$289,900
2227 Circlewood Drive
Sarasota, FL 34231
Listing updated: June 14, 2026 at 7:46 AM ET
Property type
Year built
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
Recently extensively remodeled 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/ stainless steel appliances, new textured/painted ceilings and walls, newer HVAC system, newer electric wiring throughout the unit, newer electric panel, 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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveJun 14, 2026
- Listed$289,900Jun 14, 2026
- Price increased$289,900
Facts & features
- Property type
- Residential
- Sub type
- Villa
- Status
- Active
- Days on market
- 0
- Subdivision
- Woodside Vlg East
- County
- Sarasota
- Year built
- 1974
- Living area
- 1,276 sq ft
- Price/sq ft
- $227
- Building area
- 1,920 sq ft (Public Records)
- Lot size
- 0 sq ft
- Lot category
- Non-Applicable
- Flood zone
- X
- Annual taxes
- $1,597 (2025)
- Parcel #
- 0102132052
- Zoning
- RMF2
- MLS #
- A4696035
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Carpet, Ceramic Tile, Laminate
- Appliances
- Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Washer
- Interior features
- Cathedral Ceiling(s), Ceiling Fans(s), High Ceilings, L Dining, Primary Bedroom Main Floor, Solid Surface Counters, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
- Laundry
- Laundry Room
- Stories / Levels
- One
- Direction faces
- Southwest
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Parking features
- Covered
- Carport
- Yes
HOA & Financial
- Total monthly fees
- $700/mo
- Total annual fees
- $8,400
- HOA name
- Sentry Mgmt-Gabrielle Wilson
- CDD
- No
- Min lease term
- 3 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- 10% of 80 units are allowed to be rented. After a tenant vacates, you have 60 days to find a new tenant or you go to the bottom of the waiting list.
- Approval process
- An application for a tenant is required by the Condo Association. Only 8 units of the total project may be leased. Check with the association for current status.
Exterior & Construction
- Exterior features
- Sliding Doors, Storage
- Construction materials
- Block, Stucco
- Roof
- Other, Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Public
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Bedroom 2 | First | 11x12 |
| Dining Room | First | 8x10 |
| Family Room | First | 10x13 |
| Kitchen | First | 8x11 |
| Living Room | First | 12x20 |
| Primary Bathroom | First | |
| Primary Bedroom | First | 13x17 |
Listing Details
- Listing date
- 2026-06-01
- On market date
- 2026-06-14
- Original list price
- $289,900
- Occupant type
- Vacant
- MLS area
- 34231 - Sarasota/Gulf Gate Branch
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-06-14
- Tax legal description
- UNIT 52 WOODSIDE VILLAGE EAST
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From US 41 to Bispham Rd, to left onto Woodwind Dr, to left onto Circlewood Dr, 2227 Circlewood is on the right.
More homes like this
$355,900
4003 Booth Pl
Sarasota, FL 34231
3 bd · 2 ba · 1,306 sqft
Brookside
MLS ID #A4690238, BERKSHIRE HATHAWAY HOMESERVICE.
Listing provided by Stellar MLS
$439,000
5793 Ithaca Way
Sarasota, FL 34238
2 bd · 2 ba · 1,680 sqft
Villagewalk
MLS ID #A4696958, TOWN CENTER REALTY.
Listing provided by Stellar MLS
$309,900
2131 Palm Ter
Sarasota, FL 34231
2 bd · 1 ba · 1,008 sqft
Harbor Oaks
MLS ID #A4697017, GULF COAST PARADISE REALTY INC.
Listing provided by Stellar MLS
$349,900
4136 Bowling Green Cir #23
Sarasota, FL 34233
2 bd · 2 ba · 1,601 sqft
Center Gate Village 5
MLS ID #A4696926, RE/MAX ALLIANCE GROUP.
Listing provided by Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 14, 2026 at 7:46 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA