369 COUNTRYSIDE KEY BOULEVARD #369, Oldsmar, FL 34677
OFF MARKET

369 COUNTRYSIDE KEY BOULEVARD #369
Oldsmar, FL 34677

  • 2 Beds
  • 2.5 Baths
  • 1,110 sqft

$285,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $1,952/mo*
Refinance Your Home

$285,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $1,952/mo*
Refinance Your Home
2 Beds
2.5 Baths
1,110 sqft

Home Value

Trulia Estimate
$285K
Since last month
Decreased$10K (-3.2%)
Since last year
Decreased$44K (-13.3%)
Since last sale
Increased$19K (+7%)
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 +2% in the last 10 years
MonthEstimated value
2026
August 2026$289K
July 2026$299K
June 2026$309K
May 2026$317K
April 2026$326K
March 2026$325K
February 2026$329K
January 2026$335K
2025
2024

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
367 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL
0.00
Townhouse
$235,000
12/09/25
2
1.5
1,105
388 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL
0.05
Townhouse
$234,000
07/02/26
2
1.5
1,105
267 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL
0.09
Townhouse
$260,000
09/29/25
2
2.5
1,110
421 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL
0.09
Townhouse
$245,000
12/29/25
2
2.5
1,105
273 COUNTRYSIDE KEY BOULEVARD #N/A, Oldsmar, FL
0.09
Townhouse
$235,000
03/19/26
2
2.5
1,110
309 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL
0.09
Townhouse
$227,500
09/05/25
2
2.5
1,110
239 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL
0.12
Townhouse
$245,000
12/01/25
2
1.5
1,105
244 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL
0.07
Townhouse
$191,000
07/06/26
2
2.5
1,110
467 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL
0.15
Townhouse
$240,000
10/20/25
2
2.5
1,110

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
345 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.04
$250,200
2
2.5
1,141
Off Market
367 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.00
$235,000
2
1.5
1,105
Recently Sold
360 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.03
$246,400
2
2.5
1,110
Off Market
366 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.03
$229,500
2
2.5
1,110
For Sale
324 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.05
$263,200
2
2.5
1,110
Off Market
325 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.07
$255,500
2
1.5
1,105
Off Market
380 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.04
$246,000
2
2.5
1,110
Off Market
382 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.04
$225,000
2
1.5
1,105
Recently Sold
319 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.07
$238,200
2
1.5
1,105
Off Market
314 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.07
$251,500
2
2.5
1,110
Off Market
388 COUNTRYSIDE KEY BOULEVARD, Oldsmar, FL 34677
0.05
$234,000
2
1.5
1,105
Recently Sold

Local Information

  • Map ViewExplore the area around 369 COUNTRYSIDE KEY BOULEVARD #369.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
1997
Living Area
1,110 sqft
Price/Sqft
$257
HOA
$385/Monthly

About this House

Step into the promising investment potential of the esteemed gated community of Countryside Key in Oldsmar! Embrace the opportunity with this charming 2-bedroom, 2.5-bathroom, 2-story townhome, awaiting your personal touch and a little TLC. Revel in the ceramic tile flooring gracing the first floor, while plush carpeting adorns the second. A fresh, modern color scheme illuminates the space, promising a light and airy ambiance. The first floor unveils an inviting open layout, seamlessly merging the living and dining areas, complemented by a convenient half bath. Journey further to discover the kitchen, boasting ample cabinetry and a generous pantry. Adjacent, a laundry/utility closet houses a full-size washer and dryer. Transition effortlessly to the screened enclosed patio, featuring tiled floors, additional storage space, and a brick-paved open patio, perfect for outdoor relaxation. Ascend the staircase to uncover two generously proportioned bedrooms, each boasting lofty ceilings and en-suite baths for added privacy. The expansive master suite boasts a wall of closets, offering abundant storage solutions. Meanwhile, the second bedroom, conveniently situated at the front of the home, features its own full-size bathroom with tub and shower. Discover the amenities of this pet-friendly community, including a secure gate, inviting pool, tennis courts, sidewalks, and a convenient car-wash station. Enjoy the flexibility of recreational storage for your RV, boat, or trailer for a nominal fee. With an assigned parking spot conveniently located at your doorstep and ample guest parking available, parking headaches become a thing of the past. Benefit from the low monthly HOA fees, covering water, sewer, trash, roof maintenance, exterior building upkeep, and exterior building insurance. Ideally positioned with easy access to airports, restaurants, shopping destinations, entertainment venues, sports facilities, and the breathtaking beaches, this property presents an exceptional opportunity to craft your dream home in a coveted locale. Don't miss your chance to unlock the potential of this gem!
369 COUNTRYSIDE KEY BOULEVARD #369, Oldsmar, FL 34677 is a 2 bedroom, 3 bathroom, 1,110 sqft townhouse built in 1997. It last sold for $270,000 on Oct 22, 2024 (6% above the $254,900 asking price). It is currently off market. The Trulia Estimate is $285,200, with a rent estimate of $1,826/month.

Home Details for 369 COUNTRYSIDE KEY BOULEVARD #369

Interior Features

Interior Details
Number of Rooms: 4Types of Rooms: Primary Bedroom, Bedroom 2, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1110 Square Feet
Appliances & Utilities
Utilities: Cable Available, Fire HydrantAppliances: Dishwasher, Disposal, Microwave, Range, Range Hood, RefrigeratorDishwasherDisposalLaundry: InsideMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: BlindsFlooring: Carpet
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet
View
No View
Security
Security: Gated Community, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Enclosed, ScreenedVegetation: Mature Landscaping, Trees/LandscapedExterior: Irrigation SystemFoundation: SlabNo Private Pool
Parking & Garage
No CarportNo GarageParking: Boat,None
Frontage
Road Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 122

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: ResidentialProperty Subtype: Townhouse
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Parcel Number: 162816186640080040

Price & Status

Price
List Price: $254,900
Status Change & Dates
Off Market Date: Sat Sep 07 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: OLDSMARCommunity: COUNTRYSIDE KEY UNIT
School Information
Elementary School: Curlew Creek Elementary-PNJr High / Middle School: Carwise Middle-PNHigh School: East Lake High-PN

Building

Building Area
Building Area: 1110 Square Feet

Community

Community Features: Association Recreation - Owned, Deed Restrictions, Gated Community - No Guard, Pool, Tennis Court(s)Not Senior Community

HOA

HOA Fee Includes: Cable TV, Internet, Maintenance Grounds, Sewer, Trash, WaterHOA Name: Ameritec / Alex NovakHOA Phone: 727-726-8000Association for this Listing: Pinellas SuncoastHas an HOAHOA Fee: $385/Monthly

Lot Information

Lot Area: 800 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: U8234146Showing Requirements: Call Before Showing, Lockbox - Coded, Locked GateUniversal Property Id: US-12103-N-162816186640080040-S-369

Additional Information

HOA Amenities: Gated,Tennis Court(s)
Last check for updates: about 2 hours ago
Listed by Thomas Towns, Jr, (727) 455-4318
LIPPLY REAL ESTATE, (727) 314-1000
Bought with: Kristen Anetrini, CENTURY 21 BEGGINS ENTERPRISES, (813) 658-2121
Originating MLS: Pinellas Suncoast
Source: Stellar MLS, MLS#U8234146
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

Price and Tax history

DateEventPrice
Oct 22, 2024
Source: Stellar MLS #U8234146
Sold
$270,000
Sep 7, 2024
Source: Stellar MLS #U8234146
Pending
$254,900
Aug 31, 2024
Source: Stellar MLS #U8234146
PriceChange
$254,900
Price decreased by 6%
Jul 31, 2024
Source: Stellar MLS #U8234146
PriceChange
$272,500
Price decreased by 1%
Jun 28, 2024
Source: Stellar MLS #U8234146
PendingToActive
$275,000

Market trends in Oldsmar

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$413K
$11.25KMoM
Sale-to-List Price
97.7%
0.5%MoM
Price per sq ft
$253
$14MoM
Available listings
182
12MoM
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Around this home

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 Oldsmar

At least 195 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 90 % Say there are sidewalks

  • 90 % Say car is needed

  • 87 % Say parking is easy

  • 79 % Say it's quiet

  • 77 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 74 % Say streets are well-lit

  • 68 % Say kids play outside

  • 66 % Say there's wildlife

  • 64 % Say yards are well-kept

  • 63 % Say it's walkable to restaurants

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

  • 58 % Say it's walkable to grocery stores

  • 57 % Say neighbors are friendly

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Mike Rood
    "Oldsmar is a safe community with lots of outdoor opportunities for fun. There are a lot of welcoming neighbors. "
    0
    Flag
  • Alexandruivan1982
    "Close to everything. Safe, clean, pools available. Lots of parks, great schools. Lots of activities: ice skating, ymca, oldsmar rec center has many classes. "
    0
    Flag
  • Cancion14590
    "A little bit further drive to most of my destinations, but totally worth it for the safety and surroundings"
    3
    Flag
  • William G. I.
    "Dog owners would love this area just don't be like everyone else in my apartment complex and not pick up dog poo"
    2
    Flag
  • Smithlouise58
    "We don’t have public transportation except for a taxi service who is very reasonable. We are within 15 minutes of all the beaches. We are convenient to shopping and Drs. "
    0
    Flag
  • Asia7412
    "Dog owners would love how much green grass there is and how good the sidewalks are. But I would prefer if they keep the area clean"
    2
    Flag
  • Awasenda18
    "Great place to live. Lots of families and very pet friendly. Close to beaches. Very safe neighborhood overall. "
    1
    Flag
  • Nicholas.balan
    "very closed and private great atmosphere and well maintained. People always walk their dogs and the grass and sidewalks as well as the parks are well maintained"
    0
    Flag
  • Sheila C.
    "I have been here 17years. Very family friendly. Safe to walk at night. Great restaurants and shops within walking distance. "
    1
    Flag
  • Sam L.
    "Close to Tampa and Cleawater but far enough also. Close to stores, restaurants, and theater. Lots of local shops and farmers market."
    0
    Flag
  • Dave B.
    "Ice rink and sports fields.. Publix and good food places to take the family. Close to Tampa and Beaches ."
    0
    Flag
  • Krista L.
    "There are nice sidewalks and in my family's subdivision has an HOA so the yards have to be maintained. "
    0
    Flag
  • Kathy.gasparini1963
    "ELW is a short commute to any part of the county. Very good location! Tampa road to Memorial will take you to the airport in 25 minutes. We have lived here for 25 years. That is how much we love it! "
    2
    Flag
  • Noelle V.
    "Lots of neighbors with great dogs. Can walk to dog park to play or just take a nice stroll in the neighborhood. Love it. "
    1
    Flag
  • OldsmarRocks!
    "A family friendly neighborhood where everybody keeps their homes and yards in great condition. The area is convenient to lots of shopping options and a 15 minute ride to Tampa airport."
    0
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  • Tregas
    "The walking distance to great parks, a beautiful secluded town beach on Tampa Bay, and a golf cart neighborhood all less than 12 miles from the Tampa International Airport make this a highly sought after neighborhood with no HOA fees"
    0
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  • Shawnluv
    "Dog friendly community. Everyone here is friendly and looks out for one another. It's a private circle. A good mixture of ages and the families with kids are never a problem (ie kids running around being mischievous and loud)."
    0
    Flag
  • Tracyhami
    "everything the dogs are well taken care of they have walking areas and parks around the area. it is a pet lover's paradise "
    0
    Flag
  • Kittyharlott
    "Oldsmar is a great area to walk dogs. Forest lake are is the best. Shopping and restaurants are near. "
    0
    Flag
  • Charles p.
    "I love Oldsmar I've lived here all my life my kids have gone to East Lake High School love the area wouldn't live anywhere else"
    0
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  • Aidenkai200
    "I've lived here for 9 years and I love it so much and wanting to renovate it to make it super nice and warm and comfortable"
    0
    Flag
  • Matty
    "Very friendly neighborhood that is also very pet friendly. Everyone knows the dogs names in the neighborhood."
    0
    Flag
  • Judi
    "Love the neighborhood because it is equally close to beaches, major highways, healthy grocery stores and airport! "
    0
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Homes for sale near 369 COUNTRYSIDE KEY BOULEVARD #369

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Off Market Homes Near 369 COUNTRYSIDE KEY BOULEVARD #369

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Frequently asked questions about 369 COUNTRYSIDE KEY BOULEVARD #369

  • What is 369 COUNTRYSIDE KEY BOULEVARD #369 estimated to be worth?
    Trulia's estimated value for 369 COUNTRYSIDE KEY BOULEVARD #369 in Oldsmar, FL is $285,200.
  • What is the price history for 369 COUNTRYSIDE KEY BOULEVARD #369?
    369 COUNTRYSIDE KEY BOULEVARD #369 in Oldsmar, FL last sold for $270,000 in October 2024.
  • Is Oldsmar a buyer's or seller's market?
    Oldsmar is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Oldsmar?
    The median sale price in Oldsmar is $413K. That is up $11.25K from the prior month.
  • Does 369 COUNTRYSIDE KEY BOULEVARD #369 have air conditioning?
    Yes, 369 COUNTRYSIDE KEY BOULEVARD #369 in Oldsmar, FL has air conditioning.
  • Does 369 COUNTRYSIDE KEY BOULEVARD #369 have a pool?
    Yes, 369 COUNTRYSIDE KEY BOULEVARD #369 in Oldsmar, FL has a pool.