNUAL RENTAL. Beautiful Mini Resort 2 bedroom 2 Bath unfurnished Carriage house. Bright and Cheerful. Gorgeous Pool, Clubhouse, Exercise Room.. All granite counter tops, Stainless steel appliances. Includes Washer and Dryer, stove, Refrigerator, Microwave, Dishwasher. Excellent location, five minutes to Sarasota Square Mall and Costco. Close to lots of great shopping, medical facilities, Siesta Key Beach, and restaurants. One of the few communities that strong Hurricane Windows. Safe and Secure Gated community. Can see soon. Available to see May 30th, 2026.

Good credit a plus,
188 Explorer Dr, Osprey, FL 34229 is a 2 bedroom, 2 bathroom, 1,200 sqft single-family home built in 2016. It last sold for $211,939 on Mar 1, 2016 (10,769% above the $1,950 asking price). More recently, it was listed as a rental in April 2026 with an asking price of $2,200 per month. That rental listing was removed on June 9, 2026. It is currently off market. The Trulia Estimate is $279,500, with a rent estimate of $2,069/month.

Home Details for 188 Explorer Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Air Conditioner, Central Air, Ceiling FanHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher

Property Information

Year Built
Year Built: 2016
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Exterior Home Features
Sprinkler System
Parking & Garage
Parking: Attached Off Street, On Site

Comparable Sales for 188 Explorer Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
232 Explorer Dr, Osprey, FL
0.00
Single-Family Home
$280,000
02/05/26
2
2
1,250 sqft
4173 Frontier Ln, Osprey, FL
0.03
Single-Family Home
$285,000
05/29/26
2
2
1,244 sqft
222 GLENWOOD AVENUE, Osprey, FL
0.40
Single-Family Home
$300,000
06/15/26
2
2
952 sqft
328 E BAY STREET, Osprey, FL
0.09
Single-Family Home
$430,000
05/19/26
2
1
884 sqft
240 PATTERSON AVENUE, Osprey, FL
0.45
Single-Family Home
$350,000
10/16/25
3
2
1,360 sqft
32 BAY AVENUE, Osprey, FL
0.42
Single-Family Home
$400,000
06/05/26
2
2
2,148 sqft
216 GLENWOOD AVENUE, Osprey, FL
0.39
Single-Family Home
$175,000
02/23/26
2
1
732 sqft
115 GREEN STREET, Osprey, FL
0.60
Single-Family Home
$358,000
11/13/25
2
2
1,503 sqft
444 WASHINGTON AVENUE, Osprey, FL
0.68
Single-Family Home
$200,000
10/06/25
3
2
1,284 sqft
212 WASHINGTON AVENUE, Osprey, FL
0.47
Single-Family Home
$416,400
04/24/26
3
2
1,478 sqft

Nearby homes

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Around this home

What Locals Say about Osprey

At least 46 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 87 % Say it's dog friendly

  • 85 % Say it's quiet

  • 84 % Say parking is easy

  • 75 % Say people would walk alone at night

  • 74 % Say there's wildlife

  • 67 % Say yards are well-kept

  • 67 % Say there's holiday spirit

  • 64 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say it's walkable to grocery stores

  • 41 % Say there are community events

  • 31 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Lindsey W.
    "It’s a quiet and low key suburb area of Sarasota county. It’s very accessible to I-75 and Nokomis beach and about a 25 minute drive to siesta key beach. "
    4
    Flag
  • Mary V.
    "I am retired now but my commute to Stickney Point was only about 10 min and downtown was about 25 min during rush hour when there is no construction "
    0
    Flag
  • Mary V.
    "Pineview School is very close, nice safe area for children. CVS and Publix are also close, as well as Historic Spanish Pointe. The beach is ten minutes or less."
    3
    Flag
  • Bob T.
    "I don’t commute....retired. There are no sidewalks here and our street has a large amount of speeders making walking dangerous. Some neighbors park on the county right of way destroying our water flow/drainage which has caused flooding here. Many homes are unkept even though there is an active hoa."
    14
    Flag
  • Bob T.
    "Neighborhood is pet friendly. Wide road we walking dogs. Only problem noticed now is daily construction vehicles speeding in neighborhood."
    1
    Flag
  • Larysathor
    "Well, the Mother Nature taking its tall, water level raised over last ten years and a lot of beaches are washed out to nonexistence."
    0
    Flag
  • Brenda F. D.
    "Neighborhood is beautiful love the area close to everything and beaches and shopping . Local restaurant "
    1
    Flag
  • Michelle C.
    "I've lived in this neighborhood for twenty years +. My neighbors are the friendliest. We all look out for each other and lend a hand when needed. Can't think of anywhere else I'd want to live."
    0
    Flag
  • nancybuscher
    "This quiet, beautifully landscaped, pet friendly subdivision is close to beaches, shopping, restaurants, cultural events in Sarasota and Venice, beside Oscar Scherer State Park for hickers & boaters, and has easy access to airports by way of US41 & I-75."
    0
    Flag
  • info
    "Centrally located, minutes to beaches and shopping"
    1
    Flag
  • bookwoman39
    "Wonderful community, close to Sarasota and all restaurants, cultural activities, etc. The condo development is a designated bird sanctuary. Nice pools, exercise room, community room. Good neighbors. What the development lacks is diversity. "
    0
    Flag
  • trishmainey1111
    "Osprey Florida is one of the most beautiful, accessible communities in Florida. Ten minutes to the white sands beach and ten minutes to I-75. "
    1
    Flag
  • Gail L.
    "I work here, belong to the club and have lived in the neighborhood for the last 12 years it is one of 5 golf communities I have belonged to and bar none my favorite due to the people that live here. They are multicultural, down to earth and just fabulous. This is a community that rates above the rest . it is very common for folks to move up and down in house sizes and styles as their lifestyles change. Give me a call as I'd love to show you around. "
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jun 9, 2026
Source: Zillow Rentals
ListingRemoved
$1,950
May 22, 2026
Source: Zillow Rentals
PriceChange
$1,950
Price decreased by 1%
May 20, 2026
Source: Zillow Rentals
PriceChange
$1,975
Price decreased by 10%
Apr 28, 2026
Source: Zillow Rentals
Listed For Rent
$2,200
Apr 2, 2024
Source: Zillow Rentals
ListingRemoved

Frequently asked questions about 188 Explorer Dr

  • What is 188 Explorer Dr estimated to be worth?
    Trulia's estimated value for 188 Explorer Dr in Osprey, FL is $279,500.
  • What is the price history for 188 Explorer Dr?
    188 Explorer Dr in Osprey, FL last sold for $211,939 in March 2016.
  • Is Osprey a buyer's or seller's market?
    Osprey is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Osprey?
    Residents describe Osprey, FL as dog-friendly, quiet, and easy to park in. Most residents say you need a car. See recently sold homes in Osprey, FL.
  • Does 188 Explorer Dr have air conditioning?
    Yes, 188 Explorer Dr in Osprey, FL has air conditioning.
  • Does 188 Explorer Dr have laundry facilities?
    Yes, 188 Explorer Dr in Osprey, FL has in-unit laundry.

Homes for rent near 188 Explorer Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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