- beds
- 4
- baths
- 2
- sqft
- 1,500
1405 kissimmee drive
kissimmee, fl 34759
beds | baths | sqft








Contact agent
Hide
Are you sure you want to hide this property?
Save Property
Select a list below or create a new one.
beds
baths
sqft
Single Family Residence
— Days on Market
Built in 2005
$223.55/sqft
6,970 sq ft
$81 HOA Dues
Under contract-accepting backup offers. Historic charm, two homes on a double lot, a resort-style pool, and endless possibilities—welcome to one of Sanford's most unique properties. Step into the timeless charm of this rare historic Sanford property offering two homes on a spacious double lot just minutes from vibrant Downtown Sanford. Rich in character and thoughtfully updated where it counts, this one-of-a-kind property presents an exceptional opportunity for those seeking historic architecture, flexible living space, and room to make it their own. The main residence features 2,111 square feet under air (2,499 total square feet) with 3 bedrooms and 2 bathrooms. Original details blend beautifully with everyday comfort, including two wood-burning fireplaces—one in the formal living room and a second in the spacious family room addition just off the kitchen. The kitchen retains its vintage charm while offering generous workspace and overlooking the family room, making it ideal for gathering with family and friends. Relax on the screened porch overlooking the sparkling pool and enjoy the beauty of mature landscaping and majestic oak trees. The detached guest house offers approximately 1,600 square feet under air with two separate living areas of approximately 800 square feet each. The upper level includes a one-bedroom layout with living area, kitchen, and space for a bathroom to be reinstalled. The lower level is ready for the next owner's vision. Whether you envision guest accommodations, a home office, studio, hobby space, or future income potential (subject to buyer verification and local regulations), the possibilities are abundant. Situated on two parcels (309 & 311 W. 16th Street), the property offers alley access with off-street parking for approximately four vehicles, a large in-ground pool, and a setting that is increasingly difficult to find in today's market. Major improvements include roof (2022), main house HVAC (2026), complete electrical rewire (2021), providing peace of mind while preserving the home's historic character. If you've been searching for a property that offers charm, history, flexibility, and opportunity in one of Central Florida's most beloved historic communities, this is one you won't want to miss.
Under contract-accepting backup offers. Historic charm, two homes on a double lot, a resort-style pool, and endless possibilities—welcome to one of Sanford's most unique properties. Step into the timeless charm of this rare historic Sanford property offering two homes on a spacious double lot just minutes from vibrant Downtown Sanford. Rich in character and thoughtfully updated where it counts, this one-of-a-kind property presents an exceptional opportunity for those seeking historic architecture, flexible living space, and room to make it their own. The main residence features 2,111 square feet under air (2,499 total square feet) with 3 bedrooms and 2 bathrooms. Original details blend beautifully with everyday comfort, including two wood-burning fireplaces—one in the formal living room and a second in the spacious family room addition just off the kitchen. The kitchen retains its vintage charm while offering generous workspace and overlooking the family room, making it ideal for gathering with family and friends. Relax on the screened porch overlooking the sparkling pool and enjoy the beauty of mature landscaping and majestic oak trees. The detached guest house offers approximately 1,600 square feet under air with two separate living areas of approximately 800 square feet each. The upper level includes a one-bedroom layout with living area, kitchen, and space for a bathroom to be reinstalled. The lower level is ready for the next owner's vision. Whether you envision guest accommodations, a home office, studio, hobby space, or future income potential (subject to buyer verification and local regulations), the possibilities are abundant. Situated on two parcels (309 & 311 W. 16th Street), the property offers alley access with off-street parking for approximately four vehicles, a large in-ground pool, and a setting that is increasingly difficult to find in today's market. Major improvements include roof (2022), main house HVAC (2026), complete electrical rewire (2021), providing peace of mind while preserving the home's historic character. If you've been searching for a property that offers charm, history, flexibility, and opportunity in one of Central Florida's most beloved historic communities, this is one you won't want to miss.
Hi there! 👋
I'm here to help answer your questions about this property or our services.
Text or call +12154567890
A member of the team will review your message and will be in touch shortly.
Bedrooms & Bathrooms
Appliances
Heating
Cooling
Features
Interior Area
Features
View
Lot
Accessibility
Parking
Waterfront
Basement
Mobile Home
Type & Style
Materials
Builder / Condition
Building
Utilities
Green Energy
Community
HOA
Pets
Location
Land Lease
Elementary
Middle or Junior
Highschool
Listing Details
MLS Details
Jun 4, 2025
listed (Coming Soon)
$449,000
CentralJerseyMLS #2514525R
The data relating to real estate for sale on this web-site comes in part from the Internet Data Exchange Program of Central Jersey Multiple Listing System, Inc. Real Estate listings held by brokerage firms other than {{BROKERAGE}} are marked with the IDX logo. The Central Jersey Multiple Listing System, Inc. does not warrant the accuracy, quality, reliability, suitability, completeness, usefulness or effectiveness of any information provided. 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 or renting. Information deemed reliable but not guaranteed. Copyright © 2025 Central Jersey Multiple Listing System, Inc. All rights reserved. The Central Jersey Multiple Listing System, Inc. retains all rights, title and interest in and to its trademarks, service marks and copyrighted material.
You agree to {agency} Terms of Use and Privacy Policy. By choosing to contact a property, you also agree that {agency} and its associates may call, text, or email you regarding any inquiries or activities you submit through our website. This may involve the use of automated means and prerecorded or artificial voices.
Local Real Estate Advisory Services Provided by {{AGENT_NAME}} with {{AGENCY_NAME}}
Listed by {{LISTING_AGENT}} with {{LISTING_BROKER}}, {{CELL}}
Last checked: Jun 5, 2025/5:13 AM | Source: CentralJerseyMLS | MLS#: 2514689R
Contact Agent
Name Surname
Tour for free, no strings attached
OR
Tour Request Received
A member of the team will be in touch to confirm your tour booking.
Date
This property is pending
The seller has accepted an offer, and this property is now pending.
Questions? We're here to help
Typically response in about 16 minutes.

1405 kissimmee drive
kissimmee, fl 34759

4631 huron bay circle
kissimmee, fl 34759

900 shorehaven drive
poinciana, fl 34759