23961 Lynnewood Dr

Off Market

23961 Lynnewood Dr

Talbot County MD 21663

4035 sq. ft.

232610 sq. ft.

Single-Family

Last sold for $2,975,000

Barbara Watkins, last sold this property on 03 September 2026 after 289 days on market.

Overview

Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining options. There is a gorgeous gourmet kitchen complete with quartz counters, stainless steel appliances and walk in pantry, seamlessly flowing into a spacious family room with a timeless double sided brick fireplace and built-in bookcase. An architecturally stunning screened octagonal porch—perfect for relaxing or entertaining. A brick-floored sunroom with gas fireplace and pool bath leads to an expansive patio overlooking the waterside pool, framed by a rock waterfall, and custom gazebo. The luxurious primary suite features cathedral ceilings, French doors leading to the sunroom and a spa-inspired bath with walk in tile shower and soaking tub. Two additional en-suite bedrooms, a large den with custom built-ins perfect for library or additional bedroom, and a spacious butler’s pantry with granite counters, extra refrigerator, stainless sink and additional cabinetry. A separate study and conditioned workshop offer versatile space. Set on five beautifully landscaped acres with southern exposure, the property boasts 370+/- feet of protected shoreline and a 350-foot private pier with 6 feet of deep water. Boating enthusiasts will appreciate the 15,000-lb and 8,000-lb lifts, two additional slips, and a floating dock. A gated 30' x 40' flower/vegetable garden with raised beds, an oversized 2-car garage and large garden shed complete this beautiful home. Septic is for 3 BR but office could be BR #4.

Features

4 bedrooms

4 bathrooms

8 carspaces

2 garage spaces

4035 sq. ft. floor area

232610 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Talbot County over the last 12 months, the estimated median property value of 23961 Lynnewood Dr is $1.4m.

Median value

$1.4m

Estimated value range

$600k - $3.2m

Median days on market

Estimated value trend

35%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Talbot County. 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 23961 Lynnewood Dr

2026

Sold

$2,975,000

03 Sep 2026 by Barbara Watkins, of Benson & Mangold, LLC

2019

Sold

$1,855,000

15 Nov 2019 by Chuck Mangold, of Benson & Mangold, LLC

Happy sellers in Talbot County

90%

90% of sellers in Talbot County reported that their sale price either exceeded or met their price expectations.

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

This is based on voluntary sentiment collected from 4 reviews in Talbot County over the last 12 months.

Local market activity for 4 bedroom single-family properties in Talbot County

In the last 12 months, 20 four-bedroom single-family properties similar to 23961 Lynnewood Dr, have been sold.

This represents a 16% decrease in four-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 Talbot County for a market analysis.

Cornelia C Heckenbach

at Cornelia C Heckenbach - St Michaels Real Estate

(98 reviews)

Get a market analysis

Tiffany Cloud

at Meredith Fine Properties

(4 reviews)

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Tammy Studebaker

(1 review)

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Stacie Luhrman

at Benson & Mangold, LLC

(10 reviews)

Get a market analysis

Nearby agents

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

Cornelia C Heckenbach

Sellers who recommend Cornelia C Heckenbach have praised them for being local expert, reliable, responsive, supportive, clear communication, well-prepared, and honest