Real Estate Investment Properties for Sale in Brookfield, CT

Looking for investment property in Brookfield, CT with high ROI ?

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

Sugarloaf Investment Property for Sale in Brookfield, CT

Search for Sugarloaf Investment Property for Sale in Brookfield, Connecticut. Browse all of Mashvisor’s Sugarloaf Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 30 Sugarloaf Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
64 Obtuse Hill Road Brookfield, CT This beautifully updated Cape-style home offers spacious living and modern comforts throug...	3 beds \| 3 baths \| 2,329 sq.ft.	$584,900	Airbnb cash on cash: 0.14% Traditional cash on cash: 5.39% Airbnb Rental Income: $1751 Traditional Rental Income: $4136 Airbnb ROI: 0.14% Traditional ROI: 5.39%
27 Skyline Drive Brookfield, CT Welcome to this beautifully renovated 2-bedroom, 1-bathroom home nestled in the sought-aft...	2 beds \| 1 baths \| 1,397 sq.ft.	$499,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 6.04% Airbnb Rental Income: $1846 Traditional Rental Income: $3912 Airbnb ROI: 0.55% Traditional ROI: 6.04%
66 LONG MEADOW Hill Road #1 Brookfield, CT Motivated owner to sell. Quiet and nice area with nature setting. Move right in condominiu...	2 beds \| 1 baths \| 780 sq.ft.	$204,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 4.52% Airbnb Rental Income: $1846 Traditional Rental Income: $1902 Airbnb ROI: 1.67% Traditional ROI: 4.52%
40 Old Bridge Road Brookfield, CT Step into your dream home where timeless craftsmanship meets resort-style living. This stu...	4 beds \| 4 baths \| 4,544 sq.ft.	$1,350,000	Airbnb cash on cash: -1.57% Traditional cash on cash: 0.56% Airbnb Rental Income: $2681 Traditional Rental Income: $4725 Airbnb ROI: -1.57% Traditional ROI: 0.56%
279 Candlewood Lake Road Brookfield, CT Set on the serene shores of Candlewood Lake, this exceptional waterfront property offers a...	3 beds \| 3 baths \| 2,769 sq.ft.	$1,280,000	Airbnb cash on cash: -2.14% Traditional cash on cash: 0.77% Airbnb Rental Income: $1751 Traditional Rental Income: $4731 Airbnb ROI: -2.14% Traditional ROI: 0.77%
19A Apache Drive Brookfield, CT Gorgeous to be built Colonial now available in Brookfield. The Location of this home offer...	4 beds \| 5 baths \| 5,487 sq.ft.	$1,399,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 1.52% Airbnb Rental Income: $2681 Traditional Rental Income: $6136 Airbnb ROI: -1.63% Traditional ROI: 1.52%
100 North Lake Shore Drive Brookfield, CT Move right into this 105' Direct waterfront on Candlewood Lake with expansive breathtaking...	3 beds \| 3 baths \| 2,391 sq.ft.	$1,675,000	Airbnb cash on cash: -2.55% Traditional cash on cash: -0.78% Airbnb Rental Income: $1751 Traditional Rental Income: $4025 Airbnb ROI: -2.55% Traditional ROI: -0.78%
27 Riverview Court #27 Brookfield, CT This lovely ranch style townhome offers the perfect blend of comfort, style and convenienc...	2 beds \| 2 baths \| 1,411 sq.ft.	$430,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 2.72% Airbnb Rental Income: $1846 Traditional Rental Income: $2809 Airbnb ROI: -0.9% Traditional ROI: 2.72%
21 Great Heron Lane #21 Brookfield, CT Experience the best of main-level living in this beautifully refreshed townhome in sought-...	3 beds \| 4 baths \| 3,469 sq.ft.	$720,000	Airbnb cash on cash: -2.22% Traditional cash on cash: 3.9% Airbnb Rental Income: $1751 Traditional Rental Income: $5378 Airbnb ROI: -2.22% Traditional ROI: 3.9%
21 Lillinonah Drive Brookfield, CT A rare opportunity to enjoy the beauty of Lake Lillinonah with space, privacy, and value. ...	5 beds \| 3 baths \| 3,463 sq.ft.	$689,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 4.46% Airbnb Rental Income: $3544 Traditional Rental Income: $4968 Airbnb ROI: 1.03% Traditional ROI: 4.46%
27 Obtuse Road South Brookfield, CT This 1930 Colonial Farmhouse defines vintage charm. Its 2025 complete renovation is a show...	3 beds \| 2 baths \| 1,500 sq.ft.	$499,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.9% Airbnb Rental Income: $1751 Traditional Rental Income: $2905 Airbnb ROI: -0.6% Traditional ROI: 2.9%
10 Knollcrest Drive Brookfield, CT Wonderful Opportunity! This 3 Bedroom Home offers you a Large, Open Feel with Bright and S...	3 beds \| 1 baths \| 1,422 sq.ft.	$549,900	Airbnb cash on cash: -0.83% Traditional cash on cash: 1.54% Airbnb Rental Income: $1751 Traditional Rental Income: $2490 Airbnb ROI: -0.83% Traditional ROI: 1.54%
11 Gereg Glen Road Brookfield, CT Impeccably presented, this custom-built Cape leaves a lasting impression. Set on a quiet c...	4 beds \| 4 baths \| 2,848 sq.ft.	$850,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.96% Airbnb Rental Income: $2681 Traditional Rental Income: $4910 Airbnb ROI: -0.66% Traditional ROI: 2.96%
12 Logging Trail Lane Brookfield, CT Set on 8+ private, wooded acres in one of Brookfield's most coveted neighborhoods, this re...	4 beds \| 3 baths \| 2,700 sq.ft.	$750,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 3.04% Airbnb Rental Income: $2681 Traditional Rental Income: $4402 Airbnb ROI: -0.33% Traditional ROI: 3.04%
26 Cove Road Brookfield, CT Why pay waterfront prices or taxes? This stunning Barkwood Falls home is ideally situated ...	3 beds \| 4 baths \| 3,572 sq.ft.	$819,000	Airbnb cash on cash: -1.61% Traditional cash on cash: 3.88% Airbnb Rental Income: $1751 Traditional Rental Income: $5461 Airbnb ROI: -1.61% Traditional ROI: 3.88%
19 Hearthstone Drive #19 Brookfield, CT Lillinonah Shores is a quiet community set on 40 acres along the beautiful Lake Lillinonah...	2 beds \| 2 baths \| 1,500 sq.ft.	$399,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 3.22% Airbnb Rental Income: $1846 Traditional Rental Income: $3073 Airbnb ROI: -1.39% Traditional ROI: 3.22%
70 Obtuse Hill Road Brookfield, CT Welcome to Arundel, a one-of-a-kind estate envisioned by playwright Joseph Hayes, whose pa...	5 beds \| 6 baths \| 5,630 sq.ft.	$1,500,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 4.16% Airbnb Rental Income: $3544 Traditional Rental Income: $10255 Airbnb ROI: -1.21% Traditional ROI: 4.16%
47 Mist Hill Drive Brookfield, CT Welcome to the Candlewood community area! This spacious Ranch-style home offers 4 bedrooms...	4 beds \| 2 baths \| 1,453 sq.ft.	$489,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 3.79% Airbnb Rental Income: $2681 Traditional Rental Income: $3253 Airbnb ROI: 1.15% Traditional ROI: 3.79%
31 Oak Crest Drive Brookfield, CT This spacious oversized 4 bedroom, 3 full bath Raised Ranch is the perfect home you have b...	4 beds \| 3 baths \| 2,626 sq.ft.	$550,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 5.74% Airbnb Rental Income: $2681 Traditional Rental Income: $4647 Airbnb ROI: 0.68% Traditional ROI: 5.74%
131 Pocono Road Brookfield, CT This home is perfectly situated in the heart of Brookfield! Set on a level lot with a priv...	3 beds \| 2 baths \| 1,644 sq.ft.	$440,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.83% Airbnb Rental Income: $1751 Traditional Rental Income: $2958 Airbnb ROI: -0.26% Traditional ROI: 3.83%
20 Puritan Valley Road Brookfield, CT Welcome home to this beautifully maintained classic New England Cape, nestled on a quiet, ...	3 beds \| 3 baths \| 2,411 sq.ft.	$645,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 3.13% Airbnb Rental Income: $1751 Traditional Rental Income: $3855 Airbnb ROI: -1.17% Traditional ROI: 3.13%
24 Westview Lane #24 Brookfield, CT Beautiful free standing carriage home in High Meadow featuring almost 3000 sf of living sp...	3 beds \| 3 baths \| 2,923 sq.ft.	$650,000	Airbnb cash on cash: -2.13% Traditional cash on cash: 2.73% Airbnb Rental Income: $1751 Traditional Rental Income: $4213 Airbnb ROI: -2.13% Traditional ROI: 2.73%
44 Obtuse Road North Brookfield, CT A private Brookfield retreat of style and serenity set on 2.8 private acres. This stunning...	4 beds \| 4 baths \| 3,243 sq.ft.	$699,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 6.29% Airbnb Rental Income: $2681 Traditional Rental Income: $6230 Airbnb ROI: -0.13% Traditional ROI: 6.29%
4 Pond View Drive #4 Brookfield, CT Bright, modern, and move-in ready this updated townhouse in High Meadow pairs sleek upgrad...	2 beds \| 2 baths \| 1,790 sq.ft.	$425,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 2.93% Airbnb Rental Income: $1846 Traditional Rental Income: $2870 Airbnb ROI: -0.89% Traditional ROI: 2.93%
6 Old Woods Road Brookfield, CT The perfect balance of elegance, comfort, & design, this 2,600 sq ft ranch in a sought-aft...	3 beds \| 3 baths \| 2,600 sq.ft.	$799,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 2.04% Airbnb Rental Income: $1751 Traditional Rental Income: $3939 Airbnb ROI: -1.55% Traditional ROI: 2.04%

Your search for investment property begins and ends here

Sugarloaf Investment Property for Sale in Brookfield, CT

64 Obtuse Hill Road

Brookfield, CT

3 beds | 3 baths | 2,329 sq.ft.

$584,900

Airbnb cash on cash: 0.14%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $1751

Traditional Rental Income: $4136

Airbnb ROI: 0.14%

Traditional ROI: 5.39%

27 Skyline Drive

Brookfield, CT

2 beds | 1 baths | 1,397 sq.ft.

$499,000

Airbnb cash on cash: 0.55%

Traditional cash on cash: 6.04%

Airbnb Rental Income: $1846

Traditional Rental Income: $3912

Airbnb ROI: 0.55%

Traditional ROI: 6.04%

66 LONG MEADOW Hill Road #1

Brookfield, CT

2 beds | 1 baths | 780 sq.ft.

$204,000

Airbnb cash on cash: 1.67%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $1846

Traditional Rental Income: $1902

Airbnb ROI: 1.67%

Traditional ROI: 4.52%

40 Old Bridge Road

Brookfield, CT

4 beds | 4 baths | 4,544 sq.ft.

$1,350,000

Airbnb cash on cash: -1.57%

Traditional cash on cash: 0.56%

Airbnb Rental Income: $2681

Traditional Rental Income: $4725

Airbnb ROI: -1.57%

Traditional ROI: 0.56%

279 Candlewood Lake Road

Brookfield, CT

3 beds | 3 baths | 2,769 sq.ft.

$1,280,000

Airbnb cash on cash: -2.14%

Traditional cash on cash: 0.77%

Airbnb Rental Income: $1751

Traditional Rental Income: $4731

Airbnb ROI: -2.14%

Traditional ROI: 0.77%

19A Apache Drive

Brookfield, CT

4 beds | 5 baths | 5,487 sq.ft.

$1,399,000

Airbnb cash on cash: -1.63%

Traditional cash on cash: 1.52%

Airbnb Rental Income: $2681

Traditional Rental Income: $6136

Airbnb ROI: -1.63%

Traditional ROI: 1.52%

100 North Lake Shore Drive

Brookfield, CT

3 beds | 3 baths | 2,391 sq.ft.

$1,675,000

Airbnb cash on cash: -2.55%

Traditional cash on cash: -0.78%

Airbnb Rental Income: $1751

Traditional Rental Income: $4025

Airbnb ROI: -2.55%

Traditional ROI: -0.78%

27 Riverview Court #27

Brookfield, CT

2 beds | 2 baths | 1,411 sq.ft.

$430,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $1846

Traditional Rental Income: $2809

Airbnb ROI: -0.9%