34787, FL rental listings
![Property at 1738 Sherbourne St, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/d0ec97d6-e2aa-4d8a-a961-ce64e65ea360/islphoto/genIsl.0_3.webp)
1738 Sherbourne St, Winter Garden, FL, 34787
![Property at 1918 Sherbourne St, Winter Garden, FL, 34787, 3 beds, 3 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/e9a63116-b622-43d8-83e0-c65a5d04312c/islphoto/genIsl.0_1.webp)
1918 Sherbourne St, Winter Garden, FL, 34787![Property at 1914 Sherbourne St, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/805ab18b-ff7b-4b7c-9c45-c48f49dae0a8/islphoto/genIsl.0_3.webp)
1914 Sherbourne St, Winter Garden, FL, 34787![Property at 1938 Sherbourne St, Winter Garden, FL, 34787, 3 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/0b239a52-5403-446b-a3ff-a25a27660916/islphoto/genIsl.0_1.webp)
1938 Sherbourne St, Winter Garden, FL, 34787![Property at 17310 Amber Sweet Ln, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/cd7e2f66-60e4-47c6-a0a6-0e7d22be5721/islphoto/genIsl.0_1.webp)
17310 Amber Sweet Ln, Winter Garden, FL, 34787![Property at 960 Chase Ct, Winter Garden, FL, 34787, 5 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/970142f8-5864-4d29-b4eb-0ff9b592936e/islphoto/genIsl.0_1.webp)
960 Chase Ct, Winter Garden, FL, 34787![Property at 1078 Woodson Hammock Cir, Winter Garden, FL, 34787, 4 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/8194e773-f293-4662-84f9-273c39fd599f/islphoto/genIsl.0_1.webp)
1078 Woodson Hammock Cir, Winter Garden, FL, 34787![Property at 502 Dunbar Ave, Winter Garden, FL, 34787, 2 beds, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/55e0f07f-708f-480b-be1e-b87f32b74b4a/islphoto/genIsl.0_3.webp)
502 Dunbar Ave, Winter Garden, FL, 34787![Property at 1683 Christopher St, Winter Garden, FL, 34787, 3 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/845352a1-c56e-4fde-8f49-c9e55573b1dc/islphoto/genIsl.0_5.webp)
1683 Christopher St, Winter Garden, FL, 34787![Property at 1030 Trailside Ct, Oakland, FL, 34787, 4 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/0174f67a-02ee-4565-b9df-d91e6cb7b3b5/islphoto/genIsl.0_1.webp)
1030 Trailside Ct, Oakland, FL, 34787![Property at 337 Grand Royal Cir, Winter Garden, FL, 34787, 3 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/7cb2fe2a-d62b-4d07-809b-6e9307b65aac/islphoto/genIsl.0_3.webp)
337 Grand Royal Cir, Winter Garden, FL, 34787![Property at 109 Zachary Wade St, Winter Garden, FL, 34787, 3 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/5fb6f9b8-b95e-437e-a53c-d6148213155f/islphoto/genIsl.0_1.webp)
109 Zachary Wade St, Winter Garden, FL, 34787![Property at 353 Lake Amberleigh Dr, Winter Garden, FL, 34787, 4 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/029ed9ed-042c-45c6-9ed8-2b8dbc2eabad/islphoto/genIsl.0_5.webp)
353 Lake Amberleigh Dr, Winter Garden, FL, 34787![Property at 15333 Harrowgate Way, Winter Garden, FL, 34787, 3 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/b004550c-1fb7-4c0b-9614-0cc510d027b3/islphoto/genIsl.0_7.webp)
15333 Harrowgate Way, Winter Garden, FL, 34787![Property at 15345 Harrowgate Way, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/5d6b7fbd-749f-4dad-bfae-258b9a13f638/islphoto/genIsl.0_1.webp)
15345 Harrowgate Way, Winter Garden, FL, 34787![Property at 6119 Waterside Island Ln, Winter Garden, FL, 34787, 5 beds, 3.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/1337760b-1fd7-44c8-9255-04aa889262e4/islphoto/genIsl.0_1.webp)
6119 Waterside Island Ln, Winter Garden, FL, 34787![Property at 8121 Atlantic Puffin St, Winter Garden, FL, 34787, 4 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/b3ad3b49-eee6-45dd-bf28-84a907786246/islphoto/genIsl.0_1.webp)
8121 Atlantic Puffin St, Winter Garden, FL, 34787![Property at 15607 Porter Rd, Winter Garden, FL, 34787, 4 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/19797f77-a60e-4f0b-98ff-716fa1a55ae3/islphoto/genIsl.0_5.webp)
15607 Porter Rd, Winter Garden, FL, 34787![Property at 17987 Gourd Neck Loop, Winter Garden, FL, 34787, 6 beds, 4 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/3cda6377-c3c0-4077-a3df-3a636cc6bdc0/islphoto/genIsl.0_1.webp)
17987 Gourd Neck Loop, Winter Garden, FL, 34787![Property at 15543 Waterleigh Cove Dr, Winter Garden, FL, 34787, 3 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/fec4f84f-8c90-40fb-90c5-34086fb56049/islphoto/genIsl.0_3.webp)
15543 Waterleigh Cove Dr, Winter Garden, FL, 34787![Property at 14873 Evergreen Oak Loop, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/91c7dfb2-b9d6-48ec-941d-2b1774e1aa04/islphoto/genIsl.0_1.webp)
14873 Evergreen Oak Loop, Winter Garden, FL, 34787![Property at 502 Varsity St, Winter Garden, FL, 34787, 2 beds, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/c44664a4-9ade-4819-9345-a4becebc8a98/islphoto/genIsl.0_1.webp)
502 Varsity St, Winter Garden, FL, 34787![Property at 15532 Sweet Orange Ave, Winter Garden, FL, 34787, 3 beds, 3 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/c1a06573-0cb8-4042-be1b-d318f8a101bc/islphoto/genIsl.0_1.webp)
15532 Sweet Orange Ave, Winter Garden, FL, 34787![Property at 15055 Driftwater Dr, Winter Garden, FL, 34787, 4 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/a798e87a-3e34-4ea4-a1e6-958d90cd053a/islphoto/genIsl.0_1.webp)
15055 Driftwater Dr, Winter Garden, FL, 34787![Property at 15030 Evergreen Oak Loop, Winter Garden, FL, 34787, 4 beds, 3.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/5bbe9e6c-4225-4bfc-b76d-f2a7cedbb051/islphoto/genIsl.0_1.webp)
15030 Evergreen Oak Loop, Winter Garden, FL, 34787![Property at 508 Varsity St, Winter Garden, FL, 34787, 2 beds, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/85a62166-b54e-475d-a6d8-8d1afe42be6a/islphoto/genIsl.0_1.webp)
508 Varsity St, Winter Garden, FL, 34787![Property at 509 Varsity St, Winter Garden, FL, 34787, 2 beds, 1 bath, [object Object]](https://ssl.cdn-redfin.com/photo/rent/60b29c16-77d9-4278-8ac0-0b0f3734cedd/islphoto/genIsl.0_1.webp)
509 Varsity St, Winter Garden, FL, 34787![Property at 16130 Wind View Ln, Winter Garden, FL, 34787, 4 beds, 3.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/94ea315b-6526-4eb2-bdfb-146bed40a35b/islphoto/genIsl.0_1.webp)
16130 Wind View Ln, Winter Garden, FL, 34787![Property at 8221 Lakeview Crossing Dr, Winter Garden, FL, 34787, 3 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/40f7f4af-cb1c-4a2a-848b-257ca973f294/islphoto/genIsl.0_1.webp)
8221 Lakeview Crossing Dr, Winter Garden, FL, 34787![Property at 7548 Loon Ave, Winter Garden, FL, 34787, 4 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/b05f4895-05c1-42b7-961e-3aa0095b786c/islphoto/genIsl.0_1.webp)
7548 Loon Ave, Winter Garden, FL, 34787![Property at 6325 Flat Lemon Dr, Winter Garden, FL, 34787, 4 beds, 3.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/fdbe9df8-027b-4a8d-88c4-a0135cae4baa/islphoto/genIsl.0_1.webp)
6325 Flat Lemon Dr, Winter Garden, FL, 34787![Property at 6603 Calamondin Dr, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/3af7aeb9-2bc8-42ae-b2a8-801e80373b78/islphoto/genIsl.0_1.webp)
6603 Calamondin Dr, Winter Garden, FL, 34787![Property at 9049 Bradleigh Dr, Winter Garden, FL, 34787, 5 beds, 4.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/09e927fc-7b57-4285-bb8e-d2f578cf6a38/islphoto/genIsl.0_3.webp)
9049 Bradleigh Dr, Winter Garden, FL, 34787![Property at 15155 Canoe Pl, Winter Garden, FL, 34787, 5 beds, 4.5 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/8e330e6e-5e1b-4736-b479-7eacba60b496/islphoto/genIsl.0_1.webp)
15155 Canoe Pl, Winter Garden, FL, 34787![Property at 16984 Tradewind Pt, Winter Garden, FL, 34787, 3 beds, 2 baths, [object Object]](https://ssl.cdn-redfin.com/photo/rent/2e7c1a12-495a-48d2-80ea-c666729d4381/islphoto/genIsl.0_5.webp)
16984 Tradewind Pt, Winter Garden, FL, 34787
Based on information submitted to the MLS GRID as of Wed Oct 07 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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