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Homes for Sale near Glenwood Middle School

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  • /30

    $500,000

    • Land
    • 3.36 Acres
    • $148,810 per Acre

    2686 Jennings Chapel Rd, Woodbine, MD 21797

    2686 Jennings Chapel Rd, Woodbine, MD 217973.36 Acres | 1 Well - Buildable Lot | No HOA | Equestrian-AdjacentA Rare Offering in Coveted Western Howard CountyLocated in one of Maryland’s most sought-after communities, this exceptional 3.36-acre level lot offers the perfect blend of privacy, natural beauty, and accessibility. Nestled in the heart of Western Howard

    Agent Photo

    Dawn Chaikin

    Berkshire Hathaway HomeServices PenFed Realty

    (443) 363-1452

    2686 Jennings Chapel Rd, Woodbine, MD 21797
  • /38

    $574,900

    • 3 Beds
    • 2 Baths
    • 2,094 Sq Ft

    14081 Monticello Dr, Cooksville, MD 21723

    Investor Alert – Prime Opportunity in Cooksville!Unlock the potential of this 3-bedroom, 2-bath Cape Cod sitting on nearly 2 acres of peaceful, wooded land. With over 2,000 sq ft above grade, a walkout basement, and a functional layout, this home is ideal for buyers looking to renovate, build equity, or customize their forever home. Features include original hardwood floors, a classic brick

    Agent Photo

    Edward Vasquez

    Long & Foster Real Estate, Inc.

    (410) 403-3228

    14081 Monticello Dr, Cooksville, MD 21723
  • /60

    $1,600,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,813 Sq Ft

    2686 -B Jennings Chapel Rd, Woodbine, MD 21797

    2686 Jennings Chapel Rd, Woodbine, MD 217973.36 Acres | Private Well | No HOA | Adjacent to Premier Equestrian FacilityExplore custom home options for this lot with Timberlake Design Build one of Maryland's premier custom home builders.Build Your Dream Home with Timberlake Design Build – Luxury Living in Western Howard CountyWelcome to a truly rare opportunity in one of

    Agent Photo

    Dawn Chaikin

    Berkshire Hathaway HomeServices PenFed Realty

    (410) 927-5942

    2686 -B Jennings Chapel Rd, Woodbine, MD 21797
  • /77

    $1,285,900

    • 6 Beds
    • 4 Baths
    • 4,553 Sq Ft

    15606 Bushy Park Rd, Woodbine, MD 21797

    Private driveway. Do NOT drive past listed property to turn. Only use the space in front of the garage to park and turn around. Thank you for your understanding!Stunning contemporary 5,400+ sqft home on 4.4 acres, fully updated with exceptional design. Flooded with light, featuring architectural details, 6 bedrooms (2 per level), and a luxurious main suite with spa bath. Entertain in

    Jack Mager Redfin Corp

    15606 Bushy Park Rd, Woodbine, MD 21797
  • /67

    $1,100,000

    • 3 Beds
    • 4 Baths
    • 2,542 Sq Ft

    15746 Union Chapel Rd, Woodbine, MD 21797

    Situated in the gently rolling hills of Western Howard County, this special 28 acre property will not disappoint the buyer that seeks a tranquil setting while having easy access to commuter routes to DC, Baltimore, Frederick and Annapolis. With Cattail Creek running through the property, wooded as well as open spaces, you will find peace and quiet at home. Eco-Conscious Buyers!

    Tracy Diamond EXP Realty, LLC

    15746 Union Chapel Rd, Woodbine, MD 21797
  • /73

    $1,400,000 Open Sat 12PM - 2PM

    • 7 Beds
    • 4.5 Baths
    • 7,348 Sq Ft

    15501 Bushy Tail Run, Woodbine, MD 21797

    Welcome to this stunning contemporary home, set on 3.14 private acres, thoughtfully designed to combine luxury with modern comfort. Nestled on a serene private lot, this residence is ideal for both entertaining guests and enjoying tranquil everyday living. Step into the impressive 2-story foyer through striking double front doors, featuring sleek marble tile. Expansive Pella windows and

    Lily Alvarado Long & Foster Real Estate, Inc.

    15501 Bushy Tail Run, Woodbine, MD 21797
  • /41

    $1,199,000

    • 4 Beds
    • 3.5 Baths
    • 4,004 Sq Ft

    15018 Scottswood Ct, Woodbine, MD 21797

    Beautiful Home in Western Howard County This is a fantastic opportunity to own a home in the highly regarded Country Springs community! The home is located on 3.00 acres with 4 bedrooms and 3.5 bathrooms. Walk through the front door to hardwood flooring throughout the main floor. The main floor includes a den with French doors, a living room and dining room. Walk through the hallway with the

    Alex Hodges Cottage Street Realty LLC

    15018 Scottswood Ct, Woodbine, MD 21797
  • /67

    $1,220,000 Open House 7/27

    • 5 Beds
    • 4.5 Baths
    • 5,044 Sq Ft

    2815 Sagewood Dr, Glenwood, MD 21738

    Come home to this tranquil contemporary 5 bedroom, 4.5 bath home in the distinguished and sought-after Wellington neighborhood. Situated on 3.25 mostly-wooded acres, the property feels isolated without being far away. Access the property by way of the winding driveway and you will notice the extensively manicured landscaping leading to the house. Guests approach the inviting front porch featuring

    Elliot Ward Long & Foster Real Estate, Inc.

    2815 Sagewood Dr, Glenwood, MD 21738
  • /76

    $1,199,900

    • 5 Beds
    • 6 Baths
    • 5,027 Sq Ft

    1280 Saint Michaels Rd, Mount Airy, MD 21771

    Welcome to 1280 Saint Michaels Road! Tucked away in the countryside of Mount Airy, this home offers over 7,000 total square feet and a 3 acre lot. Featuring an in-law suite with complete privacy and separate access, this home has a total of 5 bedrooms, 4 full bathrooms, 2 half bathrooms, and another room that can be used as an office or a 6th bedroom. The main home contains 3 bedrooms, 2 full

    Ronald Wolfe Charis Realty Group

    1280 Saint Michaels Rd, Mount Airy, MD 21771
  • /93

    $1,500,000

    • 7 Beds
    • 5.5 Baths
    • 6,084 Sq Ft

    2042 Drovers Ln, Cooksville, MD 21723

    Welcome to 2042 Drovers Lane, a stunning single-family home in the heart of Cooksville offering a perfect blend of luxury, functionality, and modern upgrades. This gorgeous residence features an open-concept layout with a spacious family room and cozy fireplace just off the gourmet kitchen, creating an ideal space for gathering and entertaining.The kitchen is a chef’s dream, boasting

    Ronna Corman-Chew Samson Properties

    2042 Drovers Ln, Cooksville, MD 21723
  • /52

    $1,200,000

    • 4 Beds
    • 4.5 Baths
    • 3,490 Sq Ft

    16013 Pheasant Ridge Ct, Woodbine, MD 21797

    Southern Living in the Heart of Howard County Horse Country! Set on a tranquil 3-acre lot, this beautifully crafted custom home offers over 3,400 square feet of thoughtfully designed living space. From the brick-to-grade exterior and gracious front porch to the recently repainted interior, this home exudes warmth, quality, and attention to detail.The main level features gleaming hardwood

    Lisa Buohl Samson Properties

    16013 Pheasant Ridge Ct, Woodbine, MD 21797
  • /63

    $1,199,990

    • 4 Beds
    • 5.5 Baths
    • 4,757 Sq Ft

    1760 Florence Rd, Mount Airy, MD 21771

    Welcome to this exceptional custom Craftsman-style home, designed by Frank Betz and set on 3.5 private acres in Western Howard County, within the highly sought-after Glenelg school district. Surrounded by mature woods and beautifully landscaped grounds, including 26 red maple trees planted by the county, this property offers a rare combination of seclusion, luxury, and convenience. Inside, you’ll

    Charles Marshall RE/MAX Advantage Realty

    1760 Florence Rd, Mount Airy, MD 21771
  • /61

    $1,120,000

    • 5 Beds
    • 3.5 Baths
    • 5,341 Sq Ft

    18311 Chelsea Knolls Dr, Mount Airy, MD 21771

    Stunning former model home in sought-after school district in Howard County, Mount Airy! Nestled on a quiet cul-de-sac, this exquisite Avalon model by Ryan Homes was built in 2015 and once served as the community’s model home. Perfectly situated on nearly an acre backing to trees, this property offers a serene and private setting with ample space for recreation and relaxation.Step inside to find

    Carla Viviano Viviano Realty

    18311 Chelsea Knolls Dr, Mount Airy, MD 21771
  • /108

    $1,280,000

    • 6 Beds
    • 4.5 Baths
    • 8,088 Sq Ft

    818 Hoods Mill Rd, Cooksville, MD 21723

    EXPANSIVE 6BR/4.5BA COLONIAL PRIVATELY TUCKED AWAY ON NEARLY 5 ACRES. ELEGANT 2-STORY FOYER WITH SWEEPING STAIRCASE. FORMAL LIVING ROOM & DINING ROOM PERFECT FOR ENTERTAINING. FABULOUS CHEF'S KITCHEN BOASTS GRANITE COUNTERS, CUSTOM BACKSPLASH, ISLAND, BREAKFAST AREA AND ADJOINING FAMILY ROOM WITH SOARING CEILING AND WOOD STOVE WITH 2-STORY STONE SURROUND. THE UPPER LEVEL HAS A LARGE PRIMARY

    Barry Nabozny RE/MAX Premier Associates

    818 Hoods Mill Rd, Cooksville, MD 21723
  • /14

    $1,250,000 New Construction

    • 5 Beds
    • 7 Baths
    • 6,800 Sq Ft

    16365 Camalo Dr, Mount Airy, MD 21771

    An incredible opportunity to purchase this stunning piece of land and custom build the home of your dreams! The seller has taken the time and expense of working with an established architect to design and provide an exquisite floor plan that includes not just well thought out interior details, but showcases an outdoor oasis with hardscaping, an in ground pool, sport/tennis court, and more! THERE

    Lauren Shapiro Long & Foster Real Estate, Inc.

    16365 Camalo Dr, Mount Airy, MD 21771
  • /74

    $1,625,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 6 Baths
    • 6,286 Sq Ft

    15620 Linden Grove Ln, Woodbine, MD 21797

    Distinguished and breathtaking, this nearly new energy-efficient Craftsman-style estate offers an extraordinary blend of luxury, comfort, and modern sophistication. Nestled on a serene, full acre in the prestigious Linden Grove community, the property is a true retreat—complete with a sparkling in-ground pool, outdoor kitchen, solar panels, home theater, and private gym.From the moment you

    Bob Lucido Keller Williams Lucido Agency

    15620 Linden Grove Ln, Woodbine, MD 21797
  • /71

    $1,150,000 Coming Soon

    • 4 Beds
    • 5 Baths
    • 4,846 Sq Ft

    2720 Hobbs Rd, Glenwood, MD 21738

    Welcome to 2720 Hobbs Rd, a stunning country style custom built home in Glenwood Springs. A winding sidewalk with extensive landscaping brings you to the wraparound porch featuring composite decking and vinyl railings for easy maintenance. Step in the main level to oak hardwood floors and staircase with iron balusters. Main level office or mud room. Living room with pellet stove, stone hearth,

    Dan Iampieri RE/MAX Aspire

    2720 Hobbs Rd, Glenwood, MD 21738
  • /5

    $350,000

    • Land
    • 1.34 Acres
    • $261,194 per Acre

    15740 Union Chapel Rd, Woodbine, MD 21797

    Rare 1 + Acre Buildable Lot in Howard County – Prime Location an area of strong supporting value homes. Tucked away in one of Howard County’s most desirable areas, this mostly level and tree studded property offers the perfect blend of privacy, natural beauty and convenience, Mature trees give you a jump start on landscaping and provide a serene backdrop for your dream home while still

    Tracy Diamond EXP Realty, LLC

    15740 Union Chapel Rd, Woodbine, MD 21797
  • /75

    $759,000

    • 3 Beds
    • 3 Baths
    • 3,006 Sq Ft

    15861 Union Chapel Rd, Woodbine, MD 21797

    Set back off the road nicely. Please note finished sq ft is 3006.: 1100 sq ft finished lower level & 1906 main level. Outstanding home! Nothing left to do. Kitchen with island, quartz countertops, s/s appliances, double wall oven, office w barn doors, basement mostly finished w/walk out, sep laundry main level. What's been done? Roof, siding, windows, sliders, car/heat, bathrooms, and more.

    Elizabeth Lavine Countryside Properties

    15861 Union Chapel Rd, Woodbine, MD 21797
  • /73

    $695,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,478 Sq Ft

    1656 Daisy Rd, Woodbine, MD 21797

    RENOVATED RANCHER W/ STUNNING PASTORAL VIEWS & SPACIOUS DETACHED GARAGE; 1656 Daisy Rd was renovated in 2021 and was expanded on in 2024 to include an additional 500+ square feet, complete with primary suite and additional dining area. This home is in excellent condition throughout and offers a move-in ready opportunity surrounded by visually captivating Howard County farmland. The spacious

    Rick Cantore RE/MAX Advantage Realty

    1656 Daisy Rd, Woodbine, MD 21797
  • /3

    $750,000

    • 3 Beds
    • 3 Baths
    • 3,100 Sq Ft

    2935 Route 97, Glenwood, MD 21738

    AS-IS! INCREDIBLE OPPORTUNITY IN SOUGHT AFTER GLENWOOD! DON'T MISS THIS RARE CHANCE TO OWN 4.87 ACRES OF LAND WITH POND IN HIGHLY DESIRABLE GLENWOOD AREA. APPROXIMATELY 3100 SQ FT. WITH 70% OF THE WORK ALREADY COMPLETED, THIS HOME OFFERS THE PERFECT OPPORTUNITY TO REMAINING AND RENOVATED IT INTO YOUR DREAM HOME. MAJOR IMPROVEMENTS HAVE ALREADY BEEN MADE-INCLUDING A BRAND-NEW SEPTIC SYSTEM AND

    Hae-Jeong Kim Kimstone Realty Inc.

    2935 Route 97, Glenwood, MD 21738
  • /29

    $749,900

    • 5 Beds
    • 2.5 Baths
    • 2,286 Sq Ft

    1238 Morgan Station Rd, Woodbine, MD 21797

    Prime Location. Move-In Ready. Thoughtfully Updated. Brand-new roof New furnace Renovated kitchen with quartz countertops + new stainless appliances Finished basement with 2 bedrooms, full bath, laundry & workshop Detached 3-car garage with hydraulic lift Huge metal outbuilding tucked away from the home Zoned residential with flexible use options Nearly 2 acres

    Raul Arrunategui Taylor Properties

    1238 Morgan Station Rd, Woodbine, MD 21797
  • /10

    $450,000

    • Land
    • 1.15 Acres
    • $391,304 per Acre

    869 Morgan Station Rd, Woodbine, MD 21797

    Build Your Dream Home at 869 Morgan Station Rd, Woodbine, MD (Lot 4) -- Chapel Hill II by Catonsville Homes -- Nestled in the picturesque countryside of Howard County, this beautiful one-acre homesite at 869 Morgan Station Road offers a rare opportunity to craft a custom residence in a brand new rural community. With a builder tie-in to the award-winning Catonsville Homes, your dream of a

    Rick Cantore RE/MAX Advantage Realty

    869 Morgan Station Rd, Woodbine, MD 21797
  • /59

    $899,900

    • 4 Beds
    • 4 Baths
    • 3,164 Sq Ft

    15066 Frederick Rd, Woodbine, MD 21797

    Just reduced in the Woods at Ridgeview which is a small enclave of homes in western Howard County and conveniently situated off Frederick Road! This large well maintained 4 bedroom stone front Colonial with over 4,000 of total living square space has a finished basement, new architectural roof and is nestled on a private wooded 1 acre lot with NO HOA! The front of the home has a covered porch

    Joseph Holland Maryland Residential Realty

    15066 Frederick Rd, Woodbine, MD 21797
  • /61

    $895,000

    • 5 Beds
    • 3.5 Baths
    • 4,999 Sq Ft

    17025 Hardy Rd, Mount Airy, MD 21771

    Welcome to 17025 Hardy Road, a peaceful sanctuary with modern comfort—where family memories are made outdoors and relaxation begins at home. This extraordinary Howard County retreat boasts about 5,000 square feet of luxurious living space! Tucked away on a tranquil country road in Mount Airy, this magnificent property offers an unparalleled quiet, country lifestyle without being squeezed in next

    Alex Bounan Long & Foster Real Estate, Inc.

    17025 Hardy Rd, Mount Airy, MD 21771
  • /22

    $575,000

    • 6 Beds
    • 4 Baths
    • 1,936 Sq Ft

    3169 Route 97, Glenwood, MD 21738

    RARE OPPORTUNITY in HOWARD COUNTY – TWO HOMES for the PRICE OF ONE! Buyer's financing fell through.Welcome to 3169 Route 97 Glenwood, MD – a once-in-a-lifetime opportunity to own a beautifully renovated duplex in one of the most desirable areas in Howard County. Almost one acre of land. Whether you’re looking for multi-generational living or want to live in one home and rent the

    Dilyara Daminova Samson Properties

    3169 Route 97, Glenwood, MD 21738
  • /29

    $700,000

    • Land
    • 9 Acres
    • $79,545 per Acre

    14459 Frederick Rd, Cooksville, MD 21723

    8.8 acre lot in Howard County. Unique opportunity to build your dream home. Sale includes 14459 & 14439 Frederick Rd. Approved Perc, Owner is willing to work through the permit process for this property for an extra fee.

    Holly Greenstreet Hyatt & Company Real Estate, LLC

    14459 Frederick Rd, Cooksville, MD 21723
  • /25

    $675,000

    • Land
    • 1.18 Acres
    • $572,034 per Acre

    15309 Leondina Dr, Glenwood, MD 21738

    Design & Build your own Estate Home! 1.18 Acre Estate Homesite located within the Vineyards at Cattail Creek, a Private Community of Custom Designed Homes, for those who appreciate the extraordinary w/plenty of open spaces & quiet country lanes to bike, jog or just take a leisurely stroll & acres of woods to discover & enjoy. (Perc completed, Well Included)

    Diane Kenworthy Northrop Realty

    15309 Leondina Dr, Glenwood, MD 21738
  • /40

    $774,999

    • 5 Beds
    • 3 Baths
    • 3,431 Sq Ft

    14816 Bushy Park Rd, Woodbine, MD 21797

    Welcome to this stunning 5-BR, 3-FB home in the heart of Woodbine! This turn-key residence offers bright and open interiors, featuring rich hardwood floors throughout. The EXPANSIVE family room boasts an oversized window, flooding the space with natural light, and a cozy wood stove for added warmth. The modern kitchen is a chef’s dream, complete with stainless steel appliances, sleek granite

    Sean Der Compass

    14816 Bushy Park Rd, Woodbine, MD 21797
  • /102

    $4,750,000

    • 16 Beds
    • 12 Baths
    • 16,270 Sq Ft

    16449 Ed Warfield Rd, Woodbine, MD 21797

    Culturally, historically, and architecturally significant, Oakdale, circa 1838 and 1898, ancestral home of Maryland Governor Edwin Warfield, is a magnificent estate on a tranquil 180-acre tract only 20 miles from both the Washington and Baltimore beltways. On The National Register of Historic Places, the main house boasts 24 rooms and 5.1 baths, comprising over 9,500 sq. ft. Impressive, original

    Richard Watson Long & Foster Real Estate, Inc.

    16449 Ed Warfield Rd, Woodbine, MD 21797
  • /24

    $650,000

    • Land
    • 1.29 Acres
    • $503,876 per Acre

    3734 Sofia Ct, Glenwood, MD 21738

    Design & Build your own Estate Home! 1.29 Acre Estate Homesite located within the Vineyards at Cattail Creek, a Private Community of Custom Designed Homes, for those who appreciate the extraordinary w/plenty of open spaces & quiet country lanes to bike, jog or just take a leisurely stroll & acres of woods to discover & enjoy. (Perc completed, Well Included).

    Diane Kenworthy Northrop Realty

    3734 Sofia Ct, Glenwood, MD 21738
  • /19

    $295,000

    • Land
    • 1.25 Acres
    • $236,000 per Acre

    15948 Union Chapel Rd, Woodbine, MD 21797

    CORNER LOT ON 1.25 ACRES. EXISTING WELL & SEPTIC! GREAT PROPERTY OPEN TO ANY TYPE OF BUSINESS! USED TO BE DAISY TRADING POST!

    Jennifer Drennan Taylor Properties

    15948 Union Chapel Rd, Woodbine, MD 21797
  • /12

    $1,799,900 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,960 Sq Ft

    869 Morgan Station Rd, Woodbine, MD 21797

    Nestled on a picturesque 1.15-acre lot, this to-be-built custom home by Catonsville Homes features the exquisite Chapel Hill II model, offering a perfect blend of luxury and comfort. Boasting an impressive 4,960 square feet above grade, this home is adorned with high-end upgrades and thoughtful design elements throughout. The exterior welcomes you with a charming wrap-around front porch accented

    David Scranton Compass

    869 Morgan Station Rd, Woodbine, MD 21797
  • /23

    $2,900,000 New Construction

    • 4 Beds
    • 4.5 Baths

    15309 Leondina Dr, Glenwood, MD 21738

    Design and build your own estate Home! 1.18 acre estate homesite located within the Vineyards at Cattail Creek, a private community of custom designed homes, for those who appreciate the extraordinary with plenty of open spaces & quiet country lanes to bike, jog or just take a leisurely stroll & acres of woods to discover & enjoy. New construction - to be built home. Bring your builder or use

    Diane Kenworthy Northrop Realty

    15309 Leondina Dr, Glenwood, MD 21738
  • /32

    $1,999,900 New Construction

    • 5 Beds
    • 5.5 Baths
    • 6,700 Sq Ft

    14069 Monticello Dr, Cooksville, MD 21723

    OPPORTUNITY We have the following property with NEW CONSTRUCTION listed below. NEW CONSTRUCTION PROPERTY Western Howard County Price - Starting at $1.999M, Dependent on Build Timing and Final Options Selected Victorian Grace at Monticello 14069 Monticello Drive - Due to Construction, All Property Visits Require Owner or Builder Present The Home and Garage is of superior

    Jonathan Minerick Homecoin.com

    14069 Monticello Dr, Cooksville, MD 21723
  • /2

    $850,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,413 Sq Ft

    17580 Hardy Rd, Mount Airy, MD 21771

    Creig Northrop Northrop Realty

    17580 Hardy Rd, Mount Airy, MD 21771
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