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TWO DISTINCT LIVING SPACES. ONE EXTRAORDINARY DUNEDIN LIFESTYLE! Welcome to a rare opportunity in sought-after Dunedin Isles, where beautifully updated interiors, a charming permitted detached guest cottage (ADU), a private saltwater pool, and direct backyard access to Hammock Park come together in one exceptional property! Nestled in this beloved golf-cart-friendly community, you're just 1.5 miles from vibrant Downtown Dunedin, 1.2 miles from the Dunedin Causeway entrance, and less than a block from the Pinellas Trail. The beautifully reimagined 3-bedroom, 2-bath main residence offers 1,292 square feet of thoughtfully designed living space, including more than 500 square feet added during its 2024 transformation. At the heart of the home, a spectacular vaulted great room brings together the kitchen, dining, and living areas in a bright, airy setting, framed by expansive hurricane-rated windows overlooking the pool, lush backyard, and natural beauty of Hammock Park. The show-stopping kitchen was designed for both everyday living and effortless entertaining, featuring shaker-style cabinetry, quartzite countertops, a stylish backsplash, double-oven range, microwave drawer, recessed lighting, and an impressive 11-foot island with seating for six. A charming banquette dining area with concealed storage adds another thoughtful touch. The inviting primary suite offers custom closet organizers and a spa-inspired bathroom featuring a quartzite-topped vanity and glass-enclosed shower with a built-in bench and dual showerheads. Two additional bedrooms feature organized closets, while the beautifully updated guest bathroom showcases designer tile, elegant gold accents, a quartzite vanity, and glass-enclosed shower. A thoughtfully designed flex area connects the laundry room and one-car garage, offering a practical and stylish drop zone with built-in white cabinetry, butcher-block countertop and heavy-duty wall hooks! AND THEN THERE'S THE COTTAGE! Separate from the main residence, the permitted 357-square-foot detached ADU offers exceptional flexibility for extended family, visiting guests, a private retreat, or potential rental income. This charming space includes a kitchenette with granite countertops, sink, refrigerator, apartment-sized range, and microwave, along with a comfortable sitting area, spacious walk-in closet, and full bathroom. BUT THERE'S MORE! The fully fenced backyard features a sparkling saltwater pool, an 8-by-12-foot storage shed, and a private gate opening directly to Hammock Park, a treasured approximately 90-acre natural preserve with scenic trails, wildlife, butterfly garden, kayak launch, and shaded paths for walking, hiking, and biking. You'll love the oversized driveway with parking for three additional vehicles, plus an approximately 50-foot gated parking area accommodating an RV, boat, or golf cart, complete with a 30-amp electrical hookup. Extensive improvements completed in 2024 include a new roof, hurricane-rated windows, appliances, HVAC system, water heater, and fresh paint. Enjoy easy access to Downtown Dunedin's waterfront restaurants, boutiques, breweries, and year-round events, along with the Dunedin Causeway, Pinellas Trail, Dunedin Fine Art Center, historic Dunedin Golf Club, and nearby community recreation amenities, including fitness facilities, pickleball and tennis courts, and Highlander Park Aquatic Complex. This is what you've been waiting for! *Washer & Dryer don't convey

Highlights

  • Residential
  • Single Family Residence
  • Built in 1970
  • 0.17 Acre Lot
  • 6 days on Market

  • Bedrooms
    4
  • Bathrooms
    3
  • Year Built
    1970
  • Architectural Style
    Florida
  • Construction Materials
    Frame
  • Foundation
    Slab
  • Parking Features
    Driveway, Attached, Oversized, RV Access/Parking, Boat
  • Living Area
    1649.0
  • Interior Features
    Walk-In Closet(s), In-Law Floorplan, Open Floorplan
  • Appliances
    Dishwasher, Electric Water Heater, Microwave, Refrigerator, Range, Cooktop
  • Flooring
    Laminate, Tile
  • Furnished
    Unfurnished
  • Exterior Features
    Storage, Private Yard, RV Hookup
  • Patio And Porch
    Front Porch
  • Pool Features
    In Ground, Private, Salt Water, Tile
  • Security Features
    Smoke Detector(s)
  • Cooling
    Central Air
  • Heating
    Central

  • Acres
    0.17
  • Lot Features
    Near Golf Course, Landscaped, Near Public Transit, Paved
  • View
    Trees/Woods, Pool, Park/Greenbelt
  • Utilities
    Electricity Connected, Water Connected
  • Water
    Public


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Frequently Asked Questions

How do I schedule a tour of 1881 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 1881 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 1881 San Mateo Dr?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 3 bath, listed for $774,900. 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 much is the monthly mortgage payment for 1881 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 1881 San Mateo Dr at around $4,909. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 1881 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 1881 San Mateo Dr?

In most cases, yes. Whether 1881 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 1881 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 $774,900 with 1,649 sqft of space—that comes out to approximately $470 per square foot.

How long has this property been on the market?

1881 San Mateo Dr was listed on November 04, 2026, which means it's been on the market for 6 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 1970, making it approximately 56 years old.

What is the lot size of this property?

1881 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 1881 San Mateo Dr?

The most recent public record shows annual property taxes for 1881 San Mateo Dr were approximately $5,995. 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 1881 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 06:07PM | Source: Stellar MLS | MLS#: TB8564493