Off Market Oct 2020 for $430K

$637,065

Est. refi paymentEst. refi $2,949/mo

•

3,524

sq ft

2242 Shadow Oaks Rd, Sarasota, FL 34240

About this home

You are going to love this private hidden retreat tucked away in lush, tropical surroundings with tons of shade from the giant majestic oak trees! This home is priced below market value as it is a diamond in the rough and with some TLC and updating and it will be back to it's former glory. This home is so beautiful and unique with giant soaring ceilings and HUGE glass windows to overlook the natural grounds. This home has a large open living area with a floor to ceiling stone fireplace, ceramic tile floors throughout the entire first floor, recently updated kitchen with a HUGE island, granite countertops, backsplash and ceiling fans. There is a large banquet area for entertaining and it opens to the screened in pool area with a separate seating area to the rear of the pool. Your guests will love strolling through the lush garden areas or playing cornhole in the large open grass areas when you have family and friends over for holidays or cookouts. This home is a wonderful option for multi-generational family living with a separate living wing attached to the main house but with it's own 2 bedroom and 1 bath, open living area, kitchen and it's own entryway/exit. If that isn't enough there is a 600 square foot European style guest cottage with a full living area downstairs and a separate loft area upstairs with a gorgeous balcony! The wine lover will be thrilled that this cottage also has a WALK IN, climate controlled 800 bottle WINE CELLAR! The main house also has a screened in atrium area, large master bedroom, Giant master bathroom and walk in closet. You'll appreciate that the construction of this home is stone and cement and extremely solid with the roof on the main home being replaced in 2012. I-75 and I-275 are mere minutes away so you can quickly get to Sarasota, Bradenton, St. Petersburg or Tampa where all of the shopping, dining, nightlife, entertainment, award winning beaches and sporting events that the Tampa/St. Pete area offer are easily accessible. Make an appointment today to see this wonderful hidden gem before it's gone!

Single-familyProperty Type

1976Year Built

1.09 acresLot Size

$181Est. Price/Sq.Ft.

3 car garageParking

Listed by Matthew Rego • SIGNATURE REALTY ASSOCIATES

Bought with Matthew Rego • SIGNATURE REALTY ASSOCIATES

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #T3268162

Redfin Estimate

$637,065

$207K since sold in October 2020$12K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 44.2% lower than the average sale price ($1.14M) of 6 comparable homes.

SOLD APR 29, 2026
$1,050,000
A
4 beds4 baths4,452 sq ft
2308 Shadow Oaks Rd, Sarasota, FL 34240
SOLD AUG 10, 2026
$549,000
B
3 beds2.5 baths3,035 sq ft
6841 Porter Rd, Sarasota, FL 34240
SOLD JUN 18, 2026
$1,385,000
C
5 beds4 baths3,447 sq ft
3130 Walter Travis Dr, Sarasota, FL 34240
SOLD JUN 18, 2026
$713,000
D
3 beds2.5 baths2,186 sq ft
2115 Shadow Oaks Rd, Sarasota, FL 34240
SOLD MAY 29, 2026
$1,450,000
E
4 beds3.5 baths3,705 sq ft
3087 Dick Wilson Dr, Sarasota, FL 34240
SOLD MAY 29, 2026
$1,700,000
F
5 beds4 baths4,504 sq ft
3240 Walter Travis Dr, Sarasota, FL 34240

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Earn from this home

Sell

$294,413

Est. take-home

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Refinance

Est. cash available

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Rent

$4,320/mo

Redfin rental estimate

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Market trends in 34240, FL

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.5%

+0.1% MoM

Median sale price

$857K

$371 MoM

Avg. days on market

47d

1 days MoM

Recently sold homes

176

22 MoM

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See all

Provided by Redfin

Sale history for 2242 Shadow Oaks Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #T3268162

Oct 30, 2020

Sold

$430,000

$122/sq ft

Oct 9, 2020

Pending

—

Oct 1, 2020

Price Changed

$474,900

$135/sq ft

Sep 30, 2020

Listed

$274,900

$78/sq ft

Stellar MLS as Distributed by MLS Grid #A3963917

Sep 5, 2012

Sold

$420,000

$119/sq ft

Aug 1, 2012

Listed

$425,000

$121/sq ft

NEW ON MARKET! Rare and Extraordinary Private Hideaway with quality construction surrounded by shady and majestic oak trees. Don't get lost in this 3500 square feet of living space including 4 bedrooms + den/office space with separate upstairs loft master suite complete with walk-in closet and screened balcony. Your wine connoisseur will appreciate the charming European-style guest house complete with a walk-in climate controlled wine storage and spacious upstairs loft with french doors to outside balcony. Large family room with soaring vaulted ceiling complete with fireplace and walls of windows showcasing beautiful views of majestic oaks. Screened & sparkling large pool with stone patio and outdoor shower. Solar heating equipment is ready for installation. Elegant formal living room with numerous sliders that open to pool area. Don't miss the separate wing with its own entrance, 2 bedrooms, 1 bath and bonus room to convert into a true kid or teenager haven. Enjoy the adjacent atrium with custom rock wall waterfall or feast your eyes on the entire outside Xeriscaped grounds. Perfect as a gardener's delight to put their own signature on such beautiful space. Spacious three-car garage for all of your "toys. " Property also includes a 2-room 600-sq feet shed with separate loft for storage, a home business or hobbyist. Take your pick of what house and what part you want to surround yourself with fun gatherings or private escape into peace and quiet. New roof 2012. Priced to sell! Easy to show.

Public Records

May 1, 1987

Sold

$178,800

$51/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$6,640 (+3.9%)

2024

$6,392 (+4.0%)

2023

$6,144 (+7.6%)

2022

$5,710 (−2.6%)

2021

$5,864 (+11.4%)

$140,000 + $317,100

$457,100

2020

$5,263 (+3.3%)

2019

$5,096 (+2.2%)

2018

$4,987 (+0.4%)

2017

$4,967 (−10.5%)

$111,000 + $265,700

$376,700

2016

$5,550 (−0.6%)

$87,700 + $316,300

$404,000

2015

$5,581 (−3.6%)

$70,100 + $291,000

$361,100

2014

$5,791 (+3.4%)

2013

$5,598 (+26.0%)

2012

$4,443

Tax history for 2242 Shadow Oaks Rd

Year

Property tax

Land + Additions

Assessment*

2025

$6,640 (+3.9%)

2024

$6,392 (+4.0%)

2023

$6,144 (+7.6%)

2022

$5,710 (−2.6%)

2021

$5,864 (+11.4%)

$140,000 + $317,100

$457,100

2020

$5,263 (+3.3%)

2019

$5,096 (+2.2%)

2018

$4,987 (+0.4%)

2017

$4,967 (−10.5%)

$111,000 + $265,700

$376,700

2016

$5,550 (−0.6%)

$87,700 + $316,300

$404,000

2015

$5,581 (−3.6%)

$70,100 + $291,000

$361,100

2014

$5,791 (+3.4%)

2013

$5,598 (+26.0%)

2012

$4,443

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.09 Acres

Year renovated

1986

Sq. Ft.

5,708

Year built

1976

Style

Single Family Residential

County

Sarasota County

APN

0239080007

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 10, 2026.

RE-2

Residential Estate District

The RE Districts permits large lot, estate-type development. A limited number of nonresidential uses are allowed, subject to the restrictions and requirements necessary to preserve and protect the low-density estate character of the district; The RE Districts are generally used to implement the Comprehensive Plan within those areas shown as Semi-Rural, Low Density and Moderate Density Residential on the Future Land Use Map. Locations on the Barrier Islands that have existing RE zoning are acknowledged, and are considered to be consistent with the Future Land Use Map; however, such lands shall not be rezoned to a more intensive RE District; Agricultural uses permitted under the OUE-2 District prior to October 27, 2003, shall continue to be permitted uses on those parcels converted from OUE-2 to RE-1 zoning.

Permitted uses

Include but are not limited to:

Agriculture
Equestrian facility
Livestock production
Housing-Group
Housing-Single unit
Housing-Senior
Housing-Student
Infrastructure
Veterinary clinic
Park & open space

Property details

Parking

Parking Information
Garage Dimensions: 45x22
Parking Features: Driveway, Garage Door Opener, Garage Faces Rear, Parking Pad
Garage Spaces: 3
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 5

Bathroom Information
# of Full Baths (Total): 4

Laundry Room Information
Laundry Features: Inside

Other Rooms Information
Additional Rooms: Inside Utility,Interior In-Law Suite,Loft
# of Rooms: 8

Fireplace Information
Has Fireplace
Fireplace Features: Wood Burning

Heating & Cooling
Heating Information: Central, Electric
Cooling Information: Central Air

Interior Features
Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), High Ceilings, Solid Surface Counters, Stone Counters, Thermostat, Walk-in Closet(s)
Window Features: Blinds
Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer, Water Softener
Flooring: Ceramic Tile, Parquet

Exterior

Building Information
Construction Materials: Block, Stucco
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Patio, Screened
Exterior Features: Balcony, Outdoor Shower, Sliding Doors

Pool Information
Has Private Pool
Pool Features: Gunite, In Ground, Screen Enclosure

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 0
Water Extras Y/N: 0

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Property Type: Residential
Property Sub Type: Single Family Residence
Property Condition: Completed
Other Structures: Guest House, Shed(s)
Zoning: RE2

Land Information
Vegetation: Fruit Trees, Oak Trees, Wooded
Total Acreage: 1 to less than 2

Lot Information
Lot Features: In County, Irregular Lot, Paved
Lot Size Acres: 1.09
Road Surface Type: Asphalt
Lot Size Square Meters: 4415
Zoning Compatible YN: 1
Planned Unit Development YN: 0
Other Exemptions YN: 0

Building Information
MFR_BuildingAreaTotalSrchSqM: 530.29

Financial

Tax Information
Tax Annual Amount: $5,096
Tax Year: 2019

Lease / Rent Details
Lease Restrictions YN: 0

Utilities

Utility Information
Water Source: Well
Sewer: Septic Tank
Utilities: Cable Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Public, Underground Utilities

Location

Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished

HOA Information
Association Fee Requirement: None
Association Approval Required Y/N: 0

School Information
Elementary School: Tatum Ridge Elementary
Middle Or Junior High School: McIntosh Middle
High School: Sarasota High

Location Information
Directions: Bee Ridge Rd. to north on Sarasota Golf Club Blvd. Left on Shadow wood Ln, Left on Shadow Oaks Rd. to home on left.

Community Information
Pets Allowed: Yes

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 5,708
Stories: 2.0
Lot Size: 1.09 acres
Style: Single Family Residential
Year Built: 1976
Year Renovated: 1986
County: Sarasota County
APN: 0239080007

Home facts updated by county records on Jul 10, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Previous Status: Pending
Backups Requested YN: 0
Home Warranty YN: No

Listing Date Information
Days to Contract: 8
Status Contractual Search Date: 2020-10-30

Listing Price Information
Calculated List Price By Calculated Sq Ft: 134.76

Green Information
Direction Faces: East

Home Information
Living Area: 3524
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 327.39
Building Area Total: 5708
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: Two

Around this home

Schools

Tatum Ridge Elementary School

Public PreK-5 • Assigned • 1.5mi

9/10

Mcintosh Middle School

Public 6-8 • Assigned • 2.6mi

5/10

Sarasota High School

Public 9-12 • Assigned • 5.7mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

10/10 Heat Factor

7 days above 108° expected this year, 29 days in 30 years

10/10 Wind Factor

99% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Sarasota, FL • 34240

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 6.5 hours in December, placing it above the U.S. average for solar exposure.

9.2 hrs

6.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$606,000 – $733,000

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Home values near 2242 Shadow Oaks Rd

Data from public records.

Address	Redfin Estimate
2314 Shadow Oaks Road, Sarasota, FL 3 Beds \| 2 Baths \| 2273 Sq. Ft.	$667,260
2251 Shadow Oaks Road, Sarasota, FL 3 Beds \| 2 Baths \| 1805 Sq. Ft.	$712,168

Address	Redfin Estimate
2261 Shadow Oaks Road, Sarasota, FL 4 Beds \| 3 Baths \| 2400 Sq. Ft.	$965,830
2236 Shadow Oaks Road, Sarasota, FL 3 Beds \| 2 Baths \| 1811 Sq. Ft.	$735,631

Address	Redfin Estimate
2230 Shadow Oaks Road, Sarasota, FL 3 Beds \| 2.5 Baths \| 1875 Sq. Ft.	$656,287
2308 Shadow Oaks Road, Sarasota, FL 4 Beds \| 4 Baths \| 4452 Sq. Ft.	$1,276,844

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 34240, FL

Sale history for 2242 Shadow Oaks Rd

Tax history for 2242 Shadow Oaks Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34240

Home values near 2242 Shadow Oaks Rd

More real estate resources