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For sale
$789,000
3beds
2,246sqft

21 BAYHEAD LANE, OSPREY, FL 34229

3beds
2,246sqft
Single Family Residence
Built in 2002
10,524 Square Feet Lot
$740,700 Zestimate®
$351/sqft
$858/mo HOA

What's special

Breakfast barUpdated en suite bathroomTwo well-sized guest bedroomsDedicated home officeDecorative ceilingLight-filled interiorSoaking tub

Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing…what you see, and what you don’t see, is what you get! From the moment you arrive at the pavered driveway, the pride of ownership is unmistakable. Double leaded-glass front doors open to a light-filled interior designed for effortless Florida living. Just off the entry, a dedicated home office features plantation shutters and a ceiling fan. The formal dining room showcases a decorative ceiling and a beautiful built-in buffet with glass-front cabinetry. The open kitchen features new granite countertops, stainless appliances, a breakfast bar, chef’s desk, and built-in wine and beverage cooler. The adjoining breakfast nook with an aquarium window, overlooks the sparkling pool and spa. The master suite is exceptionally spacious, offering a sitting area with built-in window seat and large walk-in closets with glass-front storage. The updated en suite bathroom has granite countertops, dual sinks, a soaking tub, separate shower, and marble accents. Two well-sized guest bedrooms provide generous closet space, and the updated guest bath includes granite and marble finishes. The air conditioned 2-car garage with epoxy flooring offers abundant storage. This home backs to a lush, tropical preserve, ensuring privacy for the pool and spa. The lanai features two distinct areas: a large, covered space with outdoor kitchen and ceiling fan for shaded dining, and a sun-splashed pool and spa area under a screened enclosure. You can also enjoy the nearby Bishopscourt community pool. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership

397 days
527
30
Source: Stellar MLS,MLS#: A4664085MLS LogoOriginating MLS: Sarasota - Manatee
Travel times

Living Room

Kitchen

Dining Room

Zillow last checked:

Listing updated:

Listed by:

Steve Abbe 941-400-3969,

COLDWELL BANKER REALTY 941-383-6411,

Shannon Rocha 941-961-8739,

COLDWELL BANKER REALTY

Source: Stellar MLS,MLS#: A4664085MLS LogoOriginating MLS: Sarasota - Manatee

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 3
  • Bathrooms: 2
  • Full bathrooms: 2
Rooms
  • Room types: Great Room, Utility Room, Storage Rooms
Primary bedroom
  • Features: Walk-In Closet(s)
  • Level: First
  • Area: 255 Square Feet
  • Dimensions: 15x17
Bedroom 2
  • Features: Built-in Closet
  • Level: First
  • Area: 143 Square Feet
  • Dimensions: 11x13
Bedroom 3
  • Features: En Suite Bathroom, Built-in Closet
  • Level: First
  • Area: 156 Square Feet
  • Dimensions: 12x13
Dining room
  • Features: Built-In Shelving
  • Level: First
  • Area: 165 Square Feet
  • Dimensions: 11x15
Great room
  • Features: Built-In Shelving
  • Level: First
  • Area: 304 Square Feet
  • Dimensions: 16x19
Kitchen
  • Features: Built-In Shelving, Built-in Features
  • Level: First
  • Area: 252 Square Feet
  • Dimensions: 9x28
Heating
  • Central, Electric
Cooling
  • Central Air
Appliances
  • Included: Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
  • Laundry: Inside, Laundry Room
Features
  • Built-in Features, Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Dry Bar, Eating Space In Kitchen, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s)
  • Flooring: Carpet, Porcelain Tile
  • Doors: Sliding Doors
  • Windows: Window Treatments
  • Has fireplace: No
Interior area
  • Total structure area: 3,119
  • Total interior livable area: 2,246 sqft

Property

Parking
  • Total spaces: 2
  • Parking features: Garage - Attached
  • Attached garage spaces: 2
Features
  • Levels: One
  • Stories: 1
  • Exterior features: Irrigation System, Lighting, Rain Gutters, Sprinkler Metered
  • Has private pool: Yes
  • Pool features: Gunite, In Ground, Lighting, Screen Enclosure, Tile
  • Has spa: Yes
  • Spa features: Heated, In Ground
  • Has view: Yes
  • View description: Park/Greenbelt, Trees/Woods
Lot
  • Size: 10,524 Square Feet
  • Features: Conservation Area, Greenbelt, In County, Landscaped, Near Golf Course, Private
Details
  • Additional structures: Outdoor Kitchen
  • Parcel number: 0142030014
  • Zoning: RSF1
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Property subtype: Single Family Residence
Materials
  • Block, Stucco
  • Foundation: Slab
  • Roof: Built-Up,Tile
Condition
  • New construction: No
  • Year built: 2002
Details
  • Builder name: LEE WETHERINGTON

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Street Lights, Water Connected

Community & HOA

Community
  • Features: Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Special Community Restrictions, Tennis Court(s)
  • Security: Gated Community, Security Gate, Smoke Detector(s)
  • Pet fee: $0 monthly
  • Subdivision: BISHOPSCOURT AT THE OAKS PRESERVE
HOA
  • Has HOA: Yes
  • Amenities included: Clubhouse, Fitness Center, Gated, Golf Course, Maintenance, Pickleball Court(s), Pool, Security, Tennis Court(s), Vehicle Restrictions
  • Services included: 24-Hour Guard, Community Pool, Reserve Fund, Insurance, Maintenance Grounds, Manager, Private Road, Security
  • HOA fee: $858 monthly
  • HOA name: Assess Management/Susan Brown
  • HOA phone: 813-607-2220
  • Second HOA name: Oaks Preserve Master Assoc.
Location
  • Region: Osprey

Financial & listing details

  • Price per square foot: $351/sqft
  • Tax assessed value: $642,700
  • Annual tax amount: $4,221
  • Date on market: 9/15/2025
  • Cumulative days on market: 398 days
  • Ownership: Fee Simple
  • Total actual rent: 0
  • Electric utility on property: Yes
  • Road surface type: Paved, Asphalt

Price history

DateEventPrice
6/12/2026Price change$789,000-7.2%$351/sqft
Source: Stellar MLS #A4664085 Report a problem
3/16/2026Price change$850,000-5.6%$378/sqft
Source: Stellar MLS #A4664085 Report a problem
12/2/2025Price change$900,000-2.7%$401/sqft
Source: Stellar MLS #A4664085 Report a problem
9/15/2025Listed for sale$925,000-3.5%$412/sqft
Source: Stellar MLS #A4664085 Report a problem
7/8/2025Listing removed$959,000$427/sqft
Source: Stellar MLS #A4627082 Report a problem
11/19/2024Listed for sale$959,000+167.1%$427/sqft
Source: Stellar MLS #A4627082 Report a problem
12/31/2013Sold$359,000$160/sqft
Source: Public Record Report a problem
9/27/2013Listed for sale$359,000+10.5%$160/sqft
Source: Coldwell Banker Residential Real Estate - Sarasota Bay Property Mgmt #A3984996 Report a problem
7/1/2013Listing removed$325,000$145/sqft
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
4/12/2013Price change$325,000-4.1%$145/sqft
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
3/3/2013Price change$339,000-2.9%$151/sqft
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
11/13/2012Price change$349,000-2.8%$155/sqft
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
8/29/2012Price change$359,000-5.3%$160/sqft
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
7/18/2012Price change$379,000-5%$169/sqft
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
6/12/2012Price change$399,000-6.1%$178/sqft
Source: Premier Sotheby's International Realty #A3949593 Report a problem
5/3/2012Price change$425,000-7.6%$189/sqft
Source: Premier Sotheby's International Realty #A3949593 Report a problem
3/9/2012Price change$460,000-4.2%$205/sqft
Source: Signature Sotheby's International Realty #A3949593 Report a problem
10/7/2011Listed for sale$480,000+382.4%$214/sqft
Source: Signature Sotheby's International Realty #A3949593 Report a problem
10/4/2001Sold$99,500+38%$44/sqft
Source: Public Record Report a problem
3/2/2001Sold$72,100$32/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2025$4,402 +4.3%$353,465 +2.9%
2024$4,221 +4.1%$343,503 +3%
2023$4,054 +2.9%$333,498 +3%
2022$3,940 +5.1%$323,784 +6.2%
2021$3,750 -0.2%$304,742 +1.4%
2020$3,757 +3.6%$300,535 +2.3%
2019$3,625 $293,778 +1.9%
2018$3,625 +2.5%$288,300 -3.3%
2017$3,537 -12.1%$298,100 -2%
2016$4,026 $304,200 -1.5%
2015$4,026 $308,800 +13.7%
2014$4,026 -1.3%$271,700
2013$4,077 +0.1%$271,700 -0.9%
2012$4,072 -2.6%$274,200 -4.5%
2011$4,178 -14.4%$287,200 -13.2%
2010$4,882 -5.2%$330,700 -5.2%
2009$5,148 $348,700 -7.8%
2008$5,148 -2.3%$378,000 -1.9%
2007$5,271 $385,400 -16.3%
2006-- $460,600 +16.6%
2005-- $394,900 +11.4%
2004$5,583 +0.7%$354,500 +4.1%
2003$5,544 +439.1%$340,600 +403.1%
2002$1,028 -3.3%$67,700 -8.5%
2001$1,064 +41.9%$74,000 +44.2%
2000$750 $51,300
Find assessor info on the county website

Monthly payment

Est. payment
$5,871/mo
Principal & interest
$4178
HOA Fees
$858
Property taxes
$835
More affordability toolsChevron Right

Estimated market value

$740,700

$704,000 - $778,000

$4,638/mo

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 34229

Nearby schools

Gulf Gate Elementary School
Grades PK-5 • 3.7 miles
8/10
GreatSchools® Rating
Test Score Rating
7/10
Student Progress Rating
8/10
Brookside Middle School
Grades 6-8 • 6.6 miles
7/10
GreatSchools® Rating
Test Score Rating
6/10
Student Progress Rating
7/10
Riverview High School
Grades PK,9-12 • 5.3 miles
6/10
GreatSchools® Rating
Test Score Rating
6/10
College Readiness Rating
8/10
Student Progress Rating
4/10