San Mateo, FL Homes

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  /39

  $250,000

  • 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.

  

  Tina Duck

  DUCK REALTY INC

  (386) 270-3225

  115 Troupe Rd, San Mateo, FL 32187
• 

  

  

  /31

  $3,500 per month

  • 4 Beds
  • 3.5 Baths
  • 3,772 Sq Ft
  • House for Rent

  108 N Bartram Trail, San Mateo, FL 32187

  This stunning riverfront home featuring +/- 150' on the St Johns River. This expansive 4 bedroom 3.5 bathroom home features downstairs Primary Suite with dual vanities, large tub, huge walk-in shower and 2 walk-in closets. Separate dining room/office. Large kitchen features stainless steel appliances, ample counterspace as well as wet bar and breakfast nook. Upstairs has 2 bedrooms joined by a

  Stephanie Huskey COLDWELL BANKER BEN BATES INC

  108 N Bartram Trail, San Mateo, FL 32187
• 

  

  

  /31

  $200,000 Sold Sep 10, 2025

  • 1,976 Sq Ft
  • $101/SF
  • 164 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1935

  171 Central Ave, San Mateo, FL 32187

  Handyman special centrally located in beautiful San Mateo and listed below recent appraised value! This charming house needs restoration but has 3 bedrooms and 1 full bath with over 1970 square feet. Originally built in the 1930's the home features wood floors throughout, lots of built-ins, large bedrooms, front porch for taking in the daily passerby's, and large 23x14 screened side porch to

  Nick Linser ONE SOTHEBY'S INTERNATIONAL REALTY

  171 Central Ave, San Mateo, FL 32187
• 

  

  

  /86

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  126 E End Rd, San Mateo, FL 32187

  126 E End Rd, San Mateo, FL 32187
• 

  

  

  /66

  $800,000

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

  689 U S 17, San Mateo, FL 32187

  Welcome to this stunning 7.71+/-acre property, meticulously manicured on a prime corner lot. This beautifully maintained estate features a charming 3BR/2BA brick home with metal roof, welcoming Florida room, huge walk-in closet, inside laundry room, eat in kitchen, hard wood and stone tile flooring, ample storage space, natural gas fireplace, and generator. The property is fully fenced with 2

  KAYE JONES CENTURY 21 TRITON REALTY

  689 U S 17, San Mateo, FL 32187
• 

  

  /13

  $1,100 per month

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft
  • House for Rent

  104 Park Ave, San Mateo, FL 32187

  Very nice and spacious 2-bedroom 1 bath home on pretty shaded lot. Close to Browning Pearce Elementary and the St Johns River. The living space is above the garage. The garage is not included with rental. $1100 month plus $1500 security deposit with 1 year lease. Must have approved rental application prior

  Meichelle Buck TEAM FLORIDA REALTY SERVICES INC

  104 Park Ave, San Mateo, FL 32187
• 

  

  /59

  $399,000 Sold Aug 15, 2025

  • 4,624 Sq Ft
  • $86/SF
  • 20 Days On Market

  • 7 Beds
  • 9 Baths
  • Built 1889

  150 Central Ave, San Mateo, FL 32187

  Nestled on 2 acres in the heart of San Mateo, Florida, Historic Victorian ''Painted Lady'' at 150 Central Avenue-formerly known as Fern Court Bed and Breakfast- offers a rare opportunity to own a piece of local history. Built in the early 20th century by Henry B. Bailey (a railroad magnate and citrus broker), this stately home helped shape the very foundation of San Mateo. Bailey's influence

  Amira Higginbotham IHEART REALTY INC

  150 Central Ave, San Mateo, FL 32187
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  /39

  Not Listed For Sale

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

  104 Fern Way, San Mateo, FL 32187

  104 Fern Way, San Mateo, FL 32187
• 

  

  /19

  $26,390

  • Land
  • 1 Acre
  • $26,390 per Acre

  136 Grove Park Ln, San Mateo, FL 32187

  1 Acre in San Mateo, FL Peaceful Country Living Near PalatkaEscape to the quiet charm of North Florida with this 1-acre lot in San Mateo, just minutes from Palatka! Featuring level terrain, nearby power, and flexible zoning, this parcel is perfect for a future homesite, weekend retreat, or long-term investment.With no HOA restrictions, youll enjoy the freedom to shape your land

  APXN APXN

  136 Grove Park Ln, San Mateo, FL 32187
• 

  

  /57

  $465,000 Sold Aug 04, 2025

  • 1,664 Sq Ft
  • $279/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  133 Divi Dr, San Mateo, FL 32187

  Imagine coming home to your own private oasis! This stunning 3-bedroom, 2-bathroom brick home, nestled on a sprawling 1.08-acre lot, offers the ultimate in luxury and convenience within the highly sought-after Divi Divi Estates - a prestigious riverfront gated community on the St. Johns River.Step outside and discover a true entertainer's paradise. A generous 15x35 screened-in saltwater

  Reed Mathews TIMBER TO TIDES REALTY LLC

  133 Divi Dr, San Mateo, FL 32187
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  /5

  Not Listed For Sale

  229 & 231 Highway 100, San Mateo, FL 32187

  229 & 231 Highway 100, San Mateo, FL 32187
• 

  

  /25

  $374,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  390 E State Road 100, San Mateo, FL 32187

  Are you searching for 6.24 acres in San Matreo with 3BR/2BA DWMH acres w/two ponds, one stocked w/bass, bream & perch. Also has a screened in-ground pool, front & back porches, deck. Fenced & cross fenced for cows or horses, cattle chute and chickens. Irrigation system various fruit trees & garden area. Detached storage/equipment shed. Detached pole barn, carport, office & workshop. All buildings

  Jimmy Diamond UNITED REAL ESTATE GALLERY

  390 E State Road 100, San Mateo, FL 32187
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  /61

  $780,000 Sold Jul 18, 2025

  • Land
  • 71 Acres
  • $10,986 per Acre

  • 44 Days On Market

  641 E State Road 100 Unit C, San Mateo, FL 32187

  This 71+/-acres property captures the essence of Old Florida charm. Gorgeous, unspoiled land that’s increasingly rare this close to the East Coast. Located just 10 minutes from downtown Palatka, 30 minutes from Bunnell, and approximately 40 minutes from historic St. Augustine, it offers a peaceful, private retreat with convenient access to nearby towns. Tucked off a paved road via a gravel

  Amanda Edwards Great Expectations Realty

  641 E State Road 100 Unit C, San Mateo, FL 32187
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  /4

  Not Listed For Sale

  736S & 738 Highway 17, San Mateo, FL 32187

  736S & 738 Highway 17, San Mateo, FL 32187
• 

  

  /95

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  641 E State Road 100, San Mateo, FL 32187

  Enjoy peaceful country living on 5.58± acres of high-quality land with established grassy pastures and scattered mature oak trees—an ideal setting for horses, homesteading, or simply room to breathe with no HOA restrictions. Nestled amongst large parcels for added privacy, the property is mostly fenced with classic 3-board fencing and sits off a paved road with a freshly re-surfaced gravel shared

  Amanda Edwards GREAT EXPECTATIONS REALTY

  641 E State Road 100, San Mateo, FL 32187
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  /48

  $492,500 Sold Jul 18, 2025

  • 2,280 Sq Ft
  • $216/SF
  • 81 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2010

  641 E State Road 100 Unit A, San Mateo, FL 32187

  This beautiful home sits on 8.37+/- acres of premium land with a wooded buffer along the front, offering privacy from Highway 100. Inside, 9-foot ceilings and an open floorplan create a bright, spacious feel with beautiful views and natural light streaming in through large windows. The home offers 4 bedrooms and 2 bathrooms, with generous living spaces that flow seamlessly for everyday comfort

  Amanda Edwards Great Expectations Realty

  641 E State Road 100 Unit A, San Mateo, FL 32187
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  /32

  Not Listed For Sale

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

  106 Browns Rd, San Mateo, FL 32187

  106 Browns Rd, San Mateo, FL 32187
• 

  

  /16

  $230,000

  • 2 Beds
  • 1 Bath
  • 1,612 Sq Ft

  106 S Oakland Ave, San Mateo, FL 32187

  Welcome to updated ranch style homeOpen floor plan with new flooring throughout, updated kitchen with granite countertops and brand-new appliances.

  john baran EXIT Beach Realty

  106 S Oakland Ave, San Mateo, FL 32187
• 

  

  /50

  $379,000 Sold Jun 18, 2025

  • 1,668 Sq Ft
  • $227/SF
  • 347 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  106 Divi Dr, San Mateo, FL 32187

  Beautiful move-in ready home in Divi Divi Estates, a River Front Gated Community. 3Br/2BA main home and detached Guest House w, Kitchen, LR, 1BR/1BA. Old Florida trees beckon you to follow the private concrete road, through the gates to find perfectly nestled on 1 full acre the main home, with it's open floor plan. Offering the ease of waterproof laminate flooring, split bedrooms & lots of

  Jane Wolfe Coldwell Banker Premier Properties (A1A Beach)

  106 Divi Dr, San Mateo, FL 32187
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  /45

  Est $319,475 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  134 E East End Rd, San Mateo, FL 32187

  134 E East End Rd, San Mateo, FL 32187
• 

  

  /8

  $228,000

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  113 Leaf St, San Mateo, FL 32187

  Welcome to this charming and well-kept 2 bed, 1.5 bath home in the heart of San Mateo. Inside you'll find a spacious family room, a dining area, large foyer, and a bonus room perfect for a small office, dressing room, or storage. You'll love the oversized enclosed front porch filled with natural light. It's the perfect place to sip your morning coffee or unwind in the evening. Ideal for

  MYRELIS TRUJILLO UNITED REAL ESTATE GALLERY

  113 Leaf St, San Mateo, FL 32187
• 

  

  /43

  $440,000 Sold May 06, 2025

  • 2,023 Sq Ft
  • $217/SF

  • 3 Beds
  • 3 Baths
  • Built 1930

  113 S Oakland Ave, San Mateo, FL 32187

  This charming yellow two-story home offers three bedrooms plus an office that can easily serve as a fourth bedroom, making it versatile for any lifestyle. Inside, you’ll find one full bath, two half baths, and a spacious laundry room with a new stackable washer and dryer. The inviting living space features a cozy gas fireplace and offers a beautiful view of the front yard. One of the two upstairs

  Belinda Ravan Endless Summer Realty

  113 S Oakland Ave, San Mateo, FL 32187
• 

  

  /3

  Est $40,409 Not Listed For Sale

  649 Highway 17, San Mateo, FL 32187

  649 Highway 17, San Mateo, FL 32187
• 

  

  /15

  $195,000

  • 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
• 

  

  /12

  $22,000 Sold Apr 15, 2025

  • Land
  • 0.56 Acre
  • $39,286 per Acre

  • 13 Days On Market

  125 Spring Creek Dr, San Mateo, FL 32187

  Wonderful homes only private community with small HOA to keep everything nice for property owners. Many executive style homes in the area. Community access nearby to the St. Johns River for recreation with dock and boat ramp and tennis court which have not been maintained by the HOA, but hope is they will get them back in shape to be utilized. Lots of new activity in East Palatka with huge

  VICTOR OWENS MODERN REALTY OF FLORIDA

  125 Spring Creek Dr, San Mateo, FL 32187
• 

  

  /11

  Est $500,326 Not Listed For Sale

  598 Highway 17, San Mateo, FL 32187

  598 Highway 17, San Mateo, FL 32187
• 

  

  /13

  $200,000

  • 3 Beds
  • 1 Bath
  • 1,322 Sq Ft

  440 N Fern St, San Mateo, FL 32187

  Welcome to 440 N. Fern St.! This home can offer the perfect blend of comfort and potential—ideal for those seeking a place to plant their roots with the ability to personalize and make this place their own. Nestled in a serene rural neighborhood setting, you'll enjoy the tranquility of San Mateo while being just a short drive away from nearby Palatka and St. Augustine. Stay cool year-round with

  Fannethia Vitolo KELLER WILLIAMS ST JOHNS

  440 N Fern St, San Mateo, FL 32187
• 

  

  /7

  $70,000 Sold Apr 15, 2025

  • 936 Sq Ft
  • $75/SF
  • 84 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  133 Oleander Dr, San Mateo, FL 32187

  Investor Special! 3/2 on Almost Half an Acre in Prime Location - Bring Cash!Located in desirable area, this 3-bedroom, 2-bathroom home sits on nearly half an acre of land, offering excellent potential for investors. With a spacious lot and prime location, this property is perfect for a remodel, expansion, or redevelopment. Whether you're looking to restore the existing home or create

  Jana Crabtree COLDWELL BANKER BEN BATES INC

  133 Oleander Dr, San Mateo, FL 32187
• 

  /2

  Est $74,975 Not Listed For Sale

  • Studio

  114 Bowfin Dr, Satsuma, FL 32189

  114 Bowfin Dr, Satsuma, FL 32189
• 

  

  /9

  $325,000

  • Land
  • 0.55 Acre
  • $590,909 per Acre

  156 Rivershore Dr, San Mateo, FL 32187

  Here's your chance to own two side-by-side lots totaling .55 acres right on the St. Johns River. Tucked away near the end of a quiet cul-de-sac, this property offers the kind of privacy and peacefulness that's almost impossible not to fall in love with. The land has already been cleared and cleaned, so it's ready for you to bring your vision to life. One lot includes an existing slab, which means

  John Maguire MAXREV

  156 Rivershore Dr, San Mateo, FL 32187
• 

  

  /25

  $219,000 Sold Apr 10, 2025

  • 1,456 Sq Ft
  • $150/SF
  • 152 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  112 Browns Rd, San Mateo, FL 32187

  Charming 3-Bedroom, 2-Bathroom Home in desire able area.This delightful 3-bedroom, 2-bathroom home, thoughtfully renovated and impeccably maintained. Located in a quiet neighborhood, this property offers a serene retreat with modern comforts.Step inside to discover a bright and inviting living space, meticulously maintained with modern finishes throughout. The spacious layout

  Jana Crabtree COLDWELL BANKER BEN BATES INC

  112 Browns Rd, San Mateo, FL 32187
• 

  

  /4

  Est $97,957 Not Listed For Sale

  115 Leisurely Ave, San Mateo, FL 32189

  115 Leisurely Ave, San Mateo, FL 32189
• 

  

  /24

  $850,000

  • Land
  • 2.5 Acres
  • $340,000 per Acre

  751 U S 17, San Mateo, FL 32187

  Strategically positioned at the high-traffic intersection of US Highway 17 and Horse Landing Road, this Commercial/R-2 property presents a compelling opportunity for developers and investors alike. With an Annual Average Daily Traffic count of approximately 12,000 vehicles, the site offers exceptional visibility and access for a wide range of commercial uses, including retail, office, or

  Chase Barnes IHEART REALTY INC

  751 U S 17, San Mateo, FL 32187
• 

  

  /10

  $82,500 Sold Apr 09, 2025

  • Land
  • 5.3 Acres
  • $15,566 per Acre

  • 14 Days On Market

  149 Palmetto Point Ln, San Mateo, FL 32187

  Gorgeous 5.3 acre property offers endless possibilities in a prime location safely situated in the high-and-dry X flood zone, meaning no flood risk! Graced with beautiful, mature trees, the land previously had two mobile homes that will need to be removed; however, utilities are on-site (well and septic). Zoned Agricultural, great for your dream site-built home, new mobile home, livestock &

  Steven Koleno BEYCOME OF FLORIDA LLC

  149 Palmetto Point Ln, San Mateo, FL 32187
• 

  /2

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  218 Breeze Way Ave, Satsuma, FL 32189

  218 Breeze Way Ave, Satsuma, FL 32189
• 

  

  /65

  $574,900

  • 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
• 

  

  /33

  $249,900 Sold Apr 07, 2025

  • 2,277 Sq Ft
  • $110/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2007

  489 State Route 100, San Mateo, FL 32187

  Very large 4/2 with den located on 3.37 acres!!!! Come enjoy this move in ready home complete with new paint, new flooring throughout and new stainless appliances. There is plenty of room to roam on this large property, room enough for all the toys. Possibilities with this one are endless. All of this beauty topped off with a brand new roof!!!!

  Brian Corcoran LANTERN REALTY, LLC.

  489 State Route 100, San Mateo, FL 32187
• 

  

  /3

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,219 Sq Ft

  160 Rivershore Dr, San Mateo, FL 32187

  160 Rivershore Dr, San Mateo, FL 32187
• 

  

  /48

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  641 E State Road 100 Unit B, San Mateo, FL 32187

  Enjoy peaceful country living on 5.58± acres of high-quality land with established grassy pastures and scattered mature oak trees—an ideal setting for horses, homesteading, or simply room to breathe with no HOA restrictions. Nestled amongst large parcels for added privacy, the property is mostly fenced with classic 3-board fencing and sits off a paved road with a freshly re-surfaced gravel shared

  Amanda Edwards Great Expectations Realty

  641 E State Road 100 Unit B, San Mateo, FL 32187
• 

  

  /82

  $800,000 Sold Apr 02, 2025

  • 3,990 Sq Ft
  • $201/SF
  • 46 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1986

  150 Divi Dr, San Mateo, FL 32187

  What a deal! Buy one get one! Fabulous Saint Johns riverfront homes. The main home is beautiful with lots of wood accented walls. Great views of the river from most of the rooms. Featuring real hardwood floors, four bedrooms, four bathrooms, metal roof and large riverfront deck. The second private home includes one bedroom, bathroom, kitchen, living room, dining area, workshop, private deck

  Fred Ehle Shelfer Properties, Inc.

  150 Divi Dr, San Mateo, FL 32187

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