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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 386 801 5417.

3 Results

Shadowbay Longwood Florida Homes For Sale

Shadowbay For Sale $1,280,000

Elegant two-story home with brick accents, a second-floor balcony, lush landscaping, and a manicured lawn at 213 N Monterey Isle, Longwood, FL 32779
View Details 11 Photos
Scenic backyard view with a covered boat dock and lush trees reflected in the tranquil water at 213 N Monterey Isle, Longwood, FL 32779
Stately home featuring a brick facade, a second-story balcony, and a well-maintained lawn with mature trees at 213 N Monterey Isle, Longwood, FL 32779
Backyard scene featuring a screened lanai, boat dock with boat lift, and waterfront access at 213 N Monterey Isle, Longwood, FL 32779
On Market Today

  • 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 $689,900

A beautiful home with mature trees on the property with a lake view from the backyard at 334 N Shadowbay Blvd, Longwood, FL 32779
View Details 38 Photos
Traditional two-story gray house with mature trees and landscaping plus 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 21 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2632

  • Year Built

    1993

  • $/SqFt

    $262

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

Shadowbay For Sale $569,000

Reduced By $90,000

Charming home featuring a stucco exterior, arched entryway, well-manicured lawn, and attached two-car garage at 322 N Shadowbay Blvd, Longwood, FL 32779
View Details 31 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 118 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 3 of 3

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 386 801 5417 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$498,330
$439,900
147
1.4%
57.8%
86

Apopka
$533,931
$480,000
577
1.4%
49.2%
85

Belle Isle
$904,178
$700,000
19
0.0%
42.1%
76

Casselberry
$420,997
$402,500
92
3.3%
59.8%
70

Celebration
$1,300,113
$1,049,500
46
0.0%
52.2%
95

Champions Gate
$702,531
$709,500
16
0.0%
50.0%
322

Chuluota
$881,367
$722,450
24
0.0%
45.8%
53

Clermont
$575,180
$490,000
728
0.7%
52.7%
78

Gotha
$1,050,253
$735,000
15
0.0%
53.3%
53

Groveland
$476,457
$400,000
276
1.1%
63.0%
88

Harmony
$432,651
$417,900
71
0.0%
40.8%
102

Kissimmee
$519,659
$444,990
2399
1.8%
51.0%
105

Maitland
$1,040,483
$645,000
101
2.0%
52.5%
80

Minneola
$568,130
$548,180
143
0.0%
44.1%
81

Montverde
$1,529,320
$1,097,971
52
0.0%
50.0%
114

Ocoee
$529,660
$487,400
178
1.1%
45.5%
74

Orlando
$677,456
$499,000
3108
1.6%
51.1%
80

Oviedo
$706,039
$620,000
225
0.4%
53.8%
73

Poinciana
$324,297
$311,900
281
1.4%
54.1%
128

Reunion
$1,841,969
$1,100,000
109
2.8%
55.0%
165

Saint Cloud
$691,628
$535,000
37
5.4%
59.5%
309

Sanford
$524,558
$419,990
385
0.8%
50.6%
93

Sorrento
$623,203
$467,640
99
1.0%
49.5%
95

Windermere
$2,120,642
$1,300,000
283
0.0%
45.6%
99

Winter Garden
$870,333
$725,000
618
0.6%
50.5%
84

Winter Park
$1,245,952
$762,500
330
0.3%
55.2%
87

Winter Springs
$611,547
$486,950
146
0.7%
54.8%
76

EasyStreet

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(386) 801-5417

(386) 801-5417