1108 Crestview Dr, Annapolis, MD 21409
Property image
Property image
SOLD
JUN 29, 2026

1108 Crestview Dr
Annapolis, MD 21409

  • 4 Beds
  • 2.5 Baths
  • 2,318 sqft

$630,000

Last Sold: Jun 29, 2026
3% below list $649K
$272/sqft
Est. Refi. Payment $3,720/mo*
Refinance Your Home

$630,000

Last Sold: Jun 29, 2026
3% below list $649K
$272/sqft
Est. Refi. Payment $3,720/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,318 sqft

Home Value

Trulia Estimate
$630K
Since last month
Increased$500 (+0.1%)
Since last year
Increased$65K (+11.4%)
Since last sale
Increased$2K (+0.3%)
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 +61% in the last 10 years
MonthEstimated value
2026
August 2026$632K
July 2026$632K
June 2026$647K
May 2026$647K
April 2026$579K
March 2026$570K
February 2026$551K
January 2026$565K
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
1107 Crestview Dr, Annapolis, MD
0.03
Single-Family Home
$581,500
03/27/26
4
2
2,066
1091 Skyway Dr, Annapolis, MD
0.12
Single-Family Home
$650,000
02/20/26
4
3
2,360
1122 Crestview Dr, Annapolis, MD
0.09
Single-Family Home
$485,000
06/22/26
4
2
2,212
1090 Broadview Dr, Annapolis, MD
0.16
Single-Family Home
$550,000
04/24/26
4
2
1,854
1153 Hampton Rd, Annapolis, MD
0.16
Single-Family Home
$700,000
08/14/26
4
3.5
2,521
1062 Broadview Dr, Annapolis, MD
0.12
Single-Family Home
$525,000
12/04/25
4
3
1,828
1168 Saint George Dr, Annapolis, MD
0.26
Single-Family Home
$579,900
11/12/25
4
3
2,035
1094 Linden Tree Dr, Annapolis, MD
0.19
Single-Family Home
$972,144
01/27/26
4
2.5
2,580
1034 Saint Margarets Dr, Annapolis, MD
0.22
Single-Family Home
$545,000
10/31/25
4
2.5
1,709

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
1107 Crestview Dr, Annapolis, MD 21409
0.03
$581,500
4
2
2,066
Recently Sold
1104 Crestview Dr, Annapolis, MD 21409
0.03
$582,700
4
2.5
1,972
Off Market
1151 Locust Tree Dr, Annapolis, MD 21409
0.02
$688,100
4
3.5
2,691
Off Market
1099 Skyway Dr, Annapolis, MD 21409
0.08
$614,600
5
2.5
2,068
Off Market
1152 Pine Tree Dr, Annapolis, MD 21409
0.04
$560,800
4
2.5
2,425
Off Market
1095 Skyway Dr, Annapolis, MD 21409
0.10
$425,000
3
2
1,196
Recently Sold
1095 Crestview Dr, Annapolis, MD 21409
0.09
$553,200
4
2
1,680
Off Market
1157 Pine Tree Dr, Annapolis, MD 21409
0.07
$596,100
4
2
2,490
Off Market
1122 Crestview Dr, Annapolis, MD 21409
0.09
$485,000
4
2
2,212
Recently Sold
1091 Skyway Dr, Annapolis, MD 21409
0.12
$650,000
4
3
2,360
Recently Sold
1159 Pine Tree Dr, Annapolis, MD 21409
0.09
$498,800
4
3
2,116
Off Market

Local Information

  • Map ViewExplore the area around 1108 Crestview Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1986
Living Area
2,318 sqft
Price/Sqft
$272/sqft
Parking
3 Open Spaces
HOA
$1/Monthly

About this House

Welcome to this beautifully maintained colonial in the sought-after Cape St. Claire community! Situated on a landscaped corner lot, 1108 Crestview Drive offers 4 bedrooms, 2.5 baths, and the perfect blend of comfort, functionality, and outdoor living. The main level features a cozy fireplace, spacious living areas, and easy flow for everyday living and entertaining. The finished walk-out basement with new carpet, provides additional flexible living space, including a versatile bonus room ideal for a home office, gym, playroom, or more, plus washer/dryer hookups still in place while the current laundry area has been conveniently relocated to the upper level. Enjoy peace of mind with a full-house generator and newer HVAC system. Outside, relax or entertain on the large deck overlooking the beautifully maintained yard. The home also offers a private driveway and additional parking pad for extra convenience. Located in the vibrant Cape St. Claire community with access to beaches, parks, boat ramps, playgrounds, trails, and more. This is coastal community living at its best!
1108 Crestview Dr, Annapolis, MD 21409 is a 4 bedroom, 3 bathroom, 2,318 sqft single-family home built in 1986. It last sold for $630,000 on Jun 29, 2026 (3% below the $649,000 asking price). It is currently off market. The Trulia Estimate is $630,200, with a rent estimate of $3,638/month.
Last check for updates: about 7 hours ago
Listed by Jennifer Guerrieri-Phipps, (443) 721-6286
Kelly and Co Realty, LLC
Bought with: Joshua Mast, (443) 454-1470, HomeSource Pro Real Estate
Source: Bright MLS, MLS#MDAA2145072

Home Details for 1108 Crestview Dr

Interior Features

Interior Details
Basement: Partially Finished,Interior EntryNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2318 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Brick, Gas/PropaneHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood, Carpet
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: NoneFloors: Hardwood, Carpet
View
No View

Exterior Features

Exterior Home Features
Other Structures: Above Grade, Below GradeFoundation: Slab, Concrete PerimeterNo Private Pool
Parking & Garage
Open Parking Spaces: 3No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 5Parking: Driveway,Off Street
Pool
Pool: None
Frontage
Waterfront: RiverNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Magothy River
Finished Area
Finished Area (above surface): 1856 Square FeetFinished Area (below surface): 462 Square Feet

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Included in Sale: Work BenchParcel Number: 020316500105406

Price & Status

Price
List Price: $649,000Price Per Sqft: $272/sqft
Status Change & Dates
Off Market Date: Mon Jun 29 2026Possession Timing: 0-30 Days CD

Active Status

MLS Status: CLOSED

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: 2752 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: Common Area Maintenance, Management, Reserve Funds, Pier/Dock MaintenanceHOA Name: CAPE ST. CLAIRE IMPROVEMENT ASSOCIATIONHas an HOAHOA Fee: $10/Annually

Lot Information

Lot Area: 9148 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2145072Above Grade Unfinished Area: 1856

Additional Information

HOA Amenities: Beach Access,Boat Dock/Slip,Clubhouse,Community Center,Party Room,Picnic Area,Pier/Dock,Tot Lots/Playground,Water/Lake PrivilegesSource Internet Entire Listing Display: Y

Price and Tax history

DateEventPrice
Jun 29, 2026
Source: Bright MLS #MDAA2145072
Sold
$630,000
May 26, 2026
Source: Bright MLS #MDAA2145072
Pending
$649,000
May 22, 2026
Source: Bright MLS #MDAA2145072
PriceChange
$649,000
Price decreased by 6%
May 16, 2026
Source: Bright MLS #MDAA2145072
Listed For Sale
$689,000

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 1108 Crestview Dr

  • What is 1108 Crestview Dr estimated to be worth?
    Trulia's estimated value for 1108 Crestview Dr in Annapolis, MD is $630,200.
  • What is the price history for 1108 Crestview Dr?
    1108 Crestview Dr in Annapolis, MD last sold for $630,000 in June 2026.
  • 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 1108 Crestview Dr have air conditioning?
    Yes, 1108 Crestview Dr in Annapolis, MD has air conditioning.
  • How big is the lot at 1108 Crestview Dr?
    The lot at 1108 Crestview Dr in Annapolis, MD is about 0.21 acres (9,148 sq ft).

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