2010 Boss Hewett Street, FL2010 Boss Hewett Street, FL2010 Boss Hewett Street, FL
Stellar MLS
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$1,500,000

2010 Boss Hewett Street

Winter Garden, FL 34787

Listing updated: July 9, 2026 at 6:53 AM ET

Active
Stellar MLSListing courtesy of Re/Max Assured · Vilmari Caraballo · MLS #O6423216 · Active · 800-393-8600
5
Beds
4
Baths
3,781
Sq Ft
0.14
Acres
2022
Built
Private pool$397/sqft360° tour
Single Family Residence

Property type

2022

Year built

5,997 sqft

Lot size

$397

Price / sq ft

$165/mo

HOA dues

1

Day on market

2

Garage spaces

X

Flood zone

About this home

Welcome to this stunning, like-new home that perfectly blends luxury, comfort, and modern design in the highly desirable community of Hull Island. Boasting five spacious bedrooms and four full bathrooms, this thoughtfully designed residence offers an ideal layout for both everyday living and entertaining. This home offers two spacious owner’s suites, one conveniently located on the first floor and another upstairs, making it ideal for multigenerational living, extended guests, or added privacy. Step inside to soaring high ceilings and an open-concept floor plan filled with natural light. The heart of the home is the gourmet gas kitchen, featuring 42-inch cabinetry, elegant quartz countertops, a large center island, built-in convection oven, stainless steel appliances and premium finishes throughout. A dedicated beverage station with a separate bar refrigerator provides the perfect space for entertaining guests. Upstairs, you'll find an expansive loft that offers endless possibilities as a media room, game room, home office, or additional living space. Outside, enjoy your own private backyard retreat complete with a sparkling pool, ideal for relaxing or hosting family and friends year-round. The garage is equipped with overhead storage shelving, providing ample space to keep seasonal items and equipment neatly organized. With its spacious layout, upscale finishes, abundant storage, and exceptional amenities, this beautifully maintained home is truly move-in ready and offers the perfect combination of elegance, functionality, and Florida living at its finest. This community features a pool pool, nature trails, playground, dog park, and private dock. Conveniently located near shopping, dining, main highway and more.

Estimated monthly payment

Principal & interest$7,585
Property taxes$932
Home insurance (est.)$688
HOA dues$165

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 history1 days on market

  1. Status: Active
    Jul 8, 2026
  2. Listed$1,500,000
    Jul 8, 2026
  3. Price increased$1,500,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
1
Subdivision
Hull Island/Oakland Ph 2
County
Orange
Year built
2022
Living area
3,781 sq ft
Price/sq ft
$397
Building area
5,997 sq ft (Public Records)
Lot size
5,997 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0200H)
Garage
2 spaces
Pool
Private pool
Annual taxes
$11,186 (2025)
Parcel #
19-22-27-3779-01-210
Zoning
PUD
MLS #
O6423216

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Interior Details

Bedrooms
5
Full bathrooms
4
Flooring
Carpet, Tile
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer, Water Softener
Interior features
Ceiling Fans(s)
Laundry
Inside
Stories / Levels
Two
Direction faces
North

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$165 / Monthly
Monthly HOA
$165/mo
Total monthly fees
$165/mo
Total annual fees
$1,980
HOA name
Sentry Management
CDD
No
Homestead exemption
Yes
Min lease term
8-12 Months
Listing terms
Cash, Conventional, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Buyer must verify the information with the HOA.
Approval process
Buyer must verify the information with the HOA.

Exterior & Construction

Exterior features
Sidewalk
Construction materials
Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Paved

Utilities

Sewer
None
Water source
Public
Utilities
Cable Available

Community

Pets allowed
Breed Restrictions

Schools

ElementaryATildenville ElemGreatSchools ↗
MiddleBLakeview MiddleGreatSchools ↗
High SchoolAWest Orange HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Family RoomFirst15.4x18.11
Primary BedroomSecond15x19
Bedroom 2First12x15
Bathroom 3Second10x13
Bedroom 4Second11x13
Bedroom 5Second12x15
Dining RoomFirst11x13
DinetteFirst11x12
LoftSecond20x15
KitchenFirst11x14

Listing Details

Listing date
2026-07-08
On market date
2026-07-08
Original list price
$1,500,000
Occupant type
Owner
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Orlando Regional
Status changed
2026-07-08
Tax legal description
HULL ISLAND AT OAKLAND PHASE 2 107/89 LOT 121

Flood risk

Minimal riskFEMA Zone XPanel 12095C0200H

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

Take FL-429 S and Florida's Tpke to FL-50 W/W Colonial Dr. Take exit 272 from Florida's Tpke. Turn right onto FL-414 W/John Land Apopka Expy/Maitland Boulevard Extension. Use the right 2 lanes to take exit 4B to merge onto FL-429 S/FL-429 Toll S toward Tampa. Keep left to continue on FL-429 S. Use the right lane to take exit 22 for Florida's Turnpike toward Ocala. Merge onto Florida's Tpke. Use the right 2 lanes to take exit 272 for FL-50 W toward Clermont. Follow FL-50 W/W Colonial Dr, W Oakland Ave and Hull Island Dr to Boss Hewett St in Oakland.

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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 July 9, 2026 at 6:53 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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