Vintage homes for sale & real estate in Colony Hills, MD

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ABOUT THIS HOME
Vintage Home for sale in Colony Hills, MD:
One level living at its finest this rancher offers and updated kitchen with granite tops, On demand gas hot water heater and AC all new in the last year. Primary bath currently being updated, warm pellet stove for those cool winter nights

$350,000

4 beds2 baths1,323 sq ft

106 Roselawn Rd, Annapolis, MD 21403

6,400 sq ft lot • Parking • Built 1955

(410) 544-8800

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Colony Hills, 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 4 days

(703) 310-6111

ABOUT THIS HOME
Vintage Home for sale in Colony Hills, 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
Vintage Home for sale in Colony Hills, MD:
Incredible Opportunity in the Heart of Eastport! Beautifully remodeled Victorian located on the Eastport Peninsula. Features include a welcoming front porch, wood floors, and a chef’s kitchen with Viking appliances, a 6-burner stove, and vented hood. Windows and roof were replaced in 2025; roof includes new gutter guards. Energy-efficient appliances, including a gas on-demand water heater, have earned this home an Energy Star Certificate from BGE. Flexible heating and cooling options with radiator heat and five mini-split units providing a total of 48,000 BTUs for heating and cooling. Skylights feature solar shades, and the fully encapsulated crawl space enhances year-round comfort an

$1,449,000

2 beds2.5 baths2,130 sq ft

120 Chesapeake Ave, Annapolis, MD 21403

Viking appliances • Vented hood • Chef kitchen

(410) 972-4000

ABOUT THIS HOME
Vintage Home for sale in Colony Hills, MD:
Experience the Eastport Lifestyle in a Stunning Rebuilt Home Enjoy coastal living in this beautifully rebuilt Eastport residence. Completely gutted and expanded in 2023, this home combines modern luxury with timeless charm. The chef’s kitchen is a showstopper, featuring a 36-inch Bertazzoni range with gas burners and electric oven, hood, built-in refrigerator and dishwasher with cabinetry overlays, and a wine refrigerator — creating a sleek, seamless design that’s every cook’s dream. The main level offers a spacious family room and dining area with access to the rear deck and yard, perfect for entertaining. The first-floor primary suite includes a luxurious bath with

$1,075,000

3 beds3 baths2,430 sq ft

1007 Park Ave, Annapolis, MD 21403

Luxurious bath • Chef's kitchen • Spacious family room

(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 54 Cornhill St, Annapolis, MD 21401, 3 beds, 2 baths

$875,000

3 beds2 baths1,376 sq ft

54 Cornhill St, Annapolis, MD 21401

(410) 224-3600

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 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 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 26 Pleasant St, Annapolis, MD 21401, 2 beds, 1 bath

$275,000

2 beds1 bath972 sq ft

26 Pleasant St, Annapolis, MD 21401

(443) 901-2200

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 198 Clay St, Annapolis, MD 21401, 2 beds, 1.5 baths

$429,000

2 beds1.5 baths902 sq ft

198 Clay St, Annapolis, MD 21401

(443) 292-6767

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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COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Colony Hills, MD:
(MORE PHOTOS COMING SOON!) 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 inclu

$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
Vintage Home for sale in Colony Hills, 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

ABOUT THIS HOME
Vintage Home for sale in Colony Hills, MD:
Annapolis - Come and see this gorgeous Ranch style home. The updated interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, and stainless-steel appliances offers maximum versatility and functionality. Complete with open floor plan and modern finishes that will wow you the minute you walk through the door. The bathroom has been tastefully refreshed adding modern elegance to this classic home. Freshly painted, new carpet and flooring throughout. Enjoy fun times in backyard area, great for entertaining, grilling, and relaxing. Close to restaurants and shopping adding convenience to major routes,

$374,900

3 beds1 bath912 sq ft

6 Victor Pkwy, Annapolis, MD 21403

Custom kitchen • Quartz countertops • Open floor plan

(410) 729-7700

Vintage Homes for Sale in Colony Hills

There are currently 18 vintage homes for sale in Colony Hills. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Popular neighborhoods include Anchorage, Bay Ridge, Autumn Chase at Riva Trace, West Annapolis, and Admiral Heights. This map is refreshed with the newest listings in Colony Hills every 15 minutes.

Find your dream home in Colony Hills 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 Colony Hills are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Colony Hills. If you're looking to sell your home in the Colony Hills area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Colony Hills with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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