For sale

$285,000

266 OAK HILL DRIVE #34, SARASOTA, FL 34232

2beds

1,024sqft

$2,372/mo

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Villa

Built in 1985

-- sqft lot

$270,500 Zestimate^®

$278/sqft

$559/mo HOA

What's special

Tennis courtsPrivate single-car garageNew roof and guttersLakeside heated poolUpdated master bathroom

Welcome to this beautifully maintained 2BR/2BA villa with a private single-car garage, offering comfort, updates, and peace of mind in a prime Sarasota location. Major improvements have already been done, including impact windows and sliding glass doors (2025), a new A/C system (2025), new roof and gutters (2024), and water heater (2020), dishwasher (2026), No popcorn ceilings, updated master bathroom making this home truly move-in ready with lower maintenance costs for years to come Located in a quiet, established community surrounded by mature oak trees and lush green space, this villa offers a relaxed Florida lifestyle just minutes from everything: Downtown Sarasota, I-75, UTC Mall, St. Armands Circle, and the world-famous Lido Key beaches. Residents enjoy resort-style amenities including a lakeside heated pool, tennis courts, and pickleball—perfect for staying active or socializing with neighbors in a friendly, well-kept neighborhood.

70 days

182

10

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 2
Bathrooms: 2
Full bathrooms: 2

Primary bedroom

Features: Walk-In Closet(s)
Level: First

Bedroom 1

Features: Built-in Closet
Level: First

Primary bathroom

Level: First

Bathroom 1

Level: First

Balcony porch lanai

Level: First

Dining room

Level: First

Kitchen

Level: First

Living room

Level: First

Heating

Electric

Cooling

Central Air

Appliances

Included: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
Laundry: Laundry Closet, Laundry Room

Features

Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Walk-In Closet(s)
Flooring: Ceramic Tile, Laminate
Has fireplace: No

Interior area

Total structure area: 1,568
Total interior livable area: 1,024 sqft

Video & virtual tour

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Property

Parking

Total spaces: 1
Parking features: Garage - Attached
Attached garage spaces: 1

Features

Levels: One
Stories: 1
Exterior features: Balcony

Details

Parcel number: 0044141034
Zoning: RMF2
Special conditions: None

Construction

Type & style

Home type: SingleFamily
Property subtype: Villa

Materials

Block, Concrete
Foundation: Slab
Roof: Shingle

Condition

New construction: No
Year built: 1985

Utilities & green energy

Sewer: Public Sewer
Water: Public
Utilities for property: Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Community & HOA

Community

Features: Buyer Approval Required, Deed Restrictions, Pool
Pet fee: $0 monthly
Subdivision: VILLAGE OAKS SEC A

HOA

Has HOA: Yes
HOA fee: $559 monthly
HOA name: Sentry management / Jennifer Buckmaster
HOA phone: 941-361-1222

Location

Region: Sarasota

Financial & listing details

Price per square foot: $278/sqft
Tax assessed value: $181,700
Annual tax amount: $2,638
Date on market: 6/12/2026
Cumulative days on market: 65 days
Listing terms: Cash,Conventional,VA Loan
Ownership: Fee Simple
Total actual rent: 27600
Electric utility on property: Yes
Road surface type: Asphalt

Estimated market value

$270,500

$257,000 - $284,000

$1,840/mo

Price history

Date	Event	Price
6/12/2026	Listed for sale	$285,000+99.3%$278/sqft
Source: Stellar MLS #A4696620 Report a problem
11/27/2019	Sold	$143,000$140/sqft
Source: Stellar MLS #A4449039 Report a problem
11/20/2019	Pending sale	$143,000$140/sqft
Source: CARMEL PROPERTIES #A4449039 Report a problem
10/17/2019	Listed for sale	$143,000$140/sqft
Source: CARMEL PROPERTIES #A4449039 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$2,638 -0.3%	$181,700 -2.2%
2024	$2,645 +77.8%	$185,700 +44.1%
2023	$1,488 +15.9%	$128,913 +15.2%
2022	$1,284 +3.5%	$111,857 +3%
2021	$1,240 +0.9%	$108,599 +1.4%
2020	$1,229 -23.2%	$107,100 +3.3%
2019	$1,601	$103,700 +55.5%
2018	$1,601 +124.7%	$66,697 +2.1%
2017	$712 +0.1%	$65,325 -40.5%
2016	$711 -0.1%	$109,700 +23.3%
2015	$712 +0.3%	$89,000 +43.3%
2014	$710 0%	$62,100
2013	$710 +0.8%	$62,100
2012	$704 -8.2%	$62,100 -13%
2011	$768 -13.6%	$71,400 -10.8%
2010	$889 +1.8%	$80,000 -1.7%
2009	$873	$81,417 +0.1%
2008	$873 -12%	$81,336 +3%
2007	$992	$78,967 +2.5%
2006	--	$77,041 +3%
2005	--	$74,797 +3%
2004	$970 -2.9%	$72,618 +1.9%
2003	$998 -0.7%	$71,264 +2.4%
2002	$1,005 +6.4%	$69,594 +1.6%
2001	$945 +4%	$68,498 +3%
2000	$908	$66,503