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This 4-bedroom, 2.5-bath detached Colonial in Hillsmere Estates offers a spacious three-level layout with an eat-in kitchen, family room, sunroom, fenced backyard, and pa...
- 4 Beds
- 3 Baths
- MDAA2152396 MLS
Come and discover the charm of this beautifully renovated ranch-style home in Hillsmere Estates, where modern comfort meets serene living. Step in to this warm and inviti...
- 4 Beds
- 3 Baths
- MDAA2156556 MLS
Welcome to 293 Cedar Lane, a classic 1963 ranch on a private .27 acre lot in the water privileged community of Hillsmere Estates, steps from Quiet Waters Park and minutes...
- 3 Beds
- 1 Baths
- MDAA2154980 MLS
Welcome to Hillsmere Shores, one of Annapolis' premier waterfront communities, where coastal living meets convenience and an active lifestyle. This beautifully maintained...
- 3 Beds
- 3 Baths
- MDAA2154406 MLS
Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly ...
- 4 Beds
- 3 Baths
- MDAA2153934 MLS
Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis...
- 4 Beds
- 2 Baths
- MDAA2146848 MLS
** Rare Mid-Century Modern Waterfront Sanctuary on Bay View Drive ** Welcome to 129 E Bay View Drive, an authentic 1954 mid-century modern masterpiece offering a rare com...
- 3 Beds
- 3 Baths
- MDAA2149802 MLS
Welcome to 124 E Bay View Drive, beautifully remodeled and ideally located in Hillsmere Shores, one of Annapolis’ most beloved water-oriented communities. Set along pictu...
- 4 Beds
- 3 Baths
- MDAA2146462 MLS
Some neighborhoods give you an address. Hillsmere gives you a way of life. At 104 Groh Lane, you’ll find a beautifully updated four-bedroom, three-bath home with approxim...
- 4 Beds
- 3 Baths
- MDAA2150374 MLS
Stunning 2400 sq ft remodeled home in Hillsmere! Situated on a lovely street and a large flat lot, this breathtaking home has been fully remodeled and offers some of the...
- 4 Beds
- 3 Baths
- MDAA2149728 MLS
Price Improvement! Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home ...
- 4 Beds
- 3 Baths
- MDAA2149498 MLS
A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! This home qualifies for zero downpayment financing through FHA Solar + Loan! 410 Walnut Road presents a rar...
- 3 Beds
- 1 Baths
- MDAA2149406 MLS
New price! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move...
- 3 Beds
- 3 Baths
- MDAA2149008 MLS
520 Harbor Drive isn’t simply another home hitting the market — it’s the opportunity buyers spend months waiting to find in Hillsmere and rarely secure. Perfectly positio...
- 4 Beds
- 3 Baths
- MDAA2142262 MLS
Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South ...
- 5 Beds
- 5 Baths
- MDAA2134744 MLS
Welcome to 107 Lake View Drive — a stunning, fully renovated retreat tucked inside one of Annapolis's most coveted waterfront neighborhoods. Nestled in the heart of Hills...
- 4 Beds
- 4 Baths
- MDAA2141842 MLS
Located in the highly desirable Hillsmere Shores community, 102 Oak Drive offers a comfortable lifestyle in one of Annapolis’ most well-established neighborhoods. Conven...
- 2 Beds
- MDAA2141166 MLS
Turn-key and beautifully appointed, this 5-bedroom, 3 full bath home sits on a generous 0.27-acre lot in the highly sought-after Hillsmere Estates community. A long drive...
- 5 Beds
- 3 Baths
- MDAA2136450 MLS
Welcome to this amazing home in sought after Hillsmere Estates, where you will always have a beautiful water view of the Chesapeake Bay! The owners have spared no expense...
- 4 Beds
- 3 Baths
- MDAA2143130 MLS
YES, YOU CAN HAVE IT ALL. Completely remodeled from top to bottom in one of the most sought-after neighborhoods around—this one checks ALL the boxes. The kitchen, the g...
- 4 Beds
- 3 Baths
- MDAA2140304 MLS
Life in Hillsmere revolves around the water — the Chesapeake Bay, the South River, and a lifestyle that most people only experience on vacation. Welcome to 298 Edgemere ...
- 5 Beds
- 3 Baths
- MDAA2136726 MLS
Welcome to 600 Tayman Drive, where timeless Colonial charm meets the easy, coastal lifestyle that defines this sought-after Annapolis waterfront community. From the momen...
- 4 Beds
- 3 Baths
- MDAA2139516 MLS
Situated on the South River with sweeping water views all the way to the Chesapeake Bay, this Nantucket-inspired waterfront home presents a rare opportunity to create som...
- 6 Beds
- 4 Baths
- MDAA2139274 MLS
UNDER CONTRACT - ACCEPTING BACKUPS!!!! Nestled in the charming Hillsmere Estates, this home is on an oversize large corner lot. **BRAND NEW** Roof. Small storage/work...
- 3 Beds
- 3 Baths
- MDAA2136690 MLS
Welcome to 117 Gardner Drive, a beautifully renovated home nestled in the coveted water-privileged community of Hillsmere Shores. Situated on an exceptional lot, this tur...
- 5 Beds
- 3 Baths
- MDAA2134032 MLS
Priced with opportunity in mind, this Hillsmere ranch offers a home with good bones and a flexible layout, presenting an excellent chance for buyers to build equity and m...
- 3 Beds
- 2 Baths
- MDAA2134670 MLS
OPEN HOUSE CANCELLED! UNDER CONTRACT! Welcome to 406 Harbor Drive, an exceptional residence in the heart of Hillsmere Shores, one of Annapolis’ most coveted water-privi...
- 4 Beds
- 3 Baths
- MDAA2133380 MLS
Welcome home to Holly Drive and the quiet rhythms of coastal Annapolis living. Some homes are defined by their rooms. 403 Holly Drive is shaped by everyday beauty - soft...
- 4 Beds
- 4 Baths
- MDAA2135234 MLS
Welcome to 123 Spruce Lane, a completely renovated home in the sought-after waterfront community of Hillsmere Shores—where every detail has been thoughtfully redesigned t...
- 4 Beds
- 4 Baths
- MDAA2134504 MLS
SOLD AND SETTLED SITE UNSEEN WITH MULTIPLE OFFERS ... LISTED AND SOLD SIMLOUTANELOUSY ... GREAT BONES, FIXER UPPER
- 4 Beds
- 2 Baths
- MDAA2135236 MLS
New Construction
- 4 Beds
- 4 Baths
- MDAA2134544 MLS
This move-in-ready 4-bedroom home blends classic character with tasteful modern touches throughout. The kitchen features sleek surfaces and opens to a cozy dining area wi...
- 4 Beds
- 2 Baths
- MDAA2128432 MLS
Welcome home to completely renovated 529 Tayman Drive, an impeccably renovated residence blending modern luxury with prime Hillsmere convenience. Situated on a large/spac...
- 3 Beds
- 3 Baths
- MDAA2127754 MLS
Welcome to 116 Carroll Drive, a classic brick-front colonial set on a spacious corner lot in one of Annapolis’s most sought-after waterfront communities. Hillsmere Shores...
- 5 Beds
- 3 Baths
- MDAA2126410 MLS
Multiple Offers – 101 Lake View (Deadline Sun 10/5 at 5pm) Welcome to 101 Lake View Drive, a charming 3-bedroom, 2-bath home tucked into the highly desirable waterfront ...
- 3 Beds
- 2 Baths
- MDAA2127260 MLS
- Hillsmere Shores Bldg.
This Hillsmere Shores residence is conveniently located within walking distance of South River and Key School. The property features a flexible interior layout, including...
- 4 Beds
- 2 Baths
- MDAA2120652 MLS
Almost new 5 bedroom, 3 full bath home in the amenity filled neighborhood of Hillsmere Estates.
- 5 Beds
- 3 Baths
- MDAA2124552 MLS
One of Annapolis premiere waterfront communities. Please contact listing agent regarding engineering data, new home construction plans , and building permit process. Corn...
- MDAA2092138 MLS
Stunning Hillsmere Shores Home – Water-Privileged & Move-In Ready! Brand New HVAC. Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom home in the highly sough...
- 4 Beds
- 3 Baths
- MDAA2120258 MLS
A bid has been accepted. Welcome to this charming Rambler in a sought-after waterfront community! Enjoy water privileges with direct access to the Chesapeake Bay, plus mu...
- 2 Beds
- 1 Baths
- MDAA2113746 MLS
This wonderful home located in Hillsmere Estates, offers a solid foundation and endless potential. It's move-in ready as is, but provides the perfect canvas for you to p...
- 3 Beds
- 2 Baths
- MDAA2111358 MLS
** OPEN HOUSE EVERY DAY - CALL FOR TIMES! ** Price Just Reduced by $50,000 – Incredible Value! Don’t let the days on market fool you — this beautiful home was just ...
- 3 Beds
- 3 Baths
- MDAA2108946 MLS
OPEN HOUSES CANCELED. HOUSE IS UNDER CONTRACT! 5/16/25 Welcome to 114 Carroll Drive, where classic contemporary design meets the relaxed coastal lifestyle of Hillsmere ...
- 3 Beds
- 3 Baths
- MDAA2113560 MLS
Coastal-style waterfront home with beach, pier and breathtaking open water views of the South River stretching all the way out to the Chesapeake Bay. Designed with an ope...
- 5 Beds
- 5 Baths
- MDAA2111286 MLS
Turn-key home in water oriented community, where the South River meets the Chesapeake Bay! Community Amenties include a sandy beach, marina, boat ramps, kayak/canoe stor...
- 3 Beds
- 3 Baths
- MDAA2111568 MLS
This move-in-ready, 3-bedroom, 2-bathroom home is nestled in the water-privileged community of Hillsmere Shores, just minutes from downtown Annapolis and the South River’...
- 3 Beds
- 2 Baths
- MDAA2106356 MLS
Welcome to this beautiful 4-bedroom, 3 full bath home in the heart of the waterfront community of Hillsmere! This home offers an unparalleled blend of modern luxury an...
- 4 Beds
- 3 Baths
- MDAA2108646 MLS
One house SUNDAY 2/23 11-1pm! NEWLY UPDATED and located in the sought after water-access community of Hillsmere Shores! Living much larger than it looks from the outside,...
- 4 Beds
- 3 Baths
- MDAA2102308 MLS
Appraisers: Square footage is approx. 3250 sq feet. Call listing agent for floor plan. This property did appraise and there were multiple offers. Buyers were drawn to:...
- 5 Beds
- 3 Baths
- MDAA2103568 MLS
Welcome to 520 Harbor Drive, where Annapolis lifestyle meets coastal charm in the heart of the Hillsmere community. This completely remodeled rancher by the well-known bu...
- 4 Beds
- 3 Baths
- MDAA2091278 MLS
Hillsmere Estates Real Estate & Homes
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