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Under contractPrice cut: $150K (8/4)
$1,350,000
4beds
3,316sqft

107 Monticello Ave, Annapolis, MD 21401

4beds
3,316sqft
Single family residence
Built in 1925
5,227 sqft
2 Garage spaces
$407 price/sqft

What's special

Fresh designer paintImpeccable craftsmanshipSeparate closet for laundryBeautifully curated updatesUpdated fixturesFresh landscapingStainless steel appliances

Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and timeless appeal. From the moment you arrive, the home's undeniable curb appeal captivates with its fresh landscaping, newly renovated rear entry steps, and impeccable craftsmanship. Inside, refinished original hardwood floors, fresh designer paint, stylish new lighting, and beautifully curated updates create a seamless balance between historic integrity and contemporary comfort. Significant investments in the home's infrastructure, including a new HVAC system with a transferable 10-year warranty and upgraded electrical service, provide peace of mind while preserving the home's enduring character. Designed for both refined entertaining and comfortable everyday living, the main level showcases expansive gathering spaces filled with warmth and sophistication. Step into the four seasons room with new ceiling fans and surrounding windows. The original living room invites intimate conversation, while the formal dining room offers the perfect backdrop for memorable dinners and celebrations. At the heart of the home lies an impressive chef's kitchen within the thoughtfully designed addition: a true showpiece that combines luxury, functionality, and style. Featuring Brazilian cherry hardwood flooring and cabinet, granite counterops, stainless steel appliances, updated fixtures, generous prep space, an additional fireplace, and room for casual dining, this extraordinary culinary space was designed to inspire everything from morning coffee to elegant dinner parties. Throughout the home, exquisite architectural details including intricate millwork, original craftsmanship, and abundant natural light create an atmosphere that is both welcoming and refined. The luxurious primary serves as a private sanctuary, highlighted by a second fireplace that adds warmth and ambiance. Two expansive walk-in closets offer exceptional flexibility and can easily function as a private office, sitting room, dressing area, or personal retreat. The spa-inspired en-suite bath features dual vanities, a jetted soaking tub, and a spacious walk-in shower, creating a serene escape at the end of each day. Also plumbed for a wet bar and includes a separate closet for laundry. Three additional generously sized bedrooms provide ample accommodations for family and guests, while the home's three full bathrooms and one half bath have been thoughtfully appointed to blend comfort with elegance. The lower level offers exceptional versatility with a bonus room that can serve as an additional bedroom, fitness studio, home office, or recreation space, complemented by a conveniently located half bath. Additional unfinished basement space provides abundant storage or the opportunity for future customization. One of the home's most exciting opportunities lies within the expansive unfinished top level. Featuring soaring ceilings and substantial square footage, this remarkable space offers endless potential to create an additional bedroom suite, media room, executive office, artist's studio, or luxury recreation area while further enhancing the home's value and functionality. Outdoor living is equally impressive. The newly renovated detached two-car garage provides convenience and charm, while the beautifully maintained grounds create inviting spaces to relax and entertain. During the winter months, seasonal water views add yet another layer of distinction to this exceptional property. Just steps from your front door, stroll to the water taxi for your own nautical uber, restaurants, boutiques, galleries, and entertainment to experience all of what living in downtown Annapolis has to offer.

77 days
|
1,065
|
35
|

Likely to sell faster than

Source: Bright MLS,MLS#: MDAA2143068MLS Logo
Travel times

Family Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Alexandra Ryan 443-534-6388,

EXP Realty, LLC 8888607369

Source: Bright MLS,MLS#: MDAA2143068MLS Logo

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 4
  • Full bathrooms: 3
  • 1/2 bathrooms: 1
  • Main level bathrooms: 1
Basement
  • Area: 658
Heating
  • Heat Pump, Electric
Cooling
  • Central Air, Other, Electric
Appliances
  • Included: Microwave, Built-In Range, Dishwasher, Double Oven, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater
Features
  • Attic, Bathroom - Walk-In Shower, Breakfast Area, Ceiling Fan(s), Crown Molding, Dining Area, Kitchen - Gourmet, Primary Bath(s), Walk-In Closet(s)
  • Basement: Interior Entry,Partially Finished,Partial,Connecting Stairway,Space For Rooms
  • Number of fireplaces: 2
Interior area
  • Total structure area: 3,608
  • Total interior livable area: 3,316 sqft
  • Finished area above ground: 2,950
  • Finished area below ground: 366
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Property

Parking
  • Total spaces: 2
  • Parking features: Garage Faces Front, Detached, Driveway
  • Garage spaces: 2
  • Has uncovered spaces: Yes
Accessibility
  • Accessibility features: None
Features
  • Levels: Three
  • Stories: 3
  • Pool features: None
  • Has spa: Yes
  • Spa features: Bath
Lot
  • Size: 5,227 Square Feet
Details
  • Additional structures: Above Grade, Below Grade
  • Parcel number: 020600005836420
  • Zoning: R
  • Special conditions: Standard

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Craftsman
  • Property subtype: Single Family Residence
Materials
  • Frame, Vinyl Siding, Stone
  • Foundation: Concrete Perimeter
  • Roof: Architectural Shingle
Condition
  • New construction: No
  • Year built: 1925
  • Major remodel year: 2026

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public

Community & HOA

Community
  • Subdivision: Murray Hill
HOA
  • Has HOA: No
Location
  • Region: Annapolis

Financial & listing details

  • Price per square foot: $407/sqft
  • Tax assessed value: $980,700
  • Annual tax amount: $13,174
  • Date on market: 6/25/2026
  • Listing agreement: Exclusive Right To Sell
  • Ownership: Fee Simple

Price history

DateEventPrice
8/30/2026Contingent$1,350,000$407/sqft
Source: Bright MLS #MDAA2143068 Report a problem
8/4/2026Price change$1,350,000-10%$407/sqft
Source: Bright MLS #MDAA2143068 Report a problem
6/25/2026Listed for sale$1,500,000$452/sqft
Source: Bright MLS #MDAA2143068 Report a problem

Public tax history

YearProperty taxesTax assessment
2025$13,211 +7.1%$919,367 +7.1%
2024$12,330 +7.8%$858,033 +7.7%
2023$11,441 +4.3%$796,700 +2.4%
2022$10,967 +2.4%$778,367 +2.4%
2021$10,709 +2.4%$760,033 +2.5%
2020$10,458 +6.2%$741,700
2019$9,851 +8.2%$741,700 +13.3%
2018$9,105 +14.2%$654,567 +7.1%
2017$7,974 $611,000
2016-- $611,000
2015-- $611,000 -3.3%
2014-- $631,600
2013-- $631,600
2012-- $631,600 -6.8%
2011-- $677,600 +1.9%
2010-- $664,840 +2%
2009-- $652,080 +2%
2008-- $639,320 +30.9%
2007-- $488,460 +18.9%
2006-- $410,970 +23.2%
2005-- $333,480 +11.5%
2004-- $299,050 +13%
2003-- $264,620 +15%
2002-- $230,190 +0.3%
2001-- $229,430

Find assessor info on the county website

Monthly payment

Est. payment
$7,826/mo
Principal & interest
$6870
Property taxes
$956
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Estimated market value

$1,456,200

$1.38M - $1.53M

$5,348/mo

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 21401

Nearby schools

Annapolis Elementary School
Grades PK-50.7 miles
5/10
GreatSchools® Rating
Test Score Rating
3/10
Student Progress Rating
6/10
Wiley H. Bates Middle School
Grades 6-80.3 miles
5/10
GreatSchools® Rating
Test Score Rating
7/10
Student Progress Rating
3/10
Annapolis High School
Grades 9-123.5 miles
4/10
GreatSchools® Rating
Test Score Rating
4/10
College Readiness Rating
4/10