28

Tall Timbers, MD Homes for Sale with Acreage

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  • /49

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 3,572 Sq Ft

    18747 Vernon Ct, Drayden, MD 20630

    Refined Luxury and Exceptional Privacy in Porto Bello Estates. Nestled on a serene cul-de-sac within the prestigious Porto Bello Estate community, this distinguished residence harmoniously blends modern upgrades with timeless elegance. Designed for both luxury and privacy, this home has been thoughtfully enhanced over the years with quality improvements: 2020: New architectural roof, patio pavers

    Wayne & Christine Floyd RE/MAX Realty Group

    18747 Vernon Ct, Drayden, MD 20630
  • /53

    $799,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    16394 Thomas Rd, Piney Point, MD 20674

    Coastal Living at its Finest on St George IslandThis custom home, located on a prime water-view lot, offers a spacious and open floor plan, with an abundance of windows and doors that flood the interior with natural light. Enjoy serene sunsets and the calming sound of the river waves from the expansive 55 x 8 waterside deck. For morning tranquility, the 55 x 6 back deck provides stunning

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    16394 Thomas Rd, Piney Point, MD 20674
  • /22

    $729,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    18665 Hebb Way, Drayden, MD 20630

    TO BE BUILT; this pictured beautiful custom home on over 5 acres nestled in the Drayden countryside offers tranquility and expansive sunset skies, while still being within 15 minutes of schools and shopping! A Mednick Construction Home which includes 3 bedroom/2.5 baths, 9' ceilings, upgraded finishes, utilities, well, septic, permits and everything you need to have a move in ready beautiful

    Charlotte Long EXP Realty, LLC

    18665 Hebb Way, Drayden, MD 20630
  • /64

    $659,900 New Construction

    • 4 Beds
    • 2.5 Baths

    19163 N Porto Bello Dr, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE CANTERBURY II Model, Elevation II *** GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY ***

    Lisa Riggleman RE/MAX One

    19163 N Porto Bello Dr, Drayden, MD 20630
  • /68

    $794,905 New Construction

    • 4 Beds
    • 3.5 Baths

    19106 Windsor Ct, Valley Lee, MD 20692

    Immediate OCCUPANCY ** One ACRE Plus WOODED Level LOT ** THREE CAR GARAGE ** STUDY w/Accent Wall ** GOURMET Kitchen w/level 4 QUARTZ ** Custom BOX Ceiling above ISLAND ** FRENCH Door Refrigerator ** DOUBLE Wall Oven ** Custom PANTRY ** Upgraded LUXURY Vinyl Flooring** MASTER Suite w/ BOX Ceiling ** Walk in Closet W/CUSTOM Shelving ** MASTER Walk in SHOWER w/ Nitches & Accent Tile ** STONE

    Lisa Riggleman RE/MAX One

    19106 Windsor Ct, Valley Lee, MD 20692
  • /8

    $700,000 New Construction

    • 4 Beds
    • 3.5 Baths

    46175 N Greens Rest Dr, Great Mills, MD 20634

    One of the few remaining pristine lots left in Riverside Farms! 1.63 acre lot . 3500+ sq. ft. custom rambler with 4BR, 3-4 BA, basement with 9 ft. ceilings, 3 car sideload garage, and much more! This desirable neighborhood offers a community park, ball fields, walking trails, picnic areas, and community pier. A perfect place for your family! Conveniently located close to Leonardtown and Pax

    Joe and Judi Limerick CENTURY 21 New Millennium

    46175 N Greens Rest Dr, Great Mills, MD 20634
  • /8

    $140,000

    • Land
    • 4.24 Acres
    • $33,019 per Acre

    Lot 28- 19285 Vanderhoof Ln, Valley Lee, MD 20692

    Build Your Dream Home on This Beautiful Wooded Lot!Nestled in a peaceful, natural setting, this 4.239 acre wooded lot offers the perfect blend of privacy and potential. Perc test platted and approved, this parcel is ready for your custom home. Enjoy the serenity of mature trees, abundant wildlife, and the quiet of country living—yet still conveniently located. With no HOA, this property is

    Janet Weaver RE/MAX One

    Lot 28- 19285 Vanderhoof Ln, Valley Lee, MD 20692
  • /10

    $125,000

    • Land
    • 2.58 Acres
    • $48,450 per Acre

    Lot 27 Vanderhoof Ln, Valley Lee, MD 20692

    Build Your Dream Home on This Beautiful Wooded Lot!Nestled in a peaceful, natural setting, this 2.58 acre wooded lot offers the perfect blend of privacy and potential. Perc test platted and approved and even better, this parcel is partially cleared and ready for your custom home. Enjoy the serenity of mature trees, abundant wildlife, and the quiet of country living—yet still conveniently

    Janet Weaver RE/MAX One

    Lot 27 Vanderhoof Ln, Valley Lee, MD 20692
  • /15

    $515,000

    • 5 Beds
    • 3 Baths
    • 3,672 Sq Ft

    19339 Saint Georges Church Rd, Valley Lee, MD 20692

    Experience the perfect blend of space, comfort, and privacy in this expansive 5-bedroom, 3-full bath rancher, beautifully situated on 2 serene, tree-lined acres. With over 3,600 square feet of thoughtfully designed living space, this home offers exceptional flexibility for modern living.Step inside to find an updated custom kitchen featuring stainless steel appliances, ample cabinetry,

    Katherine Dean RE/MAX One

    19339 Saint Georges Church Rd, Valley Lee, MD 20692
  • /69

    $620,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,953 Sq Ft

    19201 Nelson Ct, Valley Lee, MD 20692

    Tucked away on over 3 acres at the end of a quiet cul-de-sac, this beautifully maintained 4-bedroom, 3.5-bathroom home is a true retreat, offering total privacy, serene views, and the feeling of being immersed in nature, all while just minutes from everything.Situated on a conservation lot with no neighbors in sight, the home sits among mature trees and lush greenery, perfect for anyone

    Melissa Rodriguez RE/MAX One

    19201 Nelson Ct, Valley Lee, MD 20692
  • /4

    $110,000

    • Land
    • 1.72 Acres
    • $63,953 per Acre

    19400 Brandon Way, Great Mills, MD 20634

    Last lot available in this very desirable neighborhood. Perc was performed last year in 2023 and passed. Build your dream home. 1.72 acres of land waiting for you. Nice location close to everything yet private. Got questions please ask.

    Melanie Montague EXP Realty, LLC

    19400 Brandon Way, Great Mills, MD 20634
  • /139

    $20,000,000

    • 6 Beds
    • 4.5 Baths
    • 13,458 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    Welcome to Historic Mulberry Fields, situated on just under 500 acres of fertile land with a mile-long view of the Potomac River’s white sand shoreline, is truly one of a kind. As you drive along the cedar-lined driveway, you are transported back in time as the magnificent manor house appears in front of you. It is the only remaining Georgian manor house in St. Mary’s County today. From the south

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • /4

    $129,000

    • Land
    • 3.31 Acres
    • $38,973 per Acre

    19241 Pristine Way Ct, Drayden, MD 20630

    **THREE PERC SITES RECORDED***Discover the Perfect Setting for Your Dream Home!This beautiful, 3.31-acre buildable lot offers the peace and serenity you've been searching for, tucked away in the quiet community of Drayden. With **three perc sites recorded**, you’re ready to bring your vision to life and construct your dream home in this tranquil setting.Located just 10.5 miles

    Jessica Raley CENTURY 21 New Millennium

    19241 Pristine Way Ct, Drayden, MD 20630
  • /4

    $169,000

    • Land
    • 3.80 Acres
    • $44,474 per Acre

    46490 Frogs Marsh Rd, Drayden, MD 20630

    **THREE PERC SITES RECORDED**Discover the Perfect Setting for Your Dream Home!This beautiful, 3.80-acre buildable lot offers the peace and serenity you've been searching for, tucked away in the quiet community of Drayden. With **three perc sites recorded**, you’re ready to bring your vision to life and construct your dream home in this tranquil setting.Located just 10.5 miles from

    Jessica Raley CENTURY 21 New Millennium

    46490 Frogs Marsh Rd, Drayden, MD 20630
  • /4

    $129,000

    • Land
    • 2.53 Acres
    • $50,988 per Acre

    46530 Frogs Marsh Rd, Drayden, MD 20630

    **THREE PERC SITES RECORDED**Discover the Perfect Setting for Your Dream Home!This beautiful, 2.53-acre buildable lot offers the peace and serenity you've been searching for, tucked away in the quiet community of Drayden. With **three perc sites recorded**, you’re ready to bring your vision to life and construct your dream home in this tranquil setting.Located just 10.5 miles from the

    Jessica Raley CENTURY 21 New Millennium

    46530 Frogs Marsh Rd, Drayden, MD 20630
  • /3

    $59,000

    • Land
    • 3.57 Acres
    • $16,527 per Acre

    0 Piney Point Rd, Valley Lee, MD

    DISCOVER THIS 3.57 ACRE LOT AVAILABLE IN SOUGHT AFTER LEE VALLEY COMMUNITY WITHIN SAINT MARY'S COUNTY. ZONING RPD. DRIVE BY TODAY TO DETERMINE FOR YOURSELF HOW IT CAN WORK FOR YOUR NEEDS! OWNER FINANCING AVAILABLE.

    Jennifer Drennan Taylor Properties

    0 Piney Point Rd, Valley Lee, MD
  • /11

    $49,000

    • Land
    • 2.90 Acres
    • $16,897 per Acre

    0 Safe Harbor Landing Unit VAWE2006484, Hague, VA 22469

    Welcome Home!! This unique waterfront property is waiting for you, your new home and your boat!! There is 50 ft of road frontage that splits the two adjacent properties and heads back to your mostly cleared private 2.9 acres. The community boat ramp is only two lots down and waiting for you to launch to go fishing, crabbing or tubing!! By boat you are minutes from Coles Point and approximately 18

    Adam Zandi Long & Foster Real Estate, Inc.

    0 Safe Harbor Landing Unit VAWE2006484, Hague, VA 22469
  • /5

    $150,000

    • Land
    • 1.75 Acres
    • $85,714 per Acre

    45252 Happyland Rd, Valley Lee, MD 20692

    1.75 cleared acres zoned commercial. The address of 45252 Happyland Rd was assigned afterCommercial Outparcel C had an approved Perc. St. Mary’s County zoning is Rural Commercial Limited(RCL). Find information on uses of an RCL lot online at St. Mary's County comprehensive zoning ordinance. Excerpt from ordinance (RCL Jul 24, 2007... By the enactment of County Commissioners Ordinance No.

    Lawrence Lessin Save 6, Incorporated

    45252 Happyland Rd, Valley Lee, MD 20692
  • /2

    $99,999

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    44646 Medleys Neck Rd, Leonardtown, MD 20650

    Presenting an opportunity for creative redevelopment: a level lot equipped with a septic system and a driveway easement, along with a trailer that has microbiological growth. The property will require the removal of the existing trailer, with the option to proceed with new construction or secure a trailer replacement. Qualified buyers looking to customize and reimagine the site are encouraged to

    Ron Lord Home Towne Real Estate

    44646 Medleys Neck Rd, Leonardtown, MD 20650
  • /2

    $160,000

    • Land
    • 2.37 Acres
    • $67,511 per Acre

    Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 6 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Ap5proved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /2

    $155,000

    • Land
    • 2.09 Acres
    • $74,163 per Acre

    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 5 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Ap5proved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /2

    $160,000

    • Land
    • 2.49 Acres
    • $64,257 per Acre

    Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 4 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Approved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /2

    $175,000

    • Land
    • 2.45 Acres
    • $71,429 per Acre

    Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 2 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, private, partially wooded lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. This lot has mostly woods and slopes down in the back, perfect for a home with a walk out basement. Approved perc for septic, utilities to be

    Charlotte Long EXP Realty, LLC

    Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /2

    $195,000

    • Land
    • 5 Acres
    • $36,044 per Acre

    Lot 1 Mt. Pleasant F Drayden Rd, Drayden, MD 20630

    Lot 1 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, private, flat 5.41 acre lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Approved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 1 Mt. Pleasant F Drayden Rd, Drayden, MD 20630
  • /25

    $334,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,514 Sq Ft

    276 Safe Harbor Landing, Hague, VA 22469

    Beautiful New Construction Home on gorgeous wooded homesite and ready for new owners to enjoy by summer 2025. This gorgeous Cedar Creek model by Rock River Homes is situated on 3.29 acres in the beautiful Safe Harbor water access community - a stunning enclave of fine homes with a convenient boat ramp on Gardner Creek with easy access to the Potomac for great fishing and boating. This fantastic

    Beth Groner Keller Williams Fairfax Gateway

    276 Safe Harbor Landing, Hague, VA 22469
  • /45

    $615,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    19103 Windsor Ct, Drayden, MD 20630

    ** ONE ACRE Plus Wooded Level LOT *** The Stella Model or Select from one of our other Plans ** To Be Built ** Still time to Customize Selections and upgrades *** FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge Pantry *** STAINLESS Appliances *** First Floor Primary Bedroom complete with walk in Closet *** Master Bath with Soak Tub and Walk in Shower *** Tow Additional Main Floor

    Lisa Riggleman RE/MAX One

    19103 Windsor Ct, Drayden, MD 20630
  • /27

    $605,900 New Construction

    • 4 Beds
    • 2.5 Baths

    46210 Stasha Ct, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** The DEVONSHIRE II Model, Elevation III *** GARAGE ****FABULOUS KITCHEN w/ Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** FLEX Room off Kitchen could be Separate DINING Rm or STUDY or ART Room ** 2ND Floor LAUNDRY ** full BASEMENT w/Rough in for a FULL BATH **

    Lisa Riggleman RE/MAX One

    46210 Stasha Ct, Drayden, MD 20630
  • /35

    $549,900

    • 5 Beds
    • 4 Baths
    • 2,736 Sq Ft

    45151 Knotts Dr, Callaway, MD 20620

    Experience the cham and comfort this porchfront home brings! This lovely custom-built home sits on an expansive 3-acre lot, featuring a white majestic picket fence and a grand circular driveway. The main level has an open-concept kitchen-dining combo with island table, granite countertops and appliances, that is adjacent to the living room with hardwood floors. The primary bedroom, which offers

    Gina Gargeu Century 21 Downtown

    45151 Knotts Dr, Callaway, MD 20620
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