30

Hollywood, MD Homes for Sale under $800,000

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  • 23302 Misty Pond Ln, California, MD 20619
    23302 Misty Pond Ln, California, MD 20619
    23302 Misty Pond Ln, California, MD 20619
    /49

    $517,900

    $22K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,003 Sq Ft

    23302 Misty Pond Ln, California, MD 20619

    Back with an amazing upgraded kitchen. Pics coming. Kitchen received a new deep sink and faucet, beautiful modern white stone counters and the cabinets were painted with new hardware and new soft close hinges. Amazing colonial in quiet cul-da-sac. Home has a new roof in 2022 with the transferable warranty. Basement is finished fully in 2026, new paint in foyer and upstairs hall, new SHUTTERS and

    Agent Photo

    James Dick

    Long & Foster Real Estate, Inc.

    23302 Misty Pond Ln, California, MD 20619
  • 44908 Hickory Landing Way, Hollywood, MD 20636
    44908 Hickory Landing Way, Hollywood, MD 20636
    44908 Hickory Landing Way, Hollywood, MD 20636
    /10

    $799,000

    • 5 Beds
    • 3 Baths
    • 2,727 Sq Ft

    44908 Hickory Landing Way, Hollywood, MD 20636

    Welcome to Hickory Landing Waterfront property. The tree-filled private and quiet 17+ acre property is located on a cove off of Cuckold Creek. Experience breathtaking views from both the living room and the upper level, offering a perfect backdrop for daily living and relaxation. Chef's kitchen features custom solid maple painted cabinets, providing timeless elegance and ample storage space for

    Agent Photo

    Barbara Raley

    Berkshire Hathaway HomeServices PenFed Realty

    44908 Hickory Landing Way, Hollywood, MD 20636
  • 23636 Hansel Ct, Leonardtown, MD 20650
    23636 Hansel Ct, Leonardtown, MD 20650
    23636 Hansel Ct, Leonardtown, MD 20650
    /85

    $629,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,836 Sq Ft

    23636 Hansel Ct, Leonardtown, MD 20650

    CREDIT FOR REPAIRS!! New Lower Price!!Welcome home to 23636 Hansel Court! This stunning Leonardtown residence perfectly blends modern upgrades with unique features you won't find anywhere else. Step inside to find gorgeous hardwood floors flowing seamlessly across the main level. The mostly finished basement is an entertainer's dream, featuring a dedicated theater area ready for your custom

    John Kreamer Taylor Properties

    23636 Hansel Ct, Leonardtown, MD 20650
  • 22931 Snow Leopard Dr, California, MD 20619
    22931 Snow Leopard Dr, California, MD 20619
    22931 Snow Leopard Dr, California, MD 20619
    /78

    $525,000

    • 3 Beds
    • 3.5 Baths
    • 2,314 Sq Ft

    22931 Snow Leopard Dr, California, MD 20619

    This well maintained two story with basement is just waiting for that new family. Three bedrooms, 3 1/2 baths, fenced back yard for the family dog, stone patio off deck, two car garage, main level family room with gas fireplace, eat at counter in the kitchen as well as room for a breakfast table and a large seperate dining room. A rocking chair front porch for relaxed evenings, rec room in

    Jan Barnes CENTURY 21 New Millennium

    22931 Snow Leopard Dr, California, MD 20619
  • 41462 Culpepper Way, Leonardtown, MD 20650
    41462 Culpepper Way, Leonardtown, MD 20650
    41462 Culpepper Way, Leonardtown, MD 20650
    /75

    $645,000

    • 4 Beds
    • 3.5 Baths
    • 3,314 Sq Ft

    41462 Culpepper Way, Leonardtown, MD 20650

    Welcome home to this beautifully refreshed home in the sought-after Leonard’s Grant community! Ideally located on Leonard’s Grant Parkway, this move-in ready home features fresh paint and brand-new carpet throughout, offering a clean, updated feel from the moment you step inside.The thoughtfully designed floor plan showcases beautiful hardwood floors, a gourmet kitchen with abundant

    Heather Foster RE/MAX One

    41462 Culpepper Way, Leonardtown, MD 20650
  • 0 Cottonwood Pkwy, Wildewood, MD 20619
    0 Cottonwood Pkwy, Wildewood, MD 20619
    /2

    $775,000

    • Land
    • 4.7 Acres
    • $164,894 per Acre

    0 Cottonwood Pkwy, Wildewood, MD 20619

    4.7 Commercial Acres in Wildewood Technology ParkOne of the last available lots!Rare opportunity to purchase 4.7 commercial acres in the highly desirable Wildewood Technology Park, positioned in the heart of St. Mary’s County’s future growth corridor.This property aligns with the County’s Innovative District Master Plan surrounding the airport, placing it at the forefront of future

    Jessica Raley CENTURY 21 New Millennium

    0 Cottonwood Pkwy, Wildewood, MD 20619
  • 23591 Margrave Dr, Leonardtown, MD 20650
    23591 Margrave Dr, Leonardtown, MD 20650
    23591 Margrave Dr, Leonardtown, MD 20650
    /74

    $649,000

    $21K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,051 Sq Ft

    23591 Margrave Dr, Leonardtown, MD 20650

    Welcome to this home in the desirable Leonard's Grant community, tucked toward the back of the neighborhood and featuring a large fenced backyard and composite deck—perfect for outdoor entertaining and everyday enjoyment.Upon entering, you're greeted by a grand staircase and a front living room with built-in bookshelves that flows seamlessly into the formal dining room and kitchen. The

    Heather Foster RE/MAX One

    23591 Margrave Dr, Leonardtown, MD 20650
  • 23214 Dairy Barn Dr, Leonardtown, MD 20650
    23214 Dairy Barn Dr, Leonardtown, MD 20650
    23214 Dairy Barn Dr, Leonardtown, MD 20650
    /61

    $695,000

    • 5 Beds
    • 3.5 Baths
    • 4,084 Sq Ft

    23214 Dairy Barn Dr, Leonardtown, MD 20650

    Welcome Home! A covered front entry and separate covered sitting porch create a charming first impression. Step inside to a two-story foyer with hardwood flooring and elegant moldings that continue into the dining room. To the left, a versatile room is ideal for a home office, library, study, or playroom. The dining room flows through the butler's pantry and adjoining walk-in pantry before

    Wanda White CENTURY 21 New Millennium

    23214 Dairy Barn Dr, Leonardtown, MD 20650
  • 45410 Clarks Mill Rd, Hollywood, MD 20636
    45410 Clarks Mill Rd, Hollywood, MD 20636
    45410 Clarks Mill Rd, Hollywood, MD 20636
    /4

    $799,000

    • Land
    • 1.69 Acres
    • $472,781 per Acre

    45410 Clarks Mill Rd, Hollywood, MD 20636

    Discover an unparalleled opportunity to own a stunning 1.69-acre parcel of land nestled along the serene banks of Hickory Landing Creek. This exclusive waterfront property boasts an impressive 400 feet of pristine water frontage, offering breathtaking panoramic views that will captivate your senses and inspire your imagination. Imagine waking up to the gentle sounds of nature, with the shimmering

    Steve Lowe United Real Estate Premier

    45410 Clarks Mill Rd, Hollywood, MD 20636
  • 41888 Jenkins Ct, Leonardtown, MD 20650
    41888 Jenkins Ct, Leonardtown, MD 20650
    41888 Jenkins Ct, Leonardtown, MD 20650
    /12

    $550,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,562 Sq Ft

    41888 Jenkins Ct, Leonardtown, MD 20650

    Interior Photos Coming Soon! Expected on market date is Sept 1, 2026Welcome to 41888 Jenkins Court in the highly desirable Academy Hills community of Leonardtown! Perfectly situated within walking distance of the Leonardtown Wharf and historic Leonardtown Square, this exceptional home places you just moments from charming shops, local dining, breweries, community events, and all that downtown

    Wayne & Christine Floyd RE/MAX Realty Group

    41888 Jenkins Ct, Leonardtown, MD 20650
  • 42084 Wildflower Dr, Leonardtown, MD 20650
    42084 Wildflower Dr, Leonardtown, MD 20650
    42084 Wildflower Dr, Leonardtown, MD 20650
    /33

    $629,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,072 Sq Ft

    42084 Wildflower Dr, Leonardtown, MD 20650

    To-Be-Built Opportunity in Meadows at Town Run II! Welcome to Lot 7, featuring Quality Built Homes’ Clarke Model ... a beautifully designed single-family home offering spacious living, timeless curb appeal, located on a corner lot and the opportunity to personalize your new home from the start. This thoughtfully planned home features 4 bedrooms, 2.5 baths, a rear-entry garage, and an inviting

    Laura Hefley RE/MAX One

    42084 Wildflower Dr, Leonardtown, MD 20650
  • 23100 Poppy Way, California, MD 20619
    23100 Poppy Way, California, MD 20619
    23100 Poppy Way, California, MD 20619
    /60

    $524,900

    • 4 Beds
    • 3.5 Baths
    • 2,220 Sq Ft

    23100 Poppy Way, California, MD 20619

    Welcome to 23100 Poppy Way in the highly sought-after Primrose Park community of California, Maryland! This beautifully updated 4-bedroom, 3.5-bath home offers the perfect combination of modern finishes, functional living space, and timeless style. Step inside to discover new luxury vinyl plank flooring throughout the main level, creating a warm and inviting atmosphere filled with an abundance of

    Matthew Burgan Infinitas Realty Group

    23100 Poppy Way, California, MD 20619
  • 23017 Holloway Ct, Hollywood, MD 20636
    23017 Holloway Ct, Hollywood, MD 20636
    23017 Holloway Ct, Hollywood, MD 20636
    /83

    $679,900

    $20K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,238 Sq Ft

    23017 Holloway Ct, Hollywood, MD 20636

    From its inviting curb appeal to its spacious, thoughtfully designed interior, this stunning brick-front Colonial offers nearly 4,500 square feet of finished living space and is perfectly situated on a private 1-acre corner lot in the sought-after Forrest Farm community. Featuring 5 bedrooms and 3.5 baths, this exceptional home is designed for both comfortable everyday living and effortless

    Erika Yowell EXP Realty, LLC

    23017 Holloway Ct, Hollywood, MD 20636
  • 42096 Wildflower Dr, Leonardtown, MD 20650
    42096 Wildflower Dr, Leonardtown, MD 20650
    42096 Wildflower Dr, Leonardtown, MD 20650
    /45

    $619,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,976 Sq Ft

    42096 Wildflower Dr, Leonardtown, MD 20650

    Limited New Home Opportunity in Meadows at Town Run II! Welcome to Homesite 5, featuring Quality Built Homes’ Bell Floorplan ... a 4-bedroom, 2.5-bath single-family home with a smart layout, rear-load garage, and flexible living space. This floorplan offers the convenience of a main-level primary bedroom with a private en suite bath, plus three additional bedrooms upstairs. The main level is

    Laura Hefley RE/MAX One

    42096 Wildflower Dr, Leonardtown, MD 20650
  • 23423 Canna Ct, California, MD 20619
    23423 Canna Ct, California, MD 20619
    23423 Canna Ct, California, MD 20619
    /87

    $569,000

    $10K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,145 Sq Ft

    23423 Canna Ct, California, MD 20619

    NEW PRICE + FRESH UPDATES IN WILDEWOOD!23423 Canna Court is now offered at $569,000! More space. More flexibility. More value — and now even more move-in ready. The sellers have just installed brand-new carpet and padding throughout and had the entire property professionally powerwashed, giving this spacious Wildewood home a fresh, clean feel inside and out. Welcome to a beautifully sized

    Bill Oosterink CENTURY 21 New Millennium

    23423 Canna Ct, California, MD 20619
  • 24740 Marva Point Way, Hollywood, MD 20636
    24740 Marva Point Way, Hollywood, MD 20636
    24740 Marva Point Way, Hollywood, MD 20636
    /112

    $724,900

    • 3 Beds
    • 4 Baths
    • 3,373 Sq Ft

    24740 Marva Point Way, Hollywood, MD 20636

    WATERFRONT WITH A PRIVATE PIER on 0.56 acres in Hollywood. One level living at its best: an oversized primary suite stretching nearly 26 feet with private bath and dual closets, two more main level bedrooms, and 3 full baths. A fireplace anchors the living room, and the island kitchen opens to a sunny breakfast nook. Host in the 20 foot dining room, slow down in the spacious sunroom, and spread

    Jill Judge Real Broker, LLC

    24740 Marva Point Way, Hollywood, MD 20636
  • 23302 Sugarbush St, California, MD 20619
    23302 Sugarbush St, California, MD 20619
    23302 Sugarbush St, California, MD 20619
    /19

    $559,900

    • 4 Beds
    • 3.5 Baths
    • 2,502 Sq Ft

    23302 Sugarbush St, California, MD 20619

    Wonderful colonial on cul-de-sac lot. 3 finished levels, full width trex deck & stamped concrete patio, hardwood floors, gourmet kitchen w/granite counter-tops, whole lawn irrigation system Includes trash pickup, use of pool & community center.

    Larry Brown Franzen Realtors, Inc.

    23302 Sugarbush St, California, MD 20619
  • 24318 Miley Dr, Hollywood, MD 20636
    24318 Miley Dr, Hollywood, MD 20636
    24318 Miley Dr, Hollywood, MD 20636
    /76

    $629,900

    • 4 Beds
    • 3.5 Baths
    • 4,068 Sq Ft

    24318 Miley Dr, Hollywood, MD 20636

    Stunning QBH Preston Model with nearly 4,100 finished square feet! This pristine Colonial offers exceptional space, quality finishes, and thoughtful upgrades throughout. The main level features beautiful hardwood flooring, a formal sitting room with elegant picture-frame molding, a formal dining room accented by crown and chair-rail molding, and a convenient half bath. The upgraded gourmet

    Erika Yowell EXP Realty, LLC

    24318 Miley Dr, Hollywood, MD 20636
  • 42102 Wildflower Dr, Leonardtown, MD 20650
    42102 Wildflower Dr, Leonardtown, MD 20650
    42102 Wildflower Dr, Leonardtown, MD 20650
    /72

    $609,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,701 Sq Ft

    42102 Wildflower Dr, Leonardtown, MD 20650

    New Home Opportunity in Meadows at Town Run II! Welcome to Homesite 4, featuring Quality Built Homes’ Mattingly Model ... a 4-bedroom, 2.5-bath single-family home with timeless curb appeal, smart design, and room to grow. The main level offers an open and comfortable layout with a spacious family room, kitchen, breakfast area, formal dining room, and living room. Upstairs, the owner’s suite

    Laura Hefley RE/MAX One

    42102 Wildflower Dr, Leonardtown, MD 20650
  • 43732 Raspberry Ln, Hollywood, MD 20636
    43732 Raspberry Ln, Hollywood, MD 20636
    43732 Raspberry Ln, Hollywood, MD 20636
    /63

    $598,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,226 Sq Ft

    43732 Raspberry Ln, Hollywood, MD 20636

    Premier Waterfront Retreat with Unrivaled Patuxent River ViewsThis extraordinary residence rises above all other waterfront offerings—an exceptional retreat that delivers the best of both worlds with awe inspiring views of the water and the surrounding wooded landscape. From its commanding position, the home offers sweeping 180 degree vistas of the Patuxent River, creating a true “top of the

    Man Ngo Pearson Smith Realty, LLC

    43732 Raspberry Ln, Hollywood, MD 20636
  • 45103 Woodhaven Dr, California, MD 20619
    45103 Woodhaven Dr, California, MD 20619
    45103 Woodhaven Dr, California, MD 20619
    /91

    $709,000

    • 6 Beds
    • 4.5 Baths
    • 4,152 Sq Ft

    45103 Woodhaven Dr, California, MD 20619

    Stunning colonial home in The Woods at Myrtle Point. Located at the end of of a quiet cul-de-sac and backing to trees giving this home a private oasis feel with Crepe Myrtles and professional landscaping. New Roof and New HVAC system (for main level) were installed less than 2 years ago. 2 car garage with tons of parking on the paved driveway. (Sidewalks and street lights in the neighborhood)

    Jackie Randell CENTURY 21 New Millennium

    45103 Woodhaven Dr, California, MD 20619
  • 43693 Wild Iris St, California, MD 20619
    43693 Wild Iris St, California, MD 20619
    /2

    $645,000

    Coming Soon
    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft

    43693 Wild Iris St, California, MD 20619

    Professional photos coming...This home is beautiful and move in ready!

    Heather Foster RE/MAX One

    43693 Wild Iris St, California, MD 20619
  • 23628 Belmar Dr, Leonardtown, MD 20650
    23628 Belmar Dr, Leonardtown, MD 20650
    23628 Belmar Dr, Leonardtown, MD 20650
    /90

    $730,000

    • 5 Beds
    • 3.5 Baths
    • 4,834 Sq Ft

    23628 Belmar Dr, Leonardtown, MD 20650

    Welcome to this exceptional home in the sought-after Leonard’s Grant community, where timeless design, quality finishes, and incredible indoor and outdoor living come together. From the inviting front porch to the private, tree-lined backyard, every space has been thoughtfully designed for comfortable living and effortless entertaining.Inside, stunning Tigerwood floors flow throughout much of

    Heather Foster RE/MAX One

    23628 Belmar Dr, Leonardtown, MD 20650
  • 43816 Raspberry Ln, Hollywood, MD 20636
    43816 Raspberry Ln, Hollywood, MD 20636
    43816 Raspberry Ln, Hollywood, MD 20636
    /68

    $764,987

    • 3 Beds
    • 2.5 Baths
    • 2,551 Sq Ft

    43816 Raspberry Ln, Hollywood, MD 20636

    Experience timeless English Tudor character paired with sweeping, unobstructed views of the Patuxent River. From the moment you step inside, the home’s expansive windows frame miles of serene waterfront, filling each room with natural light and a sense of calm that only riverside living can offer. With three bedrooms plus a dedicated office, the layout balances comfort and functionality—ideal for

    Patrick Dugan O'Brien Realty ERA Powered

    43816 Raspberry Ln, Hollywood, MD 20636
  • 42108 Wildflower Dr, Leonardtown, MD 20650
    42108 Wildflower Dr, Leonardtown, MD 20650
    42108 Wildflower Dr, Leonardtown, MD 20650
    /31

    $614,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,072 Sq Ft

    42108 Wildflower Dr, Leonardtown, MD 20650

    New Single-Family Home Opportunity in Meadows at Town Run II! Welcome to Lot 3, featuring Quality Built Homes’ Fenwick Model ... a beautifully designed to-be-built home offering 3 bedrooms, 2.5 baths, and the chance to get in early and personalize select interior finishes, fixtures, and colors depending on construction timing. The Fenwick offers a smart, comfortable layout with a spacious family

    Laura Hefley RE/MAX One

    42108 Wildflower Dr, Leonardtown, MD 20650
  • 41444 Osborne Ln, Leonardtown, MD 20650
    41444 Osborne Ln, Leonardtown, MD 20650
    41444 Osborne Ln, Leonardtown, MD 20650
    /47

    $599,900

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,690 Sq Ft

    41444 Osborne Ln, Leonardtown, MD 20650

    Charming Home in Prime Leonardtown LocationThis inviting home sits in the heart of historic Leonardtown— a highly sought-after community with easy access to schools, the hospital, parks, restaurants, and shops. Inside, an open floor plan with abundant natural light creates a welcoming feel. A flexible main-level room works perfectly as a bedroom, office, or playroom. The separate dining room

    Tracey Summers CENTURY 21 New Millennium

    41444 Osborne Ln, Leonardtown, MD 20650
Maryland St Marys County

Real Estate & Homes in Hollywood, MD under $800,000

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