26

Parole Houses for Sale

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  • 2977 Southaven Dr, Annapolis, MD 21401
    2977 Southaven Dr, Annapolis, MD 21401
    2977 Southaven Dr, Annapolis, MD 21401
    /56

    $925,000

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft

    2977 Southaven Dr, Annapolis, MD 21401

    This stunning log home on 2.48 scenic acres (with the potential to subdivide) offers the perfect blend of rustic elegance and thoughtful upgrades. Surrounded by lush landscaping, the property provides treetop views and a glimpse of the water during the winter months. The impressive two-story living room showcases a dramatic wood-burning fireplace and flows effortlessly into the dining area and

    Agent Photo

    Scott Smolen

    RE/MAX Leading Edge

    (410) 846-6686

    2977 Southaven Dr, Annapolis, MD 21401
  • 522 Epping Forest Rd, Annapolis, MD 21401
    522 Epping Forest Rd, Annapolis, MD 21401
    522 Epping Forest Rd, Annapolis, MD 21401
    /102

    $1,250,000

    • 6 Beds
    • 5.5 Baths
    • 7,633 Sq Ft

    522 Epping Forest Rd, Annapolis, MD 21401

    Exquisite 7,633 Sq. Ft. Stone Front Estate on Over an Acre with Water Access & Resort-Style AmenitiesWake up to the peaceful sounds of nature and end your day with breathtaking sunsets from your private balcony in this beautifully renovated 7,633 sq. ft., 6-bedroom, 5.5-bath stone front estate. Set on over an acre in the coveted Saefern neighborhood, this home perfectly blends elegance,

    Sonia Singh Samson Properties

    522 Epping Forest Rd, Annapolis, MD 21401
  • 2175 Glencrest Circle - Taft Model, Annapolis, MD 21401
    2175 Glencrest Circle - Taft Model, Annapolis, MD 21401
    2175 Glencrest Circle - Taft Model, Annapolis, MD 21401
    /10

    $849,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,580 Sq Ft

    2175 Glencrest Circle - Taft Model, Annapolis, MD 21401

    Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a beautiful almost half acre lot with walkout basement condition in the well-established neighborhood of Rolling Knolls, in Annapolis. *Builder is paying $5,000 TOWARDS CLOSING COSTS with use of builders approved lender and title company. Our exciting Taft model is appointed with

    Julie Lamartina-Dinko Douglas Realty, LLC

    2175 Glencrest Circle - Taft Model, Annapolis, MD 21401
  • 144 Island View Dr, Annapolis, MD 21401
    144 Island View Dr, Annapolis, MD 21401
    144 Island View Dr, Annapolis, MD 21401
    /40

    $615,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 1,612 Sq Ft

    144 Island View Dr, Annapolis, MD 21401

    MOTIVATED SELLER! This home sits on almost a half-acre wooded lot in a quiet, family-friendly neighborhood with no HOA and access to a private community beach featuring boat launch, pier, playground, and kayak storage. Located just 15 minutes from downtown Annapolis and the historic City Dock, you'll enjoy the perfect balance of suburban tranquility and urban convenience. The house offers partial

    Colleen Kerrigan Redfin Corp

    144 Island View Dr, Annapolis, MD 21401
  • 701 Sonne Dr, Annapolis, MD 21401
    701 Sonne Dr, Annapolis, MD 21401
    701 Sonne Dr, Annapolis, MD 21401
    /54

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 2,568 Sq Ft

    701 Sonne Dr, Annapolis, MD 21401

    Huge $55k price reduction! Welcome to your dream home nestled in a serene park-like setting! This stunning Colonial house offers a perfect blend of modern upgrades and classic charm, making it an ideal retreat for families or anyone seeking a peaceful yet conveniently located haven. The beautifully updated home boasts fresh new paint and flooring throughout. The spacious main level

    Mike Torrey Blackwell Real Estate, LLC

    701 Sonne Dr, Annapolis, MD 21401
  • 534 Post Oak Rd, Annapolis, MD 21401
    534 Post Oak Rd, Annapolis, MD 21401
    534 Post Oak Rd, Annapolis, MD 21401
    /56

    $950,000

    • 4 Beds
    • 3.5 Baths
    • 4,440 Sq Ft

    534 Post Oak Rd, Annapolis, MD 21401

    Welcome to your dream home in the exclusive Windfern Forest community—a private, water-privileged enclave of executive homes offering both tranquility and recreation. Nestled on a spacious .54-acre cul-de-sac lot, this well-maintained home offers approximately 5,100 square feet of living space. Inside, you’ll find four generously sized bedrooms and 3.5 bathrooms, including a luxurious primary

    Kimberly O'Connor Coldwell Banker Realty

    534 Post Oak Rd, Annapolis, MD 21401
  • 767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    /53

    $1,199,999

    • 5 Beds
    • 4 Baths
    • 3,255 Sq Ft

    767 Bon Haven Dr, Annapolis, MD 21401

    Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive water access community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including

    Sean O'Connor Coldwell Banker Realty

    767 Bon Haven Dr, Annapolis, MD 21401
  • 2802 Apple Cinnamon Place, Edgewater, MD 21037
    2802 Apple Cinnamon Place, Edgewater, MD 21037
    2802 Apple Cinnamon Place, Edgewater, MD 21037
    /51

    $1,100,000

    • 5 Beds
    • 3.5 Baths
    • 4,820 Sq Ft

    2802 Apple Cinnamon Place, Edgewater, MD 21037

    Welcome to 2802 Apple Cinnamon Place, nestled in the highly sought-after and rarely available Gingerville Woods community. This beautiful home offers privacy on a one-acre lot backing to serene forest, providing a peaceful retreat while enjoying easy access to Route 50/97 and the city of Annapolis. Step inside to a stunning two-story foyer featuring elegant interior columns, a double staircase,

    Tom Atwood Keller Williams Legacy

    2802 Apple Cinnamon Place, Edgewater, MD 21037
  • 553 Choptank Cove Ct, Annapolis, MD 21401
    553 Choptank Cove Ct, Annapolis, MD 21401
    553 Choptank Cove Ct, Annapolis, MD 21401
    /47

    $1,077,000

    • 5 Beds
    • 4 Baths
    • 3,569 Sq Ft

    553 Choptank Cove Ct, Annapolis, MD 21401

    English Tudor featuring a stone front patio for nature lovers and bird watchers. Surrounded by large trees for tons of shade and a 45 foot rear deck for large gatherings and rear lawn for play areas. Almost 4000 square feet of living space plus an oversized garage 24x25 with a floored attic space above for expansion or storage. Spacious kitchen with two sliders to rear deck, solid cherry

    Linda Patterson Long & Foster Real Estate, Inc.

    553 Choptank Cove Ct, Annapolis, MD 21401
  • 2000 Monticello Dr, Annapolis, MD 21401
    2000 Monticello Dr, Annapolis, MD 21401
    2000 Monticello Dr, Annapolis, MD 21401
    /51

    $999,000

    • 6 Beds
    • 5.5 Baths
    • 6,612 Sq Ft

    2000 Monticello Dr, Annapolis, MD 21401

    Welcome to this exceptional former model home in the prestigious Monticello enclave—ideally located just moments from Annapolis’ finest dining, shopping, and commuter routes. This residence showcases endless upgrades and over 6,700 square feet of refined living across three spacious levels, blending timeless elegance with cutting-edge comfort.A dramatic two-story foyer with striking

    Peggy Love Long & Foster Real Estate, Inc.

    2000 Monticello Dr, Annapolis, MD 21401
  • 2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    /72

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    2942 Southaven Dr, Annapolis, MD 21401

    Stunning Updated Colonial in a Water-Privileged Community! This beautifully renovated four-bedroom, two-and-a-half bath home features a custom kitchen with all-new cabinetry, Calcutta Quartz countertops, and sleek stainless-steel appliances, including dual ovens with a gas cooktop. The inviting family room is equipped with built-in surround sound speakers, perfect for entertaining. The luxurious

    James Fegan RE/MAX Executive

    2942 Southaven Dr, Annapolis, MD 21401
  • 2762 Bon Haven Ln, Annapolis, MD 21401
    2762 Bon Haven Ln, Annapolis, MD 21401
    2762 Bon Haven Ln, Annapolis, MD 21401
    /73

    $1,299,000

    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    2762 Bon Haven Ln, Annapolis, MD 21401

    Welcome to this waterfront ranch home in the highly sought-after community of Bon Haven, situated on over an acre of serene land along the beautiful South River. This renovated gem, complete with a new private pier and boat access, offers an idyllic lifestyle for water enthusiasts and nature lovers alike. This property is back on the market due to financing falling through for the

    Donna Baldino Keller Williams Select Realtors of Annapolis

    2762 Bon Haven Ln, Annapolis, MD 21401
  • 164 Woodside Trail, Annapolis, MD 21401
    164 Woodside Trail, Annapolis, MD 21401
    164 Woodside Trail, Annapolis, MD 21401
    /10

    $869,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    164 Woodside Trail, Annapolis, MD 21401

    Professional pictures coming soon!!Located in the sought-after water-oriented community of Cape St. John, this stunning colonial offers exclusive access to a community boat ramp and sandy beach on the South River. Thoughtfully updated with top-of-the-line appliances and finishes, this home is designed for both everyday comfort and elegant entertaining.The gourmet kitchen is a true

    Mark Milligan RE/Max Experience

    164 Woodside Trail, Annapolis, MD 21401
  • 1901 Eamons Way, Annapolis, MD 21401
    1901 Eamons Way, Annapolis, MD 21401
    1901 Eamons Way, Annapolis, MD 21401
    /64

    $825,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 3,742 Sq Ft

    1901 Eamons Way, Annapolis, MD 21401

    OPEN HOUSE SUNDAY, SEPTEMBER 21ST FROM 11 AM TO 1 PM. Tucked away at the end of a quiet street, this 3+ BR, 3.5 bath gem sparkles! Well maintained and nicely appointed throughout. Sited on a corner lot on .21 acres, this beauty features an open floorplan, perfect for family living or gracious entertaining. Spacious yet cozy family room w/ a gas FP opens to a huge screened in porch. The

    Lori Gough Long & Foster Real Estate, Inc.

    1901 Eamons Way, Annapolis, MD 21401
  • 2671 Cunningham Hole Rd, Annapolis, MD 21401
    2671 Cunningham Hole Rd, Annapolis, MD 21401
    2671 Cunningham Hole Rd, Annapolis, MD 21401
    /35

    $695,000

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft

    2671 Cunningham Hole Rd, Annapolis, MD 21401

    Charming Rancher in Heritage Harbour! This move-in ready 3 bedroom, 2 bath home is perfectly situated on a corner lot backing to trees in the highly sought-after 55+ community of Heritage Harbour. Elegant Brazilian cherry hardwood floors flow throughout, while both renovated bathrooms are enhanced with skylights for natural light. The spacious kitchen with stainless steel appliances opens

    Brad Kappel TTR Sotheby's International Realty

    2671 Cunningham Hole Rd, Annapolis, MD 21401
  • 602 Wayward Dr, Annapolis, MD 21401
    602 Wayward Dr, Annapolis, MD 21401
    602 Wayward Dr, Annapolis, MD 21401
    /36

    $550,000

    • 3 Beds
    • 3 Baths
    • 1,936 Sq Ft

    602 Wayward Dr, Annapolis, MD 21401

    This charming and well-kept 3-bedroom, 3-bath ranch-style home sits on over 1/3 acre lot and offers a great opportunity to own in one of Annapolis's most desirable neighborhoods. It offers a wonderful blend of comfort, space and convenience. It features a walk-out basement complete with a full bath—perfect for guests, a home office, or a cozy retreat and ample room for storage or more finished

    Kimberly O'Connor Coldwell Banker Realty

    602 Wayward Dr, Annapolis, MD 21401
  • 251 Cape Saint John Rd, Annapolis, MD 21401
    251 Cape Saint John Rd, Annapolis, MD 21401
    251 Cape Saint John Rd, Annapolis, MD 21401
    /55

    $484,900

    • 2 Beds
    • 1 Bath
    • 1,002 Sq Ft

    251 Cape Saint John Rd, Annapolis, MD 21401

    Step into an unparalleled opportunity to own a piece of Cape St. John — all for under $500,000! This rare gem offers the perfect blend of coastal charm, modern upgrades, and an enviable location in one of the area’s most beloved waterfront communities.Welcome to your dream retreat! Just a short stroll from your door, you’ll find one of the community’s best private beaches, complete with a

    Jason Donovan RE/MAX Leading Edge

    251 Cape Saint John Rd, Annapolis, MD 21401
  • 778 Bon Haven Dr, Annapolis, MD 21401
    778 Bon Haven Dr, Annapolis, MD 21401
    778 Bon Haven Dr, Annapolis, MD 21401
    /94

    $2,800,000

    • 6 Beds
    • 4 Baths
    • 4,900 Sq Ft

    778 Bon Haven Dr, Annapolis, MD 21401

    Exquisite South River Waterfront Estate Coming Soon! Experience waterfront living at its finest in this rare South River estate situated at the end of a quiet cul-de-sac. Elevated above the water on a private 1.07-acre lot with 132 feet of premier frontage, this stunningly remodeled 4,900+ sq. ft. rancher offers timeless elegance, modern sophistication, and panoramic river views from

    Steven Knopf Engel & Völkers Annapolis

    778 Bon Haven Dr, Annapolis, MD 21401
  • 2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    /53

    $524,500

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    2828 Berth Ct, Annapolis, MD 21401

    !!Price Improvement!! Charming Home in Heritage Harbour – 55+ Community Living at Its Finest!Welcome to this beautifully maintained single-family home in the highly sought-after Heritage Harbour community! Designed for comfort and convenience, this charming residence offers 2 spacious bedrooms and 2 full baths, perfect for relaxed living.Step inside to find a bright and inviting living

    Belinda Taylor EXP Realty, LLC

    2828 Berth Ct, Annapolis, MD 21401
  • 3015 Friends Rd, Annapolis, MD 21401
    3015 Friends Rd, Annapolis, MD 21401
    3015 Friends Rd, Annapolis, MD 21401
    /43

    $3,250,000

    • 6 Beds
    • 6.5 Baths
    • 4,750 Sq Ft

    3015 Friends Rd, Annapolis, MD 21401

    3015 Friends Road is perched on a stunning point of land where the South River meets the protected waters of Boyds Cove. The views down the South River towards the Chesapeake Bay are truly endless! This custom-built home with 456 ft of waterfrontage is everything you’d hope for in a modern waterfront retreat. Built in 2021, it blends contemporary design with the relaxed elegance of coastal living

    Reid Buckley Long & Foster Real Estate, Inc.

    3015 Friends Rd, Annapolis, MD 21401
  • 319 Epping Way, Annapolis, MD 21401
    319 Epping Way, Annapolis, MD 21401
    319 Epping Way, Annapolis, MD 21401
    /56

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 2,372 Sq Ft

    319 Epping Way, Annapolis, MD 21401

    Sellers are offering $25,000 to go towards siding replacement. This beautiful property offers three levels of spacious, comfortable living in the neighborhood of Epping Forest. Walking through the front door, vaulted ceilings and natural light greet you in the dining/living room area off the kitchen. A main level bedroom suite offers convenience and a second suite upstairs boasts extra privacy.

    Brittany Chaffee Hogan Companies Residential

    319 Epping Way, Annapolis, MD 21401
  • 341 Dubois Rd, Annapolis, MD 21401
    341 Dubois Rd, Annapolis, MD 21401
    341 Dubois Rd, Annapolis, MD 21401
    /30

    $2,750,000 New Construction

    • 7 Beds
    • 8.5 Baths
    • 9,570 Sq Ft

    341 Dubois Rd, Annapolis, MD 21401

    Breathtaking to-be-built estate home in sought after Annapolis, MD. Pictured plan includes over 9,000 finished sqft, seven bedrooms and eight bathrooms. Amenities include 10ft ceilings on main level, a luxurious kitchen with chef grade appliances and additional prep kitchen, couture wide plank hardwood flooring, four fireplaces, custom trim details, a light-filled solarium and spacious

    Adam Ellison Long & Foster Real Estate, Inc.

    341 Dubois Rd, Annapolis, MD 21401
  • 2175, Annapolis, MD 21401
    2175, Annapolis, MD 21401
    2175, Annapolis, MD 21401
    /14

    $799,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,757 Sq Ft

    2175, Annapolis, MD 21401

    Ameri-Star Homes, one of the area’s premier homebuilders, is excited to be offering our spectacular craftsman style "Georgetown" Rancher Model on this beautiful almost half-acre lot in the well-established neighborhood of Rolling Knolls, IN Annapolis, MD. *CURRENT INCENTIVES: PRE-CONSTRUCTION PRICING AND $5,000 PAID TOWARDS CLOSING COSTS. This exciting rancher plan offers 1,757 square feet of

    Julie Lamartina-Dinko Douglas Realty, LLC

    2175, Annapolis, MD 21401
  • 2752 Poplar Ln, Annapolis, MD 21401
    2752 Poplar Ln, Annapolis, MD 21401
    2752 Poplar Ln, Annapolis, MD 21401
    /6

    $1,600,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 3.5 Baths
    • 1,696 Sq Ft

    2752 Poplar Ln, Annapolis, MD 21401

    Coming Soon!

    Kristi Neidhardt Northrop Realty

    2752 Poplar Ln, Annapolis, MD 21401
  • 2707 Judson Place, Annapolis, MD 21401
    2707 Judson Place, Annapolis, MD 21401
    /2

    $600,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,156 Sq Ft

    2707 Judson Place, Annapolis, MD 21401

    Coming Soon!

    Robert Sampson Taylor Properties

    2707 Judson Place, Annapolis, MD 21401
  • 40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    /15

    $389,900

    • 2 Beds
    • 2 Baths
    • 1,061 Sq Ft

    40 Oak Ct, Annapolis, MD 21401

    Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two Bedrooms/Offices, two full bathrooms, and robust hardwood flooring

    Gregory Golding ExecuHome Realty

    40 Oak Ct, Annapolis, MD 21401
Maryland Anne Arundel County Annapolis Parole

Houses for Sale in Parole, Annapolis

Why Live in Parole
Parole, a neighborhood in Annapolis, Maryland, offers a blend of modern suburban living with historical roots. Known for its commercial development, Parole features bustling shopping centers like Annapolis Town Center, which hosts over 100 stores, including an Apple Store and Whole Foods Market, alongside dining options such as Cooper's Hawk Restaurant & Tasting Room. The area is well-connected with bus routes near the town center, while U.S. Route 50 provides convenient access to Washington, D.C., and Baltimore. Parole's recreational offerings include the improved hiking and biking trails at Annapolis Waterworks Park, extending 16 miles and connecting with nearby networks like Bacon Ridge. The Anne Arundel County Farmers' Market and community events at the town center provide local engagement opportunities. Housing in Parole ranges from large condo and apartment complexes with amenities to detached single-family homes, including colonial-style and midcentury designs. Students attend highly rated schools such as Wiley H. Bates Middle School and Annapolis High, known for its arts education. While areas near the waterfront may experience flooding, those closer to the town center face more traffic and noise. Parole's crime rate is comparable to the national average, offering a balanced living environment with both urban conveniences and natural escapes.
Learn more about living in Parole

Home Trends in Parole, MD

On average, homes in Parole, Annapolis sell after 32 days on the market compared to the national average of 52 days. The median sale price for homes in Parole, Annapolis over the last 12 months is $554,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$554,000
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$515,000
Median 2 Bedroom Sale Price
$389,900
Median 1 Bedroom Sale Price
$295,000
Average Price Per Sq Ft
$294
Number of Homes for Sale
62
Last 12 months Home Sales
299
Months of Supply
2.50
Median List Price
$563,700
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home

In Parole, there are currently 26 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $389,900 to $3,250,000, there's something for every budget. As of September, 2025 the median home price in Parole, Annapolis is $563,700, while the average sale price is $614,936, providing insight into local market trends. On average, houses spend 32 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in Parole, Annapolis and find the perfect place to call home.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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