Real Estate Investment Properties for Sale in Maitland, FL
Looking for investment property in Maitland, FL with high ROI ?
Explore a variety of short-term homes & houses in Maitland, FL. Invest wisely with VRBO & Maitland, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Woodlawn Investment Property for Sale in Maitland, FL
Search for Woodlawn Investment Property for Sale in Maitland, Florida. Browse all of Mashvisor’s Woodlawn Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 108 Woodlawn Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
2517 CAPER LANE #207Maitland, FLOne or more photo(s) has been virtually staged. Charming 1 Bedroom, 1 Bathroom condo in be... |
1 beds | 1 baths | 550 sq.ft. |
$110,000 |
Airbnb cash on cash: 9.47%
|
1301 DRUID ISLE ROADMaitland, FLUnder contract-accepting backup offers. Nestled in the highly desirable Druid Isle neighbo... |
4 beds | 3 baths | 2,162 sq.ft. |
$649,990 |
Airbnb cash on cash: 4.37%
|
890 CRANES COURTMaitland, FLUnder contract-accepting backup offers. Nestled in the QUIET, oak tree lined and GATED com... |
4 beds | 4 baths | 3,221 sq.ft. |
$1,100,000 |
Airbnb cash on cash: 1.74%
|
350 Northwind RdMaitland, FLNestled within the gated 9-acre Lake Maitland Owl Preserve, this striking contemporary res... |
5 beds | 4 baths | 4,819 sq.ft. |
$3,299,000 |
Airbnb cash on cash: -0.14%
|
500 BANYON TREE CIRCLE #104Maitland, FLOne or more photo(s) has been virtually staged. Welcome to this beautifully renovated 3-be... |
3 beds | 2 baths | 1,428 sq.ft. |
$199,999 |
Airbnb cash on cash: 8.04%
|
2338 Tuscarora TrlMaitland, FL***Charming Dommerich Hills Home with Scenic Lake Views and Modern Updates*** Nestled in t... |
4 beds | 2 baths | 1,700 sq.ft. |
$680,000 |
Airbnb cash on cash: 4.55%
|
1140 S Orlando Ave #E-11Maitland, FLRare Opportunity for Lakeside Living! This beautifully maintained 1-bedroom, 1-bath, 612 s... |
1 beds | 1 baths | 612 sq.ft. |
$210,000 |
Airbnb cash on cash: 4.45%
|
2270 DELORAINE TRAILMaitland, FLUnder contract-accepting backup offers. This beautifully updated 4-bedroom, 2-bath pool ho... |
4 beds | 2 baths | 2,000 sq.ft. |
$850,000 |
Airbnb cash on cash: 3.07%
|
708 Thunder TrlMaitland, FLWelcome to 708 Thunder Trail in beautiful Maitland, Florida â a stunning 4-bedroom, 2-ba... |
4 beds | 2 baths | 1,907 sq.ft. |
$635,000 |
Airbnb cash on cash: 4.3%
|
1150 Lake Shadow Cir #3104Maitland, FLOne or more photo(s) has been virtually staged. BIG NEWS! THE SELLERâS PREFERRED LENDER ... |
2 beds | 2 baths | 1,048 sq.ft. |
$199,900 |
Airbnb cash on cash: 4.15%
|
1000 Winderley Pl #128Maitland, FLImmaculate 2BR/2BA Condo in a Gated Maitland Community. - Spacious and well maintained 2-b... |
2 beds | 2 baths | 1,275 sq.ft. |
$267,900 |
Airbnb cash on cash: 2.29%
|
1000 Winderley Pl #222Maitland, FLDiscover Sun Bay Club â Maitlandâs Hidden Gem on Lake Destiny! Behind the signature b... |
2 beds | 2 baths | 1,164 sq.ft. |
$309,000 |
Airbnb cash on cash: 1.95%
|
631 Lake Catherine DrMaitland, FLWelcome to an extraordinary lakefront sanctuary at 631 Lake Catherine Drive, where sophist... |
3 beds | 3 baths | 2,351 sq.ft. |
$1,975,000 |
Airbnb cash on cash: -0.19%
|
1460 LAKE SHADOW CIRCLE #7204Maitland, FLUnder contract-accepting backup offers. OWNER MOTIVATED! PRICED TO SELL!! Resort style liv... |
3 beds | 2 baths | 1,243 sq.ft. |
$199,900 |
Airbnb cash on cash: 8.48%
|
920 PARK LAKE CIRCLE #36Maitland, FLUnder contract-accepting backup offers. Welcome to 920 Park Lake Circle in charming Maitla... |
3 beds | 3 baths | 1,486 sq.ft. |
$269,000 |
Airbnb cash on cash: 5.78%
|
135 Roosevelt PlMaitland, FLThis charming home boasts a wealth of valuable upgrades and improvements, making it an ent... |
3 beds | 2 baths | 2,426 sq.ft. |
$539,900 |
Airbnb cash on cash: 5.54%
|
1140 S ORLANDO AVENUE #E-1Maitland, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. RA... |
2 beds | 1 baths | 816 sq.ft. |
$209,900 |
Airbnb cash on cash: 4.44%
|
1994 KENASTON ROAD #1994Maitland, FLLocated in the desirable city of Maitland, just three miles from Winter Parkâs renowned ... |
3 beds | 4 baths | 2,103 sq.ft. |
$415,000 |
Airbnb cash on cash: 4.55%
|
1231 Sidcup RdMaitland, FLPrepare to be captivated by this fully renovated gem located in the highly sought after En... |
3 beds | 2 baths | 1,798 sq.ft. |
$495,000 |
Airbnb cash on cash: 4.09%
|
1619 Druid RdMaitland, FLTucked into prestigious Maitland Florida on coveted Druid Road, this one-of-a-kind residen... |
5 beds | 4 baths | 3,769 sq.ft. |
$920,000 |
Airbnb cash on cash: 2.85%
|
206 Quayside Cir #404Maitland, FLWelcome to The Moorings, a rarely available lakeside community perfectly positioned across... |
2 beds | 2 baths | 1,270 sq.ft. |
$570,000 |
Airbnb cash on cash: 0.72%
|
255 W George AveMaitland, FLExperience the blend of timeless elegance and modern luxury in this Maitland estate a bloc... |
5 beds | 4 baths | 4,814 sq.ft. |
$1,700,000 |
Airbnb cash on cash: 1.33%
|
2329 Shadow View Cir #2329Maitland, FLWelcome to this stunning, fully renovated 3-Bedroom, 2.5-Bath home located in the desirab... |
3 beds | 2 baths | 1,583 sq.ft. |
$320,000 |
Airbnb cash on cash: 4.45%
|
385 Lime StMaitland, FLWonderful investment opportunity in historic Eatonville. Large corner lot. Roof was replac... |
4 beds | N/A baths | 1,680 sq.ft. |
$419,900 |
Airbnb cash on cash: 4.89%
|
1913 Poinsetta LnMaitland, FLMotivated Seller | Renovated Pool Home in Prime Maitland Location This solid concrete bloc... |
4 beds | 2 baths | 1,664 sq.ft. |
$399,900 |
Airbnb cash on cash: 8.55%
|
2632 DERBYSHIRE ROADMaitland, FLUnder contract-accepting backup offers. **2025 ROOF** | **POOL HOME** Start your new life ... |
4 beds | 2 baths | 1,770 sq.ft. |
$525,000 |
Airbnb cash on cash: 6.08%
|
736 FOREST GLEN COURTMaitland, FLOne or more photo(s) has been virtually staged. Huge Price Reduction!!!!! - Motivated Sell... |
4 beds | 2 baths | 1,647 sq.ft. |
$455,000 |
Airbnb cash on cash: 7.03%
|
1024 Kewannee TrlMaitland, FLOne or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed ... |
4 beds | 2 baths | 1,845 sq.ft. |
$549,750 |
Airbnb cash on cash: 5.04%
|
1074 Hamlet DrMaitland, FLWelcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, con... |
3 beds | 2 baths | 1,076 sq.ft. |
$308,000 |
Airbnb cash on cash: 7.35%
|
2318 CASTLEWOOD ROADMaitland, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. Yo... |
4 beds | 3 baths | 2,335 sq.ft. |
$580,000 |
Airbnb cash on cash: 5.82%
|
2464 DERBYSHIRE ROADMaitland, FLUnder contract-accepting backup offers. Auction Property. Welcome to this inviting home of... |
3 beds | 2 baths | 1,860 sq.ft. |
$411,900 |
Airbnb cash on cash: 5.27%
|
1416 Caring CtMaitland, FLBeautifully maintained Maitland home in the gated community of Montacino on Lake Charity. ... |
4 beds | 3 baths | 3,451 sq.ft. |
$917,000 |
Airbnb cash on cash: 1.84%
|
1275 Lake Shadow Cir #13107Maitland, FLWelcome home to this truly move-in-ready, beautifully updated 1-bedroom, 1-bath ground-flo... |
1 beds | 1 baths | 672 sq.ft. |
$184,000 |
Airbnb cash on cash: 2.39%
|
1140 S Orlando Ave #16Maitland, FLLovely direct waterfront condominium with large screen porch overlooking beautiful 451 acr... |
2 beds | 1 baths | 816 sq.ft. |
$459,000 |
Airbnb cash on cash: 1.07%
|
1000 S Orlando Ave #A31Maitland, FLExperience the best of lakeside living in this beautifully updated third-floor corner resi... |
2 beds | 2 baths | 952 sq.ft. |
$360,000 |
Airbnb cash on cash: 1.45%
|
1000 WINDERLEY PLACE #142Maitland, FLWake up to water views, an abundance of natural light, and tropical serenity in this beaut... |
3 beds | 2 baths | 1,538 sq.ft. |
$325,000 |
Airbnb cash on cash: 4.82%
|
204 Quayside Cir #604Maitland, FLPenthouse Living at The Moorings on Lake Maitland â 204 Quayside Cir #604 Welcome to yo... |
2 beds | 2 baths | 1,270 sq.ft. |
$525,000 |
Airbnb cash on cash: 0.55%
|
225 Quayside CirMaitland, FLDiscover the perfect blend of style and location in this beautifully updated 3-bedroom, 2.... |
3 beds | 2 baths | 1,734 sq.ft. |
$595,000 |
Airbnb cash on cash: 1.37%
|
1291 Blessing StMaitland, FLWelcome to Montacino, a gated community offering both convenience and charm. This updated ... |
3 beds | 2 baths | 1,674 sq.ft. |
$379,900 |
Airbnb cash on cash: 4.03%
|
1601 GROVE STREET #552Maitland, FLUnder contract-accepting backup offers. One or more photo(s) has been virtually staged. **... |
2 beds | 2 baths | 1,087 sq.ft. |
$230,000 |
Airbnb cash on cash: 6.72%
|