Real Estate Investment Properties for Sale in Gwynn Oak, MD

Looking for investment property in Gwynn Oak, MD with high ROI ?

Explore a variety of short-term homes & houses in Gwynn Oak, MD. Invest wisely with VRBO & Gwynn Oak, MD Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Gwynn Oak, MD

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3497 HILLSMERE Road GWYNN OAK, MD Charming All-Brick Cape Cod in Lochearn, now For Sale! This beautifully renovated 4-bedroo...	4 beds \| 3 baths \| 1,688 sq.ft.	$379,900	Airbnb cash on cash: -0.27% Traditional cash on cash: 6.1% Airbnb Rental Income: $1028 Traditional Rental Income: $2937 Airbnb ROI: -0.27% Traditional ROI: 6.1%
3525 ESSEX Road GWYNN OAK, MD Make this your home! This cute & cozy home features 4 bedrooms, one in the basement, plus ...	4 beds \| 2 baths \| 1,783 sq.ft.	$351,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 5.2% Airbnb Rental Income: $1028 Traditional Rental Income: $2438 Airbnb ROI: -0.17% Traditional ROI: 5.2%
2923 SILVER HILL GWYNN OAK, MD Updated 3-bedroom, 3 full bathroom home with modern finishes and a functional layout acros...	3 beds \| 3 baths \| 2,086 sq.ft.	$415,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 4.81% Airbnb Rental Income: $958 Traditional Rental Income: $2658 Airbnb ROI: -0.46% Traditional ROI: 4.81%
5216 PEMBROKE AVE. GWYNN OAK, MD Beautifully updated 4-bedroom, 2.5-bathroom home tucked away on a quiet dead-end street! F...	4 beds \| 3 baths \| 1,968 sq.ft.	$384,900	Airbnb cash on cash: -0.21% Traditional cash on cash: 4.45% Airbnb Rental Income: $1028 Traditional Rental Income: $2350 Airbnb ROI: -0.21% Traditional ROI: 4.45%
6727-H WINDSOR MILL Road GWYNN OAK, MD Welcome to 6727-H Windsor Mill Rd. Tucked back off Windsor mill Rd this updated home offer...	4 beds \| 2 baths \| 1,920 sq.ft.	$359,900	Airbnb cash on cash: 0.01% Traditional cash on cash: 5.64% Airbnb Rental Income: $1028 Traditional Rental Income: $2569 Airbnb ROI: 0.01% Traditional ROI: 5.64%
3823 BYFIELD Road GWYNN OAK, MD Photos are delayed due to the Winter Storm. New on market date is 2/4. This Gwynn Oak resi...	3 beds \| 2 baths \| 1,937 sq.ft.	$349,999	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.57% Airbnb Rental Income: $958 Traditional Rental Income: $1917 Airbnb ROI: -0.41% Traditional ROI: 3.57%
3724 OAK Avenue GWYNN OAK, MD This All Brick 2 Story Colonial is a SHORT SALE AND IS BEING SOLD STRICLY AS!! SELLER WILL...	3 beds \| 2 baths \| 1,431 sq.ft.	$274,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.73% Airbnb Rental Income: $958 Traditional Rental Income: $1792 Airbnb ROI: 0.17% Traditional ROI: 4.73%
6731 FOX MEADOW Road GWYNN OAK, MD Price Reduction! A Gorgeous , spacious split level in quiet suburban neighborhood with man...	4 beds \| 3 baths \| 1,092 sq.ft.	$369,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.67% Airbnb Rental Income: $1028 Traditional Rental Income: $1987 Airbnb ROI: -0.14% Traditional ROI: 3.67%
3716 SYLVAN Drive GWYNN OAK, MD Welcome to an extraordinary masterpiece in Lochearn featuring 5 spacious bedrooms and 4 fu...	5 beds \| 4 baths \| 2,644 sq.ft.	$449,900	Airbnb cash on cash: 0.97% Traditional cash on cash: 7.59% Airbnb Rental Income: $1657 Traditional Rental Income: $3983 Airbnb ROI: 0.97% Traditional ROI: 7.59%
1923 GWYNN OAK GWYNN OAK, MD Clean and updated detached home with large front and backyard. Updated kitchen, and luxury...	4 beds \| 2 baths \| 1,248 sq.ft.	$299,900	Airbnb cash on cash: 0.32% Traditional cash on cash: 5.86% Airbnb Rental Income: $1028 Traditional Rental Income: $2232 Airbnb ROI: 0.32% Traditional ROI: 5.86%
6627 SPRING MILL CIR GWYNN OAK, MD Welcome to the Deerfield community of Gwynn Oak, where comfort and convenience meet in thi...	3 beds \| 3 baths \| N/A	$285,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 6.82% Airbnb Rental Income: $958 Traditional Rental Income: $2385 Airbnb ROI: 0.21% Traditional ROI: 6.82%

Real Estate investment in Gwynn-oak, MD

There are 11 properties for sale in the city of Gwynn Oak . The median list price in Gwynn Oak is $374,450 and the average price per square foot is $112. In April 2026, the average monthly cash on cash return in Gwynn Oak is 5.00%. The average monthly rental income in Gwynn Oak is $2,368.

Gwynn-oak, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 11 investment properties available for sale in Gwynn-oak.

In 2026, the best neighborhood to buy investment property is GWYNN OAK.

The ROI for Short-Term is higher than the Long-Term in Gwynn-oak with average rental income of $1,028.

Your search for investment property begins and ends here

Investment Property for Sale in Gwynn Oak, MD

3497 HILLSMERE Road

GWYNN OAK, MD

4 beds | 3 baths | 1,688 sq.ft.

$379,900

Airbnb cash on cash: -0.27%

Traditional cash on cash: 6.1%

Airbnb Rental Income: $1028

Traditional Rental Income: $2937

Airbnb ROI: -0.27%

Traditional ROI: 6.1%

3525 ESSEX Road

GWYNN OAK, MD

4 beds | 2 baths | 1,783 sq.ft.

$351,000

Airbnb cash on cash: -0.17%

Traditional cash on cash: 5.2%

Airbnb Rental Income: $1028

Traditional Rental Income: $2438

Airbnb ROI: -0.17%

Traditional ROI: 5.2%

2923 SILVER HILL

GWYNN OAK, MD

3 beds | 3 baths | 2,086 sq.ft.

$415,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 4.81%

Airbnb Rental Income: $958

Traditional Rental Income: $2658

Airbnb ROI: -0.46%

Traditional ROI: 4.81%

5216 PEMBROKE AVE.

GWYNN OAK, MD

4 beds | 3 baths | 1,968 sq.ft.

$384,900

Airbnb cash on cash: -0.21%

Traditional cash on cash: 4.45%

Airbnb Rental Income: $1028

Traditional Rental Income: $2350

Airbnb ROI: -0.21%

Traditional ROI: 4.45%

6727-H WINDSOR MILL Road

GWYNN OAK, MD

4 beds | 2 baths | 1,920 sq.ft.

$359,900

Airbnb cash on cash: 0.01%

Traditional cash on cash: 5.64%

Airbnb Rental Income: $1028

Traditional Rental Income: $2569

Airbnb ROI: 0.01%

Traditional ROI: 5.64%

3823 BYFIELD Road

GWYNN OAK, MD

3 beds | 2 baths | 1,937 sq.ft.

$349,999

Airbnb cash on cash: -0.41%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $958

Traditional Rental Income: $1917

Airbnb ROI: -0.41%

Traditional ROI: 3.57%

3724 OAK Avenue

GWYNN OAK, MD

3 beds | 2 baths | 1,431 sq.ft.

$274,900

Airbnb cash on cash: 0.17%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $958

Traditional Rental Income: $1792

Airbnb ROI: 0.17%

Traditional ROI: 4.73%

6731 FOX MEADOW Road

GWYNN OAK, MD

4 beds | 3 baths | 1,092 sq.ft.

$369,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $1028

Traditional Rental Income: $1987

Airbnb ROI: -0.14%