156 Dempsey Way

1,524 Sq. Ft.
$20 / Sq. Ft.
1,524
Sq. Ft.
$20
per Sq. Ft.

Description

3/2 Updated Home with Solar Panels! Single Family Home, Oversized Backyard, Public Park Nearby, Solar Panels for minimal electricity, Screened Patio, Fenced-in Yard, Living, & Dining Rooms, Granite Countertops, Upgraded Kitchen, Hardwood Flooring, Carpeted Bedrooms, Fireplace, COMMUNITY Playground, COMMUNITY Walking Trail, JUST 15 MINUTES To: Downtown Orlando, JUST 25 MINUTES To: The Airport, CONVENIENT To: I-4, 408, 528, and Tumpike, CONVENIENT To: Major Roads, Shopping, & Schools, All Kitchen Appliances...3/2 Updated Home with Solar Panels! Single Family Home, Oversized Backyard, Public Park Nearby, Solar Panels for minimal electricity, Screened Patio, Fenced-in Yard, Living, & Dining Rooms, Granite Countertops, Upgraded Kitchen, Hardwood Flooring, Carpeted Bedrooms, Fireplace, COMMUNITY Playground, COMMUNITY Walking Trail, JUST 15 MINUTES To: Downtown Orlando, JUST 25 MINUTES To: The Airport, CONVENIENT To: I-4, 408, 528, and Tumpike, CONVENIENT To: Major Roads, Shopping, & Schools, All Kitchen Appliances INCLUDED. The deposit amount is based upon the application results. Pets: OK (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,399.00 for the first 4 months, $2,599.00 for the remaining 8 months (Average: $2,532.00/mo). AVAILABLE: April 14, 2026
  1. Listed by Jay Myers • Brokerage DRE #1040623 • ORLANDO REALTY & PROPERTY MGNT
    P: (407)-641-5782 thejaymyersteam@gmail.com

Property Details for 156 Dempsey Way

Subdivision Name
VALENCIA HILLS
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 02/05/2026 02:38 AM

Property Details for 156 Dempsey Way

StatusActive
MLS #O6379934
Days on Market2
Rental Incentives-
Available Date04/14/2026
Lease TermLease Length: 12 Months
Furnished-
Compass TypeRental
MLS TypeResidential Lease / Single Family Residence
Year Built1988
Lot Size0.24 AC / 10,671 SF
CountyOrange County

Location

Listing Courtesy of ORLANDO REALTY & PROPERTY MGNT, Jay Myers
Add your commute

Building Information for 156 Dempsey Way

Building/Complex156 Dempsey WayFloor-Stories1Pet Policy-Pet Policy DetailsBreed Restrictions,Number Limit,YesYear Built1988Building Size-Lot Size0.24 AC / 10,671 SF

Property Information for 156 Dempsey Way

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 1524.0
  • Building Area Units: Square Feet
  • Building Name Number: N/A
  • Community Features: Playground
  • Directions: Get on FL-408 W, Follow FL-408 W to N Hiawassee Rd in Orlovista. Take exit 4 from FL-408 W, Continue on N Hiawassee Rd. Take Old Winter Garden Rd to Dempsey Way
  • Floor Number: 1
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Long Term YN: true
  • Senior Community: No
  • Unit Number: No
  • Street Number: 156
  • Street Name: DEMPSEY
  • Street Suffix: WAY
  • State: FL
  • City: ORLANDO
Parking
  • Carport: No
  • Garage: No
Taxes and HOA Information
  • Additional Pet Fees: SEE BROKERS APPLICATION
  • Association Fee Requirement: None
  • Association Name: 407-641-5782
  • Association: Yes
  • Number Of Pets: 2
  • Pet Restrictions: SEE BROKERS APPLICATION
Property
Lot Information
  • Parcel Number: 272228883900520
  • Water Access: No
  • Water Extras: No
  • Living Area: 1524
Property and Assessments
  • Year Built Numeric: 1988
  • Association Amenities: Trail(s)
  • New Construction: No
  • Owner Pays: None
Interior and Exterior Features
Exterior Features
  • Fencing: Fenced
  • Levels: One
  • Patio And Porch Features: Screened
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Appliances: Range, Refrigerator
  • Cooling: Central Air
  • Flooring: Carpet, Hardwood
  • Heating: Central
  • Interior Features: Living Room/Dining Room Combo, Stone Counters
  • Laundry Features: None
  • Living Area Units: Square Feet
  • Room Count: 0.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Pets Allowed: Breed Restrictions, Number Limit, Yes

Property History for 156 Dempsey Way

DateEvent & SourcePriceAppreciation
Feb 4, 2026

Listed (Active)

MFRMLS #O6379934

$2,532—
Apr 3, 2025

Rented

MFRMLS #O6277640

$2,400—
Mar 31, 2025

Temporarily Off Market

MFRMLS #O6277640

$2,400—
Feb 28, 2025

Price Change

MFRMLS #O6277640

$2,500—
Feb 4, 2025

Listed (Active)

MFRMLS #O6277640

$2,600—
DateEvent & SourcePrice
02/04/2026

Listed (Active)

MFRMLS #O6379934

$2,532
04/03/2025

Rented

MFRMLS #O6277640

$2,400
03/31/2025

Temporarily Off Market

MFRMLS #O6277640

$2,400
02/28/2025

Price Change

MFRMLS #O6277640

$2,500
02/04/2025

Listed (Active)

MFRMLS #O6277640

$2,600

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

Schools near 156 Dempsey Way

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 6 to 8
Charter - 9 to 12
Rating
School
Distance
William Frangus Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Gotha Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 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.

156 Dempsey Way is available for rent in Orlando, FL 32835. This property was listed on February 4, 2026 by ORLANDO REALTY & PROPERTY MGNT, it's currently listed at $2,532. It has been on the market for a total of 2 days and was last rented on April 3, 2025. This listing's school district is Orange County Public Schools. Nearby schools include William Frangus Elementary School, Cornerstone Academy Charter and Gotha Middle School. 156 Dempsey Way is a 3-bed, 2-bath, 1,524 sqft a property built in 1988.

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, Inc., its subsidiaries, affiliates and their agents and associated third parties 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 owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of ORLANDO REALTY & PROPERTY MGNT, Jay Myers

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 02/05/2026 02:38 AM