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2248 HILLSHIRE DRIVE

House For Sale
$511,500

BTC: 7.99218750

ETH: 284.16666667

16 days
Waterfront
4 bds
2 ba
1,877 sqft

Overview

Beautifully maintained 4-bedroom, 2-bath pool home nestled on a serene pond and conservation lot — truly your own little piece of paradise in Southeast Orlando. The backyard is a private retreat featuring elegant cast iron fencing draped in fragrant jasmine, creating a peaceful setting perfect for relaxing, entertaining, or enjoying the water views and fishing right from your backyard. This move-in ready home has been thoughtfully updated throughout. Exterior was freshly painted in 2020, roof replaced in December 2019, and the entire interior was repainted in 2022 with cheerful coastal-inspired “Key West” colors and beach-themed charm. The covered lanai features brand new screens installed in 2023 along with a new patio door, while the pool deck and porches have been freshly refinished with Sherwin-Williams pool deck paint. Located within a gated, guard-monitored community offering added privacy and security, with driver’s license verification and owner approval required for entry. Conveniently situated just 30 minutes to Downtown Orlando, Disney, and countless Central Florida attractions, plus only 30–45 minutes to the beaches via SR 528 and I-95. Waterford Lakes shopping, dining, and entertainment are just 15 minutes away. Enjoy Florida living at its finest with beautiful views, thoughtful updates, and an unbeatable location. Seller is contributing $5,500. towards buyers closing cost & or prepaids at closing with an acceptable sales price.

Location

Details

Type:
Residential
Parking:
No Data
Year Built:
2001
Lot:
0.14 Acres
Heating:
Electric
Price/sqft:
$273
Cooling:
Central Air
HOA:
$752

Valuation

Our model vs. what's actually selling nearby.
Estimate
$380,000
$289K – $467K
Confidence Low
List vs. estimate
$131K above estimate
List $511,500 · +34.6%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$272
+2.4% vs. city median $266
Based on
74 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$4,017
2025
HOA
$752/qtr
24-Hour Guard, Cable TV, Community Pool
Pool
Gunite
Waterfront
Pond
Garage
2 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Ceramic Tile

    • Laminate

    Heating

    • Electric

    Cooling

    • Central Air

    Appliances

    • Dishwasher

    • Disposal

    • Electric Water Heater

    • Microwave

    • Range

    • Range Hood

    Other interior features

    • Cathedral Ceiling(s)

    • Ceiling Fan(s)

    • Eating Space In Kitchen

    • High Ceilings

    • Kitchen/Family Room Combo

    • Walk-In Closet(s)

    • Window Treatments

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Full bathrooms: 2

  • Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: Lighting / Sidewalk

    Lot

    • Lot: 0.14 Acres

    Other Property Information

    • Parcel Number: 012331198615069

    • Zoning: P-D

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Connected

    • Electricity Connected

    • Phone Available

    • Public

    • Sprinkler Recycled

    • Water Connected

  • Other financial information

    • HOA: $752

    • HOA Frequency: Quarterly

    • Annual tax amount: $4,017

  • Source details

    • MLS ID: O6408756

    Other facts

    • Construction Materials: Block / Stucco

    • Foundation Details: Concrete Perimeter

    • Laundry Features: Laundry Room

    • Pool Features: Gunite / In Ground / Lighting

    • Direction Faces: North

    • Waterfront: Yes

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 1877

    • Water Source: Public

    • Subdivision Name: STONEYBROOK

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: CHARLES RUTENBERG REALTY ORLANDO