Homes with Basements for Sale in Sherwood Forest, MD

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COMING SOON3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
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 SAT, 1PM TO 3PMVIDEO TOUR

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
Outstanding location and “Cape Cod” charm await at 309 N. Woodlawn Avenue in the highly sought out community of Homewood. If walkability to all downtown Annapolis is what you seek, this is the house for you! Located just a few steps from the USNA stadium, walking paths and parks & playing fields! This home features a large, fenced back yard complete with paver patio and mature trees…perfect for BBQs and cozy fire pit evenings! On the main level you will find hardwood floors throughout, and sunlit beautiful living room including a wood burning fireplace! The kitchen offers white cabinets, granite countertops, and plenty of table space including built-in bench with st

$650,000

4 beds2 baths1,653 sq ft

309 N Woodlawn Ave N, Annapolis, MD 21401

8,210 sq ft lot • Built 1951

(410) 263-3400

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
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

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
Step into the heart of Eastport, where charm and convenience meet in this beautifully renovated Cape Cod. Just a short stroll from the water’s edge and downtown Annapolis, this home embodies the Eastport lifestyle — vibrant, nautical, and effortlessly welcoming. From the moment you enter, natural light pours through every window, illuminating three levels of thoughtfully designed living space. Classic details — arched doorways, hardwood floors, custom built-ins, and rich millwork — blend seamlessly with modern updates, creating a home that feels both timeless and fresh. The inviting floor plan offers room for every occasion. A serene primary suite with its own firepl

$1,730,000

3 beds3 baths2,815 sq ft

3 Chester Ave, Annapolis, MD 21403

Renovated cape cod • Natural light • Arched doorways

(410) 972-4000

COMING SOON

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
This is a must see! It is really two dwelling attached in one in Eastport Peninsula, Original Dwelling was a Church and was converted to 2 bedroom and 1.5 bathroom with open floor plan on the main level! 2nd dwelling in the rear is a cozy cottage with a bedroom and loft & kitchenet! Great for renting income!

$1,099,000

2 beds1.5 baths2,942 sq ft

200 Chesapeake Ave, Annapolis, MD 21403

3,360 sq ft lot • Built 1930 • Listed 8 days

(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 30 Gentry Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$349,000

3 beds2.5 baths1,460 sq ft

30 Gentry Ct, Annapolis, MD 21403

(410) 263-8686

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 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 Duke Of Gloucester, Annapolis, MD 21401, 6 beds, 4 baths

$2,100,000

6 beds4 baths3,415 sq ft

192 Duke Of Gloucester, Annapolis, MD 21401

(410) 263-8686

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 32 East St, Annapolis, MD 21401, 3 beds, 2.5 baths

$1,200,000

3 beds2.5 baths2,100 sq ft

32 East St, Annapolis, MD 21401

(410) 263-8686

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 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 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 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 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

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OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
Welcome to 52 Primrose Hill Lane - the original model home in Craftmark’s Primrose Hill community, where timeless design meets modern, low-maintenance living in the heart of Annapolis. Thoughtfully designed with style and sustainability in mind, this home offers nearly 4,000 sq ft of refined living space that allows you to spend more time doing what you love - on the water, at your beach house, or on the golf course. Inside, open and airy living spaces flow seamlessly from a gourmet kitchen with quartz counters and an oversized island to light-filled dining and lounging areas. The layout blends sophistication with practicality — offering two en-suites ideal for guests or multige

$949,000

5 beds4.5 baths3,978 sq ft

52 Primrose Hill Ln, Annapolis, MD 21403

Walking trail • Gourmet kitchen • Private patio

(443) 292-6767

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
A brand-new home for the brand-new you. You’ve worked hard to get here—now you deserve a home that reflects it. With Whitehall Building & Company, your dream home becomes reality through a flexible design/build process, a guaranteed delivery date, and a fixed-price contract. This exceptional to-be-built waterfront residence in coveted Parkwood offers the perfect blend of Eastport living with the privacy and serenity you’ve been searching for. The thoughtfully designed floor plan features a gourmet kitchen with quartz countertops, 42" custom cabinetry, exposed beams, 10’ main-level ceilings, and wide-plank luxury vinyl flooring. A main-level primary suite p

$2,950,000

5 beds4.5 baths4,116 sq ft

703 Glendon Ave, Annapolis, MD 21403

Custom cabinetry • One-level living • Gourmet kitchen

(888) 860-7369

VIDEO TOUR

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
Tucked back from the road and surrounded by trees, this contemporary waterfront home offers privacy and a serene connection to nature. Unique original details have been thoughtfully preserved while the interior has been completely renovated for modern living. From the moment you enter, walls of glass draw your eye through the home to the expansive deck that stretches nearly the full length of the house, showcasing tranquil views of Weems Creek through the trees. The open floor plan features a living room with an electric fireplace providing supplemental heat, a beautifully remodeled gourmet kitchen with bar, a dining area, and a conveniently placed mudroom, pantry, and powder room. Upstairs

$1,425,000

4 beds3.5 baths2,382 sq ft

173 Williams Dr, Annapolis, MD 21401

0.92 acre lot • 6 parking spots • Built 1957

(410) 280-5600

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
Welcome to 1979 Baltimore Annapolis Blvd — where original charm meets opportunity. Set along one of the Severn River’s most desirable stretches with unobstructed views of the U. S. Naval Academy, this distinctive residence offers 5,522 finished square feet across three levels—seamlessly blending timeless character with a 2015 expansion and thoughtful modern updates. Enjoy a front-row seat to the annual Blue Angels air show right from your own waterfront! The property’s deep-water pier and bulkhead, constructed in 2003, feature a 40,000-lb lift, a 15,000-lb lift, and two 1,500-lb jet ski lifts, accommodating multiple vessels with ease. With 10 feet of water depth and

$3,200,000

5 beds2 baths5,522 sq ft

1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

0.84 acre lot • 3 garage spots • Built 1940

(240) 383-1350

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
Welcome to 228 Dubois Road in Annapolis Maryland * * Updated Cape Cod on . 81 Acres in Annapolis! Private Yard and Private Street * * Every Level of this Home has been Updated * * Main Level has Living Room & Kitchen * * Also on Main Level are Two Bedrooms and a Full Bath * * Sunroom on Side of Main Level * * Upper Level has Private Main Bedroom w/ Full Bath * * There is a Smaller Room off of the Primary Bedroom that could be used to a Office/Den/Nursery * * Lower Level has Family Room, Laundry, Full Bath and Another Bedroom * * Large Spacious Yard has been Professional Landscaped * * Roof and Gutters are 2024 * * HVAC is 2025 * * Close to ALL Annapolis has to Offer al

$675,000

4 beds3 baths2,900 sq ft

228 Dubois Rd, Annapolis, MD 21401

0.81 acre lot • 4 parking spots • Built 1950

(410) 260-2800

ABOUT THIS HOME
Home with Basement for sale in Sherwood Forest, MD:
Price Reduction to under $550K!! Open House Saturday 10/26/25 12-2 pm. Perfect single family home in Annapolis. Nicely renovated single family contemporary in sought after Stonecreek (The Landings). 4 bedrooms, 2.5 bath. Stainless appliances and granite in the sunny kitchen. Minutes to downtown Annapolis, shops, parks, dining. Remodeled kitchen and all bathrooms. New HVAC, brand new architectural shingle roof. This home is move in ready! Properties rarely come up in this sidewalk neighborhood with community pool and tennis courts. Open House Sunday 9/21 12-2 pm

$549,000

4 beds3 baths1,920 sq ft

1411 Stonecreek Rd, Annapolis, MD 21403

Community pool • New hvac • Tennis courts

(410) 263-3400

Property at 13 Elliott Rd, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,175,000

4 beds3.5 baths3,292 sq ft

13 Elliott Rd, Annapolis, MD 21403

(888) 860-7369

Homes with Basements for Sale in Sherwood Forest

There are currently 19 homes with basements for sale in Sherwood Forest at a median listing price of $527K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Sherwood Forest stay on the market for 156 days. Popular neighborhoods include Downtown Height District, West Annapolis, Greenbriar Gardens, Admiral Heights, and Wardour. This map is refreshed with the newest listings in Sherwood Forest every 15 minutes.

Find your dream home in Sherwood Forest using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Sherwood Forest are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Sherwood Forest. Our Sherwood Forest real estate stats and trends will give you more information about home buying and selling trends in Sherwood Forest. If you're looking to sell your home in the Sherwood Forest area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Sherwood Forest with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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