Sherwood Forest, MD homes for sale & real estate

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3D WALKTHROUGH

ABOUT THIS HOME
Sherwood Forest, MD Homes for Sale
There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. Currently it is utilized via short term rentals per unit. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully fu

$1,375,000

4 beds3 baths2,649 sq ft

165 King George St, Annapolis, MD 21401

Built 1900

(410) 266-9005

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Sherwood Forest, MD Homes for Sale
Welcome to 1123 August Drive, an impeccably maintained Annapolis retreat offering the perfect blend of comfort, style, and Chesapeake charm. This beautifully updated home features light-filled living spaces, a modern kitchen with premium finishes, and an open floor plan ideal for everyday living and entertaining. Enter to a find a spacious living room flowing to a kitchen/dining area complete with fireplace, and an attached sunroom overlooking a woodland view. Upstairs, spacious bedrooms provide privacy and flexibility, including a serene primary suite with a walk-in closet and both a shower and soaking tub in the attached primary bath. Laundry on the bedroom level makes for easy household

$545,000

4 beds3.5 baths2,485 sq ft

1123 August Dr, Annapolis, MD 21403

Open floor plan • Finished basement • Woodland view

(410) 263-8686

ABOUT THIS HOME
Sherwood Forest, MD Homes for Sale
Stunningly Updated Historic District Charmer! Nestled near the top of iconic Cornhill Street—just steps from State Circle and the boutiques and restaurants of Maryland Avenue—this beautifully restored brick end-unit blends timeless Annapolis character with modern luxury. Step inside to an inviting open floor plan filled with natural light and accented by gleaming heart pine floors. The highlight of the main level is the completely renovated gourmet kitchen, featuring quartz countertops, stainless steel appliances, custom cabinetry, and designer finishes—a perfect blend of elegance and functionality. The flexible living/dining space offers built-ins, a wood-burning fireplac

$875,000

3 beds2 baths1,376 sq ft

54 Cornhill St, Annapolis, MD 21401

Built 1800 • Listed 6 days

(410) 224-3600

OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Sherwood Forest, MD Homes for Sale
BUYERS LOAN FELL THROUGH. BACK ON MARKET. Discover this enchanting 2 BR, 3 level Gingerbread Cottage in the heart of popular Homewood! A rare Sears 1929 kit home, it has been lovingly restored to showcase its historic charm, featuring original hardwood floors throughout, plaster walls, curved archways and a wonderfully preserved eat-in Kitchen complete with banquet booth. The main level offers an inviting flow: a separate Family Room with built-ins and rear entrance, a Living Room with refurbished gas fireplace and a formal Dining Room that leads into the cozy, character filled Kitchen equipped with 5 burner stove and double oven. All great entertaining spaces! Storage is exceptional, with

$675,000

2 beds1.5 baths1,540 sq ft

219 Glen Ave, Annapolis, MD 21401

Plaster walls • Curved archways • Banquet booth

(410) 263-8686

ABOUT THIS HOME
Sherwood Forest, MD Homes for Sale
This Murray Hill masterpiece is a 5-bedroom, 4 bathroom home that was originally built in 1913 and underwent a complete custom renovation a few years ago. Situated on a double lot on one of the most desirable streets in Annapolis. It blends formal sophistication with modern luxuries including an elevator! Offering rare private driveway, a two-car garage with separate storage room. Featuring over 7,000 sq ft, state-of-the-art custom kitchen with two dishwashers, first and second floor laundry rooms, electric window blinds, screened-in-porch, a fully fenced yard, irrigation system, mature landscaping, two fireplaces, high ceilings, crown and dental molding, custom cabinetry throughout, two zo

$3,750,000

5 beds3.5 baths6,789 sq ft

39 Southgate Ave, Annapolis, MD 21401

Private driveway • Two car garage • 0.28 acre lot

(410) 280-5600

Property at 3 Chester Ave, Annapolis, MD 21403, 3 beds, 3 baths

$1,730,000

3 beds3 baths2,815 sq ft

3 Chester Ave, Annapolis, MD 21403

(410) 972-4000

Property at 200 Chesapeake Ave, Annapolis, MD 21403, 2 beds, 1.5 baths

$1,099,000

2 beds1.5 baths2,942 sq ft

200 Chesapeake Ave, Annapolis, MD 21403

(703) 310-6111

Property at 1007 Park Ave, Annapolis, MD 21403, 3 beds, 3 baths

$1,075,000

3 beds3 baths2,430 sq ft

1007 Park Ave, Annapolis, MD 21403

(410) 972-4000

Property at 120 Chesapeake Ave, Annapolis, MD 21403, 2 beds, 2.5 baths

$1,449,000

2 beds2.5 baths2,130 sq ft

120 Chesapeake Ave, Annapolis, MD 21403

(410) 972-4000

Property at 212 Duke Of Gloucester St, Annapolis, MD 21401

$599,900

0 beds— baths2,300 sq ft

212 Duke Of Gloucester St, Annapolis, MD 21401

(443) 573-9200

Property at 215 Chester Ave, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,895,000

4 beds3.5 baths3,421 sq ft

215 Chester Ave, Annapolis, MD 21403

(410) 263-8686

Property at 34 Lafayette Ave, Annapolis, MD 21401, 3 beds, 1 bath

$599,900

3 beds1 bath2,280 sq ft

34 Lafayette Ave, Annapolis, MD 21401

(410) 547-1116

Property at 2 Southgate Ave #10, Annapolis, MD 21401, 3 beds, 2.5 baths

$1,975,000

3 beds2.5 baths3,884 sq ft

2 Southgate Ave #10, Annapolis, MD 21401

(410) 280-5600

Property at 48 Murray Ave, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,595,000

4 beds3.5 baths2,580 sq ft

48 Murray Ave, Annapolis, MD 21401

(202) 386-6330

Property at 320 Chester Ave, Annapolis, MD 21403, 2 beds, 2 baths

$779,000

2 beds2 baths1,176 sq ft

320 Chester Ave, Annapolis, MD 21403

(410) 224-4999

Property at 111 Clay St, Annapolis, MD 21401, 3 beds, 1.5 baths

$525,000

3 beds1.5 baths1,568 sq ft

111 Clay St, Annapolis, MD 21401

(855) 450-0442

Property at 192 Clay St, Annapolis, MD 21401, 2 beds, 1.5 baths

$299,900

2 beds1.5 baths1,244 sq ft

192 Clay St, Annapolis, MD 21401

(410) 260-2800

Property at 1 Tucker St, Annapolis, MD 21401, 3 beds, 2.5 baths

$1,145,000

3 beds2.5 baths1,869 sq ft

1 Tucker St, Annapolis, MD 21401

(301) 921-4500

Property at 411 Ridgely Ave, Annapolis, MD 21401, 4 beds, 4.5 baths

$3,950,000

4 beds4.5 baths5,950 sq ft

411 Ridgely Ave, Annapolis, MD 21401

(410) 280-5600

Property at 513 Horn Point Dr, Annapolis, MD 21403, 4 beds, 3 baths

$3,500,000

4 beds3 baths3,186 sq ft

513 Horn Point Dr, Annapolis, MD 21403

(410) 263-8686

Property at 66 Franklin St #101, Annapolis, MD 21401, 2 beds, 2 baths

$699,000

2 beds2 baths1,296 sq ft

66 Franklin St #101, Annapolis, MD 21401

(410) 263-8686

Property at 289 State St #4, Annapolis, MD 21403, 2 beds, 2.5 baths

$3,975,000

2 beds2.5 baths1,938 sq ft

289 State St #4, Annapolis, MD 21403

(410) 260-2800

Property at 51 Franklin St, Annapolis, MD 21401, 2 beds, 2.5 baths

$1,749,900

2 beds2.5 baths2,269 sq ft

51 Franklin St, Annapolis, MD 21401

(410) 263-8686

Property at 1004 Primrose Rd #203, Annapolis, MD 21403, 2 beds, 2 baths

$298,500

2 beds2 baths1,020 sq ft

1004 Primrose Rd #203, Annapolis, MD 21403

(866) 987-3937

Property at 285 West St #15, Annapolis, MD 21401, 4 beds, 4.5 baths

$1,595,000

4 beds4.5 baths2,720 sq ft

285 West St #15, Annapolis, MD 21401

(410) 280-5600

Property at 5 Park Pl #428, Annapolis, MD 21401, 3 beds, 2.5 baths

$925,000

3 beds2.5 baths1,822 sq ft

5 Park Pl #428, Annapolis, MD 21401

(410) 429-7425

Property at 312 Severn Ave Unit W 401, Annapolis, MD 21403, 1 bed, 1 bath

$515,000

1 bed1 bath660 sq ft

312 Severn Ave Unit W 401, Annapolis, MD 21403

(410) 263-8686

Property at 287 State St #3, Annapolis, MD 21403, 3 beds, 4.5 baths

$7,950,000

3 beds4.5 baths4,702 sq ft

287 State St #3, Annapolis, MD 21403

(410) 280-5600

Property at 139 Spa Dr, Annapolis, MD 21403, 4 beds, 4.5 baths

$2,850,000

4 beds4.5 baths4,628 sq ft

139 Spa Dr, Annapolis, MD 21403

(410) 505-9700

Property at 5 Park Pl #217, Annapolis, MD 21401, 2 beds, 2 baths

$679,900

2 beds2 baths1,343 sq ft

5 Park Pl #217, Annapolis, MD 21401

(302) 360-0300

Property at 41 Cornhill St, Annapolis, MD 21401, 4 beds, 2.5 baths

$2,100,000

4 beds2.5 baths4,404 sq ft

41 Cornhill St, Annapolis, MD 21401

(301) 661-5222

Property at 1207 Mcguckian St, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,395,000

4 beds3.5 baths3,150 sq ft

1207 Mcguckian St, Annapolis, MD 21401

(888) 860-7369

Property at 179 Green St, Annapolis, MD 21401, 2 beds, 1.5 baths

$1,175,000

2 beds1.5 baths1,656 sq ft

179 Green St, Annapolis, MD 21401

(410) 263-3400

Property at 5 Park Pl #602, Annapolis, MD 21401, 2 beds, 2 baths

$675,000

2 beds2 baths1,213 sq ft

5 Park Pl #602, Annapolis, MD 21401

(410) 263-3400

Property at 9 Shipwright St, Annapolis, MD 21401, 3 beds, 2.5 baths

$3,495,000

3 beds2.5 baths2,621 sq ft

9 Shipwright St, Annapolis, MD 21401

(410) 280-5600

Property at 66 Franklin St #509, Annapolis, MD 21401, 3 beds, 3.5 baths

$1,850,000

3 beds3.5 baths2,477 sq ft

66 Franklin St #509, Annapolis, MD 21401

(410) 266-0600

Property at 5 Park Pl #107, Annapolis, MD 21401, 2 beds, 2 baths

$625,000

2 beds2 baths1,272 sq ft

5 Park Pl #107, Annapolis, MD 21401

Property at 5 Park Pl #314, Annapolis, MD 21401, 2 beds, 2 baths

$554,000

2 beds2 baths1,056 sq ft

5 Park Pl #314, Annapolis, MD 21401

(410) 224-3600

Property at 5 Park Pl #431, Annapolis, MD 21401, 1 bed, 1 bath

$489,900

1 bed1 bath839 sq ft

5 Park Pl #431, Annapolis, MD 21401

(410) 224-3600

Property at 5 Park Pl #626, Annapolis, MD 21401, 2 beds, 2 baths

$699,000

2 beds2 baths1,314 sq ft

5 Park Pl #626, Annapolis, MD 21401

(410) 263-3400

Property at 5 Park Pl #722, Annapolis, MD 21401, 2 beds, 2 baths

$799,000

2 beds2 baths1,285 sq ft

5 Park Pl #722, Annapolis, MD 21401

(410) 280-5600

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