$544,000
- 3
- beds
- 2
- baths
- 1,329
- sqft
- 1955
- year built
- 3
- beds
- 2
- baths
- 1,329
- sqft
- 1955
- year built
- Status:
- Active
- MLS #:
- TB8536200
- Neighborhood:
- DUNEDIN ISLES 1
- County:
- Pinellas
- Listed By:
- Katie Ducharme Procissi - KATIE DUCHARME REALTY, LLC
- Agent Phone:
- (727) 492-8490
- Agent Email:
- katie@thekatiewhitneyteam.com
Sponsoring Broker: Derek Eisenberg, Continental Real Estate Group, Inc
One home. Two living spaces. Endless possibilities. Welcome to 1663 San Mateo Drive — a truly unique Dunedin property offering the perfect blend of togetherness and independence, whether you’re looking for multi-generational living, a private space for guests, or additional income potential. DROPPED TO under apprised VALUE OF $587,000! Priced to match the recently completed appraisal, which is available for buyers to review! BUYERS FINANCING FELL THROUGH LAST MINUTE. LOCATION, LIFESTYLE, AND VERSATILITY — THIS IS DUNEDIN LIVING AT ITS BEST! Home with in-law suite! Welcome to this beautifully updated Dunedin home offering the perfect blend of modern updates, flexible living space, and an unbeatable location. Whether you’re looking for a primary residence with room for extended family, a private guest retreat, or an income-producing opportunity, this property checks every box. The main home features 2 spacious bedrooms and 1 beautifully updated bathroom, showcasing stylish wood-look tile flooring throughout, an updated kitchen with modern cabinetry, gorgeous countertops, designer tile backsplash, and contemporary lighting that creates a bright, inviting atmosphere. A standout feature is the private in-law suite with its own separate entrance, offering endless possibilities. Perfect for multigenerational living, visiting guests, a home office, or a studio apartment to generate additional rental income. The suite features matching wood-look tile flooring, a full bathroom with a walk-in shower, a kitchenette complete with new cabinetry, countertops, sink, and refrigerator—making it completely self-sufficient. This home has been thoughtfully improved with major updates for peace of mind, including a new roof (2021), new HVAC system with air purifier and ductwork (2022), new appliances (2021), new water heater (2021), upgraded electrical panel and updated electrical in 2024, new gutters, and a beautifully covered patio (2022) enclosed with premium no-see-um screening, creating the perfect outdoor living space to enjoy Florida year-round. The washer, dryer, and kitchen island are also included. Step outside into the large, fully fenced backyard, offering plenty of room for entertaining, pets, gardening, or simply relaxing in your own private oasis. The location is simply exceptional. Hop on your golf cart or bike and be in the heart of Downtown Dunedin in just minutes, where you’ll enjoy award-winning restaurants, breweries, boutique shopping, waterfront parks, year-round festivals, and one of Florida’s most vibrant downtown districts. You’re also within walking distance of the Pinellas Trail and scenic Hammock Park, while the Dunedin Causeway and world-famous Honeymoon Island State Park are only minutes away for kayaking, boating, fishing, and breathtaking Gulf sunsets. Best of all, there’s NO HOA, NO CDD fees, and NO flood insurance required, giving you the freedom to truly enjoy your home without unnecessary expenses. There is also hook up for Hot tub! Also sewer pipes have been lined and have a limited lifetime warranty! Opportunities like this, offering an updated home, a private in-law suite, incredible flexibility, and one of Dunedin’s most desirable locations—are incredibly rare. Schedule your private showing today and experience everything this exceptional property has to offer.
Highlights
- Residential
- Single Family Residence
- Built in 1955
- 0.17 Acre Lot
- 97 days on Market
-
- Bedrooms
- 3
-
- Bathrooms
- 2
-
- Year Built
- 1955
-
- Stories
- 1.0
-
- Construction Materials
- Frame, Stucco
-
- Foundation
- Slab
-
- Parking Features
- Driveway, Oversized, RV Access/Parking
-
- Living Area
- 1329.0
-
- Interior Features
- In-Law Floorplan, Open Floorplan
-
- Appliances
- Dryer, Dishwasher, Electric Water Heater, Microwave, Refrigerator, Washer, Range, Bar Fridge
-
- Flooring
- Ceramic Tile
-
- Furnished
- Unfurnished
-
- Exterior Features
- Storage, Private Entrance, RV Hookup
-
- Patio And Porch
- Covered, Patio, Screened
-
- Cooling
- Central Air
-
- Heating
- Electric, Central
-
- Acres
- 0.17
-
- Lot Features
- Paved
-
- Utilities
- Cable Available, Electricity Connected, Sewer Connected, Water Connected
-
- Water
- Public
-
- Area
- 34698 - Dunedin
-
- County
- Pinellas
-
- City
- Dunedin
-
- Neighborhood
- DUNEDIN ISLES 1
-
- Zip Code
- 34698
-
- High School
- Dunedin High-PN
-
- Middle School
- Palm Harbor Middle-PN
-
- Elementary School
- San Jose Elementary-PN
-
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Estimated Value
$505,609
Estimated Sales Price Range:
$460,104 - $551,113
Source: Constellation Data Labs
Price History
| 11/03/2026 | Price Changed | $544,000 |
| Source: Stellar MLS #TB8536200 | ||
| 08/05/2026 | Listed | $599,000 |
| Source: Stellar MLS #TB8536200 | ||
| 02/16/2024 | Sold | $530,000 |
| Source: Stellar MLS #U8226277 | ||
| 01/10/2024 | Listed | $539,900 |
| Source: Stellar MLS #U8226277 | ||
| 08/18/2021 | Off Market | — |
| Source: Stellar MLS #U8132865 | ||
| 01/28/2021 | Off Market | — |
| Source: Stellar MLS #T3287391 | ||
Source: MLS Data
Deed History
| 11/17/2020 | Warranty Deed | $175,000 |
| 04/09/2001 | Warranty Deed | $79,900 |
| 11/19/1999 | Quit Claim Deed (non-arm's length) | $25,500 |
| 05/08/1998 | Warranty Deed | $75,000 |
Source: Public records via Constellation Data Labs
Mortgage History
| 03/20/2002 | Conventional | $36,800 |
| 04/09/2001 | Conventional | $131,250 |
| 11/19/1999 | Conventional | $72,800 |
| 05/08/1998 | Balloon | $60,000 |
Source: Public records via Constellation Data Labs
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Similar Listings
Look Throughout Dunedin
There are currently 300 properties available in Dunedin, with 53 under contract to close soon. Properties in the city have an average sale price of $528,090 and typically spend 98 days on the market before being sold.
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Source: ez Home Search, MLS Data
Frequently Asked Questions
How do I schedule a tour of 1663 San Mateo Dr?
We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 1663 San Mateo Dr.
They know residentials in the area well and can give you the guidance you need to buy with confidence.
How do I get more information about 1663 San Mateo Dr?
Click Ask a Question to talk with our team. You already know it is a 3 bed, 2 bath, listed for $544,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Dunedin, and can even get you in to see the property quickly.
How do I get a virtual tour of 1663 San Mateo Dr?
Yes! A virtual tour is available for 1663 San Mateo Dr. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.
How much is the monthly mortgage payment for 1663 San Mateo Dr?
With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 1663 San Mateo Dr at around $3,442. This includes estimated property taxes and insurance.
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How do I get pre-approved to buy 1663 San Mateo Dr?
Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.
Or, let us connect you with our preferred local lender in Pinellas County. They will give you all of your available financing options, based on your specific situation and what is available to you.
Can I negotiate the asking price for 1663 San Mateo Dr?
In most cases, yes. Whether 1663 San Mateo Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Dunedin's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.
How do I make an offer on 1663 San Mateo Dr?
We can handle that for you. Our preferred local agent specializes in residentials in Dunedin and can guide you through every step of the offer process.
You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.
What is the price per square foot for this home?
This home is listed at $544,000 with 1,329 sqft of space—that comes out to approximately $409 per square foot.
How long has this property been on the market?
1663 San Mateo Dr was listed on August 05, 2026, which means it's been on the market for 97 days.
Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.
When was this house built?
This home was built in 1955, making it approximately 71 years old.
What is the lot size of this property?
1663 San Mateo Dr sits on a 0.17-acre lot, which is 7,405 square feet.
What schools are assigned to this property?
Based on MLS info, this home is zoned for:
- Elementary: San Jose Elementary-PN
- Middle: Palm Harbor Middle-PN
- High: Dunedin High-PN
Want to see how these schools compare? Check out our Pinellas County School Guide to see ratings, reviews, and more for the schools in the area.
What are the property taxes for 1663 San Mateo Dr?
The most recent public record shows annual property taxes for 1663 San Mateo Dr were approximately $4,149. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.
Is 1663 San Mateo Dr still available for sale?
Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.
Source: ez Home Search, MLS Data
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Listing information 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.
Last Updated: November 10, 2026 at 04:37PM | Source: Stellar MLS | MLS#: TB8536200
