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San Mateo Homes for Sale

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  • /39

    $175,000

    • 1 Bath
    • 1,888 Sq Ft

    115 Troupe Rd, San Mateo, FL 32187

    Wow!!! A wonderfully kept home with acreage!! This has original details left that most older homes do not have anymore. Like original flooring and Trim. It does need some TLC but it would not take much to make it the best home on the block. It has a park Like setting for a yard with the St Johns River at the end of the road. This is definitely a jewel.

    Agent Photo

    Tina Duck

    DUCK REALTY INC

    (386) 270-3225

    115 Troupe Rd, San Mateo, FL 32187
  • /45

    $409,000 Open Sun 11:30AM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,545 Sq Ft

    231 E State Road 100, San Mateo, FL 32187

    Modern Luxury Meets Country Charm3 Bed | 2 Bath | 1.3 Acres Welcome to your private sanctuary! This brand-new construction masterfully blends high-end modern finishes with the peaceful serenity of a sprawling 1.3-acre lot. From the moment you pull into the drive, the durable Hardi siding and elegant stone accents deliver an immediate ''wow'' factor, further enhanced by thoughtful soffit

    Reed Mathews TIMBER TO TIDES REALTY LLC

    231 E State Road 100, San Mateo, FL 32187
  • /42

    $224,900

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    106 Browns Rd, San Mateo, FL 32187

    Live in one and build on two! Enjoy a rare 3-lot package totaling approx. 1.31 acres with a well-maintained 3BR/2BA 1999 manufactured home plus two additional cleared surrounding lots—all fully fenced. One of the extra lots already has a well and power pole in place, offering excellent flexibility for future builds, storage, or investment potential. No HOA and located in Flood Zone X. This

    Caitlin Dean GREENE REALTY OF FLORIDA LLC

    106 Browns Rd, San Mateo, FL 32187
  • /15

    $184,000

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    122 Culpepper Rd, San Mateo, FL 32187

    3 beds and 2 baths FL 32187

    Jonathan Minerick HOMECOIN.COM

    122 Culpepper Rd, San Mateo, FL 32187
  • /26

    $140,000

    • 1 Bed
    • 1 Bath
    • 624 Sq Ft

    116 S Oakland Ave, San Mateo, FL 32187

    If you've been craving something easy, this might be it. This 1-bedroom, 1-bath home in San Mateo offers a laid-back, low-maintenance setup that fits a variety of needs--from a personal retreat to an income-producing opportunity. It's the kind of place that feels simple in the best way, with a comfortable layout and just enough space to make it your own. Tucked in a quiet area but still close to

    KASSIDY BABCOCK TIMBER TO TIDES REALTY LLC

    116 S Oakland Ave, San Mateo, FL 32187
  • /52

    $529,000

    • 3 Beds
    • 3 Baths
    • 3,189 Sq Ft

    129 Divi Dr, San Mateo, FL 32187

    Welcome to this inviting, 3-bedroom, 3-bath retreat on 1+ acre estate lot nestled within a private, gated and quaint riverfront community of Divi Divi Estates! Protected by a brand NEW ROOF and designed for relaxed living, this charming home offers a peaceful, getaway-like atmosphere where every day feels like a vacation. Inside, comfortable living spaces are complemented by a cozy

    Jane Wolfe Coldwell Banker Premier Properties (A1A Beach)

    129 Divi Dr, San Mateo, FL 32187
  • /31

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,668 Sq Ft

    689 U S 17, San Mateo, FL 32187

    Back on the market due to no fault of its own. Open House 4/18/2026 from 12-2. Have you been waiting to finally say, ''This is it''? Welcome to the country way of life. Situated on 7.71 fully fenced acres, this 3-bedroom, 2-bath home offers 1,668 sq ft of comfortable living with room to spread out, work, and truly enjoy the outdoors--located just one street from the river and only a minute to

    Lindsey Parham MOMENTUM REALTY

    689 U S 17, San Mateo, FL 32187
  • /8

    $350,000

    • Land
    • 41,817 Sq Ft
    • $364,583 per Acre

    0 Weerts Rd Unit 2125736, San Mateo, FL 32187

    Discover a truly exceptional waterfront property in the peaceful community of San Mateo. This cleared lot offers an impressive 351 feet of water frontage along both the St. Johns River and a scenic canal--providing breathtaking views and deep-water access for boating, fishing, and enjoying the Florida lifestyle. Located on a quiet dead-end street with only one neighbor, you'll appreciate the

    Lindsey Parham MOMENTUM REALTY

    0 Weerts Rd Unit 2125736, San Mateo, FL 32187
  • /2

    $318,295

    • Land
    • 7.8 Acres
    • $40,807 per Acre

    473 S Us-17 Hwy NW, San Mateo, FL 32187

    Pam Ye EXIT MAGNOLIA POINT REALTY

    473 S Us-17 Hwy NW, San Mateo, FL 32187
  • /88

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 3,233 Sq Ft

    156 Crosby Rd, San Mateo, FL 32187

    Purchase this home, if YOU Are Not Satisfied, We'll SELL IT FOR FREE! *First Responders and Military Members Ask About our Appreciation Discount! Exclusive offer...Purchase this home with FHA 0% DOWN or VA 0% DOWN available for those who qualify. RATE BUY DOWN OPTIONS AVAILABLE! For information on these exclusive offers, call the listing agent directly see the info below. Seller is offering 1

    Jesse Warmka Your Home Sold Guaranteed Realty - Jesse Warmka Team

    156 Crosby Rd, San Mateo, FL 32187
  • /22

    $244,900

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    105 Breezewood Cir, San Mateo, FL 32187

    Welcome to this beautiful canal-front home in San Mateo, offering approximately canal frontage 45 ft (-+)with easy navigation out to the St. Johns River. The canal’s orientation allows you to enjoy early-morning sunlight reflecting across the water, with the potential for both sunrise and sunset views depending on your vantage point creating beautiful light and sky colors throughout the day.

    Sheila Clark Watson Realty Corp (A1A)

    105 Breezewood Cir, San Mateo, FL 32187
  • /62

    $524,900

    • 4 Beds
    • 2.5 Baths
    • 3,876 Sq Ft

    143 Pinecrest Cir, San Mateo, FL 32187

    Luxurious 4 BR/2.5 BA, 3876 sf home on 2.16 acres near St. Augustine, blending rural charm with coastal access. Updates in 2022: New metal roof, two A/C units, two water heaters, and a RainSoft whole-home water filtration system. Features energy-efficient Pella double-paned doors and windows, waterproof 48'' luxury vinyl plank flooring, plantation shutters in the family room and master bedroom,

    Kathy O'Connor LoKation

    143 Pinecrest Cir, San Mateo, FL 32187
  • /45

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    115 Fern Way, San Mateo, FL 32187

    Welcome to this charming ranch style home in the quiet little town of San Mateo! This 3 bedroom 2 bath sits on just over 1 acre of land that is fully fenced with new privacy fence and a BRAND NEW POLE BARN, 30x36. This property has recent upgrades as well. There is new luxury vinyl plank flooring throughout the home, new farm style sink. The kitchen features stainless steel appliances, beautiful

    andrea collins RE FLORIDA HOMES

    115 Fern Way, San Mateo, FL 32187
  • /26

    $224,000

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    106 Breezewood Cir, San Mateo, FL 32187

    Nice 3 Bed 2 Ba Canal front DWMH leading to the St. Johns River. Has a new Metal Roof, New Deck, Updated Plumbing, Screen Porch, Fireplace. CH/A unit is only 5 Yrs. old. Storage Room, New Hot water Heater and much more. Seller is also giving a $5000 Flooring concession.

    RICHARD RADTKE COLDWELL BANKER BEN BATES INC

    106 Breezewood Cir, San Mateo, FL 32187

Frequently Asked Questions Why Live in San Mateo

Is San Mateo a good place to live?
San Mateo is a good place to live. San Mateo is considered very car-dependent and somewhat bikeable. San Mateo is a neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. San Mateo has 1 park for recreational activities. It has a median age of 48. The average household income is $74,499 which is below the national average. College graduates make up 16.1% of residents. A majority of residents in San Mateo are home owners, with 19.1% of residents renting and 80.9% of residents owning their home. A local real estate agent serving San Mateo can help you decide if this neighborhood is the right one for you. Learn more on our San Mateo neighborhood guide.
Is San Mateo, FL a safe neighborhood?
San Mateo, FL is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in San Mateo?
The median home price in San Mateo is $370,000. If you put a 20% down payment of $74,000 and had a 30-year fixed mortgage with an interest rate of 6.23%, your estimated principal and interest payment would be $1,820 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $78K a year to afford the median home price in San Mateo. Learn how much home you can afford with our Home Affordability Calculator. The average household income in San Mateo is $74K.
What are the best public schools in San Mateo?
The best public schools that serve San Mateo are:
What are the most popular zip codes in San Mateo, San Mateo, FL?
The most popular zip codes in San Mateo, San Mateo, FL include 32187, 32189, 32181, 32131 and 32177.
What are the most popular neighborhoods near San Mateo, San Mateo, FL?
The most popular neighborhoods near San Mateo, San Mateo, FL are Moultrie and Wildwood.
Are home prices dropping in San Mateo?
Yes, home prices in San Mateo are down 11% in the last 12 months.

Home Trends in San Mateo, FL

Housing Trends

Median Sale Price
$335,000
Median Single Family Sale Price
$370,000
Average Price Per Sq Ft
$195
Number of Homes for Sale
8
Last 12 months Home Sales
16
Months of Supply
6.00
Median List Price
$370,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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