1436 Middletown Rd, Annapolis, MD 21409
OFF MARKET

$912,700

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 2,924 sqft (on 3 acres)

1436 Middletown Rd, Annapolis, MD 21409

Est. Refi. Payment $5,418/mo*
Refinance Your Home
Currently Off Market - Sold Aug 25, 2010 for $640,000

Home Value

Trulia Estimate
$913K
Since last month
Decreased$800 (-0.1%)
Since last year
Decreased$10K (-1.1%)
Since last sale
Increased$273K (+42.6%)
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 +53% in the last 10 years
MonthEstimated value
2026
August 2026$913K
July 2026$914K
June 2026$924K
May 2026$923K
April 2026$917K
March 2026$929K
February 2026$914K
January 2026$906K
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
210 Canterwood Ct, Annapolis, MD
0.27
Single-Family Home
$1,300,000
11/21/25
5
4
3,612
1417 Lehman Ct, Annapolis, MD
0.43
Single-Family Home
$640,000
01/30/26
4
3
2,603
1613 Old Mill Bottom Run, Annapolis, MD
0.48
Single-Family Home
$1,500,000
06/17/26
4
2.5
3,824
1406 Bretton View Rd, Annapolis, MD
0.38
Single-Family Home
$715,000
04/03/26
3
3.5
2,309
1415 Lehman Ct, Annapolis, MD
0.44
Single-Family Home
$645,000
11/21/25
4
3.5
1,892
1432 Bretton View Rd, Annapolis, MD
0.31
Single-Family Home
$639,000
07/23/26
3
2.5
1,634
1576 Saint Margarets Rd, Annapolis, MD
0.69
Single-Family Home
$695,000
05/28/26
4
2
1,792
1407 Brenwoode Rd, Annapolis, MD
0.44
Single-Family Home
$450,000
08/24/26
3
3
2,390
550 Broadneck Rd, Annapolis, MD
0.60
Single-Family Home
$910,000
04/21/26
5
3.5
3,219
414 Blossom Tree Ct, Annapolis, MD
0.20
Single-Family Home
$434,900
10/21/25
3
1.5
1,560

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
424 Blossom Tree Ct, Annapolis, MD 21409
0.13
$525,000
4
2
1,698
Off Market
425 Blossom Tree Ct, Annapolis, MD 21409
0.16
$425,000
4
3
1,670
For Sale
418 Blossom Tree Ct, Annapolis, MD 21409
0.18
$462,100
4
1.5
1,560
Off Market
414 Blossom Tree Ct, Annapolis, MD 21409
0.20
$439,200
3
1.5
1,560
Off Market
412 Blossom Tree Ct, Annapolis, MD 21409
0.21
$433,300
4
3
2,258
Off Market
413 Blossom Tree Ct, Annapolis, MD 21409
0.22
$385,000
3
2
1,494
For Sale
412 Blossom Tree Dr, Annapolis, MD 21409
0.23
$433,300
4
3
2,258
Off Market
1509 Bromfield Way, Annapolis, MD 21409
0.27
$1,141,900
5
4
4,276
Off Market
78 Old Mill Bottom Rd N #410, Annapolis, MD 21409
0.26
$577,700
2
2
1,558
Off Market
78 Old Mill Bottom Rd N #103, Annapolis, MD 21409
0.26
$485,000
2
2
1,210
Off Market
78 Old Mill Bottom Rd N #105, Annapolis, MD 21409
0.26
$553,700
2
2
1,416
Off Market
78 Old Mill Bottom Rd N #108, Annapolis, MD 21409
0.26
$439,800
1
2
1,076
Off Market

Local Information

  • Map ViewExplore the area around 1436 Middletown Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Lot Size
3 acres
Living Area
2,924 sqft
Price/Sqft
$312
Parking
Garage

About this House

3 ACRES, BROADNECK SCHOOLS, PEACEFUL SETTING, ANNAPOLIS ADDRESS! Wonderful property w/ in-ground salt water pool, spacious yard, huge deck, circular drive, privacy, no HOA, quiet street. 1st floor den and full bath allows for 5th bedroom if nec., large side entry garage, partially fin. room over garage, floored attic for extra storage, pillared entry, close to major routes for easy commute.
1436 Middletown Rd, Annapolis, MD 21409 is a 4 bedroom, 4 bathroom, 2,924 sqft single-family home built in 1995. It last sold for $640,000 on Aug 25, 2010. More recently, it was listed as a rental in June 2011 with an asking price of $2,850 per month. That rental listing was removed on July 3, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $912,700, with a rent estimate of $5,333/month.

Home Details for 1436 Middletown Rd

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 3.00 acres

Price and Tax history

DateEventPrice
Jul 23, 2011
Source: Agent Provided
ListingRemoved
$650,000
Jul 3, 2011
Source: Agent Provided
ListingRemoved
$2,850
Jun 23, 2011
Source: Agent Provided
Listed For Rent
$2,850
May 31, 2011
Source: Agent Provided
PriceChange
$650,000
Price decreased by 2%
Mar 31, 2011
Source: Agent Provided
Listed For Sale
$665,000

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

Frequently asked questions about 1436 Middletown Rd

  • What is 1436 Middletown Rd estimated to be worth?
    Trulia's estimated value for 1436 Middletown Rd in Annapolis, MD is $912,700.
  • What is the price history for 1436 Middletown Rd?
    1436 Middletown Rd in Annapolis, MD last sold for $640,000 in August 2010.
  • 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 1436 Middletown Rd have a pool?
    Yes, 1436 Middletown Rd in Annapolis, MD has a pool.
  • How big is the lot at 1436 Middletown Rd?
    The lot at 1436 Middletown Rd in Annapolis, MD is about 3 acres.

Explore by feature - Pet Friendly

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