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Browse All Whispering Woods Properties for Sale

329 Charred Oak Ct, Annapolis image
329 Charred Oak Ct, Annapolis $370,000

Welcome to this freshly painted 3-bedroom, 1.5-bath townhouse in Annapolis’s sought-after Whispering Woods community, located in the Blue Ribbon Broadneck school district...

  • 3 Beds
  • 2 Baths
  • MDAA2158608 MLS
322 Charred Oak Ct, Annapolis image
322 Charred Oak Ct, Annapolis $375,000

Welcome to Whispering Woods! This inviting three-bedroom, one-and-a-half-bath end-unit townhome offers approximately 1,496 square feet of living space, a wood-burning fir...

  • 3 Beds
  • 2 Baths
  • MDAA2151466 MLS
339 Elderwood Ct, Annapolis image
339 Elderwood Ct, Annapolis $345,000

BEAUTIFULLY UPDATED & MOVE-IN READY IN ARNOLD! Welcome to 339 Elderwood Court! This recently refreshed home features an impressive list of updates, including a new roof, ...

  • 3 Beds
  • 2 Baths
  • MDAA2153334 MLS
303 Wood Hollow Ct, Annapolis image
303 Wood Hollow Ct, Annapolis $355,000 ▼

Price Improvement!! Discover the charm of this townhouse in the serene Whispering Woods community. This is a great opportunity to own a beautiful townhouse in Annapolis! ...

  • 3 Beds
  • 2 Baths
  • MDAA2158868 MLS
1503 Lodge Pole Ct, Annapolis image
1503 Lodge Pole Ct, Annapolis $350,000

Rarely available end-unit townhome in sought-after Whispering Woods! Brand New 50 yr architectural roof! This move-in ready 3 bedroom, 1.5 bath home offers privacy and ch...

  • 3 Beds
  • 2 Baths
  • MDAA2158722 MLS
311 Sloping Woods Ct, Annapolis image
311 Sloping Woods Ct, Annapolis $379,900 ▼

Nestled in the serene community of Whispering Woods, this charming townhouse offers a perfect blend of comfort and functionality. Built in 1991, this well-maintained home...

  • 3 Beds
  • 4 Baths
  • MDAA2156862 MLS
425 Blossom Tree Ct, Annapolis image
425 Blossom Tree Ct, Annapolis $415,000

Professional photography and more remarks coming soon…

  • 4 Beds
  • 3 Baths
  • MDAA2154558 MLS
422 Blossom Tree Dr, Annapolis image
422 Blossom Tree Dr, Annapolis $390,000

Welcome to this beautifully updated and move-in-ready home! The bright and inviting main level features stunning wood floors (2025) and flows seamlessly into a fully remo...

  • 2 Beds
  • 2 Baths
  • MDAA2151890 MLS
379 Blossom Tree Dr, Annapolis image
379 Blossom Tree Dr, Annapolis $475,000

Beautifully updated 4 bedroom, 2 full bath home with a fully finished walkout lower level in a convenient Annapolis location. The main level offers an open living, dining...

  • 4 Beds
  • 2 Baths
  • MDAA2152908 MLS
1424 Foxwood Ct, Annapolis image
1424 Foxwood Ct, Annapolis $369,900

Welcome to 1424 Foxwood Ct, a beautifully updated townhome in sought-after Whispering Woods. Step outside to a large deck with stairs to the fenced backyard, a paved pati...

  • 3 Beds
  • 3 Baths
  • MDAA2152192 MLS
413 Blossom Tree Ct, Annapolis image
413 Blossom Tree Ct, Annapolis $380,000

Welcome to 413 Blossom Tree Court, a beautifully cared‑for duplex in the highly sought‑after Whispering Woods community on the Broadneck Peninsula. This lovingly maintain...

  • 3 Beds
  • 2 Baths
  • MDAA2152046 MLS
1428 Millwood Ct, Annapolis image
1428 Millwood Ct, Annapolis $405,000

Beautifully renovated three-level townhome featuring modern updates and a functional floor plan throughout. The main level offers an open-concept design centered around a...

  • 3 Beds
  • 4 Baths
  • MDAA2148374 MLS
307 Sloping Woods Ct, Annapolis image
307 Sloping Woods Ct, Annapolis $395,000

Welcome to 307 Sloping Woods Ct, nestled in the well-established community of Whispering Woods on the sought-after Broadneck Peninsula, conveniently tucked away just off ...

  • 3 Beds
  • 4 Baths
  • MDAA2150778 MLS
1154 Riverboat Ct, Annapolis image
1154 Riverboat Ct, Annapolis $390,000

Turn-Key Annapolis Gem! Beautifully renovated inside and out, this home features flowing hardwoods on the main level and a gourmet kitchen with KraftMaid soft-close shake...

  • 3 Beds
  • 3 Baths
  • MDAA2149902 MLS
1410 Foxwood Ct, Annapolis image
1410 Foxwood Ct, Annapolis $380,000

Welcome to this meticulously updated interior townhome, fully renovated in 2022 and thoughtfully maintained since. With modern upgrades and a neutral, move‑in‑ready palet...

  • 3 Beds
  • 2 Baths
  • MDAA2148170 MLS
1551 Star Pine Dr, Annapolis image
1551 Star Pine Dr, Annapolis $375,000

Welcome to 1551 Star Pine Drive, located in the highly sought-after Whispering Woods community on the Broadneck Peninsula! This lovingly maintained 3-bedroom, 1.5-bath ho...

  • 3 Beds
  • 2 Baths
  • MDAA2147988 MLS
1418 Foxwood Ct, Annapolis image
1418 Foxwood Ct, Annapolis $370,000

Welcome to this beautifully updated townhome in the desirable Whispering Woods community of Annapolis. Thoughtfully renovated and move-in ready, this home features recent...

  • 3 Beds
  • 2 Baths
  • MDAA2147622 MLS
1608 Woodtree Ct W, Annapolis image
1608 Woodtree Ct W, Annapolis $355,900

Show for back-up's. This well-maintained 3-level Whispering Woods townhome offers a long list of updates, including many completed in April 2026. Recent improvements incl...

  • 3 Beds
  • 2 Baths
  • MDAA2145602 MLS
1774 Woodtree Cir, Annapolis image
1774 Woodtree Cir, Annapolis $365,000

Showings opened up for Friday 3/14 from 12-2! Call or text listing agent to be on the list and receive details! Offers are requested to be in with best and final Monday ...

  • 3 Beds
  • 3 Baths
  • MDAA2105596 MLS
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333 Elderwood Ct, Annapolis $375,000

End Unit Townhome in Welcome to your ideal living space! This charming townhome offers a perfect blend of comfort, convenience, and style. Here's what awaits you: Locati...

  • 3 Beds
  • 2 Baths
  • MDAA2080472 MLS
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381 Blossom Tree Dr, Annapolis $525,000

**Offer Deadline Established 3/25 at 12pm** Discover the allure of this renovated Whispering Woods home nestled on a private lot, boasting bright modern interiors. The o...

  • 4 Beds
  • 2 Baths
  • MDAA2080214 MLS
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1142 Riverboat Ct, Annapolis — Whispering Woods Community $350,000

Look no further than this charming Annapolis Townhouse! Freshly painted throughout, this 3 level home boasts a low HOA, top-rated schools, and an unbeatable location clo...

  • 3 Beds
  • 2 Baths
  • MDAA2079840 MLS
  • Whispering Woods Community Bldg.
property image
1572 Lodge Pole Ct, Annapolis — Whispering Woods $405,700

🏡 Welcome to your new home, where comfort meets thoughtful upgrades! This end unit townhome is a true delight, featuring two primary bedrooms upstairs and an additional o...

  • 3 Beds
  • 2 Baths
  • MDAA2075566 MLS
  • Whispering Woods Bldg.
property image
1607 Woodtree Ct W, Annapolis $385,000

Photos will be uploaded 1/12. 1607 Woodtree Ct W. Upgrades include: Fridge, Microwave Range, and Dishwasher 2023, HVAC 2021, and Washer 2019. Welcome to your dream home i...

  • 3 Beds
  • 3 Baths
  • MDAA2075138 MLS
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418 Blossom Tree Ct, Annapolis — Whispering Woods $420,000

Seller is in multiple offer situation and is requesting that all offers (Final/Best) be submitted no later than Monday, 9:00 PM. November 13,2023. CLASSIC BROADNECK COL...

  • 4 Beds
  • 2 Baths
  • MDAA2071064 MLS
  • Whispering Woods Bldg.
property image
1472 Breezewood Ct, Annapolis $516,000

Professional photos coming soon. This meticulously maintained home sits in the middle of a quiet cul-de-sac with other well-groomed properties. You'll notice the attenti...

  • 4 Beds
  • 2 Baths
  • MDAA2068600 MLS
1531 Hickory Wood Dr, Annapolis image
1531 Hickory Wood Dr, Annapolis $379,900 ▼

FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT. THANK YOU FOR SHOWING

  • 3 Beds
  • 2 Baths
  • MDAA2140770 MLS
372 Blossom Tree Dr, Annapolis image
372 Blossom Tree Dr, Annapolis $450,000

Multiple offers in hand. Deadline for best and final set for 8:00PM, Sunday, March 29th. Welcome to Whispering Woods! This 3 BR 1.5 BA split level home is just what your ...

  • 3 Beds
  • 2 Baths
  • MDAA2139158 MLS
1250 Stonewood Ct, Annapolis image
1250 Stonewood Ct, Annapolis $328,650

**Multiple offers in hand. Offer deadline is Sunday, 3/22 at 7pm. Offers will be reviewed Monday afternoon.*** Beautiful end-unit townhome in the highly desirable Whi...

  • 3 Beds
  • 2 Baths
  • MDAA2139612 MLS
1603 Elkwood Ct, Annapolis image
1603 Elkwood Ct, Annapolis $406,000

Spacious interior townhome offering three full levels of living space! Features 3 bedrooms and 3.5 bathrooms, including a convenient half bath on the main level. Living r...

  • 3 Beds
  • 4 Baths
  • MDAA2135658 MLS
1587 Lodge Pole Ct, Annapolis image
1587 Lodge Pole Ct, Annapolis $390,000

Finally, the one you've been waiting for! Renovations are complete and ready for you to move in. Be the first to live in this fresh, bright, newly renovated gem. A spaci...

  • 3 Beds
  • 2 Baths
  • MDAA2136404 MLS
1534 Lodge Pole Ct, Annapolis image
1534 Lodge Pole Ct, Annapolis $385,000

Updated and move-in ready 3-bedroom, 2-full-bath townhome in the desirable Whispering Woods community of Annapolis. Features brand new flooring, fresh paint throughout, a...

  • 3 Beds
  • 2 Baths
  • MDAA2134924 MLS
1525 Hickory Wood Dr, Annapolis image
1525 Hickory Wood Dr, Annapolis $445,000

Beautiful Split Foyer in Whispering Woods! Classic floorplan - Laminate Flooring with Oak Finish Throughout. Upper Level Living Room with Chair Rail, Eat-In Kitchen fea...

  • 3 Beds
  • 2 Baths
  • MDAA2134526 MLS
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1517 Hickory Wood Dr, Annapolis $429,900

Whispering Woods Home sweet home. Classic single-family Broadneck home. Remodeled with an open floor plan. Renovations you will fall in love with the moment you walk int...

  • 3 Beds
  • 2 Baths
  • MDAA2073524 MLS
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1491 Amberwood Dr S, Annapolis $500,000

Look at this lovely Cape Cod in Whispering Woods! This adorable home has been lovingly maintained and recently freshened up, and now it is ready for you! The home has ple...

  • 4 Beds
  • 3 Baths
  • MDAA2070016 MLS
332 Charred Oak Ct, Annapolis image
332 Charred Oak Ct, Annapolis $375,000

Welcome to this bright and spacious end-unit townhome in Whispering Woods. Fresh paint and brand-new carpet set the stage for a welcoming feeling as soon as you walk in. ...

  • 3 Beds
  • 3 Baths
  • MDAA2131320 MLS
1424 Millwood Ct, Annapolis image
1424 Millwood Ct, Annapolis $385,000

This lovely townhome offers three finished levels of living space on a quiet court backing to trees. This location is ideal for commuters as it is an easy hop onto Route ...

  • 3 Beds
  • 3 Baths
  • MDAA2131086 MLS
1583 Star Pine Dr, Annapolis image
1583 Star Pine Dr, Annapolis $394,000

Great 3 level duplex home in Whispering Woods that backs to community playground. Original owner! Driveway fits 2 cars. 2023 roof! Both full bathrooms updated in 2021....

  • 3 Beds
  • 2 Baths
  • MDAA2128844 MLS
1553 Star Pine Dr, Annapolis image
1553 Star Pine Dr, Annapolis $344,000

UPDATE: NEW ROOF RECENTLY INSTALLED. Discover your new home in this well-maintained duplex. Nestled in the beautiful Whispering Woods Community. Step inside this charmi...

  • 2 Beds
  • 1 Baths
  • MDAA2127724 MLS
1116 Riverboat Ct, Annapolis image
1116 Riverboat Ct, Annapolis $384,000

Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Whispering Woods community. Step inside to find a recently renovated kitche...

  • 3 Beds
  • 3 Baths
  • MDAA2126896 MLS
1742 Woodtree Cir, Annapolis image
1742 Woodtree Cir, Annapolis $417,085

SELLERS HAVE FOUND HOME OF CHOICE! New carpet and ready for you to move-in!!! Bright and spacious kitchen, fully fenced backyard looking out at trees, cut-de-sac locatio...

  • 4 Beds
  • 4 Baths
  • MDAA2125572 MLS
1516 Lodge Pole Ct, Annapolis image
1516 Lodge Pole Ct, Annapolis $395,000

Your Whispering Woods Retreat Awaits! Tucked away in the sought-after Whispering Woods community, this end-of-group townhome is more than just a home, it’s a sanctuary. F...

  • 3 Beds
  • 2 Baths
  • MDAA2124914 MLS
1542 Star Pine Dr, Annapolis image
1542 Star Pine Dr, Annapolis $395,000

Tucked in a quiet cul-de-sac, this home offers more than just a place to live. It provides a lifestyle shaped by comfort, convenience, and community. Inside, you will not...

  • 3 Beds
  • 3 Baths
  • MDAA2124252 MLS
1584 Lodge Pole Ct, Annapolis image
1584 Lodge Pole Ct, Annapolis $380,000

Beautifully renovated Townhome in the desirable** WHISPERING WOODS** neighborhood! This 3 Bedroom 1.5 Bathroom Interior Townhome is full of new renovations. Renovations ...

  • 3 Beds
  • 2 Baths
  • MDAA2122858 MLS
1410 Foxwood Ct, Annapolis image
1410 Foxwood Ct, Annapolis $365,000

Beautifully Renovated Townhome in Sought-After Whispering Woods Welcome to this meticulously updated interior townhome, completely overhauled in 2022 and thoughtfully ma...

  • 3 Beds
  • 2 Baths
  • MDAA2115322 MLS
1566 Lodge Pole Ct, Annapolis image
1566 Lodge Pole Ct, Annapolis $385,000

Some homes just feel like home the moment you walk in, this is one of them. From the newly renovated kitchen that opens out to a private deck with views of the community ...

  • 4 Beds
  • 2 Baths
  • MDAA2119356 MLS
1105 Riverboat Ct, Annapolis image
1105 Riverboat Ct, Annapolis $379,999

**Offers due 6/30 by 5pm** Don’t miss this charming 3-bed, 1.5-bath townhome nestled in the desirable Whispering Woods community, offering low HOA fees and a peaceful bac...

  • 3 Beds
  • 2 Baths
  • MDAA2119010 MLS
1669 Woodtree Ct E, Annapolis image
1669 Woodtree Ct E, Annapolis $375,000

This is the one that you have been waiting for. Fantastic Opportunity for a first time home buyer in a highly desired location. This well maintained home has had numero...

  • 3 Beds
  • 2 Baths
  • MDAA2110868 MLS
1478 Breezewood Ct, Annapolis image
1478 Breezewood Ct, Annapolis $530,000

Incredible property in the Whispering Woods community! This light-filled three bedroom, three full and one half-bath home sits on a cul-de-sac and features include one of...

  • 3 Beds
  • 4 Baths
  • MDAA2108580 MLS
1543 Star Pine Dr, Annapolis image
1543 Star Pine Dr, Annapolis $390,000

OFFER DEADLINE set for SUNDAY 3/2 at 5pm.Situated in the desirable Whispering Woods neighborhood, this charming home is tucked away on a private cul-de-sac. Enjoy nearly ...

  • 3 Beds
  • 3 Baths
  • MDAA2103356 MLS

Whispering Woods Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Whispering Woods, Annapolis MD. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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