2248 HILLSHIRE DRIVE, Orlando, FL, 32828 | $511,500

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.

Features

  • Amenities: Basketball Court, Cable TV, Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Maintenance, Pickleball Court(s), Playground, Pool, Sauna, Tennis Court(s), Trail(s)
  • Rooms: 8
  • Bedrooms: 4
  • Baths: 2 full
  • Laundry: Laundry Room
  • Year Built: 2001
  • Garage: 2-car
  • Heating: Electric
  • Cooling: Central Air
  • Approx Sq. Feet: 1,877
  • Acreage: 0.14
  • Est. Taxes: $4,017
  • HOA Fee: $752 Quarterly
  • Water Front: Yes
  • Elem. School: Stone Lake Elem
  • Middle School: Avalon Middle
  • High School: Timber Creek High
  • Pool: Gunite, In Ground, Lighting
  • Pet Policy: Breed Restrictions, Cats OK
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood
  • MLS#: O6408756
  • Days on Market: 1 day
  • Website: https://www.raveis.com
    /prop/O6408756/2248hillshiredrive_orlando_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is 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. (last updated 5/28/2026 6:20:57 AM)

William Raveis Family of Services

Our family of companies partner in delivering quality services in a one-stop-shopping environment. Together, we integrate the most comprehensive real estate, mortgage and insurance services available to fulfill your specific real estate needs.

Suzanne Walsh TeamSales Vice President

860.306.1927

Suzanne.Walsh@raveis.com

Our family of companies offer our clients a new level of full-service real estate. We shall:

  • Market your home to realize a quick sale at the best possible price
  • Place up to 20+ photos of your home on our website, raveis.com
  • Provide frequent communication and tracking reports showing the Internet views your home received on raveis.com
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  • Give you the full resources and strength of William Raveis Real Estate, Mortgage & Insurance and our cutting-edge technology

To learn more about our credentials, visit raveis.com today.

Russell BaboffVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 1014636

860.463.1745

Russell.Baboff@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
  • Provides a guaranteed closing date that meets your needs
  • Has access to hundreds of loan programs, all at competitive rates
  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

John KirkutisVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 1424716

970.390.2521

John.Kirkutis@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
  • Provides a guaranteed closing date that meets your needs
  • Has access to hundreds of loan programs, all at competitive rates
  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

Heidi SummaInsurance Sales Director, William Raveis Insurance

860.919.8074

Heidi.Summa@raveis.com

Our Insurance Division:

  • Will Provide a home insurance quote within 24 hours
  • Offers full-service coverage such as Homeowner's, Auto, Life, Renter's, Flood and Valuable Items
  • Partners with major insurance companies including Chubb, Kemper Unitrin, The Hartford, Progressive,
    Encompass, Travelers, Fireman's Fund, Middleoak Mutual, One Beacon and American Reliable

2248 HILLSHIRE DRIVE, Orlando, FL, 32828

$511,500

Suzanne Walsh Team

Sales Vice President

William Raveis Real Estate

Phone: 860.306.1927

Suzanne.Walsh@raveis.com

Russell Baboff

VP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 860.463.1745

Russell.Baboff@raveis.com

NMLS Mortgage Loan Originator ID 1014636

John Kirkutis

VP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 970.390.2521

John.Kirkutis@raveis.com

NMLS Mortgage Loan Originator ID 1424716

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $409,200 $409,200 $409,200
Term 360 months 360 months 180 months
Initial Interest Rate** 6.000% 6.375% 5.750%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.374% 6.524% 5.933%
Monthly Tax Payment $335 $335 $335
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $2,453 $2,553 $3,398
Total Monthly Payment $2,880 $2,980 $3,825

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.