29 Sleepy Hollow Dr

Off Market

29 Sleepy Hollow Dr

Plymouth MA 02360

2088 sq. ft.

24785 sq. ft.

Single-Family

Last sold for $845,000

Shawn Costa, last sold this property on 08 October 2026 after 59 days on market.

Overview

Welcome to 29 Sleepy Hollow Drive. This beautiful Colonial is nestled at the end of the street just before a quiet cul-de-sac, offering a sense of peace while keeping you incredibly close to the energy of downtown Plymouth. Whether you’re looking for a night of dining, a morning of shopping, or a stroll along the waterfront everything that makes this area so special is just moments away. Step inside and you’re greeted by a center staircase that sets a welcoming tone. To one side, a bright and spacious living room invites you to kick back and relax, while the formal dining room on the other side is ready for hosting guests. Make your way to the back of the home, where the heart of the house awaits. The well-appointed kitchen features granite countertops and a large peninsula with bar-stool seating that’s perfect for a morning coffee or a quick bite. You’ll love the view from the kitchen sink, which overlooks the peaceful backyard—a space so peaceful you might find yourself counting little lambs as you drift into a daydream. The kitchen flows seamlessly into a casual dining area and a sunken living space with high ceilings and a cozy fireplace, with lots of natural light. A convenient half bath with laundry completes the main level. Upstairs, the layout is just as thoughtful. Two generous guest bedrooms and a full guest bathroom provide plenty of space, while the expansive primary suite serves as a true retreat. With its soaring vaulted ceilings, skylight, walk-in closet, and a private bathroom featuring a dedicated shower, it’s the perfect place to unwind at the end of the day. This is a great place to call home.

Features

3 bedrooms

3 bathrooms

6 carspaces

4 open car spaces

2 garage spaces

2088 sq. ft. floor area

24785 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Plymouth over the last 12 months, the estimated median property value of 29 Sleepy Hollow Dr is $700k.

Median value

$700k

Estimated value range

$349.65k - $2.6m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Plymouth. 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 29 Sleepy Hollow Dr

2026

Sold

$845,000

08 Oct 2026 by Shawn Costa, of Compass

2008

Sold

$365,000

01 Jul 2008 by Brian Mullen, of Options 153, Mullen & Partners

2008

Sold

$365,000

01 Jul 2008 by Brian Mullen, of Options 153, Cape & Islands

Happy sellers in Plymouth

88%

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

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

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

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

In the last 12 months, 366 three-bedroom single-family properties similar to 29 Sleepy Hollow Dr, have been sold.

This represents a 9% decrease 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 Plymouth for a market analysis.

Patricia Mc Corry

at McCorry Real Estate LLC

4.9

(18 reviews)

Get a market analysis

Gail Doherty

at Keller Williams Realty Colonial Partners

(30 reviews)

Get a market analysis

Matthew Jenkins

at DREAM REALTY LLC

(10 reviews)

Get a market analysis

Michael Durkin

at Laer Realty Partners

(44 reviews)

Get a market analysis

Nearby agents

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

Patricia Mc Corry

Patricia Mc Corry is an award winning recommended agent for Plymouth. They have 5 local sales and collected 3 local reviews across the last 12 months.

4.9 (18 reviews)
3 Reviews in Plymouth
5 Sales in Plymouth

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Gail Doherty

Sellers who recommend Gail Doherty have praised them for being local expert, responsive, clear communication, honest, supportive, proactive, and patient

5 (30 reviews)
2 Reviews in Plymouth
3 Sales in Plymouth

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Matthew Jenkins

Matthew Jenkins is a recommended agent for Plymouth. They have 2 local sales and collected 1 local review across the last 12 months.

5 (10 reviews)
1 Review in Plymouth
2 Sales in Plymouth

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Michael Durkin

Sellers who recommend Michael Durkin have praised them for being local expert, reliable, responsive, friendly, clear communication, well-prepared, and trustworthy