26 Windward Dr

4,034 Sq. Ft.
$351 / Sq. Ft.
4,034
Sq. Ft.
$351
per Sq. Ft.

Description

Expertly sited on 2.23 acres with water views of the Severn River this charming circa 1840 home with guest house provides the waterfront lifestyle you have been waiting for! Enjoy beautiful views from almost every room in this 4 bedroom, 3.5 bath home known as Holly Hill. Kick back and relax on the peaceful porches outside the Primary Suite and the Great Room while you watch the abundance of wildlife and boats on the Severn River. This one of a kind property provides over 4000 sqft of coastal inspired...Expertly sited on 2.23 acres with water views of the Severn River this charming circa 1840 home with guest house provides the waterfront lifestyle you have been waiting for! Enjoy beautiful views from almost every room in this 4 bedroom, 3.5 bath home known as Holly Hill. Kick back and relax on the peaceful porches outside the Primary Suite and the Great Room while you watch the abundance of wildlife and boats on the Severn River. This one of a kind property provides over 4000 sqft of coastal inspired interiors combined with expansive outdoor living spaces including a spacious screened-in gazebo with kitchen and exquisite views; perfect for outdoor gatherings and crab feasts. Just steps away on your private access path which provides direct access to the Fairwinds Community Beach club. This fabulous community facility boasts a community pool with lifeguard, playground, picnic area, kayak racks, beach, pavilion with kitchen and bathrooms and year-round fun for all. All the waterfront amenities you could want at your fingertips without the hassle and maintenance! The detached garage with guest house is sure to please the many guests that will want to visit your little slice of heaven. Located in the Blue-Ribbon Severna Park School district, close to shopping and restaurants and just a few miles to downtown Annapolis by boat or car. Convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly wonderful property with Severn River access and a great resort-like community, this is one opportunity you don't want to miss!
  1. Listed by Bradley R Kappel • TTR Sotheby's International Realty
    P: (410)-279-9476 brad.kappel@sothebysrealty.com

Property Details for 26 Windward Drive

Tax ID Number
020326715121400
Ownership
Fee Simple
Condo Coop Association
No
HOA
Yes
Structure Type
Detached
Style
Traditional, Coastal
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 01/21/2023 04:40 PM

Property Details for 26 Windward Drive

StatusClosed
MLS #MDAA2045818
Days on Market19
Taxes$8,444 / year
HOA Fees$750 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1840
Lot Size2.22 AC / 96,703 SF
CountyAnne Arundel County

Location

Listing Courtesy of TTR Sotheby's International Realty

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Building Information for 26 Windward Drive

Stories2Year Built1840Building Size-Lot Size2.22 AC / 96,703 SF

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$7,663 per month

30 year fixed, 6.15% Interest

Principal and Interest

$6,896

Property Taxes

$704

HOA Dues

$63

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Property Information for 26 Windward Drive

Location
Location
  • In City Limits: No
  • School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • School District County ID: 121140671932
  • SchoolDistrictSource: Listing Agent
  • Elementary School: BENFIELD (ANNE ARUNDEL MD)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: SEVERNA PARK (ANNE ARUNDEL MD)
  • MiddleSchoolSource: Listing Agent
  • High School: SEVERNA PARK (ANNE ARUNDEL MD)
  • County: ANNE ARUNDEL
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: No
  • Water Oriented: Yes
  • Navigable Water: No
  • Tidal Water: No
  • Water Body Name: Severn River
  • Water Body Type: River
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • HOA Name: FAIRWINDS BEACH CLUB, INC.
  • HOA Condo Coop Fee Includes: Common Area Maintenance
  • HOA Condo Coop Amenities: Beach, Boat Dock/Slip, Boat Ramp, Common Grounds, Marina/Marina Club, Picnic Area, Pier/Dock, Pool - Outdoor, Pool Mem Avail, Water/Lake Privileges
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No
  • Type of Condo: Home Owner Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2022
  • Tax Assessed Value: $775,367
  • Year Assessed: 2022
  • County Tax: $8,103
  • Improvement Assessed Value: $265,800
  • Land Assessed Value: $509,700
  • Clean Green Assessed: No
  • Land Use Code: 011
  • Agricultural Tax Due: No
  • Historic: Yes
  • Historic Designation ID: AA924
  • Zoning: R2
  • Automatically Update Tax Values Y/N: Yes
  • TaxDataUpdatedYN: No
Lease Information
Lease Information
  • Concessions: Yes
  • Concessions Amount: $15,000
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 0
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 4
  • # Bathrooms Count All Upper Levels: 3
  • # Bathrooms Full All Upper Levels: 3
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 4
  • # Bathrooms Count Upper Level: 3
  • # Bathrooms Full Upper Level: 3
  • # Bathrooms Half Upper Level: 0
Rooms
  • Stories: Main, Upper 1
Building Info
Building Info
  • Total Finished SQFT: 4,034.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 3,799.00
  • Total SQFT: 4,034.00
  • Total SQFT Source: Estimated
  • Construction Materials: Other
  • Flooring Type: Hardwood, Carpet
  • Basement Type: Connecting Stairway, Partial
  • Foundation Details: Other
  • Room and Floor: Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Upper Level 1-3
  • # Bathrooms Full: 3
  • # Bathrooms Half: 1
  • Other Structure: Gazebo, Guest House, Shed
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Landscaping, Level, Premium, Private
  • Location Type: River
  • Parcel ID: 15222377
  • Additional Parcels: No
Parking
Parking
  • Type Of Parking: Detached Garage
  • Num of Detached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Garage Features: Garage - Front Entry, Additional Storage Area
Interior Features
Interior Features
  • Interior Features: 2nd Kitchen, Breakfast Area, Butlers Pantry, Built-Ins, Carpet, Dining Area, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Gourmet, Primary Bath(s), Upgraded Countertops, Wainscotting, Walk-in Closet(s), Window Treatments, Wood Floors, Other
  • Fireplace: Yes
  • Fireplaces Count: 2
  • Appliances: Built-In Microwave, Built-In Range, Cooktop, Dishwasher, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Heater, Dryer
  • Accessibility Features: None
  • Laundry Type: Basement
Exterior Features
Exterior Features
  • Exterior Features: Extensive Hardscape, Exterior Lighting, Outbuilding(s), Water Falls
  • Outdoor Living Structures: Balconies- Multiple, Breezeway, Patio(s), Porch(es), Screened
  • Pool: Yes - Community
  • Community Pool Features: In Ground
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C, Ductless/Mini-Split, Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Heat Pump(s)
  • Heating Fuel: Electric, Oil
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Anne Arundel County Association of REALTORS
  • List Agent URL: www.bradkappel.com

Property History for 26 Windward Drive

DateEvent & SourcePriceAppreciation
Jan 20, 2023

Closed

BRIGHT #MDAA2045818

$1,415,000
Jan 18, 2023

Closed (Public Record)

Public Record #1504701616

$1,415,000

+5.8% / yr

Nov 29, 2022

Pending

BRIGHT #MDAA2045818

Nov 28, 2022

Listed (Active)

BRIGHT #MDAA2045818

Nov 22, 2022

Temp Off Market

BRIGHT #MDAA2045818

Nov 16, 2022

Active Under Contract

BRIGHT #MDAA2045818

Nov 13, 2022

Withdrawn

BRIGHT #MDAA2045818

Nov 2, 2022

Active Under Contract

BRIGHT #MDAA2045818

Oct 28, 2022

Price Change

BRIGHT #MDAA2045818

$1,385,000
Oct 20, 2022

Listed (Active)

BRIGHT #MDAA2045818

Oct 15, 2022

Active Under Contract

BRIGHT #MDAA2045818

Oct 13, 2022

Listed (Active)

BRIGHT #MDAA2045818

$1,495,000
Nov 2, 2020

Closed (Public Record)

Public Record #684287451

$1,250,000

+0.8% / yr

Nov 2, 2020

Closed

BRIGHT #MDAA444346

$1,800,000
Nov 2, 2020

Closed

BRIGHT #MDAA444346

$1,250,000
Aug 31, 2020

Pending

BRIGHT #MDAA444346

Aug 28, 2020

Listed (Active)

BRIGHT #MDAA444346

$2,195,000
Oct 29, 2003

Closed (Public Record)

Public Record #132989571

$1,100,000
Sep 29, 2003

Closed

BRIGHT #MDAA211372

$1,100,000
Jun 29, 2003

Pending

BRIGHT #MDAA211372

Jun 29, 2003

Listed (Active)

BRIGHT #MDAA211372

$1,200,000
DateEvent & SourcePrice
01/20/2023

Closed

BRIGHT #MDAA2045818

$1,415,000
01/18/2023

Closed (Public Record)

Public Record #1504701616

$1,415,000

+5.8% / yr

11/29/2022

Pending

BRIGHT #MDAA2045818

11/28/2022

Listed (Active)

BRIGHT #MDAA2045818

11/22/2022

Temp Off Market

BRIGHT #MDAA2045818

11/16/2022

Active Under Contract

BRIGHT #MDAA2045818

11/13/2022

Withdrawn

BRIGHT #MDAA2045818

11/02/2022

Active Under Contract

BRIGHT #MDAA2045818

10/28/2022

Price Change

BRIGHT #MDAA2045818

$1,385,000
10/20/2022

Listed (Active)

BRIGHT #MDAA2045818

10/15/2022

Active Under Contract

BRIGHT #MDAA2045818

10/13/2022

Listed (Active)

BRIGHT #MDAA2045818

$1,495,000
11/02/2020

Closed (Public Record)

Public Record #684287451

$1,250,000

+0.8% / yr

11/02/2020

Closed

BRIGHT #MDAA444346

$1,800,000
11/02/2020

Closed

BRIGHT #MDAA444346

$1,250,000
08/31/2020

Pending

BRIGHT #MDAA444346

08/28/2020

Listed (Active)

BRIGHT #MDAA444346

$2,195,000
10/29/2003

Closed (Public Record)

Public Record #132989571

$1,100,000
09/29/2003

Closed

BRIGHT #MDAA211372

$1,100,000
06/29/2003

Pending

BRIGHT #MDAA211372

06/29/2003

Listed (Active)

BRIGHT #MDAA211372

$1,200,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 26 Windward Drive

Taxable ValueLand-Additions-Total-
Tax Record2025$9,802 ($817 / month)
Home Facts
Beds0Baths4Total Finished SqFt2,915 SqFtAbove Grade Finished SqFt2,915 SqFtStories2Lot Size96,703 SqFtStyleSingle Family ResidenceYear Built1840ZoningR2CountyANNE ARUNDELAPN03-267-15121400Fireplace TypeHas Fireplace

Schools near 26 Windward Drive

This home is within Anne Arundel County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Benfield Elementary School
PublicPK to 5

Severna Park Middle School
Public6 to 8

Severna Park High School
Public9 to 12

Anne Arundel Evening High
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of TTR Sotheby's International Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 01/21/2023 04:40 PM