5037 Willow Leaf Way

$555,000
Price
3
Beds
2,393 Sq. Ft.
$232 / Sq. Ft.
2,393
Sq. Ft.
$232
per Sq. Ft.

Description

Price Improvement! Set at the end of a quiet cul-de-sac in the gated community of Bent Tree, this 3-bedroom, 2.5-bath residence offers a rare blend of privacy, architectural character, and connection to nature. Surrounded by mature oak trees and lush landscaping on nearly one-third of an acre with private preserve views in one of East Sarasota’s most desirable gated communities, the home is close to top-rated schools and just a short drive to the area’s beloved beaches, shopping, dining, downtown,...Price Improvement! Set at the end of a quiet cul-de-sac in the gated community of Bent Tree, this 3-bedroom, 2.5-bath residence offers a rare blend of privacy, architectural character, and connection to nature. Surrounded by mature oak trees and lush landscaping on nearly one-third of an acre with private preserve views in one of East Sarasota’s most desirable gated communities, the home is close to top-rated schools and just a short drive to the area’s beloved beaches, shopping, dining, downtown, and University Town Center. A scenic, tree-lined drive leads to the 2,393-square-foot home, where vaulted ceilings, exposed beams, skylights, and multiple sets of sliding doors create an airy sense of openness and allow natural light to flow throughout. The thoughtfully updated kitchen features custom cabinetry, a tray ceiling, generous storage, desk, and a center island overlooking the spacious family room and wooded backyard. The expansive 518-square-foot covered lanai seamlessly blends indoor and outdoor living, and is accessible from the family room, breakfast nook, dining area, and primary suite, perfect for taking in the private preserve setting. Recent improvements include a 2021 roof and 2025 HVAC. The home’s original bathrooms remain beautifully maintained, offering buyers the opportunity to style the space to their personal preferences over time. A split floor plan with nicely-sized bedrooms provides privacy, while the spacious primary suite includes a secluded outdoor area, dual sinks, a separate tub and shower, and four closets—including two impressive walk-in closets. Note: Wallpaper has been removed since photos. With its non-cookie-cutter architecture, low HOA fees, no CDD, and optional country club membership, Bent Tree is a picturesque and walkable neighborhood surrounded by natural Florida beauty, an inviting place to call home.
  1. Listed by Mia McKeehan • Brokerage DRE #2034955 • PREMIER SOTHEBY'S INTERNATIONAL REALTY
    P: (941)-726-0898 C: (941)-726-0898 miamckeehan@gmail.com

Property Details for 5037 Willow Leaf Way

Architectural Style
Florida, Traditional
Subdivision Name
BENT TREE VILLAGE UNIT 2
Township
37
Garage Spaces
2
View
Garden, Trees/Woods
Waterfront
No

Open Houses

Sunday, Dec 28th

1:00 PM - 4:00 PM

Public

LISTING UPDATED: 12/11/2025 11:04 AM

Property Details for 5037 Willow Leaf Way

StatusActive
MLS #A4660503
Days on Market138
Taxes$3,177 / year
HOA Fees$667 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1982
Lot Size0.30 AC / 13,000 SF
CountySarasota County

Location

Listing Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY, Mia McKeehan
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Building Information for 5037 Willow Leaf Way

Stories-Year Built1982Building Size-Lot Size0.30 AC / 13,000 SF

Payment Calculator

$3,063 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,742

Property Taxes

$265

HOA Dues

$56

The Payment Calculator is for illustrative purposes only.

Property Information for 5037 Willow Leaf Way

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3566.0
  • Building Area Units: Square Feet
  • Community Features: Fishing, Lake, Water Access, Waterfront, Buyer Approval Required, Deed Restrictions, Gated Community - No Guard, Golf Carts OK, Golf, Special Community Restrictions
  • Direction Faces: South
  • Directions: From Proctor Rd. drive east past I-75 and pass Lakeview Elementary. Turn left into Bent Tree. Pull close to gate and it will open. Pass through gate and follow Willow Leaf Way to the end of the cul-de-sac and home is on the right.
  • Elementary School: Lakeview Elementary
  • Middle Or Junior School: Sarasota Middle
  • High School: Sarasota High
  • Mls Major Change Type: Price Decrease
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: Bent Tree Village
  • Unit Number: No
  • Street Number: 5037
  • Street Name: WILLOW LEAF
  • Street Suffix: WAY
  • State: FL
  • City: SARASOTA
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 23x23
  • Garage: Yes
  • Parking Features: Driveway, Garage Door Opener
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Includes: Escrow Reserves Fund, Manager, Private Road
  • Association Fee Requirement: Required
  • Association Name: Progressive Community Management - Gary Williams
  • Association Phone: 941-921-5393
  • Association: Yes
  • CDD: No
  • Pet Restrictions: Refer to HOA docs.
  • Tax Book Number: 2417-2526
  • Tax Legal Description: LOT 89 BENT TREE VILLAGE UNIT 2
  • Tax Lot: 89
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Additional Water Information: Community lake can be used for fishing for residents and guests. Small boats and watercraft with small electric motors (which produce no wake) are allowed .
  • Lot Features: Cul-De-Sac, In County, Landscaped
  • Parcel Number: 0260140008
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: Lake
  • Water Access: Yes
  • Water Extras: No
  • Zoning: RSF2
  • Living Area: 2393
Property and Assessments
  • Year Built Numeric: 1982
  • Amenities Additional Fees: Bent Tree Golf & Country Club
  • Association Amenities: Gated, Optional Additional Fees
  • Flood Zone Code: X
  • Flood Zone Date: 03-27-2024
  • Flood Zone Panel: 12115C0166G
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 19
  • Public Survey Section: 05
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Electricity Connected, Public, Sprinkler Well, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Irrigation System, Lighting, Rain Gutters, Sliding Doors
  • Foundation Details: Slab
  • Green Landscaping: Fl. Friendly/Native Landscape
  • Levels: One
  • Patio And Porch Features: Covered, Enclosed, Patio, Screened
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Security Features: Gated Community
  • Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
  • Waterfront Features: Lake, Waterfront
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Additional Rooms: Attic, Family Room, Inside Utility
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Carpet, Laminate, Porcelain Tile
  • Heating: Central, Electric
  • Interior Features: Built-in Features, Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 11.0
  • Water View: No
  • Window Features: Blinds, Window Treatments
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 5037 Willow Leaf Way

DateEvent & SourcePriceAppreciation
Dec 5, 2025

Price Change

MFRMLS #A4660503

$555,000—
Oct 22, 2025

Price Change

MFRMLS #A4660503

$565,000—
Aug 28, 2025

Price Change

MFRMLS #A4660503

$575,000—
Jul 30, 2025

Listed (Active)

MFRMLS #A4660503

$599,000—
Mar 3, 2006

Sold (Public Record)

Public Record #191422222

$117,000—
DateEvent & SourcePrice
12/05/2025

Price Change

MFRMLS #A4660503

$555,000
10/22/2025

Price Change

MFRMLS #A4660503

$565,000
08/28/2025

Price Change

MFRMLS #A4660503

$575,000
07/30/2025

Listed (Active)

MFRMLS #A4660503

$599,000
03/03/2006

Sold (Public Record)

Public Record #191422222

$117,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5037 Willow Leaf Way

Taxable ValueLand-Additions-Total-
Tax Record2024$3,177 ($265 / month)
Home Facts
Beds3Baths2Total Finished SqFt2,393 SqFtAbove Grade Finished SqFt2,393 SqFtStories1Lot Size13,000 SqFtStyleSingle Family ResidenceYear Built1982Year Renovated1997ZoningRSF2CountySARASOTAAPN0260-14-0008

Schools near 5037 Willow Leaf Way

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 12
Rating
School
Distance
Lakeview Elementary School
PublicPK to 5

Sarasota Middle School
Public6 to 8

Sarasota High School
Public9 to 12

Oak Park School
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

5037 Willow Leaf Way is a single family home for sale in Sarasota, FL 34241. This property was listed for sale on July 30, 2025 by PREMIER SOTHEBY'S INTERNATIONAL REALTY, it's currently listed at $555,000. It has been on the market for a total of 138 days and was last sold on March 3, 2006. This listing's school district is Sarasota. Nearby schools include Lakeview Elementary School, Sarasota Middle School and Sarasota High School. 5037 Willow Leaf Way is a 3-bed, 3-bath, 2,393 sqft single family home built in 1982.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY, Mia McKeehan

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2025 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.