Your Eastern Shore paradise awaits! This awesomely updated, meticulously maintained, classic colonial-style home is like a breath of fresh air. Located on a full 2 acre parcel, in the heart of the sought after Deep Harbour Farm community, custom features include a lovely private backyard oasis, designed around an 18x32 inground salt-water pool, and surrounded by all new, high-quality fencing, mature landscaping and hardscaped patio with built in fire/grilling pit. Built in 2005, this home boasts an open floor plan and flow that welcomes you the moment you step inside. Rich hardwood floors add an elegant touch to the interior living spaces, which have all been freshly painted throughout. The kitchen includes a combination of warm wood cabinetry, granite countertops, and stylish modern appliances, creating a culinary haven for both everyday meals and entertaining. Adjacent to the kitchen, enjoy a spacious, sunlit dining area overlooking the pool and patio. Two additional living room areas complete the setting for endless year-round indoor/outdoor activities and gatherings. A convenient laundry/mudroom includes a large capacity, front-load, Maytag washer & Dryer w/pedestals and added built-in cabinets for extra kitchen storage, pool towels and more! A brand new 600 sq ft (pet friendly) family room is a huge bonus! Designed with low-maintenance wood look ceramic plank tile flooring, high ceilings, sun drenched windows, French doors and electric fireplace, this can easily provide the ideal space for a home studio, or be furnished as a traditional gathering place for holidays and special celebrations providing direct access to a lush grass-filled, fenced yard area that leads to the side entrance to a custom designed oversized detached 24'x48' insulated garage with separate 200-amp electric service for recreational hobbies and/or storage needs. On the second floor of the home, discover a spacious primary suite, featuring two large walk-in closets and en-suite bath with plenty of natural light, a brand new double sink vanity and fixtures; tons of personal storage space, an oversized soaking tub, and a separate shower. Two additional bedrooms also include walk-in closets, and for those seeking versatility in their space, there is a bonus/play/gaming room with a separate area for study/small home office space. All interior spaces include new blinds and window treatments throughout. If you're dreaming of a waterfront lifestyle without the waterfront price...look no further. The Deep Harbour Farm waterfront community includes a multi-slip boat dock for exclusive use by residents (slips subject to availability each year) and kayak/SUP launch and storage racks. Additional highlights of this property include solar panels which keep electric costs at a minimum. All new dual Air-Conditioning units; fully encapsulated crawl space; expansive attic space; charming covered front porch; brand-new separate 10x20 Amish-built garden shed just to name a few! Dont miss out on this rare opportunity to settle into a prime coastal community and the unique lifestyle of the Eastern Shore, where history and modern amenities truly come together. Conveniently located a short distance from the Village of St. Michaels, within minutes of marinas and public boat ramps offering access to the Chesapeake Bay and the surrounding tributaries where you can enjoy miles of open bike trails, deep water fishing, crabbing and all that life on the Bay has to offer. --
- MLS# MDTA2012208
- Date Listed10/25/2025
- Days on Realty 288 Days
- Bedrooms 3
- Bathrooms 2 Full baths, 1 Half baths
- Lot Size 2.01 acres (87,556 sq. ft)
- Subdivision DEEP HARBOUR FARM
- County TALBOT
- Year Built 2005
- Square Feet 2,840 sq. ft
- Price Per Sq. Ft $263.73
Interior Features
- Cooling Central A/C
- Heating Heat Pump(s)
Exterior / Lot Features
- Roof -
- Lot Size Acres 2.01
- Lot Size SQFT 87,556.00
- Lot Features -
Financial Considerations
- Tax Amount $3,506
- Terms Cash, Conventional, FHA, VA Loan
Schools near 21665
Explore the local neighborhood highlights and top-rated schools near 21665 in Sherwood, MD.
Nearby Schools
Source: School Digger
Sales & Tax History
Source: Public Records
Local Neighborhood Highlights for 21665
Discover key demographics, population statistics, and environmental insights for the Sherwood, MD area.
Population & Environment
Source: Sperling's Best Places
4/100
Car-Dependent
Walk Score ®
0/100
Minimal Transit
Transit Score ®
26/100
Bikable
Bike Score ®
Overview
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 2/100, Transit Score: 0/100, Bike Score: 25/100.
Property Change History
View Changes
Previous Description:
Updated Description:
View Changes
Previous Description:
Updated Description:
Points of Interest near 6660 REESES PRIDE RD,SHERWOOD,MD,21665,TALBOT, SHERWOOD, MD 21665
Frequently Asked Questions for 6660 REESES PRIDE RD,SHERWOOD,MD,21665,TALBOT
Source: Realty.com
6660 REESES PRIDE RD,SHERWOOD,MD,21665,TALBOT, SHERWOOD, MD 21665 in DEEP HARBOUR FARM, SHERWOOD, MD 21665 is a single family listed at $749,000. Highlights include 3 bedrooms, 3 bathrooms, 2,840 sq. ft., built in 2005, 2.01 acre lot, $264 per sq. ft.. Realty.com has 72 photos, sales history, school insights, and mo...
Realty.com has 72 photos of 6660 REESES PRIDE RD,SHERWOOD,MD,21665,TALBOT.
Our records indicate that 6660 REESES PRIDE RD,SHERWOOD,MD,21665,TALBOT was built in 2005.
The full address for this home is 6660 REESES PRIDE RD,SHERWOOD,MD,21665,TALBOT, SHERWOOD, MD 21665.
6660 REESES PRIDE RD,SHERWOOD,MD,21665,TALBOT has been listed on Realty.com since Sat October 25, 2025
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 2/100, Transit Score: 0/100, Bike Score: 25/100.
There are 3 schools assigned to this home. Check out the schools near 6660 REESES PRIDE RD,SHERWOOD,MD,21665,TALBOT. Tilghman Elementary School (Grades: PK - 5), St. Michaels Middle/high School (Grades: 6 - 12), Easton High School (Grades: 9 - 12)
Listing provided courtesy of:
Meredith Fine Properties
(tel: 410-714-9166)
Listing agent:
John Mcglannan
(tel: 410-714-9166)
(#134790)
This content last refreshed on 2026-08-09 15:04:16. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.