124 Main St, Osprey, FL 34229
Property image
Property image
OFF MARKET

$655,700

Trulia Estimate
as of Sep 21, 2026
  • 3 Beds
  • 2 Baths
  • 1,640 sqft

124 Main St, Osprey, FL 34229

Home Highlights

Single-Family Home
1,640 sqft
$400/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 124 Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Furnished Seasonal or Annual Rental Steps from Water Access!
Available June 1, 2026 | Pet-Friendly | Lawn Care Included

Rental Options:

Peak Season (Jan Mar): $5,000/month

Pre/Post Season (Dec & Apr): $4,000/month

Off-Peak (May Nov): $2,495/month

Annual Lease: $2,695/month (12-month term)

 LOCATION, LOCATION, LOCATION Perfect for Outdoor Enthusiasts!
Just steps from the small boat ramp and fishing pier, 5 minutes from a full-size boat ramp, and less than 15 minutes from the beach, this fully furnished 3-bedroom, 2-bath home offers the ultimate coastal lifestyle. Launch your kayaks, cast a fishing line, or simply soak in the stunning sunsets over Casey Key and the Gulf of Mexico.

 Home Features:

-Spacious open floor plan

-Renovated kitchen with large island

-Dining area & living room with entertainment center

-Cozy two-sided fireplace

-Large garage with ample parking for boat and/or RV

-Fully fenced, tropical backyard pet-friendly!

 Move-in Ready June 1, 2026. Available for viewing on or about May 28, 2026. Contact us to reserve your seasonal or annual stay!

Washer and dryer are inside garage.

Seasonal or Annual lease
124 Main St, Osprey, FL 34229 is a 3 bedroom, 2 bathroom, 1,640 sqft single-family home. It last sold for $515,000 on Feb 8, 2022 (20,541% above the $2,495 asking price). More recently, it was listed as a rental in May 2026 with an asking price of $2,495 per month. That rental listing was removed on August 6, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $655,700, with a rent estimate of $2,804/month.

Home Details for 124 Main St

Interior Features

Heating & Cooling
Heating: Central, Forced AirAir ConditioningCooling System: Air Conditioner, Central AirHeating Fuel: Central
Appliances & Utilities
DishwasherRefrigerator
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 6 Month

Exterior Features

Parking & Garage
GarageParking: Attached Garage Off Street, On Site

Comparable Sales for 124 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
212 WASHINGTON AVENUE, Osprey, FL
0.25
Single-Family Home
$416,400
04/24/26
3
2
1,478 sqft
51 WEBB STREET, Osprey, FL
0.12
Single-Family Home
$570,000
04/03/26
3
2.5
2,130 sqft
38 W BAY STREET, Osprey, FL
0.13
Single-Family Home
$865,000
02/10/26
3
2
2,124 sqft
240 PATTERSON AVENUE, Osprey, FL
0.37
Single-Family Home
$350,000
10/16/25
3
2
1,360 sqft
315 BAYSHORE DRIVE, Osprey, FL
0.42
Single-Family Home
$527,500
02/27/26
3
3
2,384 sqft
115 GREEN STREET, Osprey, FL
0.43
Single-Family Home
$358,000
11/13/25
2
2
1,503 sqft
34 Washington Ave, Osprey, FL
0.24
Single-Family Home
$475,000
03/26/26
2
1
940 sqft
444 WASHINGTON AVENUE, Osprey, FL
0.42
Single-Family Home
$200,000
10/06/25
3
2
1,284 sqft
429 PATTERSON AVENUE, Osprey, FL
0.45
Single-Family Home
$380,000
08/27/26
3
1
1,173 sqft
222 GLENWOOD AVENUE, Osprey, FL
0.41
Single-Family Home
$300,000
06/15/26
2
2
952 sqft

Nearby homes

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Rental Market Trends in Osprey

Last updated Sep 2026
Trulia Rent Estimate$2,804/mo
Average rent
$3.98K
Available listings
36
View rental market trends in Osprey, FL

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

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Price and Tax history

DateEventPrice
Aug 6, 2026
Source: Zillow Rentals
ListingRemoved
$2,495
May 9, 2026
Source: Zillow Rentals
Listed For Rent
$2,495
May 9, 2025
Source: Zillow Rentals
ListingRemoved
$2,495
Apr 11, 2025
Source: Zillow Rentals
PriceChange
$2,495
Price decreased by 12%
Mar 29, 2025
Source: Zillow Rentals
PriceChange
$2,845
Price decreased by 3%

Frequently asked questions about 124 Main St

  • What is 124 Main St estimated to be worth?
    Trulia's estimated value for 124 Main St in Osprey, FL is $655,700.
  • What is the price history for 124 Main St?
    124 Main St in Osprey, FL last sold for $515,000 in February 2022.
  • Is Osprey a buyer's or seller's market?
    Osprey is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Osprey?
    The median sale price in Osprey is $714K. That is up $28.67K from the prior month.
  • Does 124 Main St have air conditioning?
    Yes, 124 Main St in Osprey, FL has air conditioning.
  • Does 124 Main St have a garage?
    Yes, 124 Main St in Osprey, FL has an attached garage.

Homes for rent near 124 Main St

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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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