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125 Winchester Rd, Annapolis, MD 21409
125 Winchester Rd, Annapolis, MD 21409 3D Tour
125 Winchester Rd, Annapolis, MD 21409 Explore 3D Tour
125 Winchester Rd, Annapolis, MD 21409
125 Winchester Rd, Annapolis, MD 21409
125 Winchester Rd, Annapolis, MD 21409
125 Winchester Rd, Annapolis, MD 21409

125 Winchester Rd Annapolis, MD 21409

$8,750,000

COMING SOON
Beds
5
Baths
7
Sqft
11,269
Acres
2.77
Year
2003
Days on Site
25
Property Type
Residential
Sub Type
Per Square Foot
$776
Date Listed
Feb 17, 2026

Description of 125 Winchester Rd, Annapolis, MD 21409

Listing details for 125 Winchester Rd, Annapolis, MD 21409 : This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, 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 special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!
Listing Updated : 02-17-2026 at 2:11 PM EST

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Home Details
125 Winchester Rd, Annapolis, MD 21409
Status
Coming Soon
MLS #ID
MDAA2132598
Price
$8,750,000
Bedrooms
5
Bathrooms
7
Square Footage
11,269
Acres
2.77
Year
2003
Days on Site
25
Property Type
Residential
Property Sub Type
Price per Sq Ft
$776
Date Listed
Feb 17, 2026
Community Information for 125 Winchester Rd, Annapolis, MD 21409
Address
125 Winchester Rd
State
Maryland
Zip Code 21409
Subdivision None Available
Schools
Utilities
Sewer
On Site Septic and Private Septic Tank
Water Source
Well
Interior
Interior Features
Additional Stairway, Bar, Bathroom - Jetted Tub, Bathroom - Walk-In Shower, Breakfast Area, Ceiling Fan(s), Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Gourmet, Kitchen - Island, Kitchenette, Pantry, Primary Bath(s), Recessed Lighting, Sprinkler System, Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wet/Dry Bar, WhirlPool/HotTub, Window Treatments and Wine Storage
Appliances
Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Freezer, Icemaker, Microwave, Oven/Range - Gas, Oven - Double, Range Hood, Refrigerator, Six Burner Stove, Stainless Steel Appliances, Trash Compactor, Washer, Water Conditioner - Owned and WaterHeater
Heating
Forced Air, Programmable Thermostat and Zoned
Cooling
Ceiling Fan(s), Central A/C, Programmable Thermostat and Zoned
Fireplace
Yes
# of Fireplaces
3
Exterior
Exterior
Extensive Hardscape, Exterior Lighting, Hot Tub, Private Beach and Stone Retaining Walls
Roof
Garage Spaces
3
Foundation
Other
HOA
Has HOA
None
Additional Information
Styles
Coastal and Transitional
Price per Sq Ft
$776
Listing Provided By

Bradley R Kappel, 4102799476, [email protected], TTR Sotheby's International Realty

Source

Bright MLS, MLS#: MDAA2132598

Comments
Home Worth Check

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Location of 125 Winchester Rd, Annapolis, MD 21409

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This beautiful 5 beds 7 baths home is located at 125 Winchester Rd, Annapolis, MD 21409 and is listed for sale at $8,750,000.00. This home was built in 2003, contains 11269 square feet of living space, and sits on a 2.77 acre lot. This residential home is priced at $776.47 per square foot.

If you'd like to request a tour or more information on 125 Winchester Rd, Annapolis, MD 21409, please call us at (202) 441-2348 so that we can assist you in your real estate search. To find homes like 125 Winchester Rd, Annapolis, MD 21409, you can search homes for sale in Annapolis , or visit the neighborhood of None Available , or by 21409 . We are here to help when you're ready to contact us!

Schools Near 125 Winchester Rd, Annapolis, MD 21409

Home Details
125 Winchester Rd, Annapolis, MD 21409
Status
Coming Soon
MLS #ID
MDAA2132598
Price
$8,750,000
Bedrooms
5
Bathrooms
7
Square Footage
11,269
Acres
2.77
Year
2003
Days on Site
25
Property Type
Residential
Property Sub Type
Price per Sq Ft
$776
Date Listed
Feb 17, 2026
Community Information for 125 Winchester Rd, Annapolis, MD 21409
Address
125 Winchester Rd
State
Maryland
Zip Code 21409
Subdivision None Available
Schools
Utilities
Sewer
On Site Septic and Private Septic Tank
Water Source
Well
Interior
Interior Features
Additional Stairway, Bar, Bathroom - Jetted Tub, Bathroom - Walk-In Shower, Breakfast Area, Ceiling Fan(s), Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Gourmet, Kitchen - Island, Kitchenette, Pantry, Primary Bath(s), Recessed Lighting, Sprinkler System, Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wet/Dry Bar, WhirlPool/HotTub and Window Treatments
Appliances
Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Freezer, Icemaker, Microwave, Oven/Range - Gas, Oven - Double, Range Hood, Refrigerator, Six Burner Stove, Stainless Steel Appliances, Trash Compactor, Washer and Water Conditioner - Owned
Heating
Forced Air and Programmable Thermostat
Cooling
Ceiling Fan(s), Central A/C and Programmable Thermostat
Fireplace
Yes
# of Fireplaces
3
Exterior
Exterior
Extensive Hardscape, Exterior Lighting, Hot Tub and Private Beach
Roof
Garage Spaces
3
Foundation
Other
HOA
Has HOA
None
Additional Information
Styles
Coastal and Transitional
Price per Sq Ft
$776
Listing Provided By

Bradley R Kappel, 4102799476, [email protected], TTR Sotheby's International Realty

Source

Bright MLS, MLS#: MDAA2132598

Comments

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MLS Logo© BRIGHT, All Rights Reserved. Information Deemed Reliable But Not Guaranteed. 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 in which it participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data last updated: February 5, 2026 6:11 AM UTC

Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties that appear for sale on this website may no longer be available because they are under contract, have Been Sold, or are no longer being offered for sale.  Some real estate firms do not participate in IDX, and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the seller's request.