1866 Bobtail Drive

Off Market

1866 Bobtail Drive

Maitland FL 32751

1791 sq. ft.

5259 sq. ft.

Single-Family

Last sold for $350,000

Ryan Everroad, last sold this property on 21 September 2026 after 37 days on market.

Overview

Beautiful Winfield Community home in Maitland Florida will not last long. This 3 bedroom/2 bath home has so much to offer. The property recently has had a new roof put on this year in 2026, new AC unit this year in 2026, and freshly painted in 2026. The kitchen features an eat in bar top as well as a large island for plenty of use-able countertop space. The back yard is fully fenced in for privacy. The home comes with a stove, refrigerator, microwave, washer, and dryer. The garage is oversized for 2 cars with extra space for storage. The flooring is ceramic in the main living areas for easy cleaning when needed. Low HOA dues for an upscale community. Dont miss out on this home.

Features

3 bedrooms

2 bathrooms

2 carspaces

2 garage spaces

1791 sq. ft. floor area

5259 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Maitland over the last 12 months, the estimated median property value of 1866 Bobtail Drive is $500k.

Median value

$500k

Estimated value range

$236k - $1.43m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Maitland. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1866 Bobtail Drive

2026

Sold

$350,000

21 Sep 2026 by Ryan Everroad, of 407 PROPERTIES

Happy sellers in Maitland

88%

88% of sellers in Maitland reported that their sale price either exceeded or met their price expectations.

Maitland stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 5 reviews in Maitland over the last 12 months.

Local market activity for 3 bedroom single-family properties in Maitland

In the last 12 months, 106 three-bedroom single-family properties similar to 1866 Bobtail Drive, have been sold.

This represents a 4% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Maitland for a market analysis.

Angela Carney

at CORCORAN PREMIER REALTY

(66 reviews)

Get a market analysis

Lisa Gould

at KELLER WILLIAMS WINTER PARK

(208 reviews)

Get a market analysis

Gale Milgrim

at KELLER WILLIAMS WINTER PARK

(95 reviews)

Get a market analysis

Erin Tompkins

at Coldwell Banker Residential Re

(26 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Maitland

Angela Carney

Sellers who recommend Angela Carney have praised them for being local expert, responsive, reliable, clear communication, friendly, patient, and supportive

5 (66 reviews)
5 Reviews in Maitland
3 Sales in Maitland

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Lisa Gould

Sellers who recommend Lisa Gould have praised them for being local expert, clear communication, supportive, responsive, patient, reliable, and empathetic

5 (208 reviews)
2 Reviews in Maitland
6 Sales in Maitland

View profile

Gale Milgrim

Sellers who recommend Gale Milgrim have praised them for being local expert, responsive, reliable, clear communication, great negotiation, supportive, and attentive