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UNDER CONTRACT

0.55 ACRES

534 Post Oak Rd
Annapolis, MD 21401

5 Beds
3.5 Baths
4,440 sqft (on 0.55 acres)

$975,000

Est. Mortgage $5,644/mo*

Get Pre-Qualified

$975,000

Est. Mortgage $5,644/mo*

Get Pre-Qualified

5 Beds

3.5 Baths

4,440 sqft

(on 0.55 acres)

We estimate this home will sell faster than 85% nearby.

Local Information

Map ViewExplore the area around 534 Post Oak Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

OPEN HOUSE CANCELLED - Thank you for all the interest in this lovely home! Welcome to Windfern Forest, one of Annapolis’ most loved waterfront communities on the South River, where neighborhood amenities, water access, and timeless curb appeal come together beautifully. Perfectly situated on a quiet cul-de-sac and set on a spacious .55-acre lot, this stately 5-bedroom, 3.5-bath brick colonial blends classic architecture with fresh coastal-inspired updates throughout. Newly repainted in coastal-themed colors, the home feels light, airy, and welcoming from the moment you enter. Inside, you are greeted by a grand two-story foyer, designer light fixtures throughout, and solid hardwood floors across the main level. A private first-floor home office offers the perfect work-from-home setup, while the lovely dining room flows seamlessly into the open-concept kitchen, family room, and sunroom, creating an ideal space for entertaining and everyday living. The fabulous kitchen features bright white cabinetry, granite countertops, stainless steel appliances, a marble backsplash, and an abundance of natural light. Upstairs, you’ll find three generously sized guest bedrooms and a classic navy-and-white guest bathroom on one side of the home, while the opposite wing is dedicated to the massive primary suite featuring double walk-in closets, a spacious en suite bathroom, and a second home office or exercise room — whatever best fits your lifestyle. The fully finished lower level adds even more flexibility with a fun party and recreation space, a brand-new full bathroom, and a private fifth bedroom that is perfect for guests, an au pair suite, or multigenerational living. A newer roof, three zoned HVAC (2017), new 80-gallon hybrid water heater (2025) add efficiency and peace of mind, along with a transferable home warranty for the next owner. Windfern Forest residents enjoy exceptional South River amenities, including water access, a fishing pier and dock with kayak and SUP storage, picnic areas, basketball hoops, and the kind of welcoming neighborhood atmosphere that makes every day feel like vacation living in Annapolis. Come tour this stunning home and make it yours. Welcome home!

We estimate this home will sell faster than 85% nearby.

Home Highlights

Parking

2 Car Garage

Outdoor

No Info

A/C

Heating & Cooling

HOA

$50/Monthly

Price/Sqft

$220

Listed

32 days ago

Home Details for 534 Post Oak Rd

Interior Features
Interior Details Basement: OtherNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 4440 Square Feet
Appliances & Utilities Appliances: Central Vacuum, Dishwasher, Dryer, Ice Maker, Refrigerator, Cooktop, Washer, Water Conditioner - Owned, Electric Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Other,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa Number of Fireplaces: 1Fireplace: Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls Window: Window TreatmentsFlooring: Hardwood, Carpet, Wood
Levels, Entrance, & Accessibility Stories: 3Levels: ThreeAccessibility: NoneFloors: Hardwood, Carpet, Wood
View No View

Exterior Features
Exterior Home Features Other Structures: Above Grade, Below GradeFoundation: BlockNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Faces Front,Garage Door Opener,Asphalt,Attached
Pool Pool: None
Frontage Waterfront: RiverNot on Waterfront
Water & Sewer Sewer: Private Septic Tank
Finished Area Finished Area (above surface): 3360 Square FeetFinished Area (below surface): 1080 Square Feet

Days on Market
Days on Market: 32

Property Information
Year Built Year Built: 1990
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building Construction Materials: Brick Front, Vinyl SidingNot a New Construction
Property Information Parcel Number: 020296990059357

Price & Status
Price List Price: $975,000Price Per Sqft: $220
Status Change & Dates Possession Timing: 0-30 Days CD, 31-60 Days CD

Active Status
MLS Status: ACTIVE UNDER CONTRACT

Location
Direction & Address City: ANNAPOLISCommunity: Windfern Forest
School Information Elementary School District: Anne Arundel County Public SchoolsJr High / Middle School District: Anne Arundel County Public SchoolsHigh School District: Anne Arundel County Public Schools

Agent Information
Listing Agent Listing ID: MDAA2143310

Building
Building Area Building Area: 6266 Square Feet

Community
Not Senior Community

HOA
HOA Name: WINDFERN FORESTHas an HOAHOA Fee: $600/Annually

Lot Information
Lot Area: 0.55 acres

Listing Info
Special Conditions: Standard

Offer
Listing Agreement Type: Exclusive Right To Sell

Business
Business Information Ownership: Fee Simple

Miscellaneous
BasementMls Number: MDAA2143310Zillow Contingency Status: Under ContractAbove Grade Unfinished Area: 3360

Additional Information
HOA Amenities: Beach Access,Pier/Dock,Water/Lake Privileges,Boat Dock/SlipSource Internet Entire Listing Display: Y

Last check for updates: about 6 hours ago

Listing courtesy of Jennifer A Siska, (410) 507-0995

Long & Foster Real Estate, Inc., (410) 263-3400

Source: Bright MLS, MLS#MDAA2143310

Also Listed on Long & Foster Broker Feed, Bright MLS.

Market trends in Annapolis

Last updated May 2026

Avg. sale price

$625K

$30.52KMoM

Sale-to-List Price

100.0%

0.3%MoM

Price per sq ft

$313

$3MoM

Available listings

378

43MoM

Price History for 534 Post Oak Rd

Date	Price	Event	Source
05/29/2026	$975,000	Contingent	Bright MLS #MDAA2143310

05/23/2026	$975,000	Listed For Sale	Bright MLS #MDAA2143310

11/17/2025	$900,000	Sold	Bright MLS #MDAA2114686
Recording Date 11/17/2025 County Transfer Tax N/A Total Transfer Tax N/A
11/10/2025	$900,000	Pending	Bright MLS #MDAA2114686

10/21/2025	$900,000	Contingent	Bright MLS #MDAA2114686

10/17/2025	$900,000	PriceChange	Bright MLS #MDAA2114686
Price Change $20,000 (-2%)
09/25/2025	$920,000	PriceChange	Bright MLS #MDAA2114686
Price Change $30,000 (-3%)
08/15/2025	$950,000	Listed For Sale	Bright MLS #MDAA2114686

02/25/1999	$410,000	Sold	N/A
Recording Date 02/25/1999 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$7,079
Assessment	$798,300

Home facts updated by county records

Comparable Sales for 534 Post Oak Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
527 Post Oak Rd, Annapolis, MD	0.04	Single-Family Home	$885,075	06/15/26	4	2.5	3,028
704 Roane Hollow Ln, Annapolis, MD	0.49	Single-Family Home	$1,245,000	04/17/26	5	3.5	4,004
701 Sonne Dr, Annapolis, MD	0.37	Single-Family Home	$730,000	11/21/25	4	3.5	2,568
2976 Southaven Dr, Annapolis, MD	0.22	Single-Family Home	$942,000	10/07/25	3	2.5	3,088
2752 Poplar Ln, Annapolis, MD	0.18	Single-Family Home	$1,500,000	10/07/25	3	3.5	2,496
706 Riverview Ter, Annapolis, MD	0.44	Single-Family Home	$950,000	08/29/25	4	2.5	2,448
752 Bon Haven Dr, Annapolis, MD	0.63	Single-Family Home	$765,000	07/01/25	4	3.5	3,369

Nearby homes

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Skip to last item

SOLD
JUN 15, 2026
$885,075
4 bd
2.5 ba
3,028 sqft
527 Post Oak Rd,
Annapolis, MD 21401
Coldwell Banker Realty
OFF MARKET
Est. $1,007,400
4 bd
3 ba
3,707 sqft
525 Post Oak Rd,
Annapolis, MD 21401
Caprika Realty
OFF MARKET
Est. $1,106,000
4 bd
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6,460 sqft
2703 Post Oak Ct,
Annapolis, MD 21401
Academy Realty Inc.
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OCT 7, 2025
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2752 Poplar Ln,
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Northrop Realty
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OCT 7, 2025
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3,088 sqft
2976 Southaven Dr,
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Taylor Properties
OFF MARKET
Est. $906,200
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2,612 sqft
2997 Southaven Dr,
Annapolis, MD 21401
EXP Realty, LLC
OFF MARKET
Est. $841,000
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TTR Sotheby's International Realty
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Berkshire Hathaway HomeServices PenFed Realty
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RE/MAX Executive
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TTR Sotheby's International Realty
OFF MARKET
Est. $641,900
4 bd
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2721 Poplar Ln,
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JPAR Maryland Living
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Coldwell Banker Realty

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Additional Cost

Assigned Schools

These are the assigned schools for 534 Post Oak Rd.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Annapolis

At least 469 Trulia users voted on each feature.

93 % Say it's dog friendly
83 % Say car is needed
75 % Say there's holiday spirit
73 % Say parking is easy
73 % Say there are sidewalks
70 % Say yards are well-kept
68 % Say people would walk alone at night
68 % Say kids play outside
66 % Say streets are well-lit
65 % Say it's quiet
63 % Say there's wildlife
57 % Say it's walkable to restaurants
57 % Say neighbors are friendly
52 % Say they plan to stay for at least 5 years
49 % Say there are community events
48 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Shannon Chatlos
Resident
7mo ago
"If you like coastal living and a laid-back lifestyle, and are willing to pay for it, this a wonderful place to live."
0
Flag
Sylvie Bracke
Resident
1y ago
"It’s a very dog friendly place - I just can’t help wondering why some people don’t clean up after their pets? It’s a nice neighborhood with high end properties & I don’t get that dissonance."
0
Flag
Erin
Resident
1y ago
"Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
0
Flag
Halljanie68
Resident
1y ago
"Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
0
Flag
Sheila Wilson
Resident
1y ago
"A lot of traffic on forest drive very hard to come onto the street. It need a red light or stop sign. Before a serious accident happens. People speed over 40mph"
0
Flag
Diana H.
Resident
1y ago
"I’m not sure, I don’t own a dog. Plenty walk by my dead end street house daily though and the neighborhood seems safe for both dogs and owners. "
0
Flag
Paul Eric Watson
Resident
2y ago
"Love the urban feel. Lots of history and near the water is a bonus. Very walkable and always something going on. "
5
Flag
Trulia User
Resident
3y ago
"Access to Route 50, the Bay Bridge, and Sandy Point State Park. Thirty minutes to Baltimore. Forty minutes to Washington D.C."
2
Flag
Trulia User
Resident
3y ago
"It’s a great neighborhood for kids and dogs Lots of walking areas, parks, water park and boat to downtown Annapolis "
2
Flag
Trulia User
Prev. Resident
3y ago
"It’s a tad busy commute rush hour traffic is something to consider small town lots of people takes about 10-15 min or so to get from one side of town to the other without traffic "
1
Flag
Trulia User
Resident
3y ago
"Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
0
Flag
Trulia User
Resident
3y ago
"Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
1
Flag
Trulia User
Resident
3y ago
"Nothing is special about my neighborhood. So quiet and nobody talks to anybody. The play area was demolished so no kids can hang out to play."
4
Flag
Trulia User
Resident
3y ago
"This is an excellent neighborhood for families and the neighbors are wonderful. Cape St. John gives you access to everything in Annapolis with the tranquility of living along the river."
0
Flag
Trulia User
Resident
4y ago
"While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
0
Flag
Trulia User
Resident
4y ago
"Wonderful family neighborhood. This neighborhood is very convenient to Hway 50 and all of the Annapolis area. The people here are terrific neighbors."
0
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Trulia User
Visitor
4y ago
"Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
0
Flag
Trulia User
Resident
4y ago
"Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
0
Flag
Trulia User
Resident
5y ago
"the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
0
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Singletonad
Resident
5y ago
"the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
0
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Keren_molina
Resident
5y ago
"Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
5
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Singletonad
Resident
5y ago
"There is no community dog run here and no sidewalks so it can feel awkward letting your dog poop in someone else's yard even if you pick it up. The vast majority of neighbors are dog friendly, but not all, and that is their perogative."
0
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Bgonos7
Resident
5y ago
"A lot of space to walk and nearby parks. Nice area and everyone is dog friendly for the most part. A lot of Neighbors have dogs "
0
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Raddisob07
Resident
5y ago
" N/A school are great parking is great close to everything ppl are friendly and been living in Annapolis all my life "
4
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Tery_hodges
Resident
6y ago
"I walk my son to elementary school. We can walk to many restaurants and “tourist” shops but do have to drive to get to a grocery store."
2
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Stephanie.ward0715
Resident
6y ago
"I've been around this area for years. People are friendly and always willing to help each other. The restaurant's and shopping are also a plus. Everything you are looking for is 5 minutes away."
0
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Raddisob07
Resident
6y ago
"None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
5
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Stella
Resident
6y ago
"Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
3
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Jennifer B.
Resident
6y ago
"It's super quiet and funny, I've leving here for 1 year and I feel safe my neighbors are nice.. Down town is amazing.. ❤️ "
0
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Kwisniewski805
Resident
6y ago
"Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
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Cara M. E.
Resident
6y ago
"I teach at a school that is less than 10 minutes from my house. But there are times that Forest Dr gets incredibly backed up, or there is an accident that causes the road to be shut down. "
1
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Beth S.
Resident
6y ago
"Bad area is close by, so kids need to understand boundaries. Private schools are important here, so save your money. Sports are good here, with lots of good coaching."
0
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Linda D.
Visitor
6y ago
"I've been visiting a dear close friend - helping them recuperate from serious surgery. traffic is atrocious- I miss living in the rural countryside area!"
0
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Liza
Resident
6y ago
"The schools in Annapolis are not as good as they are in Severna Park which is where I grew up originally. But Annapolis has many great amenities including local places to eat and shop."
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Rodwellsantos6
Visitor
6y ago
"I like it this community is pretty good as so matters fact for elders we looking to buy in this areas I don’t know frankly about this gorgeous homes we will see."
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Jeffrey H.
Resident
6y ago
"Lived here for 4 years. Loved the area, including the park across the street. Hate the maintenance of the building including the attention to detail of maintenance of property. "
0
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jfh4k0
Resident
6y ago
"Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
2
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Nadja Maril
Resident
7y ago
"I lived in this neighborhood over 20 years and walk downtown with my dog every morning for coffee. On pretty days we visit City Dock and admire the views and the boats."
1
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Markkimethanmolly
Resident
7y ago
"We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
0
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Debwill64
Resident
7y ago
"There is a bus stop close enough to walk to but I have to drive to DC. The bus only goes to Annapolis and maybe Baltimore, not sure though."
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LGBTQ Local Legal Protections

Jennifer A Siska, Long & Foster Real Estate, Inc., (410) 263-3400

Agent Phone: (410) 507-0995

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

534 Post Oak Rd, Annapolis, MD 21401 is a 5 bedroom, 4 bathroom, 4,440 sqft single-family home built in 1990. This property is currently available for sale and was listed by Bright MLS on May 20, 2026. The MLS # for this home is MLS# MDAA2143310.

534 Post Oak Rd Annapolis, MD 21401

$975,000

$975,000

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534 Post Oak Rd
Annapolis, MD 21401