324

Sherwood Forest, MD Homes for Sale

Section Image Section Image
  • /36

    $590,000

    Open Sat 2PM - 4PM $60K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 3,016 Sq Ft

    709 Skippers Ln, Annapolis, MD 21401

    Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‐after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home.

    Michelle Boretti Coldwell Banker Realty

    709 Skippers Ln, Annapolis, MD 21401
  • /120

    $3,500,000

    • 5 Beds
    • 4.5 Baths
    • 4,015 Sq Ft

    4 Southgate Ave, Annapolis, MD 21401

    An exceptional offering on Southgate Avenue in Murray Hill, this stately American Four Square was masterfully reimagined in 2021 by the current owner, in collaboration with Cumberstone Builders and acclaimed architect Jay Schwarz of Alt/Breeding/Schwarz. Four Southgate Avenue seamlessly blends historic charm and architectural pedigree with the ease of modern living. A classic front porch greets

    Malina Koerschner Coldwell Banker Realty

    4 Southgate Ave, Annapolis, MD 21401
  • /2

    $1,500,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,159 Sq Ft

    107 Monticello Ave, Annapolis, MD 21401

    Coming Soon!

    Alexandra Ryan EXP Realty, LLC

    107 Monticello Ave, Annapolis, MD 21401
  • /32

    $364,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401

    Step into this beautifully maintained top-floor 3-bedroom, 2-bath condo in the desirable Scott’s Crossing Condominiums, offering over 1,320 square feet and a prime location just minutes from the vibrant charm of downtown Annapolis. As you enter, you're welcomed by fresh paint throughout (2026), a foyer with a convenient coat closet, and elegant column accents that open into a bright and airy main

    Sheena Saydam Keller Williams Capital Properties

    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
  • /52

    $2,450,000

    • 5 Beds
    • 4 Baths
    • 3,178 Sq Ft

    83 Market St, Annapolis, MD 21401

    A magazine-worthy Historic District renovation, completed in 2026. Designed by well-known Annapolis architect Jay Schwarz and Clara Rose Interior Design, this home features a brand-new kitchen, wet bar, and fully reconfigured third floor with every detail thoughtfully considered. Water access at the end of the block, Acton's Cove waterfront park around the corner, all of downtown Annapolis within

    Elizabeth Dooner Coldwell Banker Realty

    83 Market St, Annapolis, MD 21401
  • /40

    $979,000

    Open Wed 2PM - 4PM $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,656 Sq Ft

    179 Green St, Annapolis, MD 21401

    Welcome to the heart of downtown Annapolis at 179 Green Street. This charming home blends timeless character with modern comfort, this is just a block from Main Street and City Dock, few block from the Naval Academy, State Capitol building, boutique shopping, and Annapolis Elementary School. Located in one of the city’s most desirable neighborhoods, it offers exceptional walkability and vibrant

    Sergey Taksis Long & Foster Real Estate, Inc.

    179 Green St, Annapolis, MD 21401
  • /22

    $564,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    5 Park Place Unit 314, Annapolis, MD 21401

    TWO ADJACENT GARAGE SPACES (#380 & #381) convey with the unit, a true rarity in downtown Annapolis. This 2BR/2BA Park Place residence opens to a 17x19 living room with electric fireplace, hardwood floors, full gas kitchen, and in-unit laundry. A Juliet balcony brings light and air into the room. PROTECTED OUTLOOK over Annapolis National Cemetery, a federally preserved Civil War landscape that

    William Hyland Anne Arundel Properties, Inc.

    5 Park Place Unit 314, Annapolis, MD 21401
  • /51

    $2,400,000

    • Land
    • 5.25 Acres
    • $457,143 per Acre

    1118 Gumbottom Rd, Crownsville, MD 21032

    Rare offering: 40 expansive acres accompanied by a separate 5-acre lot with passing 1997 perc test on file (county approval required;buyers to verify).The Sale includes this 5-acre parcel known as 1118 Gumbottom Rd. (Had a perc 1997) and 1116 Gumbottom which has 39.96 acres and a renovated 6 BR home. Whether you envision a hobby farm, multi-generational retreat, or a private nature escape to roam

    Constance Trujillo Engel & Völkers Annapolis

    1118 Gumbottom Rd, Crownsville, MD 21032
  • /14

    $150,000

    • Land
    • 41,382 Sq Ft
    • $157,895 per Acre

    1013 Waterbury Heights Dr, Crownsville, MD 21032

    Secluded wooded lot, nearly an acre in size. The property was perc tested in three locations in 2023, with approval for a 3,500 sq.ft. home.

    Ray Mudd Schwartz Realty, Inc.

    1013 Waterbury Heights Dr, Crownsville, MD 21032
  • /20

    $695,000

    Coming Soon
    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    34 Pinkney St, Annapolis, MD 21401

    How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the

    Alex Tower Sears TTR Sotheby's International Realty

    34 Pinkney St, Annapolis, MD 21401
  • /2

    $42,000

    $2K PRICE INCREASE
    • Land
    • 435 Sq Ft
    • $4,200,000 per Acre

    360 Magothy Rd Unit 18J, Severna Park, MD 21146

    Located on the beautiful Magothy River, Magothy Marina puts you in touch with a water world of cruising, racing, exploring, fishing, crabbing, and enjoyment of the Magothy River and numerous adjoining creeks and the Chesapeake Bay. Situated near the quiet residential area of Manhattan Beach, your marina is less than one mile from four-lane Ritchie Highway (MD Rt. 2) a half-hour away from

    Kathy Buller Long & Foster Real Estate, Inc.

    360 Magothy Rd Unit 18J, Severna Park, MD 21146
  • /67

    $595,000

    $145K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    1465 Ridgeway, Arnold, MD 21012

    Seller just reduced the price to get this home SOLD!!Very sought after Pines on the Severn!! Its simply charming from the wood floors, to the completely updated kitchen! LARGE corner lot with two driveways, deck off rear for private outdoor dinning. So much work has been done . Anderson replacement windows(2007), Hardi exterior siding(2007), new furnace/A/C (2024),new oil tank (2023), new water

    Chris Murchake RE/MAX Leading Edge

    1465 Ridgeway, Arnold, MD 21012
  • /75

    $949,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,784 Sq Ft

    102 Brewer Ave, Annapolis, MD 21401

    This beautifully updated home in Annapolis offers the perfect blend of comfort, style, and convenience, located just moments from downtown Annapolis and near the Navy-Marine Corps Memorial Stadium. Featuring 4 bedrooms, 3 full baths, and 1 half bath across three finished levels, this spacious property is designed for both everyday living and entertaining. Situated on a large lot backing to a

    Melissa Chick Engel & Völkers Annapolis

    102 Brewer Ave, Annapolis, MD 21401
  • /47

    $7,500,000

    $1M PRICE DROP
    • 5 Beds
    • 7 Baths
    • 11,269 Sq Ft

    125 S 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

    Brad Kappel TTR Sotheby's International Realty

    125 S Winchester Rd, Annapolis, MD 21409
  • /2

    $38,500

    • Land
    • 435 Sq Ft
    • $3,850,000 per Acre

    360 Magothy Rd Unit 19J, Severna Park, MD 21146

    Located on the beautiful Magothy River, Magothy Marina puts you in touch with a water world of cruising, racing, exploring, fishing, crabbing, and enjoyment of the Magothy River and numerous adjoining creeks and the Chesapeake Bay. Situated near the quiet residential area of Manhattan Beach, your marina is less than one mile from four-lane Ritchie Highway (MD Rt. 2) a half-hour away from

    Kathy Buller Long & Foster Real Estate, Inc.

    360 Magothy Rd Unit 19J, Severna Park, MD 21146
  • /62

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,485 Sq Ft

    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401

    This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors (no carpet), soaring 10-foot ceilings, elegant granite

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
  • /70

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 2,680 Sq Ft

    122 Shore Rd, Arnold, MD 21012

    Welcome to modern coastal living at its finest! This turnkey home offers everything you could want to live a serene waterfront lifestyle in luxury. As you approach this beautiful property you will first take note of its stunning curb appeal and pristine tiered landscaping. Continue to your pier which boast a newly installed electric boat lift and get ready to cruise down Dividing Creek and set

    Linda Dear RE/MAX Advantage Realty

    122 Shore Rd, Arnold, MD 21012
  • /55

    $1,850,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,203 Sq Ft

    267 Rugby Ct, Arnold, MD 21012

    Set along one of the most coveted stretches of the Severn River, this extraordinary residence in Rugby Hall Estates offers a rare blend of architectural distinction, sweeping water views, and seamless access to the region’s most desirable destinations, all enhanced by the unique opportunity to enjoy front-row views of the Blue Angels air show right from your own waterfront setting this year.

    Tracy Marshall Engel & Völkers Annapolis

    267 Rugby Ct, Arnold, MD 21012
  • /37

    $484,900

    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    2627 Compass Dr, Annapolis, MD 21401

    Resort-Style Living in Heritage Harbour | Premier 55+ Community in Annapolis. Welcome to easy living in the sought-after Heritage Harbour active adult community! This beautifully updated ranch-style townhome offers more than just a home—it’s a lifestyle.Step onto the inviting front porch and into a bright, open floor plan featuring a spacious living room, dining area, and a remodeled kitchen

    April Heim Rosendale Realty

    2627 Compass Dr, Annapolis, MD 21401
  • /50

    $884,990

    $35K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,620 Sq Ft

    1000 Gomoljak Ln, Annapolis, MD 21401

    Looking for a secluded Mountaintop home tucked away on 3.89 acres within 15 minutes from downtown Annapolis, you just found it. Unique, 4-bedroom, 3.5 bath home built in 2007. Hardwood floors, modern kitchen with granite countertops, Stainless-steel appliances and kitchen island. Fully finished basement with family room, bedroom and full bath. 2 fireplaces, one in lower-level family room and one

    william welzenbach Legend Real Estate

    1000 Gomoljak Ln, Annapolis, MD 21401
  • /49

    $1,849,000

    • 5 Beds
    • 5 Baths
    • 6,712 Sq Ft

    1603 Upton Scott Way, Crownsville, MD 21032

    Sited on a quiet cul-de-sac in prestigious Belvoir Farms, this beautifully maintained French inspired 7,000 square feet home boasts refined living space on an exceptionally private one-acre homesite - rare for the community. The property is completely surrounded by open space with mature trees and serene woodlands, and provides a level of seclusion and tranquility that sets it apart from many

    Brad Kappel TTR Sotheby's International Realty

    1603 Upton Scott Way, Crownsville, MD 21032
  • /71

    $925,000

    $74K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,292 Sq Ft

    349 Epping Way, Annapolis, MD 21401

    Major price reduction, exceptional value for over 3,292 finished sq ft tucked among the trees in the gated waterfront community of Epping Forest. This spacious three-level home features vaulted tongue-and-groove wood plank ceilings, light-filled interiors, and peaceful wooded views. So many options for furniture placement and usable space.The kitchen is designed for both everyday living and

    Michele Cordle Long & Foster Real Estate, Inc.

    349 Epping Way, Annapolis, MD 21401
  • /73

    $2,100,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    243 and 245 Haverton Rd, Arnold, MD 21012

    This incredibly private waterfront property along Mill Creek—recently dredged by the county in March 2025—offers a rare and unusual opportunity to purchase two waterfront parcels along with an access lot in a natural, wooded setting just minutes from the Community College. Encompassing well over an acre of land that has not been available for sale in more than 60 years, the property presents

    Georgie Berkinshaw Coldwell Banker Realty

    243 and 245 Haverton Rd, Arnold, MD 21012
  • /22

    $1,150,000

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 1,999 Sq Ft

    9 College Ave, Annapolis, MD 21401

    Coming soon! Construction completion, date end of May. A rare offering on prestigious College Avenue, this exquisitely reimagined end-of-row residence places you just steps from Gate 3 of the U.S. Naval Academy, the Navy Chapel, St. John’s College, and the finest dining, boutiques, and waterfront experiences in downtown Annapolis. Enjoy the timeless charm of church bells from your private balcony

    Katie Neighoff RE/MAX United Real Estate

    9 College Ave, Annapolis, MD 21401
  • /41

    $924,900

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    220 West St, Annapolis, MD 21401

    Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached property located in the heart of the Downtown Arts District, offering exceptional flexibility with mixed-use zoning that allows for both residential and commercial use. Completed in 2024, this property has been completely transformed from top to bottom. Every major system and finish has been replaced,

    Vishal Doddanna Keller Williams Realty Centre

    220 West St, Annapolis, MD 21401
  • /15

    $439,900

    $100K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 916 Sq Ft

    1531 Hickory Wood Dr, Annapolis, MD 21409

    FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT.THANK YOU FOR SHOWING

    Curtis LeMay Real Estate Depot

    1531 Hickory Wood Dr, Annapolis, MD 21409
  • /60

    $450,000

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,354 Sq Ft

    2646 Quiet Water Cove, Annapolis, MD 21401

    MASSIVE PRICE DROP! PRICE NOW RELECTS NEED FOR UPDATES. THIS IS THEE LOWEST PRICED SEMI-DETACHED HOME WITH A GARAGE IN HERITAGE HARBOUR INTHE PAST YEAR! Popular, one level floor plan in the 55+ community of Heritage Harbour offering just the right amount of space to enjoy the next phase of your life. You will feel right at home when you turn into this lovely, cul de sac with mature trees and

    Martin Lanzino Douglas Realty, LLC

    2646 Quiet Water Cove, Annapolis, MD 21401
  • /34

    $1,295,000

    New Construction
    • 3 Beds
    • 5 Baths
    • 3,100 Sq Ft

    108 Sellew Rd, Annapolis, MD 21401

    Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your

    Alison Wisnom Coldwell Banker Realty

    108 Sellew Rd, Annapolis, MD 21401
  • /2

    $699,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,810 Sq Ft

    838 Boatswain Way, Annapolis, MD 21401

    Welcome to 838 Boatswain Way, a beautifully maintained three-bedroom, two-bath ranch-style home with a two-car garage, located in the highly desirable community of Heritage Harbour in Annapolis.Nestled on a generously sized lot adjacent to community open space, this property offers a peaceful setting with a wonderful sense of privacy and seclusion. Thoughtfully landscaped grounds and a

    Joan Russell Coldwell Banker Realty

    838 Boatswain Way, Annapolis, MD 21401
  • /63

    $1,175,000

    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    2 Isaacs St, Annapolis, MD 21401

    Nestled in the highly sought-after Homewood community, just a short walk from downtown Annapolis, this beautifully maintained and turnkey home offers the perfect blend of in-town convenience and suburban tranquility. Tucked away on a quiet private street and set on an expansive 16,723-square-foot lot, the property is surrounded by lush, manicured landscaping, creating a serene and private

    Richard Curtis Curtis Real Estate Company

    2 Isaacs St, Annapolis, MD 21401
  • /2

    $12,500

    • Land
    • 435 Sq Ft
    • $1,250,000 per Acre

    360 Magothy Rd Unit 6D, Severna Park, MD 21146

    Located on the beautiful Magothy River, Magothy Marina puts you in touch with a water world of cruising, racing, exploring, fishing, crabbing, and enjoyment of the Magothy River and numerous adjoining creeks and the Chesapeake Bay. Situated near the quiet residential area of Manhattan Beach, your marina is less than one mile from four-lane Ritchie Highway (MD Rt. 2) a half-hour away from

    Kathy Buller Long & Foster Real Estate, Inc.

    360 Magothy Rd Unit 6D, Severna Park, MD 21146
  • /14

    $1,119,900

    New Construction
    • 4 Beds
    • 6 Baths
    • 4,856 Sq Ft

    The Hathaway Plan at The Reserve at Severna Park, Severna Park, MD 21146

    The Hathaway modern farmhouse home features one level living at its finest with a spacious gourmet kitchen, studio (home office), 2-car garage, three bedrooms, three full baths, and main level powder room. Optional spaces in the lower level include a fourth bedroom and bath, fitness room, retreat room for media or hobby space, and extended recreation room for gaming or pool table.

    Wormald Companies Builder
    211 Cahill Ln Unit 36878744, Severna Park, MD 21146
  • /37

    $400,000

    • 3 Beds
    • 3.5 Baths
    • 1,860 Sq Ft

    452 Knottwood Ct, Arnold, MD 21012

    Welcome home to this beautifully updated, turnkey townhome in the highly sought-after Kimberly Woods community of Arnold. From the moment you arrive, you’ll appreciate the charm of this quiet, tucked-away court and the convenience of being just minutes to Annapolis, with easy access to Route 2 and Route 50 for commuting. Step inside and you’re greeted by a warm, inviting main level designed for

    Suzy Lenox Douglas Realty LLC

    452 Knottwood Ct, Arnold, MD 21012
  • /10

    $350,000

    Coming Soon
    • 2 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    360 Carronade Way, Arnold, MD 21012

    Nathan Dart RE/MAX Realty Group

    360 Carronade Way, Arnold, MD 21012
  • /26

    $1,599,000

    • 3 Beds
    • 2.5 Baths
    • 2,033 Sq Ft

    158 Prince George St, Annapolis, MD 21401

    Rare opportunity to own a remarkable piece of Annapolis history! The Patrick Creagh House c. 1740 (also known as 160 Prince George Street) is an architecturally significant residence that has been thoughtfully adapted for modern living while preserving its timeless character and craftsmanship. Ideally located in the heart of Annapolis just one block from the US Naval Academy Gate 1, City Dock,

    Marion Brenner Long & Foster Real Estate, Inc.

    158 Prince George St, Annapolis, MD 21401
  • /2

    $8,800

    • Land
    • 435 Sq Ft
    • $880,000 per Acre

    360 Magothy Rd Unit 7A, Severna Park, MD 21146

    Located on the beautiful Magothy River, Magothy Marina puts you in touch with a water world of cruising, racing, exploring, fishing, crabbing, and enjoyment of the Magothy River and numerous adjoining creeks and the Chesapeake Bay. Situated near the quiet residential area of Manhattan Beach, your marina is less than one mile from four-lane Ritchie Highway (MD Rt. 2) a half-hour away from

    Kathy Buller Long & Foster Real Estate, Inc.

    360 Magothy Rd Unit 7A, Severna Park, MD 21146
  • /40

    $948,900

    $138K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,632 Sq Ft

    916 Waterview Dr, Crownsville, MD 21032

    The crown jewel of Arden on the Severn. Rarely available, this exceptional 2024 custom build by Whitehall Building & Company on coveted Waterview Drive offers what many consider the best street, in the best neighborhood, on the most desirable side of the street the water side. Now offered at $948,000 after a significant price improvement, this home was recently appraised at $1,175,000 just two

    Colle Jemibewon RE/MAX Allegiance

    916 Waterview Dr, Crownsville, MD 21032
  • /39

    $5,898,000

    • 3 Beds
    • 3.5 Baths
    • 3,108 Sq Ft

    1 Shipwright Harbor, Annapolis, MD 21401

    Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a

    Brad Kappel TTR Sotheby's International Realty

    1 Shipwright Harbor, Annapolis, MD 21401
  • /39

    $775,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    443 Schley Rd, Annapolis, MD 21401

    Beautifully renovated and brimming with charm, this exceptional Cape Cod is perfectly positioned on an oversized lot in the highly sought-after water-privileged community of Admiral Heights—one of Annapolis’ most coveted neighborhoods for its unmatched lifestyle, convenience, and community amenities. Thoughtfully updated while preserving its timeless character, the home welcomes you with a warm

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    443 Schley Rd, Annapolis, MD 21401
  • /30

    $477,900

    • 1 Bed
    • 1 Bath
    • 838 Sq Ft

    5 Park Place Unit 425, Annapolis, MD 21401

    Beautiful 1Br/1Bath facing east w pool/courtyard view. Hardwood floor, GE Stainless Steel appliances, Granite counter. Full Size W/D inside unit. 24 Hour concierge/security in lobby. 25 amenities including most utilities included in condo fee. Outdoor Pool, Fitness center, Party Room, Library, Outdoor Dining area with BBQ grills, Hot Tub, Dog Park and much more. Blocks to downtown City Dock

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 425, Annapolis, MD 21401

Showing Results 201 - 240, Page 6 of 9

How to Buy a Home How to Finance a Home How to Sell a Home