39 Windwhisper Ln, Annapolis, MD 21403
Property image
Property image
SOLD
DEC 19, 2025

$665,100

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 3,193 sqft (on 0.28 acres)

39 Windwhisper Ln, Annapolis, MD 21403

Refinance Your Home
Currently Off Market - Sold Dec 19, 2025 for $659,500 (2% below list price)

Home Value

Trulia Estimate
$665K
Since last month
Decreased$8K (-1.2%)
Since last year
Decreased$66K (-9.1%)
Since last sale
Increased$6K (+1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +34% in the last 10 years
MonthEstimated value
2026
August 2026$666K
August 2026$666K
July 2026$674K
June 2026$668K
May 2026$666K
April 2026$659K
March 2026$662K
February 2026$661K
January 2026$657K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2 Windwhisper Ln, Annapolis, MD
0.14
Single-Family Home
$685,000
06/01/26
3
4
2,984
735 Warren Dr, Annapolis, MD
0.10
Single-Family Home
$570,000
07/07/26
3
3
2,041
40 Windwhisper Ln, Annapolis, MD
0.12
Single-Family Home
$565,000
05/22/26
4
2.5
1,855
934 Langdon Ct, Annapolis, MD
0.35
Single-Family Home
$695,000
01/28/26
4
2.5
3,648
3 Park Ln, Annapolis, MD
0.34
Single-Family Home
$630,000
02/18/26
5
3.5
3,235
742 Warren Dr, Annapolis, MD
0.16
Single-Family Home
$665,000
12/03/25
4
2
1,740
923 Langdon Ct, Annapolis, MD
0.36
Single-Family Home
$761,000
08/07/26
4
3
3,546
916 King James Landing Rd, Annapolis, MD
0.31
Single-Family Home
$704,000
10/03/25
4
3.5
2,986
1005 Timber Creek Dr, Annapolis, MD
0.26
Single-Family Home
$595,000
11/12/25
3
3
1,826

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
27 Windwhisper Ln, Annapolis, MD 21403
0.04
$670,500
3
2
2,448
Off Market
20 Windwhisper Ln, Annapolis, MD 21403
0.04
$651,400
3
3.5
1,935
Off Market
735 Warren Dr, Annapolis, MD 21403
0.10
$570,000
3
3
2,041
Recently Sold
739 Warren Dr, Annapolis, MD 21403
0.12
$664,100
4
2
1,740
Off Market
743 Warren Dr, Annapolis, MD 21403
0.13
$843,200
4
3
1,740
Off Market
40 Windwhisper Ln, Annapolis, MD 21403
0.12
$565,000
4
2.5
1,855
Recently Sold
65 Windwhisper Ln, Annapolis, MD 21403
0.13
$541,900
3
2
1,629
Off Market
2 Windwhisper Ln, Annapolis, MD 21403
0.14
$685,000
3
4
2,984
Recently Sold
742 Warren Dr, Annapolis, MD 21403
0.16
$665,000
4
2
1,740
Recently Sold
13 Alder Rd, Annapolis, MD 21403
0.18
$499,000
4
1.5
1,320
Recently Sold
79 Windwhisper Ln, Annapolis, MD 21403
0.15
$559,000
4
3.5
2,560
For Sale

Local Information

  • Map ViewExplore the area around 39 Windwhisper Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1989
0.28 acre lot
3,193 sqft
$207/sqft
1 Car Garage

About this House

RARE OPPORTUNITY TO BUY A WATERFRONT PROPERTY IN ANNAPOLIS AT THIS PRICE POINT! LOCATED ON A CUL-DE-SAC, THIS PROPERTY BACKS TO AND HAS SEASONAL VIEWS OF THE HEADWATERS OF BACK CREEK, CONNECTING TO THE CHESAPEAKE BAY. THE REAR OF THE PROPERTY IS WOODED AND IS HOME TO A PROTECTED BIRD SANCTUARY. THE COMMUNITY PROVIDES WATER ACCESS WITHIN WALKING DISTANCE FOR SMALL WATERCRAFT (KAYAK, CANOE, PADDLEBOARD, ETC) . SLIPS FOR SAILBOATS AND POWERBOATS ARE ALSO WITHIN WALKING DISTANCE. ADDITIONAL WATER ACCESS AND WATERCRAFT RENTALS ARE AVAILABLE IN NEARBY QUIET WATERS PARK. THE EXTERIOR OF THE PROPERTY IS EXTENSIVELY HARDSCAPED WITH A HUGE MULTI-LEVEL DECK. THIS IS OUTDOOR SERENITY AT IT'S FINEST! AS FOR INSIDE, THIS WELL MAINTAINED HOME FEATURES 3 FINISHED LEVELS, A 2 STORY LIVING ROOM, WOOD BURNING FIREPLACE, LARGE PRIMARY BEDROOM AND BATHROOMS ON EACH LEVEL. ALL DOWNTOWN HISTORIC ANNAPOLIS HAS TO OFFER, MARINA, RESTAURANTS, ETC IS MINUTES AWAY. COME ENJOY THE GOOD LIFE!
39 Windwhisper Ln, Annapolis, MD 21403 is a 3 bedroom, 4 bathroom, 3,193 sqft single-family home built in 1989. It last sold for $659,500 on Dec 19, 2025 (2% below the $675,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $665,100, with a rent estimate of $3,977/month.
Last check for updates: about 11 hours ago
Listed by Joe Kurnos, (703) 406-8891
HomeSmart
Bought with: Mr. James M. Cronin, (410) 463-6246, Chesapeake Real Estate Associates, LLC
Source: Bright MLS, MLS#MDAA2130334

Home Details for 39 Windwhisper Ln

Interior Features

Interior Details
Basement: Walk-Out Access,FinishedNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3193 Square Feet
Appliances & Utilities
Appliances: Microwave, Dishwasher, Disposal, Dryer, Oven/Range - Electric, Washer, Electric Water HeaterDishwasherDisposalDryerMicrowaveWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood BurningSpa: BathHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Door: Storm Door(s), Sliding Glass, French Doors
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: None
View
Has a ViewView: Creek/Stream

Exterior Features

Exterior Home Features
Patio / Porch: Deck, PatioOther Structures: Above Grade, Below GradeExterior: Extensive HardscapeFoundation: OtherNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Inside Entrance,Garage Faces Front,Garage Door Opener,Driveway,Attached
Pool
Pool: None
Frontage
WaterfrontWaterfront: Creek/StreamOn Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Back Creek
Farm & Range
Frontage Length: Water Frontage Ft: 40
Finished Area
Finished Area (above surface): 1878 Square FeetFinished Area (below surface): 1315 Square Feet

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Contemporary
Building
Construction Materials: OtherNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 020626890036195

Price & Status

Price
List Price: $675,000Price Per Sqft: $207/sqft
Status Change & Dates
Off Market Date: Fri Dec 19 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: ANNAPOLISCommunity: Georgetown Grove
School Information
Elementary School: Georgetown EastElementary School District: Anne Arundel County Public SchoolsJr High / Middle School: AnnapolisJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: AnnapolisHigh School District: Anne Arundel County Public Schools

Building

Building Area
Building Area: 3193 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2130334Municipality: AnnapolisWater ViewWater View: Creek/StreamAbove Grade Unfinished Area: 1878

Price and Tax history

DateEventPrice
Dec 19, 2025
Source: Bright MLS #MDAA2130334
Sold
$659,500
Nov 18, 2025
Source: Bright MLS #MDAA2130334
Contingent
$675,000
Nov 13, 2025
Source: Bright MLS #MDAA2130334
PriceChange
$675,000
Price decreased by 1%
Nov 2, 2025
Source: Bright MLS #MDAA2130334
Listed For Sale
$685,000
Nov 1, 2025
Source: Long & Foster Broker Feed #MDAA2114986
ListingRemoved
$700,000

Market trends in Annapolis

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$646K
$11.67KMoM
Sale-to-List Price
100.0%
Price per sq ft
$326
$7MoM
Available listings
355
3MoM

Around this home

What Locals Say about Annapolis

At least 470 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

  • 51 % 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.
  • Trulia User
    "Very dog friendly neighborhood. But not a lot of green space other than other peoples’ yards. "
    0
    Flag
  • Shannon Chatlos
    "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
    "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
    "Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
    0
    Flag
  • Halljanie68
    "Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
    0
    Flag
  • Sheila Wilson
    "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.
    "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
    "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
    "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
    "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
    "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
    "Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
    0
    Flag
  • Trulia User
    "Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
    1
    Flag
  • Trulia User
    "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
    "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
    "While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
    0
    Flag
  • Trulia User
    "Wonderful family neighborhood. This neighborhood is very convenient to Hway 50 and all of the Annapolis area. The people here are terrific neighbors."
    0
    Flag
  • Trulia User
    "Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
    0
    Flag
  • Trulia User
    "Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
    0
    Flag
  • Trulia User
    "the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
    0
    Flag
  • Singletonad
    "the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
    0
    Flag
  • Keren_molina
    "Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
    5
    Flag
  • Singletonad
    "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
    Flag
  • Raddisob07
    " N/A school are great parking is great close to everything ppl are friendly and been living in Annapolis all my life "
    4
    Flag
  • Tery_hodges
    "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
    Flag
  • Stephanie.ward0715
    "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
    Flag
  • Raddisob07
    "None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
    5
    Flag
  • Stella
    "Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
    3
    Flag
  • Jennifer B.
    "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
    Flag
  • Kwisniewski805
    "Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
    0
    Flag
  • Cara M. E.
    "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
    Flag
  • Beth S.
    "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
    Flag
  • Linda D.
    "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
    Flag
  • Liza
    "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."
    0
    Flag
  • Rodwellsantos6
    "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."
    0
    Flag
  • Jeffrey H.
    "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
    Flag
  • jfh4k0
    "Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
    2
    Flag
  • Nadja Maril
    "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
    Flag
  • Markkimethanmolly
    "We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
    0
    Flag
  • Debwill64
    "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."
    0
    Flag

LGBTQ Local Legal Protections

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

Frequently asked questions about 39 Windwhisper Ln

  • What is 39 Windwhisper Ln estimated to be worth?
    Trulia's estimated value for 39 Windwhisper Ln in Annapolis, MD is $665,100.
  • What is the price history for 39 Windwhisper Ln?
    39 Windwhisper Ln in Annapolis, MD last sold for $659,500 in December 2025.
  • Is Annapolis a buyer's or seller's market?
    Annapolis is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Annapolis?
    The median sale price in Annapolis is $646K. That is up $11.67K from the prior month.
  • Does 39 Windwhisper Ln have air conditioning?
    Yes, 39 Windwhisper Ln in Annapolis, MD has air conditioning.
  • Does 39 Windwhisper Ln have laundry facilities?
    Yes, 39 Windwhisper Ln in Annapolis, MD has in-unit laundry.

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