Recently extensively remodeled partially furnished villa just minutes from Siesta Key, surrounded by mature Old Florida landscaping in a private enclave of villa-style condos, close to Gulf Gate and US41. This inviting 2-bedroom, 2-bath condominium unit in Sarasota’s desirable Gulf Gate area, blending classic Florida charm with modern comfort. The spacious layout includes a bright Florida room, rear screened porch, and a covered carport. Recent updates feature a new modern kitchen w/ never used stainless steel appliances and solid wood cabinets, extensive millwork throughout, new door casings and interior doors, new textured/painted ceilings and walls, newer HVAC system, newer electric wiring throughout the unit, newer electric panel, new electrical outlets, and newer water heater, plus newly paved neighborhood roads. The community offers a tennis/pickleball court and a large screened-in heated swimming pool. Not in a flood zone requiring insurance, this home is available for immediate occupancy, perfect for seasonal or year-round living. Just a 5-minute drive to world-famous Siesta Key Beach and close to shopping, dining, and entertainment, it’s ideal as a permanent home, vacation retreat, or investment property.
For sale
$289,900
2227 CIRCLEWOOD DRIVE #52, SARASOTA, FL 34231
2beds
1,276sqft
Villa
Built in 1974
-- sqft lot
$276,400 Zestimate®
$227/sqft
$700/mo HOA
What's special
Recently extensively remodeledPartially furnished villaNewly paved neighborhood roadsNewer water heaterBright florida roomSolid wood cabinetsNew electrical outlets
- 79 days |
- 902 |
- 62 |
Zillow last checked:
Listing updated:
Listed by:
Sean Hickey 941-587-4244,
FINE PROPERTIES 941-782-0000
Source: Stellar MLS,MLS#: A4696035
Originating MLS: Sarasota - Manatee

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Utility Room
Primary bedroom
- Features: Built-in Closet
- Level: First
- Area: 221 Square Feet
- Dimensions: 13x17
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 11x12
Primary bathroom
- Features: Shower No Tub
- Level: First
Dining room
- Level: First
- Area: 80 Square Feet
- Dimensions: 8x10
Family room
- Level: First
- Area: 130 Square Feet
- Dimensions: 10x13
Kitchen
- Features: Built-in Features
- Level: First
- Area: 88 Square Feet
- Dimensions: 8x11
Living room
- Level: First
- Area: 240 Square Feet
- Dimensions: 12x20
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Washer
- Laundry: Laundry Room
Features
- Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, L Dining, Primary Bedroom Main Floor, Solid Surface Counters, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Ceramic Tile, Laminate
- Doors: Sliding Doors
- Windows: Window Treatments
- Has fireplace: No
- Common walls with other units/homes: End Unit
Interior area
- Total structure area: 1,920
- Total interior livable area: 1,276 sqft
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Covered
- Carport spaces: 1
Features
- Levels: One
- Stories: 1
- Patio & porch: Patio, Porch
- Exterior features: Storage
- Has spa: Yes
Lot
- Residential vegetation: Mature Landscaping
Details
- Additional structures: Storage
- Parcel number: 0102132052
- Zoning: RMF2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Villa
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Other,Shingle
Condition
- New construction: No
- Year built: 1974
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Public
Community & HOA
Community
- Features: Deed Restrictions, Pool
- Pet fee: $0 monthly
- Subdivision: WOODSIDE VLG EAST
HOA
- Has HOA: No
- Amenities included: Vehicle Restrictions
- Services included: Community Pool, Reserve Fund, Fidelity Bond, Insurance, Maintenance Structure, Maintenance Grounds, Recreational Facilities, Sewer, Water
- HOA fee: $700 monthly
- HOA name: Sentry Mgmt-Gabrielle Wilson
- HOA phone: 941-361-1222
Location
- Region: Sarasota
Financial & listing details
- Price per square foot: $227/sqft
- Tax assessed value: $191,800
- Annual tax amount: $1,596
- Date on market: 6/14/2026
- Cumulative days on market: 60 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Asphalt
Estimated market value
Zestimate®
$276,400
Estimated sales range
$263,000 - $290,000
Rent Zestimate®
$2,373/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/14/2026 | Listed for sale | $289,900+61.1%$227/sqft |
Source: | ||
| 1/28/2026 | Sold | $180,000-14.2%$141/sqft |
Source: | ||
| 12/10/2025 | Pending sale | $209,900$164/sqft |
Source: | ||
| 11/19/2025 | Price change | $209,900-8.7%$164/sqft |
Source: | ||
| 9/4/2025 | Price change | $229,900-8%$180/sqft |
Source: | ||
| 8/11/2025 | Listed for sale | $249,900+168.7%$196/sqft |
Source: | ||
| 2/6/2014 | Sold | $93,000-11.4%$73/sqft |
Source: Public Record Report a problem | ||
| 11/21/2013 | Listed for sale | $105,000$82/sqft |
Source: J WOOD REALTY #A3988031 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,597 +4.4% | $132,076 +2.9% |
| 2024 | $1,530 +9.4% | $128,354 +3% |
| 2023 | $1,398 -0.8% | $124,616 +3% |
| 2022 | $1,409 +0.7% | $120,986 +3% |
| 2021 | $1,399 +0.8% | $117,462 +1.4% |
| 2020 | $1,389 +4.9% | $115,840 +2.3% |
| 2019 | $1,323 | $113,236 +6.7% |
| 2018 | $1,323 +9% | $106,129 +2.1% |
| 2017 | $1,214 +0.2% | $103,946 -14.7% |
| 2016 | $1,211 | $121,900 +20.6% |
| 2015 | $1,211 -17.1% | $101,100 +57.2% |
| 2014 | $1,461 +84.5% | $64,300 |
| 2013 | $792 -1.3% | $64,300 |
| 2012 | $803 -9.5% | $64,300 -7.3% |
| 2011 | $888 -11.3% | $69,400 -11.8% |
| 2010 | $1,000 +7.2% | $78,661 +2.7% |
| 2009 | $933 | $76,593 +0.1% |
| 2008 | $933 -10.9% | $76,516 +3% |
| 2007 | $1,048 | $74,287 +2.5% |
| 2006 | -- | $72,475 +3% |
| 2005 | -- | $70,364 +3% |
| 2004 | $1,044 -0.2% | $68,315 +1.9% |
| 2003 | $1,046 -1.8% | $67,041 +2.4% |
| 2002 | $1,065 +8.6% | $65,470 +1.6% |
| 2001 | $981 +3.8% | $64,439 +3% |
| 2000 | $945 | $62,562 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Gulf Gate Estates
Nearby schools
GreatSchools rating
- 5/10Gulf Gate Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 6/10Brookside Middle SchoolGrades: 6-8Distance: 3.2 mi
- 7/10Riverview High SchoolGrades: PK,9-12Distance: 1.9 mi
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