Location: Winter Haven
Keyword(s): Elbert Elem
Keyword(s) Elementary School: Elbert Elem
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1103 CYPRESS GARDENS BLVD #30, WINTER HAVEN, FL 33884
$1,10032 Days on yellowkey MLS ID: P4938564
REDUCED by $100 (8.3%) on 05/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 475 Built: 1980Community: Lamplighter VillageCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year:
Middle School: Denison Middle
Remarks: This charming first-floor 1 bed, 1 bath condo sits just off Cypress Gardens Blvd, tucked in a spot where the lake becomes part of your everyday view. As you pull into the parking lot, the water is the first thing you see — calm, open, and only a short walk from your front door. The unit itself offers easy living with a simple, comfortable layout and an in-unit washer and dryer for added convenience. Being on the ground floor means quick access in and out, and the lakeside path just steps away gives you a peaceful place to unwind, sip your morning coffee, or enjoy the quiet at the end of the day. Reach out to schedule a tour and see the tranquility for yourself.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
1005 EAGLE POND DR #1005, WINTER HAVEN, FL 33884
$1,5502 Days on yellowkey MLS ID: P4938816
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1017 Built: 2001Community: Eagle Pond CondoCondo
Remarks: MOVE-IN READY second floor Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This meticulously-maintained condo features hard floors throughout (no carpet!), newer interior paint, newer kitchen appliances, interior laundry (with newer front load LG washer/dryer provided), and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet offers plenty of room to store all of your extras. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse, event space, and so much more. The pool and tennis amenities, repairs, pest control, and trash collection are INCLUDED with your lease! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options, this one will surely not last long. Applications are approved based on creditworthiness and monthly income equal to at least 3x monthly rental amount. One pet up to 25 lbs allowed with $100.00 non-refundable pet fee and $25.00/month.
Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)
Listing Agent: Kayly Malinas, Pa (863-258-1426)
WINTER HAVEN, FL 33884
$2,00010 Days on yellowkey MLS ID: L4962021
0 Days Off yellowkey (back on 5/27/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1883 Built: 2004Community: Buckeye PointeSingle Family
Remarks: Beautiful 4-bedroom, 3-bath home located in a great family-friendly neighborhood! This spacious home features a desirable 3-way split floor plan, vaulted ceilings, and stylish LVP wood-look plank flooring throughout the main living areas. The open kitchen offers granite countertops, ample cabinet space, and overlooks the bright living and dining areas, creating the perfect space for everyday living and entertaining. The large primary suite includes a private ensuite bath with a relaxing soaking tub and separate step-in shower. Additional features include an inside laundry room, 2-car garage, and a covered open lanai overlooking the spacious partially fenced backyard. Conveniently located near shopping, dining, schools, and major roadways, this home offers both comfort and convenience in a welcoming community. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -PestShare Service -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Richard Eijo (863-397-5707)
508 EAGLE POND DR #508, WINTER HAVEN, FL 33884
$1,5009 Days on yellowkey MLS ID: P4938663
REDUCED by $100 (6.3%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1017 Built: 2006Community: Eagle Pond CondoSpa: NoCondo
Remarks: Eagle Pond #508 Located in Cypresswood Golf & Country Club! This Immaculate 2 bed/2 bath condominium, upstairs unit has never been offered for rent before, It is sparkling clean & offers a spacious kitchen that is open to dining and living spaces. Both bedrooms feature walk-in closets. Pretty blinds and ceiling fans throughout, a full size washer & dryer, 10' ceilings, crown molding, ceramic tile and carpet. Outside storage closet for your extras. You will have one assigned parking space, plus access to guest parking. Cypresswood residents enjoy a resort & country club lifestyle! The 18 hole championship golf course & on-site restaurant are open to the public. Featuring Chef prepared meals and live music Thurs, Fri & Sat nights. Your Rent Includes use of the half Olympic size pool and the newly resurfaced tennis & pickleball courts. Located just minutes to trendy downtown Winter Haven, and convenient to Hwy 27 & I-4. Close to Legoland, Bok Tower, shopping, dining, a brand new Publix & health care. ALL applicants must apply and pay for financial & background screening, provide valid ID, proof of employment and verifiable income.
Listing is courtesy of: CHAIN OF LAKES REALTY INC (863-287-4679)
Listing Agent: Laura Barnes (863-287-4679)
1042 MICHELANGELO LN, WINTER HAVEN, FL 33884
$2,60022 Days on yellowkey MLS ID: S5149443
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2386 Built: 2022Community: Estates/Lk FlorenceSingle Family
Remarks: Like New Home in Haines City offers, two-story layout with four bedrooms and 2.5 bathrooms. The open, spacious floor plan includes a loft and a bonus room that can adapt to your needs, while the kitchen features granite countertops, a central island, and stainless steel appliances open to family room. All bedrooms are on 2nd floor for added privacy. A large fenced-in yard provides outdoor privacy and usable space. Well-suited for modern living, this recently built home combines practical design and contemporary finishes in Winter Haven, FL.
Listing is courtesy of: ACKLEY FLORIDA PROPERTY MANAGEMENT INC (407-846-8846)
Listing Agent: Kristen Chowdhury (407-721-3829)
2893 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884
$1,75065 Days on yellowkey MLS ID: S5146531
0 Days Off yellowkey (back on 5/20/2026)
REDUCED by $150 (7.9%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1268 Built: 2017Community: Whispering Trails Ph 02Single Family
Remarks: This cozy and well-maintained home offers a warm and inviting layout, ideal for comfortable and easy living. The property features a functional floor plan with a modern kitchen, bright and spacious bedrooms, and low-maintenance living areas designed for convenience. Centrally located with quick access to US-27, US-17, SR-540, and I-4, this home provides easy commutes to Orlando and Tampa, as well as proximity to major attractions such as Disney and Legoland. Enjoy being just minutes away from lakes, parks, shopping centers, and a variety of dining options. A perfect rental opportunity for those seeking comfort, convenience, and a well-connected location in the growing Winter Haven area.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Jenny Caso (407-694-9682)
855 TURNER LN, WINTER HAVEN, FL 33881
$1,95084 Days on yellowkey MLS ID: O6388629
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 2023Community: Inman Grvs Ph 2Single Family
Remarks: Amazing location! In this beautiful house you will find a 3 bedroom 2 full bath and a bonus room (use it as an extra bedroom, office, etc.) This modern house sits on a corner lot, spacious living area, very sunny and inviting, ceramic tiles, stainless steal appliances, quartz counter tops, walking closet and a 2 car garage. Call to schedule a showing and move in to this lovely community.
Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)
Listing Agent: Britzeida Pichardo (347-549-7568)
652 GROVE ST, WINTER HAVEN, FL 33881
$2,70022 Days on yellowkey MLS ID: O6406013
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 2025Community: Inman Grvs Ph 2Single Family
Remarks: TWO living spaces for ONE price. This exceptional property in the heart of Winter Haven offers a spacious main home plus a fully independent Mother-in-Law Suite all under the same roof. The primary residence features 3 bedrooms, 2 bathrooms, a dedicated office/flex space, an open-concept layout filled with natural light, and a 2-car garage designed for comfortable everyday living. What truly makes this property stand out is the private annex/guest house, complete with its own separate entrance, 1 bedroom, 1 bathroom, semi-equipped kitchen, and private laundry area, creating the perfect setup for extended family, guests, multi-generational living, or a private retreat space. This rare “home within a home” offers flexibility, privacy, and functionality that is hard to find at this price point. Conveniently located near US-27, shopping, dining, and everyday essentials, this unique property is a must-see to truly appreciate its layout and possibilities. Schedule your private showing today.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lizandra Troisi Passos (321-337-9448)
630 PAVARE CT #630, WINTER HAVEN, FL 33884
$1,25022 Days on yellowkey MLS ID: L4961715
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 823 Built: 1982Community: Lake Kit CondoCondo
Remarks: Welcome to 630 Pavare Ct, a charming 2-bedroom, 2-bath end-unit condo available for rent in the desirable Orchid Springs community. This second-floor residence offers 823 square feet of comfortable living space with an open floor plan, ceramic tile flooring throughout, with carpet in the bedrooms and neutral paint tones. The spacious great room flows into the dining area and kitchen, creating a functional layout for everyday living. The kitchen includes a gas range, microwave, refrigerator, garbage disposal, closet pantry, and a stackable washer and dryer. The primary bedroom features a walk-in closet and private bath with a walk-in shower, while the guest bathroom offers a tub/shower combination. Enjoy relaxing views from the private balcony. An assigned parking space is located near the unit, with additional guest parking available. Conveniently located near shopping, dining, entertainment, medical facilities, and major roadways with easy access to Tampa and Orlando. Call today for your private showing!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
1137 MICHELANGELO LN, WINTER HAVEN, FL 33884
$2,20028 Days on yellowkey MLS ID: S5148932
0 Days Off yellowkey (back on 5/4/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1850 Built: 2023Community: Estates/Lk FlorenceSingle Family
Remarks: One or more photo(s) has been virtually staged. Move in READY! Located in Estates of Lake Florence, this 4-bedroom, 2-bath home with a 2-car garage offers 1,850 sq. ft. of open living, highlighted by a beautiful kitchen and a fully fenced backyard with two gate access points—the true showstoppers of the home, where you’ll create lasting memories whether you’re cooking, enjoying family time, entertaining, or simply unwinding. Step inside to a long hallway that leads past three well-positioned bedrooms and a dedicated indoor laundry room with washer, dryer, and built-in shelving, before opening into the heart of the home. The kitchen flows seamlessly into the dining and living areas, featuring granite countertops, a stylish backsplash, a large island, and a walk-in pantry, all filled with natural light. Bedrooms are carpeted for comfort, with tile in all wet areas for easy upkeep. The primary bedroom and en-suite is tucked just off the living room, offering privacy along with dual sinks, a spacious walk-in closet, a private toilet room, and a walk-in shower. Out back, enjoy a fully fenced yard and covered porch—perfect for relaxing, entertaining, or giving pets room to roam. Located in Winter Haven, you’re approximately 10 minutes to downtown, 10 minutes to Cypress Lanes, 15 minutes to LEGOLAND Florida Resort, about 25 minutes to Lakeside Village, and within 45–60 minutes of Walt Disney World Resort and Universal Orlando Resort. Easy access to US-27, FL-540, and I-4 makes commuting simple. Application requirements: Must make 2x monthly rent, pass background and credit screening. Pets considered with owner approval, photo, and non-refundable deposit. No smoking permitted inside the home. Renters insurance required. Scheule you're showing today. RentSpree link to apply https://apply.link/6rTqkaM
Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)
Listing Agent: Lisa Siner, Llc (407-486-8605)
1111 CYPRESS GARDENS BLVD SE #12, WINTER HAVEN, FL 33880
$80050 Days on yellowkey MLS ID: L4960990
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1970Community: Royonne Place ResubApartment
Remarks: A studio apartment with 1 bath for rent off of Lake Roy. Included in the rent is Water, and Lawn service. This property does not have a washer or dryer hook-up. Call soon before this property is gone! Application Fee runs $50 per adult with a onetime $50 Lease Fee. For this home we are asking for First Month's Rent ($800), and Security Deposit ($1000) making total move in cost assuming one adult to be $1900 if you move in on the first of the month.
Listing is courtesy of: AT YOUR SERVICE REALTY, LLC (863-665-5663)
Listing Agent: Daniel Gonzalez (863-226-9614)
1787 LAKEHILL DR, WINTER HAVEN, FL 33884
$4,50052 Days on yellowkey MLS ID: P4938374
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2944 Built: 2024Community: Woodpointe Phase ThreeSingle Family
Remarks: Beautiful 4-bedroom/3.5-bathroom home with additional bonus room ideal for an office, den, gym, or play room in the prestigious Woodpointe community of SE Winter Haven! Elegant custom and designer finishes throughout, screened lanai, walk-in closets, open-concept and split-bedroom floor plan, and so much more. Applications evaluated on creditworthiness and income equal to at least 3x monthly rent and income.
1707 EAGLE POND DR #1707, WINTER HAVEN, FL 33884
$1,45051 Days on yellowkey MLS ID: P4938394
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1017 Built: 2009Community: Eagle Pond CondoCondo
Remarks: MOVE-IN READY upstairs Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet offers plenty of room to store all of your extras. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse, event space, and so much more. The pool and tennis amenities are INCLUDED with your lease! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options, this one will surely not last long. Monthly rent includes maintenance and repairs, pest control, and trash collection. Up to three pets allowed with prior approval; applications approved based on creditworthiness and income equal to at least 3x monthly rent, otherwise additional security deposit may be required.
$1,550926 Days on yellowkey MLS ID: P4928142
Remarks: MOVE-IN READY Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club available beginning 12/1/2023. This meticulously-maintained condo features hard floors throughout (no carpet!), new interior paint, NEW kitchen appliances, interior laundry (with brand new front load LG washer/dryer provided), and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet offers plenty of room to store all of your extras. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse, event space, and so much more. The pool and tennis amenities, repairs, pest control, and trash collection are INCLUDED with your lease! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options, this one will surely not last long. Applications are approved based on creditworthiness and monthly income equal to at least 3x monthly rental amount. One pet up to 25 lbs allowed with $100.00 non-refundable pet fee and $25.00/month.
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