27

Parole Houses for Sale

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  • 357 Overlook Trail, Annapolis, MD 21401
    357 Overlook Trail, Annapolis, MD 21401
    357 Overlook Trail, Annapolis, MD 21401
    /6

    $1,398,000 Coming Soon

    • 4 Beds
    • 4 Baths
    • 3,070 Sq Ft

    357 Overlook Trail, Annapolis, MD 21401

    Enchanting Craftsman-Style Waterfront Retreat in Epping ForestTucked away in the prestigious gated community of Epping Forest, this beautifully renovated Craftsman-style home offers a rare opportunity to enjoy serene waterfront living with a private deep-water pier on Clements Creek, just off the Severn River. Complete with a 12,000 lb boat lift and a private sandy beach, it’s a dream for

    Agent Photo

    Darrel Reel

    Corner House Realty

    (410) 415-1480

    357 Overlook Trail, Annapolis, MD 21401
  • 706 Riverview Terrace, Annapolis, MD 21401
    706 Riverview Terrace, Annapolis, MD 21401
    706 Riverview Terrace, Annapolis, MD 21401
    /62

    $975,000

    • 4 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    706 Riverview Terrace, Annapolis, MD 21401

    Nestled in a tranquil, wooded setting with captivating seasonal views of the South River, this exquisite custom built home is a true sanctuary. Architecturally designed with discerning taste and crafted to the highest standards, this home offers refined living with timeless elegance and understated luxury. The main level welcomes you with a thoughtfully designed open layout, ideal for both

    Agent Photo

    Cheryl Jersey-Lecourt

    Long & Foster Real Estate, Inc.

    (410) 973-7678

    706 Riverview Terrace, Annapolis, MD 21401
  • 2977 Southaven Dr, Annapolis, MD 21401
    2977 Southaven Dr, Annapolis, MD 21401
    2977 Southaven Dr, Annapolis, MD 21401
    /56

    $1,000,000

    • 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
  • 2908 Southwater Point Dr, Annapolis, MD 21401
    2908 Southwater Point Dr, Annapolis, MD 21401
    2908 Southwater Point Dr, Annapolis, MD 21401
    /63

    $1,670,000

    • 3 Beds
    • 2.5 Baths
    • 3,106 Sq Ft

    2908 Southwater Point Dr, Annapolis, MD 21401

    Welcome to your South River waterfront dream home! This stunning contemporary offers over 3,000 square feet of beautifully designed living space, featuring 3 bedrooms, 2.5 bathrooms, hardwood floors, neutral tones, and high-end finishes throughout. Greeted by an abundance of natural light and sweeping river views, the open-concept living area features an electric fireplace and flows seamlessly

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    2908 Southwater Point 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

    $1,200,000

    • 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
  • 1753 Ebling Trail, Annapolis, MD 21401
    1753 Ebling Trail, Annapolis, MD 21401
    1753 Ebling Trail, Annapolis, MD 21401
    /39

    $995,000

    • 3 Beds
    • 3.5 Baths
    • 2,438 Sq Ft

    1753 Ebling Trail, Annapolis, MD 21401

    Sculpted by nature this stunning home in Epping Forest with partial water views of the Severn River is perfect for a weekend getaway or permanent residence. Located in the highly coveted private gated waterfront community on the Severn River offering the ideal setting to celebrate the Annapolitan lifestyle. This charming and unique 3 bedroom, 3.5 bath home with over 2400 finished square feet

    Brad Kappel TTR Sotheby's International Realty

    1753 Ebling Trail, Annapolis, MD 21401
  • 553 Choptank Cove Ct, Annapolis, MD 21401
    553 Choptank Cove Ct, Annapolis, MD 21401
    553 Choptank Cove Ct, Annapolis, MD 21401
    /47

    $1,100,000

    • 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. The great room has cathedral ceilings, wood beams and wide

    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

    $1,125,000

    • 6 Beds
    • 6.5 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
    /61

    $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
    /72

    $1,379,000

    • 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
  • 301 Unity Ln, Annapolis, MD 21401
    301 Unity Ln, Annapolis, MD 21401
    301 Unity Ln, Annapolis, MD 21401
    /120

    $1,198,000

    • 5 Beds
    • 5.5 Baths
    • 7,616 Sq Ft

    301 Unity Ln, Annapolis, MD 21401

    Walk in and be amazed with a beautiful and luxurious remodeled open floor concept. Open the front door and look to the gorgeous living room with electric fire place that produces up to 5,000 BTU of heat for the comfort on cold and snowy days. Living room flows into your brand new gourmet style kitchen set up for fabulous days of entertaining friends and family. Main floor offers a spectacular

    Fanny Kranwinkel Sunshine Properties Inc.

    301 Unity Ln, 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
  • 767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    /46

    $1,299,999 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    767 Bon Haven Dr, Annapolis, MD 21401

    Discover luxurious living in this exceptional 4-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
  • 534 Post Oak Rd, Annapolis, MD 21401
    534 Post Oak Rd, Annapolis, MD 21401
    534 Post Oak Rd, Annapolis, MD 21401
    /9

    $950,000 Coming Soon

    • 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 en-suite

    Kimberly O'Connor Coldwell Banker Realty

    534 Post Oak Rd, Annapolis, MD 21401
  • 905 Plattner Ct, Annapolis, MD 21401
    905 Plattner Ct, Annapolis, MD 21401
    905 Plattner Ct, Annapolis, MD 21401
    /49

    $910,000

    • 4 Beds
    • 4.5 Baths
    • 5,711 Sq Ft

    905 Plattner Ct, Annapolis, MD 21401

    Welcome home to 905 Plattner, a gorgeous and expansive home that offers nearly 6000 square feet of beautiful living! The sellers, the original owners, have loved and meticulously taken care of this great home, which was the model home of the community and offers one of the largest floor plans in the neighborhood. As you walk in through the front door, you will be greeted with a grand two-story

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    905 Plattner Ct, Annapolis, MD 21401
  • 229 Bowen Ct, Annapolis, MD 21401
    229 Bowen Ct, Annapolis, MD 21401
    229 Bowen Ct, Annapolis, MD 21401
    /24

    $849,900 Open Fri 3:30PM - 5PM

    • 4 Beds
    • 2.5 Baths
    • 4,221 Sq Ft

    229 Bowen Ct, Annapolis, MD 21401

    Experience over 5,000 square feet of refined comfort in this beautifully appointed 4-bedroom, 2.5-bath Colonial, nestled at the end of a quiet cul-de-sac in the highly desirable Bowen Manor community of Annapolis. From the moment you step inside, you’ll appreciate the soaring ceilings, abundant natural light, and seamless flow that make this home perfect for grand entertaining and effortless

    Joshua Mast HomeSource Pro Real Estate

    229 Bowen Ct, Annapolis, MD 21401
  • 219 Bowen Ct, Annapolis, MD 21401
    219 Bowen Ct, Annapolis, MD 21401
    219 Bowen Ct, Annapolis, MD 21401
    /58

    $865,000 Open Thu 4PM - 6PM

    • 5 Beds
    • 4.5 Baths
    • 4,601 Sq Ft

    219 Bowen Ct, Annapolis, MD 21401

    Welcome to your dream home in the coveted Bowen Manor neighborhood! This beautifully customized Jamison model is a rare find, offering exceptional design, luxurious upgrades, and a prime location near downtown Annapolis.Step inside to discover a gourmet chef’s kitchen that’s sure to impress, featuring top-of-the-line stainless steel GE Monogram appliances—including a gas cooktop with center

    Jennifer Chino Compass

    219 Bowen Ct, Annapolis, MD 21401
  • 1901 Eamons Way, Annapolis, MD 21401
    1901 Eamons Way, Annapolis, MD 21401
    1901 Eamons Way, Annapolis, MD 21401
    /37

    $875,000

    • 3 Beds
    • 3.5 Baths
    • 4,060 Sq Ft

    1901 Eamons Way, Annapolis, MD 21401

    Welcome to this stunning 3 bedroom, 3.5 bath stone-front home situated on a large 9,289 sq .ft. corner lot in the sought-after Monticello community—just a short walk to shops and dining. The main level features an open living/dining area, gourmet kitchen with stainless appliances and granite counters, a spacious family room with gas fireplace that opens to a large screened-in porch, perfect for

    Peggy Love Long & Foster Real Estate, Inc.

    1901 Eamons Way, Annapolis, MD 21401
  • 2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    /53

    $529,900

    • 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
  • 336 Severn Rd, Annapolis, MD 21401
    336 Severn Rd, Annapolis, MD 21401
    336 Severn Rd, Annapolis, MD 21401
    /53

    $849,000

    • 2 Beds
    • 2.5 Baths
    • 1,708 Sq Ft

    336 Severn Rd, Annapolis, MD 21401

    Waterfront Living in Epping Forest with Stunning Views!Nestled in the exclusive, gated community of Epping Forest, this beautifully maintained 2-bedroom, 2.5-bath home offers serene water views and a relaxed yet sophisticated lifestyle. Designed for effortless living, the open floor plan features 10-foot ceilings, gleaming hardwood floors, and a cozy fireplace in the Great Room. The

    Candice Bothun CENTURY 21 New Millennium

    336 Severn Rd, Annapolis, MD 21401
  • 2908 Southwater Point Dr, Annapolis, MD 21401
    2908 Southwater Point Dr, Annapolis, MD 21401
    2908 Southwater Point Dr, Annapolis, MD 21401
    /44

    $2,245,000

    • 3 Beds
    • 2.5 Baths
    • 3,243 Sq Ft

    2908 Southwater Point Dr, Annapolis, MD 21401

    Fabulous waterfront "Deck Home" with heated saltwater pool and unprecedented views across Broad Creek out to the South River. This special residence located in the Southwater Point enclave of waterfront homes offers the perfect elevation to oversee the stunning sunset and water views. The layout of the home is perfectly designed to enjoy the ever changing scenery from almost every room in the

    Brad Kappel TTR Sotheby's International Realty

    2908 Southwater Point Dr, Annapolis, MD 21401
  • 2671 Pemaquid Ct, Annapolis, MD 21401
    2671 Pemaquid Ct, Annapolis, MD 21401
    2671 Pemaquid Ct, Annapolis, MD 21401
    /51

    $599,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft

    2671 Pemaquid Ct, Annapolis, MD 21401

    Discover the charm and comfort of this beautifully maintained 3-bedroom, 2-bath home in the highly sought-after 55+ community of Heritage Harbour. Warm and welcoming, this cozy home features a wood-burning fireplace, gas heat, and hot water—ideal for relaxing evenings year-round. The spacious kitchen, complete with a center island, is perfect for hosting dinner parties or honing your gourmet

    Jack Papaleonti Academy Realty Inc.

    2671 Pemaquid Ct, Annapolis, MD 21401
  • 122 Franklin Rd, Annapolis, MD 21401
    122 Franklin Rd, Annapolis, MD 21401
    122 Franklin Rd, Annapolis, MD 21401
    /5

    $825,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    122 Franklin Rd, Annapolis, MD 21401

    Welcome home to this charming and unique property on a large private lot, tucked at the end of a quiet road in Weems Creek—just minutes from West Annapolis, the Naval Academy, the Historic District, and with easy access to Route 50 and commuter routes. This spacious home has been thoughtfully renovated to include a large primary suite with a walk-in closet and updated bath. The oversized third

    Deborah Laggini Long & Foster Real Estate, Inc.

    122 Franklin Rd, 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
  • 40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    /15

    $419,000

    • 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
  • 371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    /2

    $1,600,000

    • 4 Beds
    • 3.5 Baths
    • 6,724 Sq Ft

    371 Carriage Park Way, Annapolis, MD 21401

    **SEVERE MOLD THROUGHOUT - MASK & HOLD HARMLESS REQUIRED TO ENTER**This is a short sale and the property requires a full renovation. Being sold strictly as-is, with no repairs or warranties offered.Third-party approval required. The list price is not approved by the lender and reflects the amount currently owed, not the property's fair market value. Offers will not be reviewed

    Rebecca Ravera Real Broker, LLC

    371 Carriage Park Way, 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 66 days on the market compared to the national average of 70 days. The median sale price for homes in Parole, Annapolis over the last 12 months is $330,000, down 30% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$330,000
Median Single Family Sale Price
$340,000
Median Townhouse Sale Price
$795,000
Median 2 Bedroom Sale Price
$729,000
Median 1 Bedroom Sale Price
$330,000
Average Price Per Sq Ft
$360
Number of Homes for Sale
19
Last 12 months Home Sales
391
Months of Supply
0.60
Median List Price
$337,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-30%
How to Buy a Home How to Finance a Home How to Sell a Home

In Parole, there are currently 27 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 July, 2025 the median home price in Parole, Annapolis is $337,000, while the average sale price is $548,758, providing insight into local market trends. On average, houses spend 66 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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