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$1,165,000
5 Beds ⋅ 3 Baths
Built in 1898 as one of three matching Victorian residences that have become a beloved landmark along historic Caroline Street, this distinguished home offers a rare opportunity to own one of Fredericksburg's cherished Original Three Sisters. Lovingly maintained and thoughtfully updated for more than a century, its graceful proportions, original architectural details, and enduring craftsmanship have been preserved while embracing the comforts and peace of mind desired for modern living. Located in Fredericksburg's Historic Downtown District, the home places the city's best attractions just outside your door. Stroll to locally owned restaurants, boutiques, parks, galleries, and year-round community events while enjoying the charm of one of Virginia's most celebrated historic neighborhoods. Just across Caroline Street, French John's Wharf provides convenient access to the Rappahannock River for both recreation and a connection to Fredericksburg's rich history. Whether casting a line at a favorite local fishing spot, launching a kayak or paddleboard, or simply taking in the river views, this unique amenity is just steps from your front door. Looking for more River and green space accessibility, Old Mill Park is within easy reach with playgrounds, pavilions and designated river access. Inside, natural light fills spacious rooms where original hardwood floors, beautifully preserved and never refinished, showcase the craftsmanship and character that have defined this home for generations, along with timeless millwork and architectural details reflect the home's rich history. The main level offers exceptional flexibility with a bedroom and full bath, ideal for guests, multigenerational living, or a private home office with its own rear entrance. The kitchen flows easily into the home's gathering spaces, creating a comfortable setting for everyday living and entertaining alike. Upstairs, four additional bedrooms include a spacious primary suite with an updated bath featuring a walk-in shower and two closets with one being a walk-in closet. A second full bath on the hall next to the laundry room serves the remaining bedrooms. Beyond its historic character, the home has been carefully maintained with significant upgrades and mechanical updates, including a new furnace (2024), water heater (2020), and HVAC system (2018), allowing the next owner to enjoy the home's history with added confidence. Outside, the beautifully landscaped yard, fountain and brick patio create a private outdoor garden retreat, while the detached two-car garage with electricity provides a rare downtown amenity with endless possibilities for parking, storage, hobbies, a workshop, or future EV charging. Offering five bedrooms, three full baths, timeless character, and an exceptional downtown location, 1518 Caroline Street is more than a historic home—it's an opportunity to write the next chapter of one of Fredericksburg's most recognizable residences.

1518 Caroline St, Fredericksburg

Listing courtesy of Coldwell Banker Elite. Contact: 5403730100
$1,950,000
6 Beds ⋅ 4 Baths
Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat. schedule your showing today.

192 Duke Of Gloucester, Annapolis

Listing courtesy of Samson Properties. Contact: 3017555613
$1,375,000
There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. 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. 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 furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Residential MLS# MDAA2132242. Parking info is loaded in the documents section. Unit schedule: Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
$1,375,000
4 Beds ⋅ 3 Baths
There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. 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. 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 furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005