Last Sold Price
4 beds2,031 sqft$320/sqft
305 Gilbert Rd, Winter Park, FL 32792

Description

Nestled in the highly sought-after neighborhood of WINTER PARK PINES, you'll find this beautifully maintained and UPDATED 4-bedroom, 2-bath home. This 2031 sq ft residence has a thoughtful layout with three spacious and flexible living spaces for dining, entertaining and family time. A dedicated office space provides ample space for both relaxation and productivity. You'll appreciate the peace of mind with a BRAND-NEW ROOF installed in June 2024. Crown molding adds a touch of sophistication, enhancing...Nestled in the highly sought-after neighborhood of WINTER PARK PINES, you'll find this beautifully maintained and UPDATED 4-bedroom, 2-bath home. This 2031 sq ft residence has a thoughtful layout with three spacious and flexible living spaces for dining, entertaining and family time. A dedicated office space provides ample space for both relaxation and productivity. You'll appreciate the peace of mind with a BRAND-NEW ROOF installed in June 2024. Crown molding adds a touch of sophistication, enhancing the charm of the interior spaces. Step into the heart of the home where a newly remodeled kitchen awaits, featuring granite countertops and ample, sleek bottom cabinetry in warm tones, complemented by cream-toned upper wood cabinets equipped with three lazy susans, pull-outs, and plenty of pantry storage. Enjoy family meals at the breakfast bar or in the adjacent dining room, ideal for both cozy dinners and entertaining larger groups

With four bedrooms, there's ample space for everyone to spread out! Retreat to your primary bedroom suite for comfort and privacy which features a modern and stylish en suite bath. All around the house, tile and luxury vinyl flooring boost style while making upkeep a breeze. This property includes a practical two-car garage and opens up to a delightful backyard with a patio, offering plenty of space for outdoor activities and entertaining. The generous yard also provides room for a pool, perfect for creating your own private retreat. Located in Winter Park Pines, known for its tranquil atmosphere and proximity to excellent schools, Park Avenue, shopping, restaurants, Cady Way Park and Trail, and numerous other parks and churches this home offers a blend of comfort, convenience, and modern elegance. Don't miss the opportunity to make this meticulously updated residence your own. Schedule your showing today and envision the possibilities of calling this house your new home.
LISTING CLOSED: 09/04/2024 12:00 AM

  1. Listed by Jeanne McKnight • Brokerage DRE #1064576 • LPT REALTY
    P: (407) 319-3751 C: (407) 319-3751 jeannecmcknight@gmail.com

Property Details for 305 Gilbert Road

Status
MLS #
O6218798
Days on Market
20
Taxes
$2,292 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family Residence
Year Built
1964
Lot Size
0.20 AC / 8,881 SF
Architectural Style
Florida
Subdivision Name
WINTER PARK PINES
Township
22
Garage Spaces
2
Waterfront
No

Recent comparable sales

Median sold price

$660,000

Avg days on market

19

Sale-to-list ratio

97.7%

Winter Park, FL

9 comparable properties found

a front view of a house with a garden and trees
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1

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Bedrooms
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Square Feet
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$620,000 | 326 South Ranger Boulevard, Winter Park, FL 32792
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Square Feet
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Bedrooms
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Square Feet
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Acres
a front view of a house with a yard and green space
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Sold 11/17/25

4
Bedrooms
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Square Feet
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Acres
front view of a house with a yard
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8

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Sold 04/16/26

4
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Acres
front view of a house with a yard
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9

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Sold 04/17/25

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Location

Add your commute

Building Information for 305 Gilbert Road

Stories-Year Built1964Building Size-Lot Size0.20 AC / 8,881 SF

Payment Calculator

$3,495 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,304

Property Taxes

$191

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 305 Gilbert Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2608.0
  • Building Area Units: Square Feet
  • Community Features: Playground, Pool, Sidewalks, Tennis Court(s)
  • Direction Faces: East
  • Directions: Highway 436 to Aloma Avenue west. Turn left onto N Ranger Boulevard. Right onto Will O the Green Street. Left onto Gilbert Street. House is on the corner on right.
  • Elementary School: Brookshire Elem
  • Middle Or Junior School: Glenridge Middle
  • High School: Winter Park High
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 305
  • Street Name: GILBERT
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER PARK
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Driveway, Off Street, Workshop in Garage
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Pet Restrictions: Buyer is to verify pet restrictions with the City of Winter Park and Orange County
  • Tax Block: E
  • Tax Book Number: Z-55
  • Tax Legal Description: WINTER PARK PINES UNIT FOUR Z/55 LOT 12BLK E
  • Tax Lot: 12
  • Tax Year: 2023
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Corner Lot, City Lot, Landscaped, Level, Sidewalk
  • Parcel Number: 092230942705120
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1A
  • Living Area: 2031
Property and Assessments
  • Year Built Numeric: 1964
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0255F
  • Homestead: Yes
  • New Construction: No
  • Property Attached: No
  • Public Survey Range: 30
  • Public Survey Section: 09
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Available, Public, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block
  • Exterior Features: Lighting, Private Mailbox, Rain Gutters, Sidewalk, Storage
  • Fencing: Fenced, Vinyl, Wood
  • Foundation Details: Slab
  • Levels: One
  • Other Structures: Shed(s)
  • Patio And Porch Features: Covered, Front Porch, Patio
  • Pool Private: No
  • Pool: Community
  • Pool Private: Yes
  • Roof: Shingle
  • Spa: No
  • Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Additional Rooms: Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate
  • Appliances: Cooktop, Dishwasher, Disposal, Electric Water Heater
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Luxury Vinyl, Tile
  • Heating: Central
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat
  • Laundry Features: In Garage
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 10.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Pets Allowed: Cats OK, Dogs OK

Property History for 305 Gilbert Road

DateEvent & SourcePriceAppreciation
Sep 4, 2024

Sold

MFRMLS #O6218798

$685,000
Sep 4, 2024

Sold

MFRMLS #O6218798

$650,000
Sep 3, 2024

Sold (Public Record)

Public Record #1540151825

$650,000
DateEvent & SourcePrice
09/04/2024

Sold

MFRMLS #O6218798

$685,000
09/04/2024

Sold

MFRMLS #O6218798

$650,000
09/03/2024

Sold (Public Record)

Public Record #1540151825

$650,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 305 Gilbert Road

Taxable ValueLand$270,000Additions$268,430Total$538,430
Tax Record2024$2,465 ($205 / month)
Home Facts
Beds4Total Finished SqFt2,031 SqFtAbove Grade Finished SqFt2,031 SqFtStories1Lot Size8,881 SqFtStyleSingle Family ResidenceYear Built1964Year Renovated1984ZoningR-1ACountyORANGEAPN09-22-30-9427-05-120

Schools near 305 Gilbert Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 6 to 8
Charter - 9 to 12
Rating
School
Distance
Brookshire Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Glenridge Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of LPT REALTY, Jeanne McKnight

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 04/08/2026 09:40 AM