5 N CASEY KEY ROAD, Osprey, FL 34275
OFF MARKET

$2,999,200

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 2,380 sqft (on 0.57 acres)

5 N CASEY KEY ROAD, Osprey, FL 34275

Est. Refi. Payment $19,164/mo*
Refinance Your Home
Currently Off Market - Sold Aug 15, 2025 for $3,050,000

Home Value

Trulia Estimate
$3M
Since last month
Increased$54K (+1.8%)
Since last year
Decreased$36K (-1.2%)
Since last sale
Decreased$48K (-1.6%)
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 +32% in the last 10 years
MonthEstimated value
2026
September 2026$3M
August 2026$2.99M
July 2026$2.95M
June 2026$2.96M
May 2026$2.95M
April 2026$2.94M
March 2026$2.95M
February 2026$2.96M
January 2026$2.94M
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
140 N CASEY KEY ROAD, Osprey, FL
0.10
Single-Family Home
$1,850,000
04/10/26
3
3.5
2,473
4024 CASEY KEY ROAD, Nokomis, FL
0.07
Single-Family Home
$1,800,000
08/26/26
4
3.5
4,347
3901 CASEY KEY ROAD, Nokomis, FL
0.26
Single-Family Home
$2,400,000
11/28/25
3
4
3,374
3743 CASEY KEY ROAD, Nokomis, FL
0.40
Single-Family Home
$3,000,000
05/12/26
3
2
1,753
3858 CASEY KEY, Nokomis, FL
0.31
Single-Family Home
$2,500,000
02/12/26
3
2
1,729
431 YACHT HARBOR DRIVE, Osprey, FL
0.53
Single-Family Home
$3,500,000
12/17/25
3
2.5
3,006
408 YACHT HARBOR DRIVE, Osprey, FL
0.61
Single-Family Home
$1,250,000
06/15/26
4
4
2,624
4005 CASEY KEY ROAD, Nokomis, FL
0.13
Single-Family Home
$9,000,000
05/20/26
6
6.5
7,977
486 YACHT HARBOR DRIVE, Osprey, FL
0.59
Single-Family Home
$1,325,000
08/25/26
3
3.5
2,939

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
4029 CASEY KEY ROAD, Nokomis, FL 34275
0.02
$2,589,000
3
2.5
2,293
Off Market
121 N CASEY KEY ROAD, Osprey, FL 34229
0.06
$6,475,000
5
5.5
4,096
For Sale
4019 CASEY KEY ROAD, Nokomis, FL 34275
0.06
$6,632,200
4
5
6,725
Off Market
4020 CASEY KEY ROAD, Nokomis, FL 34275
0.07
$1,350,000
-
-
-
For Sale
4024 CASEY KEY ROAD, Nokomis, FL 34275
0.07
$1,800,000
4
3.5
4,347
Recently Sold
140 N CASEY KEY ROAD, Osprey, FL 34229
0.10
$1,850,000
3
3.5
2,473
Recently Sold
4005 CASEY KEY ROAD, Nokomis, FL 34275
0.13
$9,000,000
6
6.5
7,977
Recently Sold
144 N Casey Key Rd, Osprey, FL 34229
0.12
$4,928,700
4
5.5
5,397
Off Market
4001 CASEY KEY ROAD, Nokomis, FL 34275
0.15
$2,260,000
-
-
-
Recently Sold
3909 CASEY KEY ROAD, Nokomis, FL 34275
0.22
$3,913,600
4
5
6,335
Off Market
3901 CASEY KEY ROAD, Nokomis, FL 34275
0.26
$2,400,000
3
4
3,374
Recently Sold

Local Information

  • Map ViewExplore the area around 5 N CASEY KEY ROAD.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1969
0.57 acre lot
2,380 sqft
$1,260/sqft
1 Car Garage

About this House

HOME RUN DEAL YOU CAN'T AFFORD TO MISS! CASEY KEY GULF FRONT MOVE-IN READY FOR UNBELIEVABLE PRICE! REDUCED 900K! Iconic Gulf-front Mid-Century Modern gated residence on Casey Key embodies the true essence of casual coastal living, offering an unparalleled retreat for the soul. The moment you step through the door, a magical transformation takes place. Your senses awaken as you are immediately captivated by the breathtaking Gulf views stretching out in every direction. The shimmering turquoise waters serve as a stunning backdrop to daily life, drawing you into a serene connection with nature. The sound of gentle waves lapping against the shore harmonizes with a glimpse of manatees & dolphins gracefully swimming by, herons fishing as they walk along the shoreline, the calls of osprey & seagulls soaring above, creating an ambiance that feels almost otherworldly! Evening brings an even greater reward, as the sky ignites into vibrant colors with the setting sun, spilling a soft glow across the land, enveloping everything in a serene warmth & peaceful tranquility. If you seek a lifestyle offering a private paradise to escape with nature, fishing from your resident-owned private beach, tranquility, no high rises or traffic, yet everyday conveniences, this residence is the perfect fit! Designed in 1969 by the acclaimed architect Carl Abbott of the Sarasota School of Architecture, this move-in ready residence is nestled on over a half-acre lot with 100 feet of pristine Gulf Front & private beach. The residence features an open living concept that harmoniously blends indoor & outdoor spaces through the walls of glass. Amazing original features include vaulted ceilings with open beams, Tabby Shell walls, kitchen cabinetry, Mid-Century Modern furnishings, updated quartz kitchen countertops & stainless appliances, 4 bedrooms & 3.5 baths, which includes two primary suites. NEW INFRASTRUCTURE UPDATES include impact windows & doors, installing a whole house Generac, elevating the new HVAC systems & electrical service panels. With no public access to beaches within miles, you’ll relish the privacy Casey Key offers. Upon entering the electronic gate, it feels as though you have stepped into a nature sanctuary that soothes the spirit & rejuvenates the mind. Every element, from the lush tropical landscaping, which has auto lighting throughout, to the sound of the trickling fountain, to the seamless indoor-outdoor flow to the awe-inspiring views, works together to create a haven where time slows down & everyday worries melt away. The location just north of the historic Blackburn Point "swing bridge" offers easy on & off access to this magical island. Embrace the Island lifestyle, golf cart two blocks to the marina with boat storage & management, tiki bars, restaurants. Or cruise in your golf cart another 5 blocks to Publix, pharmacy & more. Just a few minutes to Downtown Sarasota, St Armand's Circle & The Island of Venice. Notably, Casey Key is the ONLY barrier island in the region with an expressway from Tamiami Trail to I75 creating easy access to I75 & all nearby airports, plus private air travel options available on The Island of Venice-10 minutes away. The allure of this locale is undeniable, as Casey Key Road was recently acclaimed the most coveted street nationwide, underscoring the status of this incredible barrier island.
5 N CASEY KEY ROAD, Osprey, FL 34275 is a 4 bedroom, 4 bathroom, 2,380 sqft single-family home built in 1969. It last sold for $3,050,000 on Aug 15, 2025 (6% below the $3,250,000 asking price). More recently, it was listed as a rental in October 2022 with an asking price of $20,000 per month. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,999,200, with a rent estimate of $4,719/month.
Last check for updates: about 2 hours ago
Listed by Kelley Ann Ayers, (941) 544-7802
AYERS AND ASSOCIATES REAL ESTATE, (941) 837-2778
Katheren Ayers, (941) 266-3193
AYERS AND ASSOCIATES REAL ESTATE, (941) 837-2778
Bought with: Jamie Kilian, (515) 571-5650, EXP REALTY LLC, (888) 883-8509
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#N6134765
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 5 N CASEY KEY ROAD

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Primary Bedroom, Primary Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Bathroom 2, Bathroom 3, Bathroom 4, Foyer, Great Room, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2380 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Water ConnectedAppliances: Dishwasher, Dryer, Range, WasherDishwasherDryerLaundry: In GarageWasher
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
Fireplace: Family RoomHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Display Window(s), Window TreatmentsDoor: Outdoor Shower, Sliding DoorsFlooring: Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Ceramic Tile
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: ConcretePatio / Porch: Patio, Porch, Rear PorchFencing: FencedVegetation: Mature Landscaping, Trees/LandscapedExterior: Irrigation System, Outdoor ShowerFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Other Parking: Garage Dimensions: 26X19No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Garage Faces Side,Oversized
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Asphalt, PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 398

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Mid-Century Modern
Building
Construction Materials: Block, ConcreteNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 0146400015

Price & Status

Price
List Price: $3,250,000
Status Change & Dates
Off Market Date: Fri Jul 04 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: OSPREYCommunity: CASEY KEY
School Information
Elementary School: Laurel Nokomis ElementaryJr High / Middle School: Sarasota MiddleHigh School: Venice Senior High

Building

Building Area
Building Area: 3515 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Sarasota - ManateeNo HOA

Lot Information

Lot Area: 0.57 acres

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: N6134765Water View: WaterShowing AttendedShowing Requirements: Listing Agent Must Accompany, Locked Gate, See Remarks, ShowingTimeUniversal Property Id: US-12115-N-0146400015-R-N

Price and Tax history

DateEventPrice
Aug 15, 2025
Source: Stellar MLS #N6134765
Sold
$3,050,000
Jul 9, 2025
Source: Stellar MLS #N6134765
Pending
$3,250,000
Jun 9, 2025
Source: Stellar MLS #N6134765
PriceChange
$3,250,000
Price decreased by 4%
Jun 3, 2025
Source: Stellar MLS #N6134765
PriceChange
$3,375,000
Price decreased by 3%
Apr 29, 2025
Source: Stellar MLS #N6134765
PriceChange
$3,475,000
Price decreased by 5%

Market trends in Osprey

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$714K
$28.67KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
112
22MoM

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

Frequently asked questions about 5 N CASEY KEY ROAD

  • What is 5 N CASEY KEY ROAD estimated to be worth?
    Trulia's estimated value for 5 N CASEY KEY ROAD in Osprey, FL is $2,999,200.
  • What is the price history for 5 N CASEY KEY ROAD?
    5 N CASEY KEY ROAD in Osprey, FL last sold for $3,050,000 in August 2025.
  • 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 5 N CASEY KEY ROAD have air conditioning?
    Yes, 5 N CASEY KEY ROAD in Osprey, FL has air conditioning.
  • Does 5 N CASEY KEY ROAD have laundry facilities?
    Yes, 5 N CASEY KEY ROAD in Osprey, FL has in-unit laundry.

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