Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 16%
$32.50 /mo
$390 billed annualy
MONTHLY
$39 /mo
billed monthly
7 day free trial. Cancel anytime

Filters

Price

Price Range

$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

More

Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

Monthly Cash Flow

Cap Rate

Copied

Longwood, FL Investment Properties for Sale

Browse homes for sale and investment properties in Longwood, FL. Refine your search by price, property type, or more.

145 out of 163 properties for sale in Longwood, FL

Limited Results Shown

Create a free account, or log in to reveal all property listings and enjoy the complete experience.

Property photo
Active
StellarMLS

$1,100,000

4 bds | 3 ba | 3,088 sqft | built 2000
3381 Regal Crest Dr, Longwood, FL 32779
$-3,489
Cash flow
-16.5%
Cash-on-Cash Return

2.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$505,000

4 bds | 3 ba | 2,563 sqft | built 1974
121 Primrose Dr, Longwood, FL 32779
$-1,249
Cash flow
-12.9%
Cash-on-Cash Return

3.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$360,000

3 bds | 2 ba | 1,283 sqft | built 1985
2040 E Triangle Dr, Longwood, FL 32779
$-475
Cash flow
-6.9%
Cash-on-Cash Return

4.6%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$650,000

3 bds | 3 ba | 2,522 sqft | built 2019
287 Hilltop Dr, Longwood, FL 32750
$-1,847
Cash flow
-14.8%
Cash-on-Cash Return

2.7%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$399,000

3 bds | 3 ba | 1,705 sqft | built 2005
461 Black Knight Way, Longwood, FL 32779
$-768
Cash flow
-10.0%
Cash-on-Cash Return

3.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$255,000

2 bds | 2 ba | 1,406 sqft | built 1985
179 Crown Point Cir, Longwood, FL 32779
$-111
Cash flow
-2.3%
Cash-on-Cash Return

5.6%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$459,900

3 bds | 2 ba | 2,187 sqft | built 1974
103 Red Cedar Dr, Longwood, FL 32779
$-839
Cash flow
-9.5%
Cash-on-Cash Return

4.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$349,997

4 bds | 2 ba | 1,516 sqft | built 1961
1082 Hamilton Ave, Longwood, FL 32750
$-554
Cash flow
-8.3%
Cash-on-Cash Return

4.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$350,000

3 bds | 2 ba | 1,128 sqft | built 1965
280 E Bay Ave, Longwood, FL 32750
$-371
Cash flow
-5.5%
Cash-on-Cash Return

4.9%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$6,500,000

4 bds | 3 ba | 3,731 sqft | built 1985
183 Parsons Rd, Longwood, FL 32779
$-31,247
Cash flow
-25.1%
Cash-on-Cash Return

0.4%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
StellarMLS

$684,000

4 bds | 3 ba | 2,632 sqft | built 1993
334 N Shadowbay Blvd, Longwood, FL 32779
$-1,483
Cash flow
-11.3%
Cash-on-Cash Return

3.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$575,000

4 bds | 2 ba | 2,148 sqft | built 1974
107 Wayland Cir, Longwood, FL 32779
$-1,284
Cash flow
-11.7%
Cash-on-Cash Return

3.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$479,900

4 bds | 3 ba | 2,289 sqft | built 1987
983 Bucksaw Pl, Longwood, FL 32750
$-774
Cash flow
-8.4%
Cash-on-Cash Return

4.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$389,000

3 bds | 3 ba | 1,488 sqft | built 2023
185 E Warren Ave, Longwood, FL 32750
$-910
Cash flow
-12.2%
Cash-on-Cash Return

3.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$545,000

4 bds | 2 ba | 2,292 sqft | built 1984
1204 Duncan Ct, Longwood, FL 32779
$-1,414
Cash flow
-13.5%
Cash-on-Cash Return

3.0%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$600,000

4 bds | 3 ba | 2,435 sqft | built 1984
513 Sabal Trail Cir, Longwood, FL 32779
$-1,446
Cash flow
-12.6%
Cash-on-Cash Return

3.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$559,000

4 bds | 3 ba | 2,387 sqft | built 1988
208 Frinton Cv, Longwood, FL 32779
$-760
Cash flow
-7.1%
Cash-on-Cash Return

4.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$521,600

4 bds | 2 ba | 2,058 sqft | built 1994
300 Churchill Dr, Longwood, FL 32779
$-1,061
Cash flow
-10.6%
Cash-on-Cash Return

3.7%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$750,000

4 bds | 3 ba | 2,526 sqft | built 1973
303 S Sweetwater Blvd, Longwood, FL 32779
$-1,953
Cash flow
-13.6%
Cash-on-Cash Return

3.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$329,900

4 bds | 2 ba | 1,183 sqft | built 1958
673 E Church Ave, Longwood, FL 32750
$-927
Cash flow
-14.7%
Cash-on-Cash Return

2.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$433,000

3 bds | 3 ba | 1,998 sqft | built 1983
721 Rock Creek Loop, Longwood, FL 32750
$-936
Cash flow
-11.3%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,140,000

4 bds | 4 ba | 3,207 sqft | built 1999
3352 Park Grove Ct, Longwood, FL 32779
$-2,467
Cash flow
-11.3%
Cash-on-Cash Return

3.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$558,777

4 bds | 2 ba | 2,351 sqft | built 2002
140 Rangeline Woods Cv, Longwood, FL 32750
$-905
Cash flow
-8.5%
Cash-on-Cash Return

4.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$455,000

3 bds | 2 ba | 2,503 sqft | built 1971
146 Tollgate Trl, Longwood, FL 32750
$-648
Cash flow
-7.4%
Cash-on-Cash Return

4.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$699,000

5 bds | 3 ba | 2,820 sqft | built 1972
103 Cherry Hill Cir, Longwood, FL 32779
$-1,501
Cash flow
-11.2%
Cash-on-Cash Return

3.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$750,000

4 bds | 3 ba | 2,407 sqft | built 1983
628 Riverpark Cir, Longwood, FL 32779
$-1,966
Cash flow
-13.7%
Cash-on-Cash Return

3.1%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$415,000

3 bds | 2 ba | 1,394 sqft | built 1981
107 Hilltop Dr, Longwood, FL 32750
$-35
Cash flow
-0.4%
Cash-on-Cash Return

6.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$480,000

3 bds | 3 ba | 1,746 sqft | built 1974
209 Sweet Gum Way, Longwood, FL 32779
$-1,253
Cash flow
-13.6%
Cash-on-Cash Return

3.1%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$565,000

6 bds | 4 ba | 3,459 sqft | built 1998
502 Freeman St, Longwood, FL 32750
$-1,328
Cash flow
-12.3%
Cash-on-Cash Return

3.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$654,900

4 bds | 3 ba | 2,540 sqft | built 1993
1006 Hanging Vine Pt, Longwood, FL 32750
$-1,513
Cash flow
-12.1%
Cash-on-Cash Return

3.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$349,900

3 bds | 2 ba | 1,040 sqft | built 1978
376 Orange Ave, Longwood, FL 32750
$-610
Cash flow
-9.1%
Cash-on-Cash Return

4.1%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$365,000

3 bds | 2 ba | 1,284 sqft | built 1972
1051 Arden St, Longwood, FL 32750
$-597
Cash flow
-8.5%
Cash-on-Cash Return

4.2%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$674,900

4 bds | 4 ba | 3,323 sqft | built 1979
413 Sandy Hill Dr, Longwood, FL 32779
$-844
Cash flow
-6.5%
Cash-on-Cash Return

4.6%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$400,000

3 bds | 2 ba | 1,293 sqft | built 1976
314 Bonnie Trl, Longwood, FL 32750
$-642
Cash flow
-8.4%
Cash-on-Cash Return

4.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,300,000

5 bds | 4 ba | 4,200 sqft | built 1984
2108 Silver Leaf Ct, Longwood, FL 32779
$-3,449
Cash flow
-13.8%
Cash-on-Cash Return

3.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$479,000

4 bds | 2 ba | 1,987 sqft | built 1978
307 Coble Dr, Longwood, FL 32779
$-1,024
Cash flow
-11.2%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$259,900

2 bds | 2 ba | 1,208 sqft | built 1984
262 W Sabal Palm Pl, Longwood, FL 32779
$-833
Cash flow
-16.7%
Cash-on-Cash Return

2.3%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$257,000

2 bds | 2 ba | 840 sqft | built 1956
455 E Palmetto Ave, Longwood, FL 32750
$-201
Cash flow
-4.1%
Cash-on-Cash Return

5.2%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$485,000

4 bds | 2 ba | 2,074 sqft | built 1978
821 Sutter Loop, Longwood, FL 32750
$-771
Cash flow
-8.3%
Cash-on-Cash Return

4.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$465,000

4 bds | 3 ba | 2,306 sqft | built 1971
461 Wilford Ave, Longwood, FL 32750
$-886
Cash flow
-9.9%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
Rent to Value Ratio