Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$375,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,267 Sq. Ft.
  • Updated 6 hours ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Saturday 4/11 11:00 AM - 1:00 PM

257 Gary Boulevard,Longwood, FL 32750

257 Gary BoulevardLongwoodFL32750

Get directions
See This Home
Save This Home
See This Home
Save This Home
Three bedrooms, two baths, a pool, and no HOA in one of Longwood's most convenient corridors. Walk in and the vaulted ceilings, skylights, and triple sliding doors do the talking. Open those doors up and the line between the family room and the screened lanai basically disappears. The wood-burning fireplace anchors the main living area with a custom indigenous stone mantle that has some real character to it. Ceramic tile runs through all the main living areas, and every bedroom has enough room to actually breathe with closet space to match. The primary suite has a walk-in closet and a remodeled en suite bath; the guest bath was redone at the same time in 2020. The kitchen was refreshed in 2021 with a new dishwasher, sink, and garbage disposal, and a new refrigerator was added in 2024. Out back, the fully fenced yard keeps the pool area private, and the covered lanai is built wide enough for a serious outdoor setup with multiple seating areas, a grill zone, and a pool bath. The pool cage is new as of March 2025 and the pump and filter housing were replaced in May 2025. Additional highlights include: new AC (2021), new water softener (September 2025), and septic tank serviced and fitted with a new cover in February 2025. Zoned for Lake Mary High and Greenwood Lakes Middle, with the YMCA and Seminole Trail walkable from your front door. Enzo's on the Lake, the Melting Pot, 4 Rivers Smokehouse, Bonefish Grill, and Wekiva Island are all within a short drive, along with everyday shopping and easy access to I-4.

Full Property Details for 257 Gary Blvd

General

  • Price: $375,000
  • Taxes: $2,973 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6397966
  • Updated: Today (4/10/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 7
  • Interior Features: Built-in Features, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Washer Hookup

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Deck, Gunite, In Ground, Lighting, Screen Enclosure
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Lighting, Private Yard, Sliding Doors
  • Deck/Patio: Covered, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener, Ground Level, Oversized

Location

  • Area: 32750 - Longwood East
  • County: Seminole
  • Development Name: 32750 - Longwood East
  • Subdivision: LONGWOOD PARK
  • Driving Directions: Head north on US-17 N, Slight left onto General Hutchison Pkwy, Use the middle lane to turn left onto N Ronald Reagan Blvd, Turn right at the 1st cross street onto Longwood Lake Mary Rd, Turn left onto Howard Blvd, Turn left at the 1st cross street onto Lake Ln, Turn right onto Gary Blvd, Destination will be on the left.
  • Direction Faces: North

School Information

  • Elementary School: Longwood Elementary
  • Middle School: Greenwood Lakes Middle
  • High School: Lake Mary High

Community

  • Community Name: 32750 - Longwood East

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Private, Street Lights

Structural Information

  • Exterior Const.: Block, Concrete
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: One
  • Square Feet: 1,267
  • Sq. Ft. Source: Public Records
  • Year Built: 1982

Lot Features

  • Property View: Pool
  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 6,867
  • Lot Size: 6867
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Fenced

Financial Considerations

  • Tax Amount: $2,973
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 17 BLK O LONGWOOD PARK PB 11 PG 9
  • Flood Zone Info: X
  • APN: 2020305010O000170
  • Property ID: 2020305010O000170
  • Block/Lot/Section: O

Listed by Homevest Realty

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 257 Gary Blvd —

  • Homevest Realty

  • Homevest Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 257 Gary Blvd

School District:Seminole County School District
NameGradesDistance
Longwood Elementary School, Longwood, FL
840 Orange Avenue, Longwood, FL 32750
K-51.7 mi
Greenwood Lakes Middle School
601 Lake Park Drive, Lake Mary, FL 32746
6-80.6 mi
Lake Mary High School
655 Longwood Lake Mary Road, Lake Mary, FL 32746
9-120.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 257 Gary Blvd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/10/2026
Listed
$375,000
25.84%
MLS
5/11/2021
Sold
$298,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 257 Gary Blvd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,947
-1%
$249,037
3%
2024
$2,973
2%
$242,018
3%
2023
$2,901
60%
$234,969
48%
2021
$1,810
-36%
$158,275
-31%
2022
$2,825
56%
$228,125
46%
2021
$1,810
2%
$156,090
3%
2018
$1,771
—
$151,967
—
2019
$1,767
-19%
$152,581
13%
2017
$2,183
140%
$134,549
59%
2016
$910
-1%
$84,454
1%
2015
$918
—
$83,867
1%
2014
$915
—
$83,201
2%
2013
$918
—
$81,971
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 257 Gary Blvd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Homevest Realty

Similar Properties near 257 Gary Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

655 Murphy Rd, Winter Springs, FL 32708 - Photo 1 Just Listed
$375,000

655 Murphy Rd  Winter Springs, FL 32708

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,540
    Sq. Ft.
Listed by Charles Rutenberg Realty Orlando
910 Parson Brown Way, Longwood, FL 32750 - Photo 1 Price Reduced
-$5,000 (-1.31%)
$378,000

910 Parson Brown Way  Longwood, FL 32750

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,407
    Sq. Ft.
Listed by Watson Realty Corp
2572 Acuna Ct, Lake Mary, FL 32746 - Photo 1 Price Reduced
-$10,000 (-2.57%)
$379,000

2572 Acuna Ct  Lake Mary, FL 32746

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,550
    Sq. Ft.
Listed by Legends Realty
641 Swallow Dr, Casselberry, FL 32707 - Photo 1
$379,000

641 Swallow Dr  Casselberry, FL 32707

  • Single Family
  • Active
  • Updated 8 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,567
    Sq. Ft.
Listed by Premier Sotheby's Intl. Realty

Just Listed near 257 Gary Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1385 San Diego Ct, Winter Springs, FL 32708 - Photo 1 Just Listed
$357,500

1385 San Diego Ct  Winter Springs, FL 32708

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,518
    Sq. Ft.
Listed by Diane Fuller (407) 923-2090
1113 Citrus Oaks Run, Winter Springs, FL 32708 - Photo 1 Just Listed
$685,000

1113 Citrus Oaks Run  Winter Springs, FL 32708

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,353
    Sq. Ft.
Listed by Re/Max 200 Realty
213 Heatherwood Ct, Winter Springs, FL 32708 - Photo 1 Just Listed
$910,000
Open House

213 Heatherwood Ct  Winter Springs, FL 32708

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,499
    Sq. Ft.
Listed by Watson Realty Corp
239 Panorama Dr, Winter Springs, FL 32708 - Photo 1 Just Listed
$350,000

239 Panorama Dr  Winter Springs, FL 32708

  • Single Family
  • Active
  • Updated 3 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,349
    Sq. Ft.
Listed by Premier Sothebys Int'l Realty

Price Reduced near 257 Gary Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2878 Willow Bay Terrace, Casselberry, FL 32707 - Photo 1 Price Reduced
-$100 (-0.02%)
$589,700

2878 Willow Bay Terrace  Casselberry, FL 32707

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,892
    Sq. Ft.
Listed by The Suzanne Muchow Team (407) 696-8000
805 Leopard Trail, Winter Springs, FL 32708 - Photo 1 Price Reduced
-$14,900 (-2.48%)
$585,000

805 Leopard Trail  Winter Springs, FL 32708

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,608
    Sq. Ft.
Listed by Miguel Anastacio (407) 487-2421
600 Northern Way, Winter Springs, FL 32708 - Photo 1 Price Reduced
-$15,000 (-6.39%)
$219,900

600 Northern Way  #204  Winter Springs, FL 32708

  • Condo
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,132
    Sq. Ft.
Listed by Barbara Mills (407) 616-2961 and Jan Strickland (407) 247-0496
354 Hound Run Pl, Casselberry, FL 32707 - Photo 1 Price Reduced
-$15,000 (-4%)
$360,000

354 Hound Run Pl  Casselberry, FL 32707

  • Single Family
  • Active
  • Updated 6 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,404
    Sq. Ft.
Listed by Re/Max Signature

Recent Sales near 257 Gary Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

646 Joyful Blossom Pl, Longwood, FL 32750 - Photo 1 Sold
$327,000

646 Joyful Blossom Pl  Longwood, FL 32750

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,404
    Sq. Ft.
Listed by Red Bird Realty Of Florida Inc
Sold by Genstone Realty
364 Howard Blvd, Longwood, FL 32750 - Photo 1 Sold
$350,000

364 Howard Blvd  Longwood, FL 32750

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,428
    Sq. Ft.
Listed by Exp Realty Llc
Sold by Agile Group Realty
681 Starstone Dr, Lake Mary, FL 32746 - Photo 1 Sold
$415,000

681 Starstone Dr  Lake Mary, FL 32746

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,100
    Sq. Ft.
Listed by Creegan Group
Sold by Bloom Home Group Realty Llc
769 Silverwood Dr, Lake Mary, FL 32746 - Photo 1 Sold
$390,000

769 Silverwood Dr  Lake Mary, FL 32746

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,275
    Sq. Ft.
Listed by Re/Max Central Realty
Sold by Re/Max Central Realty

257 Gary Boulevard, Longwood, FL 32750 (MLS# O6397966) is a Single Family property with 3 bedrooms and 2 full bathrooms. 257 Gary Boulevard is currently listed for $375,000 and was received on April 10, 2026. Want to learn more about 257 Gary Boulevard? Do you have questions about finding other Single Family real estate for sale in Longwood? You can browse all Longwood real estate or contact a Coldwell Banker agent to request more information.

Tour this property