756 Windgate Dr, Annapolis, MD 21409
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OFF MARKET

756 Windgate Dr
Annapolis, MD 21409

  • 4 Beds
  • 2 Baths
  • 1,980 sqft (on 0.25 acres)

$507,200

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $3,025/mo*
Refinance Your Home

$507,200

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $3,025/mo*
Refinance Your Home
4 Beds
2 Baths
1,980 sqft
(on 0.25 acres)

Home Value

Trulia Estimate
$507K
Since last month
Increased$3K (+0.6%)
Since last year
Increased$10K (+1.9%)
Since last sale
Increased$12K (+2.3%)
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 +55% in the last 10 years
MonthEstimated value
2026
August 2026$507K
July 2026$507K
June 2026$504K
May 2026$501K
April 2026$498K
March 2026$500K
February 2026$496K
January 2026$488K
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
721 Fairway Dr, Annapolis, MD
0.11
Single-Family Home
$375,000
12/04/25
4
3
2,080
1196 Green Holly Dr, Annapolis, MD
0.10
Single-Family Home
$535,000
06/09/26
3
2
1,560
1199 Ramblewood Dr, Annapolis, MD
0.15
Single-Family Home
$492,500
12/31/25
4
2.5
1,764
706 Fairway Dr, Annapolis, MD
0.13
Single-Family Home
$610,000
02/27/26
4
2
1,350
1266 Seabright Dr, Annapolis, MD
0.25
Single-Family Home
$525,000
05/15/26
3
2
1,890
1184 Neptune Pl, Annapolis, MD
0.23
Single-Family Home
$560,000
09/02/25
4
2.5
1,870
1178 Idylewild Dr, Annapolis, MD
0.26
Single-Family Home
$485,000
12/05/25
3
2.5
2,016
1181 Ramblewood Dr, Annapolis, MD
0.21
Single-Family Home
$670,000
12/30/25
4
2.5
1,888
786 Rolling View Dr, Annapolis, MD
0.28
Single-Family Home
$612,500
12/22/25
4
3
1,980

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
765 Windgate Dr, Annapolis, MD 21409
0.03
$629,900
3
3
2,544
Off Market
721 Fairway Dr, Annapolis, MD 21409
0.11
$568,000
4
3
2,080
For Sale
712 Fairway Dr, Annapolis, MD 21409
0.10
$577,400
4
2.5
2,856
Off Market
1214 Ramblewood Dr, Annapolis, MD 21409
0.12
$925,000
5
3.5
3,257
Recently Sold
795 Windgate Dr, Annapolis, MD 21409
0.09
$549,100
4
2.5
1,708
Off Market
1196 Green Holly Dr, Annapolis, MD 21409
0.10
$535,000
3
2
1,560
Recently Sold
770 Windgate Dr, Annapolis, MD 21409
0.09
$662,000
4
3
2,371
Off Market
803 Windgate Dr, Annapolis, MD 21409
0.12
$649,100
3
2.5
2,016
Off Market
706 Fairway Dr, Annapolis, MD 21409
0.13
$610,000
4
2
1,350
Recently Sold
1392 Greenway Dr, Annapolis, MD 21409
0.12
$560,700
4
2
1,928
Off Market
798 Windgate Dr, Annapolis, MD 21409
0.12
$693,800
3
2.5
2,214
Off Market

Local Information

  • Map ViewExplore the area around 756 Windgate Dr.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1970
Lot Size
0.25 acres
Living Area
1,980 sqft
Price/Sqft
$256
Parking
Open Parking
HOA
$1/Monthly

About this House

Situated in the highly sought-after Cape St. Claire community, this updated home offers approximately over 1,900 square feet of thoughtfully designed living space. Step inside to discover tasteful, traditional updates throughout. The upper level boasts gleaming hardwood floors, while the lower level features stylish and durable Luxury Vinyl Plank flooring. The timeless kitchen offers granite countertops, stainless steel appliances, and abundant cabinetry. Step outside to find an ample sized deck to perfect for enjoying a peaceful morning outside or hosting gatherings. The upper level also includes three well-appointed bedrooms. The walk-out lower level expands the home’s versatility, featuring a spacious rec room with a cozy fireplace. You will find a full bathroom downstairs as well as an additional bonus room that provides the flexibility to serve as a fourth bedroom, home office, or gym, catering to your lifestyle needs. Outside, the expansive backyard ample space ideal for relaxing or entertaining. A newly installed paver walkway enhances the home’s curb appeal, while the oversized driveway ensures plenty of parking. With its unbeatable location, tasteful updates, and access to top-tier neighborhood amenities, this home is a rare find. With access to private beaches, a boat ramp, and endless outdoor activities, this neighborhood perfectly blends coastal living with everyday convenience. Plus, its prime location makes commuting to Washington, D.C., Baltimore, and Annapolis effortless. Schedule your tour today!
756 Windgate Dr, Annapolis, MD 21409 is a 4 bedroom, 2 bathroom, 1,980 sqft single-family home built in 1970. It last sold for $495,000 on May 14, 2025 (2% above the $485,000 asking price). It is currently off market. The Trulia Estimate is $507,200, with a rent estimate of $3,252/month.

Home Details for 756 Windgate Dr

Interior Features

Interior Details
Basement: Rear Entrance,Finished,Walk-Out AccessNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 1980 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: Heat Pump,OilHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: Multi/Split, TwoAccessibility: None
View
No View

Exterior Features

Exterior Home Features
Other Structures: Above Grade, Below GradeFoundation: BlockNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 990 Square FeetFinished Area (below surface): 990 Square Feet

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Detached
Building
Construction Materials: Brick Front, Mixed, Vinyl SidingNot a New Construction
Property Information
Parcel Number: 020316522951003

Price & Status

Price
List Price: $485,000
Status Change & Dates
Off Market Date: Wed May 14 2025Possession Timing: Immediate, Coin w/Sell Sett

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: ANNAPOLISCommunity: Cape St Claire
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

Building

Building Area
Building Area: 1980 Square Feet

Community

Not Senior Community

HOA

Has an HOAHOA Fee: $10/Annually

Lot Information

Lot Area: 10735 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2110344Above Grade Unfinished Area: 990
Last check for updates: about 19 hours ago
Listed by Erika Dailey, (410) 562-1431
Hyatt & Company Real Estate, LLC
Bought with: Pam Boyko, (443) 324-5610, Douglas Realty, LLC
Source: Bright MLS, MLS#MDAA2110344

Price and Tax history

DateEventPrice
May 14, 2025
Source: Bright MLS #MDAA2110344
Sold
$495,000
Apr 16, 2025
Source: Bright MLS #MDAA2110344
Contingent
$485,000
Apr 9, 2025
Source: Bright MLS #MDAA2110344
Listed For Sale
$485,000

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
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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
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  • 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

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Homes for sale near 756 Windgate Dr

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Off Market Homes Near 756 Windgate Dr

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Frequently asked questions about 756 Windgate Dr

  • What is 756 Windgate Dr estimated to be worth?
    Trulia's estimated value for 756 Windgate Dr in Annapolis, MD is $507,200.
  • What is the price history for 756 Windgate Dr?
    756 Windgate Dr in Annapolis, MD last sold for $495,000 in May 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 756 Windgate Dr have air conditioning?
    Yes, 756 Windgate Dr in Annapolis, MD has air conditioning.
  • How big is the lot at 756 Windgate Dr?
    The lot at 756 Windgate Dr in Annapolis, MD is about 0.25 acres (10,735 sq ft).
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