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Below you can view all the homes for sale in the Shadowbay subdivision located in Longwood Florida. Listings in Shadowbay are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Shadowbay, give us a call at 407-485-1814.

4 Results

Shadowbay Longwood Florida Homes For Sale

Shadowbay For Sale $339,900

Inviting townhome with attached garage and landscaped front yard at 308 N Shadowbay Blvd # 214, Longwood, FL 32779
View Details 49 Photos
Inviting townhome featuring attached garages and a well manicured lawn at 308 N Shadowbay Blvd # 214, Longwood, FL 32779
Charming townhouse with attached garages and landscaped front yard at 308 N Shadowbay Blvd # 214, Longwood, FL 32779
Charming courtyard with tropical plants and inviting walkway at 308 N Shadowbay Blvd # 214, Longwood, FL 32779
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1592

  • Year Built

    1986

  • $/SqFt

    $214

Don't miss the chance to make this lakeside retreat your own - Schedule a showing today! KELLER WILLIAMS ADVANTAGE REALTY.

Shadowbay For Sale $1,280,000

Stunning two-story home with manicured lawn, brick accents, and a charming balcony overlooking the front yard at 213 N Monterey Isle, Longwood, FL 32779
View Details 71 Photos
Gorgeous aerial view of home on a cul-de-sac with backyard waterfront access to a lake in a lush green community at 213 N Monterey Isle, Longwood, FL 32779
Two-story home with dark trim accents, manicured lawn, lush landscaping and a stone pathway to a columned front porch at 213 N Monterey Isle, Longwood, FL 32779
Up close view of the double door entry, landscaping, and balcony highlighting the home's curb appeal at 213 N Monterey Isle, Longwood, FL 32779
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3041

  • Year Built

    2001

  • $/SqFt

    $421

Additional highlights include: New downstairs A/C (2025) and upstairs A/C (2021) Walk-in closets in every bedroom Dedicated under-stairs storage Community amenities including a private beach, tennis and pickleball courts, and a strong neighborhood presence Whether you’re boating at sunrise, relaxing poolside, or savoring evening views from your master balcony, this home offers the ultimate in Florida luxury living. COLDWELL BANKER RESIDENTIAL RE.

Shadowbay For Sale $684,000

Reduced By $5,900

Stunning aerial view of lakefront home with lush green landscaping and solar panels on roof at 334 N Shadowbay Blvd, Longwood, FL 32779
View Details 44 Photos
Beautiful two-story home with a well-maintained lawn, mature landscaping and a two car garage at 334 N Shadowbay Blvd, Longwood, FL 32779
Overhead shot of the back of the house highlighting the screened in pool and adjacent waterway at 334 N Shadowbay Blvd, Longwood, FL 32779
An enclosed pool and outdoor living space with a view of the water at 334 N Shadowbay Blvd, Longwood, FL 32779
On Market For 29 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2632

  • Year Built

    1993

  • $/SqFt

    $260

All this in a top-rated school district! Home Warranty available. COLDWELL BANKER REALTY.

Shadowbay For Sale $569,000

Reduced By $90,000

Well-maintained single-Gathering home featuring a 2-car garage and a beautifully landscaped front yard at 322 N Shadowbay Blvd, Longwood, FL 32779
View Details 30 Photos
Spacious living room with hardwood floors, stylish furnishings, and plenty of natural light at 322 N Shadowbay Blvd, Longwood, FL 32779
Well-lit kitchen featuring stainless steel appliances, white cabinets, ample counter space, and modern fixtures at 322 N Shadowbay Blvd, Longwood, FL 32779
Cozy living area with a piano, leather seating, and natural light, perfect for entertaining and relaxation at 322 N Shadowbay Blvd, Longwood, FL 32779
On Market For 126 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1599

  • Year Built

    1993

  • $/SqFt

    $356

UPDATES: are a newer HVAC 2022, plumbing 2022, electrical 2022, tankless water heater 2022, and roof 2013, a front covered porch and oversize back patio 2022, also fenced in 2022 for privacy! CHARLES RUTENBERG REALTY ORLANDO.

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Viewing HOMES 1 to 4 of 4

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-485-1814 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$502,714
$437,500
149
1.3%
56.4%
87

Apopka
$532,789
$484,990
575
1.2%
49.7%
87

Belle Isle
$871,104
$674,450
22
4.5%
50.0%
70

Casselberry
$418,059
$402,500
100
2.0%
53.0%
68

Celebration
$1,276,982
$996,495
52
0.0%
46.2%
90

Champions Gate
$686,906
$675,000
16
0.0%
43.8%
318

Chuluota
$929,472
$800,000
25
0.0%
36.0%
41

Clermont
$579,051
$495,000
751
0.5%
53.9%
76

Gotha
$832,677
$644,000
13
0.0%
46.2%
57

Groveland
$476,891
$404,000
283
1.1%
62.2%
87

Harmony
$432,413
$419,900
80
0.0%
35.0%
92

Kissimmee
$514,927
$440,000
2429
1.8%
51.7%
106

Maitland
$993,167
$629,900
106
1.9%
54.7%
79

Minneola
$563,183
$541,227
154
0.0%
44.2%
75

Montverde
$1,517,524
$1,100,000
51
0.0%
52.9%
118

Ocoee
$524,926
$480,000
175
1.1%
45.7%
74

Orlando
$678,370
$499,900
3147
1.7%
51.5%
80

Oviedo
$704,967
$600,000
236
0.8%
53.4%
72

Poinciana
$322,651
$310,840
278
1.8%
52.9%
127

Reunion
$1,784,785
$1,050,000
113
2.7%
52.2%
164

Saint Cloud
$707,524
$525,000
31
3.2%
58.1%
307

Sanford
$518,173
$420,000
407
1.0%
50.6%
91

Sorrento
$613,118
$464,900
105
1.0%
50.5%
92

Windermere
$2,116,576
$1,349,950
288
0.0%
44.1%
93

Winter Garden
$874,499
$722,450
616
0.5%
51.0%
87

Winter Park
$1,232,945
$740,000
337
0.6%
57.0%
87

Winter Springs
$608,081
$494,900
147
0.7%
52.4%
73

EasyStreet

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(407) 485-1814

(407) 485-1814