St. Mary's County, MD homes for sale & real estate

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ABOUT THIS HOME
St. Mary's County, MD Homes for Sale
Welcome to Mount Olive Farm! A breathtaking 39-acre horse farm featuring a beautifully restored manor home originally built in 1880. Rich in history and thoughtfully updated over the years, this exceptional estate seamlessly blends timeless character with modern amenities. The home features a stunning gourmet kitchen addition equipped with a commercial-grade range, Viking double ovens, a wood-burning fireplace, and French doors leading to a spacious 30' x 20' screened porch overlooking the picturesque farm. Additional living spaces include a library, private office, art studio, family room, sitting room, and an inviting grand front porch. Hardwood and brick flooring add warmth and charm thr

$2,250,000

4 beds3 baths4,228 sq ft

Private office • 39 acre horse farm • Screened porch

45433 Drayden Rd, Valley Lee, MD 20692

(301) 208-2288

OPEN TODAY, 4PM TO 7PMFLOOR PLAN

ABOUT THIS HOME
St. Mary's County, MD Homes for Sale
REDUCED OVER 30K - SELLER MOTIVATED! New Construction in Chaptico! Adorable Cape Cod situation on over one acre, surrounded by mature trees, creek, gorgeous pastoral views and beautiful Chaptico Sunsets! This Cape Cod welcomes you home from your hectic day to a serene surrounding with a convenient location to all amenities. You are only minutes away from Leonardtown shopping /entertainment and Pax River /Dalgren and less than two miles from the breathtaking Chaptico Warf! The main level boasts a large open kitchen, dining area, and huge open den. The main level also offers an office that could be utilized as a 4th bedroom. Upstairs there are 3 large bedrooms, 2 full baths, and a si

$575,000

3 beds2.5 baths2,022 sq ft

1.25 acre lot • Garage • Listed 52 days

23690 Maddox Rd, Chaptico, MD 20621

(301) 884-9493

ABOUT THIS HOME
St. Mary's County, MD Homes for Sale
Stunning Split-Foyer with Dual Primary Suites & Modern Updates Welcome home to this beautifully maintained and thoughtfully updated split-foyer property. Offering 4 bedrooms, 3.5 bathrooms, and an abundance of living space, this home perfectly blends style, comfort, and functionality. Main Level Highlights Bright & Airy Living Space: A large living room welcomes you with dramatic cathedral ceilings, recessed lighting, and gleaming hardwood floors that flow throughout the entire main level. Large Kitchen: Equipped with stainless steel appliances, elegant granite countertops, and seamless access to outdoor dining. Outdoor Living: Step out from the kitchen onto a brand-new deck, p

$469,900

4 beds3.5 baths2,536 sq ft

12x15 storage shed • Large kitchen • Outdoor living

40220 Golden Beach Rd, Mechanicsville, MD 20659

(410) 286-1496

ABOUT THIS HOME
St. Mary's County, MD Homes for Sale
VA LOAN MAY BE ASSUMABLE AT 4.375% BY A QUALIFIED BUYER, SUBJECT TO VA APPROVAL. 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 the home, creating warmth and elegance. The main level features a private office, a spacious formal dining room, and a gourmet kitchen with abundant cabinetry, generous workspace, and a large walk-in pantry. The kit

$715,000

5 beds3.5 baths4,834 sq ft

0.24 acre lot • 2 garage spots • Community pool

23628 Belmar Dr, Leonardtown, MD 20650

(443) 771-8009

NEW CONSTRUCTION

ABOUT THIS HOME
St. Mary's County, MD Homes for Sale
Say Hello to Southern Maryland's newest, beautiful and affordable housing! Schaefer Homes proudly announces its brand new homesites in the Norris Woods community- located in fast growing Great Mills. Close to Shopping, Schools and Naval Air Station PAX. looking for a beautiful new home with room to grow? The Eastport Model offers Four Bedroom 2.5 Bath, open floor plan include a large Family room that's great for entertaining. Enjoy a option for a finished basement Rec Room , full bath and 5th bedroom. Custom kitchen: includes quartz countertops and upgraded cabinets. Stainless steel appliances. Luxury vinyl plank flooring in kitchen. Still time to add personal selections. Add a screened

$489,990

4 beds2.5 baths1,802 sq ft

Custom kitchen • Close to schools • Open floor plan

45632 Pams Way, Great Mills, MD 20634

(301) 862-2169

Property at 38002 W Edinview Ct, Mechanicsville, MD 20659, 4 beds, 3.5 baths

$475,000

4 beds3.5 baths2,875 sq ft

38002 W Edinview Ct, Mechanicsville, MD 20659

(301) 934-8407

Property at 43410 Old Wharf Ln, Hollywood, MD 20636, 4 beds, 2.5 baths

$1,299,000

4 beds2.5 baths2,748 sq ft

43410 Old Wharf Ln, Hollywood, MD 20636

(703) 535-3610

Property at 43954 Main Way Rd, Leonardtown, MD 20650, 3 beds, 3 baths

$469,900

3 beds3 baths1,691 sq ft

43954 Main Way Rd, Leonardtown, MD 20650

(410) 729-7700

Property at 28920 Livingston Dr, Mechanicsville, MD 20659, 5 beds, 3.5 baths

$637,900

5 beds3.5 baths3,279 sq ft

28920 Livingston Dr, Mechanicsville, MD 20659

(301) 702-4200

Property at 40426 Bay Dr, Mechanicsville, MD 20659, 3 beds, 2 baths

$400,000

3 beds2 baths1,288 sq ft

40426 Bay Dr, Mechanicsville, MD 20659

(410) 535-6291

Property at 41462 Culpepper Way, Leonardtown, MD 20650, 4 beds, 3.5 baths

$624,900

4 beds3.5 baths3,314 sq ft

41462 Culpepper Way, Leonardtown, MD 20650

(443) 771-8009

Property at 50645 Holly Point Rd, Dameron, MD 20628, 4 beds, 3 baths

$7,500,000

4 beds3 baths3,268 sq ft

50645 Holly Point Rd, Dameron, MD 20628

(301) 862-2169

Property at 45813 Langley Park Way #22, Lexington Park, MD 20653, 2 beds, 1 bath

$79,000

2 beds1 bath900 sq ft

45813 Langley Park Way #22, Lexington Park, MD 20653

(301) 970-2447

Property at 24715 Half Pone Point Rd, Hollywood, MD 20636, 1 bed, 1 bath

$1,450,000

1 bed1 bath1,000 sq ft

24715 Half Pone Point Rd, Hollywood, MD 20636

(855) 885-4663

Property at 24730 Half Pone Point Rd, Hollywood, MD 20636, 4 beds, 6 baths

$4,595,000

4 beds6 baths13,665 sq ft

24730 Half Pone Point Rd, Hollywood, MD 20636

(855) 885-4663

Property at 43816 Raspberry Ln, Hollywood, MD 20636, 3 beds, 3 baths

$764,987

3 beds3 baths2,551 sq ft

43816 Raspberry Ln, Hollywood, MD 20636

(301) 863-2400

Property at 22060 Baja Ln, Great Mills, MD 20634, 3 beds, 1.5 baths

$249,000

3 beds1.5 baths1,056 sq ft

22060 Baja Ln, Great Mills, MD 20634

(301) 863-2400

Property at 45455 Concord Way, California, MD 20619, 4 beds, 3.5 baths

$445,000

4 beds3.5 baths2,766 sq ft

45455 Concord Way, California, MD 20619

(888) 860-7369

Property at 45611 Longfields Village Dr, Great Mills, MD 20634, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths1,162 sq ft

45611 Longfields Village Dr, Great Mills, MD 20634

(301) 684-4895

Property at 23719 Bill Dixon Rd, California, MD 20619, 3 beds, 2 baths

$999,900

3 beds2 baths2,942 sq ft

23719 Bill Dixon Rd, California, MD 20619

(301) 862-2169

Property at 19335 Greens Crossing Ct, Great Mills, MD 20634, 4 beds, 3.5 baths

$585,000

4 beds3.5 baths3,436 sq ft

19335 Greens Crossing Ct, Great Mills, MD 20634

(301) 862-2169

Property at 16386 Ball Point Rd, Piney Point, MD 20674, 3 beds, 2.5 baths

$609,900

3 beds2.5 baths2,142 sq ft

16386 Ball Point Rd, Piney Point, MD 20674

(301) 862-2169

Property at 44294 Plantation Ct, California, MD 20619, 5 beds, 2.5 baths

$549,900

5 beds2.5 baths2,632 sq ft

44294 Plantation Ct, California, MD 20619

(301) 862-2169

Property at 42096 Wildflower Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$619,900

4 beds2.5 baths2,976 sq ft

42096 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

Property at 21076 Jenna Ct, Lexington Park, MD 20653, 2 beds, 2.5 baths

$260,000

2 beds2.5 baths1,358 sq ft

21076 Jenna Ct, Lexington Park, MD 20653

(240) 737-5000

Property at 42102 Wildflower Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$609,900

4 beds2.5 baths2,701 sq ft

42102 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

Property at 42108 Wildflower Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$614,900

4 beds2.5 baths3,072 sq ft

42108 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

Property at 21485 Canoe Neck Way, Abell, MD 20606, 4 beds, 3 baths

$1,167,000

4 beds3 baths2,472 sq ft

21485 Canoe Neck Way, Abell, MD 20606

(443) 757-3400

Property at 42084 Wildflower Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$629,900

4 beds2.5 baths3,072 sq ft

42084 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

Property at 18800 Mckays Beach Rd, Leonardtown, MD 20650, 3 beds, 2 baths

$350,000

3 beds2 baths1,667 sq ft

18800 Mckays Beach Rd, Leonardtown, MD 20650

(443) 295-6123

Property at 23636 Hansel Ct, Leonardtown, MD 20650, 4 beds, 2.5 baths

$610,000

4 beds2.5 baths4,836 sq ft

23636 Hansel Ct, Leonardtown, MD 20650

(301) 970-2447

Property at 24301 Old Hollywood Rd, Hollywood, MD 20636, 3 beds, 2 baths

$475,000

3 beds2 baths2,365 sq ft

24301 Old Hollywood Rd, Hollywood, MD 20636

(443) 771-8009

Property at 17248 Gum Landing Rd, Saint Inigoes, MD 20684, 3 beds, 2 baths

$449,000

3 beds2 baths1,260 sq ft

17248 Gum Landing Rd, Saint Inigoes, MD 20684

(301) 862-2169

Property at 23636 Gunnell Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$559,900

4 beds2.5 baths2,948 sq ft

23636 Gunnell Dr, Leonardtown, MD 20650

(888) 860-7369

Property at 44911 Buck Redman Rd, Callaway, MD 20620, 3 beds, 1 bath

$325,000

3 beds1 bath1,040 sq ft

44911 Buck Redman Rd, Callaway, MD 20620

(301) 645-1700

Property at 46097 Lucca Way, Lexington Park, MD 20653, 3 beds, 1.5 baths

$229,900

3 beds1.5 baths1,320 sq ft

46097 Lucca Way, Lexington Park, MD 20653

(301) 862-4000

Property at 44555 Aspen Ln, California, MD 20619, 4 beds, 2.5 baths

$524,900

4 beds2.5 baths2,983 sq ft

44555 Aspen Ln, California, MD 20619

(240) 925-2224

Property at 25263 Sotterley Rd, Hollywood, MD 20636, 3 beds, 1.5 baths

$334,000

3 beds1.5 baths1,274 sq ft

25263 Sotterley Rd, Hollywood, MD 20636

(855) 885-4663

Property at 23591 Margrave Dr, Leonardtown, MD 20650, 5 beds, 3.5 baths

$649,000

5 beds3.5 baths4,051 sq ft

23591 Margrave Dr, Leonardtown, MD 20650

(443) 771-8009

Property at 37580 Asher Rd, Mechanicsville, MD 20659, 4 beds, 3 baths

$450,000

4 beds3 baths2,576 sq ft

37580 Asher Rd, Mechanicsville, MD 20659

(410) 286-9632

Property at 48695 Saint James Church Rd, Lexington Park, MD 20653, 3 beds, 2 baths

$349,900

3 beds2 baths1,248 sq ft

48695 Saint James Church Rd, Lexington Park, MD 20653

(888) 860-7369

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Average home prices near St. Mary's County, MD

Cities

Counties

Fairfax County homes for sale
$725,000
Prince George's County homes for sale
$450,000
Anne Arundel County homes for sale
$519,945

St. Mary's County, MD real estate trends

All Home Types trends in St. Mary's County, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$433,549

+4.5% YoY | Aug 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Aug 2026

Growth

% YoY

St. Mary's County, MD

$433,549

+4.5%

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1634

Homes closed*

* Data from the last year

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